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

ID: ALA5176444

Chembl Id: CHEMBL5176444

PubChem CID: 168273646

Max Phase: Preclinical

Molecular Formula: C12H17N4Na2O8P

Molecular Weight: 378.28

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-;;/m0../s1

Standard InChI Key:  YGTCVOZBAGOCJI-AHBBCRTASA-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: 378.28

Molecular Weight (Monoisotopic): 378.0941

AlogP: -1.99

#Rotatable Bonds: 10

Polar Surface Area: 180.02

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.35

CX Basic pKa: 0.49

CX LogP: -3.91

CX LogD: -6.06

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.29

Np 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

Source(1):

• Scientific Literature