CHEBI:66903 - vismodegib

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name vismodegib
ChEBI ID CHEBI:66903
Definition A benzamide obtained by formal condensation between the carboxy group of 2-chloro-4-(methylsulfonyl)benzoic acid and the anilino group of 4-chloro-3-(pyridin-2-yl)aniline. Used for the treatment metastatic basal cell carcinoma.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB52500590, eMolecules:32176457, Selleckchem:GDC-0449, ZINC000040899447
Download Molfile XML SDF
more structures >>
Wikipedia License
Vismodegib, sold under the brand name Erivedge, is a medication used for the treatment of basal-cell carcinoma (BCC). The approval of vismodegib on January 30, 2012, represents the first Hedgehog signaling pathway targeting agent to gain U.S. Food and Drug Administration (FDA) approval. The drug is also undergoing clinical trials for metastatic colorectal cancer, small-cell lung cancer, advanced stomach cancer, pancreatic cancer, medulloblastoma and chondrosarcoma as of June 2011. The drug was developed by the biotechnology/pharmaceutical company Genentech.
Read full article at Wikipedia
Formula C19H14Cl2N2O3S
Net Charge 0
Average Mass 421.29700
Monoisotopic Mass 420.01022
InChI InChI=1S/C19H14Cl2N2O3S/c1-27(25,26)13-6-7-14(17(21)11-13)19(24)23-12-5-8-16(20)15(10-12)18-4-2-3-9-22-18/h2-11H,1H3,(H,23,24)
InChIKey BPQMGSKTAYIVFO-UHFFFAOYSA-N
SMILES CS(=O)(=O)c1ccc(C(=O)Nc2ccc(Cl)c(c2)-c2ccccn2)c(Cl)c1
Roles Classification
Biological Role(s): SMO receptor antagonist
An antagonist that interferes with the action of smoothened (SMO) receptor.
teratogenic agent
A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
Hedgehog signaling pathway inhibitor
Any pathway inhibitor that inhibits the Hedgehog signalling pathway.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing vismodegib (CHEBI:66903) has role antineoplastic agent (CHEBI:35610)
vismodegib (CHEBI:66903) has role Hedgehog signaling pathway inhibitor (CHEBI:140921)
vismodegib (CHEBI:66903) has role SMO receptor antagonist (CHEBI:66908)
vismodegib (CHEBI:66903) has role teratogenic agent (CHEBI:50905)
vismodegib (CHEBI:66903) is a benzamides (CHEBI:22702)
vismodegib (CHEBI:66903) is a monochlorobenzenes (CHEBI:83403)
vismodegib (CHEBI:66903) is a pyridines (CHEBI:26421)
vismodegib (CHEBI:66903) is a sulfone (CHEBI:35850)
IUPAC Name
2-chloro-N-[4-chloro-3-(pyridin-2-yl)phenyl]-4-(methylsulfonyl)benzamide
INNs Sources
vismodegib KEGG DRUG
vismodégib WHO MedNet
vismodegib WHO MedNet
vismodegibum WHO MedNet
Brand Name Source
Erivedge ChemIDplus
Manual Xrefs Databases
4227 DrugCentral
Vismodegib Wikipedia
View more database links
Registry Numbers Types Sources
12532124 Reaxys Registry Number Reaxys
879085-55-9 CAS Registry Number KEGG DRUG
879085-55-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
17 December 2018