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

ID: ALA4439286

PubChem CID: 155513914

Max Phase: Preclinical

Molecular Formula: C21H20N6O2

Molecular Weight: 388.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2nc(/N=C/c3ccc(OC)cc3)n[nH]2)c(=O)c2ccc(C)nc21

Standard InChI:  InChI=1S/C21H20N6O2/c1-4-27-12-17(18(28)16-10-5-13(2)23-20(16)27)19-24-21(26-25-19)22-11-14-6-8-15(29-3)9-7-14/h5-12H,4H2,1-3H3,(H,24,25,26)/b22-11+

Standard InChI Key:  QNRKZWUPQPBJBH-SSDVNMTOSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   13.1273   -4.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1262   -5.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8342   -5.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8324   -3.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5410   -4.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5418   -5.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2503   -5.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9586   -5.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9539   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2447   -3.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4181   -5.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2520   -6.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5452   -6.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2404   -3.1108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6582   -3.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4067   -4.2439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9498   -3.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5369   -2.9280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7387   -3.1029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7665   -3.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1740   -2.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9912   -2.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3999   -3.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2163   -3.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6246   -2.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2105   -2.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3954   -2.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4418   -2.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8524   -3.6253    0.0000 C   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
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4439286

   ---

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: 388.43

Molecular Weight (Monoisotopic): 388.1648

AlogP: 3.27

#Rotatable Bonds: 5

Polar Surface Area: 98.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.84

CX Basic pKa: 4.73

CX LogP: 3.71

CX LogD: 3.08

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.14

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