1-ethyl-3-(3-(2-hydroxybenzylideneamino)-1H-1,2,4-triazol-5-yl)-7-methyl-1,8-naphthyridin-4(1H)-one

ID: ALA4535314

PubChem CID: 155547599

Max Phase: Preclinical

Molecular Formula: C20H18N6O2

Molecular Weight: 374.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2nc(/N=C/c3ccccc3O)n[nH]2)c(=O)c2ccc(C)nc21

Standard InChI:  InChI=1S/C20H18N6O2/c1-3-26-11-15(17(28)14-9-8-12(2)22-19(14)26)18-23-20(25-24-18)21-10-13-6-4-5-7-16(13)27/h4-11,27H,3H2,1-2H3,(H,23,24,25)/b21-10+

Standard InChI Key:  WZOLECMAUJELJQ-UFFVCSGVSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   22.3434   -4.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3423   -5.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0503   -5.9046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0485   -4.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7571   -4.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7579   -5.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4664   -5.8986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1747   -5.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1700   -4.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4608   -4.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6342   -5.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4681   -6.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7613   -7.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4565   -3.4451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8743   -4.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6228   -4.5782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1659   -3.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7530   -3.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9548   -3.4372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9826   -3.9663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3901   -3.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2073   -3.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6160   -3.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4324   -3.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8407   -3.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4266   -2.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6115   -2.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2076   -4.6731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  1  0
  2 11  1  0
  7 12  1  0
 12 13  1  0
 10 14  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
  9 15  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535314

   ---

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: 374.40

Molecular Weight (Monoisotopic): 374.1491

AlogP: 2.97

#Rotatable Bonds: 4

Polar Surface Area: 109.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.83

CX Basic pKa: 4.73

CX LogP: 3.56

CX LogD: 2.89

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.03

References

1. Zhang J, Wang S, Ba Y, Xu Z..  (2019)  1,2,4-Triazole-quinoline/quinolone hybrids as potential anti-bacterial agents.,  174  [PMID:31015103] [10.1016/j.ejmech.2019.04.033]

2. Aggarwal R, Sumran G..  (2020)  An insight on medicinal attributes of 1,2,4-triazoles.,  205  [PMID:32771798] [10.1016/j.ejmech.2020.112652]

Source

Source(1):

• Scientific Literature