1G244   Click here for help

GtoPdb Ligand ID: 8551

PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a potent and selective inhibitor of dipeptidyl-peptidases 8 and 9 (DPP8/9) [1]. This is the (S)-isomer of compound 18 [PMID: 15664838].
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 6
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 69.88
Molecular weight 504.23
XLogP 2.97
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NC(C(=O)N1Cc2c(C1)cccc2)CC(=O)N1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
Isomeric SMILES N[C@H](C(=O)N1Cc2c(C1)cccc2)CC(=O)N1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
InChI InChI=1S/C29H30F2N4O2/c30-24-9-5-20(6-10-24)28(21-7-11-25(31)12-8-21)34-15-13-33(14-16-34)27(36)17-26(32)29(37)35-18-22-3-1-2-4-23(22)19-35/h1-12,26,28H,13-19,32H2/t26-/m0/s1
InChI Key ZKIQFLSGMMYCGS-SANMLTNESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-amino-4-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-1-(1,3-dihydroisoindol-2-yl)butane-1,4-dione
Database Links Click here for help
ChEMBL Ligand CHEMBL1814633
GtoPdb PubChem SID 252166752
PubChem CID 56658139
RCSB PDB Ligand 9XH
Search Google for chemical match using the InChIKey ZKIQFLSGMMYCGS-SANMLTNESA-N
Search Google for chemicals with the same backbone ZKIQFLSGMMYCGS
Search UniChem for chemical match using the InChIKey ZKIQFLSGMMYCGS-SANMLTNESA-N
Search UniChem for chemicals with the same backbone ZKIQFLSGMMYCGS