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

• ChemBase ID: 4842
• Molecular Formular: C21H30ClN3O2
• Molecular Mass: 391.9348
• Monoisotopic Mass: 391.2026549
• SMILES: C([C@@H](N)C(=O)N1CCC[C@H]1C(=O)NCc1cc(ccc1)Cl)C1CCCCC1
• Canonical SMILES: Clc1cccc(c1)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](CC1CCCCC1)N
• InChI: InChI=1S/C21H30ClN3O2/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/h4,8-9,12,15,18-19H,1-3,5-7,10-11,13-14,23H2,(H,24,26)/t18-,19+/m1/s1
• InChIKey: JGFCNVHEEMBVJG-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968274; 99443661
• PubChem CID: 42615254

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.718554
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.5447998
• LogD (pH = 7.4): 2.2298996
• Log P: 3.0267768
• Molar Refractivity: 107.2945 cm^3
• Polarizability: 42.30237 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.26
• LOG S: -4.61
• Solubility (Water): 9.61e-03 g/l

DETAILS

DrugBank - DB07190

Drug information: experimental