ID: ALA3092124

Max Phase: Preclinical

Molecular Formula: C25H17ClFN3O3

Molecular Weight: 461.88

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc2c(-c3ccc[nH]c3=O)c(C(=O)O)n(Cc3cc4ccccc4nc3Cl)c2cc1F

Standard InChI:  InChI=1S/C25H17ClFN3O3/c1-13-9-17-20(11-18(13)27)30(12-15-10-14-5-2-3-7-19(14)29-23(15)26)22(25(32)33)21(17)16-6-4-8-28-24(16)31/h2-11H,12H2,1H3,(H,28,31)(H,32,33)

Standard InChI Key:  UZVPIJMLVISXHS-UHFFFAOYSA-N

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

Properties

Molecular Weight: 461.88

Molecular Weight (Monoisotopic): 461.0942

AlogP: 5.39

#Rotatable Bonds: 4

Polar Surface Area: 87.98

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.31

CX Basic pKa: 0.68

CX LogP: 4.95

CX LogD: 1.52

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.11

References

1. Zeng Q, Nair AG, Rosenblum SB, Huang HC, Lesburg CA, Jiang Y, Selyutin O, Chan TY, Bennett F, Chen KX, Venkatraman S, Sannigrahi M, Velazquez F, Duca JS, Gavalas S, Huang Y, Pu H, Wang L, Pinto P, Vibulbhan B, Agrawal S, Ferrari E, Jiang CK, Li C, Hesk D, Gesell J, Sorota S, Shih NY, Njoroge FG, Kozlowski JA..  (2013)  Discovery of an irreversible HCV NS5B polymerase inhibitor.,  23  (24): [PMID:24252545] [10.1016/j.bmcl.2013.10.060]

2. Zeng Q, Nair AG, Rosenblum SB, Huang HC, Lesburg CA, Jiang Y, Selyutin O, Chan TY, Bennett F, Chen KX, Venkatraman S, Sannigrahi M, Velazquez F, Duca JS, Gavalas S, Huang Y, Pu H, Wang L, Pinto P, Vibulbhan B, Agrawal S, Ferrari E, Jiang CK, Li C, Hesk D, Gesell J, Sorota S, Shih NY, Njoroge FG, Kozlowski JA..  (2013)  Discovery of an irreversible HCV NS5B polymerase inhibitor.,  23  (24): [PMID:24252545] [10.1016/j.bmcl.2013.10.060]

Source

Source(1):

• Scientific Literature