data_550 # _chem_comp.id 550 _chem_comp.name "methyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 420.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 550 _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 3EDZ _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 550 O1 O1 O 0 1 N N N 51.773 34.007 39.204 5.985 0.339 -1.622 O1 550 1 550 O2 O2 O 0 1 N N N 51.236 36.138 40.291 8.625 0.006 -1.832 O2 550 2 550 O3 O3 O 0 1 N N N 48.593 29.893 39.914 2.071 -0.780 1.439 O3 550 3 550 O4 O4 O 0 1 N N N 47.345 31.780 39.448 3.906 -1.816 2.104 O4 550 4 550 O5 O5 O 0 1 N N N 50.115 31.889 45.641 -1.896 1.082 -0.112 O5 550 5 550 C1 C1 C 0 1 N N S 49.544 33.328 38.733 5.784 -0.269 0.649 C1 550 6 550 C2 C2 C 0 1 N N R 49.741 31.879 39.200 4.273 -0.034 0.608 C2 550 7 550 C3 C3 C 0 1 N N N 49.943 32.222 37.747 5.180 0.950 1.350 C3 550 8 550 C4 C4 C 0 1 N N N 48.418 31.174 39.546 3.404 -0.942 1.439 C4 550 9 550 C5 C5 C 0 1 N N N 50.950 31.376 40.030 3.666 0.428 -0.719 C5 550 10 550 C6 C6 C 0 1 N N N 50.572 34.270 39.244 6.561 -0.028 -0.619 C6 550 11 550 N1 N1 N 0 1 N N N 50.130 35.362 39.857 7.894 -0.220 -0.640 N1 550 12 550 C7 C7 C 0 1 N N N 47.431 29.124 40.242 1.297 -1.692 2.263 C7 550 13 550 C8 C8 C 0 1 Y N N 50.731 31.514 41.531 2.178 0.603 -0.557 C8 550 14 550 C9 C9 C 0 1 Y N N 51.558 30.840 42.414 1.665 1.825 -0.162 C9 550 15 550 C10 C10 C 0 1 Y N N 51.312 30.947 43.795 0.302 1.988 -0.012 C10 550 16 550 C11 C11 C 0 1 Y N N 50.281 31.789 44.271 -0.554 0.924 -0.259 C11 550 17 550 C12 C12 C 0 1 Y N N 49.469 32.489 43.353 -0.037 -0.301 -0.655 C12 550 18 550 C13 C13 C 0 1 Y N N 49.681 32.351 41.996 1.327 -0.457 -0.808 C13 550 19 550 C14 C14 C 0 1 N N N 51.076 31.377 46.529 -2.716 -0.056 -0.383 C14 550 20 550 C15 C15 C 0 1 Y N N 51.021 29.873 46.739 -4.163 0.305 -0.169 C15 550 21 550 C16 C16 C 0 1 Y N N 52.248 29.181 46.874 -4.522 1.563 0.225 C16 550 22 550 C17 C17 C 0 1 Y N N 52.249 27.809 47.098 -5.866 1.874 0.417 C17 550 23 550 N2 N2 N 0 1 Y N N 51.126 27.079 47.185 -6.813 0.988 0.229 N2 550 24 550 C18 C18 C 0 1 Y N N 49.826 29.132 46.848 -5.184 -0.642 -0.375 C18 550 25 550 C19 C19 C 0 1 Y N N 49.932 27.724 47.086 -6.530 -0.261 -0.156 C19 550 26 550 C20 C20 C 0 1 Y N N 48.756 26.985 47.202 -7.550 -1.207 -0.356 C20 550 27 550 C21 C21 C 0 1 Y N N 47.487 27.586 47.092 -7.232 -2.471 -0.748 C21 550 28 550 C22 C22 C 0 1 Y N N 47.393 28.974 46.864 -5.906 -2.846 -0.957 C22 550 29 550 C23 C23 C 0 1 Y N N 48.555 29.762 46.749 -4.892 -1.953 -0.786 C23 550 30 550 C24 C24 C 0 1 N N N 53.583 27.092 47.249 -6.241 3.267 0.852 C24 550 31 550 HO2 HO2 H 0 1 N N N 51.810 36.311 39.554 9.574 -0.157 -1.748 HO2 550 32 550 H1 H1 H 0 1 N N N 48.748 34.087 38.729 6.149 -1.081 1.278 H1 550 33 550 H3 H3 H 0 1 N N N 49.433 31.849 36.847 5.148 0.939 2.440 H3 550 34 550 H3A H3A H 0 1 N N N 50.746 32.078 37.009 5.344 1.926 0.894 H3A 550 35 550 H5 H5 H 0 1 N N N 51.112 30.313 39.799 4.113 1.378 -1.012 H5 550 36 550 H5A H5A H 0 1 N N N 51.820 31.994 39.761 3.862 -0.318 -1.488 H5A 550 37 550 HN1 HN1 H 0 1 N N N 49.168 35.600 39.992 8.354 -0.513 0.163 HN1 550 38 550 H7 H7 H 0 1 N N N 47.415 28.927 41.324 1.467 -2.716 1.931 H7 550 39 550 H7A H7A H 0 1 N N N 46.528 29.685 39.958 1.605 -1.591 3.304 H7A 550 40 550 H7B H7B H 0 1 N N N 47.457 28.169 39.696 0.237 -1.452 2.173 H7B 550 41 550 H9 H9 H 0 1 N N N 52.379 30.241 42.048 2.332 2.653 0.030 H9 550 42 550 H10 H10 H 0 1 N N N 51.913 30.384 44.494 -0.098 2.943 0.296 H10 550 43 550 H12 H12 H 0 1 N N N 48.681 33.134 43.713 -0.701 -1.131 -0.847 H12 550 44 550 H13 H13 H 0 1 N N N 49.053 32.876 41.292 1.729 -1.409 -1.121 H13 550 45 550 H14 H14 H 0 1 N N N 52.069 31.621 46.123 -2.569 -0.372 -1.416 H14 550 46 550 H14A H14A H 0 0 N N N 50.869 31.835 47.508 -2.441 -0.870 0.288 H14A 550 47 550 H16 H16 H 0 1 N N N 53.182 29.718 46.803 -3.764 2.315 0.388 H16 550 48 550 H20 H20 H 0 1 N N N 48.820 25.922 47.381 -8.583 -0.933 -0.198 H20 550 49 550 H21 H21 H 0 1 N N N 46.592 26.988 47.182 -8.019 -3.194 -0.900 H21 550 50 550 H22 H22 H 0 1 N N N 46.421 29.437 46.777 -5.680 -3.855 -1.268 H22 550 51 550 H23 H23 H 0 1 N N N 48.482 30.827 46.588 -3.869 -2.256 -0.952 H23 550 52 550 H24 H24 H 0 1 N N N 54.021 26.919 46.255 -6.405 3.891 -0.026 H24 550 53 550 H24A H24A H 0 0 N N N 54.266 27.712 47.848 -7.154 3.229 1.446 H24A 550 54 550 H24B H24B H 0 0 N N N 53.425 26.127 47.753 -5.435 3.690 1.452 H24B 550 55 # 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 550 O1 C6 DOUB N N 1 550 O2 N1 SING N N 2 550 O3 C4 SING N N 3 550 O3 C7 SING N N 4 550 O4 C4 DOUB N N 5 550 O5 C11 SING N N 6 550 O5 C14 SING N N 7 550 C1 C2 SING N N 8 550 C1 C3 SING N N 9 550 C1 C6 SING N N 10 550 C2 C3 SING N N 11 550 C2 C4 SING N N 12 550 C2 C5 SING N N 13 550 C5 C8 SING N N 14 550 C6 N1 SING N N 15 550 C8 C9 DOUB Y N 16 550 C8 C13 SING Y N 17 550 C9 C10 SING Y N 18 550 C10 C11 DOUB Y N 19 550 C11 C12 SING Y N 20 550 C12 C13 DOUB Y N 21 550 C14 C15 SING N N 22 550 C15 C16 DOUB Y N 23 550 C15 C18 SING Y N 24 550 C16 C17 SING Y N 25 550 C17 N2 DOUB Y N 26 550 C17 C24 SING N N 27 550 N2 C19 SING Y N 28 550 C18 C19 DOUB Y N 29 550 C18 C23 SING Y N 30 550 C19 C20 SING Y N 31 550 C20 C21 DOUB Y N 32 550 C21 C22 SING Y N 33 550 C22 C23 DOUB Y N 34 550 O2 HO2 SING N N 35 550 C1 H1 SING N N 36 550 C3 H3 SING N N 37 550 C3 H3A SING N N 38 550 C5 H5 SING N N 39 550 C5 H5A SING N N 40 550 N1 HN1 SING N N 41 550 C7 H7 SING N N 42 550 C7 H7A SING N N 43 550 C7 H7B SING N N 44 550 C9 H9 SING N N 45 550 C10 H10 SING N N 46 550 C12 H12 SING N N 47 550 C13 H13 SING N N 48 550 C14 H14 SING N N 49 550 C14 H14A SING N N 50 550 C16 H16 SING N N 51 550 C20 H20 SING N N 52 550 C21 H21 SING N N 53 550 C22 H22 SING N N 54 550 C23 H23 SING N N 55 550 C24 H24 SING N N 56 550 C24 H24A SING N N 57 550 C24 H24B SING N N 58 # 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 550 SMILES ACDLabs 10.04 "O=C(NO)C1CC1(C(=O)OC)Cc4ccc(OCc2c3ccccc3nc(c2)C)cc4" 550 SMILES_CANONICAL CACTVS 3.341 "COC(=O)[C@]1(C[C@@H]1C(=O)NO)Cc2ccc(OCc3cc(C)nc4ccccc34)cc2" 550 SMILES CACTVS 3.341 "COC(=O)[C]1(C[CH]1C(=O)NO)Cc2ccc(OCc3cc(C)nc4ccccc34)cc2" 550 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(c2ccccc2n1)COc3ccc(cc3)C[C@@]4(C[C@@H]4C(=O)NO)C(=O)OC" 550 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(c2ccccc2n1)COc3ccc(cc3)CC4(CC4C(=O)NO)C(=O)OC" 550 InChI InChI 1.03 "InChI=1S/C24H24N2O5/c1-15-11-17(19-5-3-4-6-21(19)25-15)14-31-18-9-7-16(8-10-18)12-24(23(28)30-2)13-20(24)22(27)26-29/h3-11,20,29H,12-14H2,1-2H3,(H,26,27)/t20-,24+/m1/s1" 550 InChIKey InChI 1.03 HJWMYFBKJRVWJY-YKSBVNFPSA-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 550 "SYSTEMATIC NAME" ACDLabs 10.04 "methyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate" 550 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (1R,2S)-2-(hydroxycarbamoyl)-1-[[4-[(2-methylquinolin-4-yl)methoxy]phenyl]methyl]cyclopropane-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 550 "Create component" 2008-09-10 RCSB 550 "Modify aromatic_flag" 2011-06-04 RCSB 550 "Modify descriptor" 2011-06-04 RCSB #