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

ID: ALA2112196

Chembl Id: CHEMBL2112196

PubChem CID: 71454443

Max Phase: Preclinical

Molecular Formula: C13H19N5O3S

Molecular Weight: 325.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H19N5O3S/c1-17(2)11-10-12(16-13(15-11)22-3)18(6-14-10)9-4-7(20)8(5-19)21-9/h6-9,19-20H,4-5H2,1-3H3/t7-,8+,9+/m1/s1

Standard InChI Key:  QMOHPJCLBLLAFA-VGMNWLOBSA-N

Alternative Forms

1. Parent:

   

   ALA2112196

   (2S,3R,5S)-5-[6-(dimethylamino)-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: 325.39

Molecular Weight (Monoisotopic): 325.1209

AlogP: 0.25

#Rotatable Bonds: 4

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 4.89

CX LogP: 1.05

CX LogD: 1.05

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.61

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