(2R,3R)-3-(cyclopentylmethyl)-2-[(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)methyl]-N-hydroxy-4-oxo-4-(piperidin-1-yl)butanamide

• ChemBase ID: 126606
• Molecular Formular: C21H34N4O5
• Molecular Mass: 422.51846
• Monoisotopic Mass: 422.25292021
• SMILES: CC1(C)NC(=O)N(C[C@@H]([C@@H](CC2CCCC2)C(=O)N2CCCCC2)C(=O)NO)C1=O
• Canonical SMILES: ONC(=O)[C@H]([C@H](C(=O)N1CCCCC1)CC1CCCC1)CN1C(=O)NC(C1=O)(C)C
• InChI: InChI=1S/C21H34N4O5/c1-21(2)19(28)25(20(29)22-21)13-16(17(26)23-30)15(12-14-8-4-5-9-14)18(27)24-10-6-3-7-11-24/h14-16,30H,3-13H2,1-2H3,(H,22,29)(H,23,26)/t15-,16+/m1/s1
• InChIKey: SBDOKVUQABPROR-CVEARBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-3-(cyclopentylmethyl)-2-[(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)methyl]-N-hydroxy-4-oxo-4-(piperidin-1-yl)butanamide
• IUPAC Traditional name: cipemastat
• Synonyms: Cipemastat

Database IDs

• CAS Number: 190648-49-8
• PubChem SID: 162220936
• PubChem CID: 9824350; 44573997
• CHEMBL: 467686
• Chemspider ID: 8000097
• Wikipedia Title: Cipemastat

CALCULATED PROPERTIES

• Acid pKa: 8.850732
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.9823026
• LogD (pH = 7.4): 0.96745485
• Log P: 0.9825004
• Molar Refractivity: 109.8442 cm^3
• Polarizability: 42.778675 Å^3
• Polar Surface Area: 119.05 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true