3-(Benzyloxy)-1-(2-(3-(3-(tert-butyl)ureido)-5-chloro-6-(2-cyclohexylethyl)-2-oxopyrazin-1(2H)-yl)acetamido)-N-((4-(trifluoromethyl)phenyl)sulfonyl)cyclobutane-1-carboxamide

ID: ALA3797556

Chembl Id: CHEMBL3797556

PubChem CID: 127045737

Max Phase: Preclinical

Molecular Formula: C38H46ClF3N6O7S

Molecular Weight: 823.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)Nc1nc(Cl)c(CCC2CCCCC2)n(CC(=O)NC2(C(=O)NS(=O)(=O)c3ccc(C(F)(F)F)cc3)CC(OCc3ccccc3)C2)c1=O

Standard InChI:  InChI=1S/C38H46ClF3N6O7S/c1-36(2,3)46-35(52)44-32-33(50)48(29(31(39)43-32)19-14-24-10-6-4-7-11-24)22-30(49)45-37(20-27(21-37)55-23-25-12-8-5-9-13-25)34(51)47-56(53,54)28-17-15-26(16-18-28)38(40,41)42/h5,8-9,12-13,15-18,24,27H,4,6-7,10-11,14,19-23H2,1-3H3,(H,45,49)(H,47,51)(H2,43,44,46,52)

Standard InChI Key:  XWDVEMHQGPMORF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3797556

   ---

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: 823.34

Molecular Weight (Monoisotopic): 822.2789

AlogP: 6.09

#Rotatable Bonds: 13

Polar Surface Area: 177.59

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.99

CX Basic pKa: ┄

CX LogP: 5.38

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.16

Np Likeness Score: -1.04

References

1. Belfrage AK, Abdurakhmanov E, Kerblom E, Brandt P, Oshalim A, Gising J, Skogh A, Neyts J, Danielson UH, Sandström A..  (2016)  Discovery of pyrazinone based compounds that potently inhibit the drug-resistant enzyme variant R155K of the hepatitis C virus NS3 protease.,  24  (12): [PMID:27160057] [10.1016/j.bmc.2016.03.066]

2. Belfrage AK, Abdurakhmanov E, Åkerblom E, Brandt P, Alogheli H, Neyts J, Danielson UH, Sandström A..  (2018)  Pan-NS3 protease inhibitors of hepatitis C virus based on an R3-elongated pyrazinone scaffold.,  148  [PMID:29477077] [10.1016/j.ejmech.2018.02.032]

Source

Source(1):

• Scientific Literature