Compound Detail

CHEMBL277120

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c1ccc2c(N3CCNCC3)cccc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL277120
Phase	Preclinical
Structure Type	MOL
InChI Key	VNICFCQJUVFULD-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

212.3

MW (Da)

2.25

ALogP

HBA

HBD

15.3

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H16N2
MW	212.30
Aromatic Rings	2
Heavy Atoms	16
NP-Likeness	-0.88

Activity Summary

Ki 24 meas. best 8.3

IC50 2 meas. best 7.21

Kd 1 meas. best 3.44

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	8.3	8.3	5.0	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	8.3	8.3	5.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	8.21	8.21	6.2	2
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.04	8.04	9.2	2
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	8.0	7.985	10.1	2
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	7.96	7.89	11.0	3
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	7.75	7.75	18.0	2
5-hydroxytryptamine receptor 7 CHEMBL3223	Ki	7.74	7.41	18.2	2
5-hydroxytryptamine receptor 5A CHEMBL3597	Ki	7.4	7.4	40.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	7.4	7.4	40.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	7.21	7.21	62.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	7.21	7.21	62.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.08	7.08	83.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	7.0	6.9667	100.0	3
Serotonin 3 (5-HT3) receptor CHEMBL2094132	Ki	6.76	6.76	175.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.57	5.57	2720.0	1
Neutrophil cytosol factor 1 CHEMBL1613743	Kd	3.44	3.44	366000.0	1
Neutrophil cytosol factor 1 CHEMBL1613743	Ki	2.82	2.82	1520000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serotonin 1 (5-HT1) receptor	Ki	=	5.0	nM	8.3	Binding affinity towards 5-hydroxytryptamine 1 receptor was determined	3543362
Unchecked	Ki	=	5.0	nM	8.3	Displacement of [3H]5-HT from 5-hydroxytryptamine 1 receptor of rat cortical mem...	3783595
5-hydroxytryptamine receptor 1D	Ki	=	6.18	nM	8.21	Binding affinity was evaluated at human recombinant 5-hydroxytryptamine 1D recep...	9871775
5-hydroxytryptamine receptor 1D	Ki	=	6.2	nM	8.21	Receptor binding affinity for cloned human 5-hydroxytryptamine 1D receptor in Co...	9397179
5-hydroxytryptamine receptor 1A	Ki	=	9.23	nM	8.04	Binding affinity was evaluated at human recombinant 5-hydroxytryptamine 1A recep...	9871775
5-hydroxytryptamine receptor 1A	Ki	=	9.2	nM	8.04	Receptor binding affinity for cloned human 5-hydroxytryptamine 1A receptor in He...	9397179
5-hydroxytryptamine receptor 1B	Ki	=	10.1	nM	8.0	Receptor binding affinity for cloned human 5-hydroxytryptamine 1B receptor in Co...	9397179
5-hydroxytryptamine receptor 1B	Ki	=	10.6	nM	7.97	Binding affinity was evaluated at human recombinant 5-hydroxytryptamine 1B recep...	9871775
5-hydroxytryptamine receptor 1A	Ki	=	11.0	nM	7.96	Evaluated for binding affinity towards 5-hydroxytryptamine 1A receptor in rat br...	3172131
5-hydroxytryptamine receptor 1A	Ki	=	10.96	nM	7.96	Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r...	8568799
Serotonin 2 (5-HT2) receptor	Ki	=	18.0	nM	7.75	Displacement of [3H]ketanserin from 5-hydroxytryptamine 2 receptor of rat cortic...	3783595
5-hydroxytryptamine receptor 1A	Ki	=	18.0	nM	7.75	Displacement of [3H]2-(di-N-propylamino)-8-hydroxytetralin from central 5-hydrox...	7783126
Serotonin 2 (5-HT2) receptor	Ki	=	18.0	nM	7.75	Binding affinity towards 5-hydroxytryptamine 2 receptor was determined	3543362
5-hydroxytryptamine receptor 7	Ki	=	18.2	nM	7.74	Binding affinity at rat 5-hydroxytryptamine 7 receptor.	14640545
5-hydroxytryptamine receptor 5A	Ki	=	40.0	nM	7.4	Binding affinity for rodent 5-hydroxytryptamine 5A receptor	12825922
5-hydroxytryptamine receptor 5A	Ki	=	40.0	nM	7.4	Binding affinity towards mouse 5-hydroxytryptamine 5A receptor was evaluated usi...	12825922
5-hydroxytryptamine receptor 2A	IC50	=	62.0	nM	7.21	Inhibitory concentration against 5-hydroxytryptamine 2 receptor	16220969
Serotonin 2 (5-HT2) receptor	IC50	=	62.0	nM	7.21	Compound was evaluated for its activity by binding to 5-hydroxytryptamine 2 rece...	1676427
5-hydroxytryptamine receptor 7	Ki	=	83.0	nM	7.08	Displacement of [3H]5-HT from human 5-hydroxytryptamine 7 receptor	12825922
5-hydroxytryptamine receptor 7	Ki	=	83.0	nM	7.08	Displacement of [3H]LSD from rat kidney proximal convoluted tubule 5HT7R express...	22738316

Literature References

PubMed	DOI	Target Context	# Activities
3783595	10.1021/jm00161a038	Rattus norvegicus	25
9397179	10.1021/jm9703552	5-hydroxytryptamine receptor 1B	4
14640545	10.1021/jm030826m	5-hydroxytryptamine receptor 7	2
1676427	10.1021/jm00110a016	Rattus norvegicus	2
12825922	10.1021/jm030030n	5-hydroxytryptamine receptor 5A	2
9871775	10.1016/s0960-894x(98)00222-4	5-hydroxytryptamine receptor 1B	2
3172131	10.1021/jm00118a018	5-hydroxytryptamine receptor 1A	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
31922756	10.1021/acs.jmedchem.9b01492	Neutrophil cytosol factor 1	2
15745826	10.1016/j.bmcl.2005.01.031	5-hydroxytryptamine receptor 6	2
7783126	10.1021/jm00011a014	5-hydroxytryptamine receptor 1A	1
9871775	10.1016/s0960-894x(98)00222-4	5-hydroxytryptamine receptor 1D	1
8568799	10.1021/jm950410b	5-hydroxytryptamine receptor 1A	1
3783595	10.1021/jm00161a038	Unchecked	1
8831767	10.1021/jm9603936	Serotonin 3 (5-HT3) receptor	1
1662725	10.1021/jm00116a003	Sigma non-opioid intracellular receptor 1	1
3543362	10.1021/jm00384a001	Serotonin 1 (5-HT1) receptor	1
12825922	10.1021/jm030030n	5-hydroxytryptamine receptor 7	1
12825922	10.1021/jm030030n	5-hydroxytryptamine receptor 6	1
1676427	10.1021/jm00110a016	Adrenergic receptor alpha	1

Data from ChEMBL 36 via Core Engine