(E)-1-ethyl-N-((5-nitrofuran-2-yl)methylene)-1H-benzo[d]imidazol-2-amine

ID: ALA2270470

PubChem CID: 15034554

Max Phase: Preclinical

Molecular Formula: C14H12N4O3

Molecular Weight: 284.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c(/N=C/c2ccc([N+](=O)[O-])o2)nc2ccccc21

Standard InChI:  InChI=1S/C14H12N4O3/c1-2-17-12-6-4-3-5-11(12)16-14(17)15-9-10-7-8-13(21-10)18(19)20/h3-9H,2H2,1H3/b15-9+

Standard InChI Key:  QZIPVHAYECVYQM-OQLLNIDSSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   17.2042  -13.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2031  -14.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9179  -14.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9161  -13.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6315  -13.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6317  -14.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4222  -14.5457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9105  -13.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4218  -13.2018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7355  -13.8739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1481  -14.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9731  -14.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4582  -15.2545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2428  -14.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2427  -14.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4581  -13.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9112  -15.4851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6649  -15.1495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8250  -16.3056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6775  -15.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1257  -15.9435    0.0000 C   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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 17 18  2  0
 17 19  1  0
 14 17  1  0
  7 20  1  0
 20 21  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2270470

   (E)-N-(1-ethylbenzimidazol-2-yl)-1-(5-nitrofuran-2-yl)methanimine

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: 284.28

Molecular Weight (Monoisotopic): 284.0909

AlogP: 3.31

#Rotatable Bonds: 4

Polar Surface Area: 86.46

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.37

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.42

Np Likeness Score: -1.79

References

1. Vlaovic D, Canadanovic-Brunet J, Balaz J, Juranic I, Djokovic D, Mackenzie K.  (1992)  Synthesis, AntiBacteriol, and Antifungal Activities of Some New Benzimidazoles,  56  (2): [10.1271/bbb.56.199]

Source

Source(1):

• Scientific Literature