Structure

InChI Key HUNXMJYCHXQEGX-UHFFFAOYSA-N
Smile CCN(C(C)=O)c1cccc(-c2ccnc3c(C#N)cnn23)c1
InChI
InChI=1S/C17H15N5O/c1-3-21(12(2)23)15-6-4-5-13(9-15)16-7-8-19-17-14(10-18)11-20-22(16)17/h4-9,11H,3H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H15N5O
Molecular Weight 305.34
AlogP 2.64
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 74.29
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
POSITIVE ALLOSTERIC MODULATOR GABA A receptor alpha-1/beta-1/gamma-2 positive allosteric modulator FDA PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- - - 83000 -
Ion channel Ligand-gated ion channel GABA-A receptor
1630 - - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Sleep Initiation and Maintenance Disorders 4 D007319 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Headache 42.0
Nervous system disorders Headache
Nervous system disorders Headache 30.0
Cardiac disorders Dizziness 9.0
Gastrointestinal disorders Nausea 8.0
General disorders and administration site conditions Asthenia 7.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 7.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Abdominal pain 6.0
Gastrointestinal disorders Gastrointestinal pain 6.0
Gastrointestinal disorders Nausea 6.0
Nervous system disorders Somnolence 6.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 5.0
Nervous system disorders Somnolence 5.0
Nervous system disorders Amnesia 4.0
Reproductive system and breast disorders Dysmenorrhoea 4.0
Eye disorders Eye pain 4.0
Nervous system disorders Somnolence
Gastrointestinal disorders Abdominal pain
Reproductive system and breast disorders Dysmenorrhoea 3.0
Eye disorders Eye pain 3.0
Gastrointestinal disorders Gastrointestinal pain
Nervous system disorders Paraesthesia 3.0
Nervous system disorders Amnesia 2.0
General disorders and administration site conditions Decreased appetite 2.0
Depersonalisation 2.0
General disorders and administration site conditions Discomfort 2.0
Reproductive system and breast disorders Dysmenorrhoea
Eye disorders Eye pain
General disorders and administration site conditions Feeling abnormal 2.0
Ear and labyrinth disorders Hyperacusis 2.0
Nervous system disorders Hypoaesthesia 2.0
General disorders and administration site conditions Ill-defined disorder 2.0
General disorders and administration site conditions Malaise 2.0
Nervous system disorders Parosmia 2.0
Nervous system disorders Tremor 2.0
Eye disorders Visual impairment 2.0
Nervous system disorders Amnesia
Gastrointestinal disorders Colitis 1.0
Nervous system disorders Confusional state
Nervous system disorders Confusional state 1.0
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 1.0
Depersonalisation
Depersonalisation 1.0
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Discomfort 1.0
Ear and labyrinth disorders Ear pain 1.0
Respiratory, thoracic and mediastinal disorders Epistaxis
Respiratory, thoracic and mediastinal disorders Epistaxis 1.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 1.0
Psychiatric disorders Hallucination
Psychiatric disorders Hallucination 1.0
Ear and labyrinth disorders Hyperacusis
Ear and labyrinth disorders Hyperacusis 1.0
Musculoskeletal and connective tissue disorders Hypertonia
Musculoskeletal and connective tissue disorders Hypertonia 1.0
Nervous system disorders Hypoaesthesia
Nervous system disorders Hypoaesthesia 1.0
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Ill-defined disorder 1.0
General disorders and administration site conditions Malaise
General disorders and administration site conditions Malaise 1.0
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 1.0
Nervous system disorders Paraesthesia
Nervous system disorders Parosmia
Nervous system disorders Parosmia 1.0
Skin and subcutaneous tissue disorders Photosensitivity reaction
Skin and subcutaneous tissue disorders Photosensitivity reaction 1.0
Nervous system disorders Tremor
Ear and labyrinth disorders Vertigo
Ear and labyrinth disorders Vertigo 1.0
Eye disorders Visual impairment
Eye disorders Visual impairment 1.0

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
23.35
Nervous system disorders
17.31
Psychiatric disorders
14.01
Immune system disorders
10.71
Injury, poisoning and procedural complications
7.42
Product issues
5.22
Eye disorders
4.67
Gastrointestinal disorders
4.4
Musculoskeletal and connective tissue disorders
2.75
Cardiac disorders
2.47

Cross References

Resources Reference
CAS NUMBER 151319-34-5
ChEBI 10102
ChEMBL CHEMBL1521
DrugBank DB00962
DrugCentral 2857
EPA CompTox DTXSID5023748
FDA SRS S62U433RMH
Human Metabolome Database HMDB0015097
Guide to Pharmacology 4345
KEGG C07484
PharmGKB PA451952
PubChem 5719
SureChEMBL SCHEMBL29118
ZINC ZINC000000006300