3-(CARBOXYMETHOXY)THIENO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID

Identification

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Name
3-(CARBOXYMETHOXY)THIENO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID
Accession Number
DB07298
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 253.231
Monoisotopic: 253.004493029
Chemical Formula
C10H7NO5S
InChI Key
JGZSWLHKOMFYHS-UHFFFAOYSA-N
InChI
InChI=1S/C10H7NO5S/c12-6(13)4-16-7-5-2-1-3-11-9(5)17-8(7)10(14)15/h1-3H,4H2,(H,12,13)(H,14,15)
IUPAC Name
3-(carboxymethoxy)thieno[2,3-b]pyridine-2-carboxylic acid
SMILES
OC(=O)COC1=C(SC2=NC=CC=C12)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTyrosine-protein phosphatase non-receptor type 1Not AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5327045
PubChem Substance
99443769
ChemSpider
4484309
BindingDB
14211
HET
982
PDB Entries
2azr

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.182 mg/mLALOGPS
logP0.76ALOGPS
logP1.11ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.36ChemAxon
pKa (Strongest Basic)0.89ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area96.72 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity56.78 m3·mol-1ChemAxon
Polarizability22.76 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.651
Blood Brain Barrier+0.578
Caco-2 permeable-0.6965
P-glycoprotein substrateNon-substrate0.6634
P-glycoprotein inhibitor INon-inhibitor0.951
P-glycoprotein inhibitor IINon-inhibitor0.981
Renal organic cation transporterNon-inhibitor0.8846
CYP450 2C9 substrateNon-substrate0.8544
CYP450 2D6 substrateNon-substrate0.8241
CYP450 3A4 substrateNon-substrate0.6675
CYP450 1A2 substrateInhibitor0.6097
CYP450 2C9 inhibitorNon-inhibitor0.8137
CYP450 2D6 inhibitorNon-inhibitor0.8213
CYP450 2C19 inhibitorNon-inhibitor0.7716
CYP450 3A4 inhibitorNon-inhibitor0.9063
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8707
Ames testNon AMES toxic0.6945
CarcinogenicityNon-carcinogens0.9424
BiodegradationReady biodegradable0.6223
Rat acute toxicity2.1982 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9914
hERG inhibition (predictor II)Non-inhibitor0.9385
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Thienopyridines
Sub Class
Not Available
Direct Parent
Thienopyridines
Alternative Parents
Thiophene carboxylic acids / Alkyl aryl ethers / Pyridines and derivatives / Dicarboxylic acids and derivatives / Heteroaromatic compounds / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
show 2 more
Substituents
Thienopyridine / Thiophene carboxylic acid / Thiophene carboxylic acid or derivatives / Alkyl aryl ether / Dicarboxylic acid or derivatives / Pyridine / Thiophene / Heteroaromatic compound / Azacycle / Ether
show 11 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Tyrosine-protein phosphatase which acts as a regulator of endoplasmic reticulum unfolded protein response. Mediates dephosphorylation of EIF2AK3/PERK; inactivating the protein kinase activity of EI...
Gene Name
PTPN1
Uniprot ID
P18031
Uniprot Name
Tyrosine-protein phosphatase non-receptor type 1
Molecular Weight
49966.44 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:20 / Updated on June 04, 2019 06:38