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

ID: ALA5171024

Chembl Id: CHEMBL5171024

PubChem CID: 168269698

Max Phase: Preclinical

Molecular Formula: C11H15N5Na4O10P2

Molecular Weight: 443.25

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H19N5O10P2.4Na/c12-11-14-9-8(10(18)15-11)13-4-16(9)1-6(2-25-5-27(19,20)21)26-3-7(17)28(22,23)24;;;;/h4,6-7,17H,1-3,5H2,(H2,19,20,21)(H2,22,23,24)(H3,12,14,15,18);;;;/q;4*+1/p-4/t6-,7+;;;;/m0..../s1

Standard InChI Key:  CVTIKPWJHQIBIG-NOTWHITJSA-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: 443.25

Molecular Weight (Monoisotopic): 443.0607

AlogP: -2.27

#Rotatable Bonds: 10

Polar Surface Area: 243.34

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.00

CX Basic pKa: 0.31

CX LogP: -4.57

CX LogD: -8.99

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.19

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