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

ID: ALA2112198

Chembl Id: CHEMBL2112198

PubChem CID: 71452677

Max Phase: Preclinical

Molecular Formula: C11H14BrN5O3

Molecular Weight: 344.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H14BrN5O3/c1-13-9-8-10(16-11(12)15-9)17(4-14-8)7-2-5(19)6(3-18)20-7/h4-7,18-19H,2-3H2,1H3,(H,13,15,16)/t5-,6+,7+/m1/s1

Standard InChI Key:  PQHLTZRSQMJIOM-VQVTYTSYSA-N

Alternative Forms

1. Parent:

   

   ALA2112198

   (2S,3R,5S)-5-[2-bromo-6-(methylamino)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: 344.17

Molecular Weight (Monoisotopic): 343.0280

AlogP: 0.27

#Rotatable Bonds: 3

Polar Surface Area: 105.32

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 1.94

CX LogP: 0.17

CX LogD: 0.17

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: 0.73

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