(2S)-1-[(1r,4r)-4-{[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanamido]methyl}cyclohexanecarbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 211373
• Molecular Formular: C27H39N3O6
• Molecular Mass: 501.61506
• Monoisotopic Mass: 501.28388598
• SMILES: N1(C(=O)[C@@H]2CC[C@@H](CNC(=O)[C@@H](NC(=O)OC(C)(C)C)Cc3ccccc3)CC2)[C@H](C(=O)O)CCC1
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)NC[C@@H]1CC[C@H](CC1)C(=O)N1CCC[C@H]1C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C27H39N3O6/c1-27(2,3)36-26(35)29-21(16-18-8-5-4-6-9-18)23(31)28-17-19-11-13-20(14-12-19)24(32)30-15-7-10-22(30)25(33)34/h4-6,8-9,19-22H,7,10-17H2,1-3H3,(H,28,31)(H,29,35)(H,33,34)/t19-,20-,21-,22-/m0/s1
• InChIKey: XECYIWLLQYXKTA-CMOCDZPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(1r,4r)-4-{[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanamido]methyl}cyclohexanecarbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(1r,4r)-4-{[(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido]methyl}cyclohexanecarbonyl]pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164267283
• PubChem CID: 16403828

CALCULATED PROPERTIES

• Acid pKa: 4.054648
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6024846
• LogD (pH = 7.4): -0.06729853
• Log P: 3.0596201
• Molar Refractivity: 133.6796 cm^3
• Polarizability: 52.42405 Å^3
• Polar Surface Area: 125.04 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds