e-Drug3D

893

TADALAFIL


INN
TADALAFIL

cas 171596-29-5
CLASS

GENITO
ERECTILE DYSFUNCTION (THERAPEUTIC)
(CGMP)-SPECIFIC PHOSPHODIESTERASE TYPE 5 INHIBITORS
VASOCONSTRICTOR AGENTS
TREATMENT OF PULMONARY ARTERIAL HYPERTENSION (PAH)

ROUTE (list)

ORAL

ATC code

C02KX52
G04CB51
C02KX54
G04BE08
G04CA54

PK parameters

Tmax 2 HOUR
VD 63 LITER
Cl 2.5 LITER / HOUR
PPB 94 PERCENT
t1/2 17.5 HOUR

Solubility

PRACTICALLY INSOLUBLE IN WATER


Target

TARGET CGMP-SPECIFIC 3',5'-CYCLIC PHOSPHODIESTERASE 5

PDB
1XOZ (CATALYTIC DOMAIN OF HUMAN PHOSPHODIESTERASE 5A IN COMPLEX WITH TADALAFIL)

Ligand code = CIA (link to the list of PDB complexes)

Download experimental 3D coordinates of CIA with added hydrogens

DrugCentral

cGMP-specific 3,5-cyclic phosphodiesterase UNIPROT O76074 PDE5A

Download SDF file (6R-trans)-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Formula:
C22H19N3O4

Calculated chemical properties:

MW 389.40
NB_atoms 29
XLogP 2.21
PSA 70.085
NB_HD 1
NB_HA 7
fsp3 0.27
Lipinski(0=no;1=yes) 1

FDA
NDA 021368 (label) INN (TADALAFIL) CIALIS (LILLY) APPROVAL= AP YEAR= 2003 NEWMOLECULARENTITY
NDA 022332 (label) INN (TADALAFIL) ADCIRCA (ELI LILLY CO) APPROVAL= AP YEAR= 2009 NEWAPPLICATION
NDA 200630 (pdf not found) INN (TADALAFIL) TADALAFIL (PHARMOBEDIENT) APPROVAL= AP YEAR= 2018 DISCONTINUED
NDA 090141 (pdf not found) INN (TADALAFIL) TADALAFIL (TEVA PHARMS USA) APPROVAL= AP YEAR= 2018
NDA 206286 (pdf not found) INN (TADALAFIL) TADALAFIL (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 206285 (pdf not found) INN (TADALAFIL) TADALAFIL (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 204809 (pdf not found) INN (TADALAFIL) TADALAFIL (ALEMBIC) APPROVAL= AP YEAR= 2019
NDA 205885 (pdf not found) INN (TADALAFIL) TADALAFIL (WATSON LABS INC) APPROVAL= AP YEAR= 2019
NDA 208934 (pdf not found) INN (TADALAFIL) TADALAFIL (SUN PHARM) APPROVAL= AP YEAR= 2019
NDA 206693 (pdf not found) INN (TADALAFIL) TADALAFIL (ZYDUS PHARMS) APPROVAL= AP YEAR= 2019
NDA 206956 (pdf not found) INN (TADALAFIL) TADALAFIL (RISING) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 206957 (pdf not found) INN (TADALAFIL) TADALAFIL (NORVIUM BIOSCIENCE) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 209167 (pdf not found) INN (TADALAFIL) TADALAFIL (ACCORD HLTHCARE) APPROVAL= AP YEAR= 2019
NDA 209250 (pdf not found) INN (TADALAFIL) TADALAFIL (UNICHEM) APPROVAL= AP YEAR= 2019
NDA 209539 (pdf not found) INN (TADALAFIL) TADALAFIL (CIPLA) APPROVAL= AP YEAR= 2019
NDA 209654 (pdf not found) INN (TADALAFIL) TADALAFIL (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 209744 (pdf not found) INN (TADALAFIL) TADALAFIL (AMNEAL PHARMS CO) APPROVAL= AP YEAR= 2019
NDA 209907 (pdf not found) INN (TADALAFIL) TADALAFIL (HETERO LABS LTD III) APPROVAL= AP YEAR= 2019
NDA 209908 (pdf not found) INN (TADALAFIL) TADALAFIL (HETERO LABS LTD III) APPROVAL= AP YEAR= 2019
NDA 209942 (pdf not found) INN (TADALAFIL) ALYQ (TEVA PHARMS USA) APPROVAL= AP YEAR= 2019
NDA 210069 (pdf not found) INN (TADALAFIL) TADALAFIL (DR REDDYS) APPROVAL= AP YEAR= 2019
NDA 210145 (pdf not found) INN (TADALAFIL) TADALAFIL (DR REDDYS) APPROVAL= AP YEAR= 2019
NDA 210255 (pdf not found) INN (TADALAFIL) TADALAFIL (CIPLA) APPROVAL= AP YEAR= 2019
NDA 210392 (pdf not found) INN (TADALAFIL) TADALAFIL (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2019
NDA 210420 (pdf not found) INN (TADALAFIL) TADALAFIL (QILU PHARM HAINAN) APPROVAL= AP YEAR= 2019
NDA 210567 (pdf not found) INN (TADALAFIL) TADALAFIL (LUPIN LTD) APPROVAL= AP YEAR= 2019
NDA 210572 (pdf not found) INN (TADALAFIL) TADALAFIL (CHARTWELL RX) APPROVAL= AP YEAR= 2019
NDA 211335 (pdf not found) INN (TADALAFIL) TADALAFIL (SUNSHINE) APPROVAL= AP YEAR= 2019
NDA 211839 (pdf not found) INN (TADALAFIL) TADALAFIL (TORRENT) APPROVAL= AP YEAR= 2019
NDA 212062 (pdf not found) INN (TADALAFIL) TADALAFIL (TORRENT) APPROVAL= AP YEAR= 2019
NDA 207244 (pdf not found) INN (TADALAFIL) TADALAFIL (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2019
NDA 207290 (pdf not found) INN (TADALAFIL) TADALAFIL (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2019
NDA 208824 (pdf not found) INN (TADALAFIL) TADALAFIL (HANGZHOU BINJIANG) APPROVAL= AP YEAR= 2020
NDA 210716 (pdf not found) INN (TADALAFIL) TADALAFIL (CHARTWELL RX) APPROVAL= AP YEAR= 2020 DISCONTINUED
NDA 211298 (pdf not found) INN (TADALAFIL) TADALAFIL (UMEDICA) APPROVAL= AP YEAR= 2020
NDA 213496 (pdf not found) INN (TADALAFIL) TADALAFIL (SUNSHINE) APPROVAL= AP YEAR= 2020
NDA 215423 (label) INN (FINASTERIDE ; TADALAFIL) ENTADFI (VERU) APPROVAL= AP YEAR= 2021
NDA 215556 (pdf not found) INN (TADALAFIL) TADALAFIL (VKT PHARMA) APPROVAL= AP YEAR= 2021
NDA 214522 (label) INN (TADALAFIL) TADLIQ (CMP DEV LLC) APPROVAL= AP YEAR= 2022
NDA 210608 (pdf not found) INN (TADALAFIL) TADALAFIL (PRINSTON INC) APPROVAL= AP YEAR= 2022
NDA 210609 (pdf not found) INN (TADALAFIL) TADALAFIL (PRINSTON INC) APPROVAL= AP YEAR= 2022
NDA 216932 (pdf not found) INN (TADALAFIL) ALYQ (TEVA PHARMS INC) APPROVAL= AP YEAR= 2022
NDA 212515 (pdf not found) INN (TADALAFIL) TADALAFIL (ZYDUS PHARMS) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 215949 (pdf not found) INN (TADALAFIL) TADALAFIL (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2023
NDA 216279 (pdf not found) INN (TADALAFIL) TADALAFIL (SHANDONG) APPROVAL= AP YEAR= 2024
NDA 218232 (pdf not found) INN (FINASTERIDE ; TADALAFIL) FINASTERIDE AND TADALAFIL (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2024
NDA 218490 (label) INN (MACITENTAN ; TADALAFIL) OPSYNVI (ACTELION) APPROVAL= AP YEAR= 2024
NDA 217606 (pdf not found) INN (TADALAFIL) TADALAFIL (FOURRTS LABS) APPROVAL= AP YEAR= 2024
NDA 218527 (label) INN (TADALAFIL) CHEWTADZY (B BETTER) APPROVAL= AP YEAR= 2024 DISCONTINUED
NDA 218499 (pdf not found) INN (FINASTERIDE ; TADALAFIL) FINASTERIDE AND TADALAFIL (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL