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

ID: ALA4578658

PubChem CID: 155564689

Max Phase: Preclinical

Molecular Formula: C20H18N6O

Molecular Weight: 358.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2nc(/N=C/c3ccccc3)n[nH]2)c(=O)c2ccc(C)nc21

Standard InChI:  InChI=1S/C20H18N6O/c1-3-26-12-16(17(27)15-10-9-13(2)22-19(15)26)18-23-20(25-24-18)21-11-14-7-5-4-6-8-14/h4-12H,3H2,1-2H3,(H,23,24,25)/b21-11+

Standard InChI Key:  MJZUIGUSPKUGQR-SRZZPIQSSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.6429  -27.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418  -27.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3498  -28.3485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480  -26.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0567  -27.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0574  -27.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660  -28.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4742  -27.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4695  -27.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7604  -26.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337  -28.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676  -29.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608  -29.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7560  -25.8890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1738  -26.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9224  -27.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4655  -26.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0525  -25.7062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2543  -25.8810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2821  -26.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6896  -25.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5068  -25.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9155  -26.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7319  -26.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1402  -25.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7261  -24.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9111  -24.9943    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
M  END

Alternative Forms

1. Parent:

   

   ALA4578658

   ---

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: 358.41

Molecular Weight (Monoisotopic): 358.1542

AlogP: 3.26

#Rotatable Bonds: 4

Polar Surface Area: 88.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.84

CX Basic pKa: 4.73

CX LogP: 3.87

CX LogD: 3.24

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.22

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