US8895592, 24

ID: ALA3647323

PubChem CID: 46834106

Max Phase: Preclinical

Molecular Formula: C23H28F3N3O2S

Molecular Weight: 467.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1s/c(=N\C(=O)c2cc(C(F)(F)F)ccc2OC[C@@H]2CCCN2C)n(CC2CC2)c1C

Standard InChI:  InChI=1S/C23H28F3N3O2S/c1-14-15(2)32-22(29(14)12-16-6-7-16)27-21(30)19-11-17(23(24,25)26)8-9-20(19)31-13-18-5-4-10-28(18)3/h8-9,11,16,18H,4-7,10,12-13H2,1-3H3/b27-22-/t18-/m0/s1

Standard InChI Key:  XPVMKGJIRDTMFK-LZKPMUQDSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  1  0  0  0  0  0999 V2000
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    3.8990   -0.7455    0.0000 C   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
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   -0.0934   -6.1101    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0570   -7.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -8.5074    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
   -3.9408   -5.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2393   -4.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2124   -3.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7418   -2.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1484   -8.5075    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
  3  4  1  0
  4  5  1  0
  5  6  1  0
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  6  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 12 13  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 18  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 25  1  0
 20 28  1  0
 12 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3647323

   N-[3-(cyclopropylmethyl)-4,5-dimethyl-1,3-thiazol-2-ylidene]-2-[[(2S)-1-methylpyrrolidin-2-yl]methoxy]-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: 4.81

#Rotatable Bonds: 6

Polar Surface Area: 46.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.89

CX LogP: 4.61

CX LogD: 4.00

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.61

Np Likeness Score: -1.46

References

1.  (2014)  Compounds as cannabinoid receptor ligands, 

Source

Source(1):

• BindingDB Database