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
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
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
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
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

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
ARD-69
Click here for ligand page
Targets
Androgen receptor
SIAIS178
Click here for ligand page
Targets
ABL proto-oncogene 1, non-receptor tyrosine kinase
dTRIM24
Click here for ligand page
Targets
tripartite motif containing 24
MS432
Click here for ligand page
Targets
mitogen-activated protein kinase kinase 1; mitogen-activated protein kinase kinase 2
ARV-771
Click here for ligand page
Targets
bromodomain containing 2; bromodomain containing 3; bromodomain containing 4
ERD-308
Click here for ligand page
Targets
Estrogen receptor-α
ARD-266
Click here for ligand page
Targets
Androgen receptor
compound 3 [PMID: 31804822]
Click here for ligand page
Targets
mitogen-activated protein kinase kinase 1
MS39
Click here for ligand page
Targets
epidermal growth factor receptor
PROTAC 3
Click here for ligand page
MZ1
Click here for ligand page
Targets
bromodomain containing 4
TBK1 PROTAC 3i
Click here for ligand page
Targets
TANK binding kinase 1
DT2216
Click here for ligand page
SIM1
Click here for ligand page
Targets
bromodomain containing 2
AZ14117230
Click here for ligand page
Targets
embryonic ectoderm development
XL01126
Click here for ligand page
Targets
leucine rich repeat kinase 2
SOS1 PROTAC 9d
Click here for ligand page
Targets
SOS Ras/Rac guanine nucleotide exchange factor 1
MS8815
Click here for ligand page
Targets
von Hippel-Lindau tumor suppressor
C004019
Click here for ligand page
MS15
Click here for ligand page
Targets
AKT serine/threonine kinase 1; AKT serine/threonine kinase 2; AKT serine/threonine kinase 3
NAMPT PROTAC B4
Click here for ligand page
A947
Click here for ligand page
Targets
SWI/SNF related, matrix associated, actin dependent regulator of chromatin, subfamily a, member 2; SWI/SNF related, matrix associated, actin dependent regulator of chromatin, subfamily a, member 4
CoV Mpro VHL PROTAC 9 [US11518759]
Click here for ligand page
Targets
CoV 3C-like (main) protease
compound 11 [PMID: 37449845]
Click here for ligand page
Targets
transglutaminase 2
SMD-3040
Click here for ligand page
Targets
SWI/SNF related, matrix associated, actin dependent regulator of chromatin, subfamily a, member 2; SWI/SNF related, matrix associated, actin dependent regulator of chromatin, subfamily a, member 4
SGI-1776-VHL-02
Click here for ligand page
MS132
Click here for ligand page
Targets
WD repeat domain 5
WD6305
Click here for ligand page
Targets
methyltransferase 3, N6-adenosine-methyltransferase complex catalytic subunit
SOS1 PROTAC 23
Click here for ligand page
lirodegimod
Click here for ligand page
Targets
signal transducer and activator of transcription 3