ZOLMITRIPTAN

Search structure
Trade Names:
Synonyms:
Status: Approved (1997)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N02CC03
UNII: 2FS66TH3YW

Structure
InChI Key ULSDMUVEXKOYBU-ZDUSSCGKSA-N
Smile CN(C)CCc1c[nH]c2ccc(C[C@H]3COC(=O)N3)cc12
InChI
InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H21N3O2
Molecular Weight 287.36
AlogP 1.92
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 57.36
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 21.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Serotonin 1b (5-HT1b) receptor agonist
Primary Target
5-HT1B receptor
5-HT1D receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 13.55
Enzyme Transferase
- - - - 5.111-25.69
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 3.75-20.4
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - 7 - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - 0.04 - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
15.7 2.818 1.5 0.4-4 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 102.48

Indications

Mesh Heading Maximum Phase Mesh ID Reference

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
General disorders and administration site conditions Pain 26.0
General disorders and administration site conditions Pain 22.0
General disorders and administration site conditions Pain 14.0
General disorders and administration site conditions Pain 13.0
General disorders and administration site conditions Asthenia 11.0
Musculoskeletal and connective tissue disorders Pain in jaw 11.0
Cardiac disorders Dizziness 10.0
Musculoskeletal and connective tissue disorders Pain in jaw 10.0
Nervous system disorders Paraesthesia 10.0
General disorders and administration site conditions Asthenia 9.0
Gastrointestinal disorders Nausea 9.0
Nervous system disorders Paraesthesia 9.0
Cardiac disorders Dizziness 8.0
Nervous system disorders Somnolence 8.0
Cardiac disorders Dizziness 7.0
General disorders and administration site conditions Feeling cold 7.0
Gastrointestinal disorders Nausea 7.0
General disorders and administration site conditions Pain
Musculoskeletal and connective tissue disorders Pain in jaw 7.0
Nervous system disorders Paraesthesia 7.0
Cardiac disorders Dizziness 6.0
General disorders and administration site conditions Feeling cold 6.0
Gastrointestinal disorders Nausea 6.0
Nervous system disorders Paraesthesia
Nervous system disorders Somnolence 6.0
General disorders and administration site conditions Asthenia 5.0
Cardiac disorders Chest pain 5.0
Gastrointestinal disorders Dry mouth 5.0
General disorders and administration site conditions Feeling cold 5.0
Skin and subcutaneous tissue disorders Hyperaesthesia 5.0
Nervous system disorders Paraesthesia 5.0
Nervous system disorders Somnolence 5.0
Cardiac disorders Chest pain 4.0
Cardiac disorders Dizziness
General disorders and administration site conditions Feeling cold
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 4.0
Gastrointestinal disorders Oropharyngeal discomfort 4.0
Gastrointestinal disorders Oropharyngeal pain 4.0
General disorders and administration site conditions Pain 4.0
Musculoskeletal and connective tissue disorders Pain in jaw 4.0
Nervous system disorders Somnolence 4.0
Nervous system disorders Paraesthesia
Cardiac disorders Dizziness
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 3.0
Cardiac disorders Chest pain 3.0
General disorders and administration site conditions Discomfort 3.0
Cardiac disorders Dizziness 3.0
Gastrointestinal disorders Dry mouth 3.0
Gastrointestinal disorders Dyspepsia 3.0
General disorders and administration site conditions Hyperhidrosis 3.0
General disorders and administration site conditions Pain 3.0
Musculoskeletal and connective tissue disorders Pain in jaw
Nervous system disorders Somnolence
Ear and labyrinth disorders Vertigo 3.0
General disorders and administration site conditions Adverse reaction
Cardiac disorders Chest pain 2.0
General disorders and administration site conditions Discomfort
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 2.0
Gastrointestinal disorders Dyspepsia 2.0
Gastrointestinal disorders Dysphagia 2.0
Skin and subcutaneous tissue disorders Hyperaesthesia 2.0
General disorders and administration site conditions Hyperhidrosis 2.0
Nervous system disorders Muscular weakness 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Musculoskeletal and connective tissue disorders Myalgia 2.0
General disorders and administration site conditions Pain 2.0
Cardiac disorders Palpitations 2.0
Nervous system disorders Paraesthesia
Nervous system disorders Somnolence
Psychiatric disorders Throat tightness 2.0
Ear and labyrinth disorders Vertigo 2.0
General disorders and administration site conditions Discomfort
Nervous system disorders Somnolence
General disorders and administration site conditions Asthenia
Cardiac disorders Chest pain
General disorders and administration site conditions Discomfort 1.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 1.0
Gastrointestinal disorders Dysphagia 1.0
Skin and subcutaneous tissue disorders Hyperaesthesia
Skin and subcutaneous tissue disorders Hyperaesthesia 1.0
General disorders and administration site conditions Hyperhidrosis
Nervous system disorders Hypoaesthesia
Nervous system disorders Hypoaesthesia 1.0
Nervous system disorders Muscular weakness
Nervous system disorders Muscular weakness 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Myalgia 1.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 1.0
Gastrointestinal disorders Oropharyngeal discomfort
Gastrointestinal disorders Oropharyngeal pain
General disorders and administration site conditions Pain
General disorders and administration site conditions Pain 1.0
Cardiac disorders Palpitations
Cardiac disorders Palpitations 1.0
Nervous system disorders Somnolence 1.0
Psychiatric disorders Throat tightness
Psychiatric disorders Throat tightness 1.0
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Nausea
Psychiatric disorders Throat tightness
General disorders and administration site conditions Asthenia
Nervous system disorders Hypoaesthesia
Gastrointestinal disorders Oropharyngeal discomfort
Gastrointestinal disorders Oropharyngeal pain
General disorders and administration site conditions Pain
Cardiac disorders Palpitations

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
16.74
General disorders and administration site conditions
14.8
Vascular disorders
8.85
Respiratory, thoracic and mediastinal disorders
7.91
Gastrointestinal disorders
7.47
Injury, poisoning and procedural complications
6.28
Psychiatric disorders
6.28
Cardiac disorders
4.98
Musculoskeletal and connective tissue disorders
4.95
Infections and infestations
3.68
Skin and subcutaneous tissue disorders
2.88
Immune system disorders
2.77

Cross References

Resources Reference
CAS NUMBER 139264-17-8
ChEBI 10124
ChEMBL CHEMBL1185
DrugBank DB00315
DrugCentral 2869
EPA CompTox DTXSID8045933
FDA SRS 2FS66TH3YW
Human Metabolome Database HMDB14460
Guide to Pharmacology 60
KEGG C07218
PubChem 60857
SureChEMBL SCHEMBL33336
ZINC ZINC000000015515
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