Trade Names:
Synonyms:
Status: Approved (2007)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N04BC09
UNII: 87T4T8BO2E

Structure

InChI Key KFQYTPMOWPVWEJ-INIZCTEOSA-N
Smile CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1
InChI
InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3/t16-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H25NOS
Molecular Weight 315.48
AlogP 4.27
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 23.47
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 22.0

Pharmacology

Action Mechanism of Action Reference
AGONIST D2-like dopamine receptor agonist FDA
Primary Target
D2 receptor

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Fibromyalgia 2 D005356 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Stroke 2 D020521 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 34.0
Nervous system disorders Somnolence 32.0
Nervous system disorders Somnolence
Cardiac disorders Dizziness 23.0
Cardiac disorders Dizziness 21.0
Nervous system disorders Headache 21.0
Gastrointestinal disorders Nausea 18.0
Cardiac disorders Dizziness
Nervous system disorders Dyskinesia 14.0
Gastrointestinal disorders Nausea
Nervous system disorders Somnolence 12.0
Musculoskeletal and connective tissue disorders Arthralgia 11.0
Cardiac disorders Dizziness
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 11.0
Nervous system disorders Headache 10.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Vomiting 10.0
Gastrointestinal disorders Constipation 9.0
Cardiac disorders Oedema peripheral 9.0
Skin and subcutaneous tissue disorders Pruritus 9.0
General disorders and administration site conditions Asthenia 8.0
General disorders and administration site conditions Fatigue 8.0
Nervous system disorders Headache
Nervous system disorders Somnolence 8.0
Musculoskeletal and connective tissue disorders Arthralgia
Gastrointestinal disorders Diarrhoea 7.0
Cardiac disorders Dizziness 7.0
Nervous system disorders Dyskinesia
Psychiatric disorders Hallucination 7.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Infections and infestations Nasopharyngitis
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 6.0
Cardiac disorders Dizziness
Nervous system disorders Insomnia
Gastrointestinal disorders Vomiting
Psychiatric disorders Depression 5.0
Gastrointestinal disorders Diarrhoea
Nervous system disorders Dysaesthesia 5.0
Nervous system disorders Insomnia 5.0
Infections and infestations Nasopharyngitis 5.0
Nervous system disorders Paraesthesia 5.0
General disorders and administration site conditions Asthenia 4.0
Gastrointestinal disorders Dry mouth
General disorders and administration site conditions Hot flush 4.0
Reproductive system and breast disorders Menopausal symptoms 4.0
Nervous system disorders Somnolence
Nervous system disorders Tremor 4.0
General disorders and administration site conditions Asthenia
Gastrointestinal disorders Constipation
Respiratory, thoracic and mediastinal disorders Cough 3.0
Gastrointestinal disorders Dry mouth 3.0
Nervous system disorders Dysaesthesia
Skin and subcutaneous tissue disorders Erythema
Skin and subcutaneous tissue disorders Erythema 3.0
General disorders and administration site conditions Fatigue
Psychiatric disorders Hallucination
General disorders and administration site conditions Hyperhidrosis
General disorders and administration site conditions Hyperhidrosis 3.0
Vascular disorders Hypertension 3.0
Musculoskeletal and connective tissue disorders Muscle spasms 3.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 3.0
Psychiatric disorders Nightmare 3.0
Nervous system disorders Paraesthesia
Skin and subcutaneous tissue disorders Pruritus
Respiratory, thoracic and mediastinal disorders Sinus congestion 3.0
Nervous system disorders Somnolence
Nervous system disorders Tremor
Infections and infestations Upper respiratory tract infection 3.0
Gastrointestinal disorders Vomiting
Investigations White blood cells urine positive 3.0
Nervous system disorders Abnormal dreams 2.0
Injury, poisoning and procedural complications Contusion 2.0
General disorders and administration site conditions Decreased appetite 2.0
Cardiac disorders Dizziness postural 2.0
Gastrointestinal disorders Dyspepsia 2.0
Gastrointestinal disorders Hiccups 2.0
General disorders and administration site conditions Hyperhidrosis
Respiratory, thoracic and mediastinal disorders Laryngeal pain 2.0
General disorders and administration site conditions Lethargy 2.0
Musculoskeletal and connective tissue disorders Muscle spasms
Musculoskeletal and connective tissue disorders Musculoskeletal pain 2.0
Psychiatric disorders Nightmare
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 2.0
Investigations Serum ferritin decreased 2.0
Infections and infestations Sinusitis 2.0
Gastrointestinal disorders Vomiting 2.0
Investigations White blood cells urine positive
Respiratory, thoracic and mediastinal disorders Cough
Gastrointestinal disorders Dyspepsia
Skin and subcutaneous tissue disorders Erythema
Skin and subcutaneous tissue disorders Erythema 1.0
General disorders and administration site conditions Hot flush
General disorders and administration site conditions Hyperhidrosis 1.0
Reproductive system and breast disorders Menopausal symptoms
Musculoskeletal and connective tissue disorders Muscle spasms
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Cardiac disorders Oedema peripheral
Investigations Serum ferritin decreased
Infections and infestations Sinusitis
Psychiatric disorders Sleep disorder
Gastrointestinal disorders Vomiting

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
14.59
General disorders and administration site conditions
14.28
Injury, poisoning and procedural complications
13.72
Psychiatric disorders
10.76
Skin and subcutaneous tissue disorders
7.43
Musculoskeletal and connective tissue disorders
5.29
Gastrointestinal disorders
5.23
Respiratory, thoracic and mediastinal disorders
4.68
Cardiac disorders
4.07
Vascular disorders
4.01
Infections and infestations
2.79
Metabolism and nutrition disorders
2.13

Cross References

Resources Reference
CAS NUMBER 99755-59-6
ChEBI 135351
ChEMBL CHEMBL1303
DrugBank DB05271
DrugCentral 2407
EPA CompTox DTXSID5046772
FDA SRS 87T4T8BO2E
Guide to Pharmacology 941
KEGG D05768
PharmGKB PA166165149
PubChem 59227
SureChEMBL SCHEMBL1088585
ZINC ZINC000000004028