(2R,3S)-3-{[(benzyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutanoic acid

• ChemBase ID: 5669
• Molecular Formular: C18H19NO5
• Molecular Mass: 329.34716
• Monoisotopic Mass: 329.12632271
• SMILES: O(C(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C(=O)O)Cc1ccccc1
• Canonical SMILES: O=C(N[C@H]([C@H](C(=O)O)O)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C18H19NO5/c20-16(17(21)22)15(11-13-7-3-1-4-8-13)19-18(23)24-12-14-9-5-2-6-10-14/h1-10,15-16,20H,11-12H2,(H,19,23)(H,21,22)/t15-,16+/m0/s1
• InChIKey: JXJYTERRLRAUSF-JKSUJKDBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-3-{[(benzyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutanoic acid
• IUPAC Traditional name: (2R,3S)-3-{[(benzyloxy)carbonyl]amino}-2-hydroxy-4-phenylbutanoic acid
• Synonyms: 3-BENZYLOXYCARBONYLAMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID

Database IDs

• PubChem SID: 99444512; 160969096
• PubChem CID: 10958449

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7479486
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.8574109
• LogD (pH = 7.4): -0.67562485
• Log P: 2.609891
• Molar Refractivity: 86.7588 cm^3
• Polarizability: 34.022728 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.78
• LOG S: -3.27
• Solubility (Water): 1.78e-01 g/l

DETAILS

DrugBank - DB08041

Drug information: experimental