Compound Detail

CHEMBL371300

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C[C@H](N)Cn1ncc2ccc(O)cc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL371300
Phase	Preclinical
Structure Type	MOL
InChI Key	WBYHTZYHAFNBKW-ZETCQYMHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

191.2

MW (Da)

1.09

ALogP

HBA

HBD

64.1

PSA (Å²)

0.75

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C10H13N3O
MW	191.23
Aromatic Rings	2
Heavy Atoms	14
NP-Likeness	-0.70

Activity Summary

EC50 8 meas. best 8.7

Ki 8 meas. best 8.52

IC50 1 meas. best 9.24

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	9.24	9.24	0.6	1
5-hydroxytryptamine receptor 2B CHEMBL323	EC50	8.7	8.7	2.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	8.52	8.52	3.0	1
5-hydroxytryptamine receptor 2C CHEMBL324	EC50	8.43	8.43	3.7	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	8.09	8.09	8.1	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.92	7.92	12.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	EC50	7.37	7.37	42.7	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.85	6.85	141.0	1
5-hydroxytryptamine receptor 4 CHEMBL1875	Ki	6.29	6.29	515.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	5.84	5.84	1460.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.64	5.64	2270.0	1
Alpha-2A adrenergic receptor CHEMBL1867	EC50	5.58	5.58	2600.0	1
Alpha-2B adrenergic receptor CHEMBL1942	EC50	5.52	5.52	3050.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	5.33	5.33	4700.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	EC50	5.25	5.25	5600.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.1	5.1	7870.0	1
Alpha-2C adrenergic receptor CHEMBL1916	EC50	5.0	5.0	10000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	40296.0	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	IC50	=	0.58	nM	9.24	Inhibition of [125I]DOI binding to 5HT2A receptor in rat cerebral cortex	16392816
5-hydroxytryptamine receptor 2B	EC50	=	2.0	nM	8.7	Activity against 5HT2B receptor in longitudinal stomach fundus strips in wistar ...	16392816
5-hydroxytryptamine receptor 2C	Ki	=	3.0	nM	8.52	Displacement of [125I]DOI from cloned human 5HT2C receptor expressed in CHO cell...	16392816
5-hydroxytryptamine receptor 2C	EC50	=	3.7	nM	8.43	Activity against recombinant rat 5HT2C mediated intracellular calcium mobilizati...	16392816
5-hydroxytryptamine receptor 2B	Ki	=	8.1	nM	8.09	Displacement of [125I]DOI from cloned human 5HT2B receptor expressed in CHO cell...	16392816
5-hydroxytryptamine receptor 2A	Ki	=	12.0	nM	7.92	Displacement of [125I]DOI from cloned human 5HT2A receptor expressed in CHO cell...	16392816
5-hydroxytryptamine receptor 2A	EC50	=	42.7	nM	7.37	Activity against 5HT2A mediated intracellular calcium mobilization by FLIPR in r...	16392816
5-hydroxytryptamine receptor 1A	Ki	=	141.0	nM	6.85	Displacement of [3H]8-OH-DPAT from recombinant human 5HT1A receptor expressed in...	16392816
5-hydroxytryptamine receptor 4	Ki	=	515.0	nM	6.29	Inhibitory activity against 5HT4 receptor	16392816
5-hydroxytryptamine receptor 1A	EC50	=	1460.0	nM	5.84	Agonistic activity at cloned human 5HT1A receptor expressed in CHO cells by inhi...	16392816
Alpha-2A adrenergic receptor	Ki	=	2270.0	nM	5.64	Displacement of [3H]clonidine from cloned human adrenergic alpha2A receptor expr...	16392816
Alpha-2A adrenergic receptor	EC50	=	2600.0	nM	5.58	Activity at adrenergic alpha2A receptor expressed in human clonic adenocarcinoma...	16392816
Alpha-2B adrenergic receptor	EC50	=	3050.0	nM	5.52	Activity at adrenergic alpha-2B receptor expressed in opposum kidney OK cell by ...	16392816
Alpha-2C adrenergic receptor	Ki	=	4700.0	nM	5.33	Displacement of [3H]clonidine from cloned human adrenergic Alpha-2C receptor exp...	16392816
5-hydroxytryptamine receptor 7	EC50	=	5600.0	nM	5.25	Activity at 5HT7 receptor expressed in human corneal epithelial CEPI-17-CL4 cell...	16392816
5-hydroxytryptamine receptor 1D	Ki	=	7870.0	nM	5.1	Inhibitory activity against 5HT1D receptor	16392816
Alpha-2C adrenergic receptor	EC50	=	10000.0	nM	5.0	Activity at adrenergic Alpha-2C receptor expressed in rat-mouse hybrid NH108-15 ...	16392816

Literature References

PubMed	DOI	Target Context	# Activities
16392816	10.1021/jm050663x	Unchecked	21
16392816	10.1021/jm050663x	Serotonin 2 (5-HT2) receptor	12
16392816	10.1021/jm050663x	MDCK	6
16392816	10.1021/jm050663x	Glutamate [NMDA] receptor	6
16392816	10.1021/jm050663x	5-hydroxytryptamine receptor 1A	5
16392816	10.1021/jm050663x	5-hydroxytryptamine receptor 2A	4
16392816	10.1021/jm050663x	Sodium-dependent noradrenaline transporter	4
16392816	10.1021/jm050663x	Adenosine receptor	3
16392816	10.1021/jm050663x	Substance-P receptor	3
16392816	10.1021/jm050663x	GABA-A receptor; benzodiazepine site	3
16392816	10.1021/jm050663x	GABA-A receptor; agonist GABA site	3
16392816	10.1021/jm050663x	Equilibrative nucleoside transporter 1	3
16392816	10.1021/jm050663x	Glutamate receptor ionotropic kainate	3
16392816	10.1021/jm050663x	Muscarinic acetylcholine receptor	3
16392816	10.1021/jm050663x	Glutamate receptor ionotropic AMPA	3
16392816	10.1021/jm050663x	Dopamine receptor	3
16392816	10.1021/jm050663x	Alpha-2A adrenergic receptor	3
16392816	10.1021/jm050663x	Opioid receptors; mu/kappa/delta	3
16392816	10.1021/jm050663x	Adrenergic receptor beta	3
16392816	10.1021/jm050663x	5-hydroxytryptamine receptor 2C	3

Data from ChEMBL 36 via Core Engine