6-(Indol-6-yl)-9-(beta-D-ribofuranosyl)-9H-purine 5'-monophosphate

ID: ALA3331377

Chembl Id: CHEMBL3331377

PubChem CID: 118713674

Max Phase: Preclinical

Molecular Formula: C18H18N5O7P

Molecular Weight: 447.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](n2cnc3c(-c4ccc5cc[nH]c5c4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H18N5O7P/c24-15-12(6-29-31(26,27)28)30-18(16(15)25)23-8-22-14-13(20-7-21-17(14)23)10-2-1-9-3-4-19-11(9)5-10/h1-5,7-8,12,15-16,18-19,24-25H,6H2,(H2,26,27,28)/t12-,15-,16-,18-/m1/s1

Standard InChI Key:  WPJAMTFEQHCMLU-HALQFCHDSA-N

Alternative Forms

1. Parent:

   

   ALA3331377

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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: 447.34

Molecular Weight (Monoisotopic): 447.0944

AlogP: 0.70

#Rotatable Bonds: 5

Polar Surface Area: 175.84

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 2.91

CX LogP: -0.93

CX LogD: -3.38

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: 0.72

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