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

ID: ALA3342876

PubChem CID: 118716723

Max Phase: Preclinical

Molecular Formula: C24H38N4O4

Molecular Weight: 446.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H38N4O4/c1-23(2,3)25-22(29)28-11-9-24(10-12-28)31-18-19(32-24)17-26-13-15-27(16-14-26)20-7-5-6-8-21(20)30-4/h5-8,19H,9-18H2,1-4H3,(H,25,29)

Standard InChI Key:  MUMWILQJBILXOV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    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
    5.8685  -26.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5672  -26.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
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   10.7527  -27.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4234  -28.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   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
   12.3560  -25.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.0654  -25.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7943  -24.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665  -24.5818    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
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  3 11  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
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 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
 30 29  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3342876

   ---

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: 446.59

Molecular Weight (Monoisotopic): 446.2893

AlogP: 2.53

#Rotatable Bonds: 4

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: ┄

CX Basic pKa: 7.32

CX LogP: 2.68

CX LogD: 2.42

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.77

Np Likeness Score: -1.09

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