2-[1-[[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1H-purin-7-ium-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]triazol-4-yl]ethyl-hydroxy-phosphinate

ID: ALA4208698

Chembl Id: CHEMBL4208698

PubChem CID: 145964469

Max Phase: Preclinical

Molecular Formula: C15H21N8O7P

Molecular Weight: 456.36

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](Cn3cc(CCP(=O)([O-])O)nn3)[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c21

Standard InChI:  InChI=1S/C15H21N8O7P/c1-21-6-23(12-9(21)13(26)18-15(16)17-12)14-11(25)10(24)8(30-14)5-22-4-7(19-20-22)2-3-31(27,28)29/h4,6,8,10-11,14,24-25H,2-3,5H2,1H3,(H4-,16,17,18,26,27,28,29)/t8-,10-,11-,14-/m1/s1

Standard InChI Key:  ONHSLFXWBJKDSL-IDTAVKCVSA-N

Alternative Forms

  1. Parent:

    ALA4208698

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Associated Targets(Human)

NT5C3B Tbio 7-methylguanosine phosphate-specific 5'-nucleotidase (28 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DCPS Tchem Scavenger mRNA-decapping enzyme DcpS (115 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Eif4e Eukaryotic translation initiation factor 4E (654 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: 456.36Molecular Weight (Monoisotopic): 456.1271AlogP: -3.87#Rotatable Bonds: 6
Polar Surface Area: 221.34Molecular Species: ACIDHBA: 12HBD: 5
#RO5 Violations: 1HBA (Lipinski): 15HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 1.80CX Basic pKa: 0.62CX LogP: -8.19CX LogD: -9.13
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.18Np Likeness Score: 0.23

References

1. Kozarski M, Kubacka D, Wojtczak BA, Kasprzyk R, Baranowski MR, Kowalska J..  (2018)  7-Methylguanosine monophosphate analogues with 5'-(1,2,3-triazoyl) moiety: Synthesis and evaluation as the inhibitors of cNIIIB nucleotidase.,  26  (1): [PMID:29195795] [10.1016/j.bmc.2017.11.032]

Source