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

ID: ALA2112194

Chembl Id: CHEMBL2112194

PubChem CID: 69626013

Max Phase: Preclinical

Molecular Formula: C12H16N4O3S2

Molecular Weight: 328.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H16N4O3S2/c1-20-11-9-10(14-12(15-11)21-2)16(5-13-9)8-3-6(18)7(4-17)19-8/h5-8,17-18H,3-4H2,1-2H3/t6-,7+,8+/m1/s1

Standard InChI Key:  FGJSJJMEVDCSEQ-CSMHCCOUSA-N

Alternative Forms

1. Parent:

   

   ALA2112194

   (2S,3R,5S)-5-[2,6-bis(methylsulfanyl)purin-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: 328.42

Molecular Weight (Monoisotopic): 328.0664

AlogP: 0.91

#Rotatable Bonds: 4

Polar Surface Area: 93.29

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 2.06

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.49

Np Likeness Score: 0.03

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