CHEBI:145417 - rigosertib

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ChEBI Name rigosertib
ChEBI ID CHEBI:145417
Definition An N-[2-methoxy-5-({[2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonyl}methyl)phenyl]glycine in which the double bond has E-configuration. It is a non-ATP-competitive inhibitor of PLK1 with an IC50 of 9 nM and exhibits anti-cancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H25NO8S
Net Charge 0
Average Mass 451.490
Monoisotopic Mass 451.13009
InChI InChI=1S/C21H25NO8S/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24/h5-11,22H,12-13H2,1-4H3,(H,23,24)/b8-7+
InChIKey OWBFCJROIKNMGD-BQYQJAHWSA-N
SMILES C1(=CC(=C(C(=C1)OC)/C=C/S(CC2=CC=C(C(=C2)NCC(O)=O)OC)(=O)=O)OC)OC
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): microtubule-destabilising agent
Any substance that interacts with tubulin to inhibit polymerisation of microtubules.
EC 2.7.11.21 (polo kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of any polo kinase (EC 2.7.11.21).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing rigosertib (CHEBI:145417) has role antineoplastic agent (CHEBI:35610)
rigosertib (CHEBI:145417) has role apoptosis inducer (CHEBI:68495)
rigosertib (CHEBI:145417) has role EC 2.7.11.21 (polo kinase) inhibitor (CHEBI:145425)
rigosertib (CHEBI:145417) has role microtubule-destabilising agent (CHEBI:61951)
rigosertib (CHEBI:145417) is a N-[2-methoxy-5-({[2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonyl}methyl)phenyl]glycine (CHEBI:124939)
rigosertib (CHEBI:145417) is conjugate acid of rigosertib(1−) (CHEBI:145422)
Incoming rigosertib(1−) (CHEBI:145422) is conjugate base of rigosertib (CHEBI:145417)
IUPAC Name
N-[2-methoxy-5-({[(E)-2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonyl}methyl)phenyl]glycine
INNs Sources
rigosertib WHO MedNet
rigosertib WHO MedNet
rigosertib WHO MedNet
rigosertibum WHO MedNet
Synonyms Sources
(E)-ON 01910 ChEBI
[2-methoxy-5-({[(E)-2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonyl}methyl)anilino]acetic acid ChEBI
ON 01910 DrugBank
ON-01910 DrugBank
Manual Xrefs Databases
6FS PDBeChem
D10154 KEGG DRUG
DB12146 DrugBank
LSM-44531 LINCS
Rigosertib Wikipedia
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Registry Number Type Source
592542-59-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15766665 PubMed citation Europe PMC
16223707 PubMed citation Europe PMC
27150054 PubMed citation Europe PMC
27764820 PubMed citation Europe PMC
28985505 PubMed citation Europe PMC
29070108 PubMed citation Europe PMC
29144985 PubMed citation Europe PMC
30956775 PubMed citation Europe PMC
31299161 PubMed citation Europe PMC
31312928 PubMed citation Europe PMC
Last Modified
19 November 2019