Compound Detail

CHEMBL15177

MK-571

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CN(C)C(=O)CCSC(SCCC(=O)O)c1cccc(/C=C/c2ccc3ccc(Cl)cc3n2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL15177
Name	MK-571
Phase	Preclinical
Structure Type	MOL
InChI Key	AXUZQJFHDNNPFG-UXBLZVDNSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

515.1

MW (Da)

6.48

ALogP

HBA

HBD

70.5

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H27ClN2O3S2
MW	515.10
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-0.79

Activity Summary

IC50 25 meas. best 9.8

Ki 11 meas. best 9.7

EC50 3 meas. best 5.54

Kd 2 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HEK293 CHEMBL614818	IC50	9.8	9.8	0.2	1
Cysteinyl leukotriene receptor 1 CHEMBL5645	Ki	9.7	9.7	0.2	1
Cysteinyl leukotriene receptor 1 CHEMBL5645	IC50	9.1	8.6767	0.8	3
Cysteinyl leukotriene receptor 1 CHEMBL5645	Kd	9.0	8.9	1.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.22	7.22	60.0	1
Multidrug resistance-associated protein 1 CHEMBL3004	IC50	6.4	5.576	400.0	5
Multidrug resistance-associated protein 1 CHEMBL3004	Ki	6.22	6.22	600.0	3
ATP-binding cassette sub-family C member 2 CHEMBL2073676	IC50	5.58	5.58	2620.0	1
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	Ki	5.55	5.55	2800.0	1
Multidrug resistance-associated protein 1 CHEMBL3004	EC50	5.54	5.0567	2850.0	3
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	IC50	5.54	5.54	2900.0	1
Bile salt export pump CHEMBL6020	IC50	5.46	5.455	3500.0	2
ATP-binding cassette sub-family C member 2 CHEMBL5748	IC50	5.4	5.2	4000.0	2
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	Ki	5.37	5.37	4300.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	5.36	5.36	4400.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	Ki	5.23	5.23	5900.0	1
ATP-binding cassette sub-family C member 4 CHEMBL1743128	IC50	5.22	5.11	6000.0	2
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	5.19	5.19	6400.0	1
ATP-binding cassette sub-family C member 3 CHEMBL5918	IC50	5.03	5.03	9300.0	1
Unchecked CHEMBL612545	IC50	5.02	5.015	9500.0	2
ATP-binding cassette sub-family C member 2 CHEMBL5748	Ki	4.88	4.73	13100.0	2
ATP-binding cassette sub-family C member 5 CHEMBL2046258	IC50	4.4	4.4	40000.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	4.3	4.3	50000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	230100.32	ng.hr.mL-1	Homo sapiens
CL	1.2	mL.min-1.kg-1	Cercopithecidae
CL	37.0	mL.min-1.kg-1	Rattus norvegicus
CL	0.92	mL.min-1.kg-1	Homo sapiens
CL	1.9	mL.min-1.kg-1	Macaca
CL	4.0	mL.min-1.kg-1	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HEK293	IC50	=	0.16	nM	9.8	Effect on etoposide-induced cytotoxicity against HEK293 cells by measuring etopo...	32347726
Cysteinyl leukotriene receptor 1	Ki	=	0.2	nM	9.7	Compound was evaluated for its ability to displace [3H]LTD4 from Cysteinyl leuko...	1849993
Cysteinyl leukotriene receptor 1	IC50	=	0.8	nM	9.1	In vitro inhibition of [3H]LTD4 binding to guinea pig lung membranes	1331447
Cysteinyl leukotriene receptor 1	Kd	=	1.0	nM	9.0	Binding affinity against Cysteinyl leukotriene D4 receptor from guinea pig trach...	2157010
Cysteinyl leukotriene receptor 1	Kd	=	1.585	nM	8.8	Inhibition of Leukotriene D4 induced contraction of guinea-pig trachea was deter...	-
Cysteinyl leukotriene receptor 1	IC50	=	3.0	nM	8.52	Inhibitory concentration against [3H]Leukotriene D4 binding to guinea-pig lung m...	-
Cysteinyl leukotriene receptor 1	IC50	=	3.9	nM	8.41	Inhibitory concentration against [3H]Leukotriene D4 binding to guinea-pig lung m...	-
NON-PROTEIN TARGET	IC50	=	60.0	nM	7.22	Potentiation of etoposide-induced cytotoxicity against HEK293 cells assessed as ...	27504669
Multidrug resistance-associated protein 1	IC50	=	400.0	nM	6.4	TP_TRANSPORTER: inhibition of Daunorubicin uptake (Daunorubicin: 0.6 uM) in memb...	10188979
Multidrug resistance-associated protein 1	Ki	=	600.0	nM	6.22	TP_TRANSPORTER: inhibition of LTC4 uptake in membrane vesicle from MRP1-expressi...	8640791
Multidrug resistance-associated protein 1	Ki	=	600.0	nM	6.22	TP_TRANSPORTER: inhibition of GSSG uptake in membrane vesicle from MRP1-expressi...	8670053
Multidrug resistance-associated protein 1	Ki	=	600.0	nM	6.22	Inhibition of MRP1-mediated transport of [3H]LTC4 expressed in human HeLa T5 cel...	19580319
Multidrug resistance-associated protein 1	IC50	=	1620.0	nM	5.79	Inhibition of ABCC1 (unknown origin) overexpressing human KBV cells mediated eff...	37332162
ATP-binding cassette sub-family C member 2	IC50	=	2620.0	nM	5.58	TP_TRANSPORTER: inhibition of E217betaG uptake (E217betaG: 0.055 uM) in membrane...	11306690
Solute carrier organic anion transporter family member 2B1	Ki	=	2800.0	nM	5.55	Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as r...	22541068
Multidrug resistance-associated protein 1	EC50	=	2850.0	nM	5.54	Inhibition of MRP1 expressed in MDCK cells assessed as calcein AM accumulation b...	20684594
Solute carrier organic anion transporter family member 2B1	IC50	=	2900.0	nM	5.54	Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as r...	22541068
Multidrug resistance-associated protein 1	IC50	=	3300.0	nM	5.48	Inhibition of recombinant MRP1 expressed in human HeLa T5 cells assessed as ATP-...	19580319
Bile salt export pump	IC50	=	3500.0	nM	5.46	Inhibition of human BSEP expressed in fall armyworm sf9 cell plasma membrane ves...	20829430
Bile salt export pump	IC50	=	3530.0	nM	5.45	Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as...	23956101

Literature References

PubMed	DOI	Target Context	# Activities
19725578	10.1021/jm900194w	Multidrug resistance-associated protein 1	10
15920768	10.1002/jps.20373	ADMET	8
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
23956101	10.1093/toxsci/kft176	Unchecked	3
22541068	10.1021/jm300212s	Solute carrier organic anion transporter family member 1B1	3
-	10.1016/S0960-894X(00)80635-6	Cysteinyl leukotriene receptor 1	3
22541068	10.1021/jm300212s	Solute carrier organic anion transporter family member 1B3	3
22541068	10.1021/jm300212s	Solute carrier organic anion transporter family member 2B1	3
-	10.1016/S0960-894X(01)80447-9	Cysteinyl leukotriene receptor 1	2
19725578	10.1021/jm900194w	ADMET	2
19580319	10.1021/jm900688v	Multidrug resistance-associated protein 1	2
15504753	10.1038/sj.bjp.0706008	ATP-dependent translocase ABCB1	2
10570049	10.1124/mol.56.6.1219	ATP-binding cassette sub-family C member 2	2
18457386	10.1021/jm7015683	ATP-binding cassette sub-family C member 2	2
12909565	10.1152/ajpgi.00424.2002	ATP-binding cassette sub-family C member 3	2
27504669	10.1021/acs.jnatprod.6b00597	Multidrug resistance-associated protein 1	2
12220224	10.1042/bj20021081	Multidrug resistance associated protein	2
38704938	10.1016/j.ejmech.2024.116466	Unchecked	2
10612603	10.1016/s0960-894x(99)00610-1	HL-60	2
25311564	10.1016/j.bmc.2014.09.023	Unchecked	2

Data from ChEMBL 36 via Core Engine