1-((1H-Benzo[d]1,2,3-triazol-1-yl)methyl)-3-(6-acetyl-2H-1,4-benzoxazine-3(4H)-one)benzimidazolium chloride

ID: ALA3759251

PubChem CID: 127029548

Max Phase: Preclinical

Molecular Formula: C24H19ClN6O3

Molecular Weight: 439.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1COc2ccc(C(=O)C[n+]3cn(Cn4nnc5ccccc54)c4ccccc43)cc2N1.[Cl-]

Standard InChI:  InChI=1S/C24H18N6O3.ClH/c31-22(16-9-10-23-18(11-16)25-24(32)13-33-23)12-28-14-29(21-8-4-3-7-20(21)28)15-30-19-6-2-1-5-17(19)26-27-30;/h1-11,14H,12-13,15H2;1H

Standard InChI Key:  SLXVGLSPHDTWQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    6.3926    3.2976    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.5302    3.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3387    5.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8010    5.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5428    4.2465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203    6.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7960    7.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2582    8.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2805    6.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0319    4.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6352    2.7069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8711    1.4592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8610    0.3287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2319    0.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0863    2.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3000    3.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6811    2.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8267    1.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5949    0.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    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
   -4.9494    0.9039    0.0000 O   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
   -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
    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
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   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  1  0
 22 24  2  0
 23 25  2  0
 25 26  1  0
 26 29  2  0
 28 27  2  0
 27 23  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  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: 439.46

Molecular Weight (Monoisotopic): 439.1513

AlogP: 2.39

#Rotatable Bonds: 5

Polar Surface Area: 94.92

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.48

CX Basic pKa: 0.33

CX LogP: -1.04

CX LogD: -1.04

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.27

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