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

ID: ALA3249175

PubChem CID: 90673615

Max Phase: Preclinical

Molecular Formula: C26H37ClN2O

Molecular Weight: 374.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O.c1ccc([C@H]2c3ccccc3[C@@H]3CCN(CCCN4CCCCC4)C[C@H]23)cc1

Standard InChI:  InChI=1S/C26H34N2.ClH.H2O/c1-3-10-21(11-4-1)26-24-13-6-5-12-22(24)23-14-19-28(20-25(23)26)18-9-17-27-15-7-2-8-16-27;;/h1,3-6,10-13,23,25-26H,2,7-9,14-20H2;1H;1H2/t23-,25-,26-;;/m0../s1

Standard InChI Key:  CNFHLEYIVPROMZ-GEWPENGBSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   22.2502  -12.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7380  -11.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0047  -10.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9667   -9.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6621   -9.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3954   -9.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4333  -10.5599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2324  -10.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7156  -10.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8920  -10.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237   -9.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9792   -8.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8028   -8.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1710   -9.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0151  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2167  -11.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9995  -12.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5764  -13.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3747  -13.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5962  -12.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1666  -10.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8842  -10.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5926  -10.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3101  -10.5396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0199  -10.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7353  -10.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7446   -9.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0323   -9.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3106   -9.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9992  -11.4428    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9618   -8.9801    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2169  -13.0136    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  1
 21 22  1  0
 22 23  1  0
 23 24  1  0
  7 21  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  3 30  1  1
  4 31  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: 374.57

Molecular Weight (Monoisotopic): 374.2722

AlogP: 5.11

#Rotatable Bonds: 5

Polar Surface Area: 6.48

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.18

CX LogP: 4.78

CX LogD: 1.65

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.35

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