N-(2-(5-Phenyl-1H-imidazol-1-yl)ethyl)acetamide

ID: ALA4474478

PubChem CID: 67222089

Max Phase: Preclinical

Molecular Formula: C13H15N3O

Molecular Weight: 229.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NCCn1cncc1-c1ccccc1

Standard InChI:  InChI=1S/C13H15N3O/c1-11(17)15-7-8-16-10-14-9-13(16)12-5-3-2-4-6-12/h2-6,9-10H,7-8H2,1H3,(H,15,17)

Standard InChI Key:  IJRWSAVJHFJFJU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   15.1716  -13.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9912  -13.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3981  -13.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9907  -12.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1681  -12.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7607  -13.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9407  -13.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4543  -12.6189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6737  -12.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6762  -13.6992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4582  -13.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4465  -11.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1544  -11.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8701  -11.7822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5780  -11.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2937  -11.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5703  -10.5456    0.0000 O   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
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474478

   N-[2-(5-phenylimidazol-1-yl)ethyl]acetamide

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: 229.28

Molecular Weight (Monoisotopic): 229.1215

AlogP: 1.69

#Rotatable Bonds: 4

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.45

CX LogP: 0.67

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.87

Np Likeness Score: -1.17

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