Responsive image

Common name


Citalopram

IUPAC name


1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

SMILES


CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1

Compound class


Antidepressive Agents, Second-Generation; Serotonin Uptake Inhibitors; Antidepressive Agents; Nervous System; Antidepressants; Psychoanaleptics; Selective Serotonin Reuptake Inhibitors; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2B6 Inducers; Cytochrome P-450 CYP2B6 Inhibitors; CYP2B6 Inhibitors (strong); CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP2E1 Inhibitors; CYP2E1 Inducers; CYP2E1 Inducers (strong); CYP3A4 Inhibitors;

Therapeutic area


For the treatment of depression. Unlabeled indications include: treatment of mild dementia-associated agitation in nonpsychotic patients, smoking cessation, ethanol abuse, obsessive-compulsive disorder (OCD) in children, and diabetic neuropathy.

Common name


Citalopram

IUPAC name


1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

SMILES


CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1

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

FORMULA


C20H21FN2O

Responsive image

Common name


Citalopram

IUPAC name


1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

Molecular weight


324.392

clogP


4.787

clogS


-5.802

HBond Acceptor


3

HBond Donor


0

Total Polar
Surface Area


36.26

Number of Rings


3

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00064 N,N-dimethylmethanamine Responsive image N(C)(C)C 0.0371
FDBF00066 N-methylmethanamine Responsive image N(C)C 0.0914
FDBF00289 N,N-dimethylethanamine Responsive image C(C)N(C)C 0.0299
FDBF00375 (1R)-1-methyl-1,3-dihydroisobenzofuran-5-carbonitrile Responsive image CC1OCc2c1ccc(c2)C#N 0.0007
FDBF00376 (1R)-1-ethyl-1,3-dihydroisobenzofuran-5-carbonitrile Responsive image C(C1OCc2c1ccc(c2)C#N)C 0.0007
FDBF00377 N,N-dimethylpropan-1-amine Responsive image N(C)(C)CCC 0.0113
FDBF00378 fluorobenzene Responsive image Fc1ccccc1 0.0237
FDBF00379 isobenzofuran-5-carbonitrile Responsive image o1cc2c(c1)cc(cc2)C#N 0.0007
9 , 1