2-{[4-(2-Methoxyphenyl)piperazin-1-yl]methyl}-8-(pyridin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

ID: ALA3342858

PubChem CID: 118716705

Max Phase: Preclinical

Molecular Formula: C24H32N4O3

Molecular Weight: 424.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CC2COC3(CCN(c4ccccn4)CC3)O2)CC1

Standard InChI:  InChI=1S/C24H32N4O3/c1-29-22-7-3-2-6-21(22)27-16-14-26(15-17-27)18-20-19-30-24(31-20)9-12-28(13-10-24)23-8-4-5-11-25-23/h2-8,11,20H,9-10,12-19H2,1H3

Standard InChI Key:  FHQARSACZPJNBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.1785  -15.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3684  -15.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1859  -16.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5029  -15.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8786  -14.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7835  -14.2811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7622  -15.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4609  -15.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2018  -14.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5033  -13.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0758  -16.6436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6464  -15.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1032  -15.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2842  -15.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8585  -15.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2496  -14.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0874  -13.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1085  -13.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4117  -12.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6933  -13.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6761  -13.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3735  -14.2468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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 29 30  1  0
 30 31  2  0
 31 26  1  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3342858

   ---

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: 424.55

Molecular Weight (Monoisotopic): 424.2474

AlogP: 2.62

#Rotatable Bonds: 5

Polar Surface Area: 50.30

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.37

CX LogP: 3.78

CX LogD: 3.48

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.73

Np Likeness Score: -1.24

References

1. Franchini S, Battisti UM, Baraldi A, Prandi A, Fossa P, Cichero E, Tait A, Sorbi C, Marucci G, Cilia A, Pirona L, Brasili L..  (2014)  Structure-affinity/activity relationships of 1,4-dioxa-spiro[4.5]decane based ligands at α1 and 5-HT1A receptors.,  87  [PMID:25261823] [10.1016/j.ejmech.2014.09.070]

Source

Source(1):

• Scientific Literature