MS39   Click here for help

GtoPdb Ligand ID: 10634

Synonyms: compound 6 [PMID: 31895569]
Compound class: Synthetic organic
Comment: MS39 is a PROTAC (proteolysis targeting chimera). It is a hybrid molecule that simultaneously inhibits EGFR kinase activity and targets EGFR for destruction via ubiquitination and proteasomal degradation [2]. The kinase inhibitor portion of the molecule is derived from the first generation EGFR inhibitor gefitinib and it uses a VHL ligand to engage the E3 ligase system.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 14
Hydrogen bond donors 4
Rotatable bonds 29
Topological polar surface area 219.69
Molecular weight 1055.49
XLogP 7.78
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1cc2ncnc(c2cc1OCCCN1CCN(CC1)C(=O)CCCCCCCCCC(=O)NC(C(C)(C)C)C(=O)N1CC(CC1C(=O)NCc1ccc(cc1)c1scnc1C)O)Nc1ccc(c(c1)Cl)F
Isomeric SMILES COc1cc2ncnc(c2cc1OCCCN1CCN(CC1)C(=O)CCCCCCCCCC(=O)N[C@@H](C(C)(C)C)C(=O)N1C[C@@H](C[C@H]1C(=O)NCc1ccc(cc1)c1scnc1C)O)Nc1ccc(c(c1)Cl)F
InChI InChI=1S/C55H71ClFN9O7S/c1-36-50(74-35-61-36)38-18-16-37(17-19-38)32-58-53(70)45-29-40(67)33-66(45)54(71)51(55(2,3)4)63-48(68)14-11-9-7-6-8-10-12-15-49(69)65-25-23-64(24-26-65)22-13-27-73-47-30-41-44(31-46(47)72-5)59-34-60-52(41)62-39-20-21-43(57)42(56)28-39/h16-21,28,30-31,34-35,40,45,51,67H,6-15,22-27,29,32-33H2,1-5H3,(H,58,70)(H,63,68)(H,59,60,62)/t40-,45+,51-/m1/s1
InChI Key HLFLODKZIGYHNR-LTEFSYCBSA-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
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
PIM447-VHL-01
Click here for ligand page
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