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Compound Detail

CHEMBL141343

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Cc1c(C)c2c(c(C)c1O)CCC(C)(CN1CCN(c3cc(N4CCCC4)nc(N4CCCC4)n3)CC1)O2

Basic Information

ChEMBL ID CHEMBL141343
Phase Preclinical
Structure Type MOL
InChI Key KPZQRBACZSLMPH-UHFFFAOYSA-N
18
Targets
34
Activities
3
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

520.7
MW (Da)
4.21
ALogP
8
HBA
1
HBD
68.2
PSA (Ų)
0.63
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H44N6O2
MW 520.72
Aromatic Rings 2
Heavy Atoms 38
NP-Likeness -0.08

Activity Summary

IC50 19 meas. best 6.29
Ki 14 meas. best 6.48
EC50 1 meas. best 4.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.48 6.48 330.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 6.29 6.29 519.0 1
Unchecked
CHEMBL612545
Ki 5.97 5.7667 1066.0 3
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 5.78 5.78 1649.0 1
Unchecked
CHEMBL612545
IC50 5.78 5.67 1650.0 3
Histamine H1 receptor
CHEMBL231
Ki 5.76 5.76 1718.0 1
D(3) dopamine receptor
CHEMBL234
Ki 5.75 5.75 1765.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.4 5.4 3962.0 1
Mu-type opioid receptor
CHEMBL233
Ki 5.36 5.36 4363.0 1
Mitogen-activated protein kinase 3
CHEMBL3385
IC50 5.3 5.3 4962.0 1
D(3) dopamine receptor
CHEMBL234
IC50 5.28 5.28 5196.0 1
D(2) dopamine receptor
CHEMBL217
Ki 5.25 5.25 5587.0 1
Polyunsaturated fatty acid lipoxygenase ALOX15
CHEMBL4358
IC50 5.25 5.25 5670.0 1
Mitogen-activated protein kinase 14
CHEMBL260
IC50 5.25 5.25 5596.0 1
Adenosine receptor A3
CHEMBL256
Ki 5.22 5.22 6077.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 5.12 5.12 7563.0 1
Mu-type opioid receptor
CHEMBL233
IC50 4.97 4.97 10747.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 4.97 4.97 10609.0 1
Adenosine receptor A3
CHEMBL256
IC50 4.97 4.97 10750.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 4.88 4.88 13128.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 4.87 4.87 13352.0 1
Histamine H1 receptor
CHEMBL231
IC50 4.83 4.83 14791.0 1
Melanocortin receptor 3
CHEMBL4644
Ki 4.82 4.82 15102.0 1
D(2) dopamine receptor
CHEMBL217
IC50 4.78 4.78 16760.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 4.77 4.77 17137.0 1
Trypanosoma cruzi
CHEMBL368
EC50 4.77 4.77 17000.0 1
Melanocortin receptor 3
CHEMBL4644
IC50 4.76 4.76 17304.0 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 4.57 4.57 26710.0 1
Melanocortin receptor 4
CHEMBL259
Ki 4.25 4.25 55785.0 1
Melanocortin receptor 4
CHEMBL259
IC50 4.24 4.24 58017.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B Ki = 330.0 nM 6.48 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B IC50 = 519.0 nM 6.29 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
Unchecked Ki = 1066.0 nM 5.97 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
Unchecked Ki = 1466.0 nM 5.83 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Tyrosine-protein kinase Fyn IC50 = 1649.0 nM 5.78 DRUGMATRIX: Protein Tyrosine Kinase, Fyn enzyme inhibition (substrate: Poly(Glu:... -
Unchecked IC50 = 1659.0 nM 5.78 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
Unchecked IC50 = 1650.0 nM 5.78 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Histamine H1 receptor Ki = 1718.0 nM 5.76 DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) -
D(3) dopamine receptor Ki = 1765.0 nM 5.75 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Unchecked Ki = 3182.0 nM 5.5 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked IC50 = 3549.0 nM 5.45 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
5-hydroxytryptamine receptor 2C Ki = 3962.0 nM 5.4 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Mu-type opioid receptor Ki = 4363.0 nM 5.36 DRUGMATRIX: Opiate mu (OP3, MOP) radioligand binding (ligand: [3H] Diprenorphine... -
Mitogen-activated protein kinase 3 IC50 = 4962.0 nM 5.3 DRUGMATRIX: Protein Serine/Threonine Kinase, ERK1 enzyme inhibition (substrate: ... -
D(3) dopamine receptor IC50 = 5196.0 nM 5.28 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Polyunsaturated fatty acid lipoxygenase ALOX15 IC50 = 5670.0 nM 5.25 DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid) -
Mitogen-activated protein kinase 14 IC50 = 5596.0 nM 5.25 DRUGMATRIX: Protein Serine/Threonine Kinase, p38alpha enzyme inhibition (substra... -
D(2) dopamine receptor Ki = 5587.0 nM 5.25 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
Adenosine receptor A3 Ki = 6077.0 nM 5.22 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
5-hydroxytryptamine receptor 2C IC50 = 7563.0 nM 5.12 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -

Literature References

PubMed DOI Target Context # Activities
20547819 10.1128/aac.01777-09 ADMET 1
20547819 10.1128/aac.01777-09 Trypanosoma cruzi 1
20547819 10.1128/aac.01777-09 Unchecked 1

Data from ChEMBL 36 via Core Engine