(1R,3S)-N-[(1S)-1-(4-bromophenyl)ethyl]-2,2-dichloro-1-[(S)-methanesulfinyl]-3-methylcyclopropane-1-carboxamide

• ChemBase ID: 4038
• Molecular Formular: C14H16BrCl2NO2S
• Molecular Mass: 413.15734
• Monoisotopic Mass: 410.94621712
• SMILES: C[C@H](NC(=O)[C@@]1([C@H](C)C1(Cl)Cl)[S@@](=O)C)c1ccc(Br)cc1
• Canonical SMILES: Brc1ccc(cc1)[C@@H](NC(=O)[C@]1([S@@](=O)C)[C@@H](C1(Cl)Cl)C)C
• InChI: InChI=1S/C14H16BrCl2NO2S/c1-8(10-4-6-11(15)7-5-10)18-12(19)13(21(3)20)9(2)14(13,16)17/h4-9H,1-3H3,(H,18,19)/t8-,9-,13+,21-/m0/s1
• InChIKey: VMASMYSTIDDLTO-IHOOPEAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-N-[(1S)-1-(4-bromophenyl)ethyl]-2,2-dichloro-1-[(S)-methanesulfinyl]-3-methylcyclopropane-1-carboxamide
• IUPAC Traditional name: (1R,3S)-N-[(1S)-1-(4-bromophenyl)ethyl]-2,2-dichloro-1-[(S)-methanesulfinyl]-3-methylcyclopropane-1-carboxamide
• Synonyms: 2,2-Dichloro-1-Methanesulfinyl-3-Methyl-Cyclopropanecarboxylic Acid [1-(4-Bromo-Phenyl)-Ethyl]-Amide

Database IDs

• PubChem SID: 46506483; 160967473
• PubChem CID: 46936982

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.436957
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1815565
• LogD (pH = 7.4): 3.1812077
• Log P: 3.181561
• Molar Refractivity: 91.4207 cm^3
• Polarizability: 35.771973 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.61
• LOG S: -3.79
• Solubility (Water): 6.77e-02 g/l

DETAILS

DrugBank - DB04458

Drug information: experimental