tetrasodium 2-[(2S)-2-[(2-amino-6-oxo-1H-purin-9-yl)methyl]-3-(phosphonatomethoxy)propoxy]ethyl phosphate

ID: ALA5207635

Chembl Id: CHEMBL5207635

PubChem CID: 168295908

Max Phase: Preclinical

Molecular Formula: C12H17N5Na4O10P2

Molecular Weight: 457.27

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H21N5O10P2.4Na/c13-12-15-10-9(11(18)16-12)14-6-17(10)3-8(5-26-7-28(19,20)21)4-25-1-2-27-29(22,23)24;;;;/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:  MIMMFKVSICIWNR-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: 457.27

Molecular Weight (Monoisotopic): 457.0764

AlogP: -1.40

#Rotatable Bonds: 12

Polar Surface Area: 232.34

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.98

CX Basic pKa: 0.34

CX LogP: -3.72

CX LogD: -9.18

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.16

Np Likeness Score: 0.09

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