(2S)-1-[(2R)-2-amino-4-methylpentanoyl]-N-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxamide

• ChemBase ID: 4565
• Molecular Formular: C18H26ClN3O2
• Molecular Mass: 351.87094
• Monoisotopic Mass: 351.17135477
• SMILES: C([C@@H](N)C(=O)N1CCC[C@H]1C(=O)NCc1cc(ccc1)Cl)C(C)C
• Canonical SMILES: CC(C[C@H](C(=O)N1CCC[C@H]1C(=O)NCc1cccc(c1)Cl)N)C
• InChI: InChI=1S/C18H26ClN3O2/c1-12(2)9-15(20)18(24)22-8-4-7-16(22)17(23)21-11-13-5-3-6-14(19)10-13/h3,5-6,10,12,15-16H,4,7-9,11,20H2,1-2H3,(H,21,23)/t15-,16+/m1/s1
• InChIKey: FHVBVJXZKNCSLP-CVEARBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-amino-4-methylpentanoyl]-N-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-amino-4-methylpentanoyl]-N-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxamide
• Synonyms: D-leucyl-N-(3-chlorobenzyl)-L-prolinamide

Database IDs

• PubChem SID: 160967997; 99443382
• PubChem CID: 25113127

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.738483
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.32561684
• LogD (pH = 7.4): 1.3594104
• Log P: 2.1567967
• Molar Refractivity: 95.2937 cm^3
• Polarizability: 37.510746 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.77
• LOG S: -3.69
• Solubility (Water): 7.18e-02 g/l

DETAILS

DrugBank - DB06911

Drug information: experimental