N'-(4-fluorobenzylidene)-4-(1-(prop-2-yn-1-yl)-1H-benzo[d]imidazol-2-yl)benzohydrazide

ID: ALA4097183

PubChem CID: 137662240

Max Phase: Preclinical

Molecular Formula: C24H17FN4O

Molecular Weight: 396.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCn1c(-c2ccc(C(=O)N/N=C/c3ccc(F)cc3)cc2)nc2ccccc21

Standard InChI:  InChI=1S/C24H17FN4O/c1-2-15-29-22-6-4-3-5-21(22)27-23(29)18-9-11-19(12-10-18)24(30)28-26-16-17-7-13-20(25)14-8-17/h1,3-14,16H,15H2,(H,28,30)/b26-16+

Standard InChI Key:  WLPKXGNAOMBILK-WGOQTCKBSA-N

Molfile:  

     RDKit          2D

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   11.7636  -10.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4766   -9.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1920  -10.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1968  -10.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9887  -11.1000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4733  -10.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9808   -9.7555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2962  -10.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5244   -9.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7016   -9.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7705  -10.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1882  -11.1141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1778   -9.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0131  -11.1080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4204  -10.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2454  -10.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2311   -8.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0371   -8.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8435   -8.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6600  -11.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4842  -11.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8923  -10.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4702   -9.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6475   -9.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7173  -10.3664    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 10  1  0
 13 16  1  0
 16 17  1  0
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 17 19  1  0
 19 20  2  0
 20 21  1  0
  9 22  1  0
 22 23  1  0
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 21 25  2  0
 25 26  1  0
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 29 21  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097183

   ---

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: 396.43

Molecular Weight (Monoisotopic): 396.1386

AlogP: 4.24

#Rotatable Bonds: 5

Polar Surface Area: 59.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.30

CX Basic pKa: 4.83

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -2.06

References

1. Can ÖD, Osmaniye D, Demir Özkay Ü, Sağlık BN, Levent S, Ilgın S, Baysal M, Özkay Y, Kaplancıklı ZA..  (2017)  MAO enzymes inhibitory activity of new benzimidazole derivatives including hydrazone and propargyl side chains.,  131  [PMID:28301816] [10.1016/j.ejmech.2017.03.009]

Source

Source(1):

• Scientific Literature