(Z)-(1S,4R,6S,18S)-18-[7-Methoxy-8-methyl-2-(4-trifluoromethyl-thiazol-2-yl)-quinolin-4-yloxy]-13-methyl-N-(1-methyl-cyclopropanesulfonyl)-2,14-dioxo-3,13,15-triaza-tricyclo[13.4.0.04,6]nonadec-7-ene-4-carboxamide

ID: ALA3634394

Chembl Id: CHEMBL3634394

Cas Number: 1251165-81-7

PubChem CID: 71768520

Max Phase: Preclinical

Molecular Formula: C37H43F3N6O7S2

Molecular Weight: 804.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(O[C@H]3CCN4C(=O)N(C)CCCC/C=C/[C@@H]5C[C@@]5(C(=O)NS(=O)(=O)C5(C)CC5)NC(=O)[C@@H]4C3)cc(-c3nc(C(F)(F)F)cs3)nc2c1C

Standard InChI:  InChI=1S/C37H43F3N6O7S2/c1-21-27(52-4)11-10-24-28(18-25(41-30(21)24)32-42-29(20-54-32)37(38,39)40)53-23-12-16-46-26(17-23)31(47)43-36(33(48)44-55(50,51)35(2)13-14-35)19-22(36)9-7-5-6-8-15-45(3)34(46)49/h7,9-11,18,20,22-23,26H,5-6,8,12-17,19H2,1-4H3,(H,43,47)(H,44,48)/b9-7+/t22-,23+,26+,36-/m1/s1

Standard InChI Key:  YEPBUHWNLNKZBW-FDVAVYTKSA-N

Alternative Forms

1. Parent:

   

   ALA3634394

   Idx-320

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 804.91

Molecular Weight (Monoisotopic): 804.2587

AlogP: 5.57

#Rotatable Bonds: 7

Polar Surface Area: 160.13

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.74

CX Basic pKa: 1.55

CX LogP: 4.50

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.29

Np Likeness Score: -0.06

References

1. Parsy CC, Alexandre FR, Bidau V, Bonnaterre F, Brandt G, Caillet C, Cappelle S, Chaves D, Convard T, Derock M, Gloux D, Griffon Y, Lallos LB, Leroy F, Liuzzi M, Loi AG, Moulat L, Chiara M, Rahali H, Roques V, Rosinovsky E, Savin S, Seifer M, Standring D, Surleraux D..  (2015)  Discovery and structural diversity of the hepatitis C virus NS3/4A serine protease inhibitor series leading to clinical candidate IDX320.,  25  (22): [PMID:26410074] [10.1016/j.bmcl.2015.09.009]

Source

Source(1):

• Scientific Literature