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 35 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 MmXVSpVv[3Srb36gRZN{[Xl? NYTzOpRnOC5zL{GvOVAxNzFyMECgcm0> NIXnUnRqdmirYnn0d{BRSVKSIHHjeIl3cXS7IHH0JJN1[XK2aX7nJINwdmOncn70doF1cW:wIH;mJFUxOCCwTR?= MnS4NlUyOjh2NUW=
BT474 MW\Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MVu1NFAhdk1? M3jUUlEx6oDVMUZCpIQ> NFjWPJNz\WS3Y3XzJINmdGxiZ4Lve5RpKGmwIITo[UBnd3W{IHzpcoV{KGGwZDDzbYdvcW[rY3HueIx6 M4XM[FI2OTJ6NEW1
SKBR3 MlzRS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NG\2bZA2ODBibl2= NWP5co9nOTEkgKOxOeKh\A>? MUTy[YR2[2W|IHPlcIwh\3Kxd4ToJIlvKHSqZTDmc5VzKGyrbnXzJIFv\CC|aXfubYZq[2GwdHz5 NX;L[IJEOjVzMki0OVU>
AU565 NHXzUXdIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NXzvOJM{PTByIH7N MXKxNQKBmzF3wrDk M1jmZZJm\HWlZYOgZ4VtdCCpcn;3eIghcW5idHjlJIZwfXJibHnu[ZMh[W6mIIPp[45q\mmlYX70cJk> M4LRb|I2OTJ6NEW1
EFM192A MVPHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MWK1NFAhdk1? MlXkNVDjiJNzNdMg[C=> MVXy[YR2[2W|IHPlcIwh\3Kxd4ToJIlvKHSqZTDmc5VzKGyrbnXzJIFv\CC|aXfubYZq[2GwdHz5 M3jvZVI2OTJ6NEW1
MDA-MB-231 NXW0ZpVwTnWwY4Tpc44hSXO|YYm= MXKxNE8zOC92MDFOwG0> M2DER|I1KGh? MmnYbY5kemWjc3XzJJAuSUuWIHzleoVteyCrbjDhJIRwe2VvZHXw[Y5l\W62IH3hco5meg>? M3;EPFI1PDJyMUWy
MDA-MB-231 NW\TU3VYS2WubDDWbYFjcWyrdImgRZN{[Xl? MoPNNE4yNTRyIN88US=> M4\OS|I1KGh? NVXvVlRKUUN3MPMAjV3jiIlzNz63O:Kh|ryP M1ThTFI1PDJyMUWy
MDA-MB-231 M3TLR2Fxd3C2b4Ppd{BCe3OjeR?= M1LvRVExNzJyL{SwJO69VQ>? M3rVTVI1KGh? M4rhTYlv\HWlZYOgZZBweHSxc3nzJIRwe2ViZHXw[Y5l\W62bIm= MXiyOFQzODF3Mh?=
MDA-MB-231 MlThS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NH;t[G0yOC9{MD:0NEDPxE1? MUGyOEBp NV[yXmJO[myxY3vzJINmdGxiY4njcIUheHKxZ4Lld5Nqd25iaX6gS|IwVSCyaHHz[S=> MViyOFQzODF3Mh?=
H460 NXzYNHpuT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MWK0NFAhdk1? MV[yOOKhcA>? MXXpcoNz\WG|ZYOgZ4VtdHWuYYKgdoFlcW:|ZX7zbZRqfmm2eR?= MYWyOFQyOTZzMR?=
A549  M4HYdmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MkHrOFAxKG6P NYPxbod[OjUEoHi= NYPFcG9vcW6lcnXhd4V{KGOnbHz1cIFzKHKjZHnvd4Vve2m2aY\peJk> Mly4NlQ1OTF4MUG=
DT40 M{XuO2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M2rtSGlEPTB;MkGgcm0> NF\FSmczPDN3NkixNy=>
DU145 NUT1UWVOT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NW\oSW5iUUN3ME2xPEBvVQ>? NIXBRVczPDN3NkixNy=>
COLO704 MV\Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MYHJR|UxRTJwNUKgxtEhOC54NzFOwG0> MmfyNlM4Ojl2MEK=
OVMANAb MnXpS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M2nOO2lEPTB;Mj61PEDDuSByLkO4JO69VQ>? M4XVSlI{PzJ7NECy
OV177 MoqzS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NYPEUFRjUUN3ME2yMlc5KMLzIECuO|Eh|ryP Mlf3NlM4Ojl2MEK=
OAW28 MlL3S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M3LzRmlEPTB;Mz62NUDDuSByLkK4JO69VQ>? M3zFRlI{PzJ7NECy
OVSAHO MXHHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M4rH[WlEPTB;Mz62OEDDuSByLkOzJO69VQ>? MXGyN|czQTRyMh?=
OVKATE M{H0OGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MWTJR|UxRTNwNkSgxtEhOS55OTFOwG0> NWPHOlE1OjN5Mkm0NFI>
OVCAR3 NXLGXWE3T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MmrHTWM2OD1|Lke0JOKyKDBwNECg{txO MnrjNlM4Ojl2MEK=
PEO14 MmrMS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NUfZW5NiUUN3ME2zMlg1KMLzIECuO|Yh|ryP M1O5SlI{PzJ7NECy
A2780 NHnDR2lIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MmTrTWM2OD1|Lkm0JOKyKDBwMkWg{txO Mo\2NlM4Ojl2MEK=
OVTOKO NVXtN4diT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NITCV2lKSzVyPUSuNVQhyrFiMT61N{DPxE1? NETpdJUzOzd{OUSwNi=>
KURAMOCHIb MV\Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M{XqOmlEPTB;ND6zOEDDuSByLkK5JO69VQ>? MXKyN|czQTRyMh?=
TOV21G MknkS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NEP4[I5KSzVyPUWuNFchyrFiMT6zNEDPxE1? NV\mSHJUOjN5Mkm0NFI>
OVISE MWXHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MXrJR|UxRTVwNkigxtEhOC5{MzFOwG0> MUiyN|czQTRyMh?=
KK NGW0RmlIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NXfsWGtIUUN3ME22MlE2KMLzIEGuOFIh|ryP Mk\iNlM4Ojl2MEK=
RMUGS NUHyfJh{T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NVXp[ZprUUN3ME23MlA{KMLzIEGuPFMh|ryP MmW4NlM4Ojl2MEK=
PEO6 MWjHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M{KzNGlEPTB;Nz6wOkDDuSByLke0JO69VQ>? MmOxNlM4Ojl2MEK=
OVCA429 M4rE[Gdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NXXhXnJLUUN3ME24MlI6KMLzIEGuOlQh|ryP MY[yN|czQTRyMh?=
OV167 NHmzXlNIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NYfzRm5tUUN3ME24MlM{KMLzIEGuNVgh|ryP M1nGc|I{PzJ7NECy
RMG1 MnLxS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? Ml\yTWM2OD17LkOyJOKyKDJwM{[g{txO M4rIO|I{PzJ7NECy
OVCAR5 MXvHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M3\kTmlEPTB;OT61NEDDuSB{LkW5JO69VQ>? MXqyN|czQTRyMh?=
EFO21 MmjXS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M1[0TWlEPTB;OT65NkDDuSBzLki3JO69VQ>? NXPP[lh6OjN5Mkm0NFI>
ES2 NIDFPIhIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M4CxNGlEPTB;MUCuNVIhyrFiMT6yN{DPxE1? M376[|I{PzJ7NECy
Tyk-nu M2fPd2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NH\ic5BKSzVyPUGwMlIxKMLzIEGuNVIh|ryP NHrufVIzOzd{OUSwNi=>
CAOV3 NWXocGY6T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NEfMc3pKSzVyPUGwMlM4KMLzIECuPFch|ryP NWTOdFRkOjN5Mkm0NFI>
OV207 M4K5eWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NH:3bmpKSzVyPUGyMlI4KMLzIECuN|Ih|ryP NGnneoEzOzd{OUSwNi=>
HEY MWnHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NWDLU2g3UUN3ME2xN{4xOSEEsTCwMlc2KM7:TR?= NEfTOVkzOzd{OUSwNi=>
DOV13 NWn4Um1jT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MXnJR|UxRjF3IN88US=> MXeyN|czQTRyMh?=
EFO27 NXPMPYNTT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MXLJR|UxRjF3IN88US=> Mn;tNlM4Ojl2MEK=
HEY C2 NYDne|lWT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= Mon5TWM2OD5zNTFOwG0> MYOyN|czQTRyMh?=
KOC-7cc NVK3cJZET3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MmX1TWM2OD5zNTFOwG0> NYHUTWtQOjN5Mkm0NFI>
MCASb MomxS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MVzJR|UxRjF3IN88US=> NGjtXJIzOzd{OUSwNi=>
OAW42 NYfLZXQ2T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NXzUUYs3UUN3ME6xOUDPxE1? M3XjcVI{PzJ7NECy
OV2008 NVm2T5ViT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NFr1dGtKSzVyPkG1JO69VQ>? M{nCPVI{PzJ7NECy
OV90 NVrwS4RxT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NXO1e2ZNUUN3ME6xOUDPxE1? NGfib|IzOzd{OUSwNi=>
OVCA420b MkHWS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MkLaTWM2OD5zNTFOwG0> NIO4SWQzOzd{OUSwNi=>
OVCA432 NWjMVWkzT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MUHJR|UxRjF3IN88US=> NGDaXnMzOzd{OUSwNi=>
PEA2 NYXj[YJiT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MknBTWM2OD5zNTFOwG0> Mn63NlM4Ojl2MEK=
SKOV3 Ml7FS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MXPJR|UxRjF3IN88US=> M3zzfFI{PzJ7NECy
TOV112D MYTHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M1PKeFAuOyEQvF2= MV7JR|UxRjF3IN88US=> NGDtRoEzOzd{OUSwNi=>
C4-2 NYD6PHYzT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NE\mXWoxNTNizszN NUm3N49sOTRiZB?= MkHQSG1UVw>? Mmrz[IVkemWjc3XzJINwdG:weTDueY1j\XJiZH;z[UBl\XCnbnTlcpRtgQ>? NVr5NYpCOjN3NkWyOFQ>
PC3 MUXHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M3jvdFAuOyEQvF2= MUmxOEBl MWLEUXNQ MUXk[YNz\WG|ZYOgZ49td267IH71cYJmeiCmb4PlJIRmeGWwZHXueIx6 M4DXeFI{PTZ3MkS0
DU145 M{nZfmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NWqwcJk4OC1|IN88US=> NIrNeXMyPCCm NGm5Z5FFVVOR MlXt[IVkemWjc3XzJINwdG:weTDueY1j\XJiZH;z[UBl\XCnbnTlcpRtgQ>? NXjvZZF2OjN3NkWyOFQ>
VCaP  MX7Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M2i2WVAuOyEQvF2= NWe5ZWtqOTRiZB?= M2noTWROW09? MV\k[YNz\WG|ZYOgZ49td267IH71cYJmeiCmb4PlJIRmeGWwZHXueIx6 NGe4OoMzOzV4NUK0OC=>
LNCaP  MYHHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M{iyU|AuOyEQvF2= MYexOEBl NYDDUIJ2TE2VTx?= NF7KToZl\WO{ZXHz[ZMh[2:ub375JI52dWKncjDkc5NmKGSncHXu[IVvfGy7 NFLYT5YzOzV4NUK0OC=>
MDA-MB-468 M{fLO2NmdGxiVnnhZoltcXS7IFHzd4F6 NE[4TlVKSzVyPUmuO{DPxE1? M1rtXlIzPjd6MU[x
MDA-MB-231 NEG4SFJE\WyuIG\pZYJqdGm2eTDBd5NigQ>? M1KzO2lEPTB;MUOg{txO NIDtWY8zOjZ5OEG2NS=>
Cal-51 M3iyR2NmdGxiVnnhZoltcXS7IFHzd4F6 M1;oO2lEPTB;OD62JO69VQ>? NHTrPXYzOjZ5OEG2NS=>

... 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]
+ Expand

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]
+ Expand
  • 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]
+ Expand
  • 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