Compound Detail

CHEMBL6597

Ro-154513

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CCOC(=O)c1ncn2c1CN(C)C(=O)c1cc(N=[N+]=[N-])ccc1-2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL6597
Name	Ro-154513
Phase	Preclinical
Structure Type	MOL
InChI Key	CFSOJZTUTOQNIA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

326.3

MW (Da)

2.58

ALogP

HBA

HBD

113.2

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H14N6O3
MW	326.32
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-0.33

Activity Summary

Ki 49 meas. best 9.59

EC50 4 meas. best 8.96

Kd 2 meas. best 8.48

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	9.59	8.5875	0.3	8
GABA-A receptor; alpha-5/beta-3/gamma-2 CHEMBL2094122	Ki	9.57	9.5367	0.3	3
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	EC50	8.96	8.96	1.1	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095167	Ki	8.72	8.27	1.9	2
GABA-A receptor; alpha-3/beta-3/gamma-2 CHEMBL2094120	Ki	8.6	8.6	2.5	2
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111339	Ki	8.6	8.6	2.5	1
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	Ki	8.59	8.59	2.6	1
GABA-A receptor; alpha-2/beta-3/gamma-2 CHEMBL2094130	Ki	8.59	8.59	2.6	3
GABA-A receptor; anion channel CHEMBL1907607	Ki	8.51	8.395	3.1	8
Gamma-aminobutyric acid receptor subunit alpha-5 CHEMBL5112	Ki	8.51	8.51	3.1	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	Ki	8.48	8.15	3.3	2
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Kd	8.48	8.48	3.3	1
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	Ki	8.48	8.1467	3.3	3
GABA-A receptor; alpha-6/beta-3/gamma-2 CHEMBL2095190	Ki	8.42	8.42	3.8	3
GABA A receptor alpha-6/beta-2/gamma-2 CHEMBL2111370	Ki	8.42	8.3125	3.8	4
Gamma-aminobutyric acid receptor subunit alpha-5 CHEMBL5112	Kd	8.42	8.42	3.8	1
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111343	Ki	8.3	8.3	5.0	1
GABA A receptor alpha-6/beta-2/gamma-2 CHEMBL2111365	Ki	8.22	7.76	6.0	4
Gamma-aminobutyric acid receptor subunit alpha-3 CHEMBL3026	Ki	8.15	8.15	7.0	1
Gamma-aminobutyric acid receptor subunit alpha-2 CHEMBL4956	Ki	8.15	8.15	7.0	1
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Ki	8.15	8.15	7.0	1
Unchecked CHEMBL612545	EC50	7.77	7.5433	17.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.26	nM	9.59	Binding affinity for human GABA-A receptor alpha-5--beta-2-gamma-2 expressed in ...	8627617
GABA-A receptor; alpha-5/beta-3/gamma-2	Ki	=	0.27	nM	9.57	Binding affinity for Gamma-aminobutyric acid A receptor alpha-5-beta-3-gamma-2	9767648
GABA-A receptor; alpha-5/beta-3/gamma-2	Ki	=	0.3	nM	9.52	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; alpha-5/beta-3/gamma-2	Ki	=	0.3	nM	9.52	In vitro binding affinity for human GABA-A receptor alpha-5-beta-3-gamma-2 subun...	14667209
Unchecked	Ki	=	0.38	nM	9.42	Binding affinity for rat GABA-A receptor alpha-4-beta-2-gamma-2 subunits express...	7799410
Unchecked	Ki	=	0.7	nM	9.15	Binding affinity to GABA/BZ receptor (unknown origin) assessed as inhibition con...	37145921
Gamma-aminobutyric acid receptor subunit alpha-1	EC50	=	1.1	nM	8.96	Activity at rat wild type GABAA alpha-1-beta-2-gamma-2 receptor expressed in xen...	17626010
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	1.9	nM	8.72	Binding affinity for mutant rat GABA-A receptor alpha-1-(arg)-beta-2-gamma-2 sub...	7799410
Unchecked	Ki	=	2.0	nM	8.7	Binding affinity to rat chimeric GABA-A receptor C6, alpha1-alpha6 chimeric subu...	7799410
GABA-A receptor; alpha-3/beta-3/gamma-2	Ki	=	2.5	nM	8.6	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; alpha-3/beta-3/gamma-2	Ki	=	2.5	nM	8.6	Binding affinity against alpha-3-beta-3-gamma-2 GABAA/BzR receptor subtype.	9767648
GABA A receptor alpha-3/beta-2/gamma-2	Ki	=	2.5	nM	8.6	Binding affinity for human GABA-A receptor alpha-3-beta-2-gamma-2 expressed in L...	8627617
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	2.6	nM	8.59	Binding affinity tested against alpha-2-beta-3-gamma-2 GABAA/BzR receptor subtyp...	9767648
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	2.6	nM	8.59	In vitro binding affinity for human GABA-A receptor alpha-2-beta-3-gamma-2 subun...	14667209
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	2.6	nM	8.59	Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ...	10633039
GABA A receptor alpha-2/beta-2/gamma-2	Ki	=	2.6	nM	8.59	Binding affinity for human GABA-A receptor alpha-2-beta-2-gamma-2 expressed in L...	8627617
GABA-A receptor; anion channel	Ki	=	3.1	nM	8.51	Binding affinity for Diazepam-Insensitive fraction of GABA-A benzodiazepine rece...	8386769
GABA-A receptor; anion channel	Ki	=	3.1	nM	8.51	Binding affinity against Diazepam insensitive (DI) Gamma-aminobutyric acid A rec...	7752192
GABA-A receptor; anion channel	Ki	=	3.1	nM	8.51	Displacement of [3H]flunitrazepam from diazepam-insensitive GABA-A benzodiazepin...	8386247
Gamma-aminobutyric acid receptor subunit alpha-5	Ki	=	3.1	nM	8.51	Displacement of [3H]Ro-151788 from benzodiazepine binding site of GABAA alpha-5-...	18973287

Literature References

PubMed	DOI	Target Context	# Activities
17626010	10.1074/jbc.m702153200	Unchecked	7
8386769	10.1021/jm00060a007	GABA-A receptor; anion channel	4
7799410	10.1021/jm00052a019	Unchecked	4
7799410	10.1021/jm00052a019	GABA A receptor alpha-6/beta-2/gamma-2	4
8390574	10.1021/jm00065a004	GABA-A receptor; anion channel	3
8627617	10.1021/jm950887n	Unchecked	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
7752192	10.1021/jm00010a013	GABA-A receptor; anion channel	2
8386247	10.1021/jm00056a008	GABA-A receptor; anion channel	2
7799410	10.1021/jm00052a019	GABA-A receptor; alpha-1/beta-2/gamma-2	2
9767648	10.1021/jm980317y	GABA-A receptor; alpha-1/beta-3/gamma-2	2
17626010	10.1074/jbc.m702153200	Gamma-aminobutyric acid receptor subunit alpha-1	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
7799410	10.1021/jm00052a019	GABA A receptor alpha-3/beta-2/gamma-2	1
14667209	10.1021/jm034164c	GABA A receptor alpha-4/beta-3/gamma-2	1
14667209	10.1021/jm034164c	Unchecked	1
37145921	10.1021/acs.jmedchem.2c01965	Unchecked	1
8568803	10.1021/jm940765f	GABA-A receptor; alpha-1/beta-2/gamma-2	1
9767648	10.1021/jm980317y	GABA-A receptor; alpha-6/beta-3/gamma-2	1
9767648	10.1021/jm980317y	GABA-A receptor; alpha-3/beta-3/gamma-2	1

Data from ChEMBL 36 via Core Engine