Structure via PubChem · Public domain (PubChem)
bitopertin
Sign in to saveBitopertin (developmental code names RG1678; RO-4917838) is a glycine reuptake inhibitor which was under development by Roche as an adjunct to antipsychotics for the treatment of persistent negative symptoms or suboptimally controlled positive symptoms associated with schizophrenia. Research into this indication has been largely halted as a result of disappointing trial results. As of 2024, it is under development for the management of erythropoietic protoporphyria (EPP).
In the Vinony graph
Vinony's link graph records 132 inbound references to bitopertin, and connects out to ginkgolide, picrotoxin and DL-glutamic acid.
It sits within the topics Benzosulfones, Chemical pages without DrugBank identifier and Drugs not assigned an ATC code.
Vinony links it to 5 Wikipedia language editions.
Chemical data
- Formula
- C21H20F7N3O4S
- Molecular weight
- 543.5 g/mol
- IUPAC name
- [4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]piperazin-1-yl]-[5-methylsulfonyl-2-[(2S)-1,1,1-trifluoropropan-2-yl]oxyphenyl]methanone
- SMILES
- C[C@@H](C(F)(F)F)OC1=C(C=C(C=C1)S(=O)(=O)C)C(=O)N2CCN(CC2)C3=C(C=C(C=N3)C(F)(F)F)F
- InChIKey
- YUUGYIUSCYNSQR-LBPRGKRZSA-N
- XLogP
- 4
- Polar surface area
- 88.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 543.106275
Show 4 more facts
- Commons category
- Bitopertin
- chemical formula
- C₂₁H₂₀F₇N₃O₄S
- isomeric SMILES
- FC1=CC(=CN=C1N2CCN(CC2)C(=O)C3=CC(=CC=C3O[C@H](C(F)(F)F)C)S(=O)(=O)C)C(F)(F)F
- canonical SMILES
- FC1=CC(=CN=C1N2CCN(CC2)C(=O)C3=CC(=CC=C3OC(C(F)(F)F)C)S(=O)(=O)C)C(F)(F)F
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
4 sectionsContents
- Erythropoietic protoporphyria
- Schizophrenia
- See also
- References
{{Drugbox | IUPAC_name = {4-[3-Fluoro-5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl}{5-(methylsulfonyl)-2-[(1S)-2,2,2-trifluoro-1-methylethoxy]phenyl}methanone | image = Bitopertin.svg | image_class = skin-invert-image | width = 270
| IUPHAR_ligand = 7546 | CAS_number = 845614-11-1 | ChemSpiderID = 25034798 | PubChem = 24946690 | ATC_prefix = none | ChEMBL = 1169880 | UNII = Q8L6AN59YY | KEGG = D10186
Excerpted from Wikipedia’s “bitopertin” article, available under the CC BY-SA 4.0 licence.