6-Methoxy-2-methyl-4-(2-(pyridin-3-ylmethylene)hydrazinyl)quinoline

ID: ALA4514167

Cas Number: 29125-41-5

PubChem CID: 9555351

Max Phase: Preclinical

Molecular Formula: C17H16N4O

Molecular Weight: 292.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(C)cc(N/N=C/c3cccnc3)c2c1

Standard InChI:  InChI=1S/C17H16N4O/c1-12-8-17(21-19-11-13-4-3-7-18-10-13)15-9-14(22-2)5-6-16(15)20-12/h3-11H,1-2H3,(H,20,21)/b19-11+

Standard InChI Key:  ZXVHYKHTAQEISS-YBFXNURJSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.9280   -4.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9268   -5.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6349   -5.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6331   -4.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3417   -4.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3425   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0510   -5.8078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7593   -5.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7545   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0454   -4.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4686   -5.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0411   -3.3543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7466   -2.9420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2202   -4.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2200   -3.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4565   -3.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1620   -2.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8704   -3.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5754   -2.9325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5715   -2.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8567   -1.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1546   -2.1238    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  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 10 12  1  0
 12 13  1  0
  1 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514167

   6-methoxy-2-methyl-N-[(E)-pyridin-3-ylmethylideneamino]quinolin-4-amine

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: 292.34

Molecular Weight (Monoisotopic): 292.1324

AlogP: 3.39

#Rotatable Bonds: 4

Polar Surface Area: 59.40

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.42

CX LogP: 2.71

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -1.60

References

1. Hussein B, Ikhmais B, Kadirvel M, Magwaza RN, Halbert G, Bryce RA, Stratford IJ, Freeman S..  (2019)  Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinoneoxidoreductase-2 (NQO2).,  182  [PMID:31514018] [10.1016/j.ejmech.2019.111649]

Source

Source(1):

• Scientific Literature