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

ID: ALA3249167

PubChem CID: 90673607

Max Phase: Preclinical

Molecular Formula: C25H33BrN2O

Molecular Weight: 358.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CCN(CC)CCCN1CC=C2C(=C(c3ccccc3)c3ccccc32)C1.O

Standard InChI:  InChI=1S/C25H30N2.BrH.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;;/h5-9,11-15H,3-4,10,16-19H2,1-2H3;1H;1H2

Standard InChI Key:  JHXOKBAQUVIKTO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   17.8629   -7.7367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0258   -6.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2931   -5.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2549   -4.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496   -4.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6823   -4.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7205   -5.6169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5211   -5.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0058   -5.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1822   -5.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8122   -4.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2658   -3.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0894   -3.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4594   -4.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3027   -6.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5045   -6.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2861   -7.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8659   -8.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6641   -8.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8825   -7.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4533   -5.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1702   -5.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8821   -6.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5991   -5.5966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3110   -6.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6042   -4.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3211   -4.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0280   -5.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8296   -8.1183    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
 24 25  1  0
 24 26  1  0
 23 24  1  0
  7 21  1  0
 26 27  1  0
 25 28  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: 358.53

Molecular Weight (Monoisotopic): 358.2409

AlogP: 4.93

#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: 9.95

CX LogP: 4.30

CX LogD: 1.75

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.34

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