(2S)-1-[(2R)-2-amino-3,3-diphenylpropanoyl]-N-propylpyrrolidine-2-carboxamide

• ChemBase ID: 4736
• Molecular Formular: C23H29N3O2
• Molecular Mass: 379.49526
• Monoisotopic Mass: 379.22597718
• SMILES: CCCNC(=O)[C@@H]1CCCN1C(=O)[C@@H](C(c1ccccc1)c1ccccc1)N
• Canonical SMILES: CCCNC(=O)[C@@H]1CCCN1C(=O)[C@@H](C(c1ccccc1)c1ccccc1)N
• InChI: InChI=1S/C23H29N3O2/c1-2-15-25-22(27)19-14-9-16-26(19)23(28)21(24)20(17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19-21H,2,9,14-16,24H2,1H3,(H,25,27)/t19-,21+/m0/s1
• InChIKey: HZKKJPDVZGOOPU-PZJWPPBQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-amino-3,3-diphenylpropanoyl]-N-propylpyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-amino-3,3-diphenylpropanoyl]-N-propylpyrrolidine-2-carboxamide
• Synonyms: beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide

Database IDs

• PubChem SID: 99443554; 160968168
• PubChem CID: 25271577

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.5908985
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.49894077
• LogD (pH = 7.4): 2.1582077
• Log P: 2.6086023
• Molar Refractivity: 110.6609 cm^3
• Polarizability: 43.3993 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.6
• LOG S: -4.48
• Solubility (Water): 1.27e-02 g/l

DETAILS

DrugBank - DB07083

Drug information: experimental