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

ID: ALA3331364

Chembl Id: CHEMBL3331364

PubChem CID: 118713663

Max Phase: Preclinical

Molecular Formula: C17H16N5O8P

Molecular Weight: 449.32

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(Oc2ncnc3c2ncn3[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C17H16N5O8P/c18-5-9-2-1-3-10(4-9)29-16-12-15(19-7-20-16)22(8-21-12)17-14(24)13(23)11(30-17)6-28-31(25,26)27/h1-4,7-8,11,13-14,17,23-24H,6H2,(H2,25,26,27)/t11-,13-,14-,17-/m1/s1

Standard InChI Key:  DXBCBLRRTWAAQO-LSCFUAHRSA-N

Alternative Forms

  1. Parent:

    ALA3331364

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Associated Targets(Human)

DNPH1 Tchem 2'-deoxynucleoside 5'-phosphate N-hydrolase 1 (25 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Dnph1 2'-deoxynucleoside 5'-phosphate N-hydrolase 1 (25 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 449.32Molecular Weight (Monoisotopic): 449.0736AlogP: 0.22#Rotatable Bonds: 6
Polar Surface Area: 193.07Molecular Species: ACIDHBA: 11HBD: 4
#RO5 Violations: 1HBA (Lipinski): 13HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 1.22CX Basic pKa: 1.74CX LogP: -0.90CX LogD: -3.56
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.37Np Likeness Score: 0.15

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