Compound Detail

CHEMBL521642

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CCn1c(-c2nonc2N)nc2c(C#CC(C)(C)O)ncc(OC[C@@H]3CCCNC3)c21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL521642
Phase	Preclinical
Structure Type	MOL
InChI Key	KGPGFQWBCSZGEL-CYBMUJFWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

425.5

MW (Da)

1.58

ALogP

HBA

HBD

137.1

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 12 meas. best 8.7

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	8.7	7.8733	2.0	3
RAC-gamma serine/threonine-protein kinase CHEMBL4816	IC50	8.05	8.05	9.0	1
RAC-beta serine/threonine-protein kinase CHEMBL2431	IC50	7.89	7.89	13.0	1
LNCaP CHEMBL612518	IC50	6.72	6.72	190.0	1
BT-474 CHEMBL614529	IC50	6.12	6.12	760.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	6.05	5.925	890.0	2
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	5.8	5.8	1580.0	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	IC50	5.1	5.1	8000.0	1
HFF CHEMBL614071	IC50	4.67	4.67	21200.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
RAC-alpha serine/threonine-protein kinase	IC50	=	2.0	nM	8.7	Inhibition of Akt1	20166671
RAC-alpha serine/threonine-protein kinase	IC50	=	3.0	nM	8.52	Inhibition of human AKT1	18800763
RAC-gamma serine/threonine-protein kinase	IC50	=	9.0	nM	8.05	Inhibition of Akt3	20166671
RAC-beta serine/threonine-protein kinase	IC50	=	13.0	nM	7.89	Inhibition of Akt2	20166671
LNCaP	IC50	=	190.0	nM	6.72	Antiproliferative activity against human LNCaP cells	18800763
RAC-alpha serine/threonine-protein kinase	IC50	=	400.0	nM	6.4	Inhibition of AKT-mediated GSK3-beta phosphorylation in human BT474 cells	18800763
BT-474	IC50	=	760.0	nM	6.12	Antiproliferative activity against human BT474 cells	18800763
Rho-associated protein kinase 1	IC50	=	890.0	nM	6.05	Inhibition of ROCK1	20166671
Rho-associated protein kinase 1	IC50	=	1580.0	nM	5.8	Inhibition of human recombinant ROCK1 expressed in Sf9 cells	18800763
Ribosomal protein S6 kinase alpha-1	IC50	=	1580.0	nM	5.8	Inhibition of RSK1	18800763
Ribosomal protein S6 kinase alpha-5	IC50	=	8000.0	nM	5.1	Inhibition of MSK1	20166671
HFF	IC50	=	21200.0	nM	4.67	Cytotoxicity against HFF cells	18800763

PubMed	DOI	Target Context	# Activities
18800763	10.1021/jm8004527	RAC-alpha serine/threonine-protein kinase	2
18800763	10.1021/jm8004527	RAC-beta serine/threonine-protein kinase	1
18800763	10.1021/jm8004527	RAC-gamma serine/threonine-protein kinase	1
18800763	10.1021/jm8004527	Rho-associated protein kinase 1	1
18800763	10.1021/jm8004527	BT-474	1
18800763	10.1021/jm8004527	LNCaP	1
18800763	10.1021/jm8004527	HFF	1
18800763	10.1021/jm8004527	Ribosomal protein S6 kinase alpha-1	1
20166671	10.1021/jm901132v	RAC-alpha serine/threonine-protein kinase	1
20166671	10.1021/jm901132v	RAC-gamma serine/threonine-protein kinase	1
20166671	10.1021/jm901132v	RAC-beta serine/threonine-protein kinase	1
20166671	10.1021/jm901132v	Rho-associated protein kinase 1	1
20166671	10.1021/jm901132v	Ribosomal protein S6 kinase alpha-5	1

Data from ChEMBL 36 via Core Engine