4-((4-((3-(4-Ethylpiperazin-1-yl)propyl)amino)phenyl)amino)-6-methoxyquinoline-3-carbohydrazide

ID: ALA3628452

PubChem CID: 122193466

Max Phase: Preclinical

Molecular Formula: C26H35N7O2

Molecular Weight: 477.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCN(CCCNc2ccc(Nc3c(C(=O)NN)cnc4ccc(OC)cc34)cc2)CC1

Standard InChI:  InChI=1S/C26H35N7O2/c1-3-32-13-15-33(16-14-32)12-4-11-28-19-5-7-20(8-6-19)30-25-22-17-21(35-2)9-10-24(22)29-18-23(25)26(34)31-27/h5-10,17-18,28H,3-4,11-16,27H2,1-2H3,(H,29,30)(H,31,34)

Standard InChI Key:  UCVUNZDFVKPWSR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9138   -2.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.2755   -7.5217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.6810   -6.0154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6774   -7.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9746   -8.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2513   -1.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5719   -8.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5672   -9.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942   -1.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9326   -0.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 10  1  0
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  3 11  1  0
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 18 19  2  0
 19 20  1  0
 15 20  2  0
 22 23  1  0
 23 24  1  0
 21 22  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 25 30  1  0
 24 28  1  0
 18 21  1  0
 14 15  1  0
  4 14  1  0
 13 31  1  0
 25 32  1  0
 32 33  1  0
 34 35  1  0
  7 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3628452

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 477.61

Molecular Weight (Monoisotopic): 477.2852

AlogP: 3.03

#Rotatable Bonds: 10

Polar Surface Area: 107.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.88

CX Basic pKa: 8.40

CX LogP: 3.02

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.15

Np Likeness Score: -1.42

References

1. Medapi B, Suryadevara P, Renuka J, Sridevi JP, Yogeeswari P, Sriram D..  (2015)  4-Aminoquinoline derivatives as novel Mycobacterium tuberculosis GyrB inhibitors: Structural optimization, synthesis and biological evaluation.,  103  [PMID:26318054] [10.1016/j.ejmech.2015.06.032]

Source

Source(1):

• Scientific Literature