3'-Deoxy-3'-fluorothymidine-gamma-hexadecyl-triphosphate Ammonium

ID: ALA5201195

Chembl Id: CHEMBL5201195

PubChem CID: 168290411

Max Phase: Preclinical

Molecular Formula: C26H57FN5O13P3

Molecular Weight: 708.59

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cc(C)c(=O)[nH]c2=O)C[C@@H]1F.N.N.N

Standard InChI:  InChI=1S/C26H48FN2O13P3.3H3N/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-38-43(32,33)41-45(36,37)42-44(34,35)39-20-23-22(27)18-24(40-23)29-19-21(2)25(30)28-26(29)31;;;/h19,22-24H,3-18,20H2,1-2H3,(H,32,33)(H,34,35)(H,36,37)(H,28,30,31);3*1H3/t22-,23+,24+;;;/m0.../s1

Standard InChI Key:  NVFORCKKNRDAHC-NPUONNHISA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 708.59

Molecular Weight (Monoisotopic): 708.2353

AlogP: 6.32

#Rotatable Bonds: 24

Polar Surface Area: 212.91

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: ┄

CX LogP: 5.84

CX LogD: -1.28

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: 0.55

References

1. Weising S, Weber S, Schols D, Meier C..  (2022)  Triphosphate Prodrugs of the Anti-HIV-Active Compound 3'-Deoxy-3'-fluorothymidine (FLT).,  65  (18.0): [PMID:36099330] [10.1021/acs.jmedchem.2c00665]

Source

Source(1):

• Scientific Literature