Compound Detail

CHEMBL170405

ROBINETIN

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O=c1c(O)c(-c2cc(O)c(O)c(O)c2)oc2cc(O)ccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL170405
Name	ROBINETIN
Phase	Preclinical
Structure Type	MOL
InChI Key	SOEDEYVDCDYMMH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

302.2

MW (Da)

1.99

ALogP

HBA

HBD

131.4

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 8 meas. best 5.8

EC50 1 meas. best 4.74

Ki 1 meas. best 5.3

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	5.8	5.515	1600.0	2
Xanthine dehydrogenase/oxidase CHEMBL3649	IC50	5.37	5.37	4300.0	1
Multidrug resistance-associated protein 1 CHEMBL3004	Ki	5.3	5.3	5000.0	1
Unchecked CHEMBL612545	IC50	5.24	5.05	5800.0	2
CWR22R CHEMBL612657	IC50	5.15	5.15	7100.0	1
Trypanosoma brucei brucei CHEMBL612851	EC50	4.74	4.74	18040.0	1
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1 CHEMBL4660	IC50	4.42	4.42	37900.0	1
RAW264.7 CHEMBL612557	IC50	4.38	4.38	42000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Human immunodeficiency virus type 1 integrase	IC50	=	1600.0	nM	5.8	IC50 was measured as concentration required to inhibit 50% of HIV-integrase inte...	7699704
Xanthine dehydrogenase/oxidase	IC50	=	4300.0	nM	5.37	Inhibition of cow milk xanthine oxidase	3379415
Multidrug resistance-associated protein 1	Ki	=	5000.0	nM	5.3	Inhibition of MRP1 transfected in MDCK2 cells assessed as inhibition of calcein ...	19725578
Unchecked	IC50	=	5800.0	nM	5.24	Inhibition of Schistosoma mansoni recombinant NAD+ glycohydrolase expressed in P...	20951593
Human immunodeficiency virus type 1 integrase	IC50	=	5900.0	nM	5.23	IC50 was measured as concentration required to inhibit 50% of HIV-integrase clea...	7699704
CWR22R	IC50	=	7100.0	nM	5.15	Antiproliferative activity against human 22Rv1 cells incubated up to 144 hrs by ...	22789812
Unchecked	IC50	=	13900.0	nM	4.86	Inhibition of reduced carboxymethylated kappa-casein fibril formation measured e...	19931462
Trypanosoma brucei brucei	EC50	=	18040.0	nM	4.74	Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 bloodstre...	27411733
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1	IC50	=	37900.0	nM	4.42	Inhibition of human CD38 using 20 uM 1, N6-etheno NAD+ as substrate by continuou...	21641214
RAW264.7	IC50	=	42000.0	nM	4.38	Inhibition of LPS/INF-gamma-stimulated nitric oxide production in mouse RAW264.7...	27955927

PubMed	DOI	Target Context	# Activities
22789812	10.1016/j.ejmech.2012.06.031	CWR22R	5
27411733	10.1021/acs.jmedchem.6b00698	Unchecked	4
19931462	10.1016/j.bmc.2009.10.063	Unchecked	3
3379415	10.1021/np50056a030	Xanthine dehydrogenase/oxidase	2
7699704	10.1021/jm00006a006	Human immunodeficiency virus type 1 integrase	2
21641214	10.1016/j.bmcl.2011.05.022	ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1	1
27411733	10.1021/acs.jmedchem.6b00698	THP-1	1
27411733	10.1021/acs.jmedchem.6b00698	Dihydrofolate reductase	1
27411733	10.1021/acs.jmedchem.6b00698	Trypanosoma brucei brucei	1
27955927	10.1016/j.bmc.2016.11.055	RAW264.7	1
-	10.1007/s00044-007-9060-5	Radical scavenging activity	1
-	10.1007/s00044-011-9570-z	Avian myoblastosis virus polyprotein II	1
23062825	10.1016/j.bmc.2012.09.040	Cholinesterase	1
23062825	10.1016/j.bmc.2012.09.040	Acetylcholinesterase	1
20951593	10.1016/j.bmc.2010.09.041	Unchecked	1
20692831	10.1016/j.bmcl.2010.07.068	NON-PROTEIN TARGET	1
19725578	10.1021/jm900194w	Multidrug resistance-associated protein 1	1
2607357	10.1021/np50065a011	Unchecked	1
8882428	10.1021/np960057s	Monocyte	1
469554	10.1021/np50001a002	KB	1

Data from ChEMBL 36 via Core Engine