(2S)-1-[(2R)-2-aminobutanoyl]-N-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxamide

• ChemBase ID: 4533
• Molecular Formular: C16H22ClN3O2
• Molecular Mass: 323.81778
• Monoisotopic Mass: 323.14005464
• SMILES: N1(CCC[C@H]1C(=O)NCc1cccc(c1)Cl)C(=O)[C@@H](CC)N
• Canonical SMILES: CC[C@H](C(=O)N1CCC[C@H]1C(=O)NCc1cccc(c1)Cl)N
• InChI: InChI=1S/C16H22ClN3O2/c1-2-13(18)16(22)20-8-4-7-14(20)15(21)19-10-11-5-3-6-12(17)9-11/h3,5-6,9,13-14H,2,4,7-8,10,18H2,1H3,(H,19,21)/t13-,14+/m1/s1
• InChIKey: OTYYXGRJXJFTCD-KGLIPLIRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443349; 160967965
• PubChem CID: 25113126

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.618926
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0683882
• LogD (pH = 7.4): 0.61467206
• Log P: 1.4252089
• Molar Refractivity: 86.1441 cm^3
• Polarizability: 33.836662 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.3
• LOG S: -2.86
• Solubility (Water): 4.46e-01 g/l

DETAILS

DrugBank - DB06878

Drug information: experimental