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

ID: ALA3758332

PubChem CID: 127028328

Max Phase: Preclinical

Molecular Formula: C21H18ClN5

Molecular Weight: 340.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [Cl-].c1ccc(C[n+]2cn(Cn3nnc4ccccc43)c3ccccc32)cc1

Standard InChI:  InChI=1S/C21H18N5.ClH/c1-2-8-17(9-3-1)14-24-15-25(21-13-7-6-12-20(21)24)16-26-19-11-5-4-10-18(19)22-23-26;/h1-13,15H,14,16H2;1H/q+1;/p-1

Standard InChI Key:  PKWAQOSHCZLYPT-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    9.1402   -1.1060    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
    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
  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
  3 11  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 17 18  2  0
 12 13  1  0
  6 12  1  0
 11 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  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: 340.41

Molecular Weight (Monoisotopic): 340.1557

AlogP: 3.23

#Rotatable Bonds: 4

Polar Surface Area: 39.52

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.33

CX LogP: 0.67

CX LogD: 0.67

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.47

Np Likeness Score: -1.10

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