CHEBI:70726 - hesperadin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name hesperadin
ChEBI ID CHEBI:70726
Definition An oxindole that is indolin-2-one which is substituted at position 5 by an (ethylsulfonyl)nitrilo group and at position 2 by a methylidene group, which is itself substituted by a phenyl group and a [4-(piperidin-1-ylmethyl)phenyl]amino group. An Aurora B kinase inhibitor, it is used to inhibit chromosome alignment and segregation.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C29H32N4O3S
Net Charge 0
Average Mass 516.65400
Monoisotopic Mass 516.220
InChI InChI=1S/C29H32N4O3S/c1-2-37(35,36)32-24-15-16-26-25(19-24)27(29(34)31-26)28(22-9-5-3-6-10-22)30-23-13-11-21(12-14-23)20-33-17-7-4-8-18-33/h3,5-6,9-16,19,30,32H,2,4,7-8,17-18,20H2,1H3,(H,31,34)/b28-27-
InChIKey GLDSKRNGVVYJAB-DQSJHHFOSA-N
SMILES CCS(=O)(=O)Nc1ccc2NC(=O)\C(c2c1)=C(/Nc1ccc(CN2CCCCC2)cc1)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): Aurora kinase inhibitor
Any protein kinase inhibitor that inhibits the action of an Aurora kinase (a group of serine/threonine kinases that are essential for cell proliferation).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hesperadin (CHEBI:70726) has role Aurora kinase inhibitor (CHEBI:70770)
hesperadin (CHEBI:70726) is a enamine (CHEBI:47989)
hesperadin (CHEBI:70726) is a oxindoles (CHEBI:38459)
hesperadin (CHEBI:70726) is a piperidines (CHEBI:26151)
hesperadin (CHEBI:70726) is a sulfonamide (CHEBI:35358)
hesperadin (CHEBI:70726) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
N-[(3Z)-2-oxo-3-(phenyl{[4-(piperidin-1-ylmethyl)phenyl]amino}methylidene)-2,3-dihydro-1H-indol-5-yl]ethanesulfonamide
Synonym Source
hesperadine ChEBI
Manual Xref Database
Hesperadin Wikipedia
View more database links
Registry Numbers Types Sources
14118003 Reaxys Registry Number Reaxys
422513-13-1 CAS Registry Number Wikipedia
Citations Waiting for Citations Types Sources
12707311 PubMed citation Europe PMC
15866179 PubMed citation Europe PMC
19320832 PubMed citation Europe PMC
Last Modified
26 October 2012
General Comment
2012-10-26 Do not confuse the name of hesperadin, an Aurora inhibitor, with that of the completely unrelated flavone glycoside, hesperidin.