H9,H9a-trans-2,3,4,4a,9,9a-Hexahydro-2-(2-diethylaminoethyl)-9-phenyl-1H-indeno[2,1-c]pyridine dihydrobromide hydrate

ID: ALA3249177

PubChem CID: 90673617

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-GBPQIHHYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   22.0193  -18.1277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2754  -16.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9884  -15.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7067  -16.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7110  -16.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4229  -17.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1450  -16.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4227  -15.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8381  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1234  -15.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1231  -14.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8375  -14.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5521  -14.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5524  -15.7331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3388  -15.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8579  -15.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0372  -15.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6972  -14.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1819  -13.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0025  -13.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3383  -14.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0467  -16.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2355  -16.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9476  -17.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4748  -18.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2859  -18.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5740  -17.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1216  -14.0840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1174  -16.5550    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.9859  -18.5093    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  1
 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