1-(4-(2-bromophenoxy)-2-(2,4-dichlorophenyl)butyl)-1H-imidazole dioxalate

ID: ALA3273495

PubChem CID: 90678163

Max Phase: Preclinical

Molecular Formula: C21H19BrCl2N2O5

Molecular Weight: 440.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(C(CCOc2ccccc2Br)Cn2ccnc2)c(Cl)c1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C19H17BrCl2N2O.C2H2O4/c20-17-3-1-2-4-19(17)25-10-7-14(12-24-9-8-23-13-24)16-6-5-15(21)11-18(16)22;3-1(4)2(5)6/h1-6,8-9,11,13-14H,7,10,12H2;(H,3,4)(H,5,6)

Standard InChI Key:  MRRBGSMHFVBJQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    9.7162    0.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4307    1.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1452    0.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4307    1.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0018    1.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7162   -0.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8527   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516   -2.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5664   -2.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828   -2.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2800   -1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5646   -0.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621   -0.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8464    0.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440    1.1482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131    1.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2558    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4307    2.4156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1783    1.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2754    0.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9911   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7043    0.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4200   -0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4205   -0.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1354   -1.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -0.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8445   -0.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1290    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -0.9126    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5662   -3.3902    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1226    1.1641    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  4  2  0
  1  5  1  0
  2  3  1  0
  1  6  2  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
  7  8  2  0
 13 20  1  0
 12 13  1  0
 20 21  1  0
  9 10  2  0
 21 22  1  0
 13 14  1  0
 22 23  1  0
 23 24  2  0
 14 15  1  0
 24 25  1  0
 15 16  1  0
 25 26  2  0
 10 11  1  0
 26 27  1  0
  8  9  1  0
 27 28  2  0
 28 23  1  0
 11 12  2  0
  7 29  1  0
 12  7  1  0
  9 30  1  0
 16 17  2  0
 28 31  1  0
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: 440.17

Molecular Weight (Monoisotopic): 437.9901

AlogP: 6.21

#Rotatable Bonds: 7

Polar Surface Area: 27.05

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.52

CX LogP: 5.78

CX LogD: 5.74

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -1.09

References

1. Heeres J, Backx LJ, Cutsem JV..  (1977)  Antimycotic imidazoles. 3. Synthesis and antimycotic properties of 1-[2-(aryloxyalkyl)-2-phenylethyl]-1H-imidazoles.,  20  (11): [PMID:915917] [10.1021/jm00221a033]

Source

Source(1):

• Scientific Literature