narasin   Click here for help

GtoPdb Ligand ID: 10835

Synonyms: C-7819B | Lilly 79891 | Monteban® | Narasin A
Compound class: Synthetic organic
Comment: Narasin is an anti-protozoal agent with activity against Coccidia parasites (e.g. Toxoplasma gondii). It also has limited antibacterial activity against Gram +ve bacteria.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 161.21
Molecular weight 764.51
XLogP 5.41
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC[C@H]([C@H]1O[C@]2(C=C[C@H]([C@@]3(O2)CC[C@@](O3)(C)[C@H]2CC[C@]([C@@H](O2)C)(O)CC)O)[C@@H](C[C@@H]1C)C)C(=O)[C@H]([C@H]([C@@H]([C@@H]1O[C@H]([C@H](C[C@@H]1C)C)[C@H](C(=O)O)CC)C)O)C
Isomeric SMILES CC[C@H]([C@H]1O[C@]2(C=C[C@H]([C@@]3(O2)CC[C@@](O3)(C)[C@H]2CC[C@]([C@@H](O2)C)(O)CC)O)[C@@H](C[C@@H]1C)C)C(=O)[C@H]([C@H]([C@@H]([C@@H]1O[C@H]([C@H](C[C@@H]1C)C)[C@H](C(=O)O)CC)C)O)C
InChI InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1
InChI Key VHKXXVVRRDYCIK-CWCPJSEDSA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
3935 narasin
Synonyms Click here for help
C-7819B | Lilly 79891 | Monteban® | Narasin A
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1055
Other databases
CAS Registry No. 55134-13-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL2104423
GtoPdb PubChem SID 405560276
PubChem CID 65452
Search Google for chemical match using the InChIKey VHKXXVVRRDYCIK-CWCPJSEDSA-N
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UniChem Compound Search for chemical match using the InChIKey VHKXXVVRRDYCIK-CWCPJSEDSA-N
UniChem Connectivity Search for chemical match using the InChIKey VHKXXVVRRDYCIK-CWCPJSEDSA-N