1-(1,3-diphenylallylidene)-(4-(1H-benzimidazol-2-yl)phenyl)hydrazone

ID: ALA2296992

PubChem CID: 76334888

Max Phase: Preclinical

Molecular Formula: C28H22N4

Molecular Weight: 414.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(=C/c1ccccc1)\C(=N\Nc1ccc(-c2nc3ccccc3[nH]2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C28H22N4/c1-3-9-21(10-4-1)15-20-25(22-11-5-2-6-12-22)32-31-24-18-16-23(17-19-24)28-29-26-13-7-8-14-27(26)30-28/h1-20,31H,(H,29,30)/b20-15+,32-25-

Standard InChI Key:  BKZKZCSIDWKTJR-SGGGGGANSA-N

Molfile:  

     RDKit          2D

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   15.7743  -10.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2153  -11.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0352  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4187  -10.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9763  -10.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2376  -10.8518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9547  -10.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4748  -10.3218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4743  -11.6401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6986  -11.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.6290  -10.1403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4500  -10.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.6675   -9.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8661  -10.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0682   -8.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8894   -8.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2983   -7.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8696   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0527   -7.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6517   -7.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4618  -11.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8773  -12.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6960  -12.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0974  -11.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6796  -10.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  9 12  1  0
 11 10  1  0
 10  8  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 18 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
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 27 22  1  0
 21 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296992

   4-(1H-benzimidazol-2-yl)-N-[(Z)-[(E)-1,3-diphenylprop-2-enylidene]amino]aniline

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: 414.51

Molecular Weight (Monoisotopic): 414.1844

AlogP: 6.76

#Rotatable Bonds: 6

Polar Surface Area: 53.07

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.61

CX Basic pKa: 5.69

CX LogP: 7.32

CX LogD: 7.31

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: -0.79

References

1. Rudrapal M, Satyanandam RS, Swaroopini TS, Lakshmi TN, Jaha SK, Zaheera S.  (2013)  Synthesis and antibacterial activity of some new hydrazones,  22  (6): [10.1007/s00044-012-0278-5]

Source

Source(1):

• Scientific Literature