1-{[(3R)-3-methyl-4-{4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]benzenesulfonyl}piperazin-1-yl]methyl}cyclopropane-1-carboxamide

• ChemBase ID: 5265
• Molecular Formular: C19H26F3N3O4S
• Molecular Mass: 449.4876496
• Monoisotopic Mass: 449.15961199
• SMILES: O=C(C1(CC1)CN1C[C@H](N(CC1)S(=O)(=O)c1ccc(C(C(F)(F)F)(C)O)cc1)C)N
• Canonical SMILES: C[C@@H]1CN(CCN1S(=O)(=O)c1ccc(cc1)C(C(F)(F)F)(O)C)CC1(CC1)C(=O)N
• InChI: InChI=1S/C19H26F3N3O4S/c1-13-11-24(12-18(7-8-18)16(23)26)9-10-25(13)30(28,29)15-5-3-14(4-6-15)17(2,27)19(20,21)22/h3-6,13,27H,7-12H2,1-2H3,(H2,23,26)/t13-,17+/m1/s1
• InChIKey: YJFULAYRAKPBCY-DYVFJYSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(3R)-3-methyl-4-{4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]benzenesulfonyl}piperazin-1-yl]methyl}cyclopropane-1-carboxamide
• IUPAC Traditional name: 1-{[(3R)-3-methyl-4-{4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]benzenesulfonyl}piperazin-1-yl]methyl}cyclopropane-1-carboxamide
• Synonyms: 1-{[(3R)-3-methyl-4-({4-[(1S)-2,2,2-trifluoro-1-hydroxy-1-methylethyl]phenyl}sulfonyl)piperazin-1-yl]methyl}cyclopropanecarboxamide

Database IDs

• PubChem SID: 160968694; 99444095
• PubChem CID: 24856362

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.632664
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.28758022
• LogD (pH = 7.4): 1.1693604
• Log P: 1.3617417
• Molar Refractivity: 104.9321 cm^3
• Polarizability: 40.83688 Å^3
• Polar Surface Area: 103.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.94
• LOG S: -3.36
• Solubility (Water): 1.94e-01 g/l

DETAILS

DrugBank - DB07624

Drug information: experimental