(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-[(3-fluorophenyl)methyl]pyrrolidine-2-carboxamide

• ChemBase ID: 4680
• Molecular Formular: C21H24FN3O2
• Molecular Mass: 369.4325632
• Monoisotopic Mass: 369.18525524
• SMILES: c1c(CNC(=O)[C@H]2N(C(=O)[C@H](N)Cc3ccccc3)CCC2)cc(F)cc1
• Canonical SMILES: Fc1cccc(c1)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/C21H24FN3O2/c22-17-9-4-8-16(12-17)14-24-20(26)19-10-5-11-25(19)21(27)18(23)13-15-6-2-1-3-7-15/h1-4,6-9,12,18-19H,5,10-11,13-14,23H2,(H,24,26)/t18-,19+/m1/s1
• InChIKey: JGZSVYZIJHGHMA-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443498; 160968112
• PubChem CID: 25011733

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.666671
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.046889205
• LogD (pH = 7.4): 1.6210117
• Log P: 2.09767
• Molar Refractivity: 101.6507 cm^3
• Polarizability: 39.36447 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.78
• LOG S: -3.92
• Solubility (Water): 4.45e-02 g/l

DETAILS

DrugBank - DB07027

Drug information: experimental