(2S)-8-{[(tert-butoxy)carbonyl]amino}-2-(1H-indol-3-yl)octanoic acid

• ChemBase ID: 4635
• Molecular Formular: C21H30N2O4
• Molecular Mass: 374.4739
• Monoisotopic Mass: 374.22055745
• SMILES: OC(=O)[C@H](c1c[nH]c2ccccc12)CCCCCCNC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCCCCC[C@@H](c1c[nH]c2c1cccc2)C(=O)O
• InChI: InChI=1S/C21H30N2O4/c1-21(2,3)27-20(26)22-13-9-5-4-6-11-16(19(24)25)17-14-23-18-12-8-7-10-15(17)18/h7-8,10,12,14,16,23H,4-6,9,11,13H2,1-3H3,(H,22,26)(H,24,25)/t16-/m0/s1
• InChIKey: AWVCKFLATUTBCX-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-8-{[(tert-butoxy)carbonyl]amino}-2-(1H-indol-3-yl)octanoic acid
• IUPAC Traditional name: (2S)-8-[(tert-butoxycarbonyl)amino]-2-(1H-indol-3-yl)octanoic acid
• Synonyms: (2S)-8-[(tert-butoxycarbonyl)amino]-2-(1H-indol-3-yl)octanoic acid

Database IDs

• PubChem SID: 160968067; 99443453
• PubChem CID: 24768548

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.760362
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.6125267
• LogD (pH = 7.4): 1.8361362
• Log P: 4.424123
• Molar Refractivity: 104.4908 cm^3
• Polarizability: 41.875565 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.29
• LOG S: -5.09
• Solubility (Water): 3.03e-03 g/l

DETAILS

DrugBank - DB06982

Drug information: experimental