(E)-3-(3-((3,7-dimethylocta-2,6-dien-1-yl)oxy)-4-methoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

ID: ALA4291101

Chembl Id: CHEMBL4291101

PubChem CID: 87057365

Max Phase: Preclinical

Molecular Formula: C28H32O6

Molecular Weight: 464.56

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(=O)c(-c3ccc(OC)c(OC/C=C(\C)CCC=C(C)C)c3)coc2c1

Standard InChI:  InChI=1S/C28H32O6/c1-18(2)8-7-9-19(3)12-13-33-24-14-20(10-11-23(24)31-5)22-17-34-26-16-21(30-4)15-25(32-6)27(26)28(22)29/h8,10-12,14-17H,7,9,13H2,1-6H3/b19-12+

Standard InChI Key:  JQZUGRQYFYQMCE-XDHOZWIPSA-N

Associated Targets(non-human)

Smo Smoothened homolog (1243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gli1 Zinc finger protein GLI1 (501 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

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

Calculated Properties

Molecular Weight: 464.56Molecular Weight (Monoisotopic): 464.2199AlogP: 6.56#Rotatable Bonds: 10
Polar Surface Area: 67.13Molecular Species: NEUTRALHBA: 6HBD:
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: CX LogP: 5.73CX LogD: 5.73
Aromatic Rings: 3Heavy Atoms: 34QED Weighted: 0.32Np Likeness Score: 1.25

References

1. Berardozzi S, Bernardi F, Infante P, Ingallina C, Toscano S, De Paolis E, Alfonsi R, Caimano M, Botta B, Mori M, Di Marcotullio L, Ghirga F..  (2018)  Synergistic inhibition of the Hedgehog pathway by newly designed Smo and Gli antagonists bearing the isoflavone scaffold.,  156  [PMID:30025349] [10.1016/j.ejmech.2018.07.017]

Source