data_GMR # _chem_comp.id GMR _chem_comp.name ;3-ethyl-4-methyl-N-[2-(4-{[(cis-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-car boxamide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H34 N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms glimepiride _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-09 _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 490.616 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GMR _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 4YVX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 GMR S1 S1 S 0 1 N N N 13.725 -9.607 -24.506 -3.816 2.748 -0.249 S1 GMR 1 GMR O2 O1 O 0 1 N N N 10.650 -7.429 -23.943 -3.883 0.329 1.179 O2 GMR 2 GMR O3 O2 O 0 1 N N N 14.671 -9.377 -23.453 -4.003 3.652 -1.329 O3 GMR 3 GMR O4 O3 O 0 1 N N N 13.327 -10.947 -24.807 -4.303 2.993 1.063 O4 GMR 4 GMR O5 O4 O 0 1 N N N 17.271 -4.311 -26.133 6.445 0.969 0.554 O5 GMR 5 GMR O6 O5 O 0 1 N N N 17.215 -3.642 -30.272 3.758 -1.855 -0.544 O6 GMR 6 GMR N7 N1 N 0 1 N N N 12.678 -6.487 -23.554 -4.946 -0.941 -0.301 N7 GMR 7 GMR N8 N2 N 0 1 N N N 12.289 -8.849 -24.212 -4.470 1.304 -0.728 N8 GMR 8 GMR N9 N3 N 0 1 N N N 17.564 -3.090 -28.074 5.802 -1.113 -0.090 N9 GMR 9 GMR N10 N4 N 0 1 N N N 16.763 -5.181 -28.669 3.932 0.278 0.052 N10 GMR 10 GMR C11 C1 C 0 1 N N N 15.146 -4.112 -22.011 -7.448 -3.370 -0.052 C11 GMR 11 GMR C12 C2 C 0 1 N N N 14.137 -6.502 -23.464 -4.885 -2.104 0.588 C12 GMR 12 GMR C13 C3 C 0 1 N N N 14.597 -4.002 -23.420 -7.376 -2.088 0.780 C13 GMR 13 GMR C14 C4 C 0 1 N N N 14.429 -5.233 -21.288 -6.271 -3.412 -1.028 C14 GMR 14 GMR C15 C5 C 0 1 N N N 14.756 -5.311 -24.191 -6.062 -2.062 1.564 C15 GMR 15 GMR C16 C6 C 0 1 N N N 14.597 -6.563 -22.012 -4.957 -3.386 -0.244 C16 GMR 16 GMR C17 C7 C 0 1 N N N 15.063 -2.791 -21.253 -8.762 -3.396 -0.837 C17 GMR 17 GMR C18 C8 C 0 1 N N N 11.867 -7.556 -23.882 -4.413 0.234 0.089 C18 GMR 18 GMR C19 C9 C 0 1 N N N 18.029 -1.755 -28.446 6.533 -2.362 -0.341 C19 GMR 19 GMR C20 C10 C 0 1 N N N 18.395 -1.181 -27.110 7.988 -2.047 -0.079 C20 GMR 20 GMR C21 C11 C 0 1 N N N 18.095 -2.021 -26.114 8.050 -0.767 0.277 C21 GMR 21 GMR C22 C12 C 0 1 Y N N 14.351 -8.871 -25.982 -2.077 2.508 -0.097 C22 GMR 22 GMR C23 C13 C 0 1 N N N 17.598 -3.270 -26.694 6.706 -0.184 0.272 C23 GMR 23 GMR C24 C14 C 0 1 N N N 18.275 -1.813 -24.635 9.314 -0.028 0.632 C24 GMR 24 GMR C25 C15 C 0 1 N N N 15.870 -7.248 -29.658 2.139 1.926 0.272 C25 GMR 25 GMR C26 C16 C 0 1 Y N N 15.341 -7.792 -28.351 0.652 2.131 0.142 C26 GMR 26 GMR C27 C17 C 0 1 N N N 17.150 -3.977 -29.099 4.471 -0.930 -0.206 C27 GMR 27 GMR C28 C18 C 0 1 N N N 17.048 -6.328 -29.521 2.487 0.477 -0.075 C28 GMR 28 GMR C29 C19 C 0 1 N N N 19.045 0.177 -27.068 9.147 -3.003 -0.198 C29 GMR 29 GMR C30 C20 C 0 1 Y N N 15.654 -8.398 -26.031 -1.251 2.729 -1.183 C30 GMR 30 GMR C31 C21 C 0 1 Y N N 13.537 -8.795 -27.099 -1.538 2.104 1.110 C31 GMR 31 GMR C32 C22 C 0 1 Y N N 16.139 -7.863 -27.213 0.113 2.540 -1.064 C32 GMR 32 GMR C33 C23 C 0 1 Y N N 14.038 -8.257 -28.271 -0.173 1.916 1.230 C33 GMR 33 GMR C34 C24 C 0 1 N N N 17.402 -0.701 -24.084 9.843 0.702 -0.605 C34 GMR 34 GMR H1 H1 H 0 1 N N N 12.223 -5.618 -23.359 -5.369 -1.016 -1.171 H1 GMR 35 GMR H2 H2 H 0 1 N N N 11.517 -9.480 -24.290 -4.893 1.229 -1.598 H2 GMR 36 GMR H3 H3 H 0 1 N N N 16.294 -5.291 -27.793 4.502 1.015 0.321 H3 GMR 37 GMR H4 H4 H 0 1 N N N 16.208 -4.387 -22.086 -7.403 -4.235 0.609 H4 GMR 38 GMR H5 H5 H 0 1 N N N 14.500 -7.413 -23.961 -3.949 -2.086 1.146 H5 GMR 39 GMR H6 H6 H 0 1 N N N 15.138 -3.206 -23.953 -7.421 -1.223 0.118 H6 GMR 40 GMR H7 H7 H 0 1 N N N 13.528 -3.747 -23.367 -8.215 -2.058 1.475 H7 GMR 41 GMR H8 H8 H 0 1 N N N 13.357 -4.992 -21.228 -6.322 -4.325 -1.621 H8 GMR 42 GMR H9 H9 H 0 1 N N N 14.842 -5.324 -20.272 -6.316 -2.546 -1.690 H9 GMR 43 GMR H10 H10 H 0 1 N N N 15.829 -5.506 -24.336 -6.017 -2.928 2.225 H10 GMR 44 GMR H11 H11 H 0 1 N N N 14.267 -5.204 -25.171 -6.011 -1.149 2.156 H11 GMR 45 GMR H12 H12 H 0 1 N N N 14.005 -7.327 -21.487 -4.118 -3.415 -0.940 H12 GMR 46 GMR H13 H13 H 0 1 N N N 15.660 -6.844 -21.991 -4.912 -4.251 0.417 H13 GMR 47 GMR H14 H14 H 0 1 N N N 15.472 -2.922 -20.240 -8.813 -4.309 -1.429 H14 GMR 48 GMR H15 H15 H 0 1 N N N 15.645 -2.025 -21.787 -9.600 -3.366 -0.141 H15 GMR 49 GMR H16 H16 H 0 1 N N N 14.012 -2.473 -21.186 -8.807 -2.530 -1.498 H16 GMR 50 GMR H17 H17 H 0 1 N N N 18.901 -1.805 -29.114 6.189 -3.142 0.338 H17 GMR 51 GMR H18 H18 H 0 1 N N N 17.231 -1.172 -28.929 6.397 -2.676 -1.376 H18 GMR 52 GMR H19 H19 H 0 1 N N N 18.021 -2.749 -24.116 9.103 0.697 1.418 H19 GMR 53 GMR H20 H20 H 0 1 N N N 19.328 -1.561 -24.442 10.064 -0.737 0.983 H20 GMR 54 GMR H21 H21 H 0 1 N N N 15.058 -6.695 -30.153 2.659 2.598 -0.411 H21 GMR 55 GMR H22 H22 H 0 1 N N N 16.171 -8.099 -30.287 2.447 2.138 1.296 H22 GMR 56 GMR H23 H23 H 0 1 N N N 17.887 -6.891 -29.086 2.179 0.264 -1.099 H23 GMR 57 GMR H24 H24 H 0 1 N N N 17.330 -5.964 -30.520 1.966 -0.195 0.608 H24 GMR 58 GMR H25 H25 H 0 1 N N N 19.249 0.454 -26.023 8.781 -3.981 -0.508 H25 GMR 59 GMR H26 H26 H 0 1 N N N 19.989 0.149 -27.631 9.853 -2.627 -0.938 H26 GMR 60 GMR H27 H27 H 0 1 N N N 18.371 0.920 -27.519 9.646 -3.090 0.768 H27 GMR 61 GMR H28 H28 H 0 1 N N N 16.285 -8.446 -25.156 -1.671 3.049 -2.125 H28 GMR 62 GMR H29 H29 H 0 1 N N N 12.519 -9.153 -27.056 -2.182 1.935 1.960 H29 GMR 63 GMR H30 H30 H 0 1 N N N 17.154 -7.495 -27.252 0.758 2.708 -1.914 H30 GMR 64 GMR H31 H31 H 0 1 N N N 13.401 -8.198 -29.141 0.247 1.596 2.171 H31 GMR 65 GMR H32 H32 H 0 1 N N N 17.578 -0.598 -23.003 10.055 -0.023 -1.391 H32 GMR 66 GMR H33 H33 H 0 1 N N N 17.651 0.244 -24.588 9.094 1.411 -0.957 H33 GMR 67 GMR H34 H34 H 0 1 N N N 16.344 -0.943 -24.262 10.757 1.237 -0.348 H34 GMR 68 # # 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 GMR O6 C27 DOUB N N 1 GMR C25 C28 SING N N 2 GMR C25 C26 SING N N 3 GMR C28 N10 SING N N 4 GMR C27 N10 SING N N 5 GMR C27 N9 SING N N 6 GMR C19 N9 SING N N 7 GMR C19 C20 SING N N 8 GMR C26 C33 DOUB Y N 9 GMR C26 C32 SING Y N 10 GMR C33 C31 SING Y N 11 GMR N9 C23 SING N N 12 GMR C32 C30 DOUB Y N 13 GMR C20 C29 SING N N 14 GMR C20 C21 DOUB N N 15 GMR C31 C22 DOUB Y N 16 GMR C23 O5 DOUB N N 17 GMR C23 C21 SING N N 18 GMR C21 C24 SING N N 19 GMR C30 C22 SING Y N 20 GMR C22 S1 SING N N 21 GMR O4 S1 DOUB N N 22 GMR C24 C34 SING N N 23 GMR S1 N8 SING N N 24 GMR S1 O3 DOUB N N 25 GMR N8 C18 SING N N 26 GMR C15 C12 SING N N 27 GMR C15 C13 SING N N 28 GMR O2 C18 DOUB N N 29 GMR C18 N7 SING N N 30 GMR N7 C12 SING N N 31 GMR C12 C16 SING N N 32 GMR C13 C11 SING N N 33 GMR C16 C14 SING N N 34 GMR C11 C14 SING N N 35 GMR C11 C17 SING N N 36 GMR N7 H1 SING N N 37 GMR N8 H2 SING N N 38 GMR N10 H3 SING N N 39 GMR C11 H4 SING N N 40 GMR C12 H5 SING N N 41 GMR C13 H6 SING N N 42 GMR C13 H7 SING N N 43 GMR C14 H8 SING N N 44 GMR C14 H9 SING N N 45 GMR C15 H10 SING N N 46 GMR C15 H11 SING N N 47 GMR C16 H12 SING N N 48 GMR C16 H13 SING N N 49 GMR C17 H14 SING N N 50 GMR C17 H15 SING N N 51 GMR C17 H16 SING N N 52 GMR C19 H17 SING N N 53 GMR C19 H18 SING N N 54 GMR C24 H19 SING N N 55 GMR C24 H20 SING N N 56 GMR C25 H21 SING N N 57 GMR C25 H22 SING N N 58 GMR C28 H23 SING N N 59 GMR C28 H24 SING N N 60 GMR C29 H25 SING N N 61 GMR C29 H26 SING N N 62 GMR C29 H27 SING N N 63 GMR C30 H28 SING N N 64 GMR C31 H29 SING N N 65 GMR C32 H30 SING N N 66 GMR C33 H31 SING N N 67 GMR C34 H32 SING N N 68 GMR C34 H33 SING N N 69 GMR C34 H34 SING N N 70 # # 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 GMR SMILES ACDLabs 12.01 "S(NC(=O)NC1CCC(C)CC1)(=O)(=O)c3ccc(CCNC(=O)N2C(=O)C(=C(C2)C)CC)cc3" GMR InChI InChI 1.03 "InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19+" GMR InChIKey InChI 1.03 WIGIZIANZCJQQY-UWUNEBHHSA-N GMR SMILES_CANONICAL CACTVS 3.385 "CCC1=C(C)CN(C(=O)NCCc2ccc(cc2)[S](=O)(=O)NC(=O)N[C@H]3CC[C@@H](C)CC3)C1=O" GMR SMILES CACTVS 3.385 "CCC1=C(C)CN(C(=O)NCCc2ccc(cc2)[S](=O)(=O)NC(=O)N[CH]3CC[CH](C)CC3)C1=O" GMR SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCC1=C(CN(C1=O)C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCC(CC3)C)C" GMR SMILES "OpenEye OEToolkits" 1.9.2 "CCC1=C(CN(C1=O)C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCC(CC3)C)C" # # 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 GMR "SYSTEMATIC NAME" ACDLabs 12.01 "3-ethyl-4-methyl-N-[2-(4-{[(cis-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide" GMR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-ethyl-3-methyl-N-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-5-oxidanylidene-2H-pyrrole-1-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GMR "Create component" 2015-04-09 PDBJ GMR "Initial release" 2015-11-25 RCSB GMR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GMR _pdbx_chem_comp_synonyms.name glimepiride _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##