US8895592, 30

ID: ALA3647329

PubChem CID: 46834382

Max Phase: Preclinical

Molecular Formula: C23H28F3N3O2S

Molecular Weight: 467.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCCn1cc(C(C)(C)C)s/c1=N\C(=O)c1cc(C(F)(F)F)ccc1ONC(C)(C)C

Standard InChI:  InChI=1S/C23H28F3N3O2S/c1-8-9-12-29-14-18(21(2,3)4)32-20(29)27-19(30)16-13-15(23(24,25)26)10-11-17(16)31-28-22(5,6)7/h1,10-11,13-14,28H,9,12H2,2-7H3/b27-20-

Standard InChI Key:  WUPPCSOXCMCCLQ-OOAXWGSJSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
    6.2387   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2405   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0351   -3.6026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -6.1101    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570   -7.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570   -7.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5205   -6.1100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427   -5.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0643   -6.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4891   -6.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6282   -5.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3237   -8.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -8.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648   -9.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -9.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5988    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996    2.7004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.0999    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  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
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  3  0
 18 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 10 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3647329

   2-(tert-butylamino)oxy-N-(5-tert-butyl-3-but-3-ynyl-1,3-thiazol-2-ylidene)-5-(trifluoromethyl)benzamide

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: 467.56

Molecular Weight (Monoisotopic): 467.1854

AlogP: 5.31

#Rotatable Bonds: 5

Polar Surface Area: 55.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.98

CX LogP: 5.68

CX LogD: 5.68

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.32

References

1.  (2014)  Compounds as cannabinoid receptor ligands, 

Source

Source(1):

• BindingDB Database