4-(4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-4'-chlorobiphenyl-2,3'-dicarbonitrile

ID: ALA4872881

PubChem CID: 164619476

Max Phase: Preclinical

Molecular Formula: C24H18ClN7O4

Molecular Weight: 503.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(-c2ccc(-c3nn([C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O)c4ncnc(N)c34)cc2C#N)ccc1Cl

Standard InChI:  InChI=1S/C24H18ClN7O4/c25-16-4-2-11(5-14(16)8-27)15-3-1-12(6-13(15)7-26)19-18-22(28)29-10-30-23(18)32(31-19)24-21(35)20(34)17(9-33)36-24/h1-6,10,17,20-21,24,33-35H,9H2,(H2,28,29,30)/t17-,20-,21-,24-/m1/s1

Standard InChI Key:  XKGHTXDVZVPKEK-FGSUIDRYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4872881

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 503.91

Molecular Weight (Monoisotopic): 503.1109

AlogP: 1.75

#Rotatable Bonds: 4

Polar Surface Area: 187.12

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.42

CX Basic pKa: 3.83

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: -0.20

References

1. Bouton J, Ferreira de Almeida Fiuza L, Cardoso Santos C, Mazzarella MA, Soeiro MNC, Maes L, Karalic I, Caljon G, Van Calenbergh S..  (2021)  Revisiting Pyrazolo[3,4-d]pyrimidine Nucleosides as Anti-Trypanosoma cruzi and Antileishmanial Agents.,  64  (7.0): [PMID:33784107] [10.1021/acs.jmedchem.1c00135]

Source

Source(1):

• Scientific Literature