(E/Z)-(2R,3S,4R,5R)-2-(2-fluorovinyl)-5-(6-(cyclopropylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

ID: ALA1289769

Chembl Id: CHEMBL1289769

PubChem CID: 57400109

Max Phase: Preclinical

Molecular Formula: C14H16FN5O3

Molecular Weight: 321.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O[C@@H]1[C@H](O)[C@@H](C=CF)O[C@H]1n1cnc2c(NC3CC3)ncnc21

Standard InChI:  InChI=1S/C14H16FN5O3/c15-4-3-8-10(21)11(22)14(23-8)20-6-18-9-12(19-7-1-2-7)16-5-17-13(9)20/h3-8,10-11,14,21-22H,1-2H2,(H,16,17,19)/t8-,10-,11-,14-/m1/s1

Standard InChI Key:  RPTSPTQGINFZJQ-IDTAVKCVSA-N

Associated Targets(non-human)

Trichomonas vaginalis (2376 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma (6 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: 321.31Molecular Weight (Monoisotopic): 321.1237AlogP: 0.50#Rotatable Bonds: 4
Polar Surface Area: 105.32Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 12.45CX Basic pKa: 3.73CX LogP: -0.05CX LogD: -0.05
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.75Np Likeness Score: 0.36

References

1. Dornbush PJ, Vazquez-Anaya G, Shokar A, Benson S, Rapp M, Wnuk SF, Wrischnik LA, Land KM..  (2010)  AdoHcy hydrolase of Trichomonas vaginalis: studies of the effects of 5'-modified adenosine analogues and related 6-N-cyclopropyl derivatives.,  20  (24): [PMID:21044841] [10.1016/j.bmcl.2010.10.014]

Source