4-(1-Methyl-1H-benzo[d]imidazol-2-yl)-2-(2-(4-nitrobenzylidene)hydrazinyl)thiazole

ID: ALA4753631

PubChem CID: 162653712

Max Phase: Preclinical

Molecular Formula: C18H14N6O2S

Molecular Weight: 378.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(-c2csc(N/N=C\c3ccc([N+](=O)[O-])cc3)n2)nc2ccccc21

Standard InChI:  InChI=1S/C18H14N6O2S/c1-23-16-5-3-2-4-14(16)20-17(23)15-11-27-18(21-15)22-19-10-12-6-8-13(9-7-12)24(25)26/h2-11H,1H3,(H,21,22)/b19-10-

Standard InChI Key:  KWTLAXCJVSMSCW-GRSHGNNSSA-N

Molfile:  

 
     RDKit          2D

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   25.6358   -5.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3438   -5.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3420   -4.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0507   -4.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0555   -5.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8399   -5.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3199   -4.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8320   -4.2320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0969   -6.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1383   -4.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6225   -5.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3982   -5.2864    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.3934   -4.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6147   -4.2214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0516   -3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8001   -4.3128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4584   -3.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3681   -3.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0274   -2.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9376   -1.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1884   -1.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5284   -1.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6215   -2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0971   -0.5854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3440   -0.2575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7506   -0.0993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
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  8 11  1  0
 14 16  1  0
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 17 18  2  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4753631

   ---

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: 378.42

Molecular Weight (Monoisotopic): 378.0899

AlogP: 4.05

#Rotatable Bonds: 5

Polar Surface Area: 98.24

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.21

CX Basic pKa: 4.83

CX LogP: 5.00

CX LogD: 4.99

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.32

Np Likeness Score: -2.04

References

1. Srour AM,Ahmed NS,Abd El-Karim SS,Anwar MM,El-Hallouty SM.  (2020)  Design, synthesis, biological evaluation, QSAR analysis and molecular modelling of new thiazol-benzimidazoles as EGFR inhibitors.,  28  (18): [PMID:32828424] [10.1016/j.bmc.2020.115657]

Source

Source(1):

• Scientific Literature