CAS 923604-59-5|Simeprevir|(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...

General Information

Structure

Molecular Formula

C₃₈H₄₇N₅O₇S₂

Molecular Mass

749.93908

Exact Mass

749.29169087

Charge

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

Canonic 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

Isomeric 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

Calculated Properties

JChem

Acid pKa

3.772413

H Acceptors

H Donor

LogD (pH = 5.5)

3.6713457

LogD (pH = 7.4)

3.6144454

Log P

4.556754

Molar Refractivity

206.9494

Polarizability

78.75856

Polar Surface Area

156.89

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

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[13.3.0.0⁴,⁶]octadec-7-ene-4-carboxamide

Synonyms

SimeprevirTMC435TMC435350

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[13.3.0.0⁴,⁶]octadec-7-ene-4-carboxamide

Names and Identifiers

Registration numbers

Chemspider ID

Wikipedia Title

PubChem CID

CAS Number

PubChem SID