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

ID: ALA3342863

PubChem CID: 118716710

Max Phase: Preclinical

Molecular Formula: C24H36N4O4

Molecular Weight: 444.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CC2COC3(CCN(C(=O)C4CCCN4)CC3)O2)CC1

Standard InChI:  InChI=1S/C24H36N4O4/c1-30-22-7-3-2-6-21(22)27-15-13-26(14-16-27)17-19-18-31-24(32-19)8-11-28(12-9-24)23(29)20-5-4-10-25-20/h2-3,6-7,19-20,25H,4-5,8-18H2,1H3

Standard InChI Key:  PCMIZIOZMQFVGQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.0590  -22.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2490  -22.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0665  -22.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3834  -22.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7592  -21.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6640  -21.2024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6427  -22.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414  -22.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0823  -21.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3839  -20.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3181  -23.6030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9837  -22.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1647  -22.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7390  -22.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1302  -21.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664  -20.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862  -19.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2490  -21.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057  -20.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444  -21.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357  -22.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389  -21.9807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  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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 18 19  2  0
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 15 18  1  0
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 24 25  1  0
  6 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3342863

   ---

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: 444.58

Molecular Weight (Monoisotopic): 444.2737

AlogP: 1.30

#Rotatable Bonds: 5

Polar Surface Area: 66.51

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.82

CX LogP: 1.87

CX LogD: -0.75

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.73

Np Likeness Score: -0.71

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