4-(5-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}pyridin-3-yl)benzoic acid

• ChemBase ID: 5875
• Molecular Formular: C17H14N2O6
• Molecular Mass: 342.30286
• Monoisotopic Mass: 342.08518618
• SMILES: c1c(cncc1C(=O)N[C@@H](CC(=O)O)C=O)c1ccc(cc1)C(=O)O
• Canonical SMILES: O=C[C@@H](NC(=O)c1cncc(c1)c1ccc(cc1)C(=O)O)CC(=O)O
• 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
• InChIKey: JNRAPROKLOUIRA-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(5-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}pyridin-3-yl)benzoic acid
• IUPAC Traditional name: 4-(5-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}pyridin-3-yl)benzoic acid
• Synonyms: 4-[5-(2-CARBOXY-1-FORMYL-ETHYLCARBAMOYL)-PYRIDIN-3-YL]-BENZOIC ACID

Database IDs

• PubChem SID: 160969302; 99444722
• PubChem CID: 5288878

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7025428
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.9067662
• LogD (pH = 7.4): -6.068528
• Log P: -0.13159165
• Molar Refractivity: 85.9571 cm^3
• Polarizability: 33.556618 Å^3
• Polar Surface Area: 133.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.76
• LOG S: -4.12
• Solubility (Water): 2.60e-02 g/l

DETAILS

DrugBank - DB08251

Drug information: experimental