1-((1H-Benzo[d]1,2,3-triazol-1-yl)methyl)-3-(3,4,5-trimethoxybenzyl)-benzimidazolium chloride

ID: ALA3758670

PubChem CID: 127028658

Max Phase: Preclinical

Molecular Formula: C24H24ClN5O3

Molecular Weight: 430.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C[n+]2cn(Cn3nnc4ccccc43)c3ccccc32)cc(OC)c1OC.[Cl-]

Standard InChI:  InChI=1S/C24H24N5O3.ClH/c1-30-22-12-17(13-23(31-2)24(22)32-3)14-27-15-28(21-11-7-6-10-20(21)27)16-29-19-9-5-4-8-18(19)25-26-29;/h4-13,15H,14,16H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  FYUMJNXLADQMBE-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -2.9294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7165   -1.9222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0283   -2.6552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7345   -4.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488   -4.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6328   -5.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5406   -6.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262   -6.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6402   -5.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    2.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200    4.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5886    4.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873    3.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1174    2.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6488    1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1144    0.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7369   -0.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0574    3.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8550    2.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0558    6.0916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556    6.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5550    0.1663    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  3  6  2  0
  2 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 12 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 16 17  2  0
 11 12  1  0
  5 11  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 27 28  1  0
 25 27  1  0
 29 30  1  0
 24 29  1  0
 31 32  1  0
 23 31  1  0
M  CHG  2   2   1  33  -1
M  END

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: 430.49

Molecular Weight (Monoisotopic): 430.1874

AlogP: 3.25

#Rotatable Bonds: 7

Polar Surface Area: 67.21

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.33

CX LogP: 0.19

CX LogD: 0.19

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -0.75

References

1. Karataş MO, Uslu H, Alıcı B, Gökçe B, Gencer N, Arslan O, Arslan NB, Özdemir N..  (2016)  Functionalized imidazolium and benzimidazolium salts as paraoxonase 1 inhibitors: Synthesis, characterization and molecular docking studies.,  24  (6): [PMID:26879855] [10.1016/j.bmc.2016.02.012]

Source

Source(1):

• Scientific Literature