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

ID: ALA2270471

Cas Number: 5656-09-7

PubChem CID: 9566946

Max Phase: Preclinical

Molecular Formula: C16H16N4O3

Molecular Weight: 312.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c(/N=C/c2ccc([N+](=O)[O-])o2)nc2ccccc21

Standard InChI:  InChI=1S/C16H16N4O3/c1-2-3-10-19-14-7-5-4-6-13(14)18-16(19)17-11-12-8-9-15(23-12)20(21)22/h4-9,11H,2-3,10H2,1H3/b17-11+

Standard InChI Key:  ZTOJHAJAAPTGQP-GZTJUZNOSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.3792  -19.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781  -20.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929  -20.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911  -18.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065  -19.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067  -20.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972  -20.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855  -19.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968  -19.0768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105  -19.7489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3231  -20.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1481  -20.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332  -21.1295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4178  -20.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4177  -20.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6331  -19.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0862  -21.3601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399  -21.0245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0001  -22.1806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525  -21.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007  -21.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560  -22.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043  -23.2164    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
 21 22  1  0
 22 23  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2270471

   Benzimidazole, 1-butyl-2-(5-nitro-2-furfurylidenamino)-

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: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 4.09

#Rotatable Bonds: 6

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: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: -1.72

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