N-((2-(2-(3-(3-(tert-Butyl)ureido)-5-chloro-6-(naphthalen-1-ylmethyl)-2-oxopyrazin-1(2H)-yl)acetamido)phenyl)sulfonyl)-4-(trifluoromethyl)benzamide

ID: ALA3798789

Chembl Id: CHEMBL3798789

PubChem CID: 127046708

Max Phase: Preclinical

Molecular Formula: C36H32ClF3N6O6S

Molecular Weight: 769.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)Nc1nc(Cl)c(Cc2cccc3ccccc23)n(CC(=O)Nc2ccccc2S(=O)(=O)NC(=O)c2ccc(C(F)(F)F)cc2)c1=O

Standard InChI:  InChI=1S/C36H32ClF3N6O6S/c1-35(2,3)44-34(50)43-31-33(49)46(27(30(37)42-31)19-23-11-8-10-21-9-4-5-12-25(21)23)20-29(47)41-26-13-6-7-14-28(26)53(51,52)45-32(48)22-15-17-24(18-16-22)36(38,39)40/h4-18H,19-20H2,1-3H3,(H,41,47)(H,45,48)(H2,42,43,44,50)

Standard InChI Key:  GHLLVPDDBMKUPI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3798789

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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: 769.20

Molecular Weight (Monoisotopic): 768.1745

AlogP: 6.34

#Rotatable Bonds: 9

Polar Surface Area: 168.36

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.24

CX Basic pKa: ┄

CX LogP: 5.68

CX LogD: 4.74

Aromatic Rings: 5

Heavy Atoms: 53

QED Weighted: 0.14

Np Likeness Score: -1.37

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