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

ID: ALA3342862

PubChem CID: 118716709

Max Phase: Preclinical

Molecular Formula: C26H39N3O4

Molecular Weight: 457.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CC2COC3(CCN(C(=O)C4CCCCC4)CC3)O2)CC1

Standard InChI:  InChI=1S/C26H39N3O4/c1-31-24-10-6-5-9-23(24)28-17-15-27(16-18-28)19-22-20-32-26(33-22)11-13-29(14-12-26)25(30)21-7-3-2-4-8-21/h5-6,9-10,21-22H,2-4,7-8,11-20H2,1H3

Standard InChI Key:  OKPOTQGIJMVOCK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.9685  -25.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1584  -26.6798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9759  -26.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2929  -25.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6686  -25.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2509  -26.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9918  -25.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2934  -24.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4066  -27.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2276  -27.4248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.8658  -27.3867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   21.8932  -26.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0742  -26.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6485  -25.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0397  -25.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8758  -24.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8956  -23.7817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1585  -24.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4651  -24.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7499  -24.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7259  -25.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4233  -26.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1447  -25.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  6 10  1  0
  7  8  1  0
  8  1  1  0
  1  9  1  0
  9 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
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 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 23 24  1  0
 24 25  1  0
  6 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3342862

   ---

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: 457.62

Molecular Weight (Monoisotopic): 457.2941

AlogP: 3.13

#Rotatable Bonds: 5

Polar Surface Area: 54.48

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.32

CX LogP: 3.85

CX LogD: 3.59

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.68

Np Likeness Score: -0.99

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