data_N75 # _chem_comp.id N75 _chem_comp.name "3-[(3-chlorophenyl)ethynyl]-2-{4-[2-(cyclopropylamino)-2-oxoethoxy]phenyl}-6-hydroxy-1-benzofuran-5-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H20 Cl N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-20 _chem_comp.pdbx_modified_date 2013-07-19 _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 501.915 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N75 _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 4J51 _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 N75 C1 C1 C 0 1 Y N N 31.658 -5.380 35.102 -5.196 -2.731 -0.013 C1 N75 1 N75 C2 C2 C 0 1 Y N N 31.546 -4.043 35.470 -6.323 -1.933 -0.018 C2 N75 2 N75 C3 C3 C 0 1 Y N N 32.520 -3.485 36.314 -6.201 -0.531 -0.018 C3 N75 3 N75 C4 C4 C 0 1 Y N N 33.578 -4.273 36.758 -4.935 0.054 -0.013 C4 N75 4 N75 C5 C5 C 0 1 Y N N 33.659 -5.604 36.372 -3.807 -0.754 -0.007 C5 N75 5 N75 C6 C6 C 0 1 Y N N 32.713 -6.153 35.551 -3.931 -2.155 -0.007 C6 N75 6 N75 C7 C7 C 0 1 Y N N 34.529 -6.631 36.604 -2.356 -0.482 -0.001 C7 N75 7 N75 C8 C8 C 0 1 Y N N 34.004 -7.700 35.902 -1.747 -1.723 0.003 C8 N75 8 N75 O1 O1 O 0 1 Y N N 32.956 -7.348 35.319 -2.690 -2.684 -0.002 O1 N75 9 N75 C9 C9 C 0 1 Y N N 34.472 -8.989 35.785 -0.292 -1.958 0.009 C9 N75 10 N75 C10 C10 C 0 1 Y N N 34.140 -9.946 36.740 0.208 -3.264 0.012 C10 N75 11 N75 C11 C11 C 0 1 Y N N 34.590 -11.245 36.666 1.569 -3.478 0.017 C11 N75 12 N75 C12 C12 C 0 1 Y N N 35.406 -11.688 35.635 2.444 -2.400 0.021 C12 N75 13 N75 C13 C13 C 0 1 Y N N 35.739 -10.731 34.675 1.952 -1.100 0.018 C13 N75 14 N75 C14 C14 C 0 1 Y N N 35.287 -9.429 34.750 0.593 -0.876 0.006 C14 N75 15 N75 O2 O2 O 0 1 N N N 35.823 -13.014 35.635 3.785 -2.616 0.027 O2 N75 16 N75 C15 C15 C 0 1 N N N 35.157 -13.971 34.824 4.628 -1.463 0.030 C15 N75 17 N75 C16 C16 C 0 1 N N N 34.314 -14.925 35.664 6.072 -1.896 0.037 C16 N75 18 N75 N1 N1 N 0 1 N N N 35.056 -15.926 36.270 7.053 -0.971 0.041 N1 N75 19 N75 O3 O3 O 0 1 N N N 33.112 -14.808 35.790 6.351 -3.076 0.040 O3 N75 20 N75 C17 C17 C 0 1 N N N 34.478 -16.944 37.136 8.456 -1.392 0.048 C17 N75 21 N75 C18 C18 C 0 1 N N N 35.392 -18.147 37.030 9.419 -0.655 -0.884 C18 N75 22 N75 C19 C19 C 0 1 N N N 35.081 -17.476 38.367 9.483 -0.417 0.626 C19 N75 23 N75 C20 C20 C 0 1 N N N 35.622 -6.511 37.369 -1.715 0.799 0.001 C20 N75 24 N75 C21 C21 C 0 1 N N N 36.662 -6.415 38.013 -1.189 1.848 0.003 C21 N75 25 N75 C22 C22 C 0 1 Y N N 37.821 -6.315 38.645 -0.547 3.129 0.005 C22 N75 26 N75 C23 C23 C 0 1 Y N N 38.990 -6.204 37.902 -1.314 4.298 0.007 C23 N75 27 N75 C24 C24 C 0 1 Y N N 40.209 -6.095 38.532 -0.690 5.528 0.009 C24 N75 28 N75 C25 C25 C 0 1 Y N N 40.282 -6.096 39.905 0.692 5.607 0.010 C25 N75 29 N75 C26 C26 C 0 1 Y N N 39.128 -6.207 40.655 1.459 4.453 0.009 C26 N75 30 N75 CL CL CL 0 0 N N N 39.241 -6.209 42.379 3.191 4.564 0.010 CL N75 31 N75 C27 C27 C 0 1 Y N N 37.888 -6.317 40.030 0.848 3.215 0.012 C27 N75 32 N75 C28 C28 C 0 1 N N N 32.466 -2.171 36.719 -7.406 0.315 -0.025 C28 N75 33 N75 O4 O4 O 0 1 N N N 33.276 -1.348 36.381 -8.509 -0.197 -0.030 O4 N75 34 N75 O5 O5 O 0 1 N N N 31.499 -1.669 37.527 -7.287 1.658 -0.025 O5 N75 35 N75 O6 O6 O 0 1 N N N 30.465 -3.357 34.973 -7.554 -2.503 -0.024 O6 N75 36 N75 H1 H1 H 0 1 N N N 30.911 -5.820 34.457 -5.299 -3.806 -0.009 H1 N75 37 N75 H2 H2 H 0 1 N N N 34.335 -3.850 37.402 -4.834 1.129 -0.013 H2 N75 38 N75 H3 H3 H 0 1 N N N 33.508 -9.660 37.567 -0.472 -4.103 0.010 H3 N75 39 N75 H4 H4 H 0 1 N N N 34.298 -11.943 37.437 1.956 -4.487 0.019 H4 N75 40 N75 H5 H5 H 0 1 N N N 36.370 -11.018 33.847 2.637 -0.265 0.016 H5 N75 41 N75 H6 H6 H 0 1 N N N 35.576 -8.730 33.979 0.212 0.135 0.003 H6 N75 42 N75 H7 H7 H 0 1 N N N 34.501 -13.444 34.115 4.432 -0.867 -0.861 H7 N75 43 N75 H8 H8 H 0 1 N N N 35.907 -14.552 34.268 4.424 -0.865 0.919 H8 N75 44 N75 H9 H9 H 0 1 N N N 36.042 -15.951 36.104 6.830 -0.027 0.040 H9 N75 45 N75 H10 H10 H 0 1 N N N 33.408 -17.155 36.993 8.627 -2.457 0.209 H10 N75 46 N75 H11 H11 H 0 1 N N N 34.980 -19.140 36.797 10.224 -1.234 -1.337 H11 N75 47 N75 H12 H12 H 0 1 N N N 36.390 -18.049 36.578 9.009 0.143 -1.502 H12 N75 48 N75 H13 H13 H 0 1 N N N 34.452 -17.993 39.107 9.115 0.538 1.001 H13 N75 49 N75 H14 H14 H 0 1 N N N 35.862 -16.902 38.887 10.330 -0.840 1.167 H14 N75 50 N75 H15 H15 H 0 1 N N N 38.942 -6.203 36.823 -2.392 4.239 0.005 H15 N75 51 N75 H16 H16 H 0 1 N N N 41.112 -6.008 37.945 -1.281 6.432 0.010 H16 N75 52 N75 H17 H17 H 0 1 N N N 41.240 -6.010 40.396 1.175 6.573 0.012 H17 N75 53 N75 H18 H18 H 0 1 N N N 36.987 -6.403 40.619 1.446 2.316 0.015 H18 N75 54 N75 H19 H19 H 0 1 N N N 31.655 -0.743 37.671 -8.106 2.171 -0.029 H19 N75 55 N75 H20 H20 H 0 1 N N N 30.488 -2.460 35.285 -7.916 -2.668 0.857 H20 N75 56 # 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 N75 C13 C14 DOUB Y N 1 N75 C13 C12 SING Y N 2 N75 C14 C9 SING Y N 3 N75 C15 O2 SING N N 4 N75 C15 C16 SING N N 5 N75 O6 C2 SING N N 6 N75 C1 C2 DOUB Y N 7 N75 C1 C6 SING Y N 8 N75 O1 C6 SING Y N 9 N75 O1 C8 SING Y N 10 N75 C2 C3 SING Y N 11 N75 C6 C5 DOUB Y N 12 N75 C12 O2 SING N N 13 N75 C12 C11 DOUB Y N 14 N75 C16 O3 DOUB N N 15 N75 C16 N1 SING N N 16 N75 C9 C8 SING N N 17 N75 C9 C10 DOUB Y N 18 N75 C8 C7 DOUB Y N 19 N75 N1 C17 SING N N 20 N75 C3 C28 SING N N 21 N75 C3 C4 DOUB Y N 22 N75 C5 C7 SING Y N 23 N75 C5 C4 SING Y N 24 N75 O4 C28 DOUB N N 25 N75 C7 C20 SING N N 26 N75 C11 C10 SING Y N 27 N75 C28 O5 SING N N 28 N75 C18 C17 SING N N 29 N75 C18 C19 SING N N 30 N75 C17 C19 SING N N 31 N75 C20 C21 TRIP N N 32 N75 C23 C24 DOUB Y N 33 N75 C23 C22 SING Y N 34 N75 C21 C22 SING N N 35 N75 C24 C25 SING Y N 36 N75 C22 C27 DOUB Y N 37 N75 C25 C26 DOUB Y N 38 N75 C27 C26 SING Y N 39 N75 C26 CL SING N N 40 N75 C1 H1 SING N N 41 N75 C4 H2 SING N N 42 N75 C10 H3 SING N N 43 N75 C11 H4 SING N N 44 N75 C13 H5 SING N N 45 N75 C14 H6 SING N N 46 N75 C15 H7 SING N N 47 N75 C15 H8 SING N N 48 N75 N1 H9 SING N N 49 N75 C17 H10 SING N N 50 N75 C18 H11 SING N N 51 N75 C18 H12 SING N N 52 N75 C19 H13 SING N N 53 N75 C19 H14 SING N N 54 N75 C23 H15 SING N N 55 N75 C24 H16 SING N N 56 N75 C25 H17 SING N N 57 N75 C27 H18 SING N N 58 N75 O5 H19 SING N N 59 N75 O6 H20 SING N N 60 # 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 N75 SMILES ACDLabs 12.01 "O=C(O)c5cc2c(oc(c2C#Cc1cccc(Cl)c1)c4ccc(OCC(=O)NC3CC3)cc4)cc5O" N75 InChI InChI 1.03 "InChI=1S/C28H20ClNO6/c29-18-3-1-2-16(12-18)4-11-21-22-13-23(28(33)34)24(31)14-25(22)36-27(21)17-5-9-20(10-6-17)35-15-26(32)30-19-7-8-19/h1-3,5-6,9-10,12-14,19,31H,7-8,15H2,(H,30,32)(H,33,34)" N75 InChIKey InChI 1.03 IIURSEJMCKFEQG-UHFFFAOYSA-N N75 SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1cc2c(oc(c3ccc(OCC(=O)NC4CC4)cc3)c2C#Cc5cccc(Cl)c5)cc1O" N75 SMILES CACTVS 3.370 "OC(=O)c1cc2c(oc(c3ccc(OCC(=O)NC4CC4)cc3)c2C#Cc5cccc(Cl)c5)cc1O" N75 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)C#Cc2c3cc(c(cc3oc2c4ccc(cc4)OCC(=O)NC5CC5)O)C(=O)O" N75 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)C#Cc2c3cc(c(cc3oc2c4ccc(cc4)OCC(=O)NC5CC5)O)C(=O)O" # 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 N75 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(3-chlorophenyl)ethynyl]-2-{4-[2-(cyclopropylamino)-2-oxoethoxy]phenyl}-6-hydroxy-1-benzofuran-5-carboxylic acid" N75 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[2-(3-chlorophenyl)ethynyl]-2-[4-[2-(cyclopropylamino)-2-oxidanylidene-ethoxy]phenyl]-6-oxidanyl-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 N75 "Create component" 2013-02-20 RCSB N75 "Initial release" 2013-07-24 RCSB #