4-[5-(2-CARBOXY-1-FORMYL-ETHYLCARBAMOYL)-PYRIDIN-3-YL]-BENZOIC ACID

Identification

Generic Name
4-[5-(2-CARBOXY-1-FORMYL-ETHYLCARBAMOYL)-PYRIDIN-3-YL]-BENZOIC ACID
DrugBank Accession Number
DB08251
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 342.3029
Monoisotopic: 342.08518619
Chemical Formula
C17H14N2O6
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCaspase-3Not 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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Phenylpyridines
Direct Parent
Phenylpyridines
Alternative Parents
Beta amino acids and derivatives / Nicotinamides / Benzoic acids / Benzoyl derivatives / Dicarboxylic acids and derivatives / Heteroaromatic compounds / Secondary carboxylic acid amides / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
3-phenylpyridine / Aldehyde / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Benzoic acid / Benzoic acid or derivatives / Benzoyl / Beta amino acid or derivatives / Carbonyl group
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JNRAPROKLOUIRA-AWEZNQCLSA-N
InChI
InChI=1S/C17H14N2O6/c20-9-14(6-15(21)22)19-16(23)13-5-12(7-18-8-13)10-1-3-11(4-2-10)17(24)25/h1-5,7-9,14H,6H2,(H,19,23)(H,21,22)(H,24,25)/t14-/m0/s1
IUPAC Name
4-(5-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}pyridin-3-yl)benzoic acid
SMILES
[H][C@@](CC(O)=O)(NC(=O)C1=CN=CC(=C1)C1=CC=C(C=C1)C(O)=O)C=O

References

General References
Not Available
PubChem Compound
5288878
PubChem Substance
99444722
ChemSpider
4450939
BindingDB
10658
ChEMBL
CHEMBL310554
ZINC
ZINC000000026888
PDBe Ligand
NA4
PDB Entries
1rhm

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.026 mg/mLALOGPS
logP0.76ALOGPS
logP-0.13Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.7Chemaxon
pKa (Strongest Basic)2.92Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area133.66 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity85.96 m3·mol-1Chemaxon
Polarizability33.48 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.731
Blood Brain Barrier+0.6199
Caco-2 permeable-0.6742
P-glycoprotein substrateNon-substrate0.7018
P-glycoprotein inhibitor INon-inhibitor0.9147
P-glycoprotein inhibitor IINon-inhibitor0.9487
Renal organic cation transporterNon-inhibitor0.9327
CYP450 2C9 substrateNon-substrate0.7506
CYP450 2D6 substrateNon-substrate0.8405
CYP450 3A4 substrateNon-substrate0.652
CYP450 1A2 substrateNon-inhibitor0.8191
CYP450 2C9 inhibitorNon-inhibitor0.8357
CYP450 2D6 inhibitorNon-inhibitor0.9577
CYP450 2C19 inhibitorNon-inhibitor0.9503
CYP450 3A4 inhibitorNon-inhibitor0.8666
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8566
Ames testNon AMES toxic0.9121
CarcinogenicityNon-carcinogens0.8636
BiodegradationNot ready biodegradable0.873
Rat acute toxicity1.9132 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9969
hERG inhibition (predictor II)Non-inhibitor0.9214
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0096000000-7d5e1fe6147d32ad33ff
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00xr-9272000000-a33189820625f4837f1c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0091000000-ddcd07be2e64ec76ad39
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fc1-3970000000-49a40a1e8859922c36a7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ue9-2950000000-09eb584bbbd9fc74640a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-4690000000-1b2b0e211814eafad056
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-174.20642
predicted
DeepCCS 1.0 (2019)
[M+H]+176.60199
predicted
DeepCCS 1.0 (2019)
[M+Na]+182.94571
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Caspase-3
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phospholipase a2 activator activity
Specific Function
Involved in the activation cascade of caspases responsible for apoptosis execution. At the onset of apoptosis it proteolytically cleaves poly(ADP-ribose) polymerase (PARP) at a '216-Asp-|-Gly-217' ...
Gene Name
CASP3
Uniprot ID
P42574
Uniprot Name
Caspase-3
Molecular Weight
31607.58 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. [Article]

Drug created at September 15, 2010 21:30 / Updated at June 12, 2020 16:52