SCH772984   Click here for help

GtoPdb Ligand ID: 8056

Synonyms: SCH-772984
PDB Ligand
Compound class: Synthetic organic
Comment: SCH772984 is an experimental inhibitor of the mitogen-activated protein kinases ERK1 and ERK2 [2]. The in vitro mechanism of action of SCH772984 is notable, in that it inhibits both the catalytic activity of ERK1/2 and also inhibits phosphorylation of ERK1/2. This is in contrast to other ERK inhibitors that target the ATP-binding site and thus inhibit only the catalytic activity of the kinases. The dual action of compounds like SCH772984 is predicted to block the nuclear localization of pERK and more completely suppress MAPK pathway signaling [2]. This type of inhibitor may provide improved clinical efficacy, particularly in relation to the emergence of acquired resistance that occurs in BRAF and MEK inhibitor-treated cancers. Unfortunately, SCH772984 is not active in vivo (oral or intraperitoneal administration results in poor exposure levels) [1].
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 10
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 123.24
Molecular weight 587.28
XLogP 2.69
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C(N1CCN(CC1)c1ccc(cc1)c1ncccn1)CN1CCC(C1)C(=O)Nc1ccc2c(c1)c(n[nH]2)c1ccncc1
Isomeric SMILES O=C(N1CCN(CC1)c1ccc(cc1)c1ncccn1)CN1CC[C@H](C1)C(=O)Nc1ccc2c(c1)c(n[nH]2)c1ccncc1
InChI InChI=1S/C33H33N9O2/c43-30(42-18-16-41(17-19-42)27-5-2-24(3-6-27)32-35-11-1-12-36-32)22-40-15-10-25(21-40)33(44)37-26-4-7-29-28(20-26)31(39-38-29)23-8-13-34-14-9-23/h1-9,11-14,20,25H,10,15-19,21-22H2,(H,37,44)(H,38,39)/t25-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9657543
Reactome Reaction Reactome logo R-HSA-9657603
Other databases
CAS Registry No. 942183-80-4
GtoPdb PubChem SID 249565736
PubChem CID 24866313
RCSB PDB Ligand 38Z, F3Z
Search Google for chemical match using the InChIKey HDAJDNHIBCDLQF-RUZDIDTESA-N
Search Google for chemicals with the same backbone HDAJDNHIBCDLQF
SynPHARM 81089 (in complex with mitogen-activated protein kinase 1)
81090 (in complex with mitogen-activated protein kinase 1)
UniChem Compound Search for chemical match using the InChIKey HDAJDNHIBCDLQF-RUZDIDTESA-N
UniChem Connectivity Search for chemical match using the InChIKey HDAJDNHIBCDLQF-RUZDIDTESA-N