penicillamine   Click here for help

GtoPdb Ligand ID: 7264

Synonyms: Cuprimine®
Approved drug PDB Ligand Immunopharmacology Ligand
penicillamine is an approved drug (FDA (1970))
Compound class: Synthetic organic
Comment: Penicillamine is a chelating agent and an immunosuppressant.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 102.12
Molecular weight 149.05
XLogP -1.88
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(C(S)(C)C)C(=O)O
Isomeric SMILES N[C@H](C(S)(C)C)C(=O)O
InChI InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
InChI Key VVNCNSJFMMFHPL-VKHMYHEASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1970))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
International Nonproprietary Names Click here for help
INN number INN
1121 penicillamine
Synonyms Click here for help
Cuprimine®
Database Links Click here for help
CAS Registry No. 52-67-5
ChEMBL Ligand CHEMBL1430
DrugBank Ligand DB00859
DrugCentral Ligand 2081
GtoPdb PubChem SID 178103838
PubChem CID 5852
RCSB PDB Ligand LEI
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Wikipedia Penicillamine