4-(1-Methyl-1H-benzo[d]imidazol-2-yl)-2-(2-((5-nitrofuran-2-yl)methylene)hydrazinyl)thiazole

ID: ALA4750734

PubChem CID: 162651141

Max Phase: Preclinical

Molecular Formula: C16H12N6O3S

Molecular Weight: 368.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(-c2csc(N/N=C\c3ccc([N+](=O)[O-])o3)n2)nc2ccccc21

Standard InChI:  InChI=1S/C16H12N6O3S/c1-21-13-5-3-2-4-11(13)18-15(21)12-9-26-16(19-12)20-17-8-10-6-7-14(25-10)22(23)24/h2-9H,1H3,(H,19,20)/b17-8-

Standard InChI Key:  PYGHOKICNXHRRH-IUXPMGMMSA-N

Molfile:  

 
     RDKit          2D

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   37.8040  -13.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8029  -14.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5109  -15.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5091  -13.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2177  -13.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2226  -14.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0069  -15.0689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4869  -14.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9991  -13.7370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2640  -15.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3053  -14.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7896  -15.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5653  -14.7914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.5605  -13.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7818  -13.7264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2187  -13.4899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9672  -13.8178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6254  -13.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5352  -12.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1347  -11.9699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7978  -11.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9856  -11.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8206  -12.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2022  -10.5152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.7919   -9.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.0219  -10.5078    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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  8 11  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4750734

   ---

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: 368.38

Molecular Weight (Monoisotopic): 368.0692

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 111.38

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.54

CX Basic pKa: 3.72

CX LogP: 4.15

CX LogD: 4.12

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: -2.15

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