PIM447-VHL-01   Click here for help

GtoPdb Ligand ID: 13038

Compound class: Synthetic organic
Comment: PIM447-VHL-01 is a PIM1-selective PROTAC degrader [1]. The PIM-targeting warhead is the inhibitor PIM447, and this is linked to a VHL-binding ligand to engage the von Hippel-Lindau (VHL) Cullin 2-Ring ubiquitin ligase, and direct the PIM protein target for ubiquitin mediated degradation in the proteasome. PIM447-VHL-01 degrades PIM1 with no "hook-effect" at high doses.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 24
Topological polar surface area 219.32
Molecular weight 1023.22
XLogP 4.05
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES C[C@H]1CC(C[C@H](C1)NC(=O)CCCCCCC(=O)N[C@H](C(=O)N2C[C@@H](C[C@H]2C(=O)N[C@@H](C)C3=CC=C(C=C3)C4=C(C)N=CS4)O)C(C)(C)C)C5=CC=NC=C5NC(=O)C6=CC=C(C(=N6)C7=C(C=CC=C7F)F)F
Isomeric SMILES C[C@H](NC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](NC(=O)CCCCCCC(=O)N[C@H]2C[C@@H](C)CC(C2)C3=CC=NC=C3NC(=O)C4=CC=C(F)C(=N4)C5=C(F)C=CC=C5F)C(C)(C)C)C6=CC=C(C=C6)C7=C(C)N=CS7
InChI InChI=1S/C55H65F3N8O6S/c1-31-24-36(39-22-23-59-28-44(39)64-52(70)43-21-20-42(58)49(63-43)48-40(56)12-11-13-41(48)57)26-37(25-31)62-46(68)14-9-7-8-10-15-47(69)65-51(55(4,5)6)54(72)66-29-38(67)27-45(66)53(71)61-32(2)34-16-18-35(19-17-34)50-33(3)60-30-73-50/h11-13,16-23,28,30-32,36-38,45,51,67H,7-10,14-15,24-27,29H2,1-6H3,(H,61,71)(H,62,68)(H,64,70)(H,65,69)/t31-,32-,36?,37-,38+,45-,51+/m0/s1
InChI Key XKKWVBFDKVNKHY-ROPADPDWSA-N

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