data_RDA # _chem_comp.id RDA _chem_comp.name "METHYL 3-CHLORO-2-{3-[(2,5-DIHYDROXY-4-METHOXYPHENYL)AMINO]-3-OXOPROPYL}-4,6-DIHYDROXYBENZOATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Cl N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-16 _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 411.790 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RDA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FXS _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 RDA C7 C7 C 0 1 N N N 19.439 35.715 7.983 1.581 3.925 0.974 C7 RDA 1 RDA O4 O4 O 0 1 N N N 19.570 34.898 6.815 2.269 2.647 1.010 O4 RDA 2 RDA C6 C6 C 0 1 N N N 18.363 34.603 6.258 2.921 2.202 -0.082 C6 RDA 3 RDA O3 O3 O 0 1 N N N 17.324 35.064 6.728 2.933 2.870 -1.098 O3 RDA 4 RDA C5 C5 C 0 1 Y N N 18.324 33.730 5.000 3.619 0.907 -0.046 C5 RDA 5 RDA C4 C4 C 0 1 Y N N 17.356 32.733 4.906 4.965 0.842 0.349 C4 RDA 6 RDA O2 O2 O 0 1 N N N 16.443 32.569 5.900 5.627 1.974 0.698 O2 RDA 7 RDA C3 C3 C 0 1 Y N N 17.331 31.879 3.809 5.613 -0.380 0.381 C3 RDA 8 RDA C2 C2 C 0 1 Y N N 18.287 32.034 2.810 4.935 -1.536 0.024 C2 RDA 9 RDA O1 O1 O 0 1 N N N 18.299 31.187 1.746 5.575 -2.732 0.056 O1 RDA 10 RDA C1 C1 C 0 1 Y N N 19.247 33.035 2.911 3.600 -1.474 -0.368 C1 RDA 11 RDA CL CL CL 0 0 N N N 20.387 33.207 1.621 2.761 -2.928 -0.812 CL RDA 12 RDA C8 C8 C 0 1 Y N N 19.286 33.900 4.005 2.942 -0.266 -0.399 C8 RDA 13 RDA C9 C9 C 0 1 N N N 20.342 35.008 4.099 1.498 -0.204 -0.823 C9 RDA 14 RDA C10 C10 C 0 1 N N N 21.683 34.457 4.591 0.598 -0.371 0.403 C10 RDA 15 RDA C11 C11 C 0 1 N N N 22.769 35.534 4.624 -0.846 -0.310 -0.021 C11 RDA 16 RDA O5 O5 O 0 1 N N N 23.291 35.933 3.584 -1.129 -0.148 -1.190 O5 RDA 17 RDA N1 N1 N 0 1 N N N 23.065 35.993 5.839 -1.824 -0.434 0.898 N1 RDA 18 RDA C12 C12 C 0 1 Y N N 23.991 36.916 6.097 -3.165 -0.256 0.524 C12 RDA 19 RDA C18 C18 C 0 1 Y N N 24.808 37.445 5.101 -3.479 0.519 -0.583 C18 RDA 20 RDA C17 C17 C 0 1 Y N N 25.814 38.353 5.421 -4.803 0.695 -0.952 C17 RDA 21 RDA O8 O8 O 0 1 N N N 26.540 38.802 4.533 -5.111 1.455 -2.038 O8 RDA 22 RDA C15 C15 C 0 1 Y N N 26.010 38.742 6.743 -5.817 0.095 -0.212 C15 RDA 23 RDA O7 O7 O 0 1 N N N 27.015 39.599 7.065 -7.117 0.268 -0.575 O7 RDA 24 RDA C16 C16 C 0 1 N N N 26.575 40.961 7.032 -7.908 -0.461 0.366 C16 RDA 25 RDA C14 C14 C 0 1 Y N N 25.190 38.219 7.741 -5.504 -0.679 0.894 C14 RDA 26 RDA C13 C13 C 0 1 Y N N 24.186 37.312 7.418 -4.180 -0.860 1.260 C13 RDA 27 RDA O6 O6 O 0 1 N N N 23.461 36.862 8.305 -3.872 -1.620 2.346 O6 RDA 28 RDA H71 1H7 H 0 1 N N N 18.511 36.302 7.917 2.296 4.717 0.754 H71 RDA 29 RDA H72 2H7 H 0 1 N N N 20.300 36.396 8.052 0.813 3.903 0.200 H72 RDA 30 RDA H73 3H7 H 0 1 N N N 19.405 35.075 8.877 1.116 4.114 1.942 H73 RDA 31 RDA HO2 HO2 H 0 1 N N N 16.890 32.531 6.738 5.499 2.089 1.650 HO2 RDA 32 RDA H3 H3 H 0 1 N N N 16.580 31.106 3.733 6.649 -0.433 0.683 H3 RDA 33 RDA HO1 HO1 H 0 1 N N N 18.302 31.690 0.940 5.443 -3.096 0.943 HO1 RDA 34 RDA H91 1H9 H 0 1 N N N 19.991 35.764 4.817 1.297 0.759 -1.292 H91 RDA 35 RDA H92 2H9 H 0 1 N N N 20.483 35.450 3.102 1.294 -1.004 -1.535 H92 RDA 36 RDA H101 1H10 H 0 0 N N N 22.005 33.670 3.893 0.799 -1.335 0.872 H101 RDA 37 RDA H102 2H10 H 0 0 N N N 21.548 34.063 5.609 0.802 0.429 1.115 H102 RDA 38 RDA HN1 HN1 H 0 1 N N N 22.556 35.618 6.613 -1.602 -0.647 1.817 HN1 RDA 39 RDA H18 H18 H 0 1 N N N 24.660 37.149 4.073 -2.692 0.985 -1.158 H18 RDA 40 RDA HO8 HO8 H 0 1 N N N 26.034 38.918 3.738 -5.124 0.860 -2.800 HO8 RDA 41 RDA H161 1H16 H 0 0 N N N 25.608 41.021 6.512 -7.634 -1.515 0.331 H161 RDA 42 RDA H162 2H16 H 0 0 N N N 27.317 41.573 6.498 -7.731 -0.072 1.368 H162 RDA 43 RDA H163 3H16 H 0 0 N N N 26.462 41.335 8.060 -8.963 -0.352 0.114 H163 RDA 44 RDA H14 H14 H 0 1 N N N 25.334 38.519 8.768 -6.291 -1.144 1.468 H14 RDA 45 RDA HO6 HO6 H 0 1 N N N 23.968 36.746 9.100 -3.763 -2.528 2.030 HO6 RDA 46 # 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 RDA C7 O4 SING N N 1 RDA C7 H71 SING N N 2 RDA C7 H72 SING N N 3 RDA C7 H73 SING N N 4 RDA O4 C6 SING N N 5 RDA C6 O3 DOUB N N 6 RDA C6 C5 SING N N 7 RDA C5 C4 SING Y N 8 RDA C5 C8 DOUB Y N 9 RDA C4 O2 SING N N 10 RDA C4 C3 DOUB Y N 11 RDA O2 HO2 SING N N 12 RDA C3 C2 SING Y N 13 RDA C3 H3 SING N N 14 RDA C2 O1 SING N N 15 RDA C2 C1 DOUB Y N 16 RDA O1 HO1 SING N N 17 RDA C1 CL SING N N 18 RDA C1 C8 SING Y N 19 RDA C8 C9 SING N N 20 RDA C9 C10 SING N N 21 RDA C9 H91 SING N N 22 RDA C9 H92 SING N N 23 RDA C10 C11 SING N N 24 RDA C10 H101 SING N N 25 RDA C10 H102 SING N N 26 RDA C11 O5 DOUB N N 27 RDA C11 N1 SING N N 28 RDA N1 C12 SING N N 29 RDA N1 HN1 SING N N 30 RDA C12 C18 SING Y N 31 RDA C12 C13 DOUB Y N 32 RDA C18 C17 DOUB Y N 33 RDA C18 H18 SING N N 34 RDA C17 O8 SING N N 35 RDA C17 C15 SING Y N 36 RDA O8 HO8 SING N N 37 RDA C15 O7 SING N N 38 RDA C15 C14 DOUB Y N 39 RDA O7 C16 SING N N 40 RDA C16 H161 SING N N 41 RDA C16 H162 SING N N 42 RDA C16 H163 SING N N 43 RDA C14 C13 SING Y N 44 RDA C14 H14 SING N N 45 RDA C13 O6 SING N N 46 RDA O6 HO6 SING N N 47 # 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 RDA SMILES ACDLabs 10.04 "Clc1c(c(c(O)cc1O)C(=O)OC)CCC(=O)Nc2cc(O)c(OC)cc2O" RDA SMILES_CANONICAL CACTVS 3.341 "COC(=O)c1c(O)cc(O)c(Cl)c1CCC(=O)Nc2cc(O)c(OC)cc2O" RDA SMILES CACTVS 3.341 "COC(=O)c1c(O)cc(O)c(Cl)c1CCC(=O)Nc2cc(O)c(OC)cc2O" RDA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc(c(cc1O)NC(=O)CCc2c(c(cc(c2Cl)O)O)C(=O)OC)O" RDA SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc(c(cc1O)NC(=O)CCc2c(c(cc(c2Cl)O)O)C(=O)OC)O" RDA InChI InChI 1.03 "InChI=1S/C18H18ClNO8/c1-27-14-7-10(21)9(5-11(14)22)20-15(25)4-3-8-16(18(26)28-2)12(23)6-13(24)17(8)19/h5-7,21-24H,3-4H2,1-2H3,(H,20,25)" RDA InChIKey InChI 1.03 GUVWEHNRWHNDRF-UHFFFAOYSA-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 RDA "SYSTEMATIC NAME" ACDLabs 10.04 "methyl 3-chloro-2-{3-[(2,5-dihydroxy-4-methoxyphenyl)amino]-3-oxopropyl}-4,6-dihydroxybenzoate" RDA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 3-chloro-2-[3-[(2,5-dihydroxy-4-methoxy-phenyl)amino]-3-oxo-propyl]-4,6-dihydroxy-benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RDA "Create component" 2006-02-16 RCSB RDA "Modify descriptor" 2011-06-04 RCSB #