Sodium (S)-4-(Guanin-9-ylmethyl)-2,5-dioxaoctane-1,8-diphosphonate

ID: ALA5180136

Chembl Id: CHEMBL5180136

PubChem CID: 168273811

Max Phase: Preclinical

Molecular Formula: C12H17N5Na4O9P2

Molecular Weight: 441.27

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H21N5O9P2.4Na/c13-12-15-10-9(11(18)16-12)14-6-17(10)4-8(5-25-7-28(22,23)24)26-2-1-3-27(19,20)21;;;;/h6,8H,1-5,7H2,(H2,19,20,21)(H2,22,23,24)(H3,13,15,16,18);;;;/q;4*+1/p-4/t8-;;;;/m0..../s1

Standard InChI Key:  VKWJHWBSKCPDBH-USHJOAKVSA-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: 441.27

Molecular Weight (Monoisotopic): 441.0815

AlogP: -1.19

#Rotatable Bonds: 11

Polar Surface Area: 223.11

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 0.35

CX LogP: -4.00

CX LogD: -8.47

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.18

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