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

ID: ALA3249176

PubChem CID: 90673616

Max Phase: Preclinical

Molecular Formula: C22H29BrN2

Molecular Weight: 320.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CN(C)CCN1CC[C@H]2c3ccccc3[C@H](c3ccccc3)[C@H]2C1

Standard InChI:  InChI=1S/C22H28N2.BrH/c1-23(2)14-15-24-13-12-19-18-10-6-7-11-20(18)22(21(19)16-24)17-8-4-3-5-9-17;/h3-11,19,21-22H,12-16H2,1-2H3;1H/t19-,21-,22-;/m0./s1

Standard InChI Key:  ZONDBKFZNHMUQZ-QOXGANSBSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    5.5931  -14.8609    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.3787  -12.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0916  -12.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099  -12.7980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8143  -13.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5258  -12.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9414  -12.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267  -12.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265  -11.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408  -11.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6555  -11.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6558  -12.3948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422  -12.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9613  -11.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408  -11.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008  -11.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855  -10.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059  -10.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418  -11.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502  -13.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391  -13.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0510  -14.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783  -14.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3894  -14.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773  -14.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2250  -10.7458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2208  -13.2167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
  8 13  1  0
  9 19  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 13 20  1  1
 12  2  1  0
  9 26  1  1
  8 27  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: 320.48

Molecular Weight (Monoisotopic): 320.2252

AlogP: 3.80

#Rotatable Bonds: 4

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: 9.70

CX LogP: 3.87

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.43

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