Tri-phosphoric acid 2-(6-Amino-8-bromo-purin-9-yl)-5-methyl-tetrahydro-furan-3,4-diol

ID: ALA610649

Chembl Id: CHEMBL610649

PubChem CID: 46875359

Max Phase: Preclinical

Molecular Formula: C10H15BrN5O13P3

Molecular Weight: 586.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1nc(Br)n2C1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H15BrN5O13P3/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(18)5(17)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H,24,25)(H2,12,13,14)(H2,19,20,21)/t3-,5-,6-,9?/m1/s1

Standard InChI Key:  VPAHIVDZXBLTTM-LZGMGDPASA-N

Alternative Forms

1. Parent:

   

   ALA610649

   [[(2R,3S,4R)-5-(6-amino-8-bromopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

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: 586.08

Molecular Weight (Monoisotopic): 584.9063

AlogP: -0.87

#Rotatable Bonds: 8

Polar Surface Area: 279.13

Molecular Species: ACID

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.89

CX Basic pKa: 3.93

CX LogP: -4.00

CX LogD: -9.40

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.15

Np Likeness Score: 1.06

References

1. Gendron FP, Halbfinger E, Fischer B, Duval M, D'Orléans-Juste P, Beaudoin AR..  (2000)  Novel inhibitors of nucleoside triphosphate diphosphohydrolases: chemical synthesis and biochemical and pharmacological characterizations.,  43  (11): [PMID:10841802] [10.1021/jm000020b]

Source

Source(1):

• Scientific Literature