(2R)-2-({1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]piperidin-4-yl}formamido)-3-[(carboxymethyl)sulfanyl]propanoic acid

• ChemBase ID: 202643
• Molecular Formular: C27H36N4O8S
• Molecular Mass: 576.66174
• Monoisotopic Mass: 576.22538513
• SMILES: c1(c[nH]c2c1cccc2)C[C@@H](C(=O)N1CCC(C(=O)N[C@H](C(=O)O)CSCC(=O)O)CC1)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)CSC[C@@H](C(=O)O)NC(=O)C1CCN(CC1)C(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C27H36N4O8S/c1-27(2,3)39-26(38)30-20(12-17-13-28-19-7-5-4-6-18(17)19)24(35)31-10-8-16(9-11-31)23(34)29-21(25(36)37)14-40-15-22(32)33/h4-7,13,16,20-21,28H,8-12,14-15H2,1-3H3,(H,29,34)(H,30,38)(H,32,33)(H,36,37)/t20-,21-/m0/s1
• InChIKey: JIORGIGPIRRFLK-SFTDATJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({1-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]piperidin-4-yl}formamido)-3-[(carboxymethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-({1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]piperidin-4-yl}formamido)-3-[(carboxymethyl)sulfanyl]propanoic acid

Database IDs

• PubChem SID: 164258553
• PubChem CID: 16400276

CALCULATED PROPERTIES

• Acid pKa: 3.3455312
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.1234887
• LogD (pH = 7.4): -5.118523
• Log P: 1.4476862
• Molar Refractivity: 146.9802 cm^3
• Polarizability: 58.293262 Å^3
• Polar Surface Area: 178.13 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds