ID: ALA516889

Max Phase: Preclinical

Molecular Formula: C13H16N4O4S2

Molecular Weight: 356.43

Molecule Type: Small molecule

Representations

Synonyms (1): S-Allylthio-6-mercaptopurine riboside
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=CCSSc1ncnc2c1ncn2[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C13H16N4O4S2/c1-2-3-22-23-12-8-11(14-5-15-12)17(6-16-8)13-10(20)9(19)7(4-18)21-13/h2,5-7,9-10,13,18-20H,1,3-4H2/t7-,9-,10-,13-/m0/s1

Standard InChI Key:  UPMVDGSUFKTPMZ-PYSAPBNWSA-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: 356.43

Molecular Weight (Monoisotopic): 356.0613

AlogP: 0.36

#Rotatable Bonds: 6

Polar Surface Area: 113.52

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.45

CX Basic pKa: 2.41

CX LogP: 0.43

CX LogD: 0.43

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.29

Np Likeness Score: 1.09

References

1. Miron T, Arditti F, Konstantinovski L, Rabinkov A, Mirelman D, Berrebi A, Wilchek M..  (2009)  Novel derivatives of 6-mercaptopurine: synthesis, characterization and antiproliferative activities of S-allylthio-mercaptopurines.,  44  (2): [PMID:18467007] [10.1016/j.ejmech.2008.03.027]

Source

Source(1):

• Scientific Literature