Structure

InChI Key CXOXHMZGEKVPMT-UHFFFAOYSA-N
Smile CN1C(=O)CC(=O)N(c2ccccc2)c2cc(Cl)ccc21
InChI
InChI=1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H13ClN2O2
Molecular Weight 300.75
AlogP 3.37
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 1.0
Polar Surface Area 40.62
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 21.0

Pharmacology

Action Mechanism of Action Reference
POSITIVE ALLOSTERIC MODULATOR GABA-A receptor; anion channel positive allosteric modulator PubMed Wikipedia

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Anxiety 4 D001007 ClinicalTrials
Lennox Gastaut Syndrome 4 D065768 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Epilepsia Partialis Continua 3 D017036 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Epilepsies, Myoclonic 3 D004831 ClinicalTrials
Epilepsy 2 D004827 ClinicalTrials
Neuralgia 1 D009437 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 32.0
Nervous system disorders Somnolence 27.0
Nervous system disorders Somnolence 26.0
Nervous system disorders Somnolence 25.0
Nervous system disorders Somnolence 24.0
Nervous system disorders Somnolence 22.0
Investigations Body temperature increased 17.0
Nervous system disorders Somnolence 17.0
Nervous system disorders Somnolence 16.0
General disorders and administration site conditions Lethargy 15.0
Nervous system disorders Somnolence
Psychiatric disorders Aggression 14.0
Nervous system disorders Drooling 14.0
Infections and infestations Upper respiratory tract infection 14.0
Investigations Body temperature increased 13.0
Nervous system disorders Drooling 13.0
Infections and infestations Upper respiratory tract infection 13.0
Investigations Body temperature increased 12.0
Nervous system disorders Somnolence
Infections and infestations Upper respiratory tract infection 12.0
General disorders and administration site conditions Irritability 11.0
Nervous system disorders Ataxia 10.0
Investigations Body temperature increased 10.0
Gastrointestinal disorders Constipation 10.0
General disorders and administration site conditions Lethargy 10.0
Infections and infestations Upper respiratory tract infection
Infections and infestations Upper respiratory tract infection 10.0
Nervous system disorders Drooling 9.0
Gastrointestinal disorders Vomiting 9.0
Nervous system disorders Ataxia 8.2
Psychiatric disorders Aggression 8.0
Respiratory, thoracic and mediastinal disorders Cough 7.0
General disorders and administration site conditions Decreased appetite 7.0
Nervous system disorders Insomnia 7.0
General disorders and administration site conditions Irritability 7.0
Infections and infestations Pneumonia 7.0
Gastrointestinal disorders Vomiting 7.0
Psychiatric disorders Aggression
Nervous system disorders Agitation 5.0
General disorders and administration site conditions Asthenia 5.0
Nervous system disorders Ataxia 5.0
Infections and infestations Bronchitis 5.0
Gastrointestinal disorders Constipation 5.0
Respiratory, thoracic and mediastinal disorders Cough 5.0
Nervous system disorders Dysarthria 5.0
Gastrointestinal disorders Dysphagia 5.0
General disorders and administration site conditions Fatigue 5.0
General disorders and administration site conditions Increased appetite 5.0
Nervous system disorders Insomnia 5.0
General disorders and administration site conditions Irritability
General disorders and administration site conditions Irritability 5.0
General disorders and administration site conditions Lethargy
General disorders and administration site conditions Lethargy 5.0
Musculoskeletal and connective tissue disorders Osteoarthritis 5.0
Infections and infestations Urinary tract infection 5.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 5.0
Nervous system disorders Agitation 4.0
Infections and infestations Pneumonia 4.0
Infections and infestations Urinary tract infection 4.0
Nervous system disorders Headache 3.6
Psychiatric disorders Depression 3.5
Gastrointestinal disorders Dry mouth 3.2
Psychiatric disorders Aggression 3.0
Nervous system disorders Agitation
Nervous system disorders Agitation 3.0
General disorders and administration site conditions Asthenia 3.0
Nervous system disorders Ataxia
Nervous system disorders Ataxia 3.0
Investigations Body temperature increased
Respiratory, thoracic and mediastinal disorders Cough 3.0
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 3.0
Nervous system disorders Drooling
Nervous system disorders Dysarthria 3.0
General disorders and administration site conditions Fatigue 3.0
General disorders and administration site conditions Increased appetite 3.0
General disorders and administration site conditions Irritability 3.0
Musculoskeletal and connective tissue disorders Osteoarthritis 3.0
Infections and infestations Pneumonia 3.0
Gastrointestinal disorders Constipation 2.1
General disorders and administration site conditions Asthenia
Nervous system disorders Ataxia 2.0
Infections and infestations Bronchitis 2.0
Gastrointestinal disorders Constipation 2.0
Nervous system disorders Dysarthria 2.0
Gastrointestinal disorders Dysphagia 2.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Increased appetite 2.0
Nervous system disorders Insomnia
Nervous system disorders Insomnia 2.0
Musculoskeletal and connective tissue disorders Osteoarthritis 2.0
Infections and infestations Pneumonia
Infections and infestations Urinary tract infection 2.0
Nervous system disorders Insomnia 1.8
Nervous system disorders Confusional state 1.6
Nervous system disorders Dysarthria 1.6
General disorders and administration site conditions Feeling abnormal 1.6
General disorders and administration site conditions Irritability 1.5
Skin and subcutaneous tissue disorders Dermatitis 1.4
Gastrointestinal disorders Diarrhoea 1.4
Skin and subcutaneous tissue disorders Rash 1.4
Gastrointestinal disorders Nausea 1.3
Nervous system disorders Tremor 1.3
Vascular disorders Hypotension 1.2

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
28.78
Psychiatric disorders
17.96
General disorders and administration site conditions
14.06
Injury, poisoning and procedural complications
5.88
Respiratory, thoracic and mediastinal disorders
4.51
Gastrointestinal disorders
3.76
Infections and infestations
3.38
Investigations
2.75
Skin and subcutaneous tissue disorders
2.67
Musculoskeletal and connective tissue disorders
2.64
Metabolism and nutrition disorders
2.14
Cardiac disorders
2.01

Environmental Impact

Countries
Bulgaria
Croatia
Germany
Hungary
Romania
Serbia
Slovak Republic

Cross References

Resources Reference
CAS NUMBER 22316-47-8
ChEBI 31413
ChEMBL CHEMBL70418
DrugBank DB00349
DrugCentral 682
EPA CompTox DTXSID2046759
FDA SRS 2MRO291B4U
Human Metabolome Database HMDB0014493
Guide to Pharmacology 7149
PharmGKB PA10888
PubChem 2789
SureChEMBL SCHEMBL43038
ZINC ZINC000000001175