pyridin-3-ylmethyl N-[(1R)-1-{[(3S)-1-hydroxy-2-oxo-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate

• ChemBase ID: 1888
• Molecular Formular: C27H29N3O5
• Molecular Mass: 475.53626
• Monoisotopic Mass: 475.21072104
• SMILES: OCC(=O)[C@H](CCc1ccccc1)NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1cccnc1
• Canonical SMILES: OCC(=O)[C@@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1cccnc1)CCc1ccccc1
• InChI: InChI=1S/C27H29N3O5/c31-18-25(32)23(14-13-20-8-3-1-4-9-20)29-26(33)24(16-21-10-5-2-6-11-21)30-27(34)35-19-22-12-7-15-28-17-22/h1-12,15,17,23-24,31H,13-14,16,18-19H2,(H,29,33)(H,30,34)/t23-,24+/m0/s1
• InChIKey: QCUBCTPTNWPFBC-BJKOFHAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridin-3-ylmethyl N-[(1R)-1-{[(3S)-1-hydroxy-2-oxo-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate
• IUPAC Traditional name: pyridin-3-ylmethyl N-[(1R)-1-{[(3S)-1-hydroxy-2-oxo-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate
• Synonyms: [1-(3-Hydroxy-2-Oxo-1-Phenethyl-Propylcarbamoyl)2-Phenyl-Ethyl]-Carbamic Acid Pyridin-4-Ylmethyl Ester

Database IDs

• PubChem SID: 160965343; 46507860
• PubChem CID: 46936305

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.417804
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.0396848
• LogD (pH = 7.4): 3.0984857
• Log P: 3.099307
• Molar Refractivity: 130.4101 cm^3
• Polarizability: 50.836655 Å^3
• Polar Surface Area: 117.62 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -4.99
• Solubility (Water): 4.92e-03 g/l

DETAILS

DrugBank - DB02128

Drug information: experimental