Compound Detail

CHEMBL463499

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COc1cc2c(c(O)c1OC)-c1c(cc3c(c1OC)OCO3)C[C@H](C)[C@H](C)C2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL463499
Phase	Preclinical
Structure Type	MOL
InChI Key	OGJPBGDUYKEQLA-NEPJUHHUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

386.4

MW (Da)

4.18

ALogP

HBA

HBD

66.4

PSA (Å²)

0.85

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 10 meas. best 4.77

Kd 2 meas. best 5.17

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
RISC-loading complex subunit TARBP2 CHEMBL2098	Kd	5.17	5.13	6790.0	2
HeLa CHEMBL399	IC50	4.77	4.625	17150.0	2
SK-HEP1 CHEMBL614912	IC50	4.69	4.69	20560.0	1
MHCC97 CHEMBL5058621	IC50	4.61	4.61	24750.0	1
HepG2 CHEMBL395	IC50	4.56	4.56	27260.0	1
Huh-7 CHEMBL614039	IC50	4.49	4.49	32230.0	1
H9 CHEMBL614806	IC50	4.35	4.35	44500.0	1
Unchecked CHEMBL612545	IC50	4.28	4.28	52980.0	1
HCT-116 CHEMBL394	IC50	4.26	4.26	55380.0	1
MDA-MB-231 CHEMBL400	IC50	4.25	4.25	56610.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
RISC-loading complex subunit TARBP2	Kd	=	6790.0	nM	5.17	Binding affinity to human recombinant TRBP by SPR assay	35695407
RISC-loading complex subunit TARBP2	Kd	=	8060.0	nM	5.09	Binding affinity to CM5 sensor chip immobilized recombinant full-length TRBP (un...	34038111
HeLa	IC50	=	17150.0	nM	4.77	Antiproliferative activity against human HeLa cells assessed as increase in miR-...	34038111
SK-HEP1	IC50	=	20560.0	nM	4.69	Antiproliferative activity against human SK-HEP1 cells incubated for 24 hrs by a...	34038111
MHCC97	IC50	=	24750.0	nM	4.61	Antiproliferative activity against human MHCC97 cells incubated for 24 hrs by al...	34038111
HepG2	IC50	=	27260.0	nM	4.56	Antiproliferative activity against human HepG2 cells incubated for 24 hrs by ala...	34038111
Huh-7	IC50	=	32230.0	nM	4.49	Antiproliferative activity against human Huh-7 cells incubated for 24 hrs by ala...	34038111
HeLa	IC50	=	32830.0	nM	4.48	Antiproliferative activity against human HeLa cells incubated for 24 hrs by alam...	34038111
H9	IC50	=	44500.0	nM	4.35	Cytotoxicity against human H9 cells after 4 days	17190445
Unchecked	IC50	=	52980.0	nM	4.28	Antiproliferative activity against human QSG7701 cells incubated for 24 hrs by a...	34038111
HCT-116	IC50	=	55380.0	nM	4.26	Antiproliferative activity against human HCT-116 cells incubated for 24 hrs by a...	34038111
MDA-MB-231	IC50	=	56610.0	nM	4.25	Antiproliferative activity against human MDA-MB-231 cells incubated for 24 hrs b...	34038111

PubMed	DOI	Target Context	# Activities
34038111	10.1021/acs.jmedchem.1c00018	SK-HEP1	28
34038111	10.1021/acs.jmedchem.1c00018	Unchecked	13
34038111	10.1021/acs.jmedchem.1c00018	MHCC97	12
34038111	10.1021/acs.jmedchem.1c00018	HeLa	4
34038111	10.1021/acs.jmedchem.1c00018	RISC-loading complex subunit TARBP2	3
34038111	10.1021/acs.jmedchem.1c00018	HCT-116	3
34038111	10.1021/acs.jmedchem.1c00018	MDA-MB-231	3
34038111	10.1021/acs.jmedchem.1c00018	Huh-7	3
34038111	10.1021/acs.jmedchem.1c00018	HepG2	3
23738539	10.1021/np400070x	A549	1
23738539	10.1021/np400070x	NON-PROTEIN TARGET	1
23738539	10.1021/np400070x	PC-3	1
23738539	10.1021/np400070x	MCF7	1
23738539	10.1021/np400070x	NB-4	1
17190445	10.1021/np060239e	ADMET	1
17190445	10.1021/np060239e	H9	1
34038111	10.1021/acs.jmedchem.1c00018	ADMET	1
34038111	10.1021/acs.jmedchem.1c00018	Transcription factor p65	1
34038111	10.1021/acs.jmedchem.1c00018	Serine/threonine-protein kinase AKT	1
35695407	10.1021/acs.jmedchem.2c00189	RISC-loading complex subunit TARBP2	1

Data from ChEMBL 36 via Core Engine