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Compound Detail

CHEMBL6437

MIANSERIN
💊 Approved Drug
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💊 Approved Drug
CN1CCN2c3ccccc3Cc3ccccc3C2C1

Basic Information

ChEMBL ID CHEMBL6437
Name MIANSERIN
Phase Approved
Structure Type MOL
InChI Key UEQUQVLFIPOEMF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

J16.389I Mianserin Mianserina Mianserine Tolvon
54
Targets
169
Activities
3
Assay Types
9
PK Parameters
20
Publications
5
Known Names
5
Indications

Molecular Properties

264.4
MW (Da)
3.08
ALogP
2
HBA
0
HBD
6.5
PSA (Ų)
0.72
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn Natural Product
USAN Stem -anserin
USAN Year 1968

Extended Properties

Molecular Formula C18H20N2
MW 264.37
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.64

Indications

Depressive Disorder Depressive Disorder Anxiety Dementia Schizophrenia

ATC Classification

N06AX03
mianserin
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Drug Warnings

Withdrawn
General Warning
adverse effects
Country: Oman   Year: 1986

Activity Summary

Ki 93 meas. best 9.76
IC50 65 meas. best 10.15
Kd 11 meas. best 7.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1A adrenergic receptor
CHEMBL319
IC50 10.15 8.4 0.1 2
Histamine H1 receptor
CHEMBL231
Ki 9.76 9.265 0.2 2
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 9.3 8.4292 0.5 13
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 9.22 8.465 0.6 8
Histamine H1 receptor
CHEMBL3943
Ki 9.07 9.07 0.9 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
Ki 8.96 8.525 1.1 4
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 8.94 8.535 1.2 2
5-hydroxytryptamine receptor 2C
CHEMBL324
Ki 8.85 8.85 1.4 1
5-hydroxytryptamine receptor 2A
CHEMBL322
Ki 8.82 8.384 1.5 5
Histamine H1 receptor
CHEMBL231
IC50 8.82 8.645 1.5 2
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 8.75 8.1367 1.8 3
Rattus norvegicus
CHEMBL376
Ki 8.52 8.195 3.0 2
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 8.42 8.0 3.8 2
Unchecked
CHEMBL612545
Ki 8.38 7.0286 4.2 7
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 8.33 8.19 4.6 2
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 8.32 8.06 4.8 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 8.14 8.14 7.3 1
Rattus norvegicus
CHEMBL376
IC50 7.93 6.1 11.8 4
Unchecked
CHEMBL612545
IC50 7.85 6.484 14.0 5
Alpha-2A adrenergic receptor
CHEMBL4744
Ki 7.77 7.77 17.0 1
Unchecked
CHEMBL612545
Kd 7.72 7.545 19.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 7.68 7.525 20.9 2
Norepinephrine transporter
CHEMBL304
IC50 7.66 7.66 22.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.62 7.62 24.0 1
Norepinephrine transporter
CHEMBL304
Ki 7.58 7.3867 26.0 3
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 7.55 7.2267 28.0 3
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 7.4 7.3467 40.0 3
Alpha-1D adrenergic receptor
CHEMBL223
Ki 7.39 7.39 41.0 1
Alpha-1A adrenergic receptor
CHEMBL4892
Ki 7.37 7.37 43.0 2
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 7.37 7.1633 42.7 3
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 7.28 7.28 52.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
Kd 7.27 6.7525 53.7 4
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 7.25 6.5167 56.0 3
Adrenergic receptor alpha-1
CHEMBL1907610
Kd 7.24 6.63 57.5 3
Adrenergic receptor alpha-2
CHEMBL2093864
Ki 7.21 7.165 62.0 2
5-hydroxytryptamine receptor 7
CHEMBL3223
Ki 7.2 7.1 63.1 2
Alpha-1B adrenergic receptor
CHEMBL315
Ki 7.18 7.18 66.0 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
Ki 7.16 7.16 70.0 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 7.08 7.08 83.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 7.07 7.07 85.0 1
Alpha-1A adrenergic receptor
CHEMBL319
Ki 7.04 7.04 91.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
IC50 6.94 6.94 114.8 1
Alpha-1B adrenergic receptor
CHEMBL315
IC50 6.92 6.92 119.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.79 6.79 161.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 6.79 6.79 163.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
IC50 6.68 6.68 210.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 6.64 6.64 230.0 1
Serotonin 3 receptor (5HT3)
CHEMBL2111333
Ki 6.6 6.6 252.0 1
Alpha-1A adrenergic receptor
CHEMBL229
Kd 6.6 6.6 251.2 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.57 6.57 271.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1463.0 mL.min-1.kg-1 Homo sapiens
CL 50.4 uL.min-1.(10^6cells)-1 Homo sapiens
CL 54.6 uL.min-1.(10^6cells)-1 Homo sapiens
CL 18.8 mL.min-1.kg-1 Homo sapiens
F 49.0 % Homo sapiens
Fu 0.14 - Not specified
Fu 0.839 - Homo sapiens
T1/2 25.0 hr -
Vd 16.0 L.kg-1 -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1A adrenergic receptor IC50 = 0.07 nM 10.15 Compound was tested for its inhibitory activity against Alpha-1 adrenergic recep... 10447960
Histamine H1 receptor Ki = 0.175 nM 9.76 DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) -
5-hydroxytryptamine receptor 2A Ki = 0.504 nM 9.3 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C Ki = 0.606 nM 9.22 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Histamine H1 receptor Ki = 0.8511 nM 9.07 Inhibition of [3H]mepyramine binding with histamine H1 receptor in guinea pig ce... 7650688
Serotonin 2 (5-HT2) receptor Ki = 1.1 nM 8.96 Binding affinity towards 5-hydroxytryptamine 2 receptor at 1.0 uM concentration 3039136
5-hydroxytryptamine receptor 2C IC50 = 1.158 nM 8.94 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2A Ki = 1.2 nM 8.92 Displacement of [3H]-ketanserin from human 5-HT2A receptor expressed in CHOK1 ce... 30108880
5-hydroxytryptamine receptor 2C Ki = 1.4 nM 8.85 The binding affinity at 5-hydroxytryptamine 2C receptor was determined using [3H... 12109911
Serotonin 2 (5-HT2) receptor Ki = 1.4 nM 8.85 Binding affinity to rat cortical membranes at 5-hydroxytryptamine 2 (5-HT2) rece... 3543362
Histamine H1 receptor IC50 = 1.506 nM 8.82 DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) -
5-hydroxytryptamine receptor 2A Ki = 1.5 nM 8.82 The binding affinity at 5-hydroxytryptamine 2A receptor was determined using [3H... 12109911
Histamine H1 receptor Ki = 1.7 nM 8.77 Inhibition of [3H]pyrilamine binding to human Histamine H1 receptor 15771415
5-hydroxytryptamine receptor 2C Ki = 1.7 nM 8.77 Displacement of [3H]mesulergine from human 5HT2C receptor expressed in tsA201 ce... 23301527
5-hydroxytryptamine receptor 2C Ki = 1.738 nM 8.76 Displacement of [3H]mesulergine from human 5HT2C receptor expressed in tsA201 ce... 23301527
5-hydroxytryptamine receptor 2A IC50 = 1.764 nM 8.75 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2A Ki = 1.905 nM 8.72 Displacement of [3H]-ketanserin from recombinant human 5HT2A receptor expressed ... 32105980
5-hydroxytryptamine receptor 2A Ki = 2.0 nM 8.7 Displacement of [3H]-ketanserin from human 5-HT2A receptor expressed in CHO-K1 c... 29269256
5-hydroxytryptamine receptor 2A Ki = 2.2 nM 8.66 Displacement of [3H]-ketanserin from human 5-HT2A receptor expressed in CHO-K1 c... 28575721
5-hydroxytryptamine receptor 2A Ki = 2.5 nM 8.6 Displacement of [3H]ketanserin (0.5 nM) from rat cerebral cortex 5-hydroxytrypta... 12519065

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 332
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 58
18033297 10.1038/nature05991 Caenorhabditis elegans 49
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
23301527 10.1021/jm301656h 5-hydroxytryptamine receptor 2C 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 6
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 5
15771415 10.1021/jm049632c Rattus norvegicus 5
23301527 10.1021/jm301656h 5-hydroxytryptamine receptor 2A 4
10447960 10.1021/jm9910369 ADMET 4
38901106 10.1016/j.ejmech.2024.116601 5-hydroxytryptamine receptor 6 4
3746815 10.1021/jm00159a017 Rattus norvegicus 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 4
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 4
6298426 10.1021/jm00357a009 Unchecked 3
6088770 10.1021/jm00375a017 Unchecked 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 3

Data from ChEMBL 36 via Core Engine