Structure

InChI Key AWEZYKMQFAUBTD-UHFFFAOYSA-N
Smile CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1.Cl
InChI
InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H26ClN3O2S
Molecular Weight 371.93
AlogP 2.07
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 65.2
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Serotonin 1b (5-HT1b) receptor agonist FDA

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Headache 3 D006261 ClinicalTrials

Related Entries

Parent

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 16.0
General disorders and administration site conditions Asthenia 11.0
General disorders and administration site conditions Fatigue 11.0
Nervous system disorders Somnolence 10.0
Nervous system disorders Paraesthesia 7.0
Gastrointestinal disorders Vomiting 6.0
Cardiac disorders Dizziness 5.0
Gastrointestinal disorders Nausea 5.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 4.0
General disorders and administration site conditions Pain 4.0
Sensation of pressure 4.0
General disorders and administration site conditions Asthenia 2.0
General disorders and administration site conditions Discomfort 2.0
Cardiac disorders Dizziness 2.0
General disorders and administration site conditions Fatigue 2.0
General disorders and administration site conditions Feeling abnormal 2.0
General disorders and administration site conditions Ill-defined disorder 2.0
General disorders and administration site conditions Malaise 2.0
General disorders and administration site conditions Pain
General disorders and administration site conditions Pain 2.0
Nervous system disorders Paraesthesia 2.0
Sensation of pressure
Sensation of pressure 2.0
Nervous system disorders Somnolence 2.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Discomfort
Cardiac disorders Dizziness
Cardiac disorders Dizziness 1.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Malaise
Nervous system disorders Paraesthesia
Nervous system disorders Paraesthesia 1.0
Nervous system disorders Somnolence
Nervous system disorders Somnolence 1.0

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
19.6
Nervous system disorders
11.46
Vascular disorders
8.44
Musculoskeletal and connective tissue disorders
7.59
Injury, poisoning and procedural complications
7.44
Gastrointestinal disorders
5.89
Cardiac disorders
5.73
Respiratory, thoracic and mediastinal disorders
5.73
Skin and subcutaneous tissue disorders
4.34
Pregnancy, puerperium and perinatal conditions
3.87
Psychiatric disorders
3.25
Congenital, familial and genetic disorders
2.32
Immune system disorders
2.32
Product issues
2.17

Cross References

Resources Reference
ChEBI 7479
ChEMBL CHEMBL1200601
EPA CompTox DTXSID6049064
FDA SRS 10X8X4P12Z
Guide to Pharmacology 45
KEGG C07792
PubChem 60875
SureChEMBL SCHEMBL41527
ZINC ZINC00004076