Sodium (4S)-7-Hydroxy-4-((hypoxanthin-9-yl)methyl)-2,5-dioxaheptan-1,7-diphosphonate

ID: ALA5179417

Chembl Id: CHEMBL5179417

PubChem CID: 168277439

Max Phase: Preclinical

Molecular Formula: C11H14N4Na4O10P2

Molecular Weight: 428.23

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H18N4O10P2.4Na/c16-8(27(21,22)23)3-25-7(2-24-6-26(18,19)20)1-15-5-14-9-10(15)12-4-13-11(9)17;;;;/h4-5,7-8,16H,1-3,6H2,(H,12,13,17)(H2,18,19,20)(H2,21,22,23);;;;/q;4*+1/p-4/t7-,8?;;;;/m0..../s1

Standard InChI Key:  XVHPTNKMMFULDN-DANFDYGCSA-J

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: 428.23

Molecular Weight (Monoisotopic): 428.0498

AlogP: -1.85

#Rotatable Bonds: 10

Polar Surface Area: 217.32

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.00

CX Basic pKa: 0.42

CX LogP: -4.50

CX LogD: -8.90

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.23

Np Likeness Score: -0.07

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