Compound Detail

CHEMBL30713

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CC(N)Cc1c[nH]c2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL30713
Phase	Preclinical
Structure Type	MOL
InChI Key	QSQQQURBVYWZKJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

174.2

MW (Da)

2.06

ALogP

HBA

HBD

41.8

PSA (Å²)

0.72

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	C11H14N2
MW	174.25
Aromatic Rings	2
Heavy Atoms	13
NP-Likeness	-0.09

Activity Summary

Ki 27 meas. best 6.99

EC50 10 meas. best 7.72

IC50 3 meas. best 5.73

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL224	EC50	7.72	7.6933	18.9	3
Sodium-dependent serotonin transporter CHEMBL313	EC50	7.66	7.66	21.7	1
5-hydroxytryptamine receptor 2B CHEMBL1833	EC50	7.12	7.12	75.8	2
Sodium-dependent dopamine transporter CHEMBL338	EC50	7.11	7.11	78.6	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.99	6.99	102.3	2
5-hydroxytryptamine receptor 2C CHEMBL225	EC50	6.97	6.97	107.1	2
Norepinephrine transporter CHEMBL304	EC50	6.95	6.95	112.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.78	6.78	166.0	2
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.41	6.41	386.0	2
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.3	6.275	501.2	2
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	6.28	6.28	530.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.2	6.2	631.0	2
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.19	6.19	642.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.18	6.18	666.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.09	5.9967	812.0	3
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.04	6.04	909.0	2
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.75	5.725	1790.0	2
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.73	5.73	1862.1	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	5.72	5.72	1905.5	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	5.63	5.63	2344.2	1
Unchecked CHEMBL612545	Ki	5.51	5.51	3100.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.5	5.495	3162.3	2
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.43	5.43	3715.3	1
Beta-1 adrenergic receptor CHEMBL213	Ki	5.42	5.42	3776.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	EC50	=	19.05	nM	7.72	Agonist activity at human 5-HT2A receptor expressed in HEK293 cells assessed as ...	23602445
5-hydroxytryptamine receptor 2A	EC50	=	18.9	nM	7.72	Agonist activity at human 5-HT2A receptor expressed in HEK293 cells assessed as ...	23602445
Sodium-dependent serotonin transporter	EC50	=	21.7	nM	7.66	Induction of 5-HTT-mediated 5-HT release in rat brain synaptosomes by [3H]5-HT r...	25193229
5-hydroxytryptamine receptor 2A	EC50	=	23.1	nM	7.64	Agonist activity at 5HT2A receptor (unknown origin) by cell based calcium mobili...	25193229
5-hydroxytryptamine receptor 2B	EC50	=	75.8	nM	7.12	Agonist activity at human 5-HT2B receptor expressed in HEK293 cells assessed as ...	23602445
5-hydroxytryptamine receptor 2B	EC50	=	75.86	nM	7.12	Agonist activity at human 5-HT2B receptor expressed in HEK293 cells assessed as ...	23602445
Sodium-dependent dopamine transporter	EC50	=	78.6	nM	7.11	Induction of DAT-mediated dopamine release in rat brain synaptosomes by [3H]DA r...	25193229
5-hydroxytryptamine receptor 7	Ki	=	102.33	nM	6.99	Displacement of [3H]LSD from human recombinant 5-HT7 receptor expressed in HEK29...	23602445
5-hydroxytryptamine receptor 7	Ki	=	103.0	nM	6.99	Displacement of [3H]LSD from human recombinant 5-HT7 receptor expressed in HEK29...	23602445
5-hydroxytryptamine receptor 2C	EC50	=	107.1	nM	6.97	Agonist activity at human 5-HT2C receptor expressed in HEK293 cells assessed as ...	23602445
5-hydroxytryptamine receptor 2C	EC50	=	107.15	nM	6.97	Agonist activity at human 5-HT2C receptor expressed in HEK293 cells assessed as ...	23602445
Norepinephrine transporter	EC50	=	112.0	nM	6.95	Induction of NET-mediated norepinephrine release in rat brain synaptosomes by [3...	25193229
5-hydroxytryptamine receptor 2C	Ki	=	166.0	nM	6.78	Displacement of [3H]Mesulergine from human recombinant 5-HT2C receptor expressed...	23602445
5-hydroxytryptamine receptor 2C	Ki	=	165.96	nM	6.78	Displacement of [3H]Mesulergine from human recombinant 5-HT2C receptor expressed...	23602445
5-hydroxytryptamine receptor 2A	Ki	=	389.05	nM	6.41	Displacement of [3H]Ketanserin from human recombinant 5-HT2A receptor expressed ...	23602445
5-hydroxytryptamine receptor 2A	Ki	=	386.0	nM	6.41	Displacement of [3H]Ketanserin from human recombinant 5-HT2A receptor expressed ...	23602445
5-hydroxytryptamine receptor 1B	Ki	=	501.19	nM	6.3	Displacement of [3H]GR127543 from human recombinant 5-HT1B receptor expressed in...	23602445
5-hydroxytryptamine receptor 1A	Ki	=	530.0	nM	6.28	Binding affinity against 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT as...	2213830
5-hydroxytryptamine receptor 1B	Ki	=	559.0	nM	6.25	Displacement of [3H]GR127543 from human recombinant 5-HT1B receptor expressed in...	23602445
Alpha-2A adrenergic receptor	Ki	=	635.0	nM	6.2	Displacement of [3H]Clonidine from human recombinant adrenergic alpha2A receptor...	23602445

Literature References

PubMed	DOI	Target Context	# Activities
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 2C	5
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 2A	5
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 2B	4
23602445	10.1016/j.bmcl.2013.03.066	Unchecked	4
23602445	10.1016/j.bmcl.2013.03.066	Sodium-dependent serotonin transporter	4
23602445	10.1016/j.bmcl.2013.03.066	Sodium-dependent dopamine transporter	3
23602445	10.1016/j.bmcl.2013.03.066	Sodium-dependent noradrenaline transporter	3
25815143	10.1021/ml500385d	Indoleamine 2,3-dioxygenase 1	3
25193229	10.1016/j.bmcl.2014.07.062	5-hydroxytryptamine receptor 2A	2
23602445	10.1016/j.bmcl.2013.03.066	Beta-1 adrenergic receptor	2
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 1D	2
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 1B	2
23602445	10.1016/j.bmcl.2013.03.066	Alpha-2A adrenergic receptor	2
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 6	2
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 1E	2
23602445	10.1016/j.bmcl.2013.03.066	Neuronal acetylcholine receptor; alpha4/beta2	2
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 1A	2
23602445	10.1016/j.bmcl.2013.03.066	5-hydroxytryptamine receptor 7	2
28244748	10.1021/acs.jmedchem.7b00085	Rattus norvegicus	1

Data from ChEMBL 36 via Core Engine