ethyl N-[4-({[(1R,3R)-3-(2,4-dichlorophenyl)-3-(1H-imidazol-1-ylmethyl)cyclopentyl]methyl}sulfanyl)phenyl]carbamate

• ChemBase ID: 131181
• Molecular Formular: C25H27Cl2N3O2S
• Molecular Mass: 504.47178
• Monoisotopic Mass: 503.12010348
• SMILES: CCOC(=O)Nc1ccc(cc1)SC[C@@H]1CC[C@](C1)(Cn1ccnc1)c1ccc(cc1Cl)Cl
• Canonical SMILES: CCOC(=O)Nc1ccc(cc1)SC[C@@H]1CC[C@](C1)(Cn1cncc1)c1ccc(cc1Cl)Cl
• InChI: InChI=1S/C25H27Cl2N3O2S/c1-2-32-24(31)29-20-4-6-21(7-5-20)33-15-18-9-10-25(14-18,16-30-12-11-28-17-30)22-8-3-19(26)13-23(22)27/h3-8,11-13,17-18H,2,9-10,14-16H2,1H3,(H,29,31)/t18-,25+/m1/s1
• InChIKey: XIGQHHXDKKEACP-CJAUYULYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-[4-({[(1R,3R)-3-(2,4-dichlorophenyl)-3-(1H-imidazol-1-ylmethyl)cyclopentyl]methyl}sulfanyl)phenyl]carbamate
• IUPAC Traditional name: ethyl N-[4-({[(1R,3R)-3-(2,4-dichlorophenyl)-3-(imidazol-1-ylmethyl)cyclopentyl]methyl}sulfanyl)phenyl]carbamate
• Synonyms: R 64181; Tubulozole-T hydrochloride

Database IDs

• CAS Number: 95480-32-3
• MDL Number: MFCD00211217
• PubChem SID: 162225459; 24900031
• PubChem CID: 16220006

CALCULATED PROPERTIES

• Acid pKa: 13.059641
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.094344
• LogD (pH = 7.4): 6.558631
• Log P: 6.626426
• Molar Refractivity: 137.3965 cm^3
• Polarizability: 52.533833 Å^3
• Polar Surface Area: 56.15 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - T2307

Biochem/physiol Actions
Anti-malarial agent; does not inhibit microtubule assemby; inactive trans-isomer of tubulozole-C