(1R,4R,6S,15R,17R)-N-(cyclopropanesulfonyl)-17-({7-methoxy-8-methyl-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxamide

• ChemBase ID: 129476
• Molecular Formular: C38H47N5O7S2
• Molecular Mass: 749.93908
• Monoisotopic Mass: 749.29169087
• SMILES: Cc1c(ccc2c1nc(cc2O[C@@H]1C[C@@H]2[C@@H](C1)C(=O)N(CCCC/C=C/[C@@H]1C[C@]1(NC2=O)C(=O)NS(=O)(=O)C1CC1)C)c1nc(cs1)C(C)C)OC
• Canonical SMILES: COc1ccc2c(c1C)nc(cc2O[C@@H]1C[C@@H]2[C@@H](C1)C(=O)N(C)CCCC/C=C/[C@H]1[C@](NC2=O)(C1)C(=O)NS(=O)(=O)C1CC1)c1scc(n1)C(C)C
• InChI: InChI=1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H,41,44)(H,42,46)/t23-,24-,27-,28-,38-/m1/s1
• InChIKey: JTZZSQYMACOLNN-JMSVMWJJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R,6S,15R,17R)-N-(cyclopropanesulfonyl)-17-({7-methoxy-8-methyl-2-[4-(propan-2-yl)-1,3-thiazol-2-yl]quinolin-4-yl}oxy)-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.0^4,^6]octadec-7-ene-4-carboxamide
• IUPAC Traditional name: (1R,4R,6S,15R,17R)-N-(cyclopropanesulfonyl)-17-{[2-(4-isopropyl-1,3-thiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl]oxy}-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.0^4,^6]octadec-7-ene-4-carboxamide
• Synonyms: TMC435; TMC435350; Simeprevir

Database IDs

• CAS Number: 923604-59-5
• PubChem SID: 162223769
• PubChem CID: 56928193; 68266086
• Chemspider ID: 23331536
• Wikipedia Title: Simeprevir

CALCULATED PROPERTIES

• Acid pKa: 3.772413
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 3.6713457
• LogD (pH = 7.4): 3.6144454
• Log P: 4.556754
• Molar Refractivity: 206.9494 cm^3
• Polarizability: 78.75856 Å^3
• Polar Surface Area: 156.89 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false