(E)-3-(4-bromophenyl)-2-(N-phenylbenzimidazol-2-yl)acrylonitrile

ID: ALA4877779

PubChem CID: 164628968

Max Phase: Preclinical

Molecular Formula: C22H14BrN3

Molecular Weight: 400.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1ccc(Br)cc1)c1nc2ccccc2n1-c1ccccc1

Standard InChI:  InChI=1S/C22H14BrN3/c23-18-12-10-16(11-13-18)14-17(15-24)22-25-20-8-4-5-9-21(20)26(22)19-6-2-1-3-7-19/h1-14H/b17-14+

Standard InChI Key:  SULYMJZFOMBPHT-SAPNQHFASA-N

Molfile:  

 
     RDKit          2D

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    7.1728  -17.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8825  -17.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8797  -16.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1711  -15.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648  -17.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4660  -16.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6898  -15.9736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2088  -16.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6879  -17.2947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917  -16.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841  -15.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739  -15.2137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9820  -17.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648  -17.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604  -16.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440  -16.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335  -17.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455  -18.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7606  -18.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4342  -18.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7163  -17.3374    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.6358  -18.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820  -19.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9282  -19.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313  -19.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9814  -18.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
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  9  5  1  0
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 10 13  2  0
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 15 16  1  0
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 18 19  2  0
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  9 20  1  0
 17 21  1  0
 20 22  2  0
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 25 26  2  0
 26 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877779

   ---

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: 400.28

Molecular Weight (Monoisotopic): 399.0371

AlogP: 5.85

#Rotatable Bonds: 3

Polar Surface Area: 41.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.80

CX LogP: 6.34

CX LogD: 6.34

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -1.40

References

1. Perin N, Hok L, Beč A, Persoons L, Vanstreels E, Daelemans D, Vianello R, Hranjec M..  (2021)  N-substituted benzimidazole acrylonitriles as in vitro tubulin polymerization inhibitors: Synthesis, biological activity and computational analysis.,  211  [PMID:33248847] [10.1016/j.ejmech.2020.113003]

Source

Source(1):

• Scientific Literature