TADALAFIL

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Search structure


Trade Names	ADCIRCA ALYQ CIALIS TADALAFIL
Synonyms	Adcirca Cialis IC-351 IC351 LY-450190 LY450190 NSC-750236 NSC-759172 Tadalafil Tadalafil mylan Trans-tadalafil
Status
Molecule Category	Free-form
ATC	G04BE08
UNII	742SXX0ICT
EPA CompTox	DTXSID9046786

Structure


InChI Key	WOXKDUGGOYFFRN-IIBYNOLFSA-N
Smiles	CN1CC(=O)N2[C@H](c3ccc4c(c3)OCO4)c3[nH]c4ccccc4c3C[C@@H]2C1=O
InChI	InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H19N3O4
Molecular Weight	389.41
AlogP	2.21
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	1.0
Polar Surface Area	74.87
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	29.0

Pharmacology

Mechanism of Action	Action	Reference
Phosphodiesterase 5A inhibitor	INHIBITOR	DailyMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Phosphodiesterase Phosphodiesterase 11 Phosphodiesterase 11A	-	10-300	-	-	-
Enzyme Phosphodiesterase Phosphodiesterase 5 Phosphodiesterase 5A	78	1.2-12	-	5-10	-
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6A	-	980	-	-	-
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6B	-	980	-	-	-
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6C	-	402-980	-	-	-
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6D	-	980	-	-	-
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6G	-	980	-	-	-
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6H	-	980	-	-	-
Enzyme	78	1.2-12	-	5-10	0

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Bos taurus	-	3.3-12	-	-	-
Homo sapiens	-	1.2-980	-	5.2-10	-
Rattus norvegicus	78-500	-	-	5	-
Trypanosoma brucei	-	-	-	-	0

Target Conservation


Protein: Phosphodiesterase 5A Description: cGMP-specific 3',5'-cyclic phosphodiesterase Organism : Homo sapiens O76074 ENSG00000138735

Cross References

Resources	Reference
CAS NUMBER	171596-29-5
ChEBI	71940
ChEMBL	CHEMBL779
DrugBank	DB00820
DrugCentral	2553
FDA SRS	742SXX0ICT
Human Metabolome Database	HMDB0014958
Guide to Pharmacology	7299
KEGG	D02008
PDB	CIA
PharmGKB	PA10333
PubChem	110635
SureChEMBL	SCHEMBL33333
ZINC	ZINC000003993855

CONTENTS

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, Volume 54, Issue D1, 6 January 2026, Pages D1397–D1404, https://doi.org/10.1093/nar/gkaf1251

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

Last update: Monday, 23^rd March 2026