6-(3-Bromophenyl)-9-(beta-D-ribofuranosyl)-9H-purine 5'-monophosphate

ID: ALA3331379

Chembl Id: CHEMBL3331379

PubChem CID: 118713676

Max Phase: Preclinical

Molecular Formula: C16H16BrN4O7P

Molecular Weight: 487.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](n2cnc3c(-c4cccc(Br)c4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H16BrN4O7P/c17-9-3-1-2-8(4-9)11-12-15(19-6-18-11)21(7-20-12)16-14(23)13(22)10(28-16)5-27-29(24,25)26/h1-4,6-7,10,13-14,16,22-23H,5H2,(H2,24,25,26)/t10-,13-,14-,16-/m1/s1

Standard InChI Key:  PEFHRFKECGBDHZ-DSPGLSBSSA-N

Alternative Forms

1. Parent:

   

   ALA3331379

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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: 487.20

Molecular Weight (Monoisotopic): 485.9940

AlogP: 0.98

#Rotatable Bonds: 5

Polar Surface Area: 160.05

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.49

CX Basic pKa: 0.89

CX LogP: 0.24

CX LogD: -2.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: 0.58

References

1. Amiable C, Paoletti J, Haouz A, Padilla A, Labesse G, Kaminski PA, Pochet S..  (2014)  6-(Hetero)Arylpurine nucleotides as inhibitors of the oncogenic target DNPH1: synthesis, structural studies and cytotoxic activities.,  85  [PMID:25108359] [10.1016/j.ejmech.2014.07.110]

Source

Source(1):

• Scientific Literature