Compound Detail

CHEMBL252164

LUMINESPIB

🧪 Phase II

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🧪 Phase II

CCNC(=O)c1noc(-c2cc(C(C)C)c(O)cc2O)c1-c1ccc(CN2CCOCC2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL252164
Name	LUMINESPIB
Phase	Phase II
Structure Type	MOL
InChI Key	NDAZATDQFDPQBD-UHFFFAOYSA-N

Known Names

Luminespib NVP-AUY-922 NVP-AUY922-NX VER-52296

679

Targets

741

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

465.6

MW (Da)

4.13

ALogP

HBA

HBD

108.1

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Chemical Probe

USAN Stem	-espib
USAN Year	2013

Extended Properties

Molecular Formula	C26H31N3O5
MW	465.55
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-0.65

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Heat shock protein HSP90 inhibitor	INHIBITOR	Heat shock protein HSP90	✓	✓

Indications

Carcinoma, Non-Small-Cell Lung Gastrointestinal Stromal Tumors Lymphoma Myeloproliferative Disorders Stomach Neoplasms Adenocarcinoma of Lung Breast Neoplasms Carcinoma, Squamous Cell Colonic Neoplasms Colorectal Neoplasms Multiple Myeloma Neoplasms Rectal Neoplasms

Activity Summary

IC50 729 meas. best 9.9

Ki 9 meas. best 10.19

EC50 2 meas. best 8.15

Kd 1 meas. best 8.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Heat shock protein HSP 90-beta CHEMBL4303	Ki	10.19	9.285	0.1	4
CMK CHEMBL2366177	IC50	9.9	9.9	0.1	1
MV4-11 CHEMBL613835	IC50	9.25	9.25	0.6	1
NALM-6 CHEMBL614187	IC50	9.07	9.07	0.8	1
A2780 CHEMBL614004	IC50	9.0	8.33	1.0	3
HOS CHEMBL614736	IC50	8.86	8.86	1.4	1
HT-144 CHEMBL2366291	IC50	8.81	8.81	1.5	1
Heat shock protein HSP 90-beta CHEMBL4303	Kd	8.77	8.77	1.7	1
SW1710 CHEMBL1075590	IC50	8.73	8.73	1.9	1
Heat shock protein HSP 90-alpha CHEMBL3880	Ki	8.7	8.2667	2.0	3
TE-8 CHEMBL2366182	IC50	8.62	8.62	2.4	1
NCI-H460 CHEMBL396	IC50	8.62	8.274	2.4	5
ES1 CHEMBL2366146	IC50	8.57	8.57	2.7	1
CCF-STTG1 CHEMBL1075419	IC50	8.53	8.53	3.0	1
PSN1 CHEMBL614241	IC50	8.5	8.5	3.2	1
CAL-51 CHEMBL1075411	IC50	8.49	8.49	3.2	1
MCF7 CHEMBL387	IC50	8.47	8.33	3.3	2
SK-HEP1 CHEMBL614912	IC50	8.47	8.47	3.4	1
Endoplasmin CHEMBL1075323	Ki	8.4	8.4	4.0	1
LCLC-103H cell line CHEMBL614066	IC50	8.37	8.37	4.3	1
MES-SA CHEMBL614343	IC50	8.35	8.35	4.5	1
HMV-2 cell line CHEMBL614826	IC50	8.35	8.35	4.5	1
SK-LMS-1 CHEMBL2366096	IC50	8.34	8.34	4.6	1
DU-145 CHEMBL613508	IC50	8.33	7.9667	4.7	3
639-V CHEMBL1075383	IC50	8.31	8.31	4.9	1
SIG-M5 CHEMBL2366251	IC50	8.31	8.31	4.9	1
LOUCY CHEMBL2366252	IC50	8.3	8.3	5.0	1
HSC-2 CHEMBL1075468	IC50	8.29	8.29	5.2	1
EW-13 CHEMBL2366124	IC50	8.29	8.29	5.2	1
RT-112 CHEMBL614145	IC50	8.27	8.27	5.4	1
NKM-1 CHEMBL2366133	IC50	8.26	8.26	5.5	1
KYSE-180 CHEMBL1075485	IC50	8.23	8.23	5.9	1
SW1783 CHEMBL1075591	IC50	8.23	8.23	5.9	1
A-431 CHEMBL614069	IC50	8.22	8.22	6.1	1
Capan-2 CHEMBL1075417	IC50	8.2	8.2	6.4	1
RPMI-7951 CHEMBL612447	IC50	8.2	8.2	6.3	1
SK-OV-3 CHEMBL614925	IC50	8.2	8.2	6.3	1
HSC-3 CHEMBL612279	IC50	8.19	8.19	6.4	1
786-0 CHEMBL613102	IC50	8.18	8.18	6.6	1
Daoy CHEMBL612519	IC50	8.16	8.16	7.0	1
KGN CHEMBL2366154	IC50	8.15	8.15	7.0	1
Heat shock protein HSP 90-alpha CHEMBL3880	EC50	8.15	8.15	7.0	1
HCC827 CHEMBL4296422	IC50	8.15	8.15	7.0	1
Heat shock protein HSP 90-beta CHEMBL4303	IC50	8.15	7.7111	7.0	9
EW-16 CHEMBL2366358	IC50	8.13	8.13	7.5	1
EW-7 CHEMBL2366112	IC50	8.12	8.12	7.5	1
Heat shock protein HSP 90-alpha CHEMBL3880	IC50	8.11	7.4469	7.8	13
HeLa CHEMBL399	IC50	8.11	8.11	7.7	1
8505C CHEMBL1075387	IC50	8.09	8.09	8.2	1
A549 CHEMBL392	IC50	8.09	7.5733	8.2	3

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	800.75	ng.hr.mL-1	Mus musculus
AUC	6983.25	ng.hr.mL-1	Mus musculus
AUC	32588.5	ng.hr.mL-1	Mus musculus
AUC	12104.3	ng.hr.mL-1	Mus musculus
AUC	16759.8	ng.hr.mL-1	Mus musculus
AUC	2409.0	ng.hr.mL-1	Mus musculus
AUC	171.7	-	Chlorocebus sabaeus
CL	0.082	L/hr	Mus musculus
CL	0.41	L/hr	Mus musculus
CL	0.143	L/hr	Mus musculus
CL	0.02	L/hr	Mus musculus
CL	39.0	mL.min-1.kg-1	Homo sapiens
CL	219.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	385.4	nM	Mus musculus
Cmax	49000.0	nM	Mus musculus
Cmax	53000.0	nM	Mus musculus
Cmax	4682.63	nM	Mus musculus
Fu	0.051	-	Homo sapiens
Fu	0.064	-	Rattus norvegicus
Fu	0.043	-	Mus musculus
T1/2	9.5	hr	Mus musculus
T1/2	15.0	hr	Mus musculus
T1/2	1.0	hr	Mus musculus
T1/2	1.0	hr	Mus musculus
T1/2	15.0	hr	Mus musculus
T1/2	6.6	hr	Mus musculus
Tmax	1.0	hr	Mus musculus
Vz	0.875	l	Mus musculus
Vz	0.44	l	Mus musculus
Vz	0.077	l	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Heat shock protein HSP 90-beta	Ki	=	0.064	nM	10.19	Binding affinity to HSP90 under reducing conditions in presence of TECP	20055425
Heat shock protein HSP 90-beta	Ki	=	0.069	nM	10.16	Binding affinity to HSP90 under non-reducing conditions in absence of TECP	20055425
CMK	IC50	=	0.1248	nM	9.9	SANGER: Inhibition of human CMK cell growth in a cell viability assay.	-
MV4-11	IC50	=	0.5585	nM	9.25	SANGER: Inhibition of human MV-4-11 cell growth in a cell viability assay.	-
NALM-6	IC50	=	0.8423	nM	9.07	SANGER: Inhibition of human NALM-6 cell growth in a cell viability assay.	-
A2780	IC50	=	1.0	nM	9.0	Antiproliferative activity against human A2780 cells after 72 hrs	24980703
HOS	IC50	=	1.378	nM	8.86	SANGER: Inhibition of human HOS cell growth in a cell viability assay.	-
HT-144	IC50	=	1.546	nM	8.81	SANGER: Inhibition of human HT-144 cell growth in a cell viability assay.	-
Heat shock protein HSP 90-beta	Kd	=	1.7	nM	8.77	Binding affinity to Hsp90 nucleotide binding domain	20608738
SW1710	IC50	=	1.862	nM	8.73	SANGER: Inhibition of human SW1710 cell growth in a cell viability assay.	-
Heat shock protein HSP 90-alpha	Ki	=	2.0	nM	8.7	Binding affinity to human N-terminal polyHis-tagged HSP90alpha (D9 to E236) clos...	24332488
Heat shock protein HSP 90-beta	Ki	=	2.0	nM	8.7	Binding affinity to human N-terminal polyHis-tagged HSP90beta (D9 to E236) expre...	24332488
TE-8	IC50	=	2.369	nM	8.62	SANGER: Inhibition of human TE-8 cell growth in a cell viability assay.	-
NCI-H460	IC50	=	2.4	nM	8.62	Cytotoxicity against human NCI-H460 after 72 hrs by sulforhodamine B assay	22066525
NCI-H460	IC50	=	2.4	nM	8.62	Cytotoxicity against human NCI-H460 cells assessed as growth inhibition after 72...	24588105
NCI-H460	IC50	=	2.4	nM	8.62	Cytotoxicity against human NCI-H460 cells assessed as growth inhibition after 72...	24565573
ES1	IC50	=	2.665	nM	8.57	SANGER: Inhibition of human ES1 cell growth in a cell viability assay.	-
CCF-STTG1	IC50	=	2.974	nM	8.53	SANGER: Inhibition of human CCF-STTG1 cell growth in a cell viability assay.	-
PSN1	IC50	=	3.18	nM	8.5	SANGER: Inhibition of human PSN1 cell growth in a cell viability assay.	-
CAL-51	IC50	=	3.247	nM	8.49	SANGER: Inhibition of human CAL-51 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
20055425	10.1021/jm9004708	ADMET	12
28816449	10.1021/acs.jmedchem.7b00978	Heat shock protein HSP90	11
25313505	10.1016/j.ejmech.2014.09.065	Heat shock protein HSP 90-alpha	11
20055425	10.1021/jm9004708	Plasma	10
24588105	10.1021/jm401536b	Mus musculus	10
18020435	10.1021/jm701018h	Mus musculus	6
20055425	10.1021/jm9004708	Heat shock protein HSP 90-beta	6
22938030	10.1021/jm300810x	Mus musculus	4
-	10.6019/CHEMBL5096127	Schistosoma mansoni	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
28816449	10.1021/acs.jmedchem.7b00978	HeLa	4
28816449	10.1021/acs.jmedchem.7b00978	PC-3	4
32305165	10.1016/j.bmcl.2020.127165	ADMET	4
20055425	10.1021/jm9004708	Mus musculus	3
32352777	10.1021/acs.jmedchem.0c00305	CAPAN-1	3
35026631	10.1016/j.bmc.2022.116612	Human immunodeficiency virus 1	3
24588105	10.1021/jm401536b	NCI-H460	3
32352777	10.1021/acs.jmedchem.0c00305	HCT-116	3
22938030	10.1021/jm300810x	Plasma	3
29110989	10.1016/j.bmcl.2017.10.036	Virulence sensor histidine kinase PhoQ	3

Data from ChEMBL 36 via Core Engine