wortmannin   Click here for help

GtoPdb Ligand ID: 6060

Synonyms: antibiotic SL-2052 | KY 12420
PDB Ligand
Comment: Wortmannin is extracted from Penicillium funiculosum. The compound is a specific, covalent inhibitor of phosphoinositide 3-kinases (PI3Ks).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 109.11
Molecular weight 428.15
XLogP 0.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COCC1OC(=O)c2c3C1(C)C1=C(C(=O)c3oc2)C2C(CC1OC(=O)C)(C)C(=O)CC2
Isomeric SMILES COC[C@H]1OC(=O)c2c3[C@@]1(C)C1=C(C(=O)c3oc2)[C@H]2[C@@](C[C@H]1OC(=O)C)(C)C(=O)CC2
InChI InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
InChI Key QDLHCMPXEPAAMD-QAIWCSMKSA-N

Large-scale screening data

EMD Millipore KinaseProfilerTM screen/Reaction Biology Kinase HotspotSM screen Click here for help
A screen profiling 158 kinase inhibitors (Calbiochem Protein Kinase Inhibitor Library I and II, catalogue numbers 539744 and 539745) for their inhibitory activity at 1µM and 10µM against 234 human recombinant kinases using the EMD Millipore KinaseProfilerTM service.

A screen profiling the inhibitory activity of 178 commercially available kinase inhibitors at 0.5µM against a panel of 300 recombinant protein kinases using the Reaction Biology Corporation Kinase HotspotSM platform.

http://www.millipore.com/techpublications/tech1/pf3036
http://www.reactionbiology.com/webapps/main/pages/kinase.aspx


Reference: 1,4

Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action % Activity remaining at 0.5µM % Activity remaining at 1µM % Activity remaining at 10µM
polo like kinase 1 Plk1/PLK1 Hs Inhibitor Inhibition 2.4
polo like kinase 3 Plk3/PLK3 Hs Inhibitor Inhibition 14.4
myosin light chain kinase MLCK/MLCK(MYLK) Hs Inhibitor Inhibition 29.5
polo like kinase 2 Snk/PLK2 Hs Inhibitor Inhibition 51.6
Pim-2 proto-oncogene, serine/threonine kinase Pim-2/PIM2 Hs Inhibitor Inhibition 60.6
Pim-1 proto-oncogene, serine/threonine kinase Pim-1/PIM1 Hs Inhibitor Inhibition 72.4
NIMA related kinase 4 nd/NEK4 Hs Inhibitor Inhibition 74.7
calcium/calmodulin dependent protein kinase kinase 2 nd/CAMKK2 Hs Inhibitor Inhibition 79.3
serine/threonine kinase 3 MST2/MST2(STK3) Hs Inhibitor Inhibition 79.5
MAPK interacting serine/threonine kinase 2 Mnk2/MNK2 Hs Inhibitor Inhibition 80.2
Displaying the top 10 targets  View all targets in screen »