saxitoxin   

GtoPdb Ligand ID: 2625

2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 11
Hydrogen bond donors 6
Rotatable bonds 3
Topological polar surface area 184.81
Molecular weight 299.13
XLogP -2.59
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES NC(=O)OCC1N=C(N)N2C3(C1NC(=N3)N)C(O)(O)CC2
Isomeric SMILES NC(=O)OC[C@@H]1N=C(N)N2[C@@]3([C@H]1NC(=N3)N)C(O)(O)CC2
InChI InChI=1S/C10H17N7O4/c11-6-15-5-4(3-21-8(13)18)14-7(12)17-2-1-9(19,20)10(5,17)16-6/h4-5,19-20H,1-3H2,(H2,12,14)(H2,13,18)(H3,11,15,16)/t4-,5-,10-/m0/s1
InChI Key RPQXVSUAYFXFJA-HGRQIUPRSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
[(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
Database Links
CAS Registry No. 35523-89-8 (source: Scifinder)
ChEBI CHEBI:34970
ChEMBL Ligand CHEMBL501134
GtoPdb PubChem SID 135652715
PubChem CID 37165
RCSB PDB Ligand 9SL
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Wikipedia Saxitoxin