Sodium (S)-4-(Hypoxanthin-9-ylmethyl)-2,5-dioxaoctan-1,8-diphosphonate

ID: ALA5180341

Chembl Id: CHEMBL5180341

PubChem CID: 168277122

Max Phase: Preclinical

Molecular Formula: C12H16N4Na4O9P2

Molecular Weight: 426.26

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H20N4O9P2.4Na/c17-12-10-11(13-6-14-12)16(7-15-10)4-9(5-24-8-27(21,22)23)25-2-1-3-26(18,19)20;;;;/h6-7,9H,1-5,8H2,(H,13,14,17)(H2,18,19,20)(H2,21,22,23);;;;/q;4*+1/p-4/t9-;;;;/m0..../s1

Standard InChI Key:  CSSKQNIICFCALC-ZWACTXNCSA-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: 426.26

Molecular Weight (Monoisotopic): 426.0706

AlogP: -0.78

#Rotatable Bonds: 11

Polar Surface Area: 197.09

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 0.47

CX LogP: -3.93

CX LogD: -8.38

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.22

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