all-cis-2,3,4,4a,9,9a-Hexahydro-2-(2-diethylaminoethyl)-9-phenyl-1H-indeno[2,1-c]pyridine dihydrobromide hydrate

ID: ALA3249172

PubChem CID: 90673612

Max Phase: Preclinical

Molecular Formula: C24H35BrN2O

Molecular Weight: 348.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CCN(CC)CCN1CC[C@H]2c3ccccc3[C@@H](c3ccccc3)[C@H]2C1.O

Standard InChI:  InChI=1S/C24H32N2.BrH.H2O/c1-3-25(4-2)16-17-26-15-14-21-20-12-8-9-13-22(20)24(23(21)18-26)19-10-6-5-7-11-19;;/h5-13,21,23-24H,3-4,14-18H2,1-2H3;1H;1H2/t21-,23-,24+;;/m0../s1

Standard InChI Key:  HECMXYBVUCDJIY-KMIZVRHLSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   11.3050  -15.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332  -13.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7462  -12.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4645  -13.4071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4689  -14.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1808  -14.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9028  -13.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1805  -12.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959  -13.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8813  -13.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810  -12.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5953  -11.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3099  -12.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3102  -13.0038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0967  -13.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6156  -12.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7951  -12.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4551  -11.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398  -11.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604  -11.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0962  -11.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045  -14.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934  -14.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054  -14.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2327  -15.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438  -15.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318  -14.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8794  -11.3547    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8753  -13.8256    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717  -15.9231    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  8  1  0
  5  6  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  9 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 10 15  1  0
 11 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 15 22  1  6
 14  2  1  0
 11 28  1  1
 10 29  1  1
M  END

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: 348.53

Molecular Weight (Monoisotopic): 348.2565

AlogP: 4.58

#Rotatable Bonds: 6

Polar Surface Area: 6.48

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.89

CX LogP: 4.58

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -0.57

References

1. Ellefson CR, Woo CM, Cusic JW..  (1978)  Synthesis and antiarrhythmic activity of 2-dialkylaminoalkyl-9-phenyl-1H-indeno[2,1-c]pyridine derivatives.,  21  (4): [PMID:650662] [10.1021/jm00202a005]

Source

Source(1):

• Scientific Literature