trans-Ethyl-(3SR,5SR)-3-(diethoxyphosphoryl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methylisoxazolidine-5-carboxylate

ID: ALA2035904

Chembl Id: CHEMBL2035904

PubChem CID: 70692296

Max Phase: Preclinical

Molecular Formula: C15H24N3O8P

Molecular Weight: 405.34

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]1(n2ccc(=O)[nH]c2=O)C[C@H](P(=O)(OCC)OCC)N(C)O1

Standard InChI:  InChI=1S/C15H24N3O8P/c1-5-23-13(20)15(18-9-8-11(19)16-14(18)21)10-12(17(4)26-15)27(22,24-6-2)25-7-3/h8-9,12H,5-7,10H2,1-4H3,(H,16,19,21)/t12-,15-/m0/s1

Standard InChI Key:  XBYXEFDGSKQWJB-WFASDCNBSA-N

Associated Targets(non-human)

Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human T-cell leukemia virus type I (114 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: 405.34Molecular Weight (Monoisotopic): 405.1301AlogP: 0.61#Rotatable Bonds: 8
Polar Surface Area: 129.16Molecular Species: NEUTRALHBA: 10HBD: 1
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 9.68CX Basic pKa: CX LogP: 0.98CX LogD: 0.98
Aromatic Rings: 1Heavy Atoms: 27QED Weighted: 0.49Np Likeness Score: 0.09

References

1. Romeo R, Carnovale C, Giofrè SV, Romeo G, Macchi B, Frezza C, Marino-Merlo F, Pistarà V, Chiacchio U..  (2012)  Truncated phosphonated C-1'-branched N,O-nucleosides: a new class of antiviral agents.,  20  (11): [PMID:22549138] [10.1016/j.bmc.2012.03.047]

Source