acivicin   Click here for help

GtoPdb Ligand ID: 11402

Synonyms: AT-125 | AT125 | U 42,126 | U-42,126 | U-42126
PDB Ligand
Compound class: Synthetic organic
Comment: Acivicin is a structural analogue of glutamine and antimetabolite type antineoplastic agent, that inhibits several glutamate-dependent synthetic enzymes and glutamate metabolism. It also has antimicrobial and antileishmanial activities.
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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 84.91
Molecular weight 178.01
XLogP -2.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N[C@H](C(=O)O)[C@@H]1CC(=NO1)Cl
Isomeric SMILES N[C@H](C(=O)O)[C@@H]1CC(=NO1)Cl
InChI InChI=1S/C5H7ClN2O3/c6-3-1-2(11-8-3)4(7)5(9)10/h2,4H,1,7H2,(H,9,10)/t2-,4-/m0/s1
InChI Key QAWIHIJWNYOLBE-OKKQSCSOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
International Nonproprietary Names Click here for help
INN number INN
4858 acivicin
Synonyms Click here for help
AT-125 | AT125 | U 42,126 | U-42,126 | U-42126
Database Links Click here for help
CAS Registry No. 42228-92-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL1231101
GtoPdb PubChem SID 440816771
PubChem CID 294641
RCSB PDB Ligand AVN
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