dimethyl 5-[[1-[[(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)amino]carbonyl]-2-oxopropyl]azoterephthalate (CED0188946)

Record Information

Version

1.0

Creation Date

2016-06-03 13:19:59 UTC

Update Date

2026-08-21 18:19:38 UTC

Accession Number

CHEM045479

Identification

Common Name

dimethyl 5-[[1-[[(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)amino]carbonyl]-2-oxopropyl]azoterephthalate

Class

Small Molecule

Description

dimethyl 5-[[1-[[(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)amino]carbonyl]-2-oxopropyl]azoterephthalate belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This organic compound has the chemical formula C21H19N5O7 and an average molecular weight of 453.41 g/mol. It is used industrially as a pigment. Regarding environmental presence, the substance has been recorded in drinking water and water supplies, with oral exposure identified as a recorded route.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-{2-[3,5-bis(methoxycarbonyl)phenyl]diazen-1-yl}-N-(2-hydroxy-1H-1,3-benzodiazol-6-yl)-3-oxobutanimidate	Generator

Chemical Formula

C₂₁H₁₉N₅O₇

Average Molecular Mass

453.411 g/mol

Monoisotopic Mass

453.128 g/mol

CAS Registry Number

29920-31-8

IUPAC Name

2-{2-[3,5-bis(methoxycarbonyl)phenyl]diazen-1-yl}-N-(2-hydroxy-1H-1,3-benzodiazol-6-yl)-3-oxobutanimidic acid

Traditional Name

2-{2-[3,5-bis(methoxycarbonyl)phenyl]diazen-1-yl}-N-(2-hydroxy-3H-1,3-benzodiazol-5-yl)-3-oxobutanimidic acid

SMILES

COC(=O)C1=CC(=CC(=C1)N=NC(C(C)=O)C(O)=NC1=CC2=C(C=C1)N=C(O)N2)C(=O)OC

InChI Identifier

InChI=1S/C21H19N5O7/c1-10(27)17(18(28)22-13-4-5-15-16(9-13)24-21(31)23-15)26-25-14-7-11(19(29)32-2)6-12(8-14)20(30)33-3/h4-9,17H,1-3H3,(H,22,28)(H2,23,24,31)

InChI Key

IHRACTUONPFMSI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-phthalate esters. These are ester derivatives of m-phthalic acids, which are based on a benzene 1,3-dicarboxylic acid skeleton.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

m-Phthalate esters

Alternative Parents

Substituents

Meta-phthalic acid ester
Meta_phthalic_acid
Benzoate ester
Benzimidazole
Benzoyl
Beta-hydroxy ketone
Dicarboxylic acid or derivatives
Azole
Heteroaromatic compound
Methyl ester
Imidazole
Azo compound
Carboxylic acid ester
Ketone
Azacycle
Organoheterocyclic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen 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	0.027 g/L	ALOGPS
logP	3.11	ALOGPS
logP	2.36	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	3.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	175.89 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.65 m³·mol⁻¹	ChemAxon
Polarizability	45.49 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	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6t-0950800000-47b8bc6761839f959209	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0910100000-386c463c6333bc9167dc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0900000000-101f1d62c05f6e778e1c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pb9-0090400000-a2d18a3580806f4ac5c2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-1292200000-3d59e39d6504a293b9ff	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0592-3940000000-08c81e6e45ebbbb3f629	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
6476.0	Log mg/kg	[3600:12000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	1292.06
Click to view 3D structure	Casein kinase I isoform alpha	P67827	Bos taurus	Predicted (SEA)	136.937
Click to view 3D structure	ATP-dependent molecular chaperone HSP82	C4YTQ8	Candida albicans (strain WO-1) (Yeast)	Predicted (SEA)	1391.32
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	2470.39
Click to view 3D structure	Tyrosine-protein kinase ABL1	P00519	Humans	Predicted (SEA)	4628.45
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	1535.19
Click to view 3D structure	Krueppel-like factor 5	Q13887	Humans	Predicted (SEA)	494.965
Click to view 3D structure	Cyclin-dependent kinase 5	Q00535	Humans	Predicted (SEA)	4901.78
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	5909.53
Click to view 3D structure	Coagulation factor VII	P08709	Humans	Predicted (SEA)	667.713
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	2666.18
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	1986.4
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	1496.96
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	2630.76
Click to view 3D structure	Casein kinase I isoform epsilon	P49674	Humans	Predicted (SEA)	2555.01
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	5902.22
Click to view 3D structure	Aurora kinase A	O14965	Humans	Predicted (SEA)	5691.95
Click to view 3D structure	Calcium-dependent protein kinase 1	P62344	Plasmodium falciparum (isolate 3D7)	Predicted (SEA)	2649.68
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	6981.36
Click to view 3D structure	Dihydrofolate reductase	Q920D2	Rattus norvegicus	Predicted (SEA)	459.777
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	4892.28
Click to view 3D structure	Small ubiquitin-related modifier 1	P63165	Humans	Predicted (SEA)	1244.58
Click to view 3D structure	Thymidylate synthase	P07607	Mus musculus	Predicted (SEA)	158.423
Click to view 3D structure	Lysine-specific demethylase 4C	Q9H3R0	Humans	Predicted (SEA)	1171.09
Click to view 3D structure	Lysine--tRNA ligase	Q8IDJ8	Plasmodium falciparum (isolate 3D7)	Predicted (SEA)	1144.23