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

ID: ALA3273488

PubChem CID: 12393486

Max Phase: Preclinical

Molecular Formula: C18H17Cl2N3O4

Molecular Weight: 347.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H16Cl2N2O.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:  DXBQXANPCUOCON-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    2.4652  -20.4443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492  -19.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911  -20.4407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0555  -21.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0348  -20.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0359  -20.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3211  -21.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6047  -20.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075  -20.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3229  -19.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254  -18.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0411  -18.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0435  -17.5352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744  -17.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6317  -16.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568  -16.2677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092  -17.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121  -18.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964  -18.7663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832  -18.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694  -18.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433  -18.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413  -17.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794  -17.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892  -17.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213  -22.0735    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9540  -17.1088    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: 347.25

Molecular Weight (Monoisotopic): 346.0640

AlogP: 5.05

#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: 4.60

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.03

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