(2R,3R,4R,5S)-5-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-4-fluoro-2-(hydroxymethyl)-2-vinyltetrahydrofuran-3-ol

ID: ALA3425975

Chembl Id: CHEMBL3425975

PubChem CID: 118068894

Max Phase: Preclinical

Molecular Formula: C13H15FN4O3

Molecular Weight: 294.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C[C@]1(CO)O[C@@H](c2ccc3c(N)ncnn23)[C@H](F)[C@@H]1O

Standard InChI:  InChI=1S/C13H15FN4O3/c1-2-13(5-19)11(20)9(14)10(21-13)7-3-4-8-12(15)16-6-17-18(7)8/h2-4,6,9-11,19-20H,1,5H2,(H2,15,16,17)/t9-,10-,11-,13+/m0/s1

Standard InChI Key:  XBEJZEKTUFATBB-MRBYEJRBSA-N

Associated Targets(Human)

POLRMT Tbio DNA-directed RNA polymerase, mitochondrial (57 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLG Tchem DNA polymerase subunit gamma-1/gamma-2 (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT4 (17854 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: 294.29Molecular Weight (Monoisotopic): 294.1128AlogP: 0.00#Rotatable Bonds: 3
Polar Surface Area: 105.90Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.54CX Basic pKa: 0.78CX LogP: -0.10CX LogD: -0.10
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.69Np Likeness Score: 0.30

References

1. Clarke MO, Mackman R, Byun D, Hui H, Barauskas O, Birkus G, Chun BK, Doerffler E, Feng J, Karki K, Lee G, Perron M, Siegel D, Swaminathan S, Lee W..  (2015)  Discovery of β-D-2'-deoxy-2'-α-fluoro-4'-α-cyano-5-aza-7,9-dideaza adenosine as a potent nucleoside inhibitor of respiratory syncytial virus with excellent selectivity over mitochondrial RNA and DNA polymerases.,  25  (12): [PMID:25978965] [10.1016/j.bmcl.2015.04.073]

Source