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

ID: ALA2112195

Chembl Id: CHEMBL2112195

PubChem CID: 71457993

Max Phase: Preclinical

Molecular Formula: C14H22N6O3

Molecular Weight: 322.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nc(N(C)C)c2ncn([C@@H]3C[C@@H](O)[C@H](CO)O3)c2n1

Standard InChI:  InChI=1S/C14H22N6O3/c1-18(2)12-11-13(17-14(16-12)19(3)4)20(7-15-11)10-5-8(22)9(6-21)23-10/h7-10,21-22H,5-6H2,1-4H3/t8-,9+,10+/m1/s1

Standard InChI Key:  WXRPBLGJVPMFIT-UTLUCORTSA-N

Alternative Forms

1. Parent:

   

   ALA2112195

   (2S,3R,5S)-5-[2,6-bis(dimethylamino)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: 322.37

Molecular Weight (Monoisotopic): 322.1753

AlogP: -0.40

#Rotatable Bonds: 4

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 5.24

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 0.32

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