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2-((1E,3E,5E)-7-((E)-1-(6-((1-(4-(3H-spiro[isobenzofuran-1,4'-piperidin]-1'-yl)butyl)-1H-indol-6-yl)amino)-6-oxohexyl)-3,3-dimethylindolin-2-ylidene)hepta-1,3,5-trien-1-yl)-1,3,3-trimethyl-3H-indol-1-ium iodide

ID: ALA5286943

Max Phase: Preclinical

Molecular Formula: C58H68IN5O2

Molecular Weight: 867.22

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C[N+]1=C(/C=C/C=C/C=C/C=C2/N(CCCCCC(=O)Nc3ccc4ccn(CCCCN5CCC6(CC5)OCc5ccccc56)c4c3)c3ccccc3C2(C)C)C(C)(C)c2ccccc21.[I-]

Standard InChI:  InChI=1S/C58H67N5O2.HI/c1-56(2)48-24-15-17-26-50(48)60(5)53(56)28-10-7-6-8-11-29-54-57(3,4)49-25-16-18-27-51(49)63(54)38-19-9-12-30-55(64)59-46-32-31-44-33-39-62(52(44)42-46)37-21-20-36-61-40-34-58(35-41-61)47-23-14-13-22-45(47)43-65-58;/h6-8,10-11,13-18,22-29,31-33,39,42H,9,12,19-21,30,34-38,40-41,43H2,1-5H3;1H

Standard InChI Key:  XRKOGBPJCJGXIG-UHFFFAOYSA-N

Molfile:  

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M  CHG  2   1  -1  65   1
M  END

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: 867.22Molecular Weight (Monoisotopic): 866.5368AlogP: 12.50#Rotatable Bonds: 16
Polar Surface Area: 52.75Molecular Species: BASEHBA: 5HBD: 1
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.80CX Basic pKa: 9.48CX LogP: 8.69CX LogD: 6.62
Aromatic Rings: 5Heavy Atoms: 65QED Weighted: 0.06Np Likeness Score: -0.48

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