General Information of the Compound
Compound ID
CP0041286
Compound Name
(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
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Synonyms
(+)-(S)-1-(3-(Dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile
(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile
(S)-Citalopram
Cipralex (TN)
Escitalopram
Escitalopram (INN)
Escitalopram [INN]
Esertia
Esertia (TN)
Lexapro (TN)
S(+)-Citalopram
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Structure
Formula
C20H21FN2O
Molecular Weight
324.399
Canonical SMILES
CN(C)CCC[C@]1(OCc2cc(ccc12)C#N)c1ccc(F)cc1
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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/t20-/m0/s1
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InChIKey
WSEQXVZVJXJVFP-FQEVSTJZSA-N
CAS
128196-01-0
Physicochemical Property
logP
3.81298
Rotatable Bonds
5
Heavy Atom Count
24
Polar Areas
36.26
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Complexity
24

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 146570
SID: 14826334
ChEMBL ID
CHEMBL1508
DrugBank ID
DB01175
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00871, Sodium-dependent serotonin transporter
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000109 COS-1
 Cell Line Info 
Chlorocebus aethiops (Green monkey)  1
1
IC50 = 2.1 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000053 COS-7
 Cell Line Info 
Chlorocebus aethiops (Green monkey)  3
1
IC50 = 4600 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Kd = 2.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
Ki = 7.4 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
Ki = 1 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 1 nM
Clinical Information about the Compound
Drug 1 ( Escitalopram )
Drug Name Escitalopram
Company Forest Laboratories
Indication
Major depressive disorder
Approved
Target(s)
Serotonin transporter (SERT)
 Target Info 
Inhibitor