Compound Detail

CHEMBL3545110

RIBOCICLIB

💊 Approved Drug

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💊 Approved Drug

CN(C)C(=O)c1cc2cnc(Nc3ccc(N4CCNCC4)cn3)nc2n1C1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3545110
Name	RIBOCICLIB
Phase	Approved
Structure Type	MOL
InChI Key	RHXHGRAEPCAFML-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Lee-011 LEE-011A LEE011 LEE011A NVP-LEE011 Ribociclib

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

434.6

MW (Da)

2.80

ALogP

HBA

HBD

91.2

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2017
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Natural Product First in Class

USAN Stem	-ciclib
USAN Year	2015

Extended Properties

Molecular Formula	C23H30N8O
MW	434.55
Aromatic Rings	3
Heavy Atoms	32
NP-Likeness	-1.43

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Cyclin-dependent kinase 4 inhibitor	INHIBITOR	Cyclin-dependent kinase 4	✓	✓
Cyclin-dependent kinase 6 inhibitor	INHIBITOR	Cyclin-dependent kinase 6	✓	✓

Indications

Breast Neoplasms Breast Neoplasms Breast Neoplasms Carcinoma Carcinoma, Hepatocellular Fallopian Tube Neoplasms Fallopian Tube Neoplasms Liposarcoma Liposarcoma Melanoma Neoplasms Neoplasms Neuroendocrine Tumors Neuroendocrine Tumors Ovarian Neoplasms Ovarian Neoplasms Sarcoma Teratoma Thymus Neoplasms Uterine Neoplasms

Activity Summary

IC50 56 meas. best 8.7

Kd 11 meas. best 6.61

EC50 3 meas. best 6.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-dependent kinase 4 CHEMBL331	IC50	8.7	8.1522	2.0	9
Cyclin-dependent kinase 6 CHEMBL2508	IC50	8.22	7.5178	6.0	9
Unchecked CHEMBL612545	IC50	8.0	7.705	10.0	2
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	8.0	7.6457	10.0	7
CDK4/Cyclin D3 CHEMBL3038472	IC50	7.89	7.89	13.0	3
CDK6/cyclin D1 CHEMBL2111455	IC50	7.71	7.465	19.5	2
CDK6/cyclin D3 CHEMBL2111448	IC50	7.55	7.28	28.0	3
CDK9/cyclin T1 CHEMBL2111389	IC50	6.71	6.385	197.0	4
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Kd	6.61	6.61	247.0	1
HepG2 CHEMBL395	EC50	6.54	6.54	286.2	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Kd	6.53	6.53	293.0	1
SEM CHEMBL4296493	EC50	6.34	6.34	460.5	1
KOPN-8 CHEMBL4296456	EC50	6.3	6.3	500.8	1
Cyclin-dependent kinase 6 CHEMBL2508	Kd	6.3	6.3	497.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	6.18	6.18	658.0	1
NCI-H1299 CHEMBL612255	IC50	5.63	5.3367	2349.0	3
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	5.6	5.6	2492.0	1
Cyclin-dependent kinase 9 CHEMBL3116	Kd	5.43	5.43	3708.0	1
Cyclin-dependent kinase 16 CHEMBL4597	Kd	5.42	5.42	3845.0	1
PC-9 CHEMBL614102	IC50	5.27	5.27	5342.0	1
T47D CHEMBL614361	IC50	5.21	5.21	6227.0	2
U-937 CHEMBL612794	IC50	5.19	5.19	6517.0	1
A549 CHEMBL392	IC50	5.13	5.13	7455.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	5.03	5.03	9311.0	1
Hep 3B2 CHEMBL4296437	IC50	5.03	5.03	9264.0	1
MIA PaCa-2 CHEMBL614725	IC50	4.97	4.97	10700.0	1
Ferrochelatase, mitochondrial CHEMBL3879831	Kd	4.91	4.91	12308.0	1
Mitogen-activated protein kinase kinase kinase 1 CHEMBL3956	Kd	4.9	4.9	12473.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Kd	4.6	4.6	25019.0	1
MDA-MB-231 CHEMBL400	IC50	4.56	4.43	27300.0	2
MCF7 CHEMBL387	IC50	4.31	4.31	48660.0	1
BXPC-3 CHEMBL614530	IC50	4.17	4.17	68370.0	1
CDK2/Cyclin A2 CHEMBL3038469	IC50	4.12	4.12	76000.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	4.12	4.12	76000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	446.72	ng.hr.mL-1	Rattus norvegicus
AUC	703.1	ng.hr.mL-1	Rattus norvegicus
CL	34.0	mL.min-1.kg-1	Rattus norvegicus
CL	348.0	mL.min-1.kg-1	Rattus norvegicus
F	31.0	%	Rattus norvegicus
F	-	%	Homo sapiens
T1/2	2.3	hr	Rattus norvegicus
T1/2	0.5	hr	Rattus norvegicus
T1/2	2.438	hr	Homo sapiens
T1/2	30.0	hr	Homo sapiens
Tmax	1.0	hr	Homo sapiens
Tmax	1.5	hr	Rattus norvegicus
Tmax	1.0	hr	Homo sapiens
Vd	1090.0	l	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 4	IC50	=	2.0	nM	8.7	Inhibition of CDK4 (unknown origin)	28911822
Cyclin-dependent kinase 4	IC50	=	2.14	nM	8.67	Inhibition Assay: LANCE method of PerkinElmer Inc. was used in the assay, and re...	-
Cyclin-dependent kinase 6	IC50	=	6.0	nM	8.22	Inhibition of CDK6 (unknown origin)	28911822
Cyclin-dependent kinase 4/cyclin D1	IC50	=	10.0	nM	8.0	Inhibition of CDK4/CyclinD1 (unknown origin)	31482107
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	Inhibition of CDK4 (unknown origin)	26115571
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	TR-FRET (Time-Resolved-Fluorescence Energy Transfer) Endpoint Assay: A 384-well ...	-
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	Inhibition of CDK4 (unknown origin)	30978559
Cyclin-dependent kinase 4/cyclin D1	IC50	=	10.0	nM	8.0	Inhibition of CDK4/CyclinD1 (unknown origin) assessed as reduction in retinoblas...	30978559
Unchecked	IC50	=	10.0	nM	8.0	Inhibition of CDK4/cyclin D (unknown origin)	35485642
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	Inhibition of CDK4 (unknown origin)	33540357
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	Affinity Biochemical interaction (Enzymatic activity assay) EUB0000686a CDK4	-
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	Inhibition of human CDK4 incubated for 18 hrs by microscopic analysis	33650861
Cyclin-dependent kinase 4	IC50	=	10.0	nM	8.0	Inhibition of CDK4 (unknown origin)	38852339
CDK4/Cyclin D3	IC50	=	13.0	nM	7.89	Inhibition of recombinant full-length human CDK4/cyclinD3 using Rb fragment as s...	31376566
CDK4/Cyclin D3	IC50	=	13.0	nM	7.89	Inhibition of recombinant human full length N-terminal GST-tagged CDK4/Cyclin-D3...	29518312
CDK4/Cyclin D3	IC50	=	13.0	nM	7.89	Inhibition of human CDK4/CyclinD3 by enzymatic radiometric assay	28651979
CDK6/cyclin D1	IC50	=	19.5	nM	7.71	Inhibition of CDK6/cyclin D1 (unknown origin)	33316409
Cyclin-dependent kinase 4/cyclin D1	IC50	=	22.5	nM	7.65	Inhibition of CDK4/cyclin D1 (unknown origin)	33316409
Cyclin-dependent kinase 6	IC50	=	26.9	nM	7.57	Inhibition Assay: LANCE method of PerkinElmer Inc. was used in the assay, and re...	-
CDK6/cyclin D3	IC50	=	28.0	nM	7.55	Inhibition of CDK6/Cyclin-D3 (unknown origin) using histoneH1 as substrate after...	29247857

Literature References

PubMed	DOI	Target Context	# Activities
29407975	10.1016/j.ejmech.2018.01.004	KOPN-8	16
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL4689842	U2OS	10
30978559	10.1016/j.ejmech.2019.03.064	ADMET	10
33316409	10.1016/j.bmcl.2020.127725	MIA PaCa-2	10
-	10.6019/CHEMBL4689842	HEK-293T	9
31376566	10.1016/j.ejmech.2019.07.038	NCI-H1299	9
31482107	10.1038/s41523-019-0121-y	ADMET	7
-	10.6019/CHEMBL4689842	Fibroblast	7
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
31376566	10.1016/j.ejmech.2019.07.038	A549	6
28651979	10.1016/j.bmcl.2017.06.041	T47D	6
29407975	10.1016/j.ejmech.2018.01.004	SUP-B15	5
29191878	10.1126/science.aan4368	Unchecked	4
33316409	10.1016/j.bmcl.2020.127725	ADMET	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL4651402	SARS-CoV-2	4
29518312	10.1021/acs.jmedchem.8b00209	4T1	4
25852058	10.1158/1535-7163.mct-14-0793	Retinoblastoma-associated protein	3

Data from ChEMBL 36 via Core Engine