(2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide

• ChemBase ID: 4798
• Molecular Formular: C25H27N3O4
• Molecular Mass: 433.49958
• Monoisotopic Mass: 433.20015636
• SMILES: c1cccc2c1nc(C)cc2COc1ccc(cc1)[C@@]1(CCN(C1=O)[C@@H](C(=O)NO)C)C
• Canonical SMILES: ONC(=O)[C@H](N1CC[C@@](C1=O)(C)c1ccc(cc1)OCc1cc(C)nc2c1cccc2)C
• InChI: InChI=1S/C25H27N3O4/c1-16-14-18(21-6-4-5-7-22(21)26-16)15-32-20-10-8-19(9-11-20)25(3)12-13-28(24(25)30)17(2)23(29)27-31/h4-11,14,17,31H,12-13,15H2,1-3H3,(H,27,29)/t17-,25+/m1/s1
• InChIKey: YDMIPBHQKFOFQW-NSYGIPOTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide
• IUPAC Traditional name: (2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide
• Synonyms: (2R)-N-HYDROXY-2-[(3S)-3-METHYL-3-{4-[(2-METHYLQUINOLIN-4-YL)METHOXY]PHENYL}-2-OXOPYRROLIDIN-1-YL]PROPANAMIDE

Database IDs

• PubChem SID: 99443616; 160968230
• PubChem CID: 6914621

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.723316
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.8478189
• LogD (pH = 7.4): 2.9474957
• Log P: 2.9693213
• Molar Refractivity: 120.079 cm^3
• Polarizability: 47.846996 Å^3
• Polar Surface Area: 91.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.8
• LOG S: -5.02
• Solubility (Water): 4.14e-03 g/l

DETAILS

DrugBank - DB07145

Drug information: experimental