2-Hydroxymethyl-5-(6-methylamino-2-methylsulfanyl-purin-9-yl)-tetrahydro-furan-3-ol

ID: ALA2112192

Chembl Id: CHEMBL2112192

PubChem CID: 69626407

Max Phase: Preclinical

Molecular Formula: C12H17N5O3S

Molecular Weight: 311.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1nc(SC)nc2c1ncn2[C@@H]1C[C@@H](O)[C@H](CO)O1

Standard InChI:  InChI=1S/C12H17N5O3S/c1-13-10-9-11(16-12(15-10)21-2)17(5-14-9)8-3-6(19)7(4-18)20-8/h5-8,18-19H,3-4H2,1-2H3,(H,13,15,16)/t6-,7+,8+/m1/s1

Standard InChI Key:  KFTZZTZIGNTFGN-CSMHCCOUSA-N

Alternative Forms

1. Parent:

   

   ALA2112192

   (2S,3R,5S)-2-(hydroxymethyl)-5-[6-(methylamino)-2-methylsulfanylpurin-9-yl]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: 311.37

Molecular Weight (Monoisotopic): 311.1052

AlogP: 0.23

#Rotatable Bonds: 4

Polar Surface Area: 105.32

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 5.04

CX LogP: 0.42

CX LogD: 0.42

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: 0.13

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