penicillamine   

GtoPdb Ligand ID: 7264

Synonyms: Cuprimine®
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
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
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
Compound class Synthetic organic
Approved drug? Yes (FDA (1970))
IUPAC Name
(2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
International Nonproprietary Names
INN number INN
1121 penicillamine
Synonyms
Cuprimine®
Database Links
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