US8846730, 59

ID: ALA3686318

PubChem CID: 68552320

Max Phase: Preclinical

Molecular Formula: C26H34N4O3S

Molecular Weight: 482.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC[C@H]1COc1ccc(C#N)cc1C(=O)/N=c1\sc(C(C)(C)C)cn1C[C@H]1CCCO1

Standard InChI:  InChI=1S/C26H34N4O3S/c1-26(2,3)23-16-30(15-20-8-6-12-32-20)25(34-23)28-24(31)21-13-18(14-27)9-10-22(21)33-17-19-7-5-11-29(19)4/h9-10,13,16,19-20H,5-8,11-12,15,17H2,1-4H3/b28-25-/t19-,20+/m0/s1

Standard InChI Key:  IBKAXPKGWWMQEZ-REDHUJKPSA-N

Molfile:  

     RDKit          2D

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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5988    1.5004    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
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  6  7  1  1
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  9 10  2  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 22 23  1  0
 24 23  1  6
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 20 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 12 33  1  0
 33 34  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3686318

   N-[5-tert-butyl-3-[[(2R)-oxolan-2-yl]methyl]-1,3-thiazol-2-ylidene]-5-cyano-2-[[(2S)-1-methylpyrrolidin-2-yl]methoxy]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: 482.65

Molecular Weight (Monoisotopic): 482.2352

AlogP: 4.11

#Rotatable Bonds: 6

Polar Surface Area: 79.85

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.84

CX LogP: 4.29

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.62

Np Likeness Score: -1.15

References

1.  (2014)  Compounds as cannabinoid receptor ligands, 

Source

Source(1):

• BindingDB Database