2,3-Dihydro-2-[3-(1-piperidinopropyl)]-9-phenyl-1H-indeno[2,1-c]pyridine dihydrobromide hydrate

ID: ALA3249168

PubChem CID: 90673608

Max Phase: Preclinical

Molecular Formula: C26H33BrN2O

Molecular Weight: 370.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.C1=C2C(=C(c3ccccc3)c3ccccc32)CN(CCCN2CCCCC2)C1.O

Standard InChI:  InChI=1S/C26H30N2.BrH.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;;/h1,3-6,10-14H,2,7-9,15-20H2;1H;1H2

Standard InChI Key:  HTXUCJAPZYDBKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   17.5396   -8.4756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9341   -6.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2014   -6.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1632   -5.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8579   -5.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5906   -5.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6288   -6.5252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4294   -6.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9141   -6.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0905   -6.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7205   -5.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1741   -4.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9977   -4.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3677   -5.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2110   -7.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4129   -7.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1944   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7742   -9.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5724   -9.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7908   -8.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3616   -6.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0785   -6.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7904   -6.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5074   -6.5048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2166   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9315   -6.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9408   -5.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2290   -5.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5079   -5.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5063   -8.8572    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  2  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  2  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  0
 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
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: 370.54

Molecular Weight (Monoisotopic): 370.2409

AlogP: 5.08

#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: 9.51

CX LogP: 4.44

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.15

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