compound 42 [PMID: 37721854]   Click here for help

GtoPdb Ligand ID: 12942

Compound class: Synthetic organic
Comment: This ligand, derived from vildagliptin, has been optimised to exhibit selectivity for dipeptidyl peptidase 9 (DPP9) compared to the structurarly similar enzyme DPP8 [1]. It is intended as a tool to further the investigation of the role of DPP9 in cellular processes such as NLRP1- and CARD8-mediated inflammatory cell death (pyroptosis), and to help determine specific physiological and pathological functions for each enzyme.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 70.67
Molecular weight 461.55
XLogP 2.7
No. Lipinski's rules broken 0
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Canonical SMILES CC(C)(C)OC(=O)N[C@]12C[C@H]3C[C@H](C[C@](C3)(C1)NCC(=O)N4CC5=C(C=C(C(=C5)F)F)C4)C2
Isomeric SMILES CC(C)(C)OC(=O)N[C@]12C[C@H]3C[C@H](C[C@](NCC(=O)N4CC5=C(C4)C=C(F)C(F)=C5)(C3)C1)C2
InChI InChI=1S/C25H33F2N3O3/c1-23(2,3)33-22(32)29-25-9-15-4-16(10-25)8-24(7-15,14-25)28-11-21(31)30-12-17-5-19(26)20(27)6-18(17)13-30/h5-6,15-16,28H,4,7-14H2,1-3H3,(H,29,32)/t15-,16+,24+,25-
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
tert-butyl N-[(1s,3s,5R,7S)-3-{[2-(5,6-difluoro-2,3-dihydro-1H-isoindol-2-yl)-2-oxoethyl]amino}adamantan-1-yl]carbamate
Database Links Click here for help
GtoPdb PubChem SID 485206063
Search Google for chemical match using the InChIKey PYOHEUZJJMWWMD-NDKKOABESA-N
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UniChem Compound Search for chemical match using the InChIKey PYOHEUZJJMWWMD-NDKKOABESA-N
UniChem Connectivity Search for chemical match using the InChIKey PYOHEUZJJMWWMD-NDKKOABESA-N