N-(Adamantan-1-yl)-7-pentyl-7H-pyrrolo[2,3-b]pyridine-3-carboxamide

ID: ALA4483033

PubChem CID: 155539977

Max Phase: Preclinical

Molecular Formula: C23H31N3O

Molecular Weight: 365.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCn1cccc2c(C(=O)NC34CC5CC(CC(C5)C3)C4)cnc1-2

Standard InChI:  InChI=1S/C23H31N3O/c1-2-3-4-7-26-8-5-6-19-20(15-24-21(19)26)22(27)25-23-12-16-9-17(13-23)11-18(10-16)14-23/h5-6,8,15-18H,2-4,7,9-14H2,1H3,(H,25,27)

Standard InChI Key:  MRARHDICLIKHTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   31.6528   -5.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2921   -4.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4537   -4.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0008   -4.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2034   -5.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7457   -4.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4511   -4.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0065   -3.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2876   -3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7515   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0013   -2.5465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2869   -2.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2817   -1.3170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5777   -2.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6950   -3.5487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4974   -3.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2819   -2.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8246   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5685   -1.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7660   -1.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2201   -1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4832   -2.6772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9433   -3.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2046   -4.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6647   -4.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9260   -5.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3862   -6.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
 10  8  1  0
  8  9  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 18  1  0
 17 15  2  0
 15 16  1  0
 16 14  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 17  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483033

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.52

Molecular Weight (Monoisotopic): 365.2467

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.85

CX Basic pKa: 3.77

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -1.05

References

1. Moir M, Lane S, Lai F, Connor M, Hibbs DE, Kassiou M..  (2019)  Strategies to develop selective CB₂ receptor agonists from indole carboxamide synthetic cannabinoids.,  180  [PMID:31319265] [10.1016/j.ejmech.2019.07.036]

Source

Source(1):

• Scientific Literature