Compound Detail

CHEMBL12014

HARMAN

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Cc1nccc2c1[nH]c1ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL12014
Name	HARMAN
Phase	Preclinical
Structure Type	MOL
InChI Key	PSFDQSOCUJVVGF-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

182.2

MW (Da)

3.02

ALogP

HBA

HBD

28.7

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C12H10N2
MW	182.23
Aromatic Rings	3
Heavy Atoms	14
NP-Likeness	0.31

Activity Summary

IC50 32 meas. best 7.54

Ki 4 meas. best 7.44

EC50 2 meas. best 4.97

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	7.54	7.54	29.0	1
Unchecked CHEMBL612545	Ki	7.44	7.355	36.0	2
Leishmania donovani CHEMBL367	IC50	6.57	5.645	270.0	2
Leishmania infantum CHEMBL612848	IC50	6.57	5.3367	270.0	3
GABA-A receptor; anion channel CHEMBL2093872	IC50	5.6	5.255	2500.0	2
Tryptophan 2,3-dioxygenase CHEMBL2140	IC50	5.2	5.2	6310.0	1
Plasmodium falciparum CHEMBL364	IC50	5.15	4.9463	7100.0	8
Chitinase CHEMBL1795119	IC50	5.13	5.13	7330.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	4.97	4.97	10700.0	1
GABA-A receptor; anion channel CHEMBL1907607	IC50	4.91	4.91	12388.0	3
GABA-A receptor; anion channel CHEMBL1907607	Ki	4.91	4.91	12400.0	1
Unchecked CHEMBL612545	IC50	4.91	4.91	12302.7	3
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.84	4.84	14400.0	1
Acetylcholinesterase CHEMBL4078	IC50	4.68	4.68	20910.0	1
Cytochrome P450 2D6 CHEMBL289	Ki	4.07	4.07	86000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Amine oxidase [flavin-containing] A	IC50	=	29.0	nM	7.54	Inhibition of MAO-A (unknown origin)	33528252
Unchecked	Ki	=	36.0	nM	7.44	Displacement of [3H]clonidine from I1-imidazoline binding site in bovine adrenal...	17583514
Unchecked	Ki	=	54.0	nM	7.27	Displacement of [3H]idazoxan from I2-imidazoline binding site in rabbit kidney m...	17583514
Leishmania infantum	IC50	=	270.0	nM	6.57	Antimicrobial activity against amastigote stage of Leishmania infantum	24980054
Leishmania donovani	IC50	=	270.0	nM	6.57	Antimicrobial activity against axenic amastigote stage of Leishmania donovani af...	24980054
GABA-A receptor; anion channel	IC50	=	2500.0	nM	5.6	Displacement of [3H]flunitrazepam from GABAA (unknown origin ) receptor by radio...	33528252
Tryptophan 2,3-dioxygenase	IC50	=	6310.0	nM	5.2	Inhibition of TDO (unknown origin) assessed as reduction in N-formylkynurenine f...	35938398
Plasmodium falciparum	IC50	=	7100.0	nM	5.15	Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2	19781948
Chitinase	IC50	=	7330.0	nM	5.13	Inhibition of L3 larval stage of Onchocerca volvulus chitinase using 4-methylumb...	25815157
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Human immunodeficiency virus 1	EC50	=	10700.0	nM	4.97	Antiviral activity against HIV1 in human H9 cells assessed as inhibition of vira...	11473435
Plasmodium falciparum	IC50	=	12100.0	nM	4.92	Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6	19781948
GABA-A receptor; anion channel	IC50	=	12387.97	nM	4.91	Binding affinity for rat benzodiazepine receptor inverse agonist site	8667357
GABA-A receptor; anion channel	IC50	=	12387.97	nM	4.91	Binding affinity towards benzodiazepine receptor inverse agonist site by the dis...	8411009
GABA-A receptor; anion channel	IC50	=	12302.69	nM	4.91	Inhibition on Benzodiazepine receptor	9435905
GABA-A receptor; anion channel	IC50	=	12400.0	nM	4.91	In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ...	2167977
Unchecked	IC50	=	12302.69	nM	4.91	Displacement of [3H]diazepam from GABAA/BzR in rat brain membrane	17964693
Unchecked	IC50	=	12302.69	nM	4.91	Displacement of [3H]diazepam from benzodiazepine receptor in rat brain	18346822
Unchecked	IC50	=	12302.69	nM	4.91	Binding affinity to GABA-A receptor benzodiazepine site (unknown origin)	-
GABA-A receptor; anion channel	Ki	=	12400.0	nM	4.91	In vitro inhibition of [3H]diazepam binding to benzodiazepine receptor in rat ce...	6127411

Literature References

PubMed	DOI	Target Context	# Activities
17583514	10.1016/j.bmc.2007.05.075	Unchecked	6
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
39032402	10.1016/j.ejmech.2024.116657	Staphylococcus aureus	5
27567367	10.1016/j.bmcl.2016.08.047	Calf thymus DNA	5
10612592	10.1016/s0960-894x(99)00598-3	KB	4
22425563	10.1016/j.bmcl.2012.02.057	Acetylcholinesterase	4
17850214	10.1042/bj20070797	Unchecked	2
19781948	10.1016/j.bmc.2009.08.057	Plasmodium falciparum	2
25815157	10.1021/ml500516r	Onchocerca volvulus	2
-	10.1039/C5MD00581G	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
35938398	10.1021/acs.jmedchem.2c00677	Tryptophan 2,3-dioxygenase	2
24980054	10.1016/j.bmcl.2014.06.030	Leishmania donovani	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
19258267	10.1128/aac.01614-08	ADMET	2
24980054	10.1016/j.bmcl.2014.06.030	Leishmania infantum	2
8411009	10.1021/jm00072a012	GABA-A receptor; anion channel	1
9435905	10.1021/jm970488n	GABA-A receptor; anion channel	1
39032402	10.1016/j.ejmech.2024.116657	Staphylococcus sp.	1

Data from ChEMBL 36 via Core Engine