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Compound Detail

CHEMBL295234

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CC1=NCCc2c1[nH]c1ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL295234
Phase Preclinical
Structure Type MOL
InChI Key CWOYLIJQLSNRRN-UHFFFAOYSA-N
12
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

184.2
MW (Da)
2.53
ALogP
1
HBA
1
HBD
28.1
PSA (Ų)
0.65
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C12H12N2
MW 184.24
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness 0.81

Activity Summary

Ki 13 meas. best 7.34
EC50 4 meas. best 5.56
IC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nischarin
CHEMBL3923
 Ki 7.34 7.085 46.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.55 6.55 280.0 2
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 6.07 6.07 845.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.0 6.0 990.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 5.94 5.94 1150.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 5.84 5.83 1450.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 5.77 5.77 1700.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 5.73 5.725 1860.0 2
Beta-2 adrenergic receptor
CHEMBL210
 EC50 5.56 5.56 2770.0 1
Plasmodium falciparum
CHEMBL364
 EC50 4.75 4.75 18000.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 4.5 4.5 32000.0 1
FM3A
CHEMBL614297
 EC50 4.35 4.35 45000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nischarin Ki = 46.0 nM 7.34 Binding affinity towards Imidazoline I1 receptor 14643338
Nischarin Ki = 148.0 nM 6.83 Binding affinity towards Imidazoline I2 receptor 14643338
5-hydroxytryptamine receptor 7 Ki = 280.0 nM 6.55 Binding affinity towards 5-hydroxytryptamine 7 receptor 14643338
5-hydroxytryptamine receptor 7 Ki = 280.0 nM 6.55 Displacement of [3H]-citalopram from human 5-HT7 expressed in human HEK cells as... 33528252
5-hydroxytryptamine receptor 5A Ki = 845.0 nM 6.07 Binding affinity towards 5-HT5A receptor 14643338
5-hydroxytryptamine receptor 5A Ki = 850.0 nM 6.07 Binding affinity to 5-HT5AR (unknown origin) assessed as inhibition constant 33528252
5-hydroxytryptamine receptor 2A Ki = 990.0 nM 6.0 Displacement of [3H]-LSD from human 5-HT2A expressed in human HEK cells assessed... 33528252
5-hydroxytryptamine receptor 2A Ki = 1150.0 nM 5.94 Binding affinity towards 5-hydroxytryptamine 2A receptor 14643338
5-hydroxytryptamine receptor 6 Ki = 1450.0 nM 5.84 Binding affinity towards human 5-hydroxytryptamine 6 receptor 14643338
5-hydroxytryptamine receptor 6 Ki = 1500.0 nM 5.82 Binding affinity to 5-HT6R (unknown origin) assessed as inhibition constant 33528252
5-hydroxytryptamine receptor 1A Ki = 1700.0 nM 5.77 Displacement of [3H]-ketanserin from human 5-HT1A expressed in human HEK cells a... 33528252
5-hydroxytryptamine receptor 2C Ki = 1860.0 nM 5.73 Binding affinity towards 5-hydroxytryptamine 2C receptor 14643338
5-hydroxytryptamine receptor 2C Ki = 1900.0 nM 5.72 Displacement of [3H]-LSD from human 5-HT2C expressed in human HEK cells assessed... 33528252
Beta-2 adrenergic receptor EC50 = 2770.0 nM 5.56 PUBCHEM_BIOASSAY: Dose response for HTS for Beta-2AR agonists via FAP method fro... -
Plasmodium falciparum EC50 = 18000.0 nM 4.75 In vitro antimalarial activity against Plasmodium falciparum FCR3 15026051
Human immunodeficiency virus 1 EC50 = 32000.0 nM 4.5 Antiviral activity against HIV1 in human H9 cells assessed as inhibition of vira... 11473435
FM3A EC50 = 45000.0 nM 4.35 In vitro cytotoxic activity tested in mouse mammary tumor FM3A cells 15026051

Literature References

PubMed DOI Target Context # Activities
15026051 10.1016/j.bmcl.2004.01.055 FM3A 2
14643338 10.1016/j.bmcl.2003.09.027 Nischarin 2
14643338 10.1016/j.bmcl.2003.09.027 Dopamine receptor 1
15026051 10.1016/j.bmcl.2004.01.055 Plasmodium falciparum 1
33528252 10.1021/acs.jmedchem.0c01887 5-hydroxytryptamine receptor 7 1
14643338 10.1016/j.bmcl.2003.09.027 Alpha-2B adrenergic receptor 1
14643338 10.1016/j.bmcl.2003.09.027 Alpha-2A adrenergic receptor 1
14643338 10.1016/j.bmcl.2003.09.027 Alpha-1B adrenergic receptor 1
14643338 10.1016/j.bmcl.2003.09.027 Alpha-1A adrenergic receptor 1
14643338 10.1016/j.bmcl.2003.09.027 Muscarinic acetylcholine receptor 1
14643338 10.1016/j.bmcl.2003.09.027 Metabotropic glutamate receptor 1
14643338 10.1016/j.bmcl.2003.09.027 GABA-A receptor; anion channel 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 1A 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 7 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 6 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 5A 1
14643338 10.1016/j.bmcl.2003.09.027 Serotonin 3 (5-HT3) receptor 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 2C 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 2A 1
14643338 10.1016/j.bmcl.2003.09.027 5-hydroxytryptamine receptor 1D 1

Data from ChEMBL 36 via Core Engine