data_99E # _chem_comp.id 99E _chem_comp.name "~{N}-[[2,8-bis(oxidanyl)naphthalen-1-yl]methyl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-28 _chem_comp.pdbx_modified_date 2017-08-11 _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 366.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 99E _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 5NU5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 99E O1 O1 O 0 1 N N N 40.684 1.844 10.125 1.879 -0.875 1.907 O1 99E 1 99E C11 C1 C 0 1 Y N N 41.414 4.015 8.253 2.856 0.934 -0.027 C11 99E 2 99E C21 C2 C 0 1 Y N N 44.621 2.237 8.850 5.310 -1.849 -0.226 C21 99E 3 99E C7 C3 C 0 1 N N N 37.051 4.324 11.952 -3.729 1.092 1.620 C7 99E 4 99E C8 C4 C 0 1 N N N 37.615 3.259 12.874 -4.091 2.500 1.145 C8 99E 5 99E C10 C5 C 0 1 N N N 35.601 5.905 14.481 -6.043 -1.860 0.437 C10 99E 6 99E C1 C6 C 0 1 N N N 39.288 5.712 9.992 -0.781 0.839 0.637 C1 99E 7 99E C2 C7 C 0 1 Y N N 38.828 6.247 11.283 -1.941 0.175 0.029 C2 99E 8 99E N3 N1 N 0 1 Y N N 39.281 7.395 11.788 -1.908 -0.665 -1.064 N3 99E 9 99E C4 C8 C 0 1 Y N N 38.720 7.686 12.959 -3.152 -1.085 -1.337 C4 99E 10 99E C5 C9 C 0 1 Y N N 37.759 6.599 13.268 -4.017 -0.517 -0.415 C5 99E 11 99E C6 C10 C 0 1 Y N N 37.807 5.619 12.153 -3.232 0.280 0.452 C6 99E 12 99E C9 C11 C 0 1 N N N 36.919 6.609 14.496 -5.469 -0.708 -0.348 C9 99E 13 99E C12 C12 C 0 1 N N N 39.058 8.927 13.743 -3.543 -2.017 -2.455 C12 99E 14 99E N13 N2 N 0 1 N N N 39.515 4.432 9.830 0.451 0.648 0.123 N13 99E 15 99E O15 O2 O 0 1 N N N 39.476 6.514 9.090 -0.931 1.562 1.603 O15 99E 16 99E O16 O3 O 0 1 N N N 37.286 7.235 15.469 -6.210 0.061 -0.925 O16 99E 17 99E C3 C13 C 0 1 N N N 39.922 3.988 8.537 1.608 1.311 0.730 C3 99E 18 99E C13 C14 C 0 1 Y N N 41.880 4.997 7.374 3.370 1.780 -0.969 C13 99E 19 99E C14 C15 C 0 1 Y N N 43.215 5.057 7.001 4.526 1.444 -1.678 C14 99E 20 99E C15 C16 C 0 1 Y N N 44.113 4.125 7.499 5.171 0.268 -1.449 C15 99E 21 99E C16 C17 C 0 1 Y N N 43.672 3.139 8.374 4.669 -0.625 -0.487 C16 99E 22 99E C17 C18 C 0 1 Y N N 42.317 3.052 8.762 3.500 -0.285 0.237 C17 99E 23 99E C18 C19 C 0 1 Y N N 41.953 2.021 9.660 3.002 -1.181 1.205 C18 99E 24 99E C19 C20 C 0 1 Y N N 42.913 1.117 10.123 3.656 -2.358 1.434 C19 99E 25 99E C20 C21 C 0 1 Y N N 44.240 1.225 9.721 4.808 -2.686 0.724 C20 99E 26 99E O22 O4 O 0 1 N N N 41.030 5.937 6.867 2.748 2.962 -1.219 O22 99E 27 99E H1 H1 H 0 1 N N N 40.663 1.098 10.713 1.069 -1.250 1.535 H1 99E 28 99E H2 H2 H 0 1 N N N 45.652 2.325 8.542 6.204 -2.119 -0.768 H2 99E 29 99E H3 H3 H 0 1 N N N 35.987 4.481 12.182 -2.948 1.154 2.378 H3 99E 30 99E H4 H4 H 0 1 N N N 37.156 3.997 10.907 -4.611 0.614 2.046 H4 99E 31 99E H5 H5 H 0 1 N N N 37.065 2.318 12.727 -3.209 2.979 0.720 H5 99E 32 99E H6 H6 H 0 1 N N N 38.679 3.101 12.644 -4.872 2.439 0.387 H6 99E 33 99E H7 H7 H 0 1 N N N 37.510 3.586 13.919 -4.451 3.088 1.990 H7 99E 34 99E H8 H8 H 0 1 N N N 35.090 6.061 15.443 -5.238 -2.383 0.953 H8 99E 35 99E H9 H9 H 0 1 N N N 34.980 6.307 13.667 -6.758 -1.481 1.167 H9 99E 36 99E H10 H10 H 0 1 N N N 35.762 4.828 14.323 -6.546 -2.547 -0.243 H10 99E 37 99E H11 H11 H 0 1 N N N 39.964 7.971 11.338 -1.111 -0.913 -1.557 H11 99E 38 99E H12 H12 H 0 1 N N N 38.389 9.746 13.440 -3.517 -3.046 -2.097 H12 99E 39 99E H13 H13 H 0 1 N N N 38.931 8.728 14.817 -4.550 -1.775 -2.794 H13 99E 40 99E H14 H14 H 0 1 N N N 40.101 9.213 13.544 -2.843 -1.903 -3.284 H14 99E 41 99E H15 H15 H 0 1 N N N 39.407 3.788 10.587 0.571 0.072 -0.648 H15 99E 42 99E H16 H16 H 0 1 N N N 39.428 4.629 7.792 1.704 0.996 1.769 H16 99E 43 99E H17 H17 H 0 1 N N N 39.577 2.951 8.415 1.471 2.391 0.689 H17 99E 44 99E H18 H18 H 0 1 N N N 43.554 5.828 6.325 4.914 2.128 -2.419 H18 99E 45 99E H19 H19 H 0 1 N N N 45.152 4.165 7.208 6.063 0.022 -2.005 H19 99E 46 99E H20 H20 H 0 1 N N N 42.622 0.327 10.799 3.275 -3.043 2.176 H20 99E 47 99E H21 H21 H 0 1 N N N 44.974 0.522 10.086 5.304 -3.625 0.920 H21 99E 48 99E H22 H22 H 0 1 N N N 40.431 6.223 7.547 3.062 3.695 -0.672 H22 99E 49 # 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 99E O22 C13 SING N N 1 99E C14 C13 DOUB Y N 2 99E C14 C15 SING Y N 3 99E C13 C11 SING Y N 4 99E C15 C16 DOUB Y N 5 99E C11 C3 SING N N 6 99E C11 C17 DOUB Y N 7 99E C16 C17 SING Y N 8 99E C16 C21 SING Y N 9 99E C3 N13 SING N N 10 99E C17 C18 SING Y N 11 99E C21 C20 DOUB Y N 12 99E O15 C1 DOUB N N 13 99E C18 C19 DOUB Y N 14 99E C18 O1 SING N N 15 99E C20 C19 SING Y N 16 99E N13 C1 SING N N 17 99E C1 C2 SING N N 18 99E C2 N3 SING Y N 19 99E C2 C6 DOUB Y N 20 99E N3 C4 SING Y N 21 99E C7 C6 SING N N 22 99E C7 C8 SING N N 23 99E C6 C5 SING Y N 24 99E C4 C5 DOUB Y N 25 99E C4 C12 SING N N 26 99E C5 C9 SING N N 27 99E C10 C9 SING N N 28 99E C9 O16 DOUB N N 29 99E O1 H1 SING N N 30 99E C21 H2 SING N N 31 99E C7 H3 SING N N 32 99E C7 H4 SING N N 33 99E C8 H5 SING N N 34 99E C8 H6 SING N N 35 99E C8 H7 SING N N 36 99E C10 H8 SING N N 37 99E C10 H9 SING N N 38 99E C10 H10 SING N N 39 99E N3 H11 SING N N 40 99E C12 H12 SING N N 41 99E C12 H13 SING N N 42 99E C12 H14 SING N N 43 99E N13 H15 SING N N 44 99E C3 H16 SING N N 45 99E C3 H17 SING N N 46 99E C14 H18 SING N N 47 99E C15 H19 SING N N 48 99E C19 H20 SING N N 49 99E C20 H21 SING N N 50 99E O22 H22 SING N N 51 # 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 99E InChI InChI 1.03 "InChI=1S/C21H22N2O4/c1-4-14-18(12(3)24)11(2)23-20(14)21(27)22-10-15-16(25)9-8-13-6-5-7-17(26)19(13)15/h5-9,23,25-26H,4,10H2,1-3H3,(H,22,27)" 99E InChIKey InChI 1.03 KCGVENSOXCWCNF-UHFFFAOYSA-N 99E SMILES_CANONICAL CACTVS 3.385 "CCc1c([nH]c(C)c1C(C)=O)C(=O)NCc2c(O)ccc3cccc(O)c23" 99E SMILES CACTVS 3.385 "CCc1c([nH]c(C)c1C(C)=O)C(=O)NCc2c(O)ccc3cccc(O)c23" 99E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1c(c([nH]c1C(=O)NCc2c(ccc3c2c(ccc3)O)O)C)C(=O)C" 99E SMILES "OpenEye OEToolkits" 2.0.6 "CCc1c(c([nH]c1C(=O)NCc2c(ccc3c2c(ccc3)O)O)C)C(=O)C" # 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 99E "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[[2,8-bis(oxidanyl)naphthalen-1-yl]methyl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 99E "Create component" 2017-04-28 EBI 99E "Initial release" 2017-08-16 RCSB #