data_59Z # _chem_comp.id 59Z _chem_comp.name "{2-[(phosphonomethyl)carbamoyl]-1H-benzo[g]indol-1-yl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H15 N2 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-28 _chem_comp.pdbx_modified_date 2016-07-08 _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 362.274 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59Z _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 5DGM _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 59Z C7 C1 C 0 1 N N N 2.016 68.822 27.940 3.934 0.658 1.205 C7 59Z 1 59Z C17 C2 C 0 1 Y N N 3.316 76.166 27.932 -3.387 0.247 0.123 C17 59Z 2 59Z C21 C3 C 0 1 Y N N 0.533 75.629 27.317 -2.492 2.847 -0.418 C21 59Z 3 59Z C24 C4 C 0 1 Y N N 1.321 73.128 27.369 -0.165 1.854 0.138 C24 59Z 4 59Z C26 C5 C 0 1 Y N N 2.743 78.563 27.971 -5.657 0.969 -0.362 C26 59Z 5 59Z C28 C6 C 0 1 Y N N 4.061 78.907 28.287 -6.096 -0.295 -0.101 C28 59Z 6 59Z P1 P1 P 0 1 N N N 1.434 68.318 26.293 4.907 0.259 -0.284 P1 59Z 7 59Z O2 O1 O 0 1 N N N 1.756 69.253 25.169 4.888 1.413 -1.210 O2 59Z 8 59Z O3 O2 O 0 1 N N N 2.020 66.838 26.157 6.426 -0.065 0.139 O3 59Z 9 59Z O5 O3 O 0 1 N N N -0.140 68.060 26.427 4.268 -1.026 -1.014 O5 59Z 10 59Z N10 N1 N 0 1 N N N 1.885 70.271 28.119 2.584 1.068 0.810 N10 59Z 11 59Z C12 C7 C 0 1 N N N 2.730 71.150 27.512 1.584 0.165 0.791 C12 59Z 12 59Z O13 O4 O 0 1 N N N 3.634 70.786 26.777 1.819 -1.008 1.013 O13 59Z 13 59Z C14 C8 C 0 1 Y N N 2.522 72.611 27.653 0.209 0.597 0.502 C14 59Z 14 59Z N15 N2 N 0 1 Y N N 3.419 73.581 27.844 -0.912 -0.206 0.555 N15 59Z 15 59Z C16 C9 C 0 1 Y N N 2.827 74.819 27.783 -2.008 0.544 0.226 C16 59Z 16 59Z C18 C10 C 0 1 Y N N 2.363 77.217 27.780 -4.291 1.267 -0.255 C18 59Z 17 59Z C19 C11 C 0 1 Y N N 1.012 76.944 27.454 -3.811 2.568 -0.522 C19 59Z 18 59Z C23 C12 C 0 1 Y N N 1.471 74.610 27.492 -1.567 1.847 -0.045 C23 59Z 19 59Z C30 C13 C 0 1 Y N N 5.018 77.901 28.423 -5.207 -1.297 0.276 C30 59Z 20 59Z C32 C14 C 0 1 Y N N 4.643 76.563 28.262 -3.872 -1.042 0.384 C32 59Z 21 59Z C34 C15 C 0 1 N N N 4.852 73.326 28.103 -0.926 -1.627 0.909 C34 59Z 22 59Z C37 C16 C 0 1 N N N 5.753 73.570 26.901 -0.897 -2.458 -0.348 C37 59Z 23 59Z O38 O5 O 0 1 N N N 5.362 73.962 25.798 -0.868 -1.918 -1.428 O38 59Z 24 59Z O39 O6 O 0 1 N N N 7.045 73.312 27.146 -0.905 -3.798 -0.267 O39 59Z 25 59Z H1 H1 H 0 1 N N N 1.417 68.309 28.707 3.874 -0.221 1.846 H1 59Z 26 59Z H2 H2 H 0 1 N N N 3.073 68.539 28.051 4.417 1.471 1.747 H2 59Z 27 59Z H3 H3 H 0 1 N N N -0.502 75.419 27.089 -2.140 3.847 -0.625 H3 59Z 28 59Z H4 H4 H 0 1 N N N 0.426 72.585 27.105 0.490 2.703 0.012 H4 59Z 29 59Z H5 H5 H 0 1 N N N 2.002 79.342 27.871 -6.359 1.736 -0.653 H5 59Z 30 59Z H6 H6 H 0 1 N N N 4.336 79.942 28.425 -7.148 -0.522 -0.187 H6 59Z 31 59Z H7 H7 H 0 1 N N N 2.509 66.764 25.346 7.003 -0.287 -0.605 H7 59Z 32 59Z H8 H8 H 0 1 N N N -0.600 68.554 25.759 4.248 -1.821 -0.465 H8 59Z 33 59Z H9 H9 H 0 1 N N N 1.154 70.624 28.703 2.410 1.990 0.563 H9 59Z 34 59Z H10 H10 H 0 1 N N N 0.331 77.769 27.307 -4.503 3.347 -0.808 H10 59Z 35 59Z H11 H11 H 0 1 N N N 6.043 78.154 28.651 -5.578 -2.291 0.478 H11 59Z 36 59Z H12 H12 H 0 1 N N N 5.393 75.797 28.394 -3.191 -1.831 0.669 H12 59Z 37 59Z H13 H13 H 0 1 N N N 4.966 72.277 28.413 -0.052 -1.859 1.518 H13 59Z 38 59Z H14 H14 H 0 1 N N N 5.179 73.987 28.919 -1.832 -1.852 1.473 H14 59Z 39 59Z H15 H15 H 0 1 N N N 7.556 73.479 26.363 -0.886 -4.288 -1.100 H15 59Z 40 # 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 59Z O2 P1 DOUB N N 1 59Z O38 C37 DOUB N N 2 59Z O3 P1 SING N N 3 59Z P1 O5 SING N N 4 59Z P1 C7 SING N N 5 59Z O13 C12 DOUB N N 6 59Z C37 O39 SING N N 7 59Z C37 C34 SING N N 8 59Z C21 C19 DOUB Y N 9 59Z C21 C23 SING Y N 10 59Z C24 C23 SING Y N 11 59Z C24 C14 DOUB Y N 12 59Z C19 C18 SING Y N 13 59Z C23 C16 DOUB Y N 14 59Z C12 C14 SING N N 15 59Z C12 N10 SING N N 16 59Z C14 N15 SING Y N 17 59Z C18 C17 DOUB Y N 18 59Z C18 C26 SING Y N 19 59Z C16 N15 SING Y N 20 59Z C16 C17 SING Y N 21 59Z N15 C34 SING N N 22 59Z C17 C32 SING Y N 23 59Z C7 N10 SING N N 24 59Z C26 C28 DOUB Y N 25 59Z C32 C30 DOUB Y N 26 59Z C28 C30 SING Y N 27 59Z C7 H1 SING N N 28 59Z C7 H2 SING N N 29 59Z C21 H3 SING N N 30 59Z C24 H4 SING N N 31 59Z C26 H5 SING N N 32 59Z C28 H6 SING N N 33 59Z O3 H7 SING N N 34 59Z O5 H8 SING N N 35 59Z N10 H9 SING N N 36 59Z C19 H10 SING N N 37 59Z C30 H11 SING N N 38 59Z C32 H12 SING N N 39 59Z C34 H13 SING N N 40 59Z C34 H14 SING N N 41 59Z O39 H15 SING N N 42 # 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 59Z SMILES ACDLabs 12.01 "C(NC(c2cc3ccc1c(cccc1)c3n2CC(O)=O)=O)P(O)(=O)O" 59Z InChI InChI 1.03 "InChI=1S/C16H15N2O6P/c19-14(20)8-18-13(16(21)17-9-25(22,23)24)7-11-6-5-10-3-1-2-4-12(10)15(11)18/h1-7H,8-9H2,(H,17,21)(H,19,20)(H2,22,23,24)" 59Z InChIKey InChI 1.03 JUZJWGPHICAWME-UHFFFAOYSA-N 59Z SMILES_CANONICAL CACTVS 3.385 "OC(=O)Cn1c(cc2ccc3ccccc3c12)C(=O)NC[P](O)(O)=O" 59Z SMILES CACTVS 3.385 "OC(=O)Cn1c(cc2ccc3ccccc3c12)C(=O)NC[P](O)(O)=O" 59Z SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)ccc3c2n(c(c3)C(=O)NCP(=O)(O)O)CC(=O)O" 59Z SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)ccc3c2n(c(c3)C(=O)NCP(=O)(O)O)CC(=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 59Z "SYSTEMATIC NAME" ACDLabs 12.01 "{2-[(phosphonomethyl)carbamoyl]-1H-benzo[g]indol-1-yl}acetic acid" 59Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[2-(phosphonomethylcarbamoyl)benzo[g]indol-1-yl]ethanoic 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 59Z "Create component" 2015-08-28 RCSB 59Z "Initial release" 2016-07-13 RCSB #