ID: ALA2420041

Max Phase: Preclinical

Molecular Formula: C22H33N2O10P

Molecular Weight: 516.48

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COC(=O)c1nccn(C/C=C/CP(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C)c1=O

Standard InChI:  InChI=1S/C22H33N2O10P/c1-21(2,3)19(27)31-14-33-35(29,34-15-32-20(28)22(4,5)6)13-9-8-11-24-12-10-23-16(17(24)25)18(26)30-7/h8-10,12H,11,13-15H2,1-7H3/b9-8+

Standard InChI Key:  HDVRCFOMBQQJSY-CMDGGOBGSA-N

Associated Targets(Human)

CCRF-CEM 65223 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

PBMC 10003 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Vero 26788 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Human immunodeficiency virus 3636 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Hepatitis C virus 23859 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

Properties

Molecular Weight: 516.48Molecular Weight (Monoisotopic): 516.1873AlogP: 2.91#Rotatable Bonds: 11
Polar Surface Area: 149.32Molecular Species: HBA: 12HBD: 0
#RO5 Violations: 2HBA (Lipinski): 12HBD (Lipinski): 0#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: CX LogP: 4.34CX LogD: 4.34
Aromatic Rings: 1Heavy Atoms: 35QED Weighted: 0.14Np Likeness Score: -0.14

References

1. Hamada M, Roy V, McBrayer TR, Whitaker T, Urbina-Blanco C, Nolan SP, Balzarini J, Snoeck R, Andrei G, Schinazi RF, Agrofoglio LA..  (2013)  Synthesis and broad spectrum antiviral evaluation of bis(POM) prodrugs of novel acyclic nucleosides.,  67  [PMID:23911854] [10.1016/j.ejmech.2013.06.053]

Source