DOI   Click here for help

GtoPdb Ligand ID: 147

Synonyms: 4-DOI
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 44.48
Molecular weight 321.02
XLogP 2.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc(I)c(cc1CC(N)C)OC
Isomeric SMILES COc1cc(I)c(cc1CC(N)C)OC
InChI InChI=1S/C11H16INO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3
InChI Key BGMZUEKZENQUJY-UHFFFAOYSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT2A receptor Hs Agonist Full agonist 7.4 – 9.2 pKi - 3,6,9
pKi 7.4 – 9.2 (Ki 3.98x10-8 – 6.31x10-10 M) [3,6,9]
5-HT2C receptor Hs Agonist Full agonist 7.2 – 8.6 pKi - 4,6-7
pKi 7.2 – 8.6 (Ki 6.31x10-8 – 2.51x10-9 M) [4,6-7]
5-HT2B receptor Hs Agonist Full agonist 7.6 – 7.7 pKi - 5-7
pKi 7.6 – 7.7 (Ki 2.51x10-8 – 1.99x10-8 M) [5-7]
5-HT2B receptor Rn Agonist Full agonist 7.6 pKi - 5,10
pKi 7.6 [5,10]
5-HT2A receptor Rn Agonist Full agonist 7.1 pKi - 8
pKi 7.1 [8]
5-HT1F receptor Hs Agonist Full agonist 5.8 pKi - 1
pKi 5.8 [1]
5-ht1e receptor Hs Agonist Full agonist 5.5 – 5.8 pKi - 1-2
pKi 5.5 – 5.8 [1-2]