Rucaparib (AG-014699) phosphate

For research use only.

Catalog No.S1098 Synonyms: PF-01367338

86 publications

Rucaparib (AG-014699) phosphate Chemical Structure

CAS No. 459868-92-9

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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Selleck's Rucaparib (AG-014699) phosphate has been cited by 86 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 MXrGeY5kfGmxbjDBd5NigQ>? Mk\NNE4yNzFxNUCwM|ExODBibl2= NFrXUHJqdmirYnn0d{BRSVKSIHHjeIl3cXS7IHH0JJN1[XK2aX7nJINwdmOncn70doF1cW:wIH;mJFUxOCCwTR?= MVuyOVEzQDR3NR?=
BT474 NGexUm9Iem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MWS1NFAhdk1? M1PGTFEx6oDVMUZCpIQ> MmnQdoVlfWOnczDj[YxtKGe{b4f0bEBqdiC2aHWg[o92eiCuaX7ld{BidmRic3nncolncWOjboTsfS=> MmrVNlUyOjh2NUW=
SKBR3 MUDHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NV;HWYFYPTByIH7N NX;3fIZZOTEkgKOxOeKh\A>? NFfkSJBz\WS3Y3XzJINmdGxiZ4Lve5RpKGmwIITo[UBnd3W{IHzpcoV{KGGwZDDzbYdvcW[rY3HueIx6 M1jWOVI2OTJ6NEW1
AU565 NWPlXHJmT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= M1O5OVUxOCCwTR?= M{i5flEx6oDVMUZCpIQ> MV\y[YR2[2W|IHPlcIwh\3Kxd4ToJIlvKHSqZTDmc5VzKGyrbnXzJIFv\CC|aXfubYZq[2GwdHz5 MUOyOVEzQDR3NR?=
EFM192A M3PoO2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NGe1[FA2ODBibl2= M{f6RVEx6oDVMUZCpIQ> MmPZdoVlfWOnczDj[YxtKGe{b4f0bEBqdiC2aHWg[o92eiCuaX7ld{BidmRic3nncolncWOjboTsfS=> NYX0eVREOjVzMki0OVU>
MDA-MB-231 Mk\6SpVv[3Srb36gRZN{[Xl? Mk[2NVAwOjBxNECg{txO MXqyOEBp MXHpcoNz\WG|ZYOgdE1CU1RibHX2[Yx{KGmwIHGg[I9{\S2mZYDlcoRmdnRibXHucoVz NXf4XllOOjR2MkCxOVI>
MDA-MB-231 MlfNR4VtdCCYaXHibYxqfHliQYPzZZk> Mle2NE4yNTRyIN88US=> NGfDZpIzPCCq NYLXNY9EUUN3MPMAjV3jiIlzNz63O:Kh|ryP NV;zVmJ3OjR2MkCxOVI>
MDA-MB-231 M{\OOmFxd3C2b4Ppd{BCe3OjeR?= M{ftWlExNzJyL{SwJO69VQ>? NI\2VpkzPCCq M33YWYlv\HWlZYOgZZBweHSxc3nzJIRwe2ViZHXw[Y5l\W62bIm= MkPYNlQ1OjBzNUK=
MDA-MB-231 NHGxRY1Iem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NHjOXZMyOC9{MD:0NEDPxE1? M1HHZ|I1KGh? M4\mXoJtd2OtczDj[YxtKGO7Y3zlJJBzd2e{ZYPzbY9vKGmwIFeyM20heGijc3W= MXGyOFQzODF3Mh?=
H460 M1uzNmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NUPQVXdxPDByIH7N M1jn[VI1yqCq MmjvbY5kemWjc3XzJINmdGy3bHHyJJJi\Gmxc3Xud4l1cX[rdIm= NXLCV4p1OjR2MUG2NVE>
A549  Ml;YS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MUK0NFAhdk1? NUSxVVVZOjUEoHi= NYH5dlJVcW6lcnXhd4V{KGOnbHz1cIFzKHKjZHnvd4Vve2m2aY\peJk> NULPNXJWOjR2MUG2NVE>
DT40 NGT1O2JIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NHvtRWdKSzVyPUKxJI5O Mn\CNlQ{PTZ6MUO=
DU145 NHnhNWJIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MnzITWM2OD1zODDuUS=> MWOyOFM2PjhzMx?=
COLO704 NFzLVnlIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NFvYZ2JKSzVyPUKuOVIhyrFiMD62O{DPxE1? NIPwc3AzOzd{OUSwNi=>
OVMANAb NWPMW|BOT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NY[2UJhYUUN3ME2yMlU5KMLzIECuN|gh|ryP NF3pOGQzOzd{OUSwNi=>
OV177 NGTUWItIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MYDJR|UxRTJwN{igxtEhOC55MTFOwG0> NFP2SYQzOzd{OUSwNi=>
OAW28 M3zLOGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M4j0W2lEPTB;Mz62NUDDuSByLkK4JO69VQ>? M3v1fVI{PzJ7NECy
OVSAHO MVrHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MXLJR|UxRTNwNkSgxtEhOC5|MzFOwG0> M3L3elI{PzJ7NECy
OVKATE M2PPPWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MVfJR|UxRTNwNkSgxtEhOS55OTFOwG0> MUiyN|czQTRyMh?=
OVCAR3 M2DVSWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M1WxTGlEPTB;Mz63OEDDuSByLkSwJO69VQ>? MYWyN|czQTRyMh?=
PEO14 NFLmbXlIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NULUeXN[UUN3ME2zMlg1KMLzIECuO|Yh|ryP MVKyN|czQTRyMh?=
A2780 MUTHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MorOTWM2OD1|Lkm0JOKyKDBwMkWg{txO NGnBPZozOzd{OUSwNi=>
OVTOKO MV\Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MnrFTWM2OD12LkG0JOKyKDFwNUOg{txO MnvnNlM4Ojl2MEK=
KURAMOCHIb MnPXS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NXj1OJFMUUN3ME20MlM1KMLzIECuNlkh|ryP MoexNlM4Ojl2MEK=
TOV21G NELicFVIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= Mlz3TWM2OD13LkC3JOKyKDFwM{Cg{txO MUeyN|czQTRyMh?=
OVISE M1m0b2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M4jjfmlEPTB;NT62PEDDuSByLkKzJO69VQ>? M3yxUVI{PzJ7NECy
KK NWrNdWNDT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NY\ieWxNUUN3ME22MlE2KMLzIEGuOFIh|ryP NG\PUm0zOzd{OUSwNi=>
RMUGS M4fIbmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NUPKZplxUUN3ME23MlA{KMLzIEGuPFMh|ryP MYeyN|czQTRyMh?=
PEO6 NF6zepdIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MWPJR|UxRTdwME[gxtEhOC55NDFOwG0> MVWyN|czQTRyMh?=
OVCA429 M2LG[Wdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NV7VPG1vUUN3ME24MlI6KMLzIEGuOlQh|ryP NInpd2QzOzd{OUSwNi=>
OV167 Mo\MS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MnHPTWM2OD16LkOzJOKyKDFwMUig{txO MofDNlM4Ojl2MEK=
RMG1 NIHidmRIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MnP5TWM2OD17LkOyJOKyKDJwM{[g{txO NXfpV5dvOjN5Mkm0NFI>
OVCAR5 NXTl[YdxT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= M3TaV2lEPTB;OT61NEDDuSB{LkW5JO69VQ>? MmjWNlM4Ojl2MEK=
EFO21 M4L2ZWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NFryXXhKSzVyPUmuPVIhyrFiMT64O{DPxE1? NIfORXAzOzd{OUSwNi=>
ES2 NH;sVVZIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MljKTWM2OD1zMD6xNkDDuSBzLkKzJO69VQ>? MnroNlM4Ojl2MEK=
Tyk-nu MoX6S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MnTZTWM2OD1zMD6yNEDDuSBzLkGyJO69VQ>? MXqyN|czQTRyMh?=
CAOV3 M2\HNGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NWTXNmZ3UUN3ME2xNE4{PyEEsTCwMlg4KM7:TR?= M33jbVI{PzJ7NECy
OV207 Mmm5S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NVnGb293UUN3ME2xNk4zPyEEsTCwMlMzKM7:TR?= MWOyN|czQTRyMh?=
HEY MXrHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MVfJR|UxRTF|LkCxJOKyKDBwN{Wg{txO MYqyN|czQTRyMh?=
DOV13 MlPYS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MYnJR|UxRjF3IN88US=> M{DGN|I{PzJ7NECy
EFO27 NWjuO|UzT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NXn2WHY1UUN3ME6xOUDPxE1? M4HoXlI{PzJ7NECy
HEY C2 M1ToOWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NF3CW2pKSzVyPkG1JO69VQ>? M3TFelI{PzJ7NECy
KOC-7cc MnG1S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NF;rRZJKSzVyPkG1JO69VQ>? NITaelczOzd{OUSwNi=>
MCASb NEC3botIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MnXTTWM2OD5zNTFOwG0> MXOyN|czQTRyMh?=
OAW42 MVnHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MUjJR|UxRjF3IN88US=> M1PhelI{PzJ7NECy
OV2008 M4LNRWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NFzjOWZKSzVyPkG1JO69VQ>? MlTONlM4Ojl2MEK=
OV90 M3n2ZWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MnX2TWM2OD5zNTFOwG0> M1jpTFI{PzJ7NECy
OVCA420b MVvHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? Mlm3TWM2OD5zNTFOwG0> M{DZXFI{PzJ7NECy
OVCA432 MVzHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MV7JR|UxRjF3IN88US=> MYKyN|czQTRyMh?=
PEA2 NF;SZnhIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M3O0N2lEPTB-MUWg{txO NFnsS5kzOzd{OUSwNi=>
SKOV3 MWHHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MnPwTWM2OD5zNTFOwG0> M1\B[lI{PzJ7NECy
TOV112D NV\pWmdCT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MXGwMVMh|ryP M{jFPWlEPTB-MUWg{txO M{HkVlI{PzJ7NECy
C4-2 MkSxS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MXywMVMh|ryP Ml\KNVQh\A>? MVTEUXNQ M4\zUIRm[3KnYYPld{Bkd2yxbomgcpVu[mW{IHTvd4Uh\GWyZX7k[Y51dHl? M2rKUlI{PTZ3MkS0
PC3 MlHSS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NH63UI4xNTNizszN MnrsNVQh\A>? M2i3b2ROW09? M3vFd4Rm[3KnYYPld{Bkd2yxbomgcpVu[mW{IHTvd4Uh\GWyZX7k[Y51dHl? NITpd2UzOzV4NUK0OC=>
DU145 MoS0S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NXLETpRxOC1|IN88US=> M{\2blE1KGR? MnTuSG1UVw>? NXPMT5Vu\GWlcnXhd4V{KGOxbH;ufUBvfW2kZYKg[I9{\SCmZYDlcoRmdnSueR?= MlzhNlM2PjV{NES=
VCaP  MYrHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M3\jXVAuOyEQvF2= M1LYUlE1KGR? NV\6c5hvTE2VTx?= NYrXXWY1\GWlcnXhd4V{KGOxbH;ufUBvfW2kZYKg[I9{\SCmZYDlcoRmdnSueR?= MnfHNlM2PjV{NES=
LNCaP  MX7Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NVPVfmo4OC1|IN88US=> NXPzfmVzOTRiZB?= NHnqcVRFVVOR MXvk[YNz\WG|ZYOgZ49td267IH71cYJmeiCmb4PlJIRmeGWwZHXueIx6 NGnrSWIzOzV4NUK0OC=>
MDA-MB-468 NWXScphoS2WubDDWbYFjcWyrdImgRZN{[Xl? M1HqZmlEPTB;OT63JO69VQ>? MnH5NlI3PzhzNkG=
MDA-MB-231 MmPqR4VtdCCYaXHibYxqfHliQYPzZZk> MoDJTWM2OD1zMzFOwG0> Mnm0NlI3PzhzNkG=
Cal-51 MmDER4VtdCCYaXHibYxqfHliQYPzZZk> NYHJUZl[UUN3ME24MlYh|ryP MYiyNlY4QDF4MR?=

... 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
  • 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 PF-01367338
Smiles CNCC1=CC=C(C=C1)C2=C3CCNC(=O)C4=C3C(=CC(=C4)F)N2.OP(=O)(O)O

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04539327 Recruiting Drug: Rucaparib Epithelial Ovarian Cancer|Fallopian Tube Cancer|Primary Peritoneal Cancer Grupo Español de Investigación en Cáncer de Ovario|Clovis Oncology Inc. July 29 2020 --
NCT04179396 Recruiting Drug: Rucaparib|Drug: Enzalutamide|Drug: Abiraterone Metastatic Castration Resistant Prostate Cancer Clovis Oncology Inc. December 5 2019 Phase 1
NCT04171700 Recruiting Drug: Rucaparib Solid Tumor Clovis Oncology Inc. November 21 2019 Phase 2
NCT03954366 Active not recruiting Drug: Rucaparib|Drug: Rosuvastatin|Drug: Oral Contraceptives Neoplasms Clovis Oncology Inc. May 8 2019 Phase 1
NCT03824704 Terminated 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

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Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

Handling Instructions

Tel: +1-832-582-8158 Ext:3

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID