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Substance Name: Vemurafenib [USAN:INN]
RN: 918504-65-1
UNII: 207SMY3FQT
InChIKey: GPXBXXGIAQBQNI-UHFFFAOYSA-N

Note

  • Analog of PLX4720; a specific inhibitor of Raf protein kinases; used for tretment of metastatic melanoma.

    NCI: An orally bioavailable, ATP-competitive, small-molecule inhibitor of BRAF(V600E) kinase with potential antineoplastic activity. Vemurafenib selectively binds to the ATP-binding site of BRAF(V600E) kinase and inhibits its activity, which may result in an inhibition of an over-activated MAPK signaling pathway downstream in BRAF(V600E) kinase-expressing tumor cells and a reduction in tumor cell proliferation. Approximately 90% of BRAF gene mutations involve a valine-to-glutamic acid mutation at residue 600 (V600E); the oncogene protein product, BRAF(V600E) kinase, exhibits a markedly elevated activity that over-activates the MAPK signaling pathway. The BRAF(V600E) gene mutation has been found to occur in approximately 60% of melanomas, and in about 8% of all solid tumors, including melanoma, colorectal, thyroid and other cancers. (NCI Thesaurus)

Molecular Formulas

  • C23-H18 Cl-F2-N3-O3-S
  • C23-H18-Cl-F2-N3-O3-S

Molecular Weight

  • 489.9282
 

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Enzyme Inhibitors

Names and Synonyms

Name of Substance

  • Vemurafenib [USAN:INN]

Synonyms

  • HSDB 8143
  • N-(3-((5-(4-Chlorophenyl)-1H-pyrrolo(2,3-b)pyridin-3-yl)carbonyl)-2,4- difluorophenyl)propane-1-sulfonamide
  • PLX 4032
  • PLX-4032
  • PLX4032
  • RG 7204
  • Ro 51-85426
  • RO 5185426
  • UNII-207SMY3FQT
  • Vemurafenib
  • Zelboraf

Systematic Names

  • 1-Propanesulfonamide, N-(3-((5-(4-chlorophenyl)-1H-pyrrolo(2,3-b)pyridin-3- yl)carbonyl)-2,4-difluorophenyl)-
  • N-(3-{(5-(4-chlorophenyl)-1H-pyrrolo(2,3-b)pyridin-3-yl)carbonyl}-2,4- difluorophenyl)propane-1-sulfonamide

Registry Numbers

CAS Registry Number

  • 918504-65-1

FDA UNII

  • 207SMY3FQT

Other Registry Number

  • 1029872-54-5

System Generated Number

  • 0918504651

Structure Descriptors

InChI

1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)

InChIKey

GPXBXXGIAQBQNI-UHFFFAOYSA-N

Smiles

CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4ccc(cc4)Cl)F