3-(8-(4-(3-(furan-2-yl)acryloyl)phenoxy)octyl)-1-methyl-1H-imidazol-3-ium bromide

ID: ALA5193371

PubChem CID: 132281061

Max Phase: Preclinical

Molecular Formula: C25H31BrN2O3

Molecular Weight: 407.53

Names and Identifiers

Canonical SMILES:  Cn1cc[n+](CCCCCCCCOc2ccc(C(=O)/C=C/c3ccco3)cc2)c1.[Br-]

Standard InChI:  InChI=1S/C25H31N2O3.BrH/c1-26-17-18-27(21-26)16-6-4-2-3-5-7-19-29-24-12-10-22(11-13-24)25(28)15-14-23-9-8-20-30-23;/h8-15,17-18,20-21H,2-7,16,19H2,1H3;1H/q+1;/p-1/b15-14+;

Standard InChI Key:  LIFSLJVDNWZUGB-WPDLWGESSA-M

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    5.5138   -1.7602    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697   -0.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6990   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4136    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2144   -0.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0213   -0.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4336   -0.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8817    0.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1285   -1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3006   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0153   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8736   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5884   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031   -0.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893   -0.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1960    0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6085   -0.5474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0565   -1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4336   -0.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  2  7  1  0
  7  6  2  0
  2  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 13 12  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
  5 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 27 26  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
 29 31  1  0
M  CHG  2   1  -1  26   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 407.53

Molecular Weight (Monoisotopic): 407.2329

AlogP: 5.22

#Rotatable Bonds: 13

Polar Surface Area: 48.25

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.51

CX LogD: 1.51

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.17

Np Likeness Score: -0.43

References

1. Gupta O, Pradhan T, Bhatia R, Monga V..  (2021)  Recent advancements in anti-leishmanial research: Synthetic strategies and structural activity relationships.,  223  [PMID:34171661] [10.1016/j.ejmech.2021.113606]

Source

Source(1):

• Scientific Literature