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

ID: ALA3331369

Chembl Id: CHEMBL3331369

PubChem CID: 118713666

Max Phase: Preclinical

Molecular Formula: C16H16N5O9P

Molecular Weight: 453.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(-c2ncnc3c2ncn3[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C16H16N5O9P/c22-13-10(5-29-31(26,27)28)30-16(14(13)23)20-7-19-12-11(17-6-18-15(12)20)8-2-1-3-9(4-8)21(24)25/h1-4,6-7,10,13-14,16,22-23H,5H2,(H2,26,27,28)/t10-,13-,14-,16-/m1/s1

Standard InChI Key:  IMUPHDCUHIMRAE-DSPGLSBSSA-N

Alternative Forms

1. Parent:

   

   ALA3331369

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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: 453.30

Molecular Weight (Monoisotopic): 453.0686

AlogP: 0.13

#Rotatable Bonds: 6

Polar Surface Area: 203.19

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.12

CX Basic pKa: 1.88

CX LogP: -1.02

CX LogD: -3.54

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: 0.30

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