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

ID: ALA3249173

PubChem CID: 90673613

Max Phase: Preclinical

Molecular Formula: C23H33ClN2O

Molecular Weight: 334.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H30N2.ClH.H2O/c1-24(2)14-8-15-25-16-13-20-19-11-6-7-12-21(19)23(22(20)17-25)18-9-4-3-5-10-18;;/h3-7,9-12,20,22-23H,8,13-17H2,1-2H3;1H;1H2/t20-,22-,23-;;/m0../s1

Standard InChI Key:  BGLKGCDCMPPAOK-CROHHRAVSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   16.4774   -5.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0207   -4.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2875   -4.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2496   -3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9449   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6782   -3.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7161   -3.9430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5153   -4.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9983   -3.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1747   -3.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8065   -2.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2620   -2.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0856   -2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4538   -2.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2979   -5.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4996   -5.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2822   -6.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8591   -6.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6575   -6.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8789   -5.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4494   -4.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1669   -3.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8753   -4.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5929   -3.9228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3028   -4.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5934   -3.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2819   -4.8259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2446   -2.3632    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4441   -6.3634    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 26  1  0
  3 27  1  1
  4 28  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: 334.51

Molecular Weight (Monoisotopic): 334.2409

AlogP: 4.19

#Rotatable Bonds: 5

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: 10.25

CX LogP: 3.93

CX LogD: 0.84

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.81

Np Likeness Score: -0.41

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