Birinapant (TL32711)

Catalog No.S7015

For research use only.

Birinapant (TL32711) is a SMAC mimetic antagonist, mostly to cIAP1 with Kd of <1 nM in a cell-free assay, less potent to XIAP. Birinapant helps to induce apoptosis in latent HIV-1-infected cells. Phase 2.

Birinapant (TL32711) Chemical Structure

CAS No. 1260251-31-7

Selleck's Birinapant (TL32711) has been cited by 60 publications

Purity & Quality Control

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Biological Activity

Description Birinapant (TL32711) is a SMAC mimetic antagonist, mostly to cIAP1 with Kd of <1 nM in a cell-free assay, less potent to XIAP. Birinapant helps to induce apoptosis in latent HIV-1-infected cells. Phase 2.
cIAP1 [1]
(Cell-free assay)
XIAP [1]
(Cell-free assay)
<1 nM(Kd) 45 nM(Kd)
In vitro

Birinapant binds with XIAP and cIAP1 with Kd of 45 and <1 nM, respectively. Birinapant induces cell death as a single agent in TRAIL-insensitive SUM190 (ErbB2-overexpressing) cells (IC50, ~300 nM), and significantly increases potency of TRAIL-induced apoptosis in TRAIL-sensitive SUM149 (triple-negative, EGFR-activated) cells. Birinapant causes rapid cIAP1 degradation, caspase activation, PARP cleavage, and NF-κB activation. [1] Birinapant in combination with TNF-α exhibits a strong antimelanoma effect in vitro. Birinapant in combination with TNF-α(1 ng/mL) inhibits the growth of human melanoma cell lines WTH202, WM793B, WM1366 and WM164 with IC50s of 1.8, 2.5, 7.9 and 9 nM, respectively, while neither compound is effective individually. Birinapant singly treatment induces inhibition on proliferation of WM9 cells with IC50 of 2.4 nM. Birinapant significantly inhibits the target protein cIAP1 and cIAP2 in these cell lines.[2]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
PANC-1 M1;Cc2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NWXVOmx[PTBxMkCwM|UxOCCwTR?= M2rkbVAuQTZiaB?= M2SwbIlvcGmkaYTzJINmdGxiZ4Lve5RpKGmwIHLveIghfGmvZTDhcoQh\G:|ZTDk[ZBmdmSnboSgcYFvdmW{ NYPwPGNkRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMk[yOVI6PjlpPkK2NlUzQTZ7PD;hQi=>
Molm13  MoXsSpVv[3Srb36gRZN{[Xl? M{O1NFIwOjBxMkCwJI5O NIHNNIUzPCCq NFLOTYtl\WO{ZXHz[ZMh[0mDUEGgZY5lNCC2bzDhJI12[2hibHXzd4VzKGW6dHXueEwh[0mDUEKsJIFv\CC[SVHQJJVv\GW{II\hdolwfXNiY3;u[Il1cW:wcx?= Mn3EQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjR3Mk[3PFcoRjJ2NUK2O|g4RC:jPh?=
WTH202 M4L1[2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NX[y[|Z5PzJiaB?= Mme0TWM2OD1zLkigcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? NFHVRo49[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{M{SwN|Y{PCd-MkO0NFM3OzR:L3G+
WM793B MX7Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MYC3NkBp M{jwRmlEPTB;Mj61JI5ONCClb33ibY5m\CC5aYToJFFv\y:vbDDUUmYu|rF? MVO8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zOzRyM{[zOEc,OjN2MEO2N|Q9N2F-
WM9 NU\ibFJQT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NX7q[JJvPzJiaB?= Ml;RTWM2OD1{LkSgcm0> NHXaeJM9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{M{SwN|Y{PCd-MkO0NFM3OzR:L3G+
WM9 MlO3S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M4fLcFczKGh? Ml\YTWM2OD1{Lkegcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? NELWZ|U9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{M{SwN|Y{PCd-MkO0NFM3OzR:L3G+
WM1366 M1XlXWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 Mn7sO|IhcA>? MWLJR|UxRTdwOTDuUUwh[2:vYnnu[YQhf2m2aDCxcocwdWxiVF7GMe6y MmHxQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjN2MEO2N|QoRjJ|NECzOlM1RC:jPh?=
WM164 M1nDOWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MWS3NkBp M1\Qc2lEPTB;OTDuUUwh[2:vYnnu[YQhf2m2aDCxcocwdWxiVF7GMe6y MXG8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zOzRyM{[zOEc,OjN2MEO2N|Q9N2F-
451Lu M{fGR2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NGjOdHQ4OiCq MUXJR|UxRTF2LkKgcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? M{nTb|xiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ|NECzOlM1Lz5{M{SwN|Y{PDxxYU6=
WM1341D M13XOWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M4rT[VczKGh? NF22RZNKSzVyPUW3MlYhdk1uIHPvcYJqdmWmIIfpeIghOW6pL33sJHRPTi4QsR?= M17qOlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ|NECzOlM1Lz5{M{SwN|Y{PDxxYU6=
WM3130 Mn;GS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M2nlXlczKGh? MXnJR|UxRTZ2LkOgcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? M4Dh[VxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ|NECzOlM1Lz5{M{SwN|Y{PDxxYU6=
WM1985 M1HjUGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NF\WcmY4OiCq NVnC[osyUUN3ME25O{BvVSxiY3;tZolv\WRid3n0bEAydmdxbXygWG5HNc7z NHL0N4o9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{M{SwN|Y{PCd-MkO0NFM3OzR:L3G+
WM3854 M3;nUWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M2i4TlczKGh? MV;JR|UxRTJ{NjDuUUwh[2:vYnnu[YQhf2m2aDCxcocwdWxiVF7GMe6y NWi1XoM1RGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkO0NFM3OzRpPkKzOFA{PjN2PD;hQi=>
MDA-MB-231 MX3DfZRwfG:6aXPpeJkh[XO|YYm= M{j2OVczKGi{cx?= NXn4NIN3S3m2b4TvfIlkcXS7IHHnZYlve3RiY1nBVE9ZUUGSLXTldIVv\GWwdDDoeY1idiCPRFGtUWIuOjNzIHPlcIx{KGG|c3Xzd4VlKGG|IHPlcIwhfmmjYnnsbZR6KGGodHXyJFczKGi{czDifUBOXFNiYYPzZZktKEmFNUCgQUAxNjBzIN88UU4> M1TZNFxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ3NUi0N|k{Lz5{NUW4OFM6OzxxYU6=
A875 NV3jSIhnS3m2b4TvfIlkcXS7IHHzd4F6 MojhO|IhcHK| NEHxV4JEgXSxdH;4bYNqfHliYXfhbY5{fCC[SVHQMYRmeGWwZHXueEBpfW2jbjDBPFc2KGOnbHzzJIF{e2W|c3XkJIF{KGOnbHygeoli[mmuaYT5JIFnfGW{IEeyJIhzeyCkeTDNWHMh[XO|YYmsJGlEPTBiPTCwMlA1KM7:TT6= MnTVQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjV3OESzPVMoRjJ3NUi0N|k{RC:jPh?=
Methods Test Index PMID
Western blot cIAP1 / cIAP2 / XIAP ; NF-κB(p65) / IκBa / Bcl-xl / NF-κB(p100) / p52 ; BIRC2 / ARC 24526787 25079338
Immunofluorescence Caspase 3/7 28665401
Growth inhibition assay Cell viability 28460471
In vivo Birinapant (30 mg/kg) treatment significantly induces abrogation of tumor growth in melanoma xenotransplantation models 451Lu with. [2]

Protocol (from reference)

Kinase Assay:[1]
  • Fluorescence polarization assay:

    The binding affinities of compounds to XIAP and cIAP1 are determined using a fluorogenic substrate and are reported as Kd values. Initially, the dissociation constant (Kd) for the fluorescently labeled modified Smac peptide (AbuRPF-K(5-Fam)-NH2; FP pep-tide) is determined using a fixed concentration of peptide (5 nM) and titrating varying concentrations of protein (0.075–5 μM in half log dilutions). The dose–response curves are produced by a nonlinear least squares fit to a single-site binding model using GraphPad Prism, with 5 nM of FP peptide and 50 nM of XIAP used in the assay. Various concentrations of Smac mimetics (100–0.001 μM in half log dilutions) are added to FP peptide:protein binary complex for 15 min at room temperature in 100μL of 0.1 M potassium phosphate buffer, pH 7.5, containing 100 mg/mL bovine c -globulin. Following incubation, the polarization values are measured on a multi-label plate reader using a 485 nm excitation filter and a 520 nm emission filter.

Cell Research:[2]
  • Cell lines: Human melanoma cell lines WM9
  • Concentrations: 1 nM-1 μM
  • Incubation Time: 3 days
  • Method: Cells are allowed to attach for 24 hours and subsequently incubated with Birinapant and/or TNF-α for 24 or 72 hours. Then MTS assay is conducted
Animal Research:[2]
  • Animal Models: Human melanoma xenografts 451Lu
  • Dosages: 30 mg/kg
  • Administration: 3 times per week intraperitoneally

Solubility (25°C)

In vitro

Chemical Information

Molecular Weight 806.94


CAS No. 1260251-31-7
Storage 3 years -20°C powder
2 years -80°C in solvent
Smiles CCC(C(=O)N1CC(CC1CC2=C(NC3=C2C=CC(=C3)F)C4=C(C5=C(N4)C=C(C=C5)F)CC6CC(CN6C(=O)C(CC)NC(=O)C(C)NC)O)O)NC(=O)C(C)NC

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Molarity Calculator

Mass Concentration Volume Molecular Weight

Clinical Trial Information

NCT Number Recruitment Interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01681368 Terminated Drug: Birinapant (TL32711) Epithelial Ovarian Cancer|Peritoneal Neoplasms|Fallopian Tube Neoplasms National Cancer Institute (NCI)|National Institutes of Health Clinical Center (CC) August 15 2012 Phase 2
NCT01486784 Terminated Drug: Birinapant Acute Myelogenous Leukemia Abramson Cancer Center of the University of Pennsylvania November 2011 Phase 1|Phase 2

(data from, updated on 2022-08-01)

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