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Compound Detail

CHEMBL5566821

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COc1cc([Se]C(F)(F)F)c(OC)cc1CCN.Cl

Basic Information

ChEMBL ID CHEMBL5566821
Phase Preclinical
Structure Type MOL
InChI Key AJCCTWILWJROTB-UHFFFAOYSA-N
Parent Compound CHEMBL6070400
Active Moiety CHEMBL6070400
10
Targets
31
Activities
2
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

328.2
MW (Da)

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H15ClF3NO2Se
MW 364.65

Activity Summary

Ki 21 meas. best 8.52
EC50 10 meas. best 8.45

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 8.52 8.4667 3.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
EC50 8.45 8.445 3.5 2
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 8.17 7.595 6.7 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
EC50 8.14 7.5975 7.2 4
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 8.0 7.925 10.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 7.5 7.495 32.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 7.14 7.14 72.0 2
5-hydroxytryptamine receptor 2C
CHEMBL225
EC50 7.04 7.04 91.2 2
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.97 6.97 107.2 2
Alpha-2A adrenergic receptor
CHEMBL1867
EC50 6.9 6.9 125.9 2
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 6.02 6.02 949.0 2
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 5.98 5.98 1047.1 2
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.89 5.89 1288.2 2
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.31 5.31 4897.8 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 42.2 ng.hr.mL-1 Rattus norvegicus
AUC 50.7 ng.hr.mL-1 Rattus norvegicus
AUC 40.3 ng.hr.mL-1 Rattus norvegicus
AUC 49.7 ng.hr.mL-1 Rattus norvegicus
AUC 2914.0 ng.hr.mL-1 Rattus norvegicus
AUC 3259.0 ng.hr.mL-1 Rattus norvegicus
AUC 1856.0 ng.hr.mL-1 Rattus norvegicus
AUC 2880.0 ng.hr.mL-1 Rattus norvegicus
AUC 207.0 ng.hr.mL-1 Rattus norvegicus
AUC 210.0 ng.hr.mL-1 Rattus norvegicus
AUC 3220.0 ng.hr.mL-1 Rattus norvegicus
AUC 3280.0 ng.hr.mL-1 Rattus norvegicus
AUC 49.9 ng.hr.mL-1 Rattus norvegicus
AUC 51.4 ng.hr.mL-1 Rattus norvegicus
AUC 366.0 ng.hr.mL-1 Canis lupus familiaris
AUC 446.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2720.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2970.0 ng.hr.mL-1 Canis lupus familiaris
CL 328.33 mL.min-1.kg-1 Rattus norvegicus
CL 1.133 mL.min-1.kg-1 Rattus norvegicus
CL 79.5 mL.min-1.kg-1 Rattus norvegicus
CL 15.77 mL.min-1.kg-1 Canis lupus familiaris
CL 0.6 mL.min-1.kg-1 Canis lupus familiaris
CL - - Canis lupus familiaris
Cmax 3165.0 ng/g Mus musculus
Cmax 2366.0 ng/g Mus musculus
Cmax 0.0541 ug.mL-1 Rattus norvegicus
Cmax 0.0186 ug.mL-1 Rattus norvegicus
Cmax 0.89 ug.mL-1 Rattus norvegicus
Cmax 0.402 ug.mL-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 3.02 nM 8.52 Displacement of [3H]LSD from human 5-HT2A receptor expressed in HEK293 cell memb... 38593423
5-hydroxytryptamine receptor 2A Ki = 3.2 nM 8.49 Displacement of [3H]LSD from human 5-HT2A receptor expressed in HEK293 cell memb... 38593423
5-hydroxytryptamine receptor 2A EC50 = 3.548 nM 8.45 Agonist activity at human 5-HT2A receptor expressed in HEK293 cells assessed as ... 38593423
5-hydroxytryptamine receptor 2A EC50 = 3.6 nM 8.44 Agonist activity at human 5-HT2A receptor expressed in HEK293 cells assessed as ... 38593423
5-hydroxytryptamine receptor 2A Ki = 4.1 nM 8.39 Binding affinity to human [125I]LSD-labeled 5-HT2A receptor expressed in HEK293 ... 38593423
5-hydroxytryptamine receptor 2C Ki = 6.7 nM 8.17 Binding affinity to human [125I]LSD-labeled 5-HT2C receptor expressed in HEK293 ... 38593423
5-hydroxytryptamine receptor 2B EC50 = 7.3 nM 8.14 Agonist activity at human 5-HT2B receptor expressed in CHO cells assessed as max... 38593423
5-hydroxytryptamine receptor 2B EC50 = 7.244 nM 8.14 Agonist activity at human 5-HT2B receptor expressed in CHO cells assessed as max... 38593423
5-hydroxytryptamine receptor 2B Ki = 10.0 nM 8.0 Binding affinity to human [125I]LSD-labeled 5-HT2B receptor expressed in CHO cel... 38593423
5-hydroxytryptamine receptor 2B Ki = 14.0 nM 7.85 Displacement of [3H]LSD from human 5-HT2B receptor expressed in HEK293 cell memb... 38593423
5-hydroxytryptamine receptor 1A Ki = 32.0 nM 7.5 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor (unknown origin) assessed as... 38593423
5-hydroxytryptamine receptor 1A Ki = 32.36 nM 7.49 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor (unknown origin) assessed as... 38593423
Alpha-2A adrenergic receptor Ki = 72.0 nM 7.14 Displacement of [3H]-rauwolscine from human recombinant adrenergic alpha-2A rece... 38593423
Alpha-2A adrenergic receptor Ki = 72.44 nM 7.14 Displacement of [3H]-rauwolscine from human recombinant adrenergic alpha-2A rece... 38593423
5-hydroxytryptamine receptor 2B EC50 = 88.0 nM 7.06 Agonist activity at human 5-HT2B receptor expressed in CHO cells assessed as IP2... 38593423
5-hydroxytryptamine receptor 2B EC50 = 89.13 nM 7.05 Agonist activity at human 5-HT2B receptor expressed in CHO cells assessed as IP2... 38593423
5-hydroxytryptamine receptor 2C EC50 = 91.2 nM 7.04 Agonist activity at human 5-HT2C receptor expressed in HEK293 cells assessed as ... 38593423
5-hydroxytryptamine receptor 2C EC50 = 92.0 nM 7.04 Agonist activity at human 5-HT2C receptor expressed in HEK293 cells assessed as ... 38593423
5-hydroxytryptamine receptor 2C Ki = 95.0 nM 7.02 Displacement of [3H]LSD from human 5-HT2C receptor expressed in HEK293 cell memb... 38593423
Alpha-2C adrenergic receptor Ki = 107.15 nM 6.97 Displacement of [3H]-rauwolscine from human recombinant adrenergic alpha-2C rece... 38593423

Literature References

PubMed DOI Target Context # Activities
38593423 10.1021/acs.jmedchem.3c01961 ADMET 91
38593423 10.1021/acs.jmedchem.3c01961 Mus musculus 26
38593423 10.1021/acs.jmedchem.3c01961 Hippocampus 20
38593423 10.1021/acs.jmedchem.3c01961 Unchecked 20
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 2B 6
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 2A 6
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 1A 5
38593423 10.1021/acs.jmedchem.3c01961 Alpha-2A adrenergic receptor 5
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 2C 5
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 1B 3
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 6 3
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 7 3
38593423 10.1021/acs.jmedchem.3c01961 Brain 2
38593423 10.1021/acs.jmedchem.3c01961 Alpha-2B adrenergic receptor 2
38593423 10.1021/acs.jmedchem.3c01961 Alpha-2C adrenergic receptor 2
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 3A 1
38593423 10.1021/acs.jmedchem.3c01961 5-hydroxytryptamine receptor 5A 1
38593423 10.1021/acs.jmedchem.3c01961 Adrenergic receptor alpha-2 1
38593423 10.1021/acs.jmedchem.3c01961 Muscarinic acetylcholine receptor M1 1
38593423 10.1021/acs.jmedchem.3c01961 Muscarinic acetylcholine receptor M4 1

Data from ChEMBL 36 via Core Engine