2',3'-Dideoxy-3'-(trichloromethyldithio)thymidine

ID: ALA469885

Chembl Id: CHEMBL469885

PubChem CID: 44560487

Max Phase: Preclinical

Molecular Formula: C11H13Cl3N2O4S2

Molecular Weight: 407.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](SSC(Cl)(Cl)Cl)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C11H13Cl3N2O4S2/c1-5-3-16(10(19)15-9(5)18)8-2-7(6(4-17)20-8)21-22-11(12,13)14/h3,6-8,17H,2,4H2,1H3,(H,15,18,19)/t6-,7+,8-/m1/s1

Standard InChI Key:  SRWGKIDJLZBHAN-GJMOJQLCSA-N

Alternative Forms

1. Parent:

   

   ALA469885

   2'',3''-Dideoxy-3''-(trichloromethyldithio)thymidine

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: 407.73

Molecular Weight (Monoisotopic): 405.9382

AlogP: 2.20

#Rotatable Bonds: 4

Polar Surface Area: 84.32

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.11

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: 0.44

References

1. Gerland B, Désiré J, Balzarini J, Décout JL..  (2008)  Anti-retroviral and cytostatic activity of 2',3'-dideoxyribonucleoside 3'-disulfides.,  16  (14): [PMID:18556209] [10.1016/j.bmc.2008.05.065]

Source

Source(1):

• Scientific Literature