cyclopiazonic acid   

GtoPdb Ligand ID: 5350

Synonyms:  α-cyclopiazonic acid | NSC 117181
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 73.4
Molecular weight 336.15
XLogP 2.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(=O)C1=C(O)C2N(C1=O)C(C1C2c2c[nH]c3c2c(C1)ccc3)(C)C
Isomeric SMILES CC(=O)C1=C(O)[C@H]2N(C1=O)C([C@H]1[C@@H]2c2c[nH]c3c2c(C1)ccc3)(C)C
InChI InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/m1/s1
InChI Key SZINUGQCTHLQAZ-DQYPLSBCSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(2R,3S,9R)-5-acetyl-4-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0^{2,9}.0^{3,7}.0^{15,18}]octadeca-1(17),4,11(18),12,14-pentaen-6-one
Synonyms
α-cyclopiazonic acid | NSC 117181
Database Links
CAS Registry No. 18172-33-3
ChEBI CHEBI:17734
ChEMBL Ligand CHEMBL480627
GtoPdb PubChem SID 178102012
PubChem CID 54682463
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Wikipedia Cyclopiazonic_acid

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Tocris
Cyclopiazonic acid
Cat. No. 1235