1-(2-(2,4-dichlorophenyl)-4-phenoxybutyl)-1H-imidazole oxalate

ID: ALA3273491

PubChem CID: 12393489

Max Phase: Preclinical

Molecular Formula: C21H20Cl2N2O5

Molecular Weight: 361.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(C(CCOc2ccccc2)Cn2ccnc2)c(Cl)c1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C19H18Cl2N2O.C2H2O4/c20-16-6-7-18(19(21)12-16)15(13-23-10-9-22-14-23)8-11-24-17-4-2-1-3-5-17;3-1(4)2(5)6/h1-7,9-10,12,14-15H,8,11,13H2;(H,3,4)(H,5,6)

Standard InChI Key:  BLPFJBSNSBUGNS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
    2.5755  -24.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2900  -24.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045  -24.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2900  -23.2810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611  -24.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755  -25.3435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2223  -26.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234  -27.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5086  -27.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922  -27.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7950  -26.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5104  -25.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129  -25.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2286  -24.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310  -23.8685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5619  -23.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192  -22.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443  -22.6011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967  -23.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7996  -24.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839  -25.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707  -24.6850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450  -25.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455  -25.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604  -26.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746  -25.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7695  -25.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540  -24.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368  -25.9293    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088  -28.4069    0.0000 Cl  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
 16 17  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
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: 361.27

Molecular Weight (Monoisotopic): 360.0796

AlogP: 5.44

#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: 5.01

CX LogD: 4.97

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -1.10

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