6-methoxy-2-phenyl-4-(2-(2-phenylethylidene)hydrazinyl)quinoline

ID: ALA4538465

PubChem CID: 155549262

Max Phase: Preclinical

Molecular Formula: C24H21N3O

Molecular Weight: 367.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(-c3ccccc3)cc(N/N=C/Cc3ccccc3)c2c1

Standard InChI:  InChI=1S/C24H21N3O/c1-28-20-12-13-22-21(16-20)24(17-23(26-22)19-10-6-3-7-11-19)27-25-15-14-18-8-4-2-5-9-18/h2-13,15-17H,14H2,1H3,(H,26,27)/b25-15+

Standard InChI Key:  DIUZIOROTORYAL-MFKUBSTISA-N

Molfile:  

 
     RDKit          2D

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    4.5067  -29.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5049  -27.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2135  -28.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6184  -26.4300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0920  -27.6649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0918  -26.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7437  -26.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7431  -27.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4420  -26.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4538465

   ---

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: 367.45

Molecular Weight (Monoisotopic): 367.1685

AlogP: 5.55

#Rotatable Bonds: 6

Polar Surface Area: 46.51

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.19

CX LogP: 5.60

CX LogD: 5.57

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: -0.73

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