Compound Detail

CHEMBL451887

CARFILZOMIB

💊 Approved Drug

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💊 Approved Drug

CC(C)C[C@H](NC(=O)[C@H](CCc1ccccc1)NC(=O)CN1CCOCC1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)[C@@]1(C)CO1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL451887
Name	CARFILZOMIB
Phase	Approved
Structure Type	BOTH
InChI Key	BLMPQMFVWMYDKT-NZTKNTHTSA-N
Therapeutic	✓ Yes

Known Names

Carfilzomib Kyprolis NSC-758252 PR-171

Targets

106

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

719.9

MW (Da)

2.58

ALogP

HBA

HBD

158.5

PSA (Å²)

0.15

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Protein
First Approval	2009
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product

USAN Stem	-zomib
USAN Year	2006

Extended Properties

Molecular Formula	C40H57N5O7
MW	719.92
Aromatic Rings	2
Heavy Atoms	52
NP-Likeness	-0.17

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
26S proteasome inhibitor	INHIBITOR	26S proteasome	✓	✓

Indications

Multiple Myeloma Neoplasms Neoplasms Bronchiolitis Obliterans Syndrome Carcinoma, Neuroendocrine Kidney Neoplasms Lymphoma Lymphoma, Follicular Lymphoma, Follicular Lymphoma, Mantle-Cell Prostatic Neoplasms, Castration-Resistant Smoldering Multiple Myeloma Waldenstrom Macroglobulinemia Amyloidosis Carcinoma, Non-Small-Cell Lung Hodgkin Disease Immunoglobulin Light-chain Amyloidosis Leukemia Leukemia, Lymphocytic, Chronic, B-Cell Leukemia, Myeloid, Acute

ATC Classification

L01XG02

carfilzomib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 103 meas. best 8.83

Ki 3 meas. best 7.59

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.83	7.9876	1.5	21
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.82	7.7114	1.5	7
MM1.S CHEMBL4296471	IC50	8.82	8.4333	1.5	3
RPMI-8226 CHEMBL614882	IC50	8.7	8.09	2.0	8
Proteasome Macropain subunit MB1 CHEMBL4662	IC50	8.68	8.1846	2.1	13
Proteasome subunit beta type-8 CHEMBL5620	IC50	8.49	7.725	3.2	6
MCF7 CHEMBL387	IC50	8.39	8.39	4.1	1
MDA-MB-231 CHEMBL400	IC50	8.36	8.36	4.4	1
CCRF-CEM CHEMBL382	IC50	8.21	8.21	6.1	1
20S proteasome CHEMBL3831201	IC50	8.15	7.308	7.0	5
26S proteasome CHEMBL2364701	IC50	8.07	8.07	8.6	1
HCT-116 CHEMBL394	IC50	8.02	7.865	9.6	2
Proteasome subunit beta type-10 CHEMBL3317334	IC50	7.89	7.05	13.0	2
NCI-H929 CHEMBL4296391	IC50	7.86	7.395	13.9	2
HMC3 CHEMBL6066733	IC50	7.8	7.8	16.0	1
NCI-H23 CHEMBL614997	IC50	7.75	7.75	18.0	1
LP-1 CHEMBL2366066	IC50	7.64	7.64	22.7	1
A-431 CHEMBL614069	IC50	7.62	7.62	23.8	1
PC-3 CHEMBL390	IC50	7.62	7.62	23.9	1
Unchecked CHEMBL612545	Ki	7.59	7.59	25.5	1
RKO CHEMBL614879	IC50	7.57	7.57	27.1	1
Proteasome CHEMBL612443	IC50	7.48	7.48	33.0	1
U-266 CHEMBL2366315	IC50	7.45	7.45	35.7	1
Proteasome subunit beta type-7 CHEMBL3347256	IC50	7.37	7.37	43.0	1
A549 CHEMBL392	IC50	7.36	7.36	43.3	1
ARPE-19 CHEMBL4296399	IC50	7.24	7.24	58.0	1
Proteasome subunit beta type-9 CHEMBL1944495	IC50	7.16	6.1033	69.0	3
Glutathione S-transferase omega-1 CHEMBL3174	IC50	6.82	6.82	150.0	1
Proteasome Macropain subunit CHEMBL3492	IC50	6.69	5.878	203.0	5
Cytochrome P450 3A CHEMBL2364675	IC50	6.31	5.54	490.0	2
NCI-H727 CHEMBL1075545	IC50	6.21	6.21	610.2	1
Proteasome subunit beta type-6 CHEMBL1944496	IC50	6.05	6.05	890.0	1
MGC-803 CHEMBL3706566	IC50	6.03	6.03	934.0	1
Proteasome component C5 CHEMBL4208	IC50	5.84	5.6933	1452.0	3
Cytochrome P450 3A CHEMBL2364675	Ki	4.96	4.96	11000.0	2
Cathepsin B CHEMBL4072	IC50	4.96	4.96	11000.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.04	4.04	92100.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	238.0	ng.hr.mL-1	Homo sapiens
AUC	301.0	ng.hr.mL-1	Homo sapiens
AUC	238.0	ng.hr.mL-1	Homo sapiens
AUC	301.0	ng.hr.mL-1	Homo sapiens
AUC	357.08	ng.hr.mL-1	Mus musculus
AUC	355.18	ng.hr.mL-1	Mus musculus
AUC	343.0	ng.hr.mL-1	Rattus norvegicus
CL	136.0	L/hr	Homo sapiens
CL	146.0	L/hr	Homo sapiens
CL	2231.0	mL.min-1.kg-1	Rattus norvegicus
CL	4104.0	mL.min-1.kg-1	Mus musculus
CL	5673.0	mL.min-1.kg-1	Canis lupus familiaris
CL	1386.0	mL.min-1.kg-1	Macaca mulatta
CL	4847.0	mL.min-1.kg-1	Homo sapiens
CL	233400.0	mL.min-1.kg-1	Mus musculus
CL	195.0	mL.min-1.kg-1	Rattus norvegicus
CL	931.0	mL.min-1.kg-1	Homo sapiens
Cmax	3833.76	nM	Homo sapiens
Cmax	5149.18	nM	Homo sapiens
Cmax	38643.18	nM	Rattus norvegicus
MRT	0.0595	hr	Mus musculus
T1/2	1.0	hr	Homo sapiens
T1/2	1.1	hr	Homo sapiens
T1/2	0.08333	hr	Homo sapiens
T1/2	1.0	hr	Homo sapiens
T1/2	0.01033	hr	Rattus norvegicus
T1/2	0.005667	hr	Mus musculus
T1/2	0.004067	hr	Canis lupus familiaris
T1/2	0.01667	hr	Macaca mulatta
T1/2	0.004767	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	1.47	nM	8.83	PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c...	-
NON-PROTEIN TARGET	IC50	=	1.5	nM	8.82	Antiproliferative activity against human MM1S cells measured after 72 hrs by MTS...	27765408
MM1.S	IC50	=	1.5	nM	8.82	Cytotoxicity against human MM1S cells measured after 72 hrs by MTS assay	28027531
Unchecked	IC50	=	1.73	nM	8.76	PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (...	-
Unchecked	IC50	=	1.8	nM	8.74	Antiproliferative activity against human MM1R cells after 72 hrs by MTS assay	30639896
RPMI-8226	IC50	=	2.0	nM	8.7	Antiproliferative activity against human RPMI8226 cells after 72 hrs by MTS assa...	30611983
RPMI-8226	IC50	=	2.1	nM	8.68	Antiproliferative activity against human RPMI8226 cells after 72 hrs by MTS assa...	30639896
Proteasome Macropain subunit MB1	IC50	=	2.1	nM	8.68	Inhibition of human 20S proteasome beta5 subunit using Suc-LLVY-AMC as substrate...	34228444
MM1.S	IC50	=	2.3	nM	8.64	Antiproliferative activity against human MM1S cells after 72 hrs by MTS assay	30639896
Proteasome Macropain subunit MB1	IC50	=	2.7	nM	8.57	Inhibition of 20S proteasome beta5 subunit in human RPMI8226 cell lysate using S...	30964987
Unchecked	IC50	=	3.18	nM	8.5	PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co...	-
Proteasome subunit beta type-8	IC50	=	3.2	nM	8.49	Inhibition of human 20S immunoproteasome beta-5i subunit using Suc-LLVY-AMC as s...	34228444
Unchecked	IC50	=	3.94	nM	8.4	PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf...	-
MCF7	IC50	=	4.1	nM	8.39	Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay	30165344
MDA-MB-231	IC50	=	4.4	nM	8.36	Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay	30165344
Proteasome Macropain subunit MB1	IC50	=	5.0	nM	8.3	Inhibition of human chymotrypsin-like activity of 20S constitutive proteasome us...	30391816
Proteasome Macropain subunit MB1	IC50	=	5.0	nM	8.3	Inhibition of 20s constitutive proteasome beta-5c (unknown origin)	38214982
Unchecked	IC50	=	5.0	nM	8.3	Inhibition of proteasome (unknown origin)	25769015
Unchecked	IC50	=	5.1	nM	8.29	Inhibition of chymotrypsin-like activity of 20S proteasome in human MOLT4 cells ...	19348473
Unchecked	IC50	=	5.2	nM	8.28	Inhibition of chymotrypsin-like activity of human 20S proteasome beta 5 subunit ...	19348473

Literature References

PubMed	DOI	Target Context	# Activities
23118326	10.1124/dmd.112.047662	Cytochrome P450 3A	16
27994734	10.1021/acsmedchemlett.6b00217	NON-PROTEIN TARGET	12
23118326	10.1124/dmd.112.047662	Homo sapiens	10
31383629	10.1016/j.bmc.2019.07.044	ADMET	10
30639896	10.1016/j.ejmech.2018.12.064	ADMET	9
38636481	10.1021/acs.jmedchem.3c02488	ADMET	8
23118326	10.1124/dmd.112.047662	Plasma	6
19348473	10.1021/jm801329v	Unchecked	6
32146375	10.1016/j.ejmech.2020.112160	ADMET	6
27994734	10.1021/acsmedchemlett.6b00217	Unchecked	6
23118326	10.1124/dmd.112.047662	ADMET	5
19348473	10.1021/jm801329v	Mus musculus	5
31476112	10.15252/emmm.201809930	Proteasome	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
26985310	10.1021/acsmedchemlett.5b00401	Unchecked	4
27784673	10.1182/blood-2016-08-731240	Myc proto-oncogene protein	4
33223460	10.1016/j.bmc.2020.115867	RPMI-8226	4
30373366	10.1021/acs.jmedchem.8b01161	Unchecked	3
23118326	10.1124/dmd.112.047662	Cytochrome P450 2C19	3
23118326	10.1124/dmd.112.047662	Hepatocyte	3

Data from ChEMBL 36 via Core Engine