compound 1 [PMID: 22795084]   Click here for help

GtoPdb Ligand ID: 7032

Synonyms: compound 1 (allosteric)
PDB Ligand
Compound class: Synthetic organic
Comment: This compound is an allosteric inhibitor of PRMT3 [1]. The X-ray structure of compound 1 co-crystalised with PRMT shows binding at a novel site, distinct from the SAM (S-adenosyl methionime) and substrate peptide binding pockets [1]. The Protein Databank (PDB) ID for this structure is 3SMQ, with the ligand called TDU rather than compound 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 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 95.15
Molecular weight 302.12
XLogP 2.8
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C(Nc1ccc2c(c1)snn2)NCCC1=CCCCC1
Isomeric SMILES O=C(Nc1ccc2c(c1)snn2)NCCC1=CCCCC1
InChI InChI=1S/C15H18N4OS/c20-15(16-9-8-11-4-2-1-3-5-11)17-12-6-7-13-14(10-12)21-19-18-13/h4,6-7,10H,1-3,5,8-9H2,(H2,16,17,20)
InChI Key GGXCUZHEJUJACD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-(1,2,3-benzothiadiazol-6-yl)-1-[2-(cyclohex-1-en-1-yl)ethyl]urea
Synonyms Click here for help
compound 1 (allosteric)
Database Links Click here for help
ChEMBL Ligand CHEMBL2325441
GtoPdb PubChem SID 178103611
PubChem CID 53346504
RCSB PDB Ligand TDU
Search Google for chemical match using the InChIKey GGXCUZHEJUJACD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GGXCUZHEJUJACD
Search UniChem for chemical match using the InChIKey GGXCUZHEJUJACD-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GGXCUZHEJUJACD
SynPHARM 79359 (in complex with protein arginine methyltransferase 3)