Rucaparib (AG-014699,PF-01367338) phosphate

Catalog No.S1098

Rucaparib (AG-014699,PF-01367338) phosphate Chemical Structure

Molecular Weight(MW): 421.36

Rucaparib (AG-014699, PF-01367338) is an inhibitor of PARP with Ki of 1.4 nM for PARP1 in a cell-free assay, also showing binding affinity to eight other PARP domains. Phase 3.

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Cited by 44 Publications

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Biological Activity

Description Rucaparib (AG-014699, PF-01367338) is an inhibitor of PARP with Ki of 1.4 nM for PARP1 in a cell-free assay, also showing binding affinity to eight other PARP domains. Phase 3.
Features The first PARP inhibitor used in clinical trials combined with temozolomide.
Targets
PARP [1]
(Cell-free assay)
1.4 nM(Ki)
In vitro

Rucaparib is a potent inhibitor of purified full-length human PARP-1 and shows higher inhibition of cellular PARP in LoVo and SW620 cells. Besides, Rucaparib binds detectably to eight other PARP domains, including PARP2, 3, 4, 10, 15, 16, TNKS1 and TNKS2. [1] [2] The radio-sensitization by Rucaparib is due to downstream inhibition of activation of NF-κB, and is independent of SSB repair inhibition. Rucaparib could target NF-κB activated by DNA damage and overcome toxicity observed with classical NF-κB inhibitors without compromising other vital inflammatory functions. [3] Rucaparib inhibits PARP-1 activity by 97.1% at a concentration of 1 μM in permeabilised D283Med cells. [4]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
BT-474 M4LmT2Z2dmO2aX;uJGF{e2G7 MX:wMlEwOS93MECvNVAxOCCwTR?= NFfKT5BqdmirYnn0d{BRSVKSIHHjeIl3cXS7IHH0JJN1[XK2aX7nJINwdmOncn70doF1cW:wIH;mJFUxOCCwTR?= M{W4RVI2OTJ6NEW1
BT474 M1TWfmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MlTIOVAxKG6P MV2xNQKBmzF3wrDk NFLW[W5z\WS3Y3XzJINmdGxiZ4Lve5RpKGmwIITo[UBnd3W{IHzpcoV{KGGwZDDzbYdvcW[rY3HueIx6 M2PaRVI2OTJ6NEW1
SKBR3 MnXwS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NWXsUG9DPTByIH7N MV[xNQKBmzF3wrDk NHPzd5Nz\WS3Y3XzJINmdGxiZ4Lve5RpKGmwIITo[UBnd3W{IHzpcoV{KGGwZDDzbYdvcW[rY3HueIx6 NYjHXFd6OjVzMki0OVU>
AU565 MYDHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M{P1WFUxOCCwTR?= Mm\ENVDjiJNzNdMg[C=> NHH1ZXlz\WS3Y3XzJINmdGxiZ4Lve5RpKGmwIITo[UBnd3W{IHzpcoV{KGGwZDDzbYdvcW[rY3HueIx6 NF3wfY4zPTF{OES1OS=>
EFM192A NFvo[XpIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M1HKR|UxOCCwTR?= NIrt[24yOOLCk{G1xsBl MV3y[YR2[2W|IHPlcIwh\3Kxd4ToJIlvKHSqZTDmc5VzKGyrbnXzJIFv\CC|aXfubYZq[2GwdHz5 MUCyOVEzQDR3NR?=
MDA-MB-231 M3Lwc2Z2dmO2aX;uJGF{e2G7 MmC5NVAwOjBxNECg{txO NUfDbXpyOjRiaB?= M4j1Rolv[3KnYYPld{BxNUGNVDDs[ZZmdHNiaX6gZUBld3OnLXTldIVv\GWwdDDtZY5v\XJ? MkLmNlQ1OjBzNUK=
MDA-MB-231 NXSxU|dtS2WubDDWbYFjcWyrdImgRZN{[Xl? NETNNIcxNjFvNECg{txO NF7ib|AzPCCq NIjKRmhKSzVy4pEJQgKBkTF5Lke3xsDPxE1? M13xRlI1PDJyMUWy
MDA-MB-231 MVfBdI9xfG:|aYOgRZN{[Xl? MUexNE8zOC92MDFOwG0> MVmyOEBp MkLvbY5lfWOnczDhdI9xfG:|aYOg[I9{\SCmZYDlcoRmdnSueR?= MlnUNlQ1OjBzNUK=
MDA-MB-231 NIXFb4FIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NYPYTGk4OTBxMkCvOFAh|ryP MmfjNlQhcA>? NX7GZ|dV[myxY3vzJINmdGxiY4njcIUheHKxZ4Lld5Nqd25iaX6gS|IwVSCyaHHz[S=> MUCyOFQzODF3Mh?=
H460 MV3Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NY\tbpIxPDByIH7N NH3qNW4zPMLiaB?= MlfJbY5kemWjc3XzJINmdGy3bHHyJJJi\Gmxc3Xud4l1cX[rdIm= M1vjTlI1PDFzNkGx
A549  NXTTeGN2T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MYG0NFAhdk1? M1TTe|I1yqCq MoL4bY5kemWjc3XzJINmdGy3bHHyJJJi\Gmxc3Xud4l1cX[rdIm= MXuyOFQyOTZzMR?=
DT40 NYLHXnVqT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MlzRTWM2OD1{MTDuUS=> M3P2TVI1OzV4OEGz
DU145 M1u0Wmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MnfHTWM2OD1zODDuUS=> MViyOFM2PjhzMx?=
COLO704 M130bGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NXG1Rm1vUUN3ME2yMlUzKMLzIECuOlch|ryP MYKyN|czQTRyMh?=
OVMANAb NWDxUWh2T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NH3WOlFKSzVyPUKuOVghyrFiMD6zPEDPxE1? M2mzSVI{PzJ7NECy
OV177 MWfHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M3XFcmlEPTB;Mj63PEDDuSByLkexJO69VQ>? NV3wSZhQOjN5Mkm0NFI>
OAW28 NHXqUoRIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NH3TU5VKSzVyPUOuOlEhyrFiMD6yPEDPxE1? NYH0fZA5OjN5Mkm0NFI>
OVSAHO NEPKV5dIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M1LMc2lEPTB;Mz62OEDDuSByLkOzJO69VQ>? NE\DPZczOzd{OUSwNi=>
OVKATE MVXHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? Mk\LTWM2OD1|Lk[0JOKyKDFwN{mg{txO M{fOUFI{PzJ7NECy
OVCAR3 Mkm3S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MoXtTWM2OD1|Lke0JOKyKDBwNECg{txO M121TFI{PzJ7NECy
PEO14 NXPxTHU2T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NIH2em1KSzVyPUOuPFQhyrFiMD63OkDPxE1? NUDWVopnOjN5Mkm0NFI>
A2780 NH3admtIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MXfJR|UxRTNwOUSgxtEhOC5{NTFOwG0> NYS4VZplOjN5Mkm0NFI>
OVTOKO Mlz0S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MYXJR|UxRTRwMUSgxtEhOS53MzFOwG0> M1nkU|I{PzJ7NECy
KURAMOCHIb MojlS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NIWwbZVKSzVyPUSuN|QhyrFiMD6yPUDPxE1? M2PMS|I{PzJ7NECy
TOV21G NGrwb25Iem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NYi3dYpqUUN3ME21MlA4KMLzIEGuN|Ah|ryP NIG3VmczOzd{OUSwNi=>
OVISE MVrHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NGrM[GNKSzVyPUWuOlghyrFiMD6yN{DPxE1? M3jKdVI{PzJ7NECy
KK MnHzS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MX;JR|UxRTZwMUWgxtEhOS52MjFOwG0> NIWyOpMzOzd{OUSwNi=>
RMUGS MXjHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? Ml64TWM2OD15LkCzJOKyKDFwOEOg{txO MlHrNlM4Ojl2MEK=
PEO6 MUjHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NVnQdpFqUUN3ME23MlA3KMLzIECuO|Qh|ryP MV2yN|czQTRyMh?=
OVCA429 MXTHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NU\3XFZwUUN3ME24MlI6KMLzIEGuOlQh|ryP MkTYNlM4Ojl2MEK=
OV167 M4jlU2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NFTkO|ZKSzVyPUiuN|MhyrFiMT6xPEDPxE1? MkCyNlM4Ojl2MEK=
RMG1 NF:3V2tIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NInCWmZKSzVyPUmuN|IhyrFiMj6zOkDPxE1? NFXqPGgzOzd{OUSwNi=>
OVCAR5 NGHke2JIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M4[3WmlEPTB;OT61NEDDuSB{LkW5JO69VQ>? MUSyN|czQTRyMh?=
EFO21 MXXHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MV\JR|UxRTlwOUKgxtEhOS56NzFOwG0> M{HVc|I{PzJ7NECy
ES2 MlO2S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NET6UFVKSzVyPUGwMlEzKMLzIEGuNlMh|ryP NWnyWIl6OjN5Mkm0NFI>
Tyk-nu NGHpWHZIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NILIcG9KSzVyPUGwMlIxKMLzIEGuNVIh|ryP MlXhNlM4Ojl2MEK=
CAOV3 M3LGTWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NHXmeVdKSzVyPUGwMlM4KMLzIECuPFch|ryP MXyyN|czQTRyMh?=
OV207 Mo\pS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MY\JR|UxRTF{LkK3JOKyKDBwM{Kg{txO NWr4U4E6OjN5Mkm0NFI>
HEY M2LBUWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NEKxXJFKSzVyPUGzMlAyKMLzIECuO|Uh|ryP NEHwT3YzOzd{OUSwNi=>
DOV13 MVTHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NWDpSZV5UUN3ME6xOUDPxE1? NWjE[WpPOjN5Mkm0NFI>
EFO27 MmDiS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MknqTWM2OD5zNTFOwG0> M1TlWFI{PzJ7NECy
HEY C2 M2rmWGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NETzSGpKSzVyPkG1JO69VQ>? NXzte3VyOjN5Mkm0NFI>
KOC-7cc NU\MfYdjT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MUPJR|UxRjF3IN88US=> M{Tl[VI{PzJ7NECy
MCASb NVnPRodST3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= M4XSSGlEPTB-MUWg{txO NIfOWo0zOzd{OUSwNi=>
OAW42 MYPHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? Mn3pTWM2OD5zNTFOwG0> MXSyN|czQTRyMh?=
OV2008 Ml[5S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M4noNWlEPTB-MUWg{txO NEnDcZYzOzd{OUSwNi=>
OV90 NHi4R25Iem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MWrJR|UxRjF3IN88US=> M3zNcFI{PzJ7NECy
OVCA420b MX\Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MYLJR|UxRjF3IN88US=> MYSyN|czQTRyMh?=
OVCA432 Mn7xS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MYTJR|UxRjF3IN88US=> MmD6NlM4Ojl2MEK=
PEA2 Moq5S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M{PaOmlEPTB-MUWg{txO M17pbVI{PzJ7NECy
SKOV3 M4LLSWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MlfxTWM2OD5zNTFOwG0> MVGyN|czQTRyMh?=
TOV112D NEXj[nlIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MY[wMVMh|ryP MorwTWM2OD5zNTFOwG0> NHj3b4QzOzd{OUSwNi=>
C4-2 NH\D[3JIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NG\tfGExNTNizszN NYTxXWM5OTRiZB?= M{\OS2ROW09? MkKy[IVkemWjc3XzJINwdG:weTDueY1j\XJiZH;z[UBl\XCnbnTlcpRtgQ>? NGfyNnkzOzV4NUK0OC=>
PC3 MWHHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MoH0NE0{KM7:TR?= MXmxOEBl NX:3dWxiTE2VTx?= MYDk[YNz\WG|ZYOgZ49td267IH71cYJmeiCmb4PlJIRmeGWwZHXueIx6 NF62WVMzOzV4NUK0OC=>
DU145 NGXWfGxIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NF\CVFIxNTNizszN NVOzR4p1OTRiZB?= Mn;RSG1UVw>? MojK[IVkemWjc3XzJINwdG:weTDueY1j\XJiZH;z[UBl\XCnbnTlcpRtgQ>? MUOyN|U3PTJ2NB?=
VCaP  M134O2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MkLjNE0{KM7:TR?= Ml3UNVQh\A>? MoTzSG1UVw>? M3rVfoRm[3KnYYPld{Bkd2yxbomgcpVu[mW{IHTvd4Uh\GWyZX7k[Y51dHl? MUmyN|U3PTJ2NB?=
LNCaP  NWnSRW1xT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MUSwMVMh|ryP MVSxOEBl MVXEUXNQ NY\pUZRL\GWlcnXhd4V{KGOxbH;ufUBvfW2kZYKg[I9{\SCmZYDlcoRmdnSueR?= NYXtfHJsOjN3NkWyOFQ>
MDA-MB-468 NFX5b25E\WyuIG\pZYJqdGm2eTDBd5NigQ>? MVLJR|UxRTlwNzFOwG0> NHLESIozOjZ5OEG2NS=>
MDA-MB-231 MUjD[YxtKF[rYXLpcIl1gSCDc4PhfS=> MVrJR|UxRTF|IN88US=> NIrXS4kzOjZ5OEG2NS=>
Cal-51 MY\D[YxtKF[rYXLpcIl1gSCDc4PhfS=> MonYTWM2OD16Lk[g{txO M3LNNVIzPjd6MU[x

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
PAR; 

PubMed: 27960087     


MCF-7 cells were pretreated ± Rucaparib (15 µM, 2 hr), then ± Rucaparib (15 µM) or two different doses of β-lap (2.0 or 5.0 µM) for 2 hr. Levels of PAR (PARP hyperactivation) formation were assessed with α-tubulin as loading controls.

BRCA1; 

PubMed: 24085845     


MCF7 cells, MDA-MB-436 parental cells and resistant clones RR-1, RR-5, and RR-6 were treated with DMSO (−) or 1 µM rucaparib (+) for 24 h, and BRCA1 protein levels were assessed by using BRCA1 N- or C-terminal-specific antibodies by Western blot. 

27960087 24085845
Growth inhibition assay
Cell viability; 

PubMed: 31119062     


The effect of rucaparib on proliferation of keloid fibroblasts. (A) Keloid cell growth following treatment with rucaparib at various concentration (0, 2, 10, 20 μM) was evaluated by MTT assays. Data are expression as mean standard deviation of percent changes of triplicate optical densities. (B) Rucaparib (20 μM) significantly decreased proliferation of keloid fibroblasts. The combination of rucaparib (20 μM) and triamcinolone (50 μM) showed additive suppressive effect on keloid fibroblasts as compared with rucaparib single therapy. Data are expression as mean standard deviation of percent changes of triplicate optical densities. MTT, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide.

31119062
Immunofluorescence
α-tubulin; 

PubMed: 30589644     


Representative immunofluorescence images of DMSO-, rucaparib- (Ruca-), and Ola-exposed A549-ERCC1(WT/WT) and A549-ERCC1(–/–) cells. Cells were exposed to 15 μM Ruca or 40 μM Ola during 72 hours. White arrows, CCFs; yellow arrows, micronuclei. Scale bar: 20 μm. 

PAR; 

PubMed: 27515310     


Cells were treated with 20 mM hydrogen peroxide (H2O2) in order to stimulate PARP-1 activity in the presence or absence of the PARP-1 inhibitors rucaparib and olaparib. Poly(ADP-ribose) (PAR) chain synthesis was detected using an anti-PAR monoclonal Alexa Fluor 488-conjugated antibody (green). The nucleus was visualised using the nuclear counterstain DAPI (blue). Representative images obtained from the analysis of anti-PAR staining of SK-N-BE(2c) cells are shown.

γH2AX; 

PubMed: 23565244     


γH2AX foci was determined by immunofluoresecence microscopy at 24 h following combined treatment with radiation and rucaparib in PC3 and LNCaP cells. 

53BP1; 

PubMed: 23565244     


53BP1 foci was determined by immunofluoresecence microscopy at 24 h following combined treatment with radiation and rucaparib in PC3 and LNCaP cells.

30589644 27515310 23565244
In vivo Rucaparib is not toxic but significantly enhances temozolomide-induced TGD in the DNA repair protein-competent D384Med xenografts. Pharmacokinetics studies also show that Rucaparib is detected in the brain tissue, which indicates that Rucaparib has potential in intra-cranial malignancy therapy. [4] Rucaparib significantly potentiates the cytotoxicity of topotecan and temozolomide in NB-1691, SH-SY-5Y, and SKNBE (2c) cells. Rucaparib enhances the antitumor activity of temozolomide and indicates complete and sustained tumor regression in NB1691 and SHSY5Y xenografts. [5]

Protocol

Kinase Assay:[1]
- Collapse

Ki Determination:

Inhibition of human full-length recombinant PARP-1 by [32P]NAD+ incorporation is measured. The [32P]ADP-ribose incorporated into acid insoluble material is quantified using a PhosphorImager. Ki is calculated by nonlinear regression analysis.
Cell Research:[4]
- Collapse
  • Cell lines: D425Med, D283Med and D384Med cells
  • Concentrations: 0.4 μM
  • Incubation Time: 3 or 5 days
  • Method: Medulloblastoma cell lines are seeded in 96-well plates at a density of 1 × 103, 3 × 103 and 3 × 103, respectively. At 24 hours (D384Med) or 48 hours (D283Med and D425Med) after seeding, the cells are exposed to various concentrations of temozolomide in the presence or absence of 0.4 μM Rucaparib. After 3 days (D425Med and D384Med) or 5 days (D283Med) of culture, cell viability is evaluated by a XTT cell proliferation kit assay. Cell growth is expressed as a percentage in relation to DMSO or 0.4 μM Rucaparib-alone controls. The concentration of temozolomide, alone or in combination with Rucaparib that inhibited growth by 50% (GI50) is calculated. The potentiation factor 50 (PF50) is defined as the ratio of the GI50 of temozolomide in the presence of Rucaparib to the GI50 of temozolomide alone.
    (Only for Reference)
Animal Research:[4]
- Collapse
  • Animal Models: CD-1 nude mice bearing established D283Med xenografts
  • Formulation: Normal saline
  • Dosages: 1 mg/kg
  • Administration: One or four daily by i.p.
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 84 mg/mL (199.35 mM)
Water Insoluble
Ethanol Insoluble
In vivo Add solvents to the product individually and in order(Data is from Selleck tests instead of citations):
2% DMSO+30% PEG 300+2% Tween 80+ddH2O
For best results, use promptly after mixing.
10mg/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 421.36
Formula

C19H18FN3O.H3PO4

CAS No. 459868-92-9
Storage powder
in solvent
Synonyms N/A

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03954366 Recruiting Drug: Rucaparib|Drug: Rosuvastatin|Drug: Oral Contraceptives Neoplasms Clovis Oncology Inc. May 8 2019 Phase 1
NCT03824704 Recruiting Drug: Rucaparib|Drug: Nivolumab Epithelial Ovarian Cancer|Fallopian Tube Cancer|Primary Peritoneal Carcinoma|High Grade Serous Carcinoma|Endometrioid Adenocarcinoma Clovis Oncology Inc.|Bristol-Myers Squibb|Foundation Medicine May 15 2019 Phase 2
NCT03413995 Recruiting Drug: Rucaparib Prostate Cancer Metastatic Sidney Kimmel Comprehensive Cancer Center at Johns Hopkins|Clovis Oncology Inc. September 10 2018 Phase 2
NCT03572478 Recruiting Drug: Rucaparib|Drug: Nivolumab Prostate Cancer|Endometrial Cancer University of Chicago|Bristol-Myers Squibb|Clovis Oncology Inc. August 14 2018 Phase 1|Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID