aldumastat   Click here for help

GtoPdb Ligand ID: 12778

Synonyms: GLPG-1972 | GLPG1972 | S201086
PDB Ligand
Compound class: Synthetic organic
Comment: Aldumastat (GLPG1972, S201086) is a clinical lead disease-modifying osteoarthritis agent [1]. It inhibits ADAMTS-5-mediated degradation of the cartilage component aggrecan (AGC). This mechanism is predicted to reduce cartilage degradation in inflammed osteoarthritic joints.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 81.75
Molecular weight 406.43
XLogP 1.21
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C[C@H]1CN(CCN1C2=CC(=CC(=C2)F)F)C(=O)CC[C@]3(C4CC4)C(=O)NC(=O)N3
Isomeric SMILES C[C@H]1CN(CCN1C2=CC(=CC(=C2)F)F)C(=O)CC[C@@]3(C(=O)NC(=O)N3)C4CC4
InChI InChI=1S/C20H24F2N4O3/c1-12-11-25(6-7-26(12)16-9-14(21)8-15(22)10-16)17(27)4-5-20(13-2-3-13)18(28)23-19(29)24-20/h8-10,12-13H,2-7,11H2,1H3,(H2,23,24,28,29)/t12-,20-/m0/s1
InChI Key CMLVKUWQFZQPPS-YUNKPMOVSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(5S)-5-cyclopropyl-5-[3-[(3S)-4-(3,5-difluorophenyl)-3-methylpiperazin-1-yl]-3-oxopropyl]imidazolidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
11494 aldumastat
Synonyms Click here for help
GLPG-1972 | GLPG1972 | S201086
Database Links Click here for help
BindingDB Ligand 379697
CAS Registry No. 1957278-93-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL4650334
GtoPdb PubChem SID 483123326
PubChem CID 121448788
RCSB PDB Ligand OU5
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UniChem Compound Search for chemical match using the InChIKey CMLVKUWQFZQPPS-YUNKPMOVSA-N
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