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

ID: ALA2112191

Chembl Id: CHEMBL2112191

PubChem CID: 71452676

Max Phase: Preclinical

Molecular Formula: C12H16BrN5O3

Molecular Weight: 358.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nc(Br)nc2c1ncn2[C@@H]1C[C@@H](O)[C@H](CO)O1

Standard InChI:  InChI=1S/C12H16BrN5O3/c1-17(2)10-9-11(16-12(13)15-10)18(5-14-9)8-3-6(20)7(4-19)21-8/h5-8,19-20H,3-4H2,1-2H3/t6-,7+,8+/m1/s1

Standard InChI Key:  OMZXWZHPKIKTST-CSMHCCOUSA-N

Alternative Forms

1. Parent:

   

   ALA2112191

   (2S,3R,5S)-5-[2-bromo-6-(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: 358.20

Molecular Weight (Monoisotopic): 357.0437

AlogP: 0.30

#Rotatable Bonds: 3

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 1.80

CX LogP: 0.81

CX LogD: 0.81

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: 0.47

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