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Compound Detail

CHEMBL189963

PALBOCICLIB
💊 Approved Drug
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💊 Approved Drug
CC(=O)c1c(C)c2cnc(Nc3ccc(N4CCNCC4)cn3)nc2n(C2CCCC2)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL189963
Name PALBOCICLIB
Phase Approved
Structure Type MOL
InChI Key AHJRHEGDXFFMBM-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Ibrance Palbociclib PD-0332991
538
Targets
836
Activities
4
Assay Types
6
PK Parameters
20
Publications
3
Known Names
20
Indications
2
Mechanisms

Molecular Properties

447.5
MW (Da)
2.97
ALogP
9
HBA
2
HBD
105.0
PSA (Ų)
0.58
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2015
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product First in Class Chemical Probe
USAN Stem -ciclib
USAN Year 2012

Extended Properties

Molecular Formula C24H29N7O2
MW 447.54
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.06

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
CDK6/cyclin D1 inhibitor INHIBITOR CDK6/cyclin D1 ✓ ✓
Cyclin-dependent kinase 4/cyclin D1 inhibitor INHIBITOR Cyclin-dependent kinase 4/cyclin D1 ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Breast Neoplasms Breast Neoplasms Neoplasms Neoplasms Carcinoma, Squamous Cell Carcinoma, Squamous Cell Carcinoma, Squamous Cell Sarcoma Sarcoma Adenocarcinoma Carcinoma, Hepatocellular Carcinoma, Intraductal, Noninfiltrating Carcinoma, Non-Small-Cell Lung Carcinoma, Renal Cell Carcinoma, Renal Cell Chordoma Colonic Neoplasms Endometrial Neoplasms

ATC Classification

L01EF01
palbociclib
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 733 meas. best 9.37
Kd 49 meas. best 8.22
Ki 40 meas. best 9.7
EC50 14 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK6/cyclin D1
CHEMBL2111455
 Ki 9.7 9.645 0.2 2
CDK4/Cyclin D3
CHEMBL3038472
 Ki 9.59 9.59 0.3 1
CDK6/cyclin D1
CHEMBL2111455
 IC50 9.37 8.3027 0.4 11
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 Ki 9.1 8.81 0.8 2
CDK4/Cyclin D3
CHEMBL3038472
 IC50 9.01 8.4417 1.0 6
CDK9/cyclin T1
CHEMBL2111389
 IC50 9.0 6.8933 1.0 3
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 8.89 8.0462 1.3 21
CDK6/cyclin D3
CHEMBL2111448
 IC50 8.4 7.9314 4.0 7
Stimulator of interferon genes protein
CHEMBL4523377
 Kd 8.22 8.22 6.0 1
Cyclin-dependent kinase 4
CHEMBL331
 IC50 8.09 7.2528 8.2 32
CDK6/cyclin D2
CHEMBL3301386
 IC50 8.05 7.8725 9.0 4
Unchecked
CHEMBL612545
 IC50 8.05 7.025 9.0 8
Cyclin-dependent kinase 6
CHEMBL2508
 IC50 8.03 7.116 9.3 30
Cyclin-dependent kinase 2
CHEMBL301
 IC50 8.0 8.0 10.0 1
Cyclin-dependent kinase 4/cyclin D
CHEMBL2095942
 IC50 7.96 7.925 11.0 2
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.8 7.2133 16.0 3
Human alphaherpesvirus 1
CHEMBL377
 EC50 7.7 7.7 20.0 2
Dual specificity protein kinase CLK4
CHEMBL4203
 Ki 7.7 7.7 19.9 2
CDK6/cyclin D3
CHEMBL2111448
 Ki 7.57 7.57 27.0 1
COLO 205
CHEMBL614561
 IC50 7.44 6.98 36.0 2
Cyclin-dependent kinase 6
CHEMBL2508
 Kd 7.4 7.2133 40.1 3
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 7.2 7.2 63.1 1
MCF7
CHEMBL387
 IC50 7.07 5.8657 85.2 7
MOLM-13
CHEMBL3706572
 IC50 7.02 7.02 96.0 2
P12-Ichikawa
CHEMBL614660
 IC50 7.02 7.02 96.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 Ki 7.0 7.0 100.0 2
Unchecked
CHEMBL612545
 Kd 6.98 6.12 104.0 6
Death-associated protein kinase 3
CHEMBL2468
 Ki 6.9 6.9 125.9 2
Rho-associated protein kinase 2
CHEMBL2973
 Ki 6.9 6.9 125.9 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.86 6.5733 137.0 3
U-937
CHEMBL612794
 IC50 6.85 6.85 140.0 1
697
CHEMBL2366253
 IC50 6.83 6.83 148.4 1
MDA-MB-435
CHEMBL614697
 IC50 6.8 6.8 160.0 2
NB69
CHEMBL1075510
 IC50 6.79 6.79 161.8 1
EOL1
CHEMBL614489
 IC50 6.73 6.73 187.3 1
BHT-101
CHEMBL1075398
 IC50 6.7 6.7 198.2 1
CDK9/cyclin T1
CHEMBL2111389
 Ki 6.7 6.57 201.0 2
MM1.S
CHEMBL4296471
 IC50 6.7 6.7 200.0 1
Phosphatidylinositol 5-phosphate 4-kinase type-2 alpha
CHEMBL1795194
 IC50 6.68 6.68 208.0 1
Phosphatidylinositol 5-phosphate 4-kinase type-2 alpha
CHEMBL1795194
 Kd 6.68 6.68 208.0 2
SK-NEP-1
CHEMBL1075580
 IC50 6.66 6.66 220.0 1
MHH-NB-11
CHEMBL2366185
 IC50 6.66 6.66 220.2 1
NCI-H3122
CHEMBL4296475
 IC50 6.66 6.6333 220.0 3
CDK2/Cyclin A2
CHEMBL3038469
 IC50 6.64 5.978 230.0 5
ASPC1
CHEMBL612588
 IC50 6.6 6.6 252.5 1
LAMA-84
CHEMBL2366090
 IC50 6.59 6.59 258.2 1
ES1
CHEMBL2366146
 IC50 6.59 6.59 256.2 1
MOLT-16
CHEMBL2366362
 IC50 6.59 6.59 258.5 1
NCI-H1299
CHEMBL612255
 IC50 6.57 5.91 270.0 4
ES7
CHEMBL2366297
 IC50 6.56 6.56 273.1 1

Pharmacokinetic Data

Parameter Value Units Species
F 46.0 % Homo sapiens
F 46.0 % Homo sapiens
T1/2 29.0 hr Homo sapiens
Tmax 6.0 hr Homo sapiens
Tmax 6.0 hr Homo sapiens
Vd 2583.0 l Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK6/cyclin D1 Ki = 0.2 nM 9.7 Inhibition of CDK6/cyclin D1 (unknown origin) assessed as reduction in substrate... 34110834
CDK4/Cyclin D3 Ki = 0.26 nM 9.59 Selectivity interaction (Biochemical dose-responce assay (Carna Biosciences, Mob... -
CDK6/cyclin D1 Ki = 0.26 nM 9.59 Selectivity interaction (Biochemical dose-responce assay (Carna Biosciences, Mob... -
CDK6/cyclin D1 IC50 = 0.43 nM 9.37 Inhibition of human CDK6/cyclin D1 preincubated with compound for 20 mins follow... 29133594
Cyclin-dependent kinase 4/cyclin D1 Ki = 0.8 nM 9.1 Inhibition of CDK4/cyclin D1 (unknown origin) assessed as reduction in substrate... 34110834
CDK4/Cyclin D3 IC50 = 0.98 nM 9.01 Selectivity interaction (Biochemical dose-response assay (Carna Biosciences)) EU... -
CDK6/cyclin D1 IC50 = 0.99 nM 9.0 Inhibition of CDK6/Cyclin D1 (unknown origin) 38670537
CDK9/cyclin T1 IC50 = 1.0 nM 9.0 Selectivity interaction (Biochemical dose-response assay (Carna Biosciences)) EU... -
Cyclin-dependent kinase 4/cyclin D1 IC50 = 1.3 nM 8.89 Inhibition of human CDK4/cyclin D1 preincubated with compound for 20 mins follow... 29133594
CDK6/cyclin D1 IC50 = 2.0 nM 8.7 Selectivity interaction (NanoBRET assay in HEK293T cells) EUB0001326b CDK6 -
Cyclin-dependent kinase 4/cyclin D1 IC50 = 2.0 nM 8.7 Inhibition of CDK4/cyclin D1 (unknown origin) using Rb as substrate after 60 min... 24641103
Cyclin-dependent kinase 4/cyclin D1 Ki = 3.0 nM 8.52 Inhibition of CDK4/cyclin D1 (unknown origin) in presence of [gamma-33P]-ATP by ... 28156111
CDK6/cyclin D1 IC50 = 3.0 nM 8.52 Inhibition of CDK6/Cyclin D1 in human MCF7 cells 38670537
CDK6/cyclin D1 IC50 = 3.0 nM 8.52 Inhibition of CDK6/cyclin D1 (unknown origin) 36130661
CDK4/Cyclin D3 IC50 = 3.2 nM 8.49 Inhibition of recombinant human full-length N-terminal GST-fused CDK4 (1 to 303 ... 32200202
CDK4/Cyclin D3 IC50 = 3.2 nM 8.49 Inhibition of human full-length N-terminal GST tagged CDK6 (1 to 326 residues)/G... 32200202
CDK4/Cyclin D3 IC50 = 3.44 nM 8.46 Inhibition of CDK4/Cyclin D3 (unknown origin) by mobility shift assay 33857728
CDK6/cyclin D1 IC50 = 3.76 nM 8.43 Inhibition of CDK6/cyclinD1 (unknown origin) 24417566
CDK6/cyclin D3 IC50 = 4.0 nM 8.4 Selectivity interaction (Biochemical dose-response assay (Carna Biosciences)) EU... -
Cyclin-dependent kinase 4/cyclin D1 IC50 = 4.84 nM 8.31 Inhibition of CDK4/Cyclin D1 (unknown origin) 38670537

Literature References

PubMed DOI Target Context # Activities
28156111 10.1021/acs.jmedchem.6b01670 MV4-11 38
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase ABL1 30
- 10.6019/CHEMBL5465560 Epidermal growth factor receptor 25
- 10.6019/CHEMBL5465560 Receptor-type tyrosine-protein kinase FLT3 24
- 10.6019/CHEMBL5444388 Cyclin-dependent kinase 4 23
- 10.6019/CHEMBL5444388 Cyclin-dependent kinase 6 23
- 10.6019/CHEMBL5465560 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 20
- 10.6019/CHEMBL5465560 Mast/stem cell growth factor receptor Kit 18
36574496 10.1021/acs.jmedchem.2c01648 B16-F10 15
33857728 10.1016/j.ejmech.2021.113432 MDA-MB-231 14
- 10.6019/CHEMBL5465560 Unchecked 11
- 10.6019/CHEMBL5303304 HEK-293T 11
37011445 10.1016/j.bmc.2023.117263 MDA-MB-231 9
- 10.6019/CHEMBL5303304 U2OS 9
32129996 10.1021/acs.jmedchem.9b02121 MDA-MB-231 8
- 10.6019/CHEMBL5465560 Proto-oncogene tyrosine-protein kinase receptor Ret 8
31482107 10.1038/s41523-019-0121-y ADMET 7
25852058 10.1158/1535-7163.mct-14-0793 Unchecked 7
29133594 10.1158/1541-7786.mcr-17-0468 Glycogen synthase kinase-3 beta 7
- 10.6019/CHEMBL5465560 Cyclin-dependent kinase 4/cyclin D1 7

Data from ChEMBL 36 via Core Engine