ContaminantDB: Clopidogrel Carboxylic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 13:36:29 UTC

Update Date

2016-11-09 01:23:23 UTC

Accession Number

CHEM045707

Identification

Common Name

Clopidogrel Carboxylic acid

Class

Small Molecule

Description

A thienopyridine that is 6,7-dihydrothieno[3,2-c]pyridin-5(4H)-ylacetic acid substituted by a 2-chlorophenyl group at position 2. It is a metabolite of the drug clopidogrel.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Clopidogrel carboxylate	Generator
2-(2-Chlorophenyl)-2-(6,7-dihydro-4H-thieno(3,2-c)pyridin-5-yl)acetic acid	MeSH

Chemical Formula

C₁₅H₁₄ClNO₂S

Average Molecular Mass

307.790 g/mol

Monoisotopic Mass

307.043 g/mol

CAS Registry Number

144457-28-3

IUPAC Name

2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetic acid

Traditional Name

(2-chlorophenyl)(4H,6H,7H-thieno[3,2-c]pyridin-5-yl)acetic acid

SMILES

OC(=O)C(N1CCC2=C(C1)C=CS2)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C15H14ClNO2S/c16-12-4-2-1-3-11(12)14(15(18)19)17-7-5-13-10(9-17)6-8-20-13/h1-4,6,8,14H,5,7,9H2,(H,18,19)

InChI Key

DCASRSISIKYPDD-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Thienopyridine
Chlorobenzene
Halobenzene
Aralkylamine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
Tertiary amine
Amino acid
Azacycle
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organohalogen compound
Organochloride
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Organic oxide
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:83504 )
monocarboxylic acid (CHEBI:83504 )
monochlorobenzenes (CHEBI:83504 )
thienopyridine (CHEBI:83504 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	0.011 g/L	ALOGPS
logP	3.54	ALOGPS
logP	1.31	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	1.81	ChemAxon
pKa (Strongest Basic)	7.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.16 m³·mol⁻¹	ChemAxon
Polarizability	30.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	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	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3970000000-9c4eeea4cdd03df4b4a7	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4i-0009000000-0f8547c4528ea9b83975	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-0900000000-db5a81787f92811190b6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-0901000000-b593c14c56fda290cf2c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0fxt-0900000000-9c153a3bfc85d4b70fc1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4i-0009000000-c8749daf29007153f521	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-01tc-1900000000-e4b482ef692130103941	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0gdl-0900000000-d7e20dd3951dfca1e20b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00mo-0900000000-c85ecf9926bc62400055	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-0901000000-607a658b8a430cac306d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-01tc-1900000000-ca593ee200c9938f9bda	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-0900000000-99a287baafc015675483	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0fxt-0900000000-b0880f043daec692ca6f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-002f-0900000000-ebb51c0120d3ace3e497	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014l-0900000000-85163dfe7f8c1145f9c6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-03di-0090000000-8dd921f92d50f102d252	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0btc-1189000000-a184020dd28d3e85eb94	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-074i-0391000000-867a50dd1e0d45c19a33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gba-9410000000-fc63da1a464b18542352	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-08fr-0095000000-50aa4122b64ad1ecb2e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0192000000-5b89196fbbc1a8fcf39d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-8920000000-cb531b24c1e80994bd83	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0019000000-721d3f981cbd4f4b8b32	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bt9-0879000000-fc39030c368b706b97fa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0h00-0930000000-737a0e70d4aa756431ca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-0098000000-0c137718ccc68db203cd	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0250357

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

Not Available

Chemspider ID

3342490

ChEBI ID

83504

PubChem Compound ID

4129546

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19739245

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22706585

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24670351

Clopidogrel Carboxylic acid (CHEM045707)

Structure for CHEM045707: Clopidogrel Carboxylic acid