Thioacetic acid S-(2-{(2-acetylsulfanyl-ethoxy)-[5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmetOoxy]-phosphoryloxy}-ethyl) ester

ID: ALA103260

Chembl Id: CHEMBL103260

PubChem CID: 22209616

Max Phase: Preclinical

Molecular Formula: C18H25N2O9PS2

Molecular Weight: 508.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)SCCOP(=O)(OCCSC(C)=O)OCC1C=CC(n2cc(C)c(=O)[nH]c2=O)O1

Standard InChI:  InChI=1S/C18H25N2O9PS2/c1-12-10-20(18(24)19-17(12)23)16-5-4-15(29-16)11-28-30(25,26-6-8-31-13(2)21)27-7-9-32-14(3)22/h4-5,10,15-16H,6-9,11H2,1-3H3,(H,19,23,24)

Standard InChI Key:  AFYBJXZRTAPZHV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA103260

   S-[2-[2-acetylsulfanylethoxy-[[5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy]phosphoryl]oxyethyl] ethanethioate

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: 508.51

Molecular Weight (Monoisotopic): 508.0739

AlogP: 2.02

#Rotatable Bonds: 12

Polar Surface Area: 142.99

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.95

CX Basic pKa: ┄

CX LogP: 0.89

CX LogD: 0.89

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: 0.44

References

1. Girardet J, Perigaud C, Aubertin A, Gosselin G, Kirn A, Imbach J.  (1995)  Increase of the anti-HIV activity of D4T in human T-cell culture by the use of the sate pronucleotide approach,  5  (24): [10.1016/0960-894X(95)00525-7]

Source

Source(1):

• Scientific Literature