data_LGB # _chem_comp.id LGB _chem_comp.name ;2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-met hylbenzonitrile ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H13 Cl F3 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3,11-DIFLUORO-6,8,13-TRIMETHYL-8H-QUINO[4,3,2-KL]ACRIDIN-13-IUM" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-30 _chem_comp.pdbx_modified_date 2020-06-17 _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 359.731 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LGB _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 3G0W _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 LGB C1 C1 C 0 1 N N N 55.148 -1.151 3.598 3.230 -2.623 0.090 C1 LGB 1 LGB N2 N2 N 0 1 N N N 55.745 -0.160 4.529 2.307 -1.491 0.011 N2 LGB 2 LGB C3 C3 C 0 1 N N S 57.201 -0.297 4.498 3.108 -0.247 0.169 C3 LGB 3 LGB C4 C4 C 0 1 N N S 57.527 -1.026 3.177 4.452 -0.607 -0.497 C4 LGB 4 LGB C5 C5 C 0 1 N N N 56.284 -1.961 2.972 4.665 -2.049 0.048 C5 LGB 5 LGB C6 C6 C 0 1 N N N 55.568 1.233 4.368 1.034 -1.048 -0.223 C6 LGB 6 LGB O7 O7 O 0 1 N N N 56.675 1.912 4.694 1.121 0.032 -1.044 O7 LGB 7 LGB C8 C8 C 0 1 N N R 57.787 1.094 4.728 2.310 0.761 -0.675 C8 LGB 8 LGB N9 N9 N 0 1 N N N 54.433 1.800 3.944 -0.070 -1.570 0.257 N9 LGB 9 LGB C10 C10 C 0 1 Y N N 54.119 3.119 3.910 -1.284 -1.095 -0.150 C10 LGB 10 LGB C11 C11 C 0 1 Y N N 52.765 3.481 4.075 -2.259 -0.764 0.797 C11 LGB 11 LGB C12 C12 C 0 1 Y N N 52.454 4.837 4.038 -3.473 -0.288 0.389 C12 LGB 12 LGB C13 C13 C 0 1 Y N N 53.438 5.827 3.844 -3.741 -0.132 -0.977 C13 LGB 13 LGB C14 C14 C 0 1 Y N N 54.761 5.480 3.684 -2.765 -0.463 -1.923 C14 LGB 14 LGB C15 C15 C 0 1 Y N N 55.100 4.126 3.718 -1.550 -0.934 -1.514 C15 LGB 15 LGB C16 C16 C 0 1 N N N 51.703 2.428 4.283 -1.970 -0.933 2.266 C16 LGB 16 LGB CL17 CL17 CL 0 0 N N N 50.837 5.307 4.232 -4.684 0.122 1.564 CL17 LGB 17 LGB O18 O18 O 0 1 N N N 58.704 -1.781 3.271 5.495 0.269 -0.062 O18 LGB 18 LGB C19 C19 C 0 1 N N N 53.147 7.204 3.805 -5.013 0.366 -1.405 C19 LGB 19 LGB N20 N20 N 0 1 N N N 52.785 8.287 3.792 -6.023 0.762 -1.745 N20 LGB 20 LGB C21 C21 C 0 1 N N N 58.319 1.238 6.141 1.950 1.993 0.157 C21 LGB 21 LGB F22 F22 F 0 1 N N N 59.364 0.431 6.272 3.121 2.609 0.611 F22 LGB 22 LGB F23 F23 F 0 1 N N N 57.407 0.941 7.077 1.226 2.893 -0.632 F23 LGB 23 LGB F24 F24 F 0 1 N N N 58.684 2.484 6.322 1.172 1.604 1.253 F24 LGB 24 LGB H1 H1 H 0 1 N N N 54.580 -0.632 2.812 3.074 -3.164 1.023 H1 LGB 25 LGB H1A H1A H 0 1 N N N 54.461 -1.817 4.141 3.070 -3.291 -0.756 H1A LGB 26 LGB H3 H3 H 0 1 N N N 57.662 -0.910 5.286 3.213 0.065 1.209 H3 LGB 27 LGB H4 H4 H 0 1 N N N 57.699 -0.329 2.344 4.367 -0.604 -1.584 H4 LGB 28 LGB H5 H5 H 0 1 N N N 56.417 -2.932 3.471 5.098 -2.023 1.048 H5 LGB 29 LGB H5A H5A H 0 1 N N N 56.104 -2.218 1.918 5.292 -2.628 -0.630 H5A LGB 30 LGB H8 H8 H 0 1 N N N 58.588 1.308 4.005 2.874 1.048 -1.562 H8 LGB 31 LGB H14 H14 H 0 1 N N N 55.518 6.236 3.536 -2.971 -0.343 -2.976 H14 LGB 32 LGB H15 H15 H 0 1 N N N 56.134 3.838 3.595 -0.797 -1.189 -2.245 H15 LGB 33 LGB H16 H16 H 0 1 N N N 51.644 2.172 5.351 -1.537 -0.014 2.659 H16 LGB 34 LGB H16A H16A H 0 0 N N N 50.731 2.816 3.945 -2.897 -1.153 2.796 H16A LGB 35 LGB H16B H16B H 0 0 N N N 51.960 1.529 3.704 -1.268 -1.755 2.406 H16B LGB 36 LGB HO18 HO18 H 0 0 N N N 59.042 -1.952 2.400 6.358 0.079 -0.456 HO18 LGB 37 # # 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 LGB C5 C1 SING N N 1 LGB C1 N2 SING N N 2 LGB C1 H1 SING N N 3 LGB C1 H1A SING N N 4 LGB C6 N2 SING N N 5 LGB C3 N2 SING N N 6 LGB C4 C3 SING N N 7 LGB C3 C8 SING N N 8 LGB C3 H3 SING N N 9 LGB C5 C4 SING N N 10 LGB C4 O18 SING N N 11 LGB C4 H4 SING N N 12 LGB C5 H5 SING N N 13 LGB C5 H5A SING N N 14 LGB N9 C6 DOUB N N 15 LGB C6 O7 SING N N 16 LGB O7 C8 SING N N 17 LGB C8 C21 SING N N 18 LGB C8 H8 SING N N 19 LGB C10 N9 SING N N 20 LGB C15 C10 DOUB Y N 21 LGB C10 C11 SING Y N 22 LGB C12 C11 DOUB Y N 23 LGB C11 C16 SING N N 24 LGB C13 C12 SING Y N 25 LGB C12 CL17 SING N N 26 LGB C14 C13 DOUB Y N 27 LGB C19 C13 SING N N 28 LGB C14 C15 SING Y N 29 LGB C14 H14 SING N N 30 LGB C15 H15 SING N N 31 LGB C16 H16 SING N N 32 LGB C16 H16A SING N N 33 LGB C16 H16B SING N N 34 LGB O18 HO18 SING N N 35 LGB N20 C19 TRIP N N 36 LGB C21 F22 SING N N 37 LGB C21 F24 SING N N 38 LGB C21 F23 SING N N 39 # # 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 LGB SMILES ACDLabs 10.04 "N#Cc3ccc(/N=C1\OC(C(F)(F)F)C2N1CCC2O)c(c3Cl)C" LGB SMILES_CANONICAL CACTVS 3.341 "Cc1c(Cl)c(ccc1N=C2O[C@H]([C@@H]3[C@@H](O)CCN23)C(F)(F)F)C#N" LGB SMILES CACTVS 3.341 "Cc1c(Cl)c(ccc1N=C2O[CH]([CH]3[CH](O)CCN23)C(F)(F)F)C#N" LGB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(ccc(c1Cl)C#N)/N=C\2/N3CC[C@@H]([C@H]3[C@@H](O2)C(F)(F)F)O" LGB SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(ccc(c1Cl)C#N)N=C2N3CCC(C3C(O2)C(F)(F)F)O" LGB InChI InChI 1.03 "InChI=1S/C15H13ClF3N3O2/c1-7-9(3-2-8(6-20)11(7)16)21-14-22-5-4-10(23)12(22)13(24-14)15(17,18)19/h2-3,10,12-13,23H,4-5H2,1H3/b21-14-/t10-,12-,13+/m0/s1" LGB InChIKey InChI 1.03 KALFKWQLCWAXJO-RNSKTZJQSA-N # # 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 LGB "SYSTEMATIC NAME" ACDLabs 10.04 "2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-methylbenzonitrile" LGB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(1R,7S,7aS)-7-hydroxy-1-(trifluoromethyl)-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino]-2-chloro-3-methyl-benzonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LGB "Create component" 2009-01-30 RCSB LGB "Modify aromatic_flag" 2011-06-04 RCSB LGB "Modify descriptor" 2011-06-04 RCSB LGB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LGB _pdbx_chem_comp_synonyms.name "3,11-DIFLUORO-6,8,13-TRIMETHYL-8H-QUINO[4,3,2-KL]ACRIDIN-13-IUM" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##