ID: ALA4855327

Max Phase: Preclinical

Molecular Formula: C17H16ClFN4O3

Molecular Weight: 378.79

Molecule Type: Unknown

Representations

Canonical SMILES:  Nc1ncnc2c1c(-c1ccc(Cl)cc1)cn2[C@@H]1O[C@H](CO)[C@@H](F)[C@H]1O

Standard InChI:  InChI=1S/C17H16ClFN4O3/c18-9-3-1-8(2-4-9)10-5-23(16-12(10)15(20)21-7-22-16)17-14(25)13(19)11(6-24)26-17/h1-5,7,11,13-14,17,24-25H,6H2,(H2,20,21,22)/t11-,13-,14-,17-/m1/s1

Standard InChI Key:  BLOOETCVNNAVCN-LSCFUAHRSA-N

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

Properties

Molecular Weight: 378.79

Molecular Weight (Monoisotopic): 378.0895

AlogP: 1.92

#Rotatable Bonds: 3

Polar Surface Area: 106.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.30

CX Basic pKa: 6.37

CX LogP: 1.86

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: 0.19

References

1. Bouton J, Furquim d'Almeida A, Maes L, Caljon G, Van Calenbergh S, Hulpia F..  (2021)  Synthesis and evaluation of 3'-fluorinated 7-deazapurine nucleosides as antikinetoplastid agents.,  216  [PMID:33667845] [10.1016/j.ejmech.2021.113290]

2. Nguyen VH, Tichý M, Rožánková S, Pohl R, Downey AM, Doleželová E, Tloušťová E, Slapničková M, Zíková A, Hocek M..  (2021)  Synthesis and anti-trypanosomal activity of 3'-fluororibonucleosides derived from 7-deazapurine nucleosides.,  40  [PMID:33741462] [10.1016/j.bmcl.2021.127957]

Source

Source(1):

• Scientific Literature