9UO

6-(6-chloropyridin-2-yl)-N2,N4-bis[(2R)-1,1,1-trifluoropropan-2-yl]-1,3,5-triazine-2,4-diamine

Created: 2018-08-06
Last modified:  2018-09-05

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Chemical Details

Formal Charge0
Atom Count40
Chiral Atom Count2
Bond Count41
Aromatic Bond Count12
2D diagram of 9UO

Chemical Component Summary

Name6-(6-chloropyridin-2-yl)-N2,N4-bis[(2R)-1,1,1-trifluoropropan-2-yl]-1,3,5-triazine-2,4-diamine
Systematic Name (OpenEye OEToolkits)6-(6-chloranylpyridin-2-yl)-~{N}2,~{N}4-bis[(2~{R})-1,1,1-tris(fluoranyl)propan-2-yl]-1,3,5-triazine-2,4-diamine
FormulaC14 H13 Cl F6 N6
Molecular Weight414.737
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01c1(nc(NC(C)C(F)(F)F)nc(n1)NC(C)C(F)(F)F)c2nc(Cl)ccc2
SMILESCACTVS3.385C[CH](Nc1nc(N[CH](C)C(F)(F)F)nc(n1)c2cccc(Cl)n2)C(F)(F)F
SMILESOpenEye OEToolkits2.0.6CC(C(F)(F)F)Nc1nc(nc(n1)NC(C)C(F)(F)F)c2cccc(n2)Cl
Canonical SMILESCACTVS3.385 C[C@@H](Nc1nc(N[C@H](C)C(F)(F)F)nc(n1)c2cccc(Cl)n2)C(F)(F)F
Canonical SMILESOpenEye OEToolkits2.0.6 C[C@H](C(F)(F)F)Nc1nc(nc(n1)N[C@H](C)C(F)(F)F)c2cccc(n2)Cl
InChIInChI1.03 InChI=1S/C14H13ClF6N6/c1-6(13(16,17)18)22-11-25-10(8-4-3-5-9(15)24-8)26-12(27-11)23-7(2)14(19,20)21/h3-7H,1-2H3,(H2,22,23,25,26,27)/t6-,7-/m1/s1
InChIKeyInChI1.03 QCZAWDGAVJMPTA-RNFRBKRXSA-N

Drug Info: DrugBank

DrugBank IDDB17097 
NameVorasidenib
Groups
  • investigational
  • approved
DescriptionVorasidenib is a first-in-class dual isocitrate dehydrogenase-1 (IDH1) and isocitrate dehydrogenase-2 (IDH2) inhibitor.[A264209] It works by suppressing the levels of D-2-hydroxyglutarate (2-HG), an oncometabolite produced by mutant IDH1 and IDH2 isoforms.[L51139] Vorasidenib displayed improved brain penetration and higher drug exposure compared to other IDH inhibitors such as [ivosidenib] and [enasidenib].[A264209] Vorasidenib was first approved by the FDA on August 6, 2024, for the treatment of Grade 2 astrocytoma or oligodendroglioma with a susceptible IDH1 or IDH2 mutation.[L51144]
Synonyms
  • Vorasidenib
  • 1,3,5-triazine-2,4-diamine, 6-(6-chloro-2-pyridinyl)-n2,n4-bis((1r)-2,2,2-trifluoro-1-methylethyl)-
  • Vorasidenib citrate
  • Vorasidenib citrate anhydrous
Brand NamesVoranigo
IndicationVorasidenib is indicated for the treatment of adult and pediatric patients 12 years and older with Grade 2 astrocytoma or oligodendroglioma with a susceptible isocitrate dehydrogenase-1 (IDH1) or isocitrate dehydrogenase-2 (IDH2) mutation following surgery including biopsy, sub-total resection, or gross total resection.[L51139]
Categories
  • Amines
  • BCRP/ABCG2 Inhibitors
  • Cytochrome P-450 CYP1A2 Substrates
  • Cytochrome P-450 CYP2B6 Inducers
  • Cytochrome P-450 CYP2B6 Inducers (strength unknown)
CAS number1644545-52-7

Drug Targets

NameTarget SequencePharmacological ActionActions
Isocitrate dehydrogenase [NAD] subunit alpha, mitochondrialMAGPAWISKVSRLLGAFHNPKQVTRGFTGGVQTVTLIPGDGIGPEISAAV...unknowninhibitor
Isocitrate dehydrogenase [NAD] subunit beta, mitochondrialMAALSGVRWLTRALVSAGNPGAWRGLSTSAAAHAASRSQAEDVRVEGSFP...unknowninhibitor
Isocitrate dehydrogenase [NAD] subunit gamma, mitochondrialMALKVATVAGSAAKAVLGPALLCRPWEVLGAHEVPSRNIFSEQTIPPSAK...unknowninhibitor
Isocitrate dehydrogenase [NADP] cytoplasmicMSKKISGGSVVEMQGDEMTRIIWELIKEKLIFPYVELDLHSYDLGIENRD...unknowninhibitor
Isocitrate dehydrogenase [NADP], mitochondrialMAGYLRVVRSLCRASGSRPAWAPAALTAPTSQEQPRRHYADKRIKVAKPV...unknowninhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL4279047
PubChem 117817422
ChEMBL CHEMBL4279047