7-benzyl-3-(cyclopropylmethyl)-9,9-(1,3-dithiolan-2-yl)-3,7-diazabicyclo[3.3.1]nonane hydroperchlorate

ID: ALA1160558

PubChem CID: 44320225

Max Phase: Preclinical

Molecular Formula: C20H29N3S2

Molecular Weight: 375.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CN2CC3CN(NCC4CC4)CC(C2)C32SCCS2)cc1

Standard InChI:  InChI=1S/C20H29N3S2/c1-2-4-17(5-3-1)11-22-12-18-14-23(21-10-16-6-7-16)15-19(13-22)20(18)24-8-9-25-20/h1-5,16,18-19,21H,6-15H2

Standard InChI Key:  SKKSVFRCAAISBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    3.5667   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -3.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292   -4.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042   -3.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500   -4.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9000   -4.2125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3125   -5.4792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -2.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0750   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7667   -4.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4875   -5.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5875   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7667   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0042   -5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917   -6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  6  1  0
  5  9  1  0
  6  3  1  0
  7  2  1  0
  8  2  1  0
  9  3  1  0
 10  1  1  0
 11  1  1  0
 12  4  1  0
 13 17  1  0
 14 13  1  0
 15 13  1  0
 16  5  1  0
 17 12  1  0
 18 16  1  0
 19 11  1  0
 20 10  1  0
 21 18  1  0
 22 18  2  0
 23 22  1  0
 24 21  2  0
 25 23  2  0
 19 20  1  0
  5  8  1  0
  7  4  1  0
 14 15  1  0
 25 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160558

   7'-benzyl-N-(cyclopropylmethyl)spiro[1,3-dithiolane-2,9'-3,7-diazabicyclo[3.3.1]nonane]-3'-amine

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: 375.61

Molecular Weight (Monoisotopic): 375.1803

AlogP: 3.14

#Rotatable Bonds: 5

Polar Surface Area: 18.51

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.15

CX LogP: 3.04

CX LogD: 1.24

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: -0.73

References

1. Garrison GL, Berlin KD, Scherlag BJ, Lazzara R, Patterson E, Fazekas T, Sangiah S, Chen CL, Schubot FD, van der Helm D..  (1996)  Novel 3,7-diheterabicyclo[3.3.1]nonanes that possess predominant class III antiarrhythmic activity in 1-4 day post infarction dog models: X-ray diffraction analysis of 3-[4-(1H-imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nona ne dihydroperchlorate.,  39  (13): [PMID:8691454] [10.1021/jm950772j]

Source

Source(1):

• Scientific Literature