tegaserod ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
serotonin receptor antagonists and partial agonists 2579 145158-71-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • tegaserod maleate
  • tegaserod
  • HTF 919
  • zelnorm
a nonbenzamide 5-hydroxytryptamine(4) agonist; used in treatment of irritable bowel syndrome; marketing suspended 2007 in US due to higher incidence of MI, stroke, and unstable angina; structure given in first source
  • Molecular weight: 301.39
  • Formula: C16H23N5O
  • CLOGP: 2.81
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 4
  • TPSA: 85.29
  • ALOGS: -4.02
  • ROTB: 7

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
12 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.66 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 11 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 5.30 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 18 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.02 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 11 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
July 24, 2002 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A06AX06 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR CONSTIPATION
DRUGS FOR CONSTIPATION
Other drugs for constipation
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018490 Serotonin Agents
MeSH PA D017366 Serotonin Receptor Agonists
FDA MoA N0000193870 Serotonin 4 Receptor Agonists
FDA EPC N0000193871 Serotonin-4 Receptor Agonist
CHEBI has role CHEBI:35941 serotonin agonists
CHEBI has role CHEBI:55324 gastrointestinal drugs

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Chronic idiopathic constipation indication 82934008
Irritable bowel syndrome characterized by constipation indication 440630006
Myocardial infarction contraindication 22298006 DOID:5844
Hypovolemia contraindication 28560003
Ischemic colitis contraindication 30588004 DOID:0060181
Dehydration contraindication 34095006
Disorder of gallbladder contraindication 39621005 DOID:0060262
Acute nephropathy contraindication 58574008
Diarrhea contraindication 62315008
Intestinal obstruction contraindication 81060008 DOID:8437
Disorder of biliary tract contraindication 105997008 DOID:9741
Angina pectoris contraindication 194828000
Cerebrovascular accident contraindication 230690007
Disease of liver contraindication 235856003 DOID:409
Breastfeeding (mother) contraindication 413712001
Adhesion of Gastrointestinal Tract contraindication




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 12.67 acidic
pKa2 12.01 Basic
pKa3 1.56 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
5-hydroxytryptamine receptor 4 GPCR PARTIAL AGONIST Ki 8.40 CHEMBL CHEMBL
5-hydroxytryptamine receptor 1A GPCR WOMBAT-PK
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 8.40 IUPHAR
5-hydroxytryptamine receptor 1D GPCR WOMBAT-PK
5-hydroxytryptamine receptor 3A Ion channel Ki 5.60 CHEMBL
5-hydroxytryptamine receptor 4 GPCR EC50 7.90 CHEMBL

External reference:

IDSource
4021352 VUID
N0000148771 NUI
D02730 KEGG_DRUG
189188-57-6 SECONDARY_CAS_RN
4021352 VANDF
4024281 VANDF
CHEBI:51043 CHEBI
CHEMBL76370 ChEMBL_ID
CHEMBL1516474 ChEMBL_ID
C105050 MESH_SUPPLEMENTAL_RECORD_UI
226 IUPHAR_LIGAND_ID
7606 INN_ID
DB01079 DRUGBANK_ID
458VC51857 UNII
135409453 PUBCHEM_CID
139778 RXNORM
16842 MMSL
43157 MMSL
d04798 MMSL
009658 NDDF
386035006 SNOMEDCT_US
386036007 SNOMEDCT_US
417025001 SNOMEDCT_US
C0537147 UMLSCUI

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
ZELNORM HUMAN PRESCRIPTION DRUG LABEL 1 0525-0971 TABLET 6 mg ORAL NDA 27 sections
Zelnorm HUMAN PRESCRIPTION DRUG LABEL 1 27505-090 TABLET 6 mg ORAL NDA 30 sections