(S)-1-(4-(4-chlorophenyl)-2-(4-fluorobenzyloxy)butyl)-1H-imidazole

ID: ALA4552523

PubChem CID: 155556166

Max Phase: Preclinical

Molecular Formula: C20H20ClFN2O

Molecular Weight: 358.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccc(CO[C@@H](CCc2ccc(Cl)cc2)Cn2ccnc2)cc1

Standard InChI:  InChI=1S/C20H20ClFN2O/c21-18-6-1-16(2-7-18)5-10-20(13-24-12-11-23-15-24)25-14-17-3-8-19(22)9-4-17/h1-4,6-9,11-12,15,20H,5,10,13-14H2/t20-/m0/s1

Standard InChI Key:  NHQIJMCHPLEILJ-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   27.8409  -11.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8397  -12.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5478  -13.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2574  -12.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2546  -11.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5460  -11.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1317  -13.2130    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.9608  -11.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6700  -11.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3762  -11.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0854  -11.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3731  -10.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6638  -10.3421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7916  -11.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5008  -11.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5010  -12.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2094  -13.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9166  -12.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9109  -11.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2019  -11.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5813   -9.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7805   -9.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3751  -10.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9268  -10.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6264  -13.1826    0.0000 Cl  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
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 13 21  1  0
 22 23  1  0
 23 24  2  0
 24 13  1  0
 18 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552523

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.84

Molecular Weight (Monoisotopic): 358.1248

AlogP: 4.89

#Rotatable Bonds: 8

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: 6.48

CX LogP: 5.02

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -0.92

References

1. Intagliata S, Salerno L, Ciaffaglione V, Leonardi C, Fallica AN, Carota G, Amata E, Marrazzo A, Pittalà V, Romeo G..  (2019)  Heme Oxygenase-2 (HO-2) as a therapeutic target: Activators and inhibitors.,  183  [PMID:31550661] [10.1016/j.ejmech.2019.111703]

Source

Source(1):

• Scientific Literature