1-(4-chlorobenzyl)-5-methyl-N-(2-(trifluoromethyl)benzyl)-1H-imidazole-4-carboxamide

ID: ALA4444666

PubChem CID: 142499512

Max Phase: Preclinical

Molecular Formula: C20H17ClF3N3O

Molecular Weight: 407.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NCc2ccccc2C(F)(F)F)ncn1Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H17ClF3N3O/c1-13-18(26-12-27(13)11-14-6-8-16(21)9-7-14)19(28)25-10-15-4-2-3-5-17(15)20(22,23)24/h2-9,12H,10-11H2,1H3,(H,25,28)

Standard InChI Key:  PGZJQODJZPHLAK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.7058  -15.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3637  -16.2480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9621  -16.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6763  -16.4075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5193  -15.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4174  -16.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0862  -16.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8267  -16.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4950  -16.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4231  -15.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6771  -15.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0118  -15.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0912  -14.8748    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.0760  -15.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3078  -14.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7269  -14.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4907  -14.7803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0927  -14.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2756  -14.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8823  -13.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0659  -13.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6460  -14.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0483  -14.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8633  -14.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3038  -12.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1208  -12.6530    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9082  -11.9229    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7065  -11.9277    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  4  6  1  0
  6  7  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
  5 14  1  0
  1 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4444666

   ---

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: 407.82

Molecular Weight (Monoisotopic): 407.1012

AlogP: 4.84

#Rotatable Bonds: 5

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: 3.90

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.73

References

1.  (2018)  Compositions and methods for treating g protein coupled receptor mediated conditions, 

Source

Source(1):

• Patent Bioactivity Data