5-(2-Phenethoxyphenyl)-1H-imidazole

ID: ALA4476409

PubChem CID: 44467660

Max Phase: Preclinical

Molecular Formula: C17H16N2O

Molecular Weight: 264.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(CCOc2ccccc2-c2cnc[nH]2)cc1

Standard InChI:  InChI=1S/C17H16N2O/c1-2-6-14(7-3-1)10-11-20-17-9-5-4-8-15(17)16-12-18-13-19-16/h1-9,12-13H,10-11H2,(H,18,19)

Standard InChI Key:  BWRROXOGMZVQDZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   12.7324   -6.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5520   -6.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9589   -5.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5515   -4.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7289   -4.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3215   -5.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5015   -5.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0192   -4.8390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2386   -5.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2411   -5.9194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0232   -6.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3183   -4.0832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7249   -3.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3143   -2.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7209   -1.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5406   -1.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9471   -1.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5365   -0.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7151   -0.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3123   -1.2581    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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  6  7  1  0
  5 12  1  0
 12 13  1  0
 13 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
M  END

Alternative Forms

1. Parent:

   

   ALA4476409

   5-[2-(2-phenylethoxy)phenyl]-1H-imidazole

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: 264.33

Molecular Weight (Monoisotopic): 264.1263

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 37.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.96

CX Basic pKa: 6.38

CX LogP: 3.28

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: -0.38

References

1. Kumar S, Waldo JP, Jaipuri FA, Marcinowicz A, Van Allen C, Adams J, Kesharwani T, Zhang X, Metz R, Oh AJ, Harris SF, Mautino MR..  (2019)  Discovery of Clinical Candidate (1R,4r)-4-((R)-2-((S)-6-Fluoro-5H-imidazo[5,1-a]isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol (Navoximod), a Potent and Selective Inhibitor of Indoleamine 2,3-Dioxygenase 1.,  62  (14): [PMID:31264862] [10.1021/acs.jmedchem.9b00662]

Source

Source(1):

• Scientific Literature