1'-[2-(2-pyridyl)ethyl]spiro[3,4-dihydro-2H-chromene-2,4'-(hexahydropyridine)]-4-one hydrochloride

ID: ALA1204311

PubChem CID: 19045287

Max Phase: Preclinical

Molecular Formula: C20H23ClN2O2

Molecular Weight: 322.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C1CC2(CCN(CCc3ccccn3)CC2)Oc2ccccc21

Standard InChI:  InChI=1S/C20H22N2O2.ClH/c23-18-15-20(24-19-7-2-1-6-17(18)19)9-13-22(14-10-20)12-8-16-5-3-4-11-21-16;/h1-7,11H,8-10,12-15H2;1H

Standard InChI Key:  KWZCAHNATLSLPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4282    4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942    2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4282    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8301    2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5622    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5622    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8301    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6962    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4282    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5622    2.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6962    1.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    4.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  2  7  1  0
  3  8  1  0
  4  5  2  0
  4  6  1  0
  5 12  1  0
  6 17  2  0
  7 18  2  0
  8 20  2  0
  9 13  1  0
  9 17  1  0
 10 14  1  0
 10 21  1  0
 11 15  1  0
 11 21  1  0
 12 22  2  0
 13 23  1  0
 14 23  1  0
 15 23  1  0
 16 19  1  0
 16 21  1  0
 17 22  1  0
 18 19  1  0
 18 20  1  0
 19 24  2  0
 20 25  1  0
 21 25  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: 322.41

Molecular Weight (Monoisotopic): 322.1681

AlogP: 3.12

#Rotatable Bonds: 3

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.65

CX LogP: 2.09

CX LogD: 1.65

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: -0.87

References

1. Elliott JM, Selnick HG, Claremon DA, Baldwin JJ, Buhrow SA, Butcher JW, Habecker CN, King SW, Lynch JJ, Phillips BT..  (1992)  4-Oxospiro[benzopyran-2,4'-piperidines] as class III antiarrhythmic agents. Pharmacological studies on 3,4-dihydro-1'-[2-(benzofurazan-5-yl)- ethyl]-6-methanesulfonamidospiro[(2H)-1-benzopyran-2,4'-piperidin]-4-on e (L-691,121).,  35  (21): [PMID:1433205] [10.1021/jm00099a028]

Source

Source(1):

• Scientific Literature