1-benzyl-3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)imidazolidine-2,4,5-trione

ID: ALA4471870

PubChem CID: 57944981

Max Phase: Preclinical

Molecular Formula: C19H17N5O4

Molecular Weight: 379.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1noc(C)c1Cn1cc(N2C(=O)C(=O)N(Cc3ccccc3)C2=O)cn1

Standard InChI:  InChI=1S/C19H17N5O4/c1-12-16(13(2)28-21-12)11-22-10-15(8-20-22)24-18(26)17(25)23(19(24)27)9-14-6-4-3-5-7-14/h3-8,10H,9,11H2,1-2H3

Standard InChI Key:  AHTLZRURDSTFOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.4992   -4.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7536   -3.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0906   -3.0211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4277   -3.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1967   -4.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5352   -3.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9829   -4.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7998   -4.8654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3450   -5.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0961   -5.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0116   -4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2084   -4.1541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8075   -5.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8897   -6.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6927   -6.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1022   -5.8275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5521   -5.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7190   -4.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9148   -5.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3960   -6.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0627   -7.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5433   -7.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3568   -7.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6874   -6.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2048   -6.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2816   -6.9153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0261   -7.2850    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  1  1  0
  1  6  1  0
  3  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
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 11 12  1  0
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 11 14  1  0
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 16 17  1  0
 17 18  1  0
 18 14  1  0
 18 19  2  0
 17 20  1  0
 20 21  1  0
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 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 15 27  2  0
 16 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4471870

   1-Benzyl-3-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]pyrazol-4-yl]imidazolidine-2,4,5-trione

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: 379.38

Molecular Weight (Monoisotopic): 379.1281

AlogP: 2.03

#Rotatable Bonds: 5

Polar Surface Area: 101.54

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.67

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -2.00

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