N-(1-(5-Cyclobutyl-1,3,4-oxadiazol-2-yl)-2-methylpropan-2-yl)-6-(cyclopropylmethoxy)-5-(3-methoxyazetidin-1-yl)-picolinamide

ID: ALA3582017

PubChem CID: 122179274

Max Phase: Preclinical

Molecular Formula: C24H33N5O4

Molecular Weight: 455.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1CN(c2ccc(C(=O)NC(C)(C)Cc3nnc(C4CCC4)o3)nc2OCC2CC2)C1

Standard InChI:  InChI=1S/C24H33N5O4/c1-24(2,11-20-27-28-22(33-20)16-5-4-6-16)26-21(30)18-9-10-19(29-12-17(13-29)31-3)23(25-18)32-14-15-7-8-15/h9-10,15-17H,4-8,11-14H2,1-3H3,(H,26,30)

Standard InChI Key:  GRCORIOKXQIMGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    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 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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5642   -5.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3142   -3.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987    1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0035    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894    2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9399    2.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6812    3.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6775    4.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8956   -2.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9336   -3.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3272   -7.4918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7944   -7.8036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5445   -6.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5408   -5.3899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0370   -6.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2220   -7.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0666   -5.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8271   -5.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  0
 11 10  1  0
  9 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 12  1  0
  2 12  1  0
 16 17  1  0
 14 16  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 22 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 30  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3582017

   ---

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: 455.56

Molecular Weight (Monoisotopic): 455.2533

AlogP: 3.11

#Rotatable Bonds: 10

Polar Surface Area: 102.61

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.24

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: -1.18

References

1. Slavik R, Grether U, Müller Herde A, Gobbi L, Fingerle J, Ullmer C, Krämer SD, Schibli R, Mu L, Ametamey SM..  (2015)  Discovery of a high affinity and selective pyridine analog as a potential positron emission tomography imaging agent for cannabinoid type 2 receptor.,  58  (10): [PMID:25950914] [10.1021/acs.jmedchem.5b00283]

Source

Source(1):

• Scientific Literature