4,6-dichloro-3-[2-(phenylcarbamoyl)eth-1-en-1-yl]-1H-indole-2-carboxylic acid

• ChemBase ID: 127533
• Molecular Formular: C18H12Cl2N2O3
• Molecular Mass: 375.20548
• Monoisotopic Mass: 374.02249761
• SMILES: OC(=O)c1c(/C=C/C(=O)Nc2ccccc2)c2c(Cl)cc(Cl)cc2[nH]1
• Canonical SMILES: O=C(Nc1ccccc1)/C=C/c1c([nH]c2c1c(Cl)cc(c2)Cl)C(=O)O
• InChI: InChI=1S/C18H12Cl2N2O3/c19-10-8-13(20)16-12(17(18(24)25)22-14(16)9-10)6-7-15(23)21-11-4-2-1-3-5-11/h1-9,22H,(H,21,23)(H,24,25)
• InChIKey: WZBNEZWCNKUOSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dichloro-3-[2-(phenylcarbamoyl)eth-1-en-1-yl]-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 4,6-dichloro-3-[2-(phenylcarbamoyl)eth-1-en-1-yl]-1H-indole-2-carboxylic acid
• Synonyms: GV-150,526A; Gavestinel

Database IDs

• CAS Number: 153436-22-7
• PubChem SID: 162221852
• PubChem CID: 6450546
• CHEMBL: 419045
• Chemspider ID: 4953148
• Unique Ingredient Identifier: 318X4QY113
• Wikipedia Title: Gavestinel

CALCULATED PROPERTIES

• Acid pKa: 3.590459
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.5502622
• LogD (pH = 7.4): 1.1084845
• Log P: 4.4548235
• Molar Refractivity: 99.167 cm^3
• Polarizability: 37.78289 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true