(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-benzylpyrrolidine-2-carboxamide

• ChemBase ID: 4796
• Molecular Formular: C21H25N3O2
• Molecular Mass: 351.4421
• Monoisotopic Mass: 351.19467706
• SMILES: C([C@@H](N)C(=O)N1CCC[C@H]1C(=O)NCc1ccccc1)c1ccccc1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)N)NCc1ccccc1
• InChI: InChI=1S/C21H25N3O2/c22-18(14-16-8-3-1-4-9-16)21(26)24-13-7-12-19(24)20(25)23-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15,22H2,(H,23,25)/t18-,19+/m1/s1
• InChIKey: MEPJWLFTTFHOQO-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-benzylpyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-benzylpyrrolidine-2-carboxamide
• Synonyms: D-phenylalanyl-N-benzyl-L-prolinamide

Database IDs

• PubChem SID: 160968228; 99443614
• PubChem CID: 25113125

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.393473
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.18959114
• LogD (pH = 7.4): 1.4783099
• Log P: 1.9549682
• Molar Refractivity: 101.4343 cm^3
• Polarizability: 39.71202 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.59
• LOG S: -4.06
• Solubility (Water): 3.07e-02 g/l

DETAILS

DrugBank - DB07143

Drug information: experimental