The Drug-Drug Interactions Ontology

Last uploaded: February 11, 2016
Preferred Name

tadalafil

Synonyms

tadalafil

(2R,8R)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),11,13,15-tetraene-4,7-dione

Cialis

(6R,12aR)-6-(1,3-benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Adcirca

6-BENZO[1,3]DIOXOL-5-YL-2-METHYL-2,3,6,7,12,12A-HEXAHYDRO-PYRAZINO[1',2':1,6]PYRIDO[3,4-B]INDOLE-1,4-DIONE

(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

C22H19N3O4

(6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione

ID

http://purl.obolibrary.org/obo/CHEBI_71940

AHFScode

24:12.12

altId

CHEBI:32177

CHEBI:41488

ATCCode

G04BE08

CASRN

171596-29-5

DBBrand

cialis

DBname

tadalafil

DBSynonym

icos 351

tadanafil

Definition

A pyrazinopyridoindole that is 2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione substituted at position 2 by a methyl group and at position 6 by a 1,3-benzodioxol-5-yl group (the 6R,12aR-diastereomer). A phosphodiesterase V inhibitor inhibitor, currently marketed in pill form for treating erectile dysfunction under the name Cialis; and under the name Adcirca for the treatment of pulmonary arterial hypertension.

has effect

http://purl.obolibrary.org/obo/OAE_0000388

http://purl.obolibrary.org/obo/OAE_0000496

http://purl.obolibrary.org/obo/OAE_0000453

http://purl.obolibrary.org/obo/OAE_0001373

http://purl.obolibrary.org/obo/OAE_0000597

http://purl.obolibrary.org/obo/OAE_0000081

http://purl.obolibrary.org/obo/OAE_0000236

http://purl.obolibrary.org/obo/OAE_0000557

http://purl.obolibrary.org/obo/OAE_0000377

http://purl.obolibrary.org/obo/OAE_0001045

http://purl.obolibrary.org/obo/OAE_0000391

http://purl.obolibrary.org/obo/OAE_0000376

http://purl.obolibrary.org/obo/OAE_0000335

http://purl.obolibrary.org/obo/OAE_0000479

http://purl.obolibrary.org/obo/OAE_0000406

http://purl.obolibrary.org/obo/OAE_0000561

http://purl.obolibrary.org/obo/OAE_0001509

http://purl.obolibrary.org/obo/OAE_0000493

http://purl.obolibrary.org/obo/OAE_0001360

http://purl.obolibrary.org/obo/OAE_0000373

http://purl.obolibrary.org/obo/OAE_0000577

http://purl.obolibrary.org/obo/OAE_0000418

http://purl.obolibrary.org/obo/OAE_0000319

http://purl.obolibrary.org/obo/OAE_0000021

http://purl.obolibrary.org/obo/OAE_0000412

http://purl.obolibrary.org/obo/OAE_0000317

http://purl.obolibrary.org/obo/OAE_0000660

http://purl.obolibrary.org/obo/OAE_0000482

http://purl.obolibrary.org/obo/OAE_0000382

http://purl.obolibrary.org/obo/OAE_0000281

http://purl.obolibrary.org/obo/OAE_0000600

http://purl.obolibrary.org/obo/OAE_0000310

http://purl.obolibrary.org/obo/OAE_0000632

http://purl.obolibrary.org/obo/OAE_0000601

http://purl.obolibrary.org/obo/OAE_0001463

http://purl.obolibrary.org/obo/OAE_0000375

http://purl.obolibrary.org/obo/OAE_0000353

http://purl.obolibrary.org/obo/OAE_0000551

http://purl.obolibrary.org/obo/OAE_0001234

http://purl.obolibrary.org/obo/OAE_0000498

http://purl.obolibrary.org/obo/OAE_0000400

http://purl.obolibrary.org/obo/OAE_0000086

http://purl.obolibrary.org/obo/OAE_0000584

http://purl.obolibrary.org/obo/OAE_0002206

http://purl.obolibrary.org/obo/OAE_0000414

http://purl.obolibrary.org/obo/OAE_0000607

http://purl.obolibrary.org/obo/OAE_0000355

http://purl.obolibrary.org/obo/OAE_0000038

http://purl.obolibrary.org/obo/OAE_0000968

http://purl.obolibrary.org/obo/OAE_0000034

http://purl.obolibrary.org/obo/OAE_0002122

http://purl.obolibrary.org/obo/OAE_0000460

http://purl.obolibrary.org/obo/OAE_0000866

http://purl.obolibrary.org/obo/OAE_0000508

http://purl.obolibrary.org/obo/OAE_0000401

http://purl.obolibrary.org/obo/OAE_0000343

http://purl.obolibrary.org/obo/OAE_0000505

http://purl.obolibrary.org/obo/OAE_0000022

http://purl.obolibrary.org/obo/OAE_0000385

http://purl.obolibrary.org/obo/OAE_0000336

http://purl.obolibrary.org/obo/OAE_0000362

http://purl.obolibrary.org/obo/OAE_0000470

http://purl.obolibrary.org/obo/OAE_0000296

http://purl.obolibrary.org/obo/OAE_0000501

http://purl.obolibrary.org/obo/OAE_0000374

http://purl.obolibrary.org/obo/OAE_0000462

http://purl.obolibrary.org/obo/OAE_0000358

http://purl.obolibrary.org/obo/OAE_0001366

http://purl.obolibrary.org/obo/OAE_0000534

http://purl.obolibrary.org/obo/OAE_0000402

has pharmacological target

http://purl.obolibrary.org/obo/dinto_1637

has role

http://purl.obolibrary.org/obo/CHEBI_35620

http://purl.obolibrary.org/obo/CHEBI_71942

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

InChIKey

InChIKey=WOXKDUGGOYFFRN-IIBYNOLFSA-N

inhibits

http://purl.obolibrary.org/obo/dinto_0411

http://purl.obolibrary.org/obo/dinto_1637

http://purl.obolibrary.org/obo/dinto_0901

is metabolised by

http://purl.obolibrary.org/obo/dinto_0901

label

tadalafil

prefixIRI

obo2:CHEBI_71940

prefLabel

tadalafil

SMILES

[H][C@]12CC3=C(NC4=CC=CC=C34)[C@H](N1C(=O)CN(C)C2=O)C1=CC2=C(OCO2)C=C1

[H][C@]12Cc3c([nH]c4ccccc34)[C@H](N1C(=O)CN(C)C2=O)c1ccc2OCOc2c1

Synonym

tadalafil

(2R,8R)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),11,13,15-tetraene-4,7-dione

Cialis

(6R,12aR)-6-(1,3-benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Adcirca

6-BENZO[1,3]DIOXOL-5-YL-2-METHYL-2,3,6,7,12,12A-HEXAHYDRO-PYRAZINO[1',2':1,6]PYRIDO[3,4-B]INDOLE-1,4-DIONE

(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

C22H19N3O4

(6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione

xref

National Drug Code Directory:0002-4465-34

Drugs.com:http://www.drugs.com/tadalafil.html

CiteXplore:23234619

CiteXplore:21680058

Reaxys:9589181

CiteXplore:23118430

Patent:EP2238979

DrugBank:DB00820

CiteXplore:23347176

PubChem Compound:110635

PharmGKB:PA10333

CiteXplore:23190275

CiteXplore:22776546

HMDB:HMDB14958

PDB:CIA

CiteXplore:23033484

PDRhealth:http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/cia1687.shtml

Wikipedia:http://en.wikipedia.org/wiki/Tadalafil

Patent:WO2005068464

CiteXplore:21056623

BindingDB:14777

Drugs Product Database (DPD):2248088

CiteXplore:22328305

Patent:WO2007113243

CiteXplore:22996758

PubChem Substance:46507646

PDBeChem:CIA

CiteXplore:22971615

CiteXplore:22494518

CiteXplore:23216015

CiteXplore:23219525

RxList:http://www.rxlist.com/cgi/generic3/cialis.htm

Patent:EP2107059

ChemSpider:99301

ChEMBL:144920

KEGG DRUG:D02008

Patent:US2004157847

Patent:WO2010049500

CiteXplore:23312193

CiteXplore:23346990

Patent:US2003229080

CiteXplore:22014651

CiteXplore:23140258

CiteXplore:23072271

Patent:WO2009144734

Patent:WO2012107549

CiteXplore:22816778

CASRN:171596-29-5

CiteXplore:22982422

Wikipedia:Tadalafil

subClassOf

http://purl.obolibrary.org/obo/dinto_000055

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http://purl.obolibrary.org/obo/CHEBI_71940 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_71940 FIDEO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_71940 BERO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_71940 DRON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_71940 CHEBI SAME_URI
http://sbmi.uth.tmc.edu/ontology/ochv#C1176316 OCHV LOOM
https://go.drugbank.com/drugs/DB00820 MDM LOOM
http://purl.bioontology.org/ontology/LNC/MTHU035872 LOINC LOOM
http://www.phoc.org.cn/pmo/class/PMO_00017696 PMAPP-PMO LOOM
http://purl.obolibrary.org/obo/CHEBI_71940 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_71940 FIDEO LOOM
http://purl.obolibrary.org/obo/CHEBI_71940 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_71940 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_71940 CHEBI LOOM
http://purl.bioontology.org/ontology/RXNORM/358263 RXNORM LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#55830 OCHV LOOM
http://purl.obolibrary.org/obo/DRON_00018685 ODNAE LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000462366 PDQ LOOM
http://purl.bioontology.org/ontology/VANDF/4021415 VANDF LOOM
http://purl.obolibrary.org/obo/OMIT_0001297 OMIT LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/407111005 SNOMEDCT LOOM
http://purl.obolibrary.org/obo/NCIT_C47743 BERO LOOM
http://stirdf.jst.go.jp/id/200907003144367870 IOBC LOOM
https://bioportal.bioontology.org/ontologies/STMSO#Tadalafil STMSO LOOM
http://purl.bioontology.org/ontology/LNC/LP100055-5 LOINC LOOM
http://purl.bioontology.org/ontology/ATC/G04BE08 ATC LOOM
http://purl.jp/bio/4/id/200906093341709762 IOBC LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000148829 ODAE LOOM
http://purl.bioontology.org/ontology/MESH/D000068581 MESH LOOM
http://www.drugbank.ca/drugs/DB00820 FTC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#C429886 RH-MESH LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000148829 NDFRT LOOM
http://purl.obolibrary.org/obo/MESH_D000068581 BERO LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47743 NCIT LOOM
http://purl.bioontology.org/ontology/NDDF/009874 NDDF LOOM