CITALOPRAM

Search structure
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N06AB04
UNII: 0DHU5B8D6V

Structure
InChI Key WSEQXVZVJXJVFP-UHFFFAOYSA-N
Smile CN(C)CCCC1(c2ccc(F)cc2)OCc2cc(C#N)ccc21
InChI
InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H21FN2O
Molecular Weight 324.4
AlogP 3.81
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 36.26
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 24.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 3.740 - EST
Atmospheric OH Rate Constant 9.21E-11 cm3/molecule-sec EST

Pharmacology

Primary Target
SERT
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 73300 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 10-3981 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 64500 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 50119 -
Membrane receptor
- - - 292 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
8700 6-90000 - 2-33 58-89
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 18800 - - 52
Unclassified protein
- - - 5410 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 4 D003866 ClinicalTrials
Depressive Disorder 4 D003866 ClinicalTrials
Obsessive-Compulsive Disorder 3 D009771 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Psychomotor Agitation 3 D011595 ClinicalTrials
Depressive Disorder, Major 3 D003865 ClinicalTrials
Bipolar Disorder 2 D001714 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Irritable Bowel Syndrome 2 D043183 ClinicalTrials
Panic Disorder 2 D016584 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Acute Coronary Syndrome 1 D054058 ClinicalTrials
Child Development Disorders, Pervasive 1 D002659 ClinicalTrials

Related Entries

MCS

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 59729-33-8
ChEBI 77397
ChEMBL CHEMBL549
DrugBank DB00215
DrugCentral 663
EPA CompTox DTXSID8022826
FDA SRS 0DHU5B8D6V
Human Metabolome Database HMDB0005038
Guide to Pharmacology 4621
KEGG C07572
PharmGKB PA449015
PubChem 2771
SureChEMBL SCHEMBL946
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