US8846730, 49

ID: ALA3639852

PubChem CID: 87494583

Max Phase: Preclinical

Molecular Formula: C26H34F3N3O4S

Molecular Weight: 541.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cn(C[C@H]2CCCO2)/c(=N/C(=O)c2cc(C(F)(F)F)ccc2OC[C@H]2CCC[N+]2(C)[O-])s1

Standard InChI:  InChI=1S/C26H34F3N3O4S/c1-25(2,3)22-15-31(14-19-8-6-12-35-19)24(37-22)30-23(33)20-13-17(26(27,28)29)9-10-21(20)36-16-18-7-5-11-32(18,4)34/h9-10,13,15,18-19H,5-8,11-12,14,16H2,1-4H3/b30-24-/t18-,19-,32?/m1/s1

Standard InChI Key:  IJFBNGVHZYYNAH-UBSSXDTCSA-N

Molfile:  

     RDKit          2D

 37 40  0  0  1  0  0  0  0  0999 V2000
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    6.7092   -5.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  9  8  1  1
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 11 12  1  0
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  7 14  1  0
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 16 17  2  0
 16 18  1  0
 18 19  2  0
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 20 21  2  0
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 24 25  1  0
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 26 27  1  0
 27 28  1  0
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 29 30  1  0
 30 26  1  0
 30 31  1  0
 30 32  1  0
 20 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 14 37  1  0
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M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3639852

   N-[5-tert-butyl-3-[[(2R)-oxolan-2-yl]methyl]-1,3-thiazol-2-ylidene]-2-[[(2R)-1-methyl-1-oxidopyrrolidin-1-ium-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: 541.64

Molecular Weight (Monoisotopic): 541.2222

AlogP: 5.27

#Rotatable Bonds: 6

Polar Surface Area: 75.88

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.77

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.37

Np Likeness Score: -0.75

References

1.  (2014)  Compounds as cannabinoid receptor ligands, 

Source

Source(1):

• BindingDB Database