(1R)-1-[(cyanomethyl)carbamoyl]-2-{[2-(difluoromethoxy)phenyl]methanesulfonyl}ethyl morpholine-4-carboxylate

• ChemBase ID: 5821
• Molecular Formular: C18H21F2N3O7S
• Molecular Mass: 461.4370464
• Monoisotopic Mass: 461.10682747
• SMILES: c1(c(cccc1)CS(=O)(=O)C[C@@H](C(=O)NCC#N)OC(=O)N1CCOCC1)OC(F)F
• Canonical SMILES: N#CCNC(=O)[C@H](CS(=O)(=O)Cc1ccccc1OC(F)F)OC(=O)N1CCOCC1
• InChI: InChI=1S/C18H21F2N3O7S/c19-17(20)29-14-4-2-1-3-13(14)11-31(26,27)12-15(16(24)22-6-5-21)30-18(25)23-7-9-28-10-8-23/h1-4,15,17H,6-12H2,(H,22,24)/t15-/m0/s1
• InChIKey: YKWHKILAGONYKL-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-1-[(cyanomethyl)carbamoyl]-2-{[2-(difluoromethoxy)phenyl]methanesulfonyl}ethyl morpholine-4-carboxylate
• IUPAC Traditional name: (1R)-1-(cyanomethylcarbamoyl)-2-{[2-(difluoromethoxy)phenyl]methanesulfonyl}ethyl morpholine-4-carboxylate
• Synonyms: (1R)-2-[(CYANOMETHYL)AMINO]-1-({[2-(DIFLUOROMETHOXY)BENZYL]SULFONYL}METHYL)-2-OXOETHYL MORPHOLINE-4-CARBOXYLATE

Database IDs

• PubChem SID: 99444666; 160969248
• PubChem CID: 9547943

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.9546757
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.22734635
• LogD (pH = 7.4): -0.6726275
• Log P: -0.21409844
• Molar Refractivity: 101.6392 cm^3
• Polarizability: 40.062206 Å^3
• Polar Surface Area: 135.03 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.95
• LOG S: -3.16
• Solubility (Water): 3.20e-01 g/l

DETAILS

DrugBank - DB08195

Drug information: experimental