data_E3A # _chem_comp.id E3A _chem_comp.name "1-({(1R,5S,6r)-6-[1-(4-fluorophenyl)-1H-pyrazol-3-yl]-3-azabicyclo[3.1.0]hexane-3-carbonyl}oxy)pyrrolidine-2,5-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-29 _chem_comp.pdbx_modified_date 2018-03-09 _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 384.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E3A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6BQ0 _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 E3A N3 N1 N 0 1 N N N -16.209 -13.175 -18.139 -2.587 -1.570 -0.270 N3 E3A 1 E3A C4 C1 C 0 1 Y N N -6.076 -11.650 -17.925 7.313 0.328 0.158 C4 E3A 2 E3A N2 N2 N 0 1 Y N N -10.868 -12.219 -18.185 2.465 -0.318 -0.007 N2 E3A 3 E3A C7 C2 C 0 1 Y N N -9.711 -14.017 -17.469 3.754 -1.970 0.745 C7 E3A 4 E3A C6 C3 C 0 1 Y N N -8.472 -11.898 -18.004 4.928 0.089 0.104 C6 E3A 5 E3A C9 C4 C 0 1 Y N N -11.729 -13.210 -17.985 1.676 -1.321 0.282 C9 E3A 6 E3A C13 C5 C 0 1 N N N -15.488 -12.026 -17.596 -2.035 -2.732 0.465 C13 E3A 7 E3A C8 C6 C 0 1 Y N N -11.023 -14.379 -17.522 2.463 -2.375 0.758 C8 E3A 8 E3A C1 C7 C 0 1 Y N N -8.594 -10.579 -18.436 4.804 1.415 -0.290 C1 E3A 9 E3A C2 C8 C 0 1 Y N N -7.464 -9.798 -18.616 5.934 2.189 -0.470 C2 E3A 10 E3A C3 C9 C 0 1 Y N N -6.236 -10.358 -18.361 7.188 1.648 -0.241 C3 E3A 11 E3A C5 C10 C 0 1 Y N N -7.207 -12.428 -17.744 6.187 -0.452 0.327 C5 E3A 12 E3A N1 N3 N 0 1 Y N N -9.638 -12.721 -17.869 3.783 -0.702 0.276 N1 E3A 13 E3A C10 C11 C 0 1 N N N -13.203 -13.065 -18.264 0.177 -1.337 0.129 C10 E3A 14 E3A C11 C12 C 0 1 N N R -14.103 -14.048 -17.533 -0.394 -1.926 -1.163 C11 E3A 15 E3A C12 C13 C 0 1 N N S -14.138 -12.599 -17.160 -0.521 -2.699 0.167 C12 E3A 16 E3A C14 C14 C 0 1 N N N -15.415 -14.398 -18.228 -1.843 -1.560 -1.551 C14 E3A 17 E3A C15 C15 C 0 1 N N N -17.500 -13.145 -18.539 -3.552 -0.720 0.132 C15 E3A 18 E3A O1 O1 O 0 1 N N N -18.117 -12.148 -18.835 -4.075 -0.865 1.219 O1 E3A 19 E3A F1 F1 F 0 1 N N N -5.125 -9.603 -18.571 8.292 2.410 -0.407 F1 E3A 20 E3A H1 H1 H 0 1 N N N -5.092 -12.050 -17.728 8.292 -0.093 0.332 H1 E3A 21 E3A H2 H2 H 0 1 N N N -8.884 -14.643 -17.166 4.608 -2.554 1.054 H2 E3A 22 E3A H3 H3 H 0 1 N N N -15.353 -11.252 -18.366 -2.214 -2.625 1.535 H3 E3A 23 E3A H4 H4 H 0 1 N N N -16.026 -11.599 -16.737 -2.475 -3.659 0.096 H4 E3A 24 E3A H5 H5 H 0 1 N N N -11.446 -15.340 -17.270 2.104 -3.341 1.080 H5 E3A 25 E3A H6 H6 H 0 1 N N N -9.572 -10.164 -18.631 3.826 1.837 -0.465 H6 E3A 26 E3A H7 H7 H 0 1 N N N -7.547 -8.774 -18.949 5.838 3.220 -0.776 H7 E3A 27 E3A H8 H8 H 0 1 N N N -7.110 -13.447 -17.401 6.285 -1.484 0.634 H8 E3A 28 E3A H9 H9 H 0 1 N N N -13.490 -12.807 -19.294 -0.350 -0.492 0.571 H9 E3A 29 E3A H10 H10 H 0 1 N N N -13.652 -14.777 -16.844 0.285 -2.248 -1.952 H10 E3A 30 E3A H11 H11 H 0 1 N N N -13.710 -12.276 -16.199 0.059 -3.594 0.393 H11 E3A 31 E3A H12 H12 H 0 1 N N N -15.920 -15.228 -17.712 -2.252 -2.304 -2.235 H12 E3A 32 E3A H13 H13 H 0 1 N N N -15.238 -14.672 -19.279 -1.876 -0.568 -2.002 H13 E3A 33 E3A O2 O2 O 0 1 N Y N ? ? ? -3.934 0.290 -0.669 O2 E3A 34 E3A N4 N4 N 0 1 N Y N ? ? ? -4.810 1.026 -0.251 N4 E3A 35 E3A C17 C17 C 0 1 N Y N ? ? ? -4.551 2.129 0.463 C17 E3A 36 E3A C18 C18 C 0 1 N Y N ? ? ? -5.854 2.808 0.822 C18 E3A 37 E3A C19 C19 C 0 1 N Y N ? ? ? -6.924 1.897 0.185 C19 E3A 38 E3A C20 C20 C 0 1 N Y N ? ? ? -6.112 0.802 -0.472 C20 E3A 39 E3A O4 O4 O 0 1 N Y N ? ? ? -3.446 2.521 0.773 O4 E3A 40 E3A O3 O3 O 0 1 N Y N ? ? ? -6.568 -0.134 -1.093 O3 E3A 41 E3A H14 H14 H 0 1 N Y N ? ? ? -5.980 2.849 1.903 H14 E3A 42 E3A H15 H15 H 0 1 N Y N ? ? ? -5.897 3.808 0.391 H15 E3A 43 E3A H16 H16 H 0 1 N N N ? ? ? -7.582 1.485 0.950 H16 E3A 44 E3A H17 H17 H 0 1 N Y N ? ? ? -7.498 2.444 -0.563 H17 E3A 45 # 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 E3A O1 C15 DOUB N N 1 E3A C2 C1 DOUB Y N 2 E3A C2 C3 SING Y N 3 E3A F1 C3 SING N N 4 E3A C15 N3 SING N N 5 E3A C1 C6 SING Y N 6 E3A C3 C4 DOUB Y N 7 E3A C10 C9 SING N N 8 E3A C10 C11 SING N N 9 E3A C10 C12 SING N N 10 E3A C14 N3 SING N N 11 E3A C14 C11 SING N N 12 E3A N2 C9 DOUB Y N 13 E3A N2 N1 SING Y N 14 E3A N3 C13 SING N N 15 E3A C6 N1 SING N N 16 E3A C6 C5 DOUB Y N 17 E3A C9 C8 SING Y N 18 E3A C4 C5 SING Y N 19 E3A N1 C7 SING Y N 20 E3A C13 C12 SING N N 21 E3A C11 C12 SING N N 22 E3A C8 C7 DOUB Y N 23 E3A C4 H1 SING N N 24 E3A C7 H2 SING N N 25 E3A C13 H3 SING N N 26 E3A C13 H4 SING N N 27 E3A C8 H5 SING N N 28 E3A C1 H6 SING N N 29 E3A C2 H7 SING N N 30 E3A C5 H8 SING N N 31 E3A C10 H9 SING N N 32 E3A C11 H10 SING N N 33 E3A C12 H11 SING N N 34 E3A C14 H12 SING N N 35 E3A C14 H13 SING N N 36 E3A C15 O2 SING N N 37 E3A O2 N4 SING N N 38 E3A N4 C17 SING N N 39 E3A C17 C18 SING N N 40 E3A C18 C19 SING N N 41 E3A C19 C20 SING N N 42 E3A C20 N4 SING N N 43 E3A C17 O4 DOUB N N 44 E3A C20 O3 DOUB N N 45 E3A C18 H14 SING N N 46 E3A C18 H15 SING N N 47 E3A C19 H16 SING N N 48 E3A C19 H17 SING N N 49 # 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 E3A SMILES ACDLabs 12.01 "N4(CC3C(c1nn(cc1)c2ccc(cc2)F)C3C4)C(ON5C(CCC5=O)=O)=O" E3A InChI InChI 1.03 "InChI=1S/C19H17FN4O4/c20-11-1-3-12(4-2-11)23-8-7-15(21-23)18-13-9-22(10-14(13)18)19(27)28-24-16(25)5-6-17(24)26/h1-4,7-8,13-14,18H,5-6,9-10H2/t13-,14+,18+" E3A InChIKey InChI 1.03 FNIBKVOGYHDUDM-UOIKSKOESA-N E3A SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(cc1)n2ccc(n2)C3[C@H]4CN(C[C@@H]34)C(=O)ON5C(=O)CCC5=O" E3A SMILES CACTVS 3.385 "Fc1ccc(cc1)n2ccc(n2)C3[CH]4CN(C[CH]34)C(=O)ON5C(=O)CCC5=O" E3A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1n2ccc(n2)C3[C@H]4[C@@H]3CN(C4)C(=O)ON5C(=O)CCC5=O)F" E3A SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1n2ccc(n2)C3C4C3CN(C4)C(=O)ON5C(=O)CCC5=O)F" # 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 E3A "SYSTEMATIC NAME" ACDLabs 12.01 "1-({(1R,5S,6r)-6-[1-(4-fluorophenyl)-1H-pyrazol-3-yl]-3-azabicyclo[3.1.0]hexane-3-carbonyl}oxy)pyrrolidine-2,5-dione" E3A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[2,5-bis(oxidanylidene)pyrrolidin-1-yl] (1~{S},5~{R})-6-[1-(4-fluorophenyl)pyrazol-3-yl]-3-azabicyclo[3.1.0]hexane-3-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 E3A "Create component" 2017-11-29 RCSB E3A "Initial release" 2018-03-14 RCSB #