EcoDrugPlus


Synonyms	3-chloro-iminodibenzyl Anafranil Anapramine Chlorimipramine Clomicalm Clomipramine NSC-169865
Status
Molecule Category	Free-form
ATC	N06AA04
UNII	NUV44L116D
EPA CompTox	DTXSID6022844


InChI Key	GDLIGKIOYRNHDA-UHFFFAOYSA-N
Smiles	CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc21
InChI	InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3

Property Name	Value
Molecular Formula	C19H23ClN2
Molecular Weight	314.86
AlogP	4.53
Hydrogen Bond Acceptor	2.0
Number of Rotational Bond	4.0
Polar Surface Area	6.48
Molecular species	BASE
Aromatic Rings	2.0
Heavy Atoms	22.0

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Ligand-gated ion channel 5HT3 receptor	-	5	-	-	-
Ion channel Voltage-gated ion channel Voltage-gated sodium channel	-	-	-	-	76.6
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor	-	0.04	-	51-75	-
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor	-	-	-	56	92-99
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor	-	0.2-720	-	-	-
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor	-	5	-	8.3-112	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family	-	20-900	-	0.28	5-100
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters	-	-	-	-	85.3

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cavia porcellus	-	720	-	43-55	76.6
Homo sapiens	-	64.6	-	0.28-112	5-100
Mus musculus	-	70-900	-	-	9
Rattus norvegicus	-	5-750	-	-	-

Countries
Czech Republic
Germany
Hungary
Romania
Serbia

Resources	Reference
ChEBI	47780
ChEMBL	CHEMBL415
DrugBank	DB01242
DrugCentral	701
FDA SRS	NUV44L116D
Human Metabolome Database	HMDB0015372
Guide to Pharmacology	2398
KEGG	C06918
PDB	CXX
PharmGKB	PA449048
PubChem	2801
SureChEMBL	SCHEMBL35423
ZINC	ZINC000000020248

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

This work is licensed under Creative Commons Attribution-ShareAlike 4.0 International License

Last update: Monday, 3 November 2025

CLOMIPRAMINE

Structure

Physicochemical Descriptors

Pharmacology

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Environmental Exposure

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