Azathioprine (CED0001214)

Record Information

Version

1.0

Creation Date

2014-09-11 02:04:30 UTC

Update Date

2026-08-25 19:57:49 UTC

SynCED ID

CED0001214

Secondary Accession Numbers

CHEM003635
T3D4677

Identification

Common Name

Azathioprine

Class

Small Molecule

Description

Azathioprine is an exogenous solid with the formula C9H7N7O2S and an average molecular weight of 277.26 g/mol. Azathioprine belongs to the aryl thioethers, a subclass of thioethers within the organic compounds. It is found in or released from healthcare, pharmaceuticals and veterinary products used as immunosuppressants, as well as food, food processing and cookware used for food preservation. Recorded exposure routes include oral and intravenous administration. As an immunosuppressive pro-drug, azathioprine is converted into 6-mercaptopurine in the body, where it blocks purine metabolism and DNA synthesis. It antagonizes purine metabolism and may inhibit the synthesis of proteins, RNA, and DNA, while interfering with cellular metabolism and inhibiting mitosis. Its mechanism of action likely involves the incorporation of thiopurine analogues into the DNA structure, resulting in cytotoxicity and chain termination. Recorded protein targets include Ras-related C3 botulinum toxin substrate 1 (RAC1), Amidophosphoribosyltransferase (PPAT), and Hypoxanthine-guanine phosphoribosyltransferase (HPRT1), of which it is an inhibitor or modulator.

Contaminant Type

Antimetabolite
Antimetabolite, Antineoplastic
Antirheumatic Agent
Drug
Ether
Human Neurotoxin
Immunosuppressive Agent
Metabolite
Organic Compound
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-((1-Methyl-4-nitro-1H-imidazol-5-yl)thio)-1H-purine	ChEBI
6-(1'-Methyl-4'-nitro-5'-imidazolyl)-mercaptopurine	ChEBI
Imuran	ChEBI
Azasan	Kegg
Azathioprin	HMDB
Azatioprin	HMDB
Azothioprine	HMDB
Azathioprine sodium salt	HMDB
Azathioprine sodium	HMDB
Azathioprine sulfate	HMDB
Immuran	HMDB
Imurel	HMDB
Sodium, azathioprine	HMDB

Chemical Formula

C₉H₇N₇O₂S

Average Molecular Mass

277.263 g/mol

Monoisotopic Mass

277.038 g/mol

CAS Registry Number

446-86-6

IUPAC Name

6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-7H-purine

Traditional Name

azathioprine

SMILES

CN1C=NC(=C1SC1=NC=NC2=C1NC=N2)[N+]([O-])=O

InChI Identifier

InChI=1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13)

InChI Key

LMEKQMALGUDUQG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Diarylthioethers

Alternative Parents

Substituents

Diarylthioether
6-thiopurine
Imidazopyrimidine
Purine
Nitroaromatic compound
Nitroimidazole
N-substituted imidazole
Imidolactam
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
C-nitro compound
Organic nitro compound
Azacycle
Organic oxoazanium
Organoheterocyclic compound
Organic 1,3-dipolar compound
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

C-nitro compound (CHEBI:2948 )
aryl sulfide (CHEBI:2948 )
imidazoles (CHEBI:2948 )
thiopurine (CHEBI:2948 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	243.5°C
Boiling Point	Not Available
Solubility	1.07e+00 g/L

Predicted Properties

Property	Value	Source
Water Solubility	1.07 g/L	ALOGPS
logP	0.84	ALOGPS
logP	1.17	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.65	ChemAxon
pKa (Strongest Basic)	4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.95 m³·mol⁻¹	ChemAxon
Polarizability	24.26 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-004i-9680000000-14a922ede69208f7d93d	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001l-2950000000-4d3fb67844876c217814	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000x-0950000000-b6de6073310270167ffb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0390000000-0d11d23373539cfb283c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000x-0950000000-b6de6073310270167ffb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001l-2950000000-4d3fb67844876c217814	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0390000000-58368875ea6ed88ee61c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0090000000-21d13daccc3ca6311829	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0590000000-b73f9f2e26259b004f75	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-7900000000-b14a64aca199c8b71caf	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gir-6910000000-5e2cea2a00375e82d294	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0950000000-dd45895b2d199860f157	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000x-2950000000-f4883419404f23b8f2a1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gir-5920000000-c941e300fe4d1869fd8e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00lv-4930000000-c315bdc3abb371f4e426	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gir-5920000000-3d187b69fbd90dc9b4de	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-7900000000-c328e8adab736ddf2819	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0900000000-b07a1492f0de60ac50ce	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-07vl-4900000000-3773c3f34878b3d9eef8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0aor-2900000000-aa84765db89a7c5cac3d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0900000000-de636231bb795d77808e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0590000000-5a6b03a61ef6e16441eb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0090000000-127672e50f7d85ca7302	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05i0-0090000000-7bb3b92e927e16854e1d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9120000000-e50a6491ae4f28b8eeb0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-3090000000-df6cb72af7b792b5cdfb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-2490000000-b8ce493eef32ac50f458	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ba-5910000000-2134d4c288ab79f6a689	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
242.0 Log mg/kg [140:430]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Azathioprine antagonizes purine metabolism and may inhibit synthesis of DNA, RNA, and proteins. It may also interfere with cellular metabolism and inhibit mitosis. Its mechanism of action is likely due to incorporation of thiopurine analogues into the DNA structure, causing chain termination and cytotoxicity. The oral LD₅₀ for single doses of azathioprine in mice and rats are 2500 mg/kg and 400 mg/kg, respectively.

Carcinogenicity (IARC Classification)

1, carcinogenic to humans. (4)

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
type 2 diabetes mellitus	Not Available	Not Available	Not Available	PMC11130641
Acne	Not Available	Not Available	A disorder of the skin in which oil glands and hair glands become inflamed.	PMC11130641 , PMC11130641
Acne	Has Therapeutic Effect On	Not Available	A disorder of the skin in which oil glands and hair glands become inflamed.	PMC11130641
rash	Associated With?	Not Available	Not Available	PMC10586545
atopic dermatitis	Not Available	Not Available	Not Available	PMC10869012
acute myeloid leukemia	Has Therapeutic Effect On	Not Available	Acute myeloid leukemia (AML) is a cancer of the myeloid line of blood cells, characterized by the rapid growth of abnormal cells that build up in the bone marrow and blood and interfere with normal blood cell production. Symptoms may include feeling tired, shortness of breath, easy bruising and bleeding, and increased risk of infection. Occasionally, spread may occur to the brain, skin, or gums. As an acute leukemia, AML progresses rapidly and is typically fatal within weeks or months if left untreated. Risk factors include smoking, previous chemotherapy or radiation therapy, myelodysplastic syndrome, and exposure to the chemical benzene. AML affected about one million people and resulted in 147,000 deaths globally. It most commonly occurs in older adults. Males are affected more often than females.	PMC11130641
acute myeloid leukemia	Not Available	Not Available	Acute myeloid leukemia (AML) is a cancer of the myeloid line of blood cells, characterized by the rapid growth of abnormal cells that build up in the bone marrow and blood and interfere with normal blood cell production. Symptoms may include feeling tired, shortness of breath, easy bruising and bleeding, and increased risk of infection. Occasionally, spread may occur to the brain, skin, or gums. As an acute leukemia, AML progresses rapidly and is typically fatal within weeks or months if left untreated. Risk factors include smoking, previous chemotherapy or radiation therapy, myelodysplastic syndrome, and exposure to the chemical benzene. AML affected about one million people and resulted in 147,000 deaths globally. It most commonly occurs in older adults. Males are affected more often than females.	PMC13362805
vascular disease	Not Available	Not Available	A cardiovascular system disease that primarily affects the blood vessels which includes the arteries, veins and capillaries that carry blood to and from the heart. (DO)	PMC10468877
non-Hodgkin lymphoma	Associated With?	Not Available	Not Available	PMC7139235
inflammatory bowel disease	Not Available	Not Available	An intestinal disease characterized by inflammation located in all parts of digestive tract. (DO)	PMC10869012
squamous cell carcinoma	Associated With?	Not Available	A carcinoma that derives from squamous epithelial cells. (DO)	PMC7139235
myasthenia gravis	Not Available	Not Available	Myasthenia gravis is a chronic autoimmune, neuromuscular disease that causes weakness in the skeletal muscles that worsens after periods of activity and improves after periods of rest. These muscles are responsible for functions involving breathing and moving parts of the body, including the arms and legs. The name myasthenia gravis, which is Latin and Greek in origin, means “grave, or serious, muscle weakness. The hallmark of myasthenia gravis is muscle weakness that worsens after periods of activity and improves after periods of rest. Certain muscles such as those that control eye and eyelid movement, facial expression, chewing, talking, and swallowing are often (but not always) involved in the disorder. In myasthenia gravis, antibodies (immune proteins produced by the body’s immune system) block, alter, or destroy the receptors for acetylcholine at the neuromuscular junction, which prevents the muscle from contracting. This is most often caused by antibodies to the acetylcholine receptor itself, but antibodies to other proteins, such as MuSK (Muscle-Specific Kinase) protein, also can impair transmission at the neuromuscular junction. Myasthenia gravis affects both men and women and occurs across all racial and ethnic groups. It most commonly impacts young adult women (under 40) and older men (over 60), but it can occur at any age, including childhood. It has a prevalence of about 1 in 5000 individuals.	PMC1492602
autoimmune disease	Not Available	Not Available	An autoimmune disease is a condition arising from an abnormal immune response to a functioning body part. There are at least 80 types of autoimmune diseases. Nearly any body part can be involved. Common symptoms include low grade fever and feeling tired. Some autoimmune diseases such as lupus run in families, and certain cases may be triggered by infections or other environmental factors. Some common diseases that are generally considered autoimmune include celiac disease, diabetes mellitus type 1, Graves' disease, inflammatory bowel disease, multiple sclerosis, psoriasis, rheumatoid arthritis, and systemic lupus erythematosus. About 24 million (7%) people in the United States are affected by an autoimmune disease. Women are more commonly affected than men.	PMC10669396 , PMC3994740
myelodysplastic syndrome	Not Available	Not Available	A bone marrow cancer characterized as the failure of bone marrow to make enough healthy blood cells and thus there are blast cells in the blood and/or bone marrow.	PMC13362805
rosacea	Not Available	Not Available	Not Available	PMC11130641 , PMC11130641
oligospermia	Associated With?	Not Available	A disorder characterized by a decrease in the number of spermatozoa in the semen. (NCI CTCAE)	PMC12030013
vitiligo	Not Available	Not Available	A hypersensitivity reaction type II disease that causes depigmentation of patches of skin resulting from loss of function or death of melanoctyes. (DO)	PMC10869012 , PMC10921011
pancreatitis	Associated With?	Not Available	Not Available	PMC10921011
Skin melanoma	Has Therapeutic Effect On	Not Available	Not Available	PMC11130641
Death	Associated With?	increase	Not Available	PMC10039777
fetal growth restriction	Associated With?	increase	Not Available	PMC11134286
ulcer disease	Has Therapeutic Effect On	Not Available	Not Available	PMC11130641
Erythema	Has Therapeutic Effect On	Not Available	Not Available	PMC11130641
cytopenia	Associated With?	Not Available	Not Available	PMC10586545
Graft Rejection	Not Available	Not Available	Not Available	PMC4101230
Hospitalization	Associated With?	increase	Not Available	PMC10039777
eosinophilic granulomatosis with polyangiitis	Not Available	Not Available	Not Available	PMC9323819
Churg-Strauss syndrome	Not Available	Not Available	Not Available	PMC9323819
chronic rhinosinusitis	Not Available	Not Available	Not Available	PMC9323819
granulomatosis with polyangiitis	Not Available	Not Available	Not Available	PMC11769711
Pustule	Has Therapeutic Effect On	Not Available	Not Available	PMC11130641
peliosis hepatis	Associated With?	Not Available	Not Available	PMC10417184
malignant choroid melanoma	Has Therapeutic Effect On	Not Available	Not Available	PMC11130641
Papule	Has Therapeutic Effect On	Not Available	Not Available	PMC11130641
Sweet syndrome	Associated With?	Not Available	Not Available	PMC7152208

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000362	Immunosuppressants?Immunosuppressants are synthetic chemicals used to inhibit the immune response, primarily in patients undergoing organ transplants or those with autoimmune disorders.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000609	Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.	Personal care & cosmetics	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000620	Card Games?Card games often utilize synthetic materials for playing cards and associated gaming equipment, which may contain various chemicals such as polyvinyl chloride (PVC), plastics, and dyes.	Recreation & sports surfaces	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000692	Silica Free Oxide Glass?Silica Free Oxide Glass is a type of glass that is produced using alternative materials to traditional silica-based formulations.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs01263	Food Sources	Food, food processing & cookware	PMC11130641
CEDs02255	Water	Aquatic systems & sediments	PMC11130641
CEDs02845	Cosmetics	Personal care & cosmetics	PMC11130641

Pathways

4 pathwaysPathway Source: PathBank

Azathioprine Action Pathway

Azathioprine Metabolism Pathway

Azathioprine Action Pathway (New)

Azathioprine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glutathione S-transferase	Q59721	Burkholderia xenovorans (strain LB400)	Known	Not Available
Click to view 3D structure	Adenosine receptor A2b	P29275	Humans	Predicted (SEA)	Prediction Confidence Score 0.212 Applicability Domain 0.242 Low confidence Statistical Significance 0.2851 Supporting Reference Compounds 187 E-value 2219.4
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.208 Applicability Domain 0.242 Low confidence Statistical Significance 0.2418 Supporting Reference Compounds 174 E-value 1882.55
Click to view 3D structure	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.208 Applicability Domain 0.242 Low confidence Statistical Significance 0.2626 Supporting Reference Compounds 221 E-value 2044.32
Click to view 3D structure	Adenosine receptor A1	P47745	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.205 Applicability Domain 0.226 Low confidence Statistical Significance 0.0228 Supporting Reference Compounds 38 E-value 177.185
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	Prediction Confidence Score 0.205 Applicability Domain 0.226 Low confidence Statistical Significance 0.5085 Supporting Reference Compounds 303 E-value 3958.63
Click to view 3D structure	Toll-like receptor 9	Q9NR96	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.211 Low confidence Statistical Significance 0.2677 Supporting Reference Compounds 111 E-value 2084.41
Click to view 3D structure	Adenosine receptor A2a	P46616	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.226 Low confidence Statistical Significance 0.0263 Supporting Reference Compounds 27 E-value 204.899
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.212 Low confidence Statistical Significance 0.6157 Supporting Reference Compounds 391 E-value 4793.57
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.211 Low confidence Statistical Significance 0.4949 Supporting Reference Compounds 166 E-value 3853.07
Click to view 3D structure	Aurora kinase A	O14965	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.34 Statistical Significance 0.893 Supporting Reference Compounds 996 E-value 6952.01
Click to view 3D structure	Leucine-rich repeat serine/threonine-protein kinase 2	Q5S007	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.34 Statistical Significance 0.7861 Supporting Reference Compounds 336 E-value 6119.65
Click to view 3D structure	Adenosine receptor A3	P35342	Ovis aries	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.191 Low confidence Statistical Significance 0.0037 Supporting Reference Compounds 1 E-value 29.1935
Click to view 3D structure	Adenosine receptor A2b	P29276	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.242 Low confidence Statistical Significance 0.1458 Supporting Reference Compounds 36 E-value 1135.04
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.211 Low confidence Statistical Significance 0.9712 Supporting Reference Compounds 1538 E-value 7560.4
Click to view 3D structure	Ribosomal protein S6 kinase alpha-3	P51812	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.34 Statistical Significance 0.8911 Supporting Reference Compounds 733 E-value 6937.38
Click to view 3D structure	Bromodomain-containing protein 4	O60885	Humans	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.21 Low confidence Statistical Significance 0.745 Supporting Reference Compounds 237 E-value 5799.61
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.2 Low confidence Statistical Significance 0.6891 Supporting Reference Compounds 296 E-value 5364.9
Click to view 3D structure	Tyrosine-protein kinase ABL1	P00519	Humans	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.321 Statistical Significance 0.9338 Supporting Reference Compounds 927 E-value 7269.25
Click to view 3D structure	Protein-tyrosine kinase 2-beta	Q14289	Humans	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.34 Statistical Significance 0.8722 Supporting Reference Compounds 414 E-value 6789.7
Click to view 3D structure	Serine/threonine-protein kinase Chk2	O96017	Humans	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.34 Statistical Significance 0.8891 Supporting Reference Compounds 537 E-value 6921.26
Click to view 3D structure	S-methyl-5'-thioinosine phosphorylase	Q9HZK1	Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 /JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)	Predicted (SEA)	Prediction Confidence Score 0.183 Applicability Domain 0.187 Low confidence Statistical Significance 1.00e-03 Supporting Reference Compounds 4 E-value 7.78492
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	Prediction Confidence Score 0.183 Applicability Domain 0.321 Statistical Significance 0.938 Supporting Reference Compounds 797 E-value 7301.95
Click to view 3D structure	3-phosphoinositide-dependent protein kinase 1	O15530	Humans	Predicted (SEA)	Prediction Confidence Score 0.182 Applicability Domain 0.34 Statistical Significance 0.9092 Supporting Reference Compounds 591 E-value 7078.05
Click to view 3D structure	Type-1 angiotensin II receptor	P30556	Humans	Predicted (SEA)	Prediction Confidence Score 0.182 Applicability Domain 0.211 Low confidence Statistical Significance 0.6526 Supporting Reference Compounds 141 E-value 5080.83
Click to view 3D structure	Sphingosine 1-phosphate receptor 4	O95977	Humans	Predicted (SEA)	Prediction Confidence Score 0.182 Applicability Domain 0.206 Low confidence Statistical Significance 0.58 Supporting Reference Compounds 117 E-value 4515.33
Click to view 3D structure	Tyrosinase	P14679	Humans	Known	Not Available
Click to view 3D structure	Cytidine deaminase	P0ABF6	Escherichia coli (strain K12)	Known	Not Available
Click to view 3D structure	Hypoxanthine-guanine phosphoribosyltransferase	P00492	Humans	Known	Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00993

HMDB ID

HMDB0015128

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Link

General References

Woodroffe R, Yao GL, Meads C, Bayliss S, Ready A, Raftery J, Taylor RS: Clinical and cost-effectiveness of newer immunosuppressive regimens in renal transplantation: a systematic review and modelling study. Health Technol Assess. 2005 May;9(21):1-179, iii-iv. [PubMed: 15899149]
Konstantopoulou M, Belgi A, Griffiths KD, Seale JR, Macfarlane AW: Azathioprine-induced pancytopenia in a patient with pompholyx and deficiency of erythrocyte thiopurine methyltransferase. BMJ. 2005 Feb 12;330(7487):350-1. [PubMed: 15705694]
Gombar VK, Enslein K, Blake BW: Carcinogenicity of azathioprine: an S-AR investigation. Mutat Res. 1993 May;302(1):7-12. [PubMed: 7683109]
International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. - http://monographs.iarc.fr/index.php

Azathioprine (CED0001214)

Structure for CHEM003635: Azathioprine

Structure