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Compound Detail

CHEMBL1201748

CABAZITAXEL
💊 Approved Drug
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💊 Approved Drug
CO[C@H]1C(=O)[C@]2(C)[C@@H](OC)C[C@H]3OC[C@@]3(OC(C)=O)[C@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c3ccccc3)C(C)=C1C2(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1201748
Name CABAZITAXEL
Phase Approved
Structure Type MOL
InChI Key BMQGVNUXMIRLCK-OAGWZNDDSA-N
Therapeutic ✓ Yes

Known Names

Cabazitaxel Cabazitaxel accord Cabazitaxel acetonate Jevtana Jevtana kit NSC-761432 TXD 258 TXD-258 TXD258 XRP 6258 XRP-6258 XRP6258
9
Targets
10
Activities
1
Assay Types
0
PK Parameters
20
Publications
12
Known Names
20
Indications
1
Mechanisms

Molecular Properties

835.9
MW (Da)
4.57
ALogP
14
HBA
3
HBD
202.4
PSA (Ų)
0.17
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2010
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -taxel
USAN Year 2010

Extended Properties

Molecular Formula C45H57NO14
MW 835.94
Aromatic Rings 2
Heavy Atoms 60
NP-Likeness 1.81

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓

Indications

Neoplasms Neoplasms Prostatic Neoplasms Prostatic Neoplasms Prostatic Neoplasms Prostatic Neoplasms Prostatic Neoplasms, Castration-Resistant Prostatic Neoplasms, Castration-Resistant Adrenal Cortex Neoplasms Breast Neoplasms Carcinoma, Non-Small-Cell Lung Carcinoma, Squamous Cell Carcinoma, Transitional Cell Colorectal Neoplasms Glioblastoma Head and Neck Neoplasms Liposarcoma Ovarian Neoplasms Penile Neoplasms Small Cell Lung Carcinoma

ATC Classification

L01CD04
cabazitaxel
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 10 meas. best 9.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-H524
CHEMBL2366342
 IC50 9.59 9.59 0.3 1
A549
CHEMBL392
 IC50 8.83 8.325 1.5 2
MES-SA/Dx5
CHEMBL613827
 IC50 7.82 7.82 15.0 1
KB
CHEMBL398
 IC50 7.7 7.7 20.0 1
HCT-116
CHEMBL394
 IC50 7.54 7.54 29.0 1
A549/TR
CHEMBL4483226
 IC50 7.2 7.2 62.5 1
LoVo
CHEMBL614721
 IC50 7.2 7.2 63.0 1
Unchecked
CHEMBL612545
 IC50 6.81 6.81 155.5 1
HCT-8
CHEMBL613510
 IC50 6.27 6.27 532.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NCI-H524 IC50 = 0.26 nM 9.59 Cytotoxicity in human NCI-H524 cells pre-incubated for 2 hrs followed by compoun... 30735385
A549 IC50 = 1.48 nM 8.83 Cytotoxicity against human A549 cells 28850227
MES-SA/Dx5 IC50 = 15.0 nM 7.82 Growth inhibition of human MES-SA/Dx5 cells after 72 hrs by SRB assay 29251920
A549 IC50 = 15.0 nM 7.82 Cytotoxicity against human A549 cells assessed as inhibition of cell growth meas... 34058663
KB IC50 = 20.0 nM 7.7 Cytotoxicity against human KB cells assessed as inhibition of cell growth measur... 34058663
HCT-116 IC50 = 29.0 nM 7.54 Antiproliferative activity against human HCT-116 cells measured after 48 hrs by ... 38142509
A549/TR IC50 = 62.5 nM 7.2 Cytotoxicity against human A549/Taxol cells assessed as inhibition of cell growt... 34058663
LoVo IC50 = 63.0 nM 7.2 Antiproliferative activity against human LoVo cells measured after 48 hrs by MTT... 38142509
Unchecked IC50 = 155.5 nM 6.81 Cytotoxicity against human KB/VCR cells assessed as inhibition of cell growth me... 34058663
HCT-8 IC50 = 532.0 nM 6.27 Antiproliferative activity against human HCT-8 cells measured after 48 hrs by MT... 38142509

Literature References

PubMed DOI Target Context # Activities
34058663 10.1016/j.bmc.2021.116224 A549 5
24405702 10.1016/j.bmcl.2013.12.083 NON-PROTEIN TARGET 5
34058663 10.1016/j.bmc.2021.116224 Unchecked 3
24405702 10.1016/j.bmcl.2013.12.083 K562 1
29251920 10.1021/acs.jmedchem.7b01457 MES-SA/Dx5 1
28850227 10.1021/acs.jmedchem.7b00315 A549 1
38142509 10.1016/j.ejmech.2023.116040 HCT-8 1
24405702 10.1016/j.bmcl.2013.12.083 HeLa 1
24405702 10.1016/j.bmcl.2013.12.083 HL-60 1
24405702 10.1016/j.bmcl.2013.12.083 A-431 1
24405702 10.1016/j.bmcl.2013.12.083 MCF7 1
24405702 10.1016/j.bmcl.2013.12.083 DU-145 1
24332858 10.1016/j.bmc.2013.11.037 Caco-2 1
24332858 10.1016/j.bmc.2013.11.037 A2780 1
24332858 10.1016/j.bmc.2013.11.037 HeLa 1
24332858 10.1016/j.bmc.2013.11.037 MCF7 1
24332858 10.1016/j.bmc.2013.11.037 NCI-H460 1
24332858 10.1016/j.bmc.2013.11.037 A-375 1
24332858 10.1016/j.bmc.2013.11.037 HT-29 1
24332858 10.1016/j.bmc.2013.11.037 HL-60 1

Data from ChEMBL 36 via Core Engine