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

ID: ALA4535844

PubChem CID: 155547650

Max Phase: Preclinical

Molecular Formula: C20H16Br2N6O

Molecular Weight: 516.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2nc(/N=C/c3ccc(Br)cc3)n[nH]2)c(=O)c2cc(Br)c(C)nc21

Standard InChI:  InChI=1S/C20H16Br2N6O/c1-3-28-10-15(17(29)14-8-16(22)11(2)24-19(14)28)18-25-20(27-26-18)23-9-12-4-6-13(21)7-5-12/h4-10H,3H2,1-2H3,(H,25,26,27)/b23-9+

Standard InChI Key:  LYKXNPMNTFASAH-NUGSKGIGSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   24.6712  -11.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6700  -12.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3781  -13.0571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3763  -11.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0849  -11.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0856  -12.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7942  -13.0511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5024  -12.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4977  -11.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7886  -11.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9620  -13.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7959  -13.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0890  -14.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7843  -10.5976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2020  -11.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9506  -11.7306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4937  -11.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0808  -10.4148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2825  -10.5897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3104  -11.1188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7179  -10.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5350  -10.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9437  -11.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7602  -11.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1685  -10.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7544   -9.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9393   -9.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9633  -11.4202    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   33.9857  -10.4055    0.0000 Br  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
  1 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535844

   ---

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: 516.20

Molecular Weight (Monoisotopic): 513.9752

AlogP: 4.79

#Rotatable Bonds: 4

Polar Surface Area: 88.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.84

CX Basic pKa: 3.16

CX LogP: 5.40

CX LogD: 4.78

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

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. Dighe SN, Collet TA..  (2020)  Recent advances in DNA gyrase-targeted antimicrobial agents.,  199  [PMID:32460040] [10.1016/j.ejmech.2020.112326]

3. 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