PRU-12   Click here for help

GtoPdb Ligand ID: 11862

Synonyms: 1-[17beta-Hydroxy-1(10),2,4-estratriene-3-yl]ethanone | PRU12
Compound class: Synthetic organic
Comment: PRU-12 is a structural analogue of estradiol 3-methyl ether. Like its parent it has inhibitory action at the cation channel TRMPL1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 298.19
XLogP 4.51
No. Lipinski's rules broken 0
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Canonical SMILES O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)C(=O)C
Isomeric SMILES [C@@H]12CC[C@H](O)[C@@]1(C)CC[C@@H]1c3c(CC[C@@H]21)cc(cc3)C(=O)C
InChI InChI=1S/C20H26O2/c1-12(21)13-3-5-15-14(11-13)4-6-17-16(15)9-10-20(2)18(17)7-8-19(20)22/h3,5,11,16-19,22H,4,6-10H2,1-2H3/t16-,17-,18+,19+,20+/m1/s1
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPML1 Hs Channel blocker Inhibition 6.6 pIC50 - 1
pIC50 6.6 (IC50 2.8x10-7 M) [1]
Description: via calcium inaging
TRPML2 Hs Inhibitor Inhibition 5.3 pIC50 - 1
pIC50 5.3 (IC50 5.28x10-6 M) [1]
TRPML3 Hs Inhibitor Inhibition 4.8 pIC50 - 1
pIC50 4.8 (IC50 1.408x10-5 M) [1]