N-{[(2S)-1-[(3R)-3-amino-4-(3-chlorophenyl)butanoyl]pyrrolidin-2-yl]methyl}-3-methanesulfonylbenzamide

• ChemBase ID: 6042
• Molecular Formular: C23H28ClN3O4S
• Molecular Mass: 478.00412
• Monoisotopic Mass: 477.14890507
• SMILES: CS(=O)(=O)c1cc(C(=O)NC[C@@H]2CCCN2C(=O)C[C@H](N)Cc2cc(ccc2)Cl)ccc1
• Canonical SMILES: N[C@@H](CC(=O)N1CCC[C@H]1CNC(=O)c1cccc(c1)S(=O)(=O)C)Cc1cccc(c1)Cl
• InChI: InChI=1S/C23H28ClN3O4S/c1-32(30,31)21-9-3-6-17(13-21)23(29)26-15-20-8-4-10-27(20)22(28)14-19(25)12-16-5-2-7-18(24)11-16/h2-3,5-7,9,11,13,19-20H,4,8,10,12,14-15,25H2,1H3,(H,26,29)/t19-,20+/m1/s1
• InChIKey: QRGBOABBMKYMLG-UXHICEINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(2S)-1-[(3R)-3-amino-4-(3-chlorophenyl)butanoyl]pyrrolidin-2-yl]methyl}-3-methanesulfonylbenzamide
• IUPAC Traditional name: N-{[(2S)-1-[(3R)-3-amino-4-(3-chlorophenyl)butanoyl]pyrrolidin-2-yl]methyl}-3-methanesulfonylbenzamide
• Synonyms: N-({(2S)-1-[(3R)-3-amino-4-(3-chlorophenyl)butanoyl]pyrrolidin-2-yl}methyl)-3-(methylsulfonyl)benzamide

Database IDs

• PubChem SID: 160969467; 99444900
• PubChem CID: 42608447

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.032388
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.2941831
• LogD (pH = 7.4): 0.07217235
• Log P: 1.588803
• Molar Refractivity: 125.4399 cm^3
• Polarizability: 49.21124 Å^3
• Polar Surface Area: 109.57 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.97
• LOG S: -4.66
• Solubility (Water): 1.05e-02 g/l

DETAILS

DrugBank - DB08429

Drug information: experimental