ID: ALA558913

Max Phase: Preclinical

Molecular Formula: C10H14FN2O8P

Molecular Weight: 340.20

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@]1(F)[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1n1ccc(=O)[nH]c1=O

Standard InChI:  InChI=1S/C10H14FN2O8P/c1-10(11)7(15)5(4-20-22(17,18)19)21-8(10)13-3-2-6(14)12-9(13)16/h2-3,5,7-8,15H,4H2,1H3,(H,12,14,16)(H2,17,18,19)/t5-,7-,8-,10-/m1/s1

Standard InChI Key:  JAJZLQMRDFLNSW-VPCXQMTMSA-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: 340.20

Molecular Weight (Monoisotopic): 340.0472

AlogP: -1.37

#Rotatable Bonds: 4

Polar Surface Area: 151.08

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.22

CX Basic pKa:

CX LogP: -1.37

CX LogD: -4.90

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: 0.96

References

1. Murakami E, Niu C, Bao H, Micolochick Steuer HM, Whitaker T, Nachman T, Sofia MA, Wang P, Otto MJ, Furman PA..  (2008)  The mechanism of action of beta-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine involves a second metabolic pathway leading to beta-D-2'-deoxy-2'-fluoro-2'-C-methyluridine 5'-triphosphate, a potent inhibitor of the hepatitis C virus RNA-dependent RNA polymerase.,  52  (2): [PMID:17999967] [10.1128/aac.01184-07]

Source

Source(1):

• Scientific Literature