1,3-Di((1H-benzo[d]1,2,3-triazol-1-yl)methyl)benzimidazolium chloride

ID: ALA3759812

PubChem CID: 127028659

Max Phase: Preclinical

Molecular Formula: C21H17ClN8

Molecular Weight: 381.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [Cl-].c1ccc2c(c1)nnn2Cn1c[n+](Cn2nnc3ccccc32)c2ccccc21

Standard InChI:  InChI=1S/C21H17N8.ClH/c1-3-9-18-16(7-1)22-24-28(18)14-26-13-27(21-12-6-5-11-20(21)26)15-29-19-10-4-2-8-17(19)23-25-29;/h1-13H,14-15H2;1H/q+1;/p-1

Standard InChI Key:  QOJQKMRAXOPHJQ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    9.1402    0.0044    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.6500    2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    1.9316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0239    2.6686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7256    4.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    4.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192    5.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5233    6.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094    6.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6277    5.3353    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
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  4  7  2  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
  3 11  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 22 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 26 27  2  0
 21 22  1  0
  6 21  1  0
M  CHG  2   1  -1   3   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: 381.42

Molecular Weight (Monoisotopic): 381.1571

AlogP: 2.43

#Rotatable Bonds: 4

Polar Surface Area: 70.23

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.56

CX LogP: 0.31

CX LogD: 0.31

Aromatic Rings: 6

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -0.92

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