1-Benzyl-3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)urea

ID: ALA4526144

PubChem CID: 57422420

Max Phase: Preclinical

Molecular Formula: C17H19N5O2

Molecular Weight: 325.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1noc(C)c1Cn1cc(NC(=O)NCc2ccccc2)cn1

Standard InChI:  InChI=1S/C17H19N5O2/c1-12-16(13(2)24-21-12)11-22-10-15(9-19-22)20-17(23)18-8-14-6-4-3-5-7-14/h3-7,9-10H,8,11H2,1-2H3,(H2,18,20,23)

Standard InChI Key:  WKXAASFSUXIKTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   27.1282  -27.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9496  -27.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2039  -26.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5410  -26.2657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8781  -26.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6471  -28.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9856  -26.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4332  -28.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2502  -28.1100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7954  -28.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5465  -28.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4620  -27.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6587  -27.3987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2578  -28.7999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9650  -28.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6732  -28.7980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9639  -27.5732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3804  -28.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0887  -28.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0851  -29.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7926  -30.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5007  -29.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4970  -28.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7890  -28.3866    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  1  1  0
  1  6  1  0
  3  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 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
M  END

Alternative Forms

1. Parent:

   

   ALA4526144

   1-benzyl-3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)urea

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: 325.37

Molecular Weight (Monoisotopic): 325.1539

AlogP: 2.86

#Rotatable Bonds: 5

Polar Surface Area: 84.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.89

CX Basic pKa: 1.71

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -2.68

References

1. Fotsing JR, Darmohusodo V, Patron AP, Ching BW, Brady T, Arellano M, Chen Q, Davis TJ, Liu H, Servant G, Zhang L, Williams M, Saganich M, Ditschun T, Tachdjian C, Karanewsky DS..  (2020)  Discovery and Development of S6821 and S7958 as Potent TAS2R8 Antagonists.,  63  (9): [PMID:32330040] [10.1021/acs.jmedchem.0c00388]

Source

Source(1):

• Scientific Literature