(2S)-1-{1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]piperidine-4-carbonyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 202548
• Molecular Formular: C27H36N4O6
• Molecular Mass: 512.59794
• Monoisotopic Mass: 512.26348489
• SMILES: N1(C(=O)C2CCN(C(=O)[C@@H](NC(=O)OC(C)(C)C)Cc3c[nH]c4c3cccc4)CC2)[C@H](C(=O)O)CCC1
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)N1CCC(CC1)C(=O)N1CCC[C@H]1C(=O)O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C27H36N4O6/c1-27(2,3)37-26(36)29-21(15-18-16-28-20-8-5-4-7-19(18)20)24(33)30-13-10-17(11-14-30)23(32)31-12-6-9-22(31)25(34)35/h4-5,7-8,16-17,21-22,28H,6,9-15H2,1-3H3,(H,29,36)(H,34,35)/t21-,22-/m0/s1
• InChIKey: PQYVBAQOKOZGBD-VXKWHMMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-{1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]piperidine-4-carbonyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-{1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]piperidine-4-carbonyl}pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164258458
• PubChem CID: 16400221

CALCULATED PROPERTIES

• Acid pKa: 3.7540243
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.3714959
• LogD (pH = 7.4): -1.1647692
• Log P: 2.1181412
• Molar Refractivity: 136.0598 cm^3
• Polarizability: 53.92058 Å^3
• Polar Surface Area: 132.04 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds