sodium (E)-(5-(6-oxo-1H-purin-9(6H)-yl)pent-1-en-1-yl)phosphonate

ID: ALA5193549

Chembl Id: CHEMBL5193549

PubChem CID: 168289643

Max Phase: Preclinical

Molecular Formula: C10H11N4Na2O4P

Molecular Weight: 284.21

Names and Identifiers

Canonical SMILES:  O=c1[nH]cnc2c1ncn2CCC/C=C/P(=O)([O-])[O-].[Na+].[Na+]

Standard InChI:  InChI=1S/C10H13N4O4P.2Na/c15-10-8-9(11-6-12-10)14(7-13-8)4-2-1-3-5-19(16,17)18;;/h3,5-7H,1-2,4H2,(H,11,12,15)(H2,16,17,18);;/q;2*+1/p-2/b5-3+;;

Standard InChI Key:  CIHIVEDFPANBIH-RQCPZROWSA-L

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.21

Molecular Weight (Monoisotopic): 284.0674

AlogP: 0.59

#Rotatable Bonds: 5

Polar Surface Area: 121.10

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: 0.61

CX LogP: -1.35

CX LogD: -3.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.55

Np Likeness Score: -0.02

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

Source(1):

• Scientific Literature