Compound Detail

CHEMBL1173055

RUCAPARIB

💊 Approved Drug

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💊 Approved Drug

CNCc1ccc(-c2[nH]c3cc(F)cc4c3c2CCNC4=O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1173055
Name	RUCAPARIB
Phase	Approved
Structure Type	MOL
InChI Key	HMABYWSNWIZPAG-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

AG-14447 Rucaparib

324

Targets

589

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

323.4

MW (Da)

2.98

ALogP

HBA

HBD

56.9

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2016
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

USAN Stem	-parib
USAN Year	2010

Extended Properties

Molecular Formula	C19H18FN3O
MW	323.37
Aromatic Rings	3
Heavy Atoms	24
NP-Likeness	0.04

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
PARP 1, 2 and 3 inhibitor	INHIBITOR	PARP 1, 2 and 3	✓	✓

Indications

Neoplasms Neoplasms Fallopian Tube Neoplasms Ovarian Neoplasms Peritoneal Neoplasms Prostatic Neoplasms, Castration-Resistant Biliary Tract Neoplasms Breast Neoplasms Carcinoma, Pancreatic Ductal Endometrial Neoplasms Hereditary Breast and Ovarian Cancer Syndrome Leiomyosarcoma Mesothelioma Pancreatic Neoplasms Retroviridae Infections Stomach Neoplasms Uterine Cervical Neoplasms Carcinoma, Non-Small-Cell Lung Small Cell Lung Carcinoma

ATC Classification

L01XK03

rucaparib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 564 meas. best 9.4

Ki 13 meas. best 9.15

Kd 7 meas. best 8.49

EC50 5 meas. best 8.33

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
DNA polymerase alpha catalytic subunit CHEMBL1828	IC50	9.4	9.4	0.4	1
Poly [ADP-ribose] polymerase 2 CHEMBL5366	IC50	9.4	8.4073	0.4	15
Poly [ADP-ribose] polymerase 1 CHEMBL3105	IC50	9.15	8.3716	0.7	25
Poly [ADP-ribose] polymerase 2 CHEMBL5366	Ki	9.15	9.15	0.7	1
Poly [ADP-ribose] polymerase 1 CHEMBL3105	Ki	8.85	8.8113	1.4	8
Poly [ADP-ribose] polymerase 1 CHEMBL3105	Kd	8.49	8.49	3.2	1
PARP 1, 2 and 3 CHEMBL3390820	EC50	8.33	8.33	4.7	1
MX1 CHEMBL613704	EC50	8.28	8.28	5.3	1
Poly [ADP-ribose] polymerase tankyrase-2 CHEMBL6154	IC50	7.85	6.95	14.0	4
Poly [ADP-ribose] polymerase 1 CHEMBL3105	EC50	7.77	7.77	17.0	1
Poly [ADP-ribose] polymerase tankyrase-1 CHEMBL6164	IC50	7.6	6.662	25.0	5
Poly [ADP-ribose] polymerase 2 CHEMBL5366	Kd	7.58	7.58	26.0	1
DLD-1 CHEMBL614285	IC50	7.57	7.57	27.0	1
Protein mono-ADP-ribosyltransferase PARP3 CHEMBL5083	IC50	7.55	6.945	28.0	4
Protein mono-ADP-ribosyltransferase PARP3 CHEMBL5083	Kd	6.57	6.57	267.0	1
Cyclin-dependent kinase 16 CHEMBL4597	IC50	6.42	6.42	381.0	1
Serine/threonine-protein kinase pim-3 CHEMBL5407	IC50	6.36	6.36	436.0	1
MHH-ES-1 CHEMBL1075505	IC50	6.3	6.3	500.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.3	6.3	501.2	1
Protein mono-ADP-ribosyltransferase PARP4 CHEMBL6142	Kd	6.3	6.3	503.0	1
Protein mono-ADP-ribosyltransferase PARP10 CHEMBL2429708	IC50	6.25	5.9425	562.3	4
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.21	6.21	609.0	1
COLO-800 CHEMBL2366224	IC50	6.2	6.2	632.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.13	5.92	747.0	2
Protein mono-ADP-ribosyltransferase PARP4 CHEMBL6142	IC50	6.08	6.08	831.8	2
NB69 CHEMBL1075510	IC50	6.02	6.02	945.5	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	5.9	5.9	1258.9	1
ES1 CHEMBL2366146	IC50	5.76	5.76	1727.8	1
A2780 CHEMBL614004	IC50	5.71	5.71	1940.9	1
RXF 393 CHEMBL614886	IC50	5.67	5.67	2127.2	1
EW-11 CHEMBL2366223	IC50	5.65	5.65	2252.9	1
GBM CHEMBL614570	IC50	5.65	4.96	2262.0	2
HGC-27 CHEMBL1075463	IC50	5.63	5.63	2335.7	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	5.63	5.63	2356.0	1
RH-1 CHEMBL2366078	IC50	5.6	5.6	2500.4	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	5.6	5.6	2511.9	1
U-118-MG CHEMBL1075602	IC50	5.56	5.56	2733.3	1
CAL-51 CHEMBL1075411	IC50	5.55	5.55	2846.2	1
Protein mono-ADP-ribosyltransferase PARP16 CHEMBL4105981	Kd	5.54	5.54	2900.0	1
NCI-H460 CHEMBL396	IC50	5.53	5.53	2956.6	1
PA-1 CHEMBL614949	IC50	5.52	5.52	3008.3	1
Protein mono-ADP-ribosyltransferase PARP10 CHEMBL2429708	Kd	5.51	5.51	3100.0	1
Protein mono-ADP-ribosyltransferase PARP9 CHEMBL4295895	Kd	5.51	5.51	3100.0	1
OVCAR-3 CHEMBL614213	IC50	5.48	5.06	3310.0	2
ES3 CHEMBL2366135	IC50	5.46	5.46	3478.6	1
MC-IXC CHEMBL1075495	IC50	5.45	5.45	3546.2	1
NCI-H1048 CHEMBL1075512	IC50	5.45	5.45	3544.3	1
EW-7 CHEMBL2366112	IC50	5.45	5.45	3570.7	1
U-251 CHEMBL615022	IC50	5.39	5.39	4071.9	1
769-P CHEMBL1075385	IC50	5.36	5.36	4334.9	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	5.5	mL.min-1.g-1	Homo sapiens
CL	12.02	uL.min-1.(10^6cells)-1	Rattus norvegicus
T1/2	9.5	hr	Homo sapiens
T1/2	17.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Poly [ADP-ribose] polymerase 2	IC50	=	0.4	nM	9.4	Inhibition of PARP2 (unknown origin)	35442700
DNA polymerase alpha catalytic subunit	IC50	=	0.4	nM	9.4	Inhibition of DNA polymerase alpha (unknown origin)	38516587
Poly [ADP-ribose] polymerase 2	IC50	=	0.5	nM	9.3	Inhibition of PARP2 (unknown origin)	31042381
Poly [ADP-ribose] polymerase 2	IC50	=	0.5	nM	9.3	Inhibition of human PARP2 using NAD+ as substrate incubated for 1 hr by ELISA	34656898
Poly [ADP-ribose] polymerase 2	IC50	=	0.5	nM	9.3	Inhibition of PARP2 (unknown origin)	33901899
Poly [ADP-ribose] polymerase 2	IC50	=	0.5	nM	9.3	Inhibition of PARP2 (unknown origin)	37843892
Poly [ADP-ribose] polymerase 2	IC50	=	0.5	nM	9.3	Inhibition of PARP-2 (unknown origin)	38776379
Poly [ADP-ribose] polymerase 2	IC50	=	0.5	nM	9.3	Inhibition of PARP2 (unknown origin)	38838546
Poly [ADP-ribose] polymerase 2	Ki	=	0.7	nM	9.15	Inhibition of N-terminal GST-tagged human PARP2 (2 to 583 residues) expressed in...	33120078
Poly [ADP-ribose] polymerase 1	IC50	=	0.7	nM	9.15	Inhibition of N-terminal GST-tagged human full length PARP1 (2 to 1041 residues)...	33120078
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of human PARP1	38838546
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of PARP-1 (unknown origin)	38776379
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of PARP1 (unknown origin)	37843892
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of PARP1 (unknown origin)	33901899
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of PARP1 (unknown origin)	35442700
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of human PARP1 using NAD+ as substrate incubated for 1 hr by ELISA	34656898
Poly [ADP-ribose] polymerase 1	IC50	=	0.8	nM	9.1	Inhibition of PARP1 (unknown origin)	31042381
Poly [ADP-ribose] polymerase 2	IC50	=	0.8	nM	9.1	Inhibition of N-terminal GST-tagged human PARP2 (2 to 583 residues) expressed in...	33120078
Poly [ADP-ribose] polymerase 1	IC50	=	0.8044	nM	9.1	Inhibition of PARP1 (unknown origin)	26342868
Poly [ADP-ribose] polymerase 1	Ki	=	1.4	nM	8.85	Inhibition of PARP1 (unknown origin)	27353531

Literature References

PubMed	DOI	Target Context	# Activities
28001384	10.1021/acs.jmedchem.6b00990	Poly [ADP-ribose] polymerase 1	6
33691794	10.1186/s13148-021-01037-1	A549	5
36989813	10.1016/j.ejmech.2023.115300	No relevant target	5
32527552	10.1016/j.bmcl.2020.127252	GBM	5
28001384	10.1021/acs.jmedchem.6b00990	Poly [ADP-ribose] polymerase 2	4
28001384	10.1021/acs.jmedchem.6b00990	Protein mono-ADP-ribosyltransferase PARP10	4
-	10.6019/CHEMBL3301361	ADMET	3
34570508	10.1021/acs.jmedchem.1c01012	Poly [ADP-ribose] polymerase 1	3
28001384	10.1021/acs.jmedchem.6b00990	Protein mono-ADP-ribosyltransferase PARP4	2
24900770	10.1021/ml400292s	Poly [ADP-ribose] polymerase tankyrase-2	2
28001384	10.1021/acs.jmedchem.6b00990	Protein mono-ADP-ribosyltransferase PARP15	2
28001384	10.1021/acs.jmedchem.6b00990	Protein mono-ADP-ribosyltransferase PARP16	2
28001384	10.1021/acs.jmedchem.6b00990	Protein mono-ADP-ribosyltransferase PARP3	2
28001384	10.1021/acs.jmedchem.6b00990	Poly [ADP-ribose] polymerase tankyrase-1	2
-	10.6019/CHEMBL3301361	No relevant target	2
28001384	10.1021/acs.jmedchem.6b00990	Poly [ADP-ribose] polymerase tankyrase-2	2
28001384	10.1021/acs.jmedchem.6b00990	Protein mono-ADP-ribosyltransferase PARP12	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
30684797	10.1016/j.ejmech.2019.01.024	Poly [ADP-ribose] polymerase 1	2

Data from ChEMBL 36 via Core Engine