data_2U8 # _chem_comp.id 2U8 _chem_comp.name Mavoglurant _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "methyl (3aR,4S,7aR)-4-hydroxy-4-[(3-methylphenyl)ethynyl]octahydro-1H-indole-1-carboxylate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-05 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 313.391 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2U8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4OO9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 2U8 C1 C1 C 0 1 Y N N -24.980 -6.769 40.827 -3.217 -0.298 -0.089 C1 2U8 1 2U8 N1 N1 N 0 1 N N N -20.789 -4.323 45.492 3.093 -0.257 0.267 N1 2U8 2 2U8 O1 O1 O 0 1 N N N -24.964 -2.941 43.768 -0.116 3.144 0.915 O1 2U8 3 2U8 C2 C2 C 0 1 Y N N -25.174 -8.068 41.339 -3.227 -1.464 -0.857 C2 2U8 4 2U8 O2 O2 O 0 1 N N N -18.718 -5.311 45.093 3.155 -2.378 -0.387 O2 2U8 5 2U8 C3 C3 C 0 1 Y N N -25.194 -6.524 39.456 -4.356 0.067 0.630 C3 2U8 6 2U8 O3 O3 O 0 1 N N N -19.529 -5.144 47.188 4.924 -1.629 0.723 O3 2U8 7 2U8 C4 C4 C 0 1 N N N -24.540 -5.672 41.691 -2.040 0.516 -0.034 C4 2U8 8 2U8 C5 C5 C 0 1 Y N N -25.585 -9.106 40.494 -4.364 -2.244 -0.905 C5 2U8 9 2U8 C6 C6 C 0 1 Y N N -25.803 -8.868 39.130 -5.492 -1.873 -0.195 C6 2U8 10 2U8 C7 C7 C 0 1 Y N N -25.609 -7.573 38.602 -5.484 -0.725 0.577 C7 2U8 11 2U8 C8 C8 C 0 1 N N N -25.842 -7.308 37.132 -6.717 -0.329 1.348 C8 2U8 12 2U8 C9 C9 C 0 1 N N N -24.207 -4.751 42.429 -1.076 1.184 0.011 C9 2U8 13 2U8 C10 C10 C 0 1 N N S -23.812 -3.592 43.262 0.134 2.021 0.067 C10 2U8 14 2U8 C11 C11 C 0 1 N N N -23.068 -2.511 42.443 0.460 2.522 -1.339 C11 2U8 15 2U8 C12 C12 C 0 1 N N N -21.698 -2.965 41.909 0.737 1.304 -2.228 C12 2U8 16 2U8 C13 C13 C 0 1 N N N -20.773 -3.580 42.968 1.979 0.592 -1.700 C13 2U8 17 2U8 C14 C14 C 0 1 N N R -21.406 -4.346 44.162 1.752 0.077 -0.276 C14 2U8 18 2U8 C15 C15 C 0 1 N N R -22.922 -4.159 44.400 1.267 1.210 0.646 C15 2U8 19 2U8 C16 C16 C 0 1 N N N -23.020 -3.441 45.753 2.551 2.042 0.844 C16 2U8 20 2U8 C17 C17 C 0 1 N N N -21.665 -3.647 46.445 3.637 0.944 0.923 C17 2U8 21 2U8 C18 C18 C 0 1 N N N -19.554 -4.862 45.878 3.705 -1.455 0.181 C18 2U8 22 2U8 C19 C19 C 0 1 N N N -18.408 -5.823 47.732 5.523 -2.945 0.592 C19 2U8 23 2U8 H1 H1 H 0 1 N N N -24.701 -2.200 44.301 -0.844 3.707 0.617 H1 2U8 24 2U8 H2 H2 H 0 1 N N N -25.005 -8.263 42.388 -2.348 -1.754 -1.412 H2 2U8 25 2U8 H3 H3 H 0 1 N N N -25.041 -5.533 39.056 -4.354 0.967 1.226 H3 2U8 26 2U8 H4 H4 H 0 1 N N N -25.735 -10.097 40.896 -4.374 -3.145 -1.500 H4 2U8 27 2U8 H5 H5 H 0 1 N N N -26.119 -9.674 38.484 -6.379 -2.487 -0.236 H5 2U8 28 2U8 H6 H6 H 0 1 N N N -26.890 -7.014 36.974 -6.685 -0.779 2.341 H6 2U8 29 2U8 H7 H7 H 0 1 N N N -25.179 -6.497 36.796 -6.754 0.756 1.442 H7 2U8 30 2U8 H8 H8 H 0 1 N N N -25.626 -8.220 36.556 -7.604 -0.679 0.820 H8 2U8 31 2U8 H9 H9 H 0 1 N N N -22.915 -1.633 43.087 -0.387 3.082 -1.736 H9 2U8 32 2U8 H10 H10 H 0 1 N N N -23.698 -2.231 41.586 1.341 3.162 -1.307 H10 2U8 33 2U8 H11 H11 H 0 1 N N N -21.867 -3.716 41.123 -0.116 0.625 -2.195 H11 2U8 34 2U8 H12 H12 H 0 1 N N N -21.191 -2.090 41.477 0.909 1.630 -3.253 H12 2U8 35 2U8 H13 H13 H 0 1 N N N -20.109 -4.286 42.447 2.215 -0.249 -2.352 H13 2U8 36 2U8 H14 H14 H 0 1 N N N -20.176 -2.759 43.391 2.817 1.289 -1.699 H14 2U8 37 2U8 H15 H15 H 0 1 N N N -21.329 -5.399 43.853 1.084 -0.785 -0.264 H15 2U8 38 2U8 H16 H16 H 0 1 N N N -23.308 -5.172 44.584 0.965 0.794 1.607 H16 2U8 39 2U8 H17 H17 H 0 1 N N N -23.212 -2.368 45.603 2.721 2.702 -0.007 H17 2U8 40 2U8 H18 H18 H 0 1 N N N -23.828 -3.877 46.359 2.507 2.608 1.774 H18 2U8 41 2U8 H19 H19 H 0 1 N N N -21.792 -4.267 47.345 3.871 0.724 1.964 H19 2U8 42 2U8 H20 H20 H 0 1 N N N -21.235 -2.675 46.727 4.535 1.276 0.401 H20 2U8 43 2U8 H21 H21 H 0 1 N N N -18.556 -5.970 48.812 4.881 -3.685 1.070 H21 2U8 44 2U8 H22 H22 H 0 1 N N N -18.298 -6.801 47.241 5.634 -3.190 -0.464 H22 2U8 45 2U8 H23 H23 H 0 1 N N N -17.500 -5.224 47.565 6.502 -2.949 1.071 H23 2U8 46 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 2U8 C8 C7 SING N N 1 2U8 C7 C6 DOUB Y N 2 2U8 C7 C3 SING Y N 3 2U8 C6 C5 SING Y N 4 2U8 C3 C1 DOUB Y N 5 2U8 C5 C2 DOUB Y N 6 2U8 C1 C2 SING Y N 7 2U8 C1 C4 SING N N 8 2U8 C4 C9 TRIP N N 9 2U8 C12 C11 SING N N 10 2U8 C12 C13 SING N N 11 2U8 C9 C10 SING N N 12 2U8 C11 C10 SING N N 13 2U8 C13 C14 SING N N 14 2U8 C10 O1 SING N N 15 2U8 C10 C15 SING N N 16 2U8 C14 C15 SING N N 17 2U8 C14 N1 SING N N 18 2U8 C15 C16 SING N N 19 2U8 O2 C18 DOUB N N 20 2U8 N1 C18 SING N N 21 2U8 N1 C17 SING N N 22 2U8 C16 C17 SING N N 23 2U8 C18 O3 SING N N 24 2U8 O3 C19 SING N N 25 2U8 O1 H1 SING N N 26 2U8 C2 H2 SING N N 27 2U8 C3 H3 SING N N 28 2U8 C5 H4 SING N N 29 2U8 C6 H5 SING N N 30 2U8 C8 H6 SING N N 31 2U8 C8 H7 SING N N 32 2U8 C8 H8 SING N N 33 2U8 C11 H9 SING N N 34 2U8 C11 H10 SING N N 35 2U8 C12 H11 SING N N 36 2U8 C12 H12 SING N N 37 2U8 C13 H13 SING N N 38 2U8 C13 H14 SING N N 39 2U8 C14 H15 SING N N 40 2U8 C15 H16 SING N N 41 2U8 C16 H17 SING N N 42 2U8 C16 H18 SING N N 43 2U8 C17 H19 SING N N 44 2U8 C17 H20 SING N N 45 2U8 C19 H21 SING N N 46 2U8 C19 H22 SING N N 47 2U8 C19 H23 SING N N 48 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 2U8 SMILES ACDLabs 12.01 "O=C(OC)N3C2CCCC(O)(C#Cc1cccc(c1)C)C2CC3" 2U8 InChI InChI 1.03 "InChI=1S/C19H23NO3/c1-14-5-3-6-15(13-14)8-11-19(22)10-4-7-17-16(19)9-12-20(17)18(21)23-2/h3,5-6,13,16-17,22H,4,7,9-10,12H2,1-2H3/t16-,17-,19-/m1/s1" 2U8 InChIKey InChI 1.03 ZFPZEYHRWGMJCV-ZHALLVOQSA-N 2U8 SMILES_CANONICAL CACTVS 3.385 "COC(=O)N1CC[C@@H]2[C@H]1CCC[C@@]2(O)C#Cc3cccc(C)c3" 2U8 SMILES CACTVS 3.385 "COC(=O)N1CC[CH]2[CH]1CCC[C]2(O)C#Cc3cccc(C)c3" 2U8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)C#C[C@@]2(CCC[C@@H]3[C@H]2CCN3C(=O)OC)O" 2U8 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)C#CC2(CCCC3C2CCN3C(=O)OC)O" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 2U8 "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (3aR,4S,7aR)-4-hydroxy-4-[(3-methylphenyl)ethynyl]octahydro-1H-indole-1-carboxylate" 2U8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl (3aR,4S,7aR)-4-[2-(3-methylphenyl)ethynyl]-4-oxidanyl-3,3a,5,6,7,7a-hexahydro-2H-indole-1-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2U8 "Create component" 2014-02-05 RCSB 2U8 "Initial release" 2014-07-02 RCSB 2U8 "Modify name" 2014-07-08 RCSB 2U8 "Modify synonyms" 2014-07-08 RCSB 2U8 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2U8 _pdbx_chem_comp_synonyms.name "methyl (3aR,4S,7aR)-4-hydroxy-4-[(3-methylphenyl)ethynyl]octahydro-1H-indole-1-carboxylate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##