Structure

InChI Key KVWDHTXUZHCGIO-UHFFFAOYSA-N
Smile Cc1cc2c(s1)Nc1ccccc1N=C2N1CCN(C)CC1
InChI
InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,19H,7-10H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H20N4S
Molecular Weight 312.44
AlogP 3.44
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 0.0
Polar Surface Area 30.87
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 22.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST D2-like dopamine receptor antagonist FDA
Primary Target
5-HT2A receptor
5-HT2C receptor
D2 receptor

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder, Major 4 D003865 ClinicalTrials
Bipolar Disorder 4 D001714 ClinicalTrials
Psychotic Disorders 4 D011618 ClinicalTrials
Weight Gain 3 D015430 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Genital Neoplasms, Female 3 D005833 ClinicalTrials
Feeding and Eating Disorders 3 D001068 ClinicalTrials
Huntington Disease 3 D006816 ClinicalTrials
Gambling 3 D005715 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Postoperative Nausea and Vomiting 3 D020250 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Borderline Personality Disorder 3 D001883 ClinicalTrials
Postoperative Nausea and Vomiting 3 D020250 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Intellectual Disability 3 D008607 ClinicalTrials
Developmental Disabilities 3 D002658 ClinicalTrials
Depressive Disorder, Treatment-Resistant 3 D061218 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Vomiting 2 D014839 ClinicalTrials
Anorexia Nervosa 2 D000856 ClinicalTrials
Autistic Disorder 2 D001321 ClinicalTrials
Delirium 2 D003693 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials
Weight Loss 1 D015431 ClinicalTrials
Lecithin Cholesterol Acyltransferase Deficiency 1 D007863 ClinicalTrials
Mood Disorders 1 D019964 ClinicalTrials
Dyskinesia, Drug-Induced 1 D004409 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
Salt
Mixture

Side Effects from Label

Side effects Relative Frequency (%) Labels
Investigations Blood prolactin increased 47.4
Investigations Weight increased 43.5
Nervous system disorders Somnolence 39.1
Nervous system disorders Somnolence 39.0
Nervous system disorders Somnolence 35.0
Investigations Weight increased 31.0
Nervous system disorders Somnolence 30.0
Investigations Weight increased 30.0
Nervous system disorders Somnolence 29.7
General disorders and administration site conditions Increased appetite 29.0
Nervous system disorders Somnolence 29.0
Investigations Weight increased 29.0
Investigations Aspartate aminotransferase increased 27.6
Nervous system disorders Akathisia 27.0
General disorders and administration site conditions Asthenia 27.0
Nervous system disorders Somnolence 26.0
General disorders and administration site conditions Increased appetite 24.0
Nervous system disorders Agitation 23.0
Nervous system disorders Akathisia
General disorders and administration site conditions Asthenia
Investigations Blood bilirubin decreased 22.1
Gastrointestinal disorders Dry mouth 22.0
Investigations Weight increased 20.5
General disorders and administration site conditions Asthenia 20.0
Nervous system disorders Insomnia 20.0
Nervous system disorders Parkinsonism 20.0
Nervous system disorders Somnolence 20.0
Nervous system disorders Akathisia 19.0
General disorders and administration site conditions Asthenia 19.0
Nervous system disorders Insomnia
Investigations Weight increased 18.4
Cardiac disorders Dizziness 18.0
Nervous system disorders Headache 18.0
Cardiac disorders Dizziness 17.4
Nervous system disorders Agitation
Nervous system disorders Headache
Nervous system disorders Headache 17.0
General disorders and administration site conditions Increased appetite 17.0
Nervous system disorders Somnolence
Nervous system disorders Akathisia 16.0
General disorders and administration site conditions Asthenia 16.0
Psychiatric disorders Nervousness 16.0
Nervous system disorders Somnolence
Psychiatric disorders Tension 16.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 15.0
Nervous system disorders Headache
Nervous system disorders Headache 15.0
Psychiatric disorders Hostility 15.0
Nervous system disorders Parkinsonism
Nervous system disorders Somnolence
Gastrointestinal disorders Constipation 14.5
General disorders and administration site conditions Asthenia 14.0
General disorders and administration site conditions Fatigue 14.0
Psychiatric disorders Hostility
Psychiatric disorders Nervousness
Nervous system disorders Parkinsonism 14.0
Psychiatric disorders Tension
Investigations Weight increased 14.0
Gastrointestinal disorders Dry mouth 13.0
Nervous system disorders Headache 13.0
Nervous system disorders Somnolence
Nervous system disorders Somnolence 13.0
Nervous system disorders Headache
Injury, poisoning and procedural complications Injury 12.0
Nervous system disorders Insomnia 12.0
Nervous system disorders Parkinsonism 12.0
Nervous system disorders Akathisia 11.0
Gastrointestinal disorders Constipation 11.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 11.0
Gastrointestinal disorders Dyspepsia 11.0
Nervous system disorders Insomnia
Investigations Gamma-glutamyltransferase increased 10.1
Gastrointestinal disorders Pharyngitis 10.1
Nervous system disorders Akathisia 10.0
General disorders and administration site conditions Asthenia 10.0
General disorders and administration site conditions Pain 10.0
Nervous system disorders Parkinsonism
Infections and infestations Rhinitis 10.0
Gastrointestinal disorders Constipation 9.4
Cardiac disorders Dizziness 9.4
Psychiatric disorders Anxiety 9.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 9.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 9.0
Respiratory, thoracic and mediastinal disorders Cough 9.0
Gastrointestinal disorders Dry mouth 9.0
General disorders and administration site conditions Fatigue 9.0
General disorders and administration site conditions Increased appetite
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 9.0
General disorders and administration site conditions Pain
Investigations Weight increased
Investigations Alanine aminotransferase increased 8.0
Psychiatric disorders Anxiety
General disorders and administration site conditions Asthenia 8.0
Cardiac disorders Dizziness 8.0
Nervous system disorders Headache
Injury, poisoning and procedural complications Injury
Nervous system disorders Parkinsonism 8.0
Psychiatric disorders Personality disorder
Psychiatric disorders Personality disorder 8.0
Cardiac disorders Dizziness 7.7
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Diarrhoea 7.0
Cardiac disorders Dizziness 7.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 7.0
Gastrointestinal disorders Dyspepsia 7.0
Gastrointestinal disorders Gastrointestinal pain
Respiratory, thoracic and mediastinal disorders Nasal congestion 7.0
Infections and infestations Rhinitis 7.0
Nervous system disorders Tremor 7.0
Investigations Weight increased 7.0
General disorders and administration site conditions Asthenia 6.6
Cardiac disorders Dizziness 6.6
General disorders and administration site conditions Fatigue 6.6
Gastrointestinal disorders Constipation 6.2
Gastrointestinal disorders Dry mouth 6.2
Gastrointestinal disorders Dry mouth 6.1
Gastrointestinal disorders Abdominal pain 6.0
Nervous system disorders Akathisia 6.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 6.0
Investigations Body temperature increased 6.0
Respiratory, thoracic and mediastinal disorders Cough 6.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 6.0
Gastrointestinal disorders Dry mouth 6.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Gait disturbance 6.0
Gastrointestinal disorders Gastrointestinal pain 6.0
Nervous system disorders Headache
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 6.0
Infections and infestations Nasopharyngitis 6.0
Musculoskeletal and connective tissue disorders Pain in extremity 6.0
Infections and infestations Rhinitis
Nervous system disorders Somnolence 6.0
Nervous system disorders Tremor 6.0
Gastrointestinal disorders Vomiting 6.0
Investigations Weight increased
Investigations Weight increased 6.0
Nervous system disorders Akathisia
Nervous system disorders Akathisia 5.0
Eye disorders Amblyopia 5.0
Musculoskeletal and connective tissue disorders Arthralgia 5.0
Musculoskeletal and connective tissue disorders Back pain 5.0
Investigations Body temperature increased 5.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 5.0
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 5.0
Gastrointestinal disorders Diarrhoea 5.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 5.0
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 5.0
Blood and lymphatic system disorders Ecchymosis 5.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.0
Gastrointestinal disorders Nausea 5.0
Nervous system disorders Orthostatic hypotension
Nervous system disorders Orthostatic hypotension 5.0
Musculoskeletal and connective tissue disorders Pain in extremity 5.0
Gastrointestinal disorders Pharyngitis 5.0
Nervous system disorders Tremor 5.0
Investigations Weight increased
Investigations Weight increased 5.0
Nervous system disorders Abnormal dreams 4.3
Gastrointestinal disorders Abdominal pain 4.0
Nervous system disorders Akathisia
Eye disorders Amblyopia
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 4.0
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Back pain 4.0
Cardiac disorders Chest pain 4.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 4.0
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness
Cardiac disorders Dizziness 4.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 4.0
Ear and labyrinth disorders Ear pain 4.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 4.0
Gastrointestinal disorders Gastrointestinal pain 4.0
Investigations Hepatic enzyme increased 4.0
Musculoskeletal and connective tissue disorders Hypertonia 4.0
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 4.0
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 4.0
Infections and infestations Nasopharyngitis 4.0
Gastrointestinal disorders Nausea 4.0
Nervous system disorders Parkinsonism 4.0
Psychiatric disorders Personality disorder
Gastrointestinal disorders Pharyngitis 4.0
Nervous system disorders Speech disorder 4.0
Cardiac disorders Tachycardia 4.0
Gastrointestinal disorders Toothache 4.0
Gastrointestinal disorders Tooth infection 4.0
Nervous system disorders Tremor 4.0
Infections and infestations Upper respiratory tract infection 4.0
Reproductive system and breast disorders Vaginal discharge 4.0
Gastrointestinal disorders Vomiting 4.0
Investigations Weight increased
Gastrointestinal disorders Pharyngitis 3.1
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain 3.0
Nervous system disorders Agitation 3.0
Nervous system disorders Akathisia 3.0
Investigations Alanine aminotransferase increased
Eye disorders Amblyopia 3.0
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Arthralgia 3.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 3.0
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Back pain 3.0
Investigations Body temperature increased
Cardiac disorders Chest pain 3.0
Gastrointestinal disorders Constipation
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 3.0
Gastrointestinal disorders Diarrhoea 3.0
Cardiac disorders Dizziness
Gastrointestinal disorders Dry mouth 3.0
Gastrointestinal disorders Dyspepsia 3.0
Blood and lymphatic system disorders Ecchymosis
Respiratory, thoracic and mediastinal disorders Epistaxis 3.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 3.0
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain 3.0
Psychiatric disorders Hallucination 3.0
Investigations Hepatic enzyme increased 3.0
Vascular disorders Hypertension 3.0
Musculoskeletal and connective tissue disorders Hypertonia
Musculoskeletal and connective tissue disorders Hypertonia 3.0
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 3.0
General disorders and administration site conditions Injection site pain 3.0
Respiratory, thoracic and mediastinal disorders Laryngeal pain 3.0
Social circumstances Mental disability 3.0
Musculoskeletal and connective tissue disorders Muscle spasms 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Respiratory, thoracic and mediastinal disorders Nasal congestion
Infections and infestations Nasopharyngitis 3.0
Cardiac disorders Oedema peripheral 3.0
Nervous system disorders Orthostatic hypotension 3.0
General disorders and administration site conditions Pain 3.0
Musculoskeletal and connective tissue disorders Pain in extremity
Nervous system disorders Parkinsonism 3.0
Gastrointestinal disorders Pharyngitis
Infections and infestations Respiratory tract infection 3.0
Infections and infestations Sinusitis 3.0
Nervous system disorders Somnolence
Nervous system disorders Somnolence 3.0
Cardiac disorders Tachycardia 3.0
Nervous system disorders Thinking abnormal 3.0
Gastrointestinal disorders Toothache 3.0
Nervous system disorders Tremor
Nervous system disorders Tremor 3.0
Infections and infestations Upper respiratory tract infection 3.0
Gastrointestinal disorders Vomiting
Investigations Weight increased
Cardiac disorders Dizziness
Cardiac disorders Dizziness 2.6
General disorders and administration site conditions Asthenia 2.1
General disorders and administration site conditions Fatigue 2.1
Gastrointestinal disorders Abdominal pain
Nervous system disorders Abnormal dreams 2.0
Skin and subcutaneous tissue disorders Acne 2.0
Nervous system disorders Agitation
Nervous system disorders Agitation 2.0
Nervous system disorders Akathisia
Nervous system disorders Akathisia 2.0
Eye disorders Amblyopia
Nervous system disorders Amnesia 2.0
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Arthralgia 2.0
Musculoskeletal and connective tissue disorders Arthropathy 2.0
Investigations Aspartate aminotransferase increased 2.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 2.0
Musculoskeletal and connective tissue disorders Back pain
Eye disorders Blepharitis 2.0
Investigations Body temperature increased
Investigations Body temperature increased 2.0
Cardiac disorders Chest pain
Skin and subcutaneous tissue disorders Dermatitis 2.0
Skin and subcutaneous tissue disorders Dermatitis bullous 2.0
Gastrointestinal disorders Diarrhoea 2.0
Cardiac disorders Dizziness
Psychiatric disorders Drug dependence 2.0
Gastrointestinal disorders Dry mouth 2.0
Nervous system disorders Dysarthria 2.0
Ear and labyrinth disorders Ear pain
Investigations Electrocardiogram QT prolonged 2.0
Psychiatric disorders Euphoric mood 2.0
Eye disorders Eye disorder 2.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 2.0
Gastrointestinal disorders Flatulence 2.0
Infections and infestations Fungal skin infection 2.0
Investigations Gamma-glutamyltransferase increased 2.0
Gastrointestinal disorders Gastrointestinal pain
Psychiatric disorders Hallucination
Vascular disorders Hypertension 2.0
Musculoskeletal and connective tissue disorders Hypertonia
Vascular disorders Hypotension 2.0
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 2.0
General disorders and administration site conditions Injection site pain 2.0
Respiratory, thoracic and mediastinal disorders Laryngeal pain
Respiratory, thoracic and mediastinal disorders Laryngeal pain 2.0
Reproductive system and breast disorders Menstrual disorder 2.0
Musculoskeletal and connective tissue disorders Muscle spasms 2.0
Musculoskeletal and connective tissue disorders Muscle twitching 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 2.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 2.0
Infections and infestations Nasopharyngitis
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 2.0
Musculoskeletal and connective tissue disorders Nuchal rigidity 2.0
General disorders and administration site conditions Oedema 2.0
Cardiac disorders Oedema peripheral 2.0
Nervous system disorders Orthostatic hypotension
Musculoskeletal and connective tissue disorders Osteoarthritis 2.0
General disorders and administration site conditions Pain 2.0
Nervous system disorders Parkinsonism
Nervous system disorders Parkinsonism 2.0
Phonological disorder 2.0
General disorders and administration site conditions Procedural pain 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Infections and infestations Rash pustular 2.0
Infections and infestations Respiratory tract infection
Psychiatric disorders Sleep disorder 2.0
Respiratory, thoracic and mediastinal disorders Sneezing 2.0
Infections and infestations Upper respiratory tract infection
Nervous system disorders Urinary incontinence 2.0
Infections and infestations Urinary tract infection 2.0
Infections and infestations Viral infection 2.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 2.0
Nervous system disorders Abnormal dreams 1.6
Cardiac disorders Dizziness 1.6
Gastrointestinal disorders Pharyngitis 1.6
General disorders and administration site conditions Asthenia 1.5
General disorders and administration site conditions Fatigue 1.5
Gastrointestinal disorders Pharyngitis
Nervous system disorders Agitation 1.0
Nervous system disorders Akathisia
Musculoskeletal and connective tissue disorders Arthropathy
General disorders and administration site conditions Asthenia
Eye disorders Blepharitis
Investigations Blood creatine phosphokinase increased 1.0
Cardiac disorders Chest pain
Eye disorders Corneal lesion 1.0
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis bullous
Cardiac disorders Dizziness 1.0
Gastrointestinal disorders Dry mouth
Nervous system disorders Dysarthria 1.0
Gastrointestinal disorders Dyspepsia
Ear and labyrinth disorders Ear pain 1.0
Investigations Electrocardiogram QT prolonged
Eye disorders Eye disorder
Gastrointestinal disorders Flatulence 1.0
General disorders and administration site conditions Gait disturbance
Investigations Gamma-glutamyltransferase increased
Psychiatric disorders Hallucination 1.0
Investigations Hepatic enzyme increased
Investigations Hepatic enzyme increased 1.0
Vascular disorders Hypertension
Vascular disorders Hypotension
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 1.0
Injury, poisoning and procedural complications Injury 1.0
Blood and lymphatic system disorders Leukopenia 1.0
Social circumstances Mental disability
Musculoskeletal and connective tissue disorders Muscle spasms 1.0
Musculoskeletal and connective tissue disorders Muscle twitching
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 1.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 1.0
Infections and infestations Nasopharyngitis 1.0
Psychiatric disorders Neurosis 1.0
Musculoskeletal and connective tissue disorders Nuchal rigidity
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 1.0
Nervous system disorders Orthostatic hypotension
Nervous system disorders Orthostatic hypotension 1.0
Musculoskeletal and connective tissue disorders Osteoarthritis
Musculoskeletal and connective tissue disorders Osteoarthritis 1.0
Musculoskeletal and connective tissue disorders Pain in extremity
Nervous system disorders Parkinsonism 1.0
Phonological disorder
Skin and subcutaneous tissue disorders Rash
Infections and infestations Rash pustular
Psychiatric disorders Sleep disorder
Nervous system disorders Speech disorder
Cardiac disorders Tachycardia
Nervous system disorders Thinking abnormal
Nervous system disorders Tremor
Nervous system disorders Tremor 1.0
Infections and infestations Upper respiratory tract infection 1.0
Nervous system disorders Urinary incontinence
Infections and infestations Urinary tract infection
Gastrointestinal disorders Vomiting 1.0
Investigations Weight increased
Investigations Weight increased 1.0

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
18.01
Nervous system disorders
16.7
General disorders and administration site conditions
9.62
Injury, poisoning and procedural complications
8.34
Investigations
7.13
Gastrointestinal disorders
4.93
Metabolism and nutrition disorders
4.52
Cardiac disorders
3.93
Musculoskeletal and connective tissue disorders
3.87
Vascular disorders
3.8
Respiratory, thoracic and mediastinal disorders
3.62

Cross References

Resources Reference
CAS NUMBER 132539-06-1
ChEBI 7735
ChEMBL CHEMBL715
DrugBank DB00334
DrugCentral 1982
EPA CompTox DTXSID9023388
FDA SRS N7U69T4SZR
Human Metabolome Database HMDB0005012
Guide to Pharmacology 47
KEGG C07322
PubChem 135398745
SureChEMBL SCHEMBL28763
ZINC ZINC000052957434