1-(4-phenylbut-3-en-2-ylidene)-(4-(1H-benzimidazol-2-yl)phenyl)hydrazone

ID: ALA2296991

PubChem CID: 76320441

Max Phase: Preclinical

Molecular Formula: C23H20N4

Molecular Weight: 352.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H20N4/c1-17(11-12-18-7-3-2-4-8-18)26-27-20-15-13-19(14-16-20)23-24-21-9-5-6-10-22(21)25-23/h2-16,27H,1H3,(H,24,25)/b12-11+,26-17+

Standard InChI Key:  NBCMFVVRQLPTLM-YXAHNRLDSA-N

Molfile:  

     RDKit          2D

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    4.1437  -10.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5848  -11.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047  -11.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7881  -10.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3458  -10.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6070  -10.8931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3241  -11.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443  -10.3631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437  -11.6814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0681  -11.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678  -10.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3622  -10.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552  -10.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542  -11.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624  -11.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8194  -10.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0370   -9.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2356  -10.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4376   -8.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2589   -8.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6677   -8.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2391   -7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4222   -7.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0212   -8.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
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  6  1  1  0
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  8  9  2  0
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  7 17  1  0
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 20 22  1  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296991

   4-(1H-benzimidazol-2-yl)-N-[(E)-[(E)-4-phenylbut-3-en-2-ylidene]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: 352.44

Molecular Weight (Monoisotopic): 352.1688

AlogP: 5.73

#Rotatable Bonds: 5

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: 5.73

CX LogP: 5.89

CX LogD: 5.88

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -0.90

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