(5-(3,6-diazabicyclo[3.1.1]heptan-3-yl)pyridin-3-yl)(3,4-dihydroisoquinolin-2(1H)-yl)methanone

ID: ALA4543232

PubChem CID: 155510505

Max Phase: Preclinical

Molecular Formula: C20H22N4O

Molecular Weight: 334.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1cncc(N2CC3CC(C2)N3)c1)N1CCc2ccccc2C1

Standard InChI:  InChI=1S/C20H22N4O/c25-20(23-6-5-14-3-1-2-4-15(14)11-23)16-7-19(10-21-9-16)24-12-17-8-18(13-24)22-17/h1-4,7,9-10,17-18,22H,5-6,8,11-13H2

Standard InChI Key:  VIKPJXVYULNEFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    5.4695  -16.4488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439  -16.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9234  -16.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5213  -15.8322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1915  -16.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0674  -15.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1000  -16.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9485  -17.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5780  -18.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3538  -18.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4962  -17.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8698  -16.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502  -17.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2724  -16.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9036  -17.4787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4177  -16.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7544  -18.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3814  -18.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6762  -17.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3068  -17.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1590  -18.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7874  -19.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5636  -18.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7081  -17.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0786  -17.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3 13  1  0
  5 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 15 19  1  0
 17 18  1  0
 18 21  1  0
 20 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4543232

   ---

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: 334.42

Molecular Weight (Monoisotopic): 334.1794

AlogP: 1.83

#Rotatable Bonds: 2

Polar Surface Area: 48.47

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.12

CX LogP: 1.40

CX LogD: -0.32

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.91

Np Likeness Score: -1.17

References

1. Murineddu G, Gotti C, Asproni B, Corona P, Martinello K, Plutino S, Fucile S, Temml V, Moretti M, Viani P, Schuster D, Piras S, Deligia F, Pinna GA..  (2019)  Novel N-aryl nicotinamide derivatives: Taking stock on 3,6-diazabicyclo[3.1.1]heptanes as ligands for neuronal acetylcholine receptors.,  180  [PMID:31299587] [10.1016/j.ejmech.2019.06.079]

Source

Source(1):

• Scientific Literature