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Compound Detail

CHEMBL51

KETANSERIN
🧪 Phase III
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🧪 Phase III
O=C(c1ccc(F)cc1)C1CCN(CCn2c(=O)[nH]c3ccccc3c2=O)CC1

Basic Information

ChEMBL ID CHEMBL51
Name KETANSERIN
Phase Phase III
Structure Type MOL
InChI Key FPCCSQOGAWCVBH-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Ketanserin Ketanserin tartrate Ketanserina Ketanserine KJK 945 NSC-758959 Perketan R 49945 R-41,468 R-41468 R-49945 Serepress +1 more
29
Targets
121
Activities
4
Assay Types
30
PK Parameters
20
Publications
13
Known Names
3
Indications

Molecular Properties

395.4
MW (Da)
2.42
ALogP
5
HBA
1
HBD
75.2
PSA (Ų)
0.67
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -anserin
USAN Year 1981

Extended Properties

Molecular Formula C22H22FN3O3
MW 395.43
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.37

Indications

Hypertension Acute Kidney Injury Diabetic Foot

ATC Classification

C02KD01
ketanserin
Level 1: CARDIOVASCULAR SYSTEM
Level 2: ANTIHYPERTENSIVES

Activity Summary

Ki 67 meas. best 9.64
IC50 41 meas. best 9.46
Kd 12 meas. best 9.55
EC50 1 meas. best 8.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 9.64 9.1421 0.2 14
5-hydroxytryptamine receptor 2A
CHEMBL322
Kd 9.55 9.21 0.3 2
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 9.46 8.3782 0.3 17
Unchecked
CHEMBL612545
Ki 9.4 9.01 0.4 2
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
Ki 9.4 8.7757 0.4 7
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
Kd 9.38 8.99 0.4 2
5-hydroxytryptamine receptor 2A
CHEMBL322
Ki 9.33 8.9033 0.5 15
Rattus norvegicus
CHEMBL376
Ki 9.17 8.785 0.7 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
IC50 9.0 9.0 1.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
EC50 8.98 8.98 1.0 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
IC50 8.92 8.68 1.2 6
Serotonin receptor 2a and 2c (5HT2A and 5HT2C)
CHEMBL2111383
Ki 8.92 8.81 1.2 3
5-hydroxytryptamine receptor 2A
CHEMBL2490
Kd 8.88 8.88 1.3 1
Rattus norvegicus
CHEMBL376
Kd 8.87 8.87 1.3 2
Serotonin receptor 2a and 2c (5HT2A and 5HT2C)
CHEMBL2111383
Kd 8.86 8.86 1.4 1
Histamine H1 receptor
CHEMBL3943
Kd 8.85 8.85 1.4 1
Histamine H1 receptor
CHEMBL231
Ki 8.7 8.7 2.0 1
Rattus norvegicus
CHEMBL376
IC50 8.58 8.12 2.6 4
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 8.57 8.57 2.7 1
5-hydroxytryptamine receptor 2A
CHEMBL322
IC50 8.47 8.47 3.4 1
D(4) dopamine receptor
CHEMBL219
Ki 8.46 8.46 3.5 1
Adrenergic receptor alpha-1
CHEMBL1907610
Kd 8.09 7.945 8.1 2
Alpha-1A adrenergic receptor
CHEMBL319
Ki 8.0 8.0 10.0 1
Histamine H1 receptor
CHEMBL3943
Ki 8.0 8.0 10.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
IC50 7.82 7.82 15.0 1
Oryctolagus cuniculus
CHEMBL374
IC50 7.58 7.58 26.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.36 7.18 43.6 2
5-hydroxytryptamine receptor 2C
CHEMBL324
Ki 7.3 7.3 50.0 1
Synaptic vesicular amine transporter
CHEMBL1893
Ki 7.11 6.4933 77.0 3
Synaptic vesicular amine transporter
CHEMBL4295886
IC50 7.0 7.0 100.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.75 6.75 180.0 1
Synaptic vesicular amine transporter
CHEMBL1893
IC50 6.75 6.75 180.0 1
D(2) dopamine receptor
CHEMBL339
Ki 6.66 6.4733 220.0 3
D(2) dopamine receptor
CHEMBL217
Ki 6.62 6.62 240.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
IC50 6.58 6.575 260.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 6.54 6.54 290.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Kd 6.1 6.1 794.3 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.9 5.89 1258.9 2
D(2) dopamine receptor
CHEMBL339
IC50 5.75 5.75 1800.0 2
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 5.74 5.7233 1817.0 3
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 5.72 5.72 1900.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.55 5.55 2800.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
IC50 5.19 5.19 6500.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 4.7 4.7 20000.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 6.7 mL.min-1.kg-1 Homo sapiens
CL 6.6 mL.min-1.kg-1 Homo sapiens
CL 6.7 mL.min-1.kg-1 Homo sapiens
CL 6.7 mL.min-1.kg-1 Homo sapiens
CL 24.55 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 30.2 uL.min-1.(10^6cells)-1 Homo sapiens
CL 48.19 mL.min-1.kg-1 Homo sapiens
CL 172.52 mL.min-1.kg-1 Rattus norvegicus
CL 266.76 mL.min-1.kg-1 Mus musculus
CL 55.27 mL.min-1.kg-1 Homo sapiens
CL 41.0 mL.min-1.kg-1 Homo sapiens
CL 282.75 mL.min-1.kg-1 Mus musculus
CL 71.0 mL.min-1.kg-1 Homo sapiens
CL 258.0 mL.min-1.kg-1 Mus musculus
CL 131.91 mL.min-1.kg-1 Rattus norvegicus
CL 55.27 mL.min-1.kg-1 Homo sapiens
CL 152.86 mL.min-1.kg-1 Rattus norvegicus
CL 159.1 mL.min-1.kg-1 Rattus norvegicus
CL 40.98 mL.min-1.kg-1 Rattus norvegicus
CL 271280.0 mL.min-1.g-1 Mus musculus
CL 0.051 mL.min-1.g-1 Homo sapiens
CL 0.131 mL.min-1.g-1 Rattus norvegicus
CL 25.02 mL.min-1.kg-1 Rattus norvegicus
CL 14.74 mL.min-1.kg-1 Homo sapiens
CL 51.1 mL.min-1.kg-1 Homo sapiens
CL 134.1 mL.min-1.kg-1 Rattus norvegicus
CL 57.09 mL.min-1.kg-1 Homo sapiens
CL 171.42 mL.min-1.kg-1 Rattus norvegicus
CL 637.04 mL.min-1.kg-1 Mus musculus
CL 88.9 mL.min-1.g-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.23 nM 9.64 Displacement of [3H]ketanserein from 5HT2A receptor F340L mutant expressed in NI... 18847250
5-hydroxytryptamine receptor 2A Ki = 0.28 nM 9.55 Displacement of [3H]ketanserin from human recombinant 5-HT2A receptor in HEK293 ... 27997171
5-hydroxytryptamine receptor 2A Ki = 0.28 nM 9.55 Displacement of [3H]ketanserin from human 5HT2A receptor 21726069
5-hydroxytryptamine receptor 2A Kd = 0.2818 nM 9.55 Antagonism of 5-HT2A receptor of rat tail artery -
5-hydroxytryptamine receptor 2A Ki = 0.3 nM 9.52 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in HEK-293 c... 25557493
5-hydroxytryptamine receptor 2A Ki = 0.3 nM 9.52 Displacement of [3H]ketanserin from human recombinant 5-HT2A receptor expressed ... 24805037
5-hydroxytryptamine receptor 2A IC50 = 0.35 nM 9.46 Displacement of [3H]ketanserin from human recombinant 5-HT2A receptor expressed ... 26988801
5-hydroxytryptamine receptor 2A IC50 = 0.35 nM 9.46 Displacement of [3H]ketanserin from human recombinant 5HT2A receptor expressed i... 27876250
5-hydroxytryptamine receptor 2A Ki = 0.35 nM 9.46 Binding affinity to 5HT2A (unknown origin) assessed as inhibition constant 28849908
Unchecked Ki = 0.4 nM 9.4 Displacement of [3H]ketanserin from 5HT2 receptor 8496700
5-hydroxytryptamine receptor 2A Ki = 0.4 nM 9.4 Displacement of [3H]ketanserin from 5HT2A receptor expressed in NIH3T3 cells 18847250
Serotonin 2 (5-HT2) receptor Ki = 0.4 nM 9.4 Evaluated for the binding affinity to rat cortical membranes at 5-hydroxytryptam... 3543362
Serotonin 2 (5-HT2) receptor Kd = 0.42 nM 9.38 Binding affinity for membrane-bound 5-hydroxytryptamine 2 receptor 3746815
5-hydroxytryptamine receptor 2A Ki = 0.45 nM 9.35 Displacement of [3H] ketanserin from human recombinant 5-HT2A receptor measured ... 31112891
5-hydroxytryptamine receptor 2A Ki = 0.47 nM 9.33 Displacement of [3H]ketanserin from 5-HT2A receptor in Sprague-Dawley rat fronta... 24050112
5-hydroxytryptamine receptor 2A Ki = 0.49 nM 9.31 Binding affinity to human 5-HT2A receptor by radioligand displacement assay 23466604
5-hydroxytryptamine receptor 2A Ki = 0.49 nM 9.31 Displacement of [3H]ketanserin from 5HT2A receptor in rat cortex membrane 17900912
5-hydroxytryptamine receptor 2A IC50 = 0.52 nM 9.28 Displacement of [3H]ketanserin from human recombinant 5-HT2A receptor in HEK293 ... 27997171
5-hydroxytryptamine receptor 2A IC50 = 0.63 nM 9.2 Inhibition of 5HT2A (unknown origin) 28849908
Serotonin 2 (5-HT2) receptor Ki = 0.66 nM 9.18 Binding affinity for 5-hydroxytryptamine 2 receptor from striata of male Wistar ... 10743959

Literature References

Data from ChEMBL 36 via Core Engine