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2-((1E,3E,5E)-7-((Z)-1-(6-((6-(3-(4-(3H-spiro[isobenzofuran-1,4'-piperidin]-1'-yl)butyl)-1H-indol-1-yl)hexyl)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: ALA5281223

Max Phase: Preclinical

Molecular Formula: C64H80IN5O2

Molecular Weight: 951.38

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)NCCCCCCn3cc(CCCCN4CCC5(CC4)OCc4ccccc45)c4ccccc43)c3ccccc3C2(C)C)C(C)(C)c2ccccc21.[I-]

Standard InChI:  InChI=1S/C64H79N5O2.HI/c1-62(2)54-32-18-21-35-57(54)66(5)59(62)37-12-7-6-8-13-38-60-63(3,4)55-33-19-22-36-58(55)69(60)45-26-11-14-39-61(70)65-42-24-9-10-25-44-68-48-50(52-30-16-20-34-56(52)68)28-23-27-43-67-46-40-64(41-47-67)53-31-17-15-29-51(53)49-71-64;/h6-8,12-13,15-22,29-38,48H,9-11,14,23-28,39-47,49H2,1-5H3;1H

Standard InChI Key:  VKTMFMIRJHBYDG-UHFFFAOYSA-N

Molfile:  

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M  CHG  2   1  -1  37   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: 951.38Molecular Weight (Monoisotopic): 950.6307AlogP: 13.78#Rotatable Bonds: 22
Polar Surface Area: 52.75Molecular Species: BASEHBA: 5HBD: 1
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 9.58CX LogP: 10.46CX LogD: 8.30
Aromatic Rings: 5Heavy Atoms: 71QED Weighted: 0.04Np Likeness Score: -0.32

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