data_642 # _chem_comp.id 642 _chem_comp.name "(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H24 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-27 _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 464.512 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 642 _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 3EWJ _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 642 C1 C1 C 0 1 N N S 48.322 34.151 39.579 -7.486 0.729 -0.644 C1 642 1 642 C2 C2 C 0 1 N N R 48.398 32.631 39.567 -6.529 -0.007 0.283 C2 642 2 642 C3 C3 C 0 1 N N N 48.398 33.407 38.262 -7.900 -0.603 -0.012 C3 642 3 642 C4 C4 C 0 1 N N N 49.475 34.915 40.170 -7.166 0.732 -2.117 C4 642 4 642 O1 O1 O 0 1 N N N 50.670 34.304 39.948 -6.178 0.166 -2.521 O1 642 5 642 O2 O2 O 0 1 N N N 49.435 35.967 40.856 -7.978 1.363 -2.979 O2 642 6 642 C5 C5 C 0 1 N N N 47.183 31.804 39.872 -6.164 0.526 1.643 C5 642 7 642 N1 N1 N 0 1 N N N 47.515 30.699 40.554 -5.007 -0.028 2.053 N1 642 8 642 O3 O3 O 0 1 N N N 46.063 32.110 39.524 -6.814 1.332 2.274 O3 642 9 642 C6 C6 C 0 1 N N S 48.961 30.653 40.838 -4.488 -0.979 1.062 C6 642 10 642 C7 C7 C 0 1 N N N 49.596 31.749 39.943 -5.240 -0.659 -0.251 C7 642 11 642 C8 C8 C 0 1 Y N N 49.112 30.979 42.322 -3.006 -0.781 0.875 C8 642 12 642 C9 C9 C 0 1 Y N N 50.163 30.455 43.089 -2.474 0.495 0.883 C9 642 13 642 C10 C10 C 0 1 Y N N 50.239 30.742 44.453 -1.115 0.679 0.712 C10 642 14 642 C11 C11 C 0 1 Y N N 49.257 31.574 45.081 -0.285 -0.418 0.532 C11 642 15 642 C12 C12 C 0 1 Y N N 48.228 32.127 44.300 -0.822 -1.697 0.524 C12 642 16 642 C13 C13 C 0 1 Y N N 48.149 31.826 42.937 -2.180 -1.876 0.701 C13 642 17 642 O4 O4 O 0 1 N N N 49.297 31.852 46.436 1.051 -0.240 0.363 O4 642 18 642 C14 C14 C 0 1 N N N 50.261 31.167 47.250 1.845 -1.415 0.183 C14 642 19 642 C15 C15 C 0 1 Y N N 49.878 29.682 47.479 3.290 -1.023 0.012 C15 642 20 642 N2 N2 N 0 1 Y N N 49.109 26.969 47.905 5.946 -0.296 -0.300 N2 642 21 642 C16 C16 C 0 1 Y N N 48.196 27.923 47.562 5.021 0.626 -0.113 C16 642 22 642 C17 C17 C 0 1 Y N N 48.538 29.301 47.314 3.669 0.285 0.048 C17 642 23 642 C18 C18 C 0 1 Y N N 50.385 27.325 48.015 5.634 -1.594 -0.339 C18 642 24 642 C19 C19 C 0 1 Y N N 50.813 28.662 47.833 4.286 -2.002 -0.183 C19 642 25 642 C20 C20 C 0 1 Y N N 52.200 28.931 48.007 3.966 -3.368 -0.226 C20 642 26 642 C21 C21 C 0 1 Y N N 53.115 27.938 48.340 4.954 -4.286 -0.416 C21 642 27 642 C22 C22 C 0 1 Y N N 52.711 26.638 48.499 6.280 -3.887 -0.570 C22 642 28 642 C23 C23 C 0 1 Y N N 51.340 26.356 48.360 6.626 -2.571 -0.534 C23 642 29 642 C24 C24 C 0 1 Y N N 46.799 27.513 47.346 5.418 2.054 -0.077 C24 642 30 642 C25 C25 C 0 1 Y N N 46.400 26.167 47.322 6.755 2.413 -0.240 C25 642 31 642 C26 C26 C 0 1 Y N N 45.038 25.852 47.090 7.119 3.744 -0.206 C26 642 32 642 C27 C27 C 0 1 Y N N 44.098 26.857 46.840 6.159 4.721 -0.010 C27 642 33 642 C28 C28 C 0 1 Y N N 44.495 28.181 46.837 4.831 4.371 0.152 C28 642 34 642 C29 C29 C 0 1 Y N N 45.826 28.517 47.093 4.455 3.043 0.113 C29 642 35 642 H1 H1 H 0 1 N N N 47.639 34.925 39.961 -7.958 1.635 -0.264 H1 642 36 642 H3 H3 H 0 1 N N N 47.702 33.381 37.411 -8.643 -0.573 0.784 H3 642 37 642 H3A H3A H 0 1 N N N 49.037 33.448 37.368 -7.940 -1.477 -0.661 H3A 642 38 642 HO2 HO2 H 0 1 N N N 50.313 36.195 41.138 -7.732 1.337 -3.914 HO2 642 39 642 HN1 HN1 H 0 1 N N N 46.864 29.994 40.835 -4.571 0.176 2.896 HN1 642 40 642 H6 H6 H 0 1 N N N 49.442 29.685 40.632 -4.695 -2.001 1.376 H6 642 41 642 H7 H7 H 0 1 N N N 50.077 31.317 39.053 -5.464 -1.570 -0.805 H7 642 42 642 H7A H7A H 0 1 N N N 50.397 32.307 40.451 -4.674 0.041 -0.865 H7A 642 43 642 H9 H9 H 0 1 N N N 50.912 29.831 42.625 -3.120 1.349 1.023 H9 642 44 642 H10 H10 H 0 1 N N N 51.047 30.332 45.041 -0.700 1.676 0.718 H10 642 45 642 H12 H12 H 0 1 N N N 47.499 32.784 44.752 -0.178 -2.553 0.384 H12 642 46 642 H13 H13 H 0 1 N N N 47.347 32.241 42.344 -2.598 -2.872 0.700 H13 642 47 642 H14 H14 H 0 1 N N N 51.237 31.204 46.745 1.744 -2.059 1.056 H14 642 48 642 H14A H14A H 0 0 N N N 50.295 31.665 48.230 1.506 -1.950 -0.705 H14A 642 49 642 H17 H17 H 0 1 N N N 47.788 30.016 47.011 2.930 1.059 0.199 H17 642 50 642 H20 H20 H 0 1 N N N 52.555 29.943 47.876 2.941 -3.690 -0.108 H20 642 51 642 H21 H21 H 0 1 N N N 54.155 28.194 48.475 4.706 -5.336 -0.448 H21 642 52 642 H22 H22 H 0 1 N N N 53.422 25.856 48.724 7.045 -4.634 -0.720 H22 642 53 642 H23 H23 H 0 1 N N N 51.005 25.343 48.527 7.659 -2.279 -0.655 H23 642 54 642 H25 H25 H 0 1 N N N 47.123 25.380 47.479 7.505 1.651 -0.393 H25 642 55 642 H26 H26 H 0 1 N N N 44.721 24.820 47.106 8.154 4.023 -0.332 H26 642 56 642 H27 H27 H 0 1 N N N 43.066 26.600 46.650 6.448 5.761 0.017 H27 642 57 642 H28 H28 H 0 1 N N N 43.773 28.959 46.636 4.086 5.138 0.305 H28 642 58 642 H29 H29 H 0 1 N N N 46.120 29.556 47.099 3.417 2.771 0.240 H29 642 59 # 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 642 C3 C1 SING N N 1 642 C2 C1 SING N N 2 642 C1 C4 SING N N 3 642 C1 H1 SING N N 4 642 C3 C2 SING N N 5 642 C2 C5 SING N N 6 642 C2 C7 SING N N 7 642 C3 H3 SING N N 8 642 C3 H3A SING N N 9 642 O1 C4 DOUB N N 10 642 C4 O2 SING N N 11 642 O2 HO2 SING N N 12 642 O3 C5 DOUB N N 13 642 C5 N1 SING N N 14 642 N1 C6 SING N N 15 642 N1 HN1 SING N N 16 642 C7 C6 SING N N 17 642 C6 C8 SING N N 18 642 C6 H6 SING N N 19 642 C7 H7 SING N N 20 642 C7 H7A SING N N 21 642 C8 C13 DOUB Y N 22 642 C8 C9 SING Y N 23 642 C9 C10 DOUB Y N 24 642 C9 H9 SING N N 25 642 C10 C11 SING Y N 26 642 C10 H10 SING N N 27 642 C12 C11 DOUB Y N 28 642 C11 O4 SING N N 29 642 C13 C12 SING Y N 30 642 C12 H12 SING N N 31 642 C13 H13 SING N N 32 642 O4 C14 SING N N 33 642 C14 C15 SING N N 34 642 C14 H14 SING N N 35 642 C14 H14A SING N N 36 642 C17 C15 DOUB Y N 37 642 C15 C19 SING Y N 38 642 C16 N2 DOUB Y N 39 642 N2 C18 SING Y N 40 642 C17 C16 SING Y N 41 642 C24 C16 SING Y N 42 642 C17 H17 SING N N 43 642 C19 C18 DOUB Y N 44 642 C18 C23 SING Y N 45 642 C19 C20 SING Y N 46 642 C20 C21 DOUB Y N 47 642 C20 H20 SING N N 48 642 C21 C22 SING Y N 49 642 C21 H21 SING N N 50 642 C23 C22 DOUB Y N 51 642 C22 H22 SING N N 52 642 C23 H23 SING N N 53 642 C29 C24 DOUB Y N 54 642 C25 C24 SING Y N 55 642 C26 C25 DOUB Y N 56 642 C25 H25 SING N N 57 642 C27 C26 SING Y N 58 642 C26 H26 SING N N 59 642 C28 C27 DOUB Y N 60 642 C27 H27 SING N N 61 642 C28 C29 SING Y N 62 642 C28 H28 SING N N 63 642 C29 H29 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 642 SMILES ACDLabs 10.04 "O=C5NC(c4ccc(OCc2c3ccccc3nc(c1ccccc1)c2)cc4)CC56C(C(=O)O)C6" 642 SMILES_CANONICAL CACTVS 3.341 "OC(=O)[C@H]1C[C@@]12C[C@H](NC2=O)c3ccc(OCc4cc(nc5ccccc45)c6ccccc6)cc3" 642 SMILES CACTVS 3.341 "OC(=O)[CH]1C[C]12C[CH](NC2=O)c3ccc(OCc4cc(nc5ccccc45)c6ccccc6)cc3" 642 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)[C@@H]5C[C@@]6(C[C@@H]6C(=O)O)C(=O)N5" 642 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)C5CC6(CC6C(=O)O)C(=O)N5" 642 InChI InChI 1.03 "InChI=1S/C29H24N2O4/c32-27(33)23-15-29(23)16-26(31-28(29)34)19-10-12-21(13-11-19)35-17-20-14-25(18-6-2-1-3-7-18)30-24-9-5-4-8-22(20)24/h1-14,23,26H,15-17H2,(H,31,34)(H,32,33)/t23-,26+,29-/m1/s1" 642 InChIKey InChI 1.03 BFZXMIUWGSTUAL-ZSOKXDGFSA-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 642 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid" 642 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3R,6S)-4-oxo-6-[4-[(2-phenylquinolin-4-yl)methoxy]phenyl]-5-azaspiro[2.4]heptane-1-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 642 "Create component" 2008-10-27 RCSB 642 "Modify aromatic_flag" 2011-06-04 RCSB 642 "Modify descriptor" 2011-06-04 RCSB #