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2-((1E,3E)-5-((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)penta-1,3-dien-1-yl)-1,3,3-trimethyl-3H-indol-1-ium iodide

ID: ALA5278003

Max Phase: Preclinical

Molecular Formula: C56H66IN5O2

Molecular Weight: 841.18

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C[N+]1=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/C56H65N5O2.HI/c1-54(2)46-22-13-15-24-48(46)58(5)51(54)26-8-6-9-27-52-55(3,4)47-23-14-16-25-49(47)61(52)36-17-7-10-28-53(62)57-44-30-29-42-31-37-60(50(42)40-44)35-19-18-34-59-38-32-56(33-39-59)45-21-12-11-20-43(45)41-63-56;/h6,8-9,11-16,20-27,29-31,37,40H,7,10,17-19,28,32-36,38-39,41H2,1-5H3;1H

Standard InChI Key:  YAMCSSMXRPDPSN-UHFFFAOYSA-N

Molfile:  

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M  CHG  2   1  -1  63   1
M  END

Associated Targets(Human)

SIGMAR1 Tclin Sigma opioid receptor (6358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TMEM97 Tchem Sigma intracellular receptor 2 (973 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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: 841.18Molecular Weight (Monoisotopic): 840.5211AlogP: 11.94#Rotatable Bonds: 15
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: 8.16CX LogD: 6.09
Aromatic Rings: 5Heavy Atoms: 63QED Weighted: 0.06Np Likeness Score: -0.50

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