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Compound Detail

CHEMBL513715

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Cc1ccc2c(N3CCN(CCc4cccc5c4OCC(=O)N5)CC3)cccc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL513715
Phase Preclinical
Structure Type MOL
InChI Key DSRZHYGLARQICV-UHFFFAOYSA-N
5
Targets
15
Activities
1
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

402.5
MW (Da)
3.24
ALogP
5
HBA
1
HBD
57.7
PSA (Ų)
0.73
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H26N4O2
MW 402.50
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.17

Activity Summary

Ki 15 meas. best 10.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 10.3 10.3 0.1 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.6 9.6 0.3 3
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 9.0 9.0 1.0 3
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 6.5 6.5 316.2 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 5.6 5.6 2511.9 3

Pharmacokinetic Data

Parameter Value Units Species
CL 0.7 mL.min-1.g-1 Rattus norvegicus
CL 1.0 mL.min-1.g-1 Homo sapiens
CL 8.0 mL.min-1.kg-1 Rattus norvegicus
CL 0.7 mL.min-1.g-1 Rattus norvegicus
CL 1.0 mL.min-1.g-1 Homo sapiens
CL 8.0 mL.min-1.kg-1 Rattus norvegicus
CL 1.0 mL.min-1.g-1 Homo sapiens
CL 0.7 mL.min-1.g-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Rattus norvegicus
F 63.0 % Rattus norvegicus
F 63.0 % Rattus norvegicus
F 63.0 % Rattus norvegicus
T1/2 5.2 hr Rattus norvegicus
T1/2 5.2 hr Rattus norvegicus
T1/2 5.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1D Ki = 0.05012 nM 10.3 Antagonist activity at human 5HT1D assessed as GTPgammaS binding by scintillatio... 19286377
5-hydroxytryptamine receptor 1D Ki = 0.05012 nM 10.3 Antagonist activity against human recombinant 5HT1D receptor expressed in CHO ce... 20590088
5-hydroxytryptamine receptor 1D Ki = 0.05012 nM 10.3 Antagonist activity at human 5-HT1D receptor expressed in CHO cells assessed as ... 20951584
5-hydroxytryptamine receptor 1A Ki = 0.2512 nM 9.6 Antagonist activity at human 5HT1A assessed as GTPgammaS binding by scintillatio... 19286377
5-hydroxytryptamine receptor 1A Ki = 0.2512 nM 9.6 Antagonist activity against human recombinant 5HT1A receptor expressed in HEK293... 20590088
5-hydroxytryptamine receptor 1A Ki = 0.2512 nM 9.6 Antagonist activity at human 5-HT1A receptor expressed in HEK293 cells assessed ... 20951584
5-hydroxytryptamine receptor 1B Ki = 1.0 nM 9.0 Antagonist activity at human 5HT1B assessed as GTPgammaS binding by scintillatio... 19286377
5-hydroxytryptamine receptor 1B Ki = 1.0 nM 9.0 Antagonist activity against human recombinant 5HT1B receptor expressed in CHO ce... 20590088
5-hydroxytryptamine receptor 1B Ki = 1.0 nM 9.0 Antagonist activity at human 5-HT1B receptor expressed in CHO cells assessed as ... 20951584
Sodium-dependent serotonin transporter Ki = 316.23 nM 6.5 Displacement of [3H]citalopram human SerT receptor expressed in LLCPK cells 19286377
Sodium-dependent serotonin transporter Ki = 316.23 nM 6.5 Displacement of [3H]citalopram from human recombinant SERT expressed in LLCPK ce... 20590088
Sodium-dependent serotonin transporter Ki = 316.23 nM 6.5 Displacement of [3H]-citalopram in human SERT expressed in LLCPK cells by filtra... 20951584
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 2511.89 nM 5.6 Displacement of [3H]dofetilide human ERG expressed in CHO cells 19286377
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 2511.89 nM 5.6 Displacement of [3H]-dofetilide from human ERG by scintillation proximity assay 20590088
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 2511.89 nM 5.6 Displacement of [3H]-dofetilide in human hERG expressed in CHO cells by proximit... 20951584

Literature References

PubMed DOI Target Context # Activities
20951584 10.1016/j.bmcl.2010.09.085 Rattus norvegicus 4
19286377 10.1016/j.bmcl.2009.02.056 Rattus norvegicus 4
20590088 10.1021/jm100482n Rattus norvegicus 4
20590088 10.1021/jm100482n 5-hydroxytryptamine receptor 1D 2
20951584 10.1016/j.bmcl.2010.09.085 5-hydroxytryptamine receptor 1B 2
20951584 10.1016/j.bmcl.2010.09.085 5-hydroxytryptamine receptor 1A 2
20951584 10.1016/j.bmcl.2010.09.085 5-hydroxytryptamine receptor 1D 2
20951584 10.1016/j.bmcl.2010.09.085 Liver microsomes 2
20590088 10.1021/jm100482n Liver microsomes 2
19286377 10.1016/j.bmcl.2009.02.056 5-hydroxytryptamine receptor 1A 2
20590088 10.1021/jm100482n 5-hydroxytryptamine receptor 1B 2
20590088 10.1021/jm100482n 5-hydroxytryptamine receptor 1A 2
19286377 10.1016/j.bmcl.2009.02.056 Liver microsomes 2
19286377 10.1016/j.bmcl.2009.02.056 5-hydroxytryptamine receptor 1D 2
19286377 10.1016/j.bmcl.2009.02.056 5-hydroxytryptamine receptor 1B 2
20590088 10.1021/jm100482n Sodium-dependent serotonin transporter 1
20590088 10.1021/jm100482n Voltage-gated inwardly rectifying potassium channel KCNH2 1
19286377 10.1016/j.bmcl.2009.02.056 ADMET 1
20590088 10.1021/jm100482n ADMET 1
19286377 10.1016/j.bmcl.2009.02.056 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine