ASENAPINE

Search structure
Trade Names:
Synonyms:
Status: Approved (2009)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N05AH05
UNII: JKZ19V908O

Structure
InChI Key VSWBSWWIRNCQIJ-UHFFFAOYSA-N
Smile CN1CC2c3ccccc3Oc3ccc(Cl)cc3C2C1
InChI
InChI=1S/C17H16ClNO/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19/h2-8,14-15H,9-10H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H16ClNO
Molecular Weight 285.77
AlogP 4.26
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 0.0
Polar Surface Area 12.47
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0

Pharmacology

Primary Target
5-HT2A receptor
D2 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 1-1 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 24.0
Nervous system disorders Somnolence 22.0
Investigations Weight increased 18.6
Nervous system disorders Insomnia 16.0
Nervous system disorders Insomnia 15.0
Nervous system disorders Somnolence 15.0
Nervous system disorders Insomnia
Nervous system disorders Somnolence 13.0
Nervous system disorders Akathisia 12.0
Nervous system disorders Extrapyramidal disorder 12.0
Nervous system disorders Headache 12.0
Nervous system disorders Akathisia 11.0
Cardiac disorders Dizziness 11.0
Nervous system disorders Headache
Nervous system disorders Somnolence 10.7
Nervous system disorders Akathisia 10.0
Nervous system disorders Extrapyramidal disorder 10.0
Nervous system disorders Insomnia 10.0
Nervous system disorders Somnolence
Nervous system disorders Somnolence 9.92
Nervous system disorders Akathisia 9.0
Nervous system disorders Extrapyramidal disorder 9.0
Nervous system disorders Insomnia
Investigations Weight increased 7.57
Nervous system disorders Akathisia
Nervous system disorders Akathisia 7.0
Gastrointestinal disorders Constipation 7.0
Cardiac disorders Dizziness 7.0
Nervous system disorders Extrapyramidal disorder
Nervous system disorders Extrapyramidal disorder 7.0
Gastrointestinal disorders Hypoaesthesia oral 7.0
Nervous system disorders Somnolence
Gastrointestinal disorders Vomiting 7.0
Nervous system disorders Insomnia 6.55
Nervous system disorders Akathisia 6.17
Nervous system disorders Akathisia 6.0
Gastrointestinal disorders Constipation
Nervous system disorders Extrapyramidal disorder 6.0
Gastrointestinal disorders Hypoaesthesia oral 6.0
Nervous system disorders Insomnia 6.0
Nervous system disorders Somnolence
Nervous system disorders Headache 5.71
Nervous system disorders Headache
Nervous system disorders Insomnia
Nervous system disorders Akathisia
Gastrointestinal disorders Constipation 5.0
Cardiac disorders Dizziness 5.0
Nervous system disorders Extrapyramidal disorder
Gastrointestinal disorders Hypoaesthesia oral 5.0
Nervous system disorders Insomnia
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 5.0
Investigations Weight increased 5.0
Gastrointestinal disorders Dry mouth 4.74
General disorders and administration site conditions Asthenia 4.65
General disorders and administration site conditions Fatigue 4.65
Cardiac disorders Dizziness 4.39
Cardiac disorders Dizziness 4.15
Nervous system disorders Akathisia 4.13
General disorders and administration site conditions Increased appetite 4.13
Nervous system disorders Insomnia 4.13
Nervous system disorders Akathisia 4.0
Psychiatric disorders Anxiety 4.0
General disorders and administration site conditions Asthenia 4.0
Gastrointestinal disorders Constipation 4.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 4.0
Gastrointestinal disorders Dyspepsia 4.0
General disorders and administration site conditions Fatigue 4.0
Gastrointestinal disorders Hypoaesthesia oral 4.0
General disorders and administration site conditions Increased appetite 4.0
Gastrointestinal disorders Salivary hypersecretion 4.0
Gastrointestinal disorders Vomiting 4.0
Nervous system disorders Headache 3.99
Gastrointestinal disorders Nausea
Psychiatric disorders Anxiety 3.42
Gastrointestinal disorders Nausea 3.36
Gastrointestinal disorders Hypoaesthesia oral 3.26
Nervous system disorders Parkinsonism 3.17
Gastrointestinal disorders Abdominal discomfort 3.0
Nervous system disorders Akathisia
Musculoskeletal and connective tissue disorders Arthralgia 3.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 3.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 3.0
Gastrointestinal disorders Dry mouth 3.0
Gastrointestinal disorders Dysgeusia 3.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 3.0
Vascular disorders Hypertension 3.0
General disorders and administration site conditions Increased appetite 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Cardiac disorders Oedema peripheral 3.0
Gastrointestinal disorders Toothache 3.0
Investigations Weight increased 3.0
Psychiatric disorders Anxiety
General disorders and administration site conditions Asthenia 2.75
General disorders and administration site conditions Fatigue 2.75
Psychiatric disorders Schizophrenia 2.75
Cardiac disorders Dizziness
Gastrointestinal disorders Constipation
Gastrointestinal disorders Nausea 2.55
Psychiatric disorders Schizophrenia
Psychiatric disorders Suicidal ideation 2.5
Nervous system disorders Agitation 2.41
Nervous system disorders Agitation
Nervous system disorders Tremor 2.22
Gastrointestinal disorders Constipation 2.11
Nervous system disorders Akathisia
Investigations Alanine aminotransferase increased 2.02
Gastrointestinal disorders Abdominal discomfort 2.0
Nervous system disorders Akathisia
Psychiatric disorders Anxiety
General disorders and administration site conditions Asthenia
Psychiatric disorders Depression 2.0
Cardiac disorders Dizziness
Gastrointestinal disorders Dry mouth 2.0
Gastrointestinal disorders Dyspepsia
Nervous system disorders Extrapyramidal disorder
General disorders and administration site conditions Fatigue
Vascular disorders Hypertension
Vascular disorders Hypertension 2.0
General disorders and administration site conditions Increased appetite 2.0
General disorders and administration site conditions Irritability 2.0
Musculoskeletal and connective tissue disorders Pain in extremity 2.0
Gastrointestinal disorders Salivary hypersecretion 2.0
Gastrointestinal disorders Toothache
Investigations Weight increased 2.0
Nervous system disorders Somnolence
Nervous system disorders Insomnia 1.9
Psychiatric disorders Schizophrenia 1.84
Gastrointestinal disorders Dry mouth 1.74
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Increased appetite 1.68
Psychiatric disorders Anxiety 1.58
Gastrointestinal disorders Constipation 1.55
Gastrointestinal disorders Dry mouth
Nervous system disorders Agitation 1.32
Nervous system disorders Parkinsonism 1.32
Psychiatric disorders Depressive symptom 1.3
Nervous system disorders Tremor 1.23
Nervous system disorders Tremor
Investigations Alanine aminotransferase increased 1.17
Psychiatric disorders Anxiety 1.1
Gastrointestinal disorders Hypoaesthesia oral 1.1
Gastrointestinal disorders Abdominal discomfort
Gastrointestinal disorders Abdominal discomfort 1.0
Musculoskeletal and connective tissue disorders Arthralgia
Psychiatric disorders Depression
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 1.0
Gastrointestinal disorders Dysgeusia
Vascular disorders Hypertension
Gastrointestinal disorders Hypoaesthesia oral
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Irritability
General disorders and administration site conditions Irritability 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Cardiac disorders Oedema peripheral
Musculoskeletal and connective tissue disorders Pain in extremity
Gastrointestinal disorders Salivary hypersecretion 1.0
Investigations Weight increased
Nervous system disorders Parkinsonism
Investigations Alanine aminotransferase increased
General disorders and administration site conditions Increased appetite
Investigations Weight increased
Gastrointestinal disorders Hypoaesthesia oral
Gastrointestinal disorders Hypoaesthesia oral 0.263

Cross References

Resources Reference
CAS NUMBER 65576-45-6
ChEBI 71255
ChEMBL CHEMBL3187365
DrugCentral 4115
FDA SRS JKZ19V908O
Guide to Pharmacology 22
PubChem 163091
SureChEMBL SCHEMBL2221502
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