1-(Butyl)-3-((5,7-dimethyl-2H-chromen-2-one-4-yl)methyl)imidazolium chloride

ID: ALA3759162

PubChem CID: 127025482

Max Phase: Preclinical

Molecular Formula: C19H23ClN2O2

Molecular Weight: 311.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1cc[n+](Cc2cc(=O)oc3cc(C)cc(C)c23)c1.[Cl-]

Standard InChI:  InChI=1S/C19H23N2O2.ClH/c1-4-5-6-20-7-8-21(13-20)12-16-11-18(22)23-17-10-14(2)9-15(3)19(16)17;/h7-11,13H,4-6,12H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  JTGWYKFGGKRRFX-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    6.3926   -4.6075    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7213   -5.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870   -3.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399   -3.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9409   -4.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -5.5510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486    1.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -2.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910   -6.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9042   -8.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5084   -9.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993  -10.4751    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  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 16 17  1  0
  8 17  1  0
  8 18  2  0
 14 19  1  0
 12 20  1  0
  7 10  1  0
  3  7  1  0
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  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: 311.41

Molecular Weight (Monoisotopic): 311.1754

AlogP: 3.35

#Rotatable Bonds: 5

Polar Surface Area: 39.02

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.20

CX LogD: 0.20

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: -0.35

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