US9247759, 12-21

ID: ALA3985403

PubChem CID: 53375153

Max Phase: Preclinical

Molecular Formula: C20H24N6O4

Molecular Weight: 412.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1noc(C)c1CN1C(=O)N(c2cnn(Cc3c(C)noc3C)c2)C(=O)C1(C)C

Standard InChI:  InChI=1S/C20H24N6O4/c1-11-16(13(3)29-22-11)9-24-8-15(7-21-24)26-18(27)20(5,6)25(19(26)28)10-17-12(2)23-30-14(17)4/h7-8H,9-10H2,1-6H3

Standard InChI Key:  SWWMNTHYUKOJAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.4553   -2.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3548    0.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281   -2.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157   -3.6164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437   -3.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3278   -3.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -5.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7625   -6.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079   -7.1840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7701   -4.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589   -3.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -6.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9080   -6.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2973   -5.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2149   -6.8096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -8.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8723   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002  -10.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649  -12.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3764  -12.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861  -12.8298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8453  -11.8559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190  -10.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7979   -9.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9301   -7.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  2  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
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 12 13  1  0
 13 14  2  0
 13 15  1  0
 15  9  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 28 29  1  0
 21 30  1  0
 30 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985403

   1-((3,5-dimethylisoxazol-4-yl)methyl)-3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-5,5-dimethylimidazolidine-2,4-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.45

Molecular Weight (Monoisotopic): 412.1859

AlogP: 2.89

#Rotatable Bonds: 5

Polar Surface Area: 110.50

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.89

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -1.30

References

1.  (2016)  Identification of human T2R receptors that respond to bitter compounds that elicit the bitter taste in compositions, and the use thereof in assays to identify compounds that inhibit (block) bitter taste in compositions and use thereof, 

Source

Source(1):

• BindingDB Database