Argatroban (CED0004604)

Record Information

Version

1.0

Creation Date

2016-05-22 05:45:34 UTC

Update Date

2026-05-14 16:25:08 UTC

Accession Number

CHEM019015

Identification

Common Name

Argatroban

Class

Small Molecule

Description

Argatroban belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 508.63 g/mol, Argatroban is a heavy molecule. It has the chemical formula C23H36N6O5S. As an antithrombotic agent, Argatroban acts as an inhibitor of the protein target Prothrombin (F2). The compound is administered via intravenous exposure. It has been recorded in four sources, including amplifiers in electrical and electronic equipment, household cleaning and consumer products such as other smoking requisites and non-electric simulated smoking devices, as well as healthcare, pharmaceuticals, and veterinary products.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Methyl-1-(N(2)-(3-methyl-1,2,3,4-tetrahydro-8-quinolinesulfonyl)-L-arginyl)-2-piperidinecarboxylic acid	HMDB
Acova	HMDB
MPQA	HMDB
Novastan	HMDB
MMTQAP	HMDB

Chemical Formula

C₂₃H₃₆N₆O₅S

Average Molecular Mass

508.634 g/mol

Monoisotopic Mass

508.247 g/mol

CAS Registry Number

74863-84-6

IUPAC Name

(2R,4R)-1-[(2S)-5-[(diaminomethylidene)amino]-2-[(3R)-3-methyl-1,2,3,4-tetrahydroquinoline-8-sulfonamido]pentanoyl]-4-methylpiperidine-2-carboxylic acid

Traditional Name

argatroban

SMILES

C[C@@H]1CCN([C@H](C1)C(O)=O)C(=O)[C@H](CCCN=C(N)N)NS(=O)(=O)C1=CC=CC2=C1NC[C@H](C)C2

InChI Identifier

InChI=1S/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26)/t14-,15-,17+,18-/m1/s1

InChI Key

KXNPVXPOPUZYGB-XYVMCAHJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Alpha-amino acid amide
Alpha-amino acid or derivatives
Tetrahydroquinoline
N-acyl-piperidine
Piperidinecarboxylic acid
Secondary aliphatic/aromatic amine
Aralkylamine
Piperidine
Organosulfonic acid amide
Benzenoid
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Tertiary carboxylic acid amide
Aminosulfonyl compound
Amino acid or derivatives
Amino acid
Carboxamide group
Guanidine
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboximidamide
Secondary amine
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	0.19	ALOGPS
logP	-0.97	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	10.91	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.21 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	133.54 m³·mol⁻¹	ChemAxon
Polarizability	53.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-052r-5209300000-956962e57f43e3e4e4a0	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-052r-9510760000-197de76826be9e3dd762	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bt9-2573970000-baade2ee1c380d57a621	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dj-9862710000-ac9d9ba59d694b01326f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03fs-9820000000-96372d9e4e3145e42b3b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-1010930000-0652dd60ae8808bd6b64	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ck9-5331900000-7ad53b977b846f9e99c5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002f-9330000000-9cce519af387edb90e6f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-07bb-0004950000-3b898b06614ee9faf869	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0206900000-35ed00b592af77c79857	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004l-2691100000-b83def2efe4f5d446a87	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0btc-0310950000-c2dc4f807846f6832f15	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06r2-1411910000-3fce7fb055187e1b762a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01pk-5930000000-e17eb44d03eed6aceea4	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
3428.0	Log mg/kg	[1900:6100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
273	Antithrombotic agents	Healthcare, pharmaceuticals & veterinary products	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
583	Anchoring Equipment	Marine, shipping & aquaculture	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available

Pathways

3 pathways

Argatroban.

Argatroban Action Pathway

Argatroban Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Prothrombin	P00735	Bos taurus	Predicted (SEA)	0.544945
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	5.91654
Click to view 3D structure	Serine protease 1	P07477	Humans	Predicted (SEA)	7.23998
Click to view 3D structure	Prothrombin	P19221	Mus musculus	Predicted (SEA)	0.0778492
Click to view 3D structure	Serine protease 1	P00760	Bos taurus	Predicted (SEA)	14.7914
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	82.9094
Click to view 3D structure	Coagulation factor X	P00742	Humans	Predicted (SEA)	158.267
Click to view 3D structure	Coagulation factor X	P00743	Bos taurus	Predicted (SEA)	15.1027
Click to view 3D structure	Tissue-type plasminogen activator	P00750	Humans	Predicted (SEA)	114.828
Click to view 3D structure	C-C chemokine receptor type 10	Q9JL21	Mus musculus	Predicted (SEA)	2.56902
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	591.421
Click to view 3D structure	Transmembrane protease serine 11D	O60235	Humans	Predicted (SEA)	81.8974
Click to view 3D structure	Angiotensin-converting enzyme	P12821	Humans	Predicted (SEA)	227.475
Click to view 3D structure	Kappa-type opioid receptor	P41144	Cavia porcellus	Predicted (SEA)	389.713
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	451.681
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	365.969
Click to view 3D structure	Suppressor of tumorigenicity 14 protein	Q9Y5Y6	Humans	Predicted (SEA)	209.648
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	398.432
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	902.817
Click to view 3D structure	Delta-type opioid receptor	P33533	Rattus norvegicus	Predicted (SEA)	413.535
Click to view 3D structure	Melanocortin receptor 5	P41149	Mus musculus	Predicted (SEA)	224.284
Click to view 3D structure	Angiotensin-converting enzyme	P12822	Oryctolagus cuniculus	Predicted (SEA)	156.555
Click to view 3D structure	Substance-P receptor	P14600	Rattus norvegicus	Predicted (SEA)	238.53
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	1058.59
Click to view 3D structure	Melanocortin receptor 4	P56450	Mus musculus	Predicted (SEA)	241.021