Structure via PubChem · Public domain (PubChem)
ibodutant
Sign in to saveAlso known as MEN 15596
Ibodutant was a candidate drug for irritable bowel syndrome diarrhea, developed by The Menarini Group. , it underwent a multicentre double blind efficacy clinical study. Ibodutant selectively blocks the tachykinin receptor NK2, with blockade practically complete in nanomolar concentrations. A phase 2 trial in Europe (the IRIS-2 trial) completed in May 2012 with positive results. A 52-week phase 3 study was terminated as of 2015 because of low response and negative results of study NAK-06.
Chemical data
- Formula
- C37H48N4O4S
- Molecular weight
- 644.9 g/mol
- IUPAC name
- 6-methyl-N-[1-[[(2R)-1-[[1-(oxan-4-ylmethyl)piperidin-4-yl]methylamino]-1-oxo-3-phenylpropan-2-yl]carbamoyl]cyclopentyl]-1-benzothiophene-2-carboxamide
- SMILES
- CC1=CC2=C(C=C1)C=C(S2)C(=O)NC3(CCCC3)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NCC5CCN(CC5)CC6CCOCC6
- InChIKey
- YQYSVMKCMIUCHY-WJOKGBTCSA-N
- XLogP
- 6
- Polar surface area
- 128 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- irritable bowel syndrome
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 644.339627
Show 3 more facts
- chemical formula
- C₃₇H₄₈N₄O₄S
- isomeric SMILES
- CC1=CC2=C(C=C1)C=C(S2)C(=O)NC3(CCCC3)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NCC5CCN(CC5)CC6CCOCC6
- canonical SMILES
- CC1=CC2=C(C=C1)C=C(S2)C(=O)NC3(CCCC3)C(=O)NC(CC4=CC=CC=C4)C(=O)NCC5CCN(CC5)CC6CCOCC6
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- Further reading
{{Drugbox | Verifiedfields = changed | verifiedrevid = 444434892 | IUPAC_name = Nα-[(1-{[(6-methyl-1-benzothien-2-yl)carbonyl]amino}cyclopentyl)carbonyl]-N-{[1-(tetrahydro-2H-pyran-4-ylmethyl)piperidin-4-yl]methyl}-D-phenylalaninamide | image = Ibodutant_structure.svg | image_class = skin-invert-image | width = 150px
| tradename = | pregnancy_category = | legal_status = | routes_of_administration = Oral
Excerpted from Wikipedia’s “ibodutant” article, available under the CC BY-SA 4.0 licence.