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

ID: ALA5205733

Chembl Id: CHEMBL5205733

PubChem CID: 168297604

Max Phase: Preclinical

Molecular Formula: C12H18N5Na2O8P

Molecular Weight: 393.29

Names and Identifiers

Canonical SMILES:  Nc1nc2c(ncn2C[C@@H](COCP(=O)([O-])[O-])OCC(O)CO)c(=O)[nH]1.[Na+].[Na+]

Standard InChI:  InChI=1S/C12H20N5O8P.2Na/c13-12-15-10-9(11(20)16-12)14-5-17(10)1-8(25-3-7(19)2-18)4-24-6-26(21,22)23;;/h5,7-8,18-19H,1-4,6H2,(H2,21,22,23)(H3,13,15,16,20);;/q;2*+1/p-2/t7?,8-;;/m0../s1

Standard InChI Key:  BQYPRDKBDDNOIH-AEUOCKLGSA-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: 393.29

Molecular Weight (Monoisotopic): 393.1049

AlogP: -2.41

#Rotatable Bonds: 10

Polar Surface Area: 206.04

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.35

CX Basic pKa: 0.36

CX LogP: -3.97

CX LogD: -6.15

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: 0.30

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