1-(2-(benzyloxy)-2-(3-bromophenyl)ethyl)-1H-imidazole

ID: ALA4538246

PubChem CID: 155549556

Max Phase: Preclinical

Molecular Formula: C18H17BrN2O

Molecular Weight: 357.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Brc1cccc(C(Cn2ccnc2)OCc2ccccc2)c1

Standard InChI:  InChI=1S/C18H17BrN2O/c19-17-8-4-7-16(11-17)18(12-21-10-9-20-14-21)22-13-15-5-2-1-3-6-15/h1-11,14,18H,12-13H2

Standard InChI Key:  WNBITPSIBJDZAZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.3048  -12.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3036  -13.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0117  -14.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7213  -13.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7185  -12.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0099  -12.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4247  -12.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1339  -12.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8401  -12.5351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4216  -11.7233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5872  -12.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1317  -12.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7204  -11.5479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9218  -11.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0115  -15.0010    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.7123  -11.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7093  -10.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4172  -10.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4145   -9.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7047   -8.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9962   -9.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0024  -10.0984    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  3 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538246

   ---

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: 357.25

Molecular Weight (Monoisotopic): 356.0524

AlogP: 4.60

#Rotatable Bonds: 6

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: 4.31

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -0.88

References

1. Salerno L, Floresta G, Ciaffaglione V, Gentile D, Margani F, Turnaturi R, Rescifina A, Pittalà V..  (2019)  Progress in the development of selective heme oxygenase-1 inhibitors and their potential therapeutic application.,  167  [PMID:30784878] [10.1016/j.ejmech.2019.02.027]

Source

Source(1):

• Scientific Literature