sodium (((2R)-2-(2,3-dihydroxypropoxy)-3-(6-oxo-1H-purin-9(6H)-yl)propoxy)methyl)phosphonate

ID: ALA5201462

Chembl Id: CHEMBL5201462

PubChem CID: 168291390

Max Phase: Preclinical

Molecular Formula: C12H17N4Na2O8P

Molecular Weight: 378.28

Associated Items:

Names and Identifiers

Canonical SMILES:  O=c1[nH]cnc2c1ncn2C[C@H](COCP(=O)([O-])[O-])OCC(O)CO.[Na+].[Na+]

Standard InChI:  InChI=1S/C12H19N4O8P.2Na/c17-2-8(18)3-24-9(4-23-7-25(20,21)22)1-16-6-15-10-11(16)13-5-14-12(10)19;;/h5-6,8-9,17-18H,1-4,7H2,(H,13,14,19)(H2,20,21,22);;/q;2*+1/p-2/t8?,9-;;/m1../s1

Standard InChI Key:  YGTCVOZBAGOCJI-DPHXLZRASA-L

Associated Targets(Human)

NHDF (1164 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPRT1 Tchem Hypoxanthine-guanine phosphoribosyltransferase (369 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 378.28Molecular Weight (Monoisotopic): 378.0941AlogP: -1.99#Rotatable Bonds: 10
Polar Surface Area: 180.02Molecular Species: ACIDHBA: 9HBD: 5
#RO5 Violations: HBA (Lipinski): 12HBD (Lipinski): 5#RO5 Violations (Lipinski): 1
CX Acidic pKa: 1.35CX Basic pKa: 0.49CX LogP: -3.91CX LogD: -6.06
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.29Np Likeness Score: 0.11

References

1. Klejch T, Keough DT, King G, Doleželová E, Česnek M, Buděšínský M, Zíková A, Janeba Z, Guddat LW, Hocková D..  (2022)  Stereo-Defined Acyclic Nucleoside Phosphonates are Selective and Potent Inhibitors of Parasite 6-Oxopurine Phosphoribosyltransferases.,  65  (5.0): [PMID:35175749] [10.1021/acs.jmedchem.1c01881]

Source