(1R,5S,6r)-N-(2-(3-methylisoquinolin-1-yl)propan-2-yl)-3-azabicyclo[3.1.0]hexane-6-carboxamide

ID: ALA3421842

PubChem CID: 86293506

Max Phase: Preclinical

Molecular Formula: C19H23N3O

Molecular Weight: 309.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2ccccc2c(C(C)(C)NC(=O)[C@H]2[C@@H]3CNC[C@@H]32)n1

Standard InChI:  InChI=1S/C19H23N3O/c1-11-8-12-6-4-5-7-13(12)17(21-11)19(2,3)22-18(23)16-14-9-20-10-15(14)16/h4-8,14-16,20H,9-10H2,1-3H3,(H,22,23)/t14-,15+,16+

Standard InChI Key:  GSKQCADKMBMWTN-ZSHCYNCHSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.3358   -3.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -4.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028   -3.7494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028   -5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -5.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021   -6.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4792   -5.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -7.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5206   -8.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -7.3635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -6.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777   -6.3357    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -6.8557    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10  2  1  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 17 15  1  6
 19 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 12 23  1  0
 18 24  1  6
 19 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3421842

   (1S,5R)-N-[2-(3-methylisoquinolin-1-yl)propan-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxamide

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: 309.41

Molecular Weight (Monoisotopic): 309.1841

AlogP: 2.36

#Rotatable Bonds: 3

Polar Surface Area: 54.02

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: 10.96

CX LogP: 1.38

CX LogD: -1.69

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -0.28

References

1. Abdel-Magid AF..  (2015)  Treating pain with somatostatin receptor subtype 4 agonists.,  6  (2): [PMID:25699156] [10.1021/ml500538a]

Source

Source(1):

• Scientific Literature