data_561 # _chem_comp.id 561 _chem_comp.name "6-HYDROXY-3-{(4R)-1-[4-(1-NAPHTHYLAMINO)-4-OXOBUTYL]-1,2,3-TRIAZOLIDIN-4-YL}-1-BENZOFURAN-5-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-06-21 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 460.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 561 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 561 C1 C1 C 0 1 Y N N -2.652 -198.327 25.402 5.368 -0.581 0.086 C1 561 1 561 C2 C2 C 0 1 Y N N -2.118 -197.613 26.597 6.064 -1.231 1.123 C2 561 2 561 C3 C3 C 0 1 Y N N -4.067 -198.792 25.207 5.918 0.528 -0.544 C3 561 3 561 C4 C4 C 0 1 Y N N -4.901 -198.479 26.256 7.171 0.992 -0.147 C4 561 4 561 C5 C5 C 0 1 Y N N -3.096 -197.259 27.762 7.312 -0.761 1.513 C5 561 5 561 C6 C6 C 0 1 Y N N -1.536 -198.507 24.542 4.109 -1.324 -0.067 C6 561 6 561 C7 C7 C 0 1 Y N N -4.485 -197.639 27.693 7.866 0.337 0.885 C7 561 7 561 C8 C8 C 0 1 Y N N -0.433 -197.861 25.263 4.148 -2.312 0.837 C8 561 8 561 O1 O1 O 0 1 N N N -5.255 -197.240 28.866 9.086 0.790 1.270 O1 561 9 561 O2 O2 O 0 1 Y N N -0.823 -197.315 26.536 5.293 -2.254 1.540 O2 561 10 561 C21 C21 C 0 1 N N N -6.010 -198.732 26.253 7.766 2.167 -0.808 C21 561 11 561 O4 O4 O 0 1 N N N -6.981 -199.115 25.159 8.858 2.571 -0.461 O4 561 12 561 O5 O5 O 0 1 N N N -6.783 -198.605 27.123 7.099 2.793 -1.797 O5 561 13 561 C9 C9 C 0 1 N N R -1.532 -199.082 23.399 2.998 -1.033 -1.043 C9 561 14 561 N3 N3 N 0 1 N N N -1.064 -198.781 22.170 2.132 -2.221 -1.202 N3 561 15 561 N1 N1 N 0 1 N N N -0.342 -199.921 21.790 0.796 -1.842 -0.739 N1 561 16 561 N2 N2 N 0 1 N N N -0.330 -200.985 22.726 0.718 -0.383 -0.895 N2 561 17 561 C10 C10 C 0 1 N N N -1.051 -200.487 23.741 2.075 0.074 -0.488 C10 561 18 561 C31 C31 C 0 1 N N N 2.095 -202.017 22.508 -1.689 -0.326 -0.449 C31 561 19 561 C32 C32 C 0 1 N N N 1.605 -203.482 22.592 -2.764 0.267 0.464 C32 561 20 561 C33 C33 C 0 1 N N N 0.847 -201.180 22.749 -0.313 0.186 -0.017 C33 561 21 561 C34 C34 C 0 1 N N N 2.658 -204.330 22.250 -4.119 -0.237 0.039 C34 561 22 561 O11 O11 O 0 1 N N N 3.882 -204.186 22.437 -4.215 -0.995 -0.903 O11 561 23 561 N11 N11 N 0 1 N N N 2.282 -205.549 21.754 -5.223 0.155 0.704 N11 561 24 561 C41 C41 C 0 1 Y N N 3.848 -209.130 18.065 -9.960 1.083 0.055 C41 561 25 561 C42 C42 C 0 1 Y N N 2.208 -206.779 20.746 -6.485 -0.235 0.253 C42 561 26 561 C43 C43 C 0 1 Y N N 0.555 -208.429 19.836 -7.919 -1.871 -0.778 C43 561 27 561 C44 C44 C 0 1 Y N N 0.912 -207.329 20.735 -6.665 -1.473 -0.326 C44 561 28 561 C45 C45 C 0 1 Y N N 3.206 -207.411 19.846 -7.589 0.634 0.386 C45 561 29 561 C46 C46 C 0 1 Y N N 2.908 -208.493 18.949 -8.861 0.217 -0.078 C46 561 30 561 C47 C47 C 0 1 Y N N 1.517 -209.008 18.977 -9.001 -1.053 -0.663 C47 561 31 561 C48 C48 C 0 1 Y N N 4.567 -206.980 19.760 -7.450 1.903 0.970 C48 561 32 561 C49 C49 C 0 1 Y N N 5.516 -207.564 18.909 -8.537 2.716 1.083 C49 561 33 561 C50 C50 C 0 1 Y N N 5.170 -208.657 18.037 -9.788 2.306 0.626 C50 561 34 561 H3 H3 H 0 1 N N N -4.399 -199.322 24.326 5.379 1.026 -1.337 H3 561 35 561 H5 H5 H 0 1 N N N -2.729 -196.725 28.626 7.849 -1.255 2.309 H5 561 36 561 H8 H8 H 0 1 N N N 0.573 -197.801 24.876 3.368 -3.044 0.985 H8 561 37 561 HO1 HO1 H 0 1 N N N -4.674 -197.153 29.612 9.056 1.450 1.977 HO1 561 38 561 HO5 HO5 H 0 1 N N N -7.658 -198.786 26.799 7.530 3.560 -2.200 HO5 561 39 561 H9 H9 H 0 1 N N N -2.519 -198.709 23.089 3.411 -0.735 -2.006 H9 561 40 561 HN3 HN3 H 0 1 N N N -1.812 -198.595 21.532 2.490 -3.003 -0.674 HN3 561 41 561 HN1 HN1 H 0 1 N N N -0.753 -200.269 20.947 0.081 -2.303 -1.282 HN1 561 42 561 H101 1H10 H 0 0 N N N -0.426 -200.447 24.645 2.153 0.132 0.597 H101 561 43 561 H102 2H10 H 0 0 N N N -1.923 -201.134 23.917 2.310 1.036 -0.945 H102 561 44 561 H311 1H31 H 0 0 N N N 2.863 -201.812 23.268 -1.711 -1.413 -0.379 H311 561 45 561 H312 2H31 H 0 0 N N N 2.565 -201.792 21.539 -1.882 -0.024 -1.479 H312 561 46 561 H321 1H32 H 0 0 N N N 1.270 -203.702 23.616 -2.571 -0.034 1.494 H321 561 47 561 H322 2H32 H 0 0 N N N 0.764 -203.634 21.899 -2.742 1.354 0.394 H322 561 48 561 H331 1H33 H 0 0 N N N 1.129 -200.339 22.098 -0.121 -0.115 1.013 H331 561 49 561 H332 2H33 H 0 0 N N N 0.732 -201.662 23.731 -0.291 1.273 -0.088 H332 561 50 561 HN11 HN11 H 0 0 N N N 1.671 -205.865 22.479 -5.141 0.709 1.497 HN11 561 51 561 H41 H41 H 0 1 N N N 3.543 -209.954 17.437 -10.935 0.781 -0.299 H41 561 52 561 H43 H43 H 0 1 N N N -0.458 -208.803 19.829 -8.036 -2.846 -1.229 H43 561 53 561 H44 H44 H 0 1 N N N 0.164 -206.931 21.405 -5.823 -2.141 -0.430 H44 561 54 561 H47 H47 H 0 1 N N N 1.237 -209.831 18.336 -9.967 -1.380 -1.020 H47 561 55 561 H48 H48 H 0 1 N N N 4.882 -206.158 20.386 -6.487 2.234 1.329 H48 561 56 561 H49 H49 H 0 1 N N N 6.528 -207.186 18.907 -8.428 3.691 1.533 H49 561 57 561 H50 H50 H 0 1 N N N 5.905 -209.100 17.381 -10.635 2.970 0.727 H50 561 58 # 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 561 C1 C6 SING Y N 1 561 C1 C3 DOUB Y N 2 561 C1 C2 SING Y N 3 561 C2 O2 SING Y N 4 561 C2 C5 DOUB Y N 5 561 C3 C4 SING Y N 6 561 C3 H3 SING N N 7 561 C4 C21 SING N N 8 561 C4 C7 DOUB Y N 9 561 C5 C7 SING Y N 10 561 C5 H5 SING N N 11 561 C6 C9 SING N N 12 561 C6 C8 DOUB Y N 13 561 C7 O1 SING N N 14 561 C8 O2 SING Y N 15 561 C8 H8 SING N N 16 561 O1 HO1 SING N N 17 561 C21 O4 DOUB N N 18 561 C21 O5 SING N N 19 561 O5 HO5 SING N N 20 561 C9 N3 SING N N 21 561 C9 C10 SING N N 22 561 C9 H9 SING N N 23 561 N3 N1 SING N N 24 561 N3 HN3 SING N N 25 561 N1 N2 SING N N 26 561 N1 HN1 SING N N 27 561 N2 C33 SING N N 28 561 N2 C10 SING N N 29 561 C10 H101 SING N N 30 561 C10 H102 SING N N 31 561 C31 C32 SING N N 32 561 C31 C33 SING N N 33 561 C31 H311 SING N N 34 561 C31 H312 SING N N 35 561 C32 C34 SING N N 36 561 C32 H321 SING N N 37 561 C32 H322 SING N N 38 561 C33 H331 SING N N 39 561 C33 H332 SING N N 40 561 C34 N11 SING N N 41 561 C34 O11 DOUB N N 42 561 N11 C42 SING N N 43 561 N11 HN11 SING N N 44 561 C41 C50 DOUB Y N 45 561 C41 C46 SING Y N 46 561 C41 H41 SING N N 47 561 C42 C45 DOUB Y N 48 561 C42 C44 SING Y N 49 561 C43 C47 SING Y N 50 561 C43 C44 DOUB Y N 51 561 C43 H43 SING N N 52 561 C44 H44 SING N N 53 561 C45 C46 SING Y N 54 561 C45 C48 SING Y N 55 561 C46 C47 DOUB Y N 56 561 C47 H47 SING N N 57 561 C48 C49 DOUB Y N 58 561 C48 H48 SING N N 59 561 C49 C50 SING Y N 60 561 C49 H49 SING N N 61 561 C50 H50 SING N N 62 # 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 561 SMILES ACDLabs 10.04 "O=C(Nc2c1ccccc1ccc2)CCCN5NNC(c3c4cc(c(O)cc4oc3)C(=O)O)C5" 561 SMILES_CANONICAL CACTVS 3.341 "OC(=O)c1cc2c(occ2[C@@H]3CN(CCCC(=O)Nc4cccc5ccccc45)NN3)cc1O" 561 SMILES CACTVS 3.341 "OC(=O)c1cc2c(occ2[CH]3CN(CCCC(=O)Nc4cccc5ccccc45)NN3)cc1O" 561 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2NC(=O)CCC[N@]3C[C@H](NN3)c4coc5c4cc(c(c5)O)C(=O)O" 561 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cccc2NC(=O)CCCN3CC(NN3)c4coc5c4cc(c(c5)O)C(=O)O" 561 InChI InChI 1.03 "InChI=1S/C25H24N4O5/c30-22-12-23-17(11-18(22)25(32)33)19(14-34-23)21-13-29(28-27-21)10-4-9-24(31)26-20-8-3-6-15-5-1-2-7-16(15)20/h1-3,5-8,11-12,14,21,27-28,30H,4,9-10,13H2,(H,26,31)(H,32,33)/t21-/m0/s1" 561 InChIKey InChI 1.03 KWXBSQWOCREJEL-NRFANRHFSA-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 561 "SYSTEMATIC NAME" ACDLabs 10.04 "6-hydroxy-3-{(4R)-1-[4-(naphthalen-1-ylamino)-4-oxobutyl]-1,2,3-triazolidin-4-yl}-1-benzofuran-5-carboxylic acid" 561 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-hydroxy-3-[(1S,4R)-1-[4-(naphthalen-1-ylamino)-4-oxo-butyl]-1,2,3-triazolidin-4-yl]-1-benzofuran-5-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 561 "Create component" 2007-06-21 RCSB 561 "Modify descriptor" 2011-06-04 RCSB #