microcystin-LR   Click here for help

GtoPdb Ligand ID: 4735

Synonyms: toxin-LR
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 22
Hydrogen bond donors 10
Rotatable bonds 15
Topological polar surface area 343.14
Molecular weight 994.55
XLogP 0.55
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COC(C(C=C(C=CC1NC(=O)C(CCCN=C(N)N)NC(=O)C(C)C(NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC(=O)C1C)C(=O)O)C)C)C(=O)O)C)C)Cc1ccccc1
Isomeric SMILES CO[C@H]([C@H](/C=C(/C=C/[C@@H]1NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC(=O)[C@H]1C)C(=O)O)C)C)C(=O)O)\C)C)Cc1ccccc1
InChI InChI=1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1
InChI Key ZYZCGGRZINLQBL-GWRQVWKTSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
Synonyms Click here for help
toxin-LR
Database Links Click here for help
CAS Registry No. 77238-39-2 (source: Scifinder)
ChEBI CHEBI:6925
ChEMBL Ligand CHEMBL444092
GtoPdb PubChem SID 178101446
PubChem CID 445434
Search Google for chemical match using the InChIKey ZYZCGGRZINLQBL-GWRQVWKTSA-N
Search Google for chemicals with the same backbone ZYZCGGRZINLQBL
Search UniChem for chemical match using the InChIKey ZYZCGGRZINLQBL-GWRQVWKTSA-N
Search UniChem for chemicals with the same backbone ZYZCGGRZINLQBL
Wikipedia Microcystin-LR