data_B89 # _chem_comp.id B89 _chem_comp.name "(5S)-2-[(1E)-N-{[(2E)-3-chloroprop-2-en-1-yl]oxy}propanimidoyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)cyclohex-2-en-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H24 Cl N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms tepraloxydim _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-19 _chem_comp.pdbx_modified_date 2021-03-01 _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 341.830 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B89 _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 3K8X _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 B89 CAA CAA C 0 1 N N N 48.257 -31.633 64.104 2.063 -3.228 0.406 CAA B89 1 B89 OAB OAB O 0 1 N N N 44.840 -33.718 63.166 -0.448 -0.602 -2.476 OAB B89 2 B89 OAC OAC O 0 1 N N N 49.024 -35.647 64.452 -0.271 -1.185 2.097 OAC B89 3 B89 CLAD CLAD CL 0 0 N N N 50.809 -31.554 57.024 7.984 1.341 -0.105 CLAD B89 4 B89 CAE CAE C 0 1 N N N 49.354 -32.095 57.816 6.275 1.630 -0.003 CAE B89 5 B89 CAF CAF C 0 1 N N N 49.464 -33.010 58.857 5.481 0.706 0.481 CAF B89 6 B89 CAG CAG C 0 1 N N N 48.845 -32.877 63.481 1.749 -2.305 -0.774 CAG B89 7 B89 CAH CAH C 0 1 N N N 48.334 -33.503 59.497 3.998 0.957 0.569 CAH B89 8 B89 CAI CAI C 0 1 N N N 44.572 -38.005 69.201 -6.526 1.211 -1.024 CAI B89 9 B89 CAJ CAJ C 0 1 N N N 43.570 -39.139 67.307 -6.457 0.915 1.355 CAJ B89 10 B89 CAK CAK C 0 1 N N N 45.452 -37.110 68.294 -5.006 1.062 -1.135 CAK B89 11 B89 CAL CAL C 0 1 N N N 44.432 -38.326 66.309 -4.935 0.755 1.340 CAL B89 12 B89 CAM CAM C 0 1 N N N 44.694 -35.516 64.776 -2.549 -0.520 -1.407 CAM B89 13 B89 CAN CAN C 0 1 N N N 46.925 -36.578 65.488 -2.480 -0.848 1.063 CAN B89 14 B89 NAO NAO N 0 1 N N N 47.613 -33.949 61.643 1.882 -0.058 0.138 NAO B89 15 B89 OAP OAP O 0 1 N N N 44.291 -39.293 68.557 -6.859 1.742 0.260 OAP B89 16 B89 OAQ OAQ O 0 1 N N N 48.391 -33.144 60.873 3.291 -0.191 0.097 OAQ B89 17 B89 CAR CAR C 0 1 N N N 45.478 -34.594 63.863 -1.050 -0.671 -1.424 CAR B89 18 B89 CAS CAS C 0 1 N N N 47.651 -35.602 64.557 -0.983 -0.979 0.976 CAS B89 19 B89 CAT CAT C 0 1 N N N 47.759 -33.834 62.959 1.128 -1.031 -0.263 CAT B89 20 B89 CAU CAU C 0 1 N N N 47.002 -34.663 63.781 -0.339 -0.892 -0.220 CAU B89 21 B89 CAV CAV C 0 1 N N N 44.766 -36.943 66.917 -4.506 0.158 -0.004 CAV B89 22 B89 CAW CAW C 0 1 N N S 45.565 -36.006 65.963 -2.979 0.066 -0.059 CAW B89 23 B89 HAA HAA H 0 1 N N N 49.069 -30.982 64.461 2.758 -2.730 1.082 HAA B89 24 B89 HAAA HAAA H 0 0 N N N 47.659 -31.095 63.354 1.142 -3.461 0.940 HAAA B89 25 B89 HAAB HAAB H 0 0 N N N 47.615 -31.916 64.951 2.513 -4.149 0.036 HAAB B89 26 B89 HOAC HOAC H 0 0 N N N 49.317 -34.983 63.839 0.678 -1.340 1.993 HOAC B89 27 B89 HAE HAE H 0 1 N N N 48.387 -31.727 57.505 5.866 2.572 -0.339 HAE B89 28 B89 HAF HAF H 0 1 N N N 50.442 -33.342 59.173 5.890 -0.235 0.817 HAF B89 29 B89 HAG HAG H 0 1 N N N 49.484 -32.578 62.637 2.670 -2.072 -1.307 HAG B89 30 B89 HAGA HAGA H 0 0 N N N 49.439 -33.403 64.243 1.054 -2.803 -1.449 HAGA B89 31 B89 HAH HAH H 0 1 N N N 47.431 -33.072 59.039 3.723 1.152 1.606 HAH B89 32 B89 HAHA HAHA H 0 0 N N N 48.302 -34.598 59.401 3.739 1.821 -0.043 HAHA B89 33 B89 HAI HAI H 0 1 N N N 45.103 -38.187 70.147 -6.882 1.888 -1.801 HAI B89 34 B89 HAIA HAIA H 0 0 N N N 43.621 -37.489 69.397 -6.996 0.236 -1.148 HAIA B89 35 B89 HAJ HAJ H 0 1 N N N 42.625 -38.608 67.492 -6.927 -0.064 1.262 HAJ B89 36 B89 HAJA HAJA H 0 0 N N N 43.356 -40.131 66.883 -6.765 1.379 2.292 HAJA B89 37 B89 HAK HAK H 0 1 N N N 45.579 -36.123 68.763 -4.753 0.616 -2.097 HAK B89 38 B89 HAKA HAKA H 0 0 N N N 46.437 -37.580 68.159 -4.537 2.042 -1.052 HAKA B89 39 B89 HAL HAL H 0 1 N N N 45.366 -38.870 66.104 -4.465 1.729 1.472 HAL B89 40 B89 HALA HALA H 0 0 N N N 43.874 -38.188 65.371 -4.631 0.089 2.148 HALA B89 41 B89 HAM HAM H 0 1 N N N 43.826 -34.970 65.173 -2.857 0.149 -2.211 HAM B89 42 B89 HAMA HAMA H 0 0 N N N 44.358 -36.389 64.197 -3.015 -1.496 -1.546 HAMA B89 43 B89 HAN HAN H 0 1 N N N 46.744 -37.517 64.945 -2.938 -1.832 0.960 HAN B89 44 B89 HANA HANA H 0 0 N N N 47.558 -36.765 66.368 -2.752 -0.420 2.028 HANA B89 45 B89 HAV HAV H 0 1 N N N 43.807 -36.425 67.067 -4.936 -0.837 -0.115 HAV B89 46 B89 HAW HAW H 0 1 N N N 45.828 -35.131 66.576 -2.548 1.060 0.060 HAW B89 47 # # 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 B89 CAA CAG SING N N 1 B89 OAB CAR DOUB N N 2 B89 OAC CAS SING N N 3 B89 CLAD CAE SING N N 4 B89 CAE CAF DOUB N N 5 B89 CAF CAH SING N N 6 B89 CAG CAT SING N N 7 B89 CAH OAQ SING N N 8 B89 CAI CAK SING N E 9 B89 CAI OAP SING N N 10 B89 CAJ CAL SING N N 11 B89 CAJ OAP SING N N 12 B89 CAK CAV SING N N 13 B89 CAL CAV SING N N 14 B89 CAM CAR SING N N 15 B89 CAM CAW SING N N 16 B89 CAN CAS SING N N 17 B89 CAN CAW SING N N 18 B89 NAO OAQ SING N N 19 B89 NAO CAT DOUB N N 20 B89 CAR CAU SING N N 21 B89 CAS CAU DOUB N N 22 B89 CAT CAU SING N N 23 B89 CAV CAW SING N N 24 B89 CAA HAA SING N N 25 B89 CAA HAAA SING N N 26 B89 CAA HAAB SING N N 27 B89 OAC HOAC SING N N 28 B89 CAE HAE SING N N 29 B89 CAF HAF SING N N 30 B89 CAG HAG SING N N 31 B89 CAG HAGA SING N N 32 B89 CAH HAH SING N N 33 B89 CAH HAHA SING N N 34 B89 CAI HAI SING N N 35 B89 CAI HAIA SING N N 36 B89 CAJ HAJ SING N N 37 B89 CAJ HAJA SING N N 38 B89 CAK HAK SING N N 39 B89 CAK HAKA SING N N 40 B89 CAL HAL SING N N 41 B89 CAL HALA SING N E 42 B89 CAM HAM SING N N 43 B89 CAM HAMA SING N N 44 B89 CAN HAN SING N N 45 B89 CAN HANA SING N N 46 B89 CAV HAV SING N N 47 B89 CAW HAW 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 B89 SMILES ACDLabs 11.02 "Cl[C@H]=CCO\N=C(\C=2C(=O)CC(C1CCOCC1)CC=2O)CC" B89 SMILES_CANONICAL CACTVS 3.352 "CC\C(=N/OC/C=C/Cl)C1=C(O)C[C@@H](CC1=O)C2CCOCC2" B89 SMILES CACTVS 3.352 "CCC(=NOCC=CCl)C1=C(O)C[CH](CC1=O)C2CCOCC2" B89 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC/C(=N\OC/C=C/Cl)/C1=C(C[C@@H](CC1=O)C2CCOCC2)O" B89 SMILES "OpenEye OEToolkits" 1.7.0 "CCC(=NOCC=CCl)C1=C(CC(CC1=O)C2CCOCC2)O" B89 InChI InChI 1.03 "InChI=1S/C17H24ClNO4/c1-2-14(19-23-7-3-6-18)17-15(20)10-13(11-16(17)21)12-4-8-22-9-5-12/h3,6,12-13,20H,2,4-5,7-11H2,1H3/b6-3+,19-14+/t13-/m0/s1" B89 InChIKey InChI 1.03 IOYNQIMAUDJVEI-FGWLPLFYSA-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 B89 "SYSTEMATIC NAME" ACDLabs 11.02 "(5S)-2-[(1E)-N-{[(2E)-3-chloroprop-2-en-1-yl]oxy}propanimidoyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)cyclohex-2-en-1-one" B89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(5S)-2-[(E)-N-[(E)-3-chloroprop-2-enoxy]-C-ethyl-carbonimidoyl]-3-hydroxy-5-(oxan-4-yl)cyclohex-2-en-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B89 "Create component" 2009-10-19 RCSB B89 "Modify descriptor" 2011-06-04 RCSB B89 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B89 _pdbx_chem_comp_synonyms.name tepraloxydim _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##