ID: ALA1630222

Max Phase: Preclinical

Molecular Formula: C9H15FN3O12P3

Molecular Weight: 469.15

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ccn([C@H]2CC[C@@H]([C@@H](F)OP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1

Standard InChI:  InChI=1S/C9H15FN3O12P3/c10-8(23-27(18,19)25-28(20,21)24-26(15,16)17)5-1-2-7(22-5)13-4-3-6(11)12-9(13)14/h3-5,7-8H,1-2H2,(H,18,19)(H,20,21)(H2,11,12,14)(H2,15,16,17)/t5-,7+,8-/m0/s1

Standard InChI Key:  XWDUBJCSVAGKQU-ARDNSNSESA-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: 469.15

Molecular Weight (Monoisotopic): 468.9853

AlogP: 0.14

#Rotatable Bonds: 8

Polar Surface Area: 229.96

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.87

CX Basic pKa:

CX LogP: -1.76

CX LogD: -9.17

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.32

Np Likeness Score: 0.94

References

1. Lam AM, Murakami E, Espiritu C, Steuer HM, Niu C, Keilman M, Bao H, Zennou V, Bourne N, Julander JG, Morrey JD, Smee DF, Frick DN, Heck JA, Wang P, Nagarathnam D, Ross BS, Sofia MJ, Otto MJ, Furman PA..  (2010)  PSI-7851, a pronucleotide of beta-D-2'-deoxy-2'-fluoro-2'-C-methyluridine monophosphate, is a potent and pan-genotype inhibitor of hepatitis C virus replication.,  54  (8): [PMID:20516278] [10.1128/aac.00399-10]

Source

Source(1):

• Scientific Literature