29S

Bazedoxifene

Created: 2013-09-13
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count69
Chiral Atom Count0
Bond Count73
Aromatic Bond Count22
2D diagram of 29S
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Chemical Component Summary

NameBazedoxifene
Synonyms1-{4-[2-(azepan-1-yl)ethoxy]benzyl}-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol
Systematic Name (OpenEye OEToolkits)1-[[4-[2-(azepan-1-yl)ethoxy]phenyl]methyl]-2-(4-hydroxyphenyl)-3-methyl-indol-5-ol
FormulaC30 H34 N2 O3
Molecular Weight470.603
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01Oc1ccc(cc1)c3c(c2cc(O)ccc2n3Cc5ccc(OCCN4CCCCCC4)cc5)C
SMILESCACTVS3.385Cc1c2cc(O)ccc2n(Cc3ccc(OCCN4CCCCCC4)cc3)c1c5ccc(O)cc5
SMILESOpenEye OEToolkits1.7.6Cc1c2cc(ccc2n(c1c3ccc(cc3)O)Cc4ccc(cc4)OCCN5CCCCCC5)O
Canonical SMILESCACTVS3.385 Cc1c2cc(O)ccc2n(Cc3ccc(OCCN4CCCCCC4)cc3)c1c5ccc(O)cc5
Canonical SMILESOpenEye OEToolkits1.7.6 Cc1c2cc(ccc2n(c1c3ccc(cc3)O)Cc4ccc(cc4)OCCN5CCCCCC5)O
InChIInChI1.03 InChI=1S/C30H34N2O3/c1-22-28-20-26(34)12-15-29(28)32(30(22)24-8-10-25(33)11-9-24)21-23-6-13-27(14-7-23)35-19-18-31-16-4-2-3-5-17-31/h6-15,20,33-34H,2-5,16-19,21H2,1H3
InChIKeyInChI1.03 UCJGJABZCDBEDK-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB06401 
NameBazedoxifene
Groups
  • approved
  • investigational
DescriptionBazedoxifene is a third generation selective estrogen receptor modulator (SERM), developed by Pfizer following the completion of their takeover of Wyeth Pharmaceuticals. In late 2013, Pfizer received approval for bazedoxifene as part of the combination drug DUAVEE in the prevention (not treatment) of postmenopausal osteoporosis. It is approved in the European Union (marketed in Italy and Spain) and Japan as monotherapy. In 2013, the combination product containing conjugated estrogens and bazedoxifene was approved by the FDA for the treatment of moderate to severe vasomotor symptoms associated with menopause, as well as the prevention of postmenopausal osteoporosis in women.
Synonyms
  • Bazedoxifene
  • Bazedoxifene acetate
  • Bazedoxifeno
Brand Names
  • Conbriza
  • Duavee
  • Duavive
IndicationIndicated for following conditions alone or in combination with conjugated estrogens in women with a uterus: - Treatment of moderate to severe vasomotor symptoms associated with menopause - Prevention of postmenopausal osteoporosis
Categories
  • Bone Density Conservation Agents
  • Estrogen Agonist/Antagonist
  • Estrogen Receptor Modulators
  • Genito Urinary System and Sex Hormones
  • Heterocyclic Compounds, Fused-Ring
ATC-Code
  • G03XC02
  • G03CC07
CAS number198481-32-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Estrogen receptor alphaMTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...unknownantagonist,agonist
Estrogen receptor betaMDIKNSPSSLNSPSSYNCSQSILPLEHGSIYIPSSYVDSHHEYPAMTFYS...unknown
UDP-glucuronosyltransferase 1-4MARGLQVPLPRLATGLLLLLSVQPWAESGKVLVVPTDGSPWLSMREALRE...unknownsubstrate
UDP-glucuronosyltransferase 1-8MARTGWTSPIPLCVSLLLTCGFAEAGKLLVVPMDGSHWFTMQSVVEKLIL...unknownsubstrate
UDP-glucuronosyltransferase 1-10MARAGWTSPVPLCVCLLLTCGFAEAGKLLVVPMDGSHWFTMQSVVEKLIL...unknownsubstrate
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 CHEMBL46740
PubChem 154257
ChEMBL CHEMBL46740
ChEBI CHEBI:135947
CCDC/CSD IZOJUF04, IZOJUF03, IZOJUF05, IZOJUF06, IZOJUF07, IZOJUF08, IZOJUF02, IZOJUF11, IZOJUF10, IZOJUF09, IZOJUF