data_615 # _chem_comp.id 615 _chem_comp.name "(1R,2S)-N~2~-hydroxy-1-{4-[(2-phenylquinolin-4-yl)methoxy]benzyl}cyclopropane-1,2-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H25 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-08-22 _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 467.516 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 615 _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 3E8R _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 615 C7 C7 C 0 1 Y N N 50.337 31.617 44.369 -0.344 0.159 -0.432 C7 615 1 615 C27 C27 C 0 1 Y N N 45.319 28.111 46.055 7.701 2.967 -0.162 C27 615 2 615 C17 C17 C 0 1 Y N N 53.988 27.882 47.656 4.180 -4.551 0.373 C17 615 3 615 C1 C1 C 0 1 N N N 48.260 31.194 39.517 -4.665 1.644 1.471 C1 615 4 615 C8 C8 C 0 1 Y N N 51.288 30.707 43.868 -0.977 1.381 -0.604 C8 615 5 615 N2 N2 N 0 1 N N N 50.165 35.167 39.755 -8.733 -0.678 -0.280 N2 615 6 615 O2 O2 O 0 1 N N N 51.914 33.841 39.345 -6.861 -0.439 -1.447 O2 615 7 615 O1 O1 O 0 1 N N N 47.265 31.920 39.615 -4.109 1.430 2.527 O1 615 8 615 C3 C3 C 0 1 N N N 50.709 34.063 39.237 -7.431 -0.347 -0.380 C3 615 9 615 C28 C28 C 0 1 Y N N 46.672 28.467 46.246 7.113 1.722 -0.074 C28 615 10 615 C26 C26 C 0 1 Y N N 44.932 26.760 46.186 6.918 4.094 -0.334 C26 615 11 615 N1 N1 N 0 1 Y N N 49.941 26.957 47.073 5.848 -0.801 0.100 N1 615 12 615 C2 C2 C 0 1 N N N 50.657 30.913 40.077 -4.602 0.338 -0.741 C2 615 13 615 O3 O3 O 0 1 N N N 50.341 31.813 45.710 1.010 0.102 -0.332 O3 615 14 615 C4 C4 C 0 1 Y N N 50.570 31.158 41.583 -3.100 0.275 -0.636 C4 615 15 615 C5 C5 C 0 1 Y N N 49.642 32.104 42.080 -2.472 -0.944 -0.455 C5 615 16 615 C6 C6 C 0 1 Y N N 49.537 32.358 43.459 -1.095 -1.005 -0.358 C6 615 17 615 C9 C9 C 0 1 Y N N 51.415 30.478 42.471 -2.354 1.436 -0.705 C9 615 18 615 C10 C10 C 0 1 N N N 51.015 31.099 46.703 1.594 -1.190 -0.157 C10 615 19 615 C11 C11 C 0 1 Y N N 50.747 29.626 46.792 3.093 -1.056 -0.067 C11 615 20 615 C12 C12 C 0 1 Y N N 49.043 27.918 46.772 5.089 0.266 -0.065 C12 615 21 615 C13 C13 C 0 1 Y N N 49.417 29.256 46.625 3.692 0.166 -0.152 C13 615 22 615 C14 C14 C 0 1 Y N N 51.238 27.283 47.239 5.315 -2.023 0.190 C14 615 23 615 C15 C15 C 0 1 Y N N 51.702 28.621 47.119 3.910 -2.190 0.109 C15 615 24 615 C16 C16 C 0 1 Y N N 53.084 28.902 47.334 3.359 -3.478 0.204 C16 615 25 615 C18 C18 C 0 1 Y N N 53.524 26.567 47.772 5.562 -4.389 0.453 C18 615 26 615 C19 C19 C 0 1 Y N N 52.165 26.280 47.560 6.130 -3.156 0.364 C19 615 27 615 C20 C20 C 0 1 Y N N 47.646 27.507 46.585 5.727 1.601 -0.159 C20 615 28 615 C21 C21 C 0 1 N N S 49.847 33.088 38.537 -6.681 0.136 0.835 C21 615 29 615 C22 C22 C 0 1 N N R 49.636 31.772 39.318 -5.205 0.496 0.657 C22 615 30 615 C23 C23 C 0 1 N N N 49.652 31.901 37.771 -5.596 -0.779 1.406 C23 615 31 615 O4 O4 O 0 1 N N N 51.149 36.003 40.353 -9.438 -1.133 -1.421 O4 615 32 615 N3 N3 N 0 1 N N N 48.203 29.861 39.663 -4.801 2.909 1.025 N3 615 33 615 C24 C24 C 0 1 Y N N 47.247 26.154 46.720 4.943 2.740 -0.333 C24 615 34 615 C25 C25 C 0 1 Y N N 45.904 25.783 46.524 5.542 3.980 -0.419 C25 615 35 615 H27 H27 H 0 1 N N N 44.586 28.866 45.811 8.775 3.062 -0.092 H27 615 36 615 H17 H17 H 0 1 N N N 55.032 28.108 47.813 3.754 -5.541 0.450 H17 615 37 615 H8 H8 H 0 1 N N N 51.930 30.176 44.555 -0.395 2.289 -0.657 H8 615 38 615 HN2 HN2 H 0 1 N N N 49.188 35.380 39.726 -9.188 -0.605 0.573 HN2 615 39 615 H28 H28 H 0 1 N N N 46.967 29.499 46.130 7.726 0.842 0.060 H28 615 40 615 H26 H26 H 0 1 N N N 43.903 26.472 46.030 7.383 5.067 -0.402 H26 615 41 615 H2 H2 H 0 1 N N N 51.669 31.172 39.731 -4.888 1.190 -1.358 H2 615 42 615 H2A H2A H 0 1 N N N 50.438 29.853 39.881 -4.974 -0.581 -1.195 H2A 615 43 615 H5 H5 H 0 1 N N N 49.005 32.638 41.390 -3.058 -1.849 -0.388 H5 615 44 615 H6 H6 H 0 1 N N N 48.853 33.111 43.823 -0.605 -1.957 -0.225 H6 615 45 615 H9 H9 H 0 1 N N N 52.156 29.787 42.097 -2.848 2.388 -0.839 H9 615 46 615 H10 H10 H 0 1 N N N 52.091 31.218 46.509 1.214 -1.640 0.760 H10 615 47 615 H10A H10A H 0 0 N N N 50.651 31.515 47.654 1.337 -1.823 -1.006 H10A 615 48 615 H13 H13 H 0 1 N N N 48.674 30.002 46.382 3.093 1.054 -0.287 H13 615 49 615 H16 H16 H 0 1 N N N 53.439 29.918 47.247 2.290 -3.616 0.143 H16 615 50 615 H18 H18 H 0 1 N N N 54.211 25.773 48.025 6.191 -5.256 0.587 H18 615 51 615 H19 H19 H 0 1 N N N 51.824 25.259 47.647 7.203 -3.048 0.428 H19 615 52 615 H21 H21 H 0 1 N N N 49.553 34.061 38.117 -7.262 0.730 1.540 H21 615 53 615 H23 H23 H 0 1 N N N 48.867 31.660 37.039 -5.464 -0.787 2.488 H23 615 54 615 H23A H23A H 0 0 N N N 50.202 31.405 36.958 -5.425 -1.731 0.904 H23A 615 55 615 HO4 HO4 H 0 1 N N N 51.833 36.189 39.721 -10.366 -1.346 -1.252 HO4 615 56 615 HN3 HN3 H 0 1 N N N 47.258 29.574 39.817 -4.392 3.641 1.512 HN3 615 57 615 HN3A HN3A H 0 0 N N N 48.990 29.246 39.624 -5.307 3.086 0.217 HN3A 615 58 615 H24 H24 H 0 1 N N N 47.979 25.402 46.975 3.869 2.653 -0.400 H24 615 59 615 H25 H25 H 0 1 N N N 45.611 24.749 46.631 4.936 4.864 -0.554 H25 615 60 # 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 615 C7 C8 DOUB Y N 1 615 C7 O3 SING N N 2 615 C7 C6 SING Y N 3 615 C27 C28 DOUB Y N 4 615 C27 C26 SING Y N 5 615 C17 C16 DOUB Y N 6 615 C17 C18 SING Y N 7 615 C1 O1 DOUB N N 8 615 C1 C22 SING N N 9 615 C1 N3 SING N N 10 615 C8 C9 SING Y N 11 615 N2 C3 SING N N 12 615 N2 O4 SING N N 13 615 O2 C3 DOUB N N 14 615 C3 C21 SING N N 15 615 C28 C20 SING Y N 16 615 C26 C25 DOUB Y N 17 615 N1 C12 DOUB Y N 18 615 N1 C14 SING Y N 19 615 C2 C4 SING N N 20 615 C2 C22 SING N N 21 615 O3 C10 SING N N 22 615 C4 C5 SING Y N 23 615 C4 C9 DOUB Y N 24 615 C5 C6 DOUB Y N 25 615 C10 C11 SING N N 26 615 C11 C13 DOUB Y N 27 615 C11 C15 SING Y N 28 615 C12 C13 SING Y N 29 615 C12 C20 SING Y N 30 615 C14 C15 DOUB Y N 31 615 C14 C19 SING Y N 32 615 C15 C16 SING Y N 33 615 C18 C19 DOUB Y N 34 615 C20 C24 DOUB Y N 35 615 C21 C22 SING N N 36 615 C21 C23 SING N N 37 615 C22 C23 SING N N 38 615 C24 C25 SING Y N 39 615 C27 H27 SING N N 40 615 C17 H17 SING N N 41 615 C8 H8 SING N N 42 615 N2 HN2 SING N N 43 615 C28 H28 SING N N 44 615 C26 H26 SING N N 45 615 C2 H2 SING N N 46 615 C2 H2A SING N N 47 615 C5 H5 SING N N 48 615 C6 H6 SING N N 49 615 C9 H9 SING N N 50 615 C10 H10 SING N N 51 615 C10 H10A SING N N 52 615 C13 H13 SING N N 53 615 C16 H16 SING N N 54 615 C18 H18 SING N N 55 615 C19 H19 SING N N 56 615 C21 H21 SING N N 57 615 C23 H23 SING N N 58 615 C23 H23A SING N N 59 615 O4 HO4 SING N N 60 615 N3 HN3 SING N N 61 615 N3 HN3A SING N N 62 615 C24 H24 SING N N 63 615 C25 H25 SING N N 64 # 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 615 SMILES ACDLabs 10.04 "O=C(NO)C1CC1(C(=O)N)Cc5ccc(OCc2c4ccccc4nc(c2)c3ccccc3)cc5" 615 SMILES_CANONICAL CACTVS 3.341 "NC(=O)[C@]1(C[C@@H]1C(=O)NO)Cc2ccc(OCc3cc(nc4ccccc34)c5ccccc5)cc2" 615 SMILES CACTVS 3.341 "NC(=O)[C]1(C[CH]1C(=O)NO)Cc2ccc(OCc3cc(nc4ccccc34)c5ccccc5)cc2" 615 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)CC5(C[C@@H]5C(=O)NO)C(=O)N" 615 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)CC5(CC5C(=O)NO)C(=O)N" 615 InChI InChI 1.03 "InChI=1S/C28H25N3O4/c29-27(33)28(16-23(28)26(32)31-34)15-18-10-12-21(13-11-18)35-17-20-14-25(19-6-2-1-3-7-19)30-24-9-5-4-8-22(20)24/h1-14,23,34H,15-17H2,(H2,29,33)(H,31,32)/t23-,28+/m1/s1" 615 InChIKey InChI 1.03 BKHGWMSYWJIRLD-LXFBAYGMSA-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 615 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,2S)-N~2~-hydroxy-1-{4-[(2-phenylquinolin-4-yl)methoxy]benzyl}cyclopropane-1,2-dicarboxamide" 615 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N'-hydroxy-1-[[4-[(2-phenylquinolin-4-yl)methoxy]phenyl]methyl]cyclopropane-1,2-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 615 "Create component" 2008-08-22 RCSB 615 "Modify aromatic_flag" 2011-06-04 RCSB 615 "Modify descriptor" 2011-06-04 RCSB #