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

ID: ALA3342874

PubChem CID: 118716721

Max Phase: Preclinical

Molecular Formula: C26H34N4O4

Molecular Weight: 466.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CC2COC3(CCN(C(=O)Nc4ccccc4)CC3)O2)CC1

Standard InChI:  InChI=1S/C26H34N4O4/c1-32-24-10-6-5-9-23(24)29-17-15-28(16-18-29)19-22-20-33-26(34-22)11-13-30(14-12-26)25(31)27-21-7-3-2-4-8-21/h2-10,22H,11-20H2,1H3,(H,27,31)

Standard InChI Key:  FNKLENUNYYYGFY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.2848  -26.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4748  -27.1090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2923  -27.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6092  -26.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9849  -25.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8898  -25.4535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3081  -25.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6097  -25.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7229  -27.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5439  -27.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9662  -28.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1822  -27.8160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6419  -27.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2095  -27.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3905  -27.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9648  -26.3772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1922  -25.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2119  -24.2109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4748  -25.4192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772  -24.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004  -24.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1036  -23.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852  -24.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680  -24.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654  -25.3879    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
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  3 11  1  0
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 18 19  2  0
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 20 21  2  0
 21 22  1  0
 22 23  2  0
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 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
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3342874

   ---

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: 466.58

Molecular Weight (Monoisotopic): 466.2580

AlogP: 3.26

#Rotatable Bonds: 5

Polar Surface Area: 66.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.42

CX Basic pKa: 7.32

CX LogP: 3.65

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.73

Np Likeness Score: -1.20

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