2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)naphthalene-1,4-dione

ID: ALA2022336

Chembl Id: CHEMBL2022336

PubChem CID: 70685546

Max Phase: Preclinical

Molecular Formula: C19H13N3O3

Molecular Weight: 331.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cn(C3=CC(=O)c4ccccc4C3=O)nn2)cc1

Standard InChI:  InChI=1S/C19H13N3O3/c1-25-13-8-6-12(7-9-13)16-11-22(21-20-16)17-10-18(23)14-4-2-3-5-15(14)19(17)24/h2-11H,1H3

Standard InChI Key:  SCNCCXLDYSNLIJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2022336

   2-[4-(4-Methoxyphenyl)triazol-1-yl]naphthalene-1,4-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 331.33

Molecular Weight (Monoisotopic): 331.0957

AlogP: 2.87

#Rotatable Bonds: 3

Polar Surface Area: 74.08

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.50

References

1. da Silva Júnior EN, de Melo IM, Diogo EB, Costa VA, de Souza Filho JD, Valença WO, Camara CA, de Oliveira RN, de Araujo AS, Emery FS, dos Santos MR, de Simone CA, Menna-Barreto RF, de Castro SL..  (2012)  On the search for potential anti-Trypanosoma cruzi drugs: synthesis and biological evaluation of 2-hydroxy-3-methylamino and 1,2,3-triazolic naphthoquinoidal compounds obtained by click chemistry reactions.,  52  [PMID:22483633] [10.1016/j.ejmech.2012.03.039]

2. Guimarães TT, Pinto Mdo C, Lanza JS, Melo MN, do Monte-Neto RL, de Melo IM, Diogo EB, Ferreira VF, Camara CA, Valença WO, de Oliveira RN, Frézard F, da Silva EN..  (2013)  Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.,  63  [PMID:23535320] [10.1016/j.ejmech.2013.02.038]

3. Xu Z, Zhao SJ, Liu Y..  (2019)  1,2,3-Triazole-containing hybrids as potential anticancer agents: Current developments, action mechanisms and structure-activity relationships.,  183  [PMID:31546197] [10.1016/j.ejmech.2019.111700]

Source

Source(1):

• Scientific Literature