1-(Butyl)-3-((1H-benzo[d]imidazol-2-yl)methyl)imidazolium chloride

ID: ALA3759516

PubChem CID: 10402002

Max Phase: Preclinical

Molecular Formula: C15H19ClN4

Molecular Weight: 255.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1cc[n+](Cc2nc3ccccc3[nH]2)c1.[Cl-]

Standard InChI:  InChI=1S/C15H19N4.ClH/c1-2-3-8-18-9-10-19(12-18)11-15-16-13-6-4-5-7-14(13)17-15;/h4-7,9-10,12H,2-3,8,11H2,1H3,(H,16,17);1H/q+1;/p-1

Standard InChI Key:  PYEVGZUHKBRJDJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   14.2654    1.0982    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2995    1.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799    2.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2796    3.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5896    2.9790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 C   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
    7.9505    3.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1763    2.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5395    3.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5197    2.6754    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  2  0
  5  6  1  0
  2  6  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 12  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 10 16  2  0
 11 13  2  0
  7  8  1  0
  3  7  1  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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: 255.34

Molecular Weight (Monoisotopic): 255.1604

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 37.49

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.78

CX Basic pKa: 3.95

CX LogP: -1.06

CX LogD: -1.06

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -1.19

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