1-(2-(2,4-dichlorophenyl)-4-(4-methoxyphenoxy)butyl)-1H-imidazole nitrate

ID: ALA3273497

PubChem CID: 12393495

Max Phase: Preclinical

Molecular Formula: C20H21Cl2N3O5

Molecular Weight: 391.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OCCC(Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1.O=[N+]([O-])O

Standard InChI:  InChI=1S/C20H20Cl2N2O2.HNO3/c1-25-17-3-5-18(6-4-17)26-11-8-15(13-24-10-9-23-14-24)19-7-2-16(21)12-20(19)22;2-1(3)4/h2-7,9-10,12,14-15H,8,11,13H2,1H3;(H,2,3,4)

Standard InChI Key:  FYNLFUWMTVMWPH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
    3.6128   -6.6731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -5.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4387   -6.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031   -7.3891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -9.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6484   -9.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336  -10.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172   -9.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2200   -9.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9354   -8.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379   -7.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -7.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -6.5893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9869   -6.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2442   -5.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -5.3219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3217   -6.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246   -7.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5089   -7.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -7.4058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800   -7.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0795   -8.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354   -9.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -8.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445   -7.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -7.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618   -8.6501    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338  -11.1277    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0658   -9.0436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0694   -9.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  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  1  0
 21 22  2  0
 12 13  1  0
 22 23  1  0
 13 14  1  0
 23 24  2  0
  8  9  1  0
 24 25  1  0
  6  7  1  0
 25 26  2  0
 26 21  1  0
  9 10  2  0
  5 27  1  0
 10  5  1  0
  7 28  1  0
 14 15  2  0
 24 29  1  0
 15 16  1  0
 29 30  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: 391.30

Molecular Weight (Monoisotopic): 390.0902

AlogP: 5.45

#Rotatable Bonds: 8

Polar Surface Area: 36.28

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.52

CX LogP: 4.85

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.95

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