For research use only.

Catalog No.S7015 Synonyms: TL32711

34 publications

Birinapant Chemical Structure

Molecular Weight(MW): 806.94

Birinapant 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.

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Selleck's Birinapant has been cited by 34 publications

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Biological Activity

Description Birinapant 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 Mn:0S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NVrwZo9PPTBxMkCwM|UxOCCwTR?= MoDhNE06PiCq NIf6fYJqdmirYnn0d{Bk\WyuIHfyc5d1cCCrbjDic5RpKHSrbXWgZY5lKGSxc3Wg[IVx\W6mZX70JI1idm6nch?= MUKyOlI2Ojl4OR?=
Molm13  Mk\USpVv[3Srb36gRZN{[Xl? M2nqUVIwOjBxMkCwJI5O NEPQXpozPCCq MmDo[IVkemWjc3XzJINKSVBzIHHu[EwhfG9iYTDteYNpKGync4PldkBmgHSnboSsJINKSVB{LDDhcoQhYEmDUDD1coRmeiC4YYLpc5V{KGOxbnTpeIlwdnN? MkfTNlQ2OjZ5OEe=
WTH202 MXnHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M3nORlczKGh? MlvxTWM2OD1zLkigcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? MV:yN|QxOzZ|NB?=
WM793B M4fHSGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NW[5eFZIPzJiaB?= NHz2[lJKSzVyPUKuOUBvVSxiY3;tZolv\WRid3n0bEAydmdxbXygWG5HNc7z MXGyN|QxOzZ|NB?=
WM9 M4rp[Wdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NUfWUW9QPzJiaB?= MWjJR|UxRTJwNzDuUUwh[2:vYnnu[YQhf2m2aDCxcocwdWxiVF7GMe6y Mkm4NlM1ODN4M{S=
WM1366 NIDteoFIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NX\1SVZpPzJiaB?= Ml7vTWM2OD15Lkmgcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? NWjPRWNHOjN2MEO2N|Q>
WM164 NFTPcFdIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M{fQRVczKGh? NEHa[m9KSzVyPUmgcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? M1WwTlI{PDB|NkO0
451Lu M{nBXGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NHHCXJI4OiCq NVy4e3FvUUN3ME2xOE4zKG6PLDDjc41jcW6nZDD3bZRpKDGwZz;tcEBVVkZvzsG= MXSyN|QxOzZ|NB?=
WM1341D MVLHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NH\1cZc4OiCq NGTYPIFKSzVyPUW3MlYhdk1uIHPvcYJqdmWmIIfpeIghOW6pL33sJHRPTi4QsR?= M3T6bVI{PDB|NkO0
WM3130 NVL6bI82T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NHK2OWE4OiCq NGrOSYpKSzVyPU[0MlMhdk1uIHPvcYJqdmWmIIfpeIghOW6pL33sJHRPTi4QsR?= M1LxSFI{PDB|NkO0
WM1985 NGi1N3BIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M3\EeVczKGh? NHr1TWNKSzVyPUm3JI5ONCClb33ibY5m\CC5aYToJFFv\y:vbDDUUmYu|rF? NGnGN4QzOzRyM{[zOC=>
WM3854 MnfzS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MVy3NkBp Mn;QTWM2OD1{Mk[gcm0tKGOxbXLpcoVlKHerdHigNY5oN22uIGTOSk3PuQ>? MoH6NlM1ODN4M{S=

... Click to View More Cell Line Experimental Data

Methods Test Index PMID
Western blot
cIAP1 / cIAP2 / XIAP; 

PubMed: 24526787     

Molm13 cells were cultured under standard conditions, standard conditions with mesenchymal stromal cell (MSC) coculture, or hypoxic conditions without or with MSC coculture and treated with birinapant. cIAP1, cellular inhibitor of apoptosis protein-2 (cIAP2), and X-linked inhibitor of apoptosis protein (XIAP) levels were determined by Western blot at 24 hours.

NF-κB(p65) / IκBa / Bcl-xl / NF-κB(p100) / p52; 

PubMed: 24526787     

OCI-AML3 cells were treated with birinapant (bir) for 24 hours. Protein levels in total cell lysates were determined by western blot.


PubMed: 25079338     

Birinapant treatment decreases BIRC2 and increases ARC protein levels in AML cells and MSCs. OCI-AML3 and Molm13 cells were co-cultured with mesenchymal stem cells (MSCs) and treated with birinapant (bir). Cell lysates from OCI-AML3 and Molm13 cells were collected at 48 and 72 h by combining unattached cells and cells washed off from MSCs; lysates of MSCs were obtained from MSCs co-cultured with Molm13 cells after washing off Molm13 cells. The protein levels were determined by Western blot.

24526787 25079338
Caspase 3/7; 

PubMed: 28665401     

MC38-Ova cells were seeded in chamber slides then overlaid with Pfn−/− OT-I T cells. After 8 h, cells were fixed, stained as indicated, then visualized by confocal microscopy. A minimum of 50 cells was counted in each condition. Error bars represent the mean±S.E.M. of triplicate determinations from a representative experiment, *P<0.05 by unpaired Student's t test.

Growth inhibition assay
Cell viability; 

PubMed: 28460471     

Cell viability was determined by CCK-8 assay. The data are representative results of three independent experiments.

In vivo Birinapant (30 mg/kg) treatment significantly induces abrogation of tumor growth in melanoma xenotransplantation models 451Lu with. [2]


Kinase Assay:[1]
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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]
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  • 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
    (Only for Reference)
Animal Research:[2]
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  • Animal Models: Human melanoma xenografts 451Lu
  • Dosages: 30 mg/kg
  • Administration: 3 times per week intraperitoneally
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 100 mg/mL (123.92 mM)
Water Insoluble
Ethanol ''55 mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 806.94


CAS No. 1260251-31-7
Storage powder
in solvent
Synonyms TL32711
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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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

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IAP Signaling Pathway Map

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID