5-(6-Amino-2-methylsulfanyl-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol

ID: ALA2112197

Chembl Id: CHEMBL2112197

PubChem CID: 69626078

Max Phase: Preclinical

Molecular Formula: C11H15N5O3S

Molecular Weight: 297.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(N)c2ncn([C@@H]3C[C@@H](O)[C@H](CO)O3)c2n1

Standard InChI:  InChI=1S/C11H15N5O3S/c1-20-11-14-9(12)8-10(15-11)16(4-13-8)7-2-5(18)6(3-17)19-7/h4-7,17-18H,2-3H2,1H3,(H2,12,14,15)/t5-,6+,7+/m1/s1

Standard InChI Key:  BWIFEKCVNQIESD-VQVTYTSYSA-N

Alternative Forms

1. Parent:

   

   ALA2112197

   (2S,3R,5S)-5-(6-amino-2-methylsulfanylpurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

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: 297.34

Molecular Weight (Monoisotopic): 297.0896

AlogP: -0.23

#Rotatable Bonds: 3

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 5.19

CX LogP: 0.12

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: 0.25

References

1. Kazimierczuk Z, Vilpo J, Hildebrand C, Wright G..  (1990)  Synthesis and cytotoxicity of deoxyadenosine analogues: isomer distribution in the sodium salt glycosylation of 2,6-disubstituted purines.,  33  (6): [PMID:2342062] [10.1021/jm00168a023]

Source

Source(1):

• Scientific Literature