AM6538   

GtoPdb Ligand ID: 9338

Synonyms: 4-(4-(1-(2,4-dichlorophenyl)-4-methyl-3-(piperidin-1-ylcarbamoyl)-1 H-pyrazol-5- yl)phenyl)but-3-ynyl nitrate [2] | compound 10 [WO2010104488] | Example 2 [WO2010104488] [2]
Compound class: Synthetic organic
Comment: AM6538 is a cannabinoid CB1 receptor antagonist, used to stabilise the receptor-ligand complex for crystalisation studies [1]. AM6538 is a derivative of AM251, a widely used rimonabant analogue.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 102.01
Molecular weight 541.13
XLogP 6.47
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES [O-][N+](=O)OCCC#Cc1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
Isomeric SMILES [O-][N+](=O)OCCC#Cc1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
InChI InChI=1S/C26H25Cl2N5O4/c1-18-24(26(34)30-31-14-4-2-5-15-31)29-32(23-13-12-21(27)17-22(23)28)25(18)20-10-8-19(9-11-20)7-3-6-16-37-33(35)36/h8-13,17H,2,4-6,14-16H2,1H3,(H,30,34)
InChI Key KXXKUWQMQUYUSE-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
4-{4-[1-(2,4-dichlorophenyl)-4-methyl-3-[(piperidin-1-yl)carbamoyl]-1H-pyrazol-5-yl]phenyl}but-3-yn-1-yl nitrate
Synonyms
4-(4-(1-(2,4-dichlorophenyl)-4-methyl-3-(piperidin-1-ylcarbamoyl)-1 H-pyrazol-5- yl)phenyl)but-3-ynyl nitrate [2] | compound 10 [WO2010104488] | Example 2 [WO2010104488] [2]
Database Links
GtoPdb PubChem SID 328083441
PubChem CID 46912833
RCSB PDB Ligand ZDG
Search Google for chemical match using the InChIKey KXXKUWQMQUYUSE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KXXKUWQMQUYUSE
Search UniChem for chemical match using the InChIKey KXXKUWQMQUYUSE-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone KXXKUWQMQUYUSE