1-(3-(2,4-dichlorophenoxy)-2-(2,4-dichlorophenyl)propyl)-1H-imidazole nitrate

ID: ALA3273486

PubChem CID: 12393483

Max Phase: Preclinical

Molecular Formula: C18H15Cl4N3O4

Molecular Weight: 416.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(OCC(Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1.O=[N+]([O-])O

Standard InChI:  InChI=1S/C18H14Cl4N2O.HNO3/c19-13-1-3-15(16(21)7-13)12(9-24-6-5-23-11-24)10-25-18-4-2-14(20)8-17(18)22;2-1(3)4/h1-8,11-12H,9-10H2;(H,2,3,4)

Standard InChI Key:  TVFVWEBSVVHJRV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    1.1051  -12.5811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890  -11.8688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9310  -12.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953  -13.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431  -12.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0443  -13.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294  -13.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6130  -13.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6159  -12.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3312  -11.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3337  -10.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494  -10.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -9.7518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3827   -9.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -8.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4651   -8.4844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7175   -9.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205  -10.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9048  -10.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1915  -10.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4778  -10.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2350  -10.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -9.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -9.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -9.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7577  -11.8126    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296  -14.2902    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9149   -9.3398    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9456   -9.3255    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  5  6  2  0
 11 18  1  0
 10 11  1  0
 18 19  1  0
  7  8  2  0
 19 20  1  0
 11 12  1  0
 20 21  2  0
 21 22  1  0
 12 13  1  0
 22 23  2  0
 13 14  1  0
 23 24  1  0
  8  9  1  0
 24 25  2  0
 25 20  1  0
  6  7  1  0
  5 26  1  0
  9 10  2  0
  7 27  1  0
 10  5  1  0
 25 28  1  0
 14 15  2  0
 23 29  1  0
M  CHG  2   1   1   2  -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: 416.13

Molecular Weight (Monoisotopic): 413.9860

AlogP: 6.36

#Rotatable Bonds: 6

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: 5.81

CX LogD: 5.77

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.47

Np Likeness Score: -1.15

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