US8895592, 25

ID: ALA3647324

PubChem CID: 46834107

Max Phase: Preclinical

Molecular Formula: C22H23F3N4O3S

Molecular Weight: 480.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1/c(=N/C(=O)c2cc(C(F)(F)F)ccc2OCCNC(C)=O)sc2ccncc21

Standard InChI:  InChI=1S/C22H23F3N4O3S/c1-3-4-10-29-17-13-26-8-7-19(17)33-21(29)28-20(31)16-12-15(22(23,24)25)5-6-18(16)32-11-9-27-14(2)30/h5-8,12-13H,3-4,9-11H2,1-2H3,(H,27,30)/b28-21-

Standard InChI Key:  XMPMTLNMPQEQQM-HFTWOUSFSA-N

Molfile:  

     RDKit          2D

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   -0.2234   -5.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890   -4.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5551   -4.4192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0559   -4.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541   -3.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -5.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5699   -1.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7699   -1.8266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9717   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -9.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588   -9.6140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6592  -10.6522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594  -10.6528    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 S   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 N   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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  1  2  1  0
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 12 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
  6 27  1  0
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 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3647324

   2-(2-acetamidoethoxy)-N-(3-butyl-[1,3]thiazolo[4,5-c]pyridin-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: 480.51

Molecular Weight (Monoisotopic): 480.1443

AlogP: 4.17

#Rotatable Bonds: 8

Polar Surface Area: 85.58

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.56

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -2.00

References

1.  (2014)  Compounds as cannabinoid receptor ligands, 

Source

Source(1):

• BindingDB Database