1-(3-(4-Chloro-3,5-dimethylphenoxy)benzyl)-1H-imidazole

ID: ALA2326053

PubChem CID: 71601807

Max Phase: Preclinical

Molecular Formula: C18H17ClN2O

Molecular Weight: 312.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Oc2cccc(Cn3ccnc3)c2)cc(C)c1Cl

Standard InChI:  InChI=1S/C18H17ClN2O/c1-13-8-17(9-14(2)18(13)19)22-16-5-3-4-15(10-16)11-21-7-6-20-12-21/h3-10,12H,11H2,1-2H3

Standard InChI Key:  KRDUMXYLMIWMMP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.8379  -21.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8368  -22.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5512  -22.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2674  -22.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2645  -21.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5495  -20.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2258  -19.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9508  -19.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6556  -19.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6367  -18.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9071  -18.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2052  -18.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3403  -18.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0644  -18.6611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1671  -19.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9786  -19.6339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3726  -18.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8031  -18.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9692  -20.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5510  -23.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1224  -22.4465    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1237  -20.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 15 16  2  0
 14 15  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
  8 19  1  0
 19  5  1  0
  3 20  1  0
  2 21  1  0
  1 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2326053

   1-[3-(4-Chloro-3,5-Dimethylphenoxy)benzyl]-1h-Imidazole

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: 312.80

Molecular Weight (Monoisotopic): 312.1029

AlogP: 4.99

#Rotatable Bonds: 4

Polar Surface Area: 27.05

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.47

CX LogP: 4.93

CX LogD: 4.90

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.45

References

1. Andriani G, Amata E, Beatty J, Clements Z, Coffey BJ, Courtemanche G, Devine W, Erath J, Juda CE, Wawrzak Z, Wood JT, Lepesheva GI, Rodriguez A, Pollastri MP..  (2013)  Antitrypanosomal lead discovery: identification of a ligand-efficient inhibitor of Trypanosoma cruzi CYP51 and parasite growth.,  56  (6): [PMID:23448316] [10.1021/jm400012e]

Source

Source(1):

• Scientific Literature