data_571 # _chem_comp.id 571 _chem_comp.name "5-[(2R)-2-hydroxy-2-phenylacetyl]-3-({[4-(4-methylpiperazin-1-yl)phenyl]carbonyl}amino)-1,6-dihydropyrrolo[3,4-c]pyrazol-5-ium " _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2010-04-08 _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 459.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 571 _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 2XBA _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 571 N1 N1 N 1 1 N N N 5.641 14.586 9.064 3.958 -0.410 -0.940 N1 571 1 571 N2 N2 N 0 1 Y N N 2.385 14.755 10.335 2.568 2.987 -0.538 N2 571 2 571 C3 C3 C 0 1 Y N N 2.602 16.632 9.209 0.866 1.587 -0.376 C3 571 3 571 N4 N4 N 0 1 Y N N 1.784 15.957 9.927 1.189 2.857 -0.347 N4 571 4 571 N5 N5 N 0 1 N N N 2.275 17.933 8.643 -0.414 1.053 -0.222 N5 571 5 571 C6 C6 C 0 1 N N N 2.888 18.590 7.633 -1.466 1.871 -0.021 C6 571 6 571 C7 C7 C 0 1 Y N N 2.438 19.906 7.240 -2.819 1.307 0.141 C7 571 7 571 O8 O8 O 0 1 N N N 3.824 18.073 7.025 -1.300 3.075 0.026 O8 571 8 571 C9 C9 C 0 1 Y N N 3.291 20.739 6.455 -3.911 2.154 0.349 C9 571 9 571 C10 C10 C 0 1 Y N N 2.858 22.034 6.068 -5.172 1.625 0.500 C10 571 10 571 C11 C11 C 0 1 Y N N 0.719 21.639 7.254 -4.276 -0.600 0.231 C11 571 11 571 C12 C12 C 0 1 Y N N 1.156 20.358 7.635 -3.013 -0.076 0.080 C12 571 12 571 C13 C13 C 0 1 Y N N 3.561 14.738 9.846 3.117 1.783 -0.689 C13 571 13 571 C14 C14 C 0 1 Y N N 3.794 15.820 9.151 2.104 0.834 -0.599 C14 571 14 571 C15 C15 C 0 1 N N N 5.126 15.882 8.561 2.660 -0.453 -0.756 C15 571 15 571 C16 C16 C 0 1 N N N 4.681 13.778 9.902 4.385 0.996 -0.918 C16 571 16 571 N17 N17 N 0 1 N N N 1.123 23.778 6.090 -6.637 -0.286 0.598 N17 571 17 571 C18 C18 C 0 1 N N N 1.607 24.417 4.854 -6.610 -1.753 0.507 C18 571 18 571 C19 C19 C 0 1 N N N 1.847 25.953 4.994 -8.016 -2.303 0.759 C19 571 19 571 N20 N20 N 0 1 N N N 0.936 26.602 5.929 -8.946 -1.733 -0.226 N20 571 20 571 C21 C21 C 0 1 N N N 0.538 25.961 7.159 -8.972 -0.267 -0.135 C21 571 21 571 C22 C22 C 0 1 N N N 0.160 24.485 6.938 -7.567 0.283 -0.387 C22 571 22 571 C23 C23 C 0 1 N N N 0.434 27.913 5.630 -10.293 -2.296 -0.064 C23 571 23 571 C24 C24 C 0 1 Y N N 1.569 22.495 6.464 -5.361 0.246 0.445 C24 571 24 571 C25 C25 C 0 1 N N N 6.952 14.155 8.811 4.759 -1.468 -1.114 C25 571 25 571 O26 O26 O 0 1 N N N 7.315 13.042 9.203 4.282 -2.581 -1.206 O26 571 26 571 C27 C27 C 0 1 Y N N 8.426 16.188 9.051 6.787 -0.925 0.170 C27 571 27 571 C29 C29 C 0 1 Y N N 8.765 15.923 10.417 6.905 -1.903 1.140 C29 571 28 571 C28 C28 C 0 1 Y N N 8.481 17.515 8.561 7.166 0.374 0.449 C28 571 29 571 C33 C33 C 0 1 Y N N 9.153 16.971 11.276 7.402 -1.581 2.389 C33 571 30 571 C31 C31 C 0 1 Y N N 8.875 18.573 9.428 7.663 0.697 1.698 C31 571 31 571 C20 C20 C 0 1 N N R 7.973 15.067 8.106 6.251 -1.278 -1.194 C20 571 32 571 C35 C35 C 0 1 Y N N 9.209 18.302 10.786 7.781 -0.281 2.668 C35 571 33 571 O34 O34 O 0 1 N N N 9.094 14.329 7.704 6.862 -2.488 -1.648 O34 571 34 571 H15 H15 H 0 1 N N N 5.593 16.638 7.947 2.085 -1.367 -0.727 H15 571 35 571 H161 H161 H 0 0 N N N 4.444 12.788 9.484 5.089 1.166 -0.104 H161 571 36 571 H162 H162 H 0 0 N N N 5.028 13.484 10.903 4.834 1.271 -1.873 H162 571 37 571 H2 H2 H 0 1 N N N 1.968 14.045 10.903 3.052 3.828 -0.559 H2 571 38 571 H5 H5 H 0 1 N N N 1.494 18.402 9.056 -0.547 0.093 -0.260 H5 571 39 571 H9 H9 H 0 1 N N N 4.266 20.384 6.156 -3.765 3.224 0.393 H9 571 40 571 H12 H12 H 0 1 N N N 0.516 19.721 8.227 -2.172 -0.733 -0.085 H12 571 41 571 H10 H10 H 0 1 N N N 3.502 22.667 5.476 -6.016 2.279 0.661 H10 571 42 571 H11 H11 H 0 1 N N N -0.259 21.984 7.555 -4.427 -1.668 0.185 H11 571 43 571 H181 H181 H 0 0 N N N 2.562 23.946 4.577 -6.276 -2.049 -0.488 H181 571 44 571 H182 H182 H 0 0 N N N 0.826 24.279 4.091 -5.924 -2.151 1.254 H182 571 45 571 H221 H221 H 0 0 N N N -0.826 24.447 6.451 -7.578 1.369 -0.291 H221 571 46 571 H222 H222 H 0 0 N N N 0.152 23.990 7.921 -7.244 0.010 -1.392 H222 571 47 571 H191 H191 H 0 0 N N N 2.875 26.108 5.354 -8.004 -3.388 0.663 H191 571 48 571 H192 H192 H 0 0 N N N 1.672 26.401 4.005 -8.338 -2.029 1.764 H192 571 49 571 H211 H211 H 0 0 N N N 1.377 26.008 7.869 -9.658 0.132 -0.882 H211 571 50 571 H212 H212 H 0 0 N N N -0.346 26.487 7.550 -9.306 0.030 0.860 H212 571 51 571 H231 H231 H 0 0 N N N 0.306 28.479 6.564 -10.663 -2.071 0.936 H231 571 52 571 H232 H232 H 0 0 N N N 1.147 28.439 4.978 -10.961 -1.857 -0.806 H232 571 53 571 H233 H233 H 0 0 N N N -0.536 27.826 5.118 -10.255 -3.376 -0.203 H233 571 54 571 H20 H20 H 0 1 N N N 7.487 15.504 7.221 6.478 -0.473 -1.893 H20 571 55 571 H28 H28 H 0 1 N N N 8.225 17.724 7.533 7.074 1.138 -0.310 H28 571 56 571 H29 H29 H 0 1 N N N 8.723 14.911 10.792 6.609 -2.919 0.922 H29 571 57 571 H31 H31 H 0 1 N N N 8.921 19.585 9.055 7.959 1.712 1.915 H31 571 58 571 H33 H33 H 0 1 N N N 9.407 16.762 12.305 7.494 -2.345 3.147 H33 571 59 571 H35 H35 H 0 1 N N N 9.504 19.108 11.442 8.169 -0.029 3.644 H35 571 60 571 H34 H34 H 0 1 N N N 9.045 14.162 6.770 6.702 -3.249 -1.073 H34 571 61 # 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 571 N1 C15 DOUB N N 1 571 N1 C16 SING N N 2 571 N1 C25 SING N N 3 571 N2 N4 SING Y N 4 571 N2 C13 SING Y N 5 571 C3 N4 DOUB Y N 6 571 C3 N5 SING N N 7 571 C3 C14 SING Y N 8 571 N5 C6 SING N N 9 571 C6 C7 SING N N 10 571 C6 O8 DOUB N N 11 571 C7 C9 SING Y N 12 571 C7 C12 DOUB Y N 13 571 C9 C10 DOUB Y N 14 571 C10 C24 SING Y N 15 571 C11 C12 SING Y N 16 571 C11 C24 DOUB Y N 17 571 C13 C14 DOUB Y N 18 571 C13 C16 SING N N 19 571 C14 C15 SING N N 20 571 N17 C18 SING N N 21 571 N17 C22 SING N N 22 571 N17 C24 SING N N 23 571 C18 C19 SING N N 24 571 C19 N20 SING N N 25 571 N20 C21 SING N N 26 571 N20 C23 SING N N 27 571 C21 C22 SING N N 28 571 C25 O26 DOUB N N 29 571 C25 C20 SING N N 30 571 C27 C28 DOUB Y N 31 571 C27 C29 SING Y N 32 571 C27 C20 SING N N 33 571 C28 C31 SING Y N 34 571 C29 C33 DOUB Y N 35 571 C31 C35 DOUB Y N 36 571 C33 C35 SING Y N 37 571 C20 O34 SING N N 38 571 C15 H15 SING N N 39 571 C16 H161 SING N N 40 571 C16 H162 SING N N 41 571 N2 H2 SING N N 42 571 N5 H5 SING N N 43 571 C9 H9 SING N N 44 571 C12 H12 SING N N 45 571 C10 H10 SING N N 46 571 C11 H11 SING N N 47 571 C18 H181 SING N N 48 571 C18 H182 SING N N 49 571 C22 H221 SING N N 50 571 C22 H222 SING N N 51 571 C19 H191 SING N N 52 571 C19 H192 SING N N 53 571 C21 H211 SING N N 54 571 C21 H212 SING N N 55 571 C23 H231 SING N N 56 571 C23 H232 SING N N 57 571 C23 H233 SING N N 58 571 C20 H20 SING N N 59 571 C28 H28 SING N N 60 571 C29 H29 SING N N 61 571 C31 H31 SING N N 62 571 C33 H33 SING N N 63 571 C35 H35 SING N N 64 571 O34 H34 SING N N 65 # 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 571 SMILES ACDLabs 10.04 "O=C([N+]4=Cc1c(nnc1NC(=O)c2ccc(cc2)N3CCN(C)CC3)C4)C(O)c5ccccc5" 571 SMILES_CANONICAL CACTVS 3.352 "CN1CCN(CC1)c2ccc(cc2)C(=O)Nc3n[nH]c4C[N+](=Cc34)C(=O)[C@H](O)c5ccccc5" 571 SMILES CACTVS 3.352 "CN1CCN(CC1)c2ccc(cc2)C(=O)Nc3n[nH]c4C[N+](=Cc34)C(=O)[CH](O)c5ccccc5" 571 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CN1CCN(CC1)c2ccc(cc2)C(=O)Nc3c4c([nH]n3)C[N+](=C4)C(=O)[C@@H](c5ccccc5)O" 571 SMILES "OpenEye OEToolkits" 1.6.1 "CN1CCN(CC1)c2ccc(cc2)C(=O)Nc3c4c([nH]n3)C[N+](=C4)C(=O)C(c5ccccc5)O" 571 InChI InChI 1.03 "InChI=1S/C25H26N6O3/c1-29-11-13-30(14-12-29)19-9-7-18(8-10-19)24(33)26-23-20-15-31(16-21(20)27-28-23)25(34)22(32)17-5-3-2-4-6-17/h2-10,15,22,32H,11-14,16H2,1H3,(H,26,28,33)/p+1/t22-/m1/s1" 571 InChIKey InChI 1.03 FCLFBDYOCRVSHV-JOCHJYFZSA-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 571 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(2R)-2-hydroxy-2-phenylacetyl]-3-({[4-(4-methylpiperazin-1-yl)phenyl]carbonyl}amino)-1,6-dihydropyrrolo[3,4-c]pyrazol-5-ium" 571 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[5-[(2R)-2-hydroxy-2-phenyl-ethanoyl]-1,6-dihydropyrrolo[4,3-d]pyrazol-5-ium-3-yl]-4-(4-methylpiperazin-1-yl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 571 "Create component" 2010-04-08 EBI 571 "Modify aromatic_flag" 2011-06-04 RCSB 571 "Modify descriptor" 2011-06-04 RCSB #