ABBV-3221   

GtoPdb Ligand ID: 10577

Synonyms: ABBV/GLPG-3221 | compound 19 [PMID: 31749908]
Compound class: Synthetic organic
Comment: ABBV-3221(GLPG-3221) is a novel cystic fibrosis transmembrane conductance regulator (CFTR) corrector that is being developed in a collaboration between AbbVie and Galapagos for the treatment of cystic fibrosis [1]. It was designed to provide improved clinical efficacy when used in a triple combination with a CFTR potentiator and a second, but mechanistically distinct, corrector molecule.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 98.19
Molecular weight 578.26
XLogP 3.87
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ncc(cc1COC1C(N(C(C1C(C)(C)C)C(=O)O)C(=O)C1CCCCO1)c1ccccc1C)C(F)(F)F
Isomeric SMILES COc1ncc(cc1CO[C@@H]1[C@@H](N([C@@H]([C@H]1C(C)(C)C)C(=O)O)C(=O)[C@@H]1CCCCO1)c1ccccc1C)C(F)(F)F
InChI InChI=1S/C30H37F3N2O6/c1-17-10-6-7-11-20(17)23-25(41-16-18-14-19(30(31,32)33)15-34-26(18)39-5)22(29(2,3)4)24(28(37)38)35(23)27(36)21-12-8-9-13-40-21/h6-7,10-11,14-15,21-25H,8-9,12-13,16H2,1-5H3,(H,37,38)/t21-,22+,23-,24-,25-/m0/s1
InChI Key YFEYDNAKCSOOOG-YCXOGWGTSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S,3R,4S,5S)-3-tert-Butyl-4-{[2-methoxy-5-(trifluoromethyl)pyridin-3-yl]methoxy}-5-(2-methylphenyl)-1-[(2S)-oxane-2-carbonyl]pyrrolidine-2-carboxylic acid
Synonyms
ABBV/GLPG-3221 | compound 19 [PMID: 31749908]
Database Links
GtoPdb PubChem SID 404859024
PubChem CID 139443340
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