ID: ALA450901

Max Phase: Preclinical

Molecular Formula: C11H16N2O4S2

Molecular Weight: 304.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  CSS[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1CO

Standard InChI:  InChI=1S/C11H16N2O4S2/c1-6-4-13(11(16)12-10(6)15)9-3-8(19-18-2)7(5-14)17-9/h4,7-9,14H,3,5H2,1-2H3,(H,12,15,16)/t7-,8+,9-/m1/s1

Standard InChI Key:  HNWDKYWRMBQFDI-HRDYMLBCSA-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: 304.39

Molecular Weight (Monoisotopic): 304.0551

AlogP: 0.50

#Rotatable Bonds: 4

Polar Surface Area: 84.32

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.96

CX Basic pKa:

CX LogP: 0.58

CX LogD: 0.58

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: 0.60

References

1. Roy B, Chambert S, Lepoivre M, Aubertin AM, Balzarini J, Décout JL..  (2003)  Deoxyribonucleoside 2'- or 3'-mixed disulfides: prodrugs to target ribonucleotide reductase and/or to inhibit HIV reverse transcription.,  46  (13): [PMID:12801219] [10.1021/jm0256225]

2. 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