dysiherbaine   

GtoPdb Ligand ID: 4185

Comment: Dysiherbaine is an excitatory amino acid isolated from a marine sponge (Dysidea herbacea), with high affinity for kainate ionotropic glutamate receptors [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 5
Topological polar surface area 151.34
Molecular weight 304.13
XLogP -4.68
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNC1C(O)COC2C1OC(C2)(CC(C(=O)O)N)C(=O)O
Isomeric SMILES CN[C@@H]1[C@H](O)CO[C@H]2[C@@H]1O[C@@](C2)(C[C@@H](C(=O)O)N)C(=O)O
InChI InChI=1S/C12H20N2O7/c1-14-8-6(15)4-20-7-3-12(11(18)19,21-9(7)8)2-5(13)10(16)17/h5-9,14-15H,2-4,13H2,1H3,(H,16,17)(H,18,19)/t5-,6+,7+,8+,9-,12+/m0/s1
InChI Key YUSZFKPLFIQTGF-FDNSHYBFSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(2R,3aR,6S,7R,7aR)-2-[(2S)-2-amino-2-carboxyethyl]-6-hydroxy-7-(methylamino)-hexahydro-2H-furo[3,2-b]pyran-2-carboxylic acid
Database Links
CAS Registry No. 185245-55-0 (source: Scifinder)
ChEMBL Ligand CHEMBL221142
GtoPdb PubChem SID 178101004
PubChem CID 9839436
RCSB PDB Ligand DYH
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SynPHARM 11406 (in complex with GluK1)