1'-[4-(1H-indol-1-yl)butyl]-3H-spiro[2-benzofuran-1,4'-piperidine]

ID: ALA5271751

Max Phase: Preclinical

Molecular Formula: C24H28N2O

Molecular Weight: 360.50

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)COC21CCN(CCCCn2ccc3ccccc32)CC1

Standard InChI:  InChI=1S/C24H28N2O/c1-3-9-22-21(8-1)19-27-24(22)12-17-25(18-13-24)14-5-6-15-26-16-11-20-7-2-4-10-23(20)26/h1-4,7-11,16H,5-6,12-15,17-19H2

Standard InChI Key:  ILTBESPLAHRSLM-UHFFFAOYSA-N

Molfile:  

 
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   -2.1639   -0.6727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2267   -1.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8100   -0.7300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5965    0.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1798    0.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1902   -0.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6069   -0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    1.2335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4749    1.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    1.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7963    0.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2857   -0.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0742   -0.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3734    0.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    1.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA5271751

    ---

Associated Targets(non-human)

SIGMAR1 Sigma-1 receptor (3326 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Tmem97 Sigma intracellular receptor 2 (922 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 360.50Molecular Weight (Monoisotopic): 360.2202AlogP: 4.94#Rotatable Bonds: 5
Polar Surface Area: 17.40Molecular Species: BASEHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.48CX LogP: 4.25CX LogD: 2.18
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.60Np Likeness Score: -0.77

References

1. Abatematteo FS, Majellaro M, Montsch B, Prieto-Díaz R, Niso M, Contino M, Stefanachi A, Riganti C, Mangiatordi GF, Delre P, Heffeter P, Sotelo E, Abate C..  (2023)  Development of Fluorescent 4-[4-(3H-Spiro[isobenzofuran-1,4'-piperidin]-1'-yl)butyl]indolyl Derivatives as High-Affinity Probes to Enable the Study of σ Receptors via Fluorescence-Based Techniques.,  66  (6): [PMID:36919956] [10.1021/acs.jmedchem.2c01227]

Source