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

ID: ALA3249170

PubChem CID: 90673610

Max Phase: Preclinical

Molecular Formula: C25H37ClN2O

Molecular Weight: 362.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCN1CC[C@H]2c3ccccc3[C@@H](c3ccccc3)[C@H]2C1.Cl.O

Standard InChI:  InChI=1S/C25H34N2.ClH.H2O/c1-3-26(4-2)16-10-17-27-18-15-22-21-13-8-9-14-23(21)25(24(22)19-27)20-11-6-5-7-12-20;;/h5-9,11-14,22,24-25H,3-4,10,15-19H2,1-2H3;1H;1H2/t22-,24-,25+;;/m0../s1

Standard InChI Key:  PATBNDYZGCHQOO-ONRUCFPPSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   12.2287  -15.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873  -13.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8726  -12.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723  -12.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5867  -11.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3013  -12.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3016  -12.9699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0881  -13.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6030  -12.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824  -12.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466  -11.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313  -11.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518  -11.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877  -11.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335  -14.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0265  -14.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7719  -14.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241  -15.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1311  -15.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3857  -14.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0162  -13.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7511  -13.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4432  -13.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1781  -13.0815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8702  -13.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2211  -12.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666  -11.3167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666  -13.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9560  -11.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6052  -13.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1953  -15.4612    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  2  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  3  8  1  0
  4 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  8 15  1  6
 21 22  1  0
 22 23  1  0
 24 25  1  0
 24 26  1  0
 23 24  1  0
  7 21  1  0
  4 27  1  1
  3 28  1  1
 26 29  1  0
 25 30  1  0
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: 362.56

Molecular Weight (Monoisotopic): 362.2722

AlogP: 4.97

#Rotatable Bonds: 7

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: 10.33

CX LogP: 4.64

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.58

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