1-(2-(4-bromophenyl)-3-(4-chlorophenoxy)propyl)-1H-imidazole nitrate

ID: ALA3273490

PubChem CID: 12393488

Max Phase: Preclinical

Molecular Formula: C18H17BrClN3O4

Molecular Weight: 391.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(OCC(Cn2ccnc2)c2ccc(Br)cc2)cc1.O=[N+]([O-])O

Standard InChI:  InChI=1S/C18H16BrClN2O.HNO3/c19-16-3-1-14(2-4-16)15(11-22-10-9-21-13-22)12-23-18-7-5-17(20)6-8-18;2-1(3)4/h1-10,13,15H,11-12H2;(H,2,3,4)

Standard InChI Key:  IKUJMBCBGYFZFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   16.5340  -20.6569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1179  -19.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3599  -20.6533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1242  -21.3729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7652  -20.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7641  -21.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4789  -21.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1953  -21.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1925  -20.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4771  -19.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4746  -19.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7589  -18.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7565  -17.7852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4256  -17.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1683  -16.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3432  -16.5177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0908  -17.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1879  -18.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9036  -19.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6168  -18.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3306  -19.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0433  -18.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0413  -17.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3206  -17.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6108  -17.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4787  -22.3235    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.7540  -17.3588    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
 10  5  1  0
 14 15  2  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
  7 26  1  0
  9 10  2  0
 23 27  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: 391.70

Molecular Weight (Monoisotopic): 390.0135

AlogP: 5.16

#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: 4.77

CX LogD: 4.73

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.58

Np Likeness Score: -1.20

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