Compound Detail

CHEMBL444075

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COc1cc2c(cc1OC)CN(CCc1ccc(NC(=O)c3ccccc3NC(=O)c3cnc4ccccc4c3)cc1)CC2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL444075
Phase	Preclinical
Structure Type	MOL
InChI Key	TZASTBIDWCFCGN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

586.7

MW (Da)

6.36

ALogP

HBA

HBD

92.8

PSA (Å²)

0.21

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 10 meas. best 7.3

EC50 1 meas. best 7.52

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MDR CHEMBL614125	EC50	7.52	7.52	30.0	1
ATP-dependent translocase ABCB1 CHEMBL3467	IC50	7.3	7.3	50.0	2
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	7.06	6.86	87.0	5
EMT6 CHEMBL614294	IC50	7.06	7.06	87.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.3	5.3	5011.9	1
Hepatocyte CHEMBL613289	IC50	4.3	4.3	50000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MDR	EC50	=	30.0	nM	7.52	Potency tested against multidrug resistance (MDR) cell lines expressing P-gp (P-...	10098671
ATP-dependent translocase ABCB1	IC50	=	50.0	nM	7.3	Inhibition of mouse Pgp in EMT6/AR1.0 cells after 1 hr by daunorubicin accumulat...	18083034
ATP-dependent translocase ABCB1	IC50	=	50.12	nM	7.3	Inhibition of mouse Pgp in EMT6/AR1.0 cells after 1 hr by daunorubicin accumulat...	18083034
EMT6	IC50	=	87.0	nM	7.06	Reversal effect on the accumulation of [3H]- daunorubicin in mouse mammary carci...	10098671
ATP-dependent translocase ABCB1	IC50	=	87.0	nM	7.06	Inhibition of Pgp by daunorubicin accumulation assay	18083034
ATP-dependent translocase ABCB1	IC50	=	87.1	nM	7.06	Inhibition of Pgp by daunorubicin accumulation assay	18083034
ATP-dependent translocase ABCB1	IC50	=	165.96	nM	6.78	Inhibition of human Pgp in A2780 cells after 30 mins by Hoechst 33342 assay	18083034
ATP-dependent translocase ABCB1	IC50	=	165.96	nM	6.78	Inhibition of P-gp in human adriamycin-resistant A2780 cells by Hoechst 33342 as...	18678495
ATP-dependent translocase ABCB1	IC50	=	239.88	nM	6.62	Inhibition of human Pgp in A2780 cells after 30 mins by calcein AM assay	18083034
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	5011.87	nM	5.3	Inhibition of ABCG2 in human mitoxantrone-resistant MCF7 cells by Hoechst 33342 ...	18678495
Hepatocyte	IC50	=	50000.0	nM	4.3	Cytotoxicity against rat hepatocytes assessed as cell viability after 72 hrs by ...	26197160

PubMed	DOI	Target Context	# Activities
26197160	10.1016/j.ejmech.2015.06.049	ADMET	7
18083034	10.1016/j.bmc.2007.11.057	ATP-dependent translocase ABCB1	6
26197160	10.1016/j.ejmech.2015.06.049	ATP-dependent translocase ABCB1	6
26197160	10.1016/j.ejmech.2015.06.049	Broad substrate specificity ATP-binding cassette transporter ABCG2	4
26197160	10.1016/j.ejmech.2015.06.049	HepG2	3
26197160	10.1016/j.ejmech.2015.06.049	SW-620	3
26197160	10.1016/j.ejmech.2015.06.049	Unchecked	2
26197160	10.1016/j.ejmech.2015.06.049	MCF7	2
26197160	10.1016/j.ejmech.2015.06.049	HCT-116	1
26197160	10.1016/j.ejmech.2015.06.049	Hepatocyte	1
18678495	10.1016/j.bmc.2008.07.034	Broad substrate specificity ATP-binding cassette transporter ABCG2	1
26197160	10.1016/j.ejmech.2015.06.049	K562	1
26197160	10.1016/j.ejmech.2015.06.049	Multidrug resistance-associated protein 1	1
26197160	10.1016/j.ejmech.2015.06.049	NON-PROTEIN TARGET	1
18678495	10.1016/j.bmc.2008.07.034	ATP-dependent translocase ABCB1	1
10098671	10.1016/s0960-894x(99)00030-x	MDR	1
10098671	10.1016/s0960-894x(99)00030-x	EMT6	1

Data from ChEMBL 36 via Core Engine