L-cycloserine   

GtoPdb Ligand ID: 9488

Synonyms: levcycloserine | Seromycin®
L-cycloserine is an approved drug
Compound class: Synthetic organic
Comment: An analog of the amino acid D-alanine and a component of the racemic drug with the INN cycloserine (see also D-cycloserine).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 64.35
Molecular weight 102.04
XLogP -0.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NC1CONC1=O
Isomeric SMILES N[C@H]1CONC1=O
InChI InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
InChI Key DYDCUQKUCUHJBH-REOHCLBHSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(4S)-4-amino-1,2-oxazolidin-3-one
International Nonproprietary Names
INN number INN
577 cycloserine
Synonyms
levcycloserine | Seromycin®
Database Links
BindingDB Ligand 50357231
ChEMBL Ligand CHEMBL448864
GtoPdb PubChem SID 329968428
PubChem CID 449215
Search Google for chemical match using the InChIKey DYDCUQKUCUHJBH-REOHCLBHSA-N
Search Google for chemicals with the same backbone DYDCUQKUCUHJBH
Search PubMed clinical trials cycloserine
Search PubMed titles cycloserine
Search PubMed titles/abstracts cycloserine
Search UniChem for chemical match using the InChIKey DYDCUQKUCUHJBH-REOHCLBHSA-N
Search UniChem for chemicals with the same backbone DYDCUQKUCUHJBH