US8895592, 33

ID: ALA3647332

PubChem CID: 46834385

Max Phase: Preclinical

Molecular Formula: C24H27F3N4O2S

Molecular Weight: 492.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1/c(=N/C(=O)c2cc(C(F)(F)F)ccc2OC[C@@H]2CCCN2C)sc2ccncc21

Standard InChI:  InChI=1S/C24H27F3N4O2S/c1-3-4-12-31-19-14-28-10-9-21(19)34-23(31)29-22(32)18-13-16(24(25,26)27)7-8-20(18)33-15-17-6-5-11-30(17)2/h7-10,13-14,17H,3-6,11-12,15H2,1-2H3/b29-23-/t17-/m0/s1

Standard InChI Key:  OLBHKQSIRBSVEG-GEXONFBESA-N

Molfile:  

     RDKit          2D

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    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7968   -2.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5945   -3.8796    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
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   -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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 12 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  6 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34  5  1  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3647332

   N-(3-butyl-[1,3]thiazolo[4,5-c]pyridin-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: 492.57

Molecular Weight (Monoisotopic): 492.1807

AlogP: 5.13

#Rotatable Bonds: 7

Polar Surface Area: 59.72

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.89

CX LogP: 4.73

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.67

References

1.  (2014)  Compounds as cannabinoid receptor ligands, 

Source

Source(1):

• BindingDB Database