1-benzyl-3-{carboxy[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-11-yl]methyl}-1H-indole-5-carboxylic acid

• ChemBase ID: 223989
• Molecular Formular: C29H27N3O5
• Molecular Mass: 497.54178
• Monoisotopic Mass: 497.19507098
• SMILES: c1(c2c(n(c1)Cc1ccccc1)ccc(c2)C(=O)O)C(N1C[C@@H]2c3n(c(=O)ccc3)C[C@H](C1)C2)C(=O)O
• Canonical SMILES: OC(=O)c1ccc2c(c1)c(cn2Cc1ccccc1)C(N1C[C@@H]2C[C@H](C1)c1n(C2)c(=O)ccc1)C(=O)O
• InChI: InChI=1S/C29H27N3O5/c33-26-8-4-7-24-21-11-19(15-32(24)26)14-31(16-21)27(29(36)37)23-17-30(13-18-5-2-1-3-6-18)25-10-9-20(28(34)35)12-22(23)25/h1-10,12,17,19,21,27H,11,13-16H2,(H,34,35)(H,36,37)
• InChIKey: ZICYIJHPNSQZML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-3-{carboxy[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-dien-11-yl]methyl}-1H-indole-5-carboxylic acid
• IUPAC Traditional name: 1-benzyl-3-{carboxy[(1S,9S)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-dien-11-yl]methyl}indole-5-carboxylic acid

Database IDs

• PubChem SID: 164279899
• PubChem CID: 49652647

CALCULATED PROPERTIES

• Acid pKa: 1.3323246
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.2748095
• LogD (pH = 7.4): -2.800826
• Log P: 0.4117078
• Molar Refractivity: 140.5175 cm^3
• Polarizability: 53.72386 Å^3
• Polar Surface Area: 103.08 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers (4:1)
• Classification: Derivatives & analogs of Natural Compounds