data_RHB # _chem_comp.id RHB _chem_comp.name "N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2012-08-22 _chem_comp.pdbx_modified_date 2013-02-15 _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 443.557 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RHB _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 4GLJ _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 RHB O2 O2 O 0 1 N N N 45.441 48.586 58.426 -1.077 -3.521 -2.829 O2 RHB 1 RHB C26 C26 C 0 1 N N N 46.399 48.403 57.651 -0.728 -2.722 -1.801 C26 RHB 2 RHB C19 C19 C 0 1 Y N N 46.289 47.443 56.512 -0.427 -3.309 -0.480 C19 RHB 3 RHB C14 C14 C 0 1 Y N N 45.127 46.815 56.066 -0.062 -2.477 0.599 C14 RHB 4 RHB C15 C15 C 0 1 Y N N 45.222 45.965 54.972 0.220 -3.046 1.841 C15 RHB 5 RHB C16 C16 C 0 1 Y N N 46.415 45.716 54.323 0.140 -4.415 2.007 C16 RHB 6 RHB C17 C17 C 0 1 Y N N 47.559 46.328 54.772 -0.219 -5.230 0.947 C17 RHB 7 RHB C18 C18 C 0 1 Y N N 47.477 47.191 55.855 -0.507 -4.686 -0.290 C18 RHB 8 RHB C9 C9 C 0 1 N N N 43.738 46.938 56.611 0.023 -1.016 0.415 C9 RHB 9 RHB C8 C8 C 0 1 Y N N 42.799 45.821 56.290 -1.188 -0.192 0.328 C8 RHB 10 RHB C13 C13 C 0 1 Y N N 43.192 44.721 55.542 -2.455 -0.783 0.419 C13 RHB 11 RHB C12 C12 C 0 1 Y N N 42.316 43.674 55.244 -3.574 -0.008 0.338 C12 RHB 12 RHB C11 C11 C 0 1 Y N N 41.026 43.698 55.724 -3.464 1.373 0.163 C11 RHB 13 RHB N1 N1 N 0 1 N N N 40.096 42.686 55.396 -4.612 2.152 0.081 N1 RHB 14 RHB C35 C35 C 0 1 N N N 40.361 42.444 53.965 -4.502 3.601 -0.102 C35 RHB 15 RHB C36 C36 C 0 1 N N N 40.522 43.812 53.322 -4.483 3.926 -1.597 C36 RHB 16 RHB C22 C22 C 0 1 N N N 40.034 41.422 56.186 -5.932 1.523 0.177 C22 RHB 17 RHB C23 C23 C 0 1 N N N 39.043 41.575 57.351 -6.372 1.484 1.642 C23 RHB 18 RHB C10 C10 C 0 1 Y N N 40.638 44.820 56.443 -2.216 1.974 0.071 C10 RHB 19 RHB C7 C7 C 0 1 Y N N 41.509 45.861 56.742 -1.067 1.201 0.152 C7 RHB 20 RHB O1 O1 O 0 1 N N N 41.073 46.929 57.484 0.145 1.788 0.063 O1 RHB 21 RHB C1 C1 C 0 1 N N N 41.858 48.001 57.815 1.295 1.084 0.135 C1 RHB 22 RHB C2 C2 C 0 1 N N N 43.186 48.075 57.416 1.267 -0.366 0.323 C2 RHB 23 RHB C6 C6 C 0 1 N N N 41.291 49.014 58.573 2.496 1.726 0.039 C6 RHB 24 RHB C5 C5 C 0 1 N N N 42.030 50.119 58.949 3.696 0.988 0.115 C5 RHB 25 RHB C4 C4 C 0 1 N N N 43.360 50.210 58.561 3.658 -0.462 0.297 C4 RHB 26 RHB C3 C3 C 0 1 N N N 43.936 49.192 57.795 2.470 -1.099 0.405 C3 RHB 27 RHB N2 N2 N 1 1 N N N 41.404 51.129 59.703 4.863 1.613 0.021 N2 RHB 28 RHB C24 C24 C 0 1 N N N 41.027 50.666 61.054 4.907 3.034 -0.330 C24 RHB 29 RHB C25 C25 C 0 1 N N N 39.857 51.499 61.540 5.442 3.837 0.858 C25 RHB 30 RHB C33 C33 C 0 1 N N N 42.252 52.338 59.758 6.108 0.881 0.269 C33 RHB 31 RHB C34 C34 C 0 1 N N N 41.363 53.546 59.982 6.917 0.797 -1.027 C34 RHB 32 RHB O3 O3 O 0 1 N N N 47.466 49.036 57.768 -0.662 -1.520 -1.962 O3 RHB 33 RHB H1 H1 H 0 1 N N N 44.326 45.479 54.614 0.501 -2.417 2.672 H1 RHB 34 RHB H2 H2 H 0 1 N N N 46.448 45.049 53.474 0.363 -4.852 2.969 H2 RHB 35 RHB H3 H3 H 0 1 N N N 48.507 46.141 54.290 -0.278 -6.299 1.090 H3 RHB 36 RHB H4 H4 H 0 1 N N N 48.375 47.684 56.197 -0.786 -5.329 -1.111 H4 RHB 37 RHB H5 H5 H 0 1 N N N 44.208 44.672 55.178 -2.545 -1.850 0.553 H5 RHB 38 RHB H6 H6 H 0 1 N N N 42.651 42.846 54.637 -4.550 -0.465 0.408 H6 RHB 39 RHB H7 H7 H 0 1 N N N 41.282 41.855 53.843 -5.355 4.092 0.366 H7 RHB 40 RHB H8 H8 H 0 1 N N N 39.518 41.905 53.508 -3.581 3.957 0.359 H8 RHB 41 RHB H9 H9 H 0 1 N N N 40.723 43.691 52.247 -4.402 5.005 -1.734 H9 RHB 42 RHB H10 H10 H 0 1 N N N 39.598 44.393 53.459 -3.630 3.435 -2.065 H10 RHB 43 RHB H11 H11 H 0 1 N N N 41.362 44.343 53.794 -5.405 3.571 -2.058 H11 RHB 44 RHB H12 H12 H 0 1 N N N 39.704 40.601 55.533 -6.652 2.100 -0.403 H12 RHB 45 RHB H13 H13 H 0 1 N N N 41.033 41.194 56.586 -5.880 0.507 -0.214 H13 RHB 46 RHB H14 H14 H 0 1 N N N 39.005 40.638 57.926 -6.424 2.500 2.033 H14 RHB 47 RHB H15 H15 H 0 1 N N N 39.372 42.395 58.007 -7.354 1.017 1.714 H15 RHB 48 RHB H16 H16 H 0 1 N N N 38.043 41.802 56.954 -5.652 0.908 2.223 H16 RHB 49 RHB H17 H17 H 0 1 N N N 39.616 44.887 56.785 -2.139 3.043 -0.064 H17 RHB 50 RHB H18 H18 H 0 1 N N N 40.257 48.938 58.874 2.527 2.797 -0.095 H18 RHB 51 RHB H19 H19 H 0 1 N N N 43.950 51.067 58.851 4.579 -1.023 0.354 H19 RHB 52 RHB H20 H20 H 0 1 N N N 40.737 49.606 61.015 5.564 3.176 -1.189 H20 RHB 53 RHB H21 H21 H 0 1 N N N 41.879 50.788 61.739 3.904 3.378 -0.580 H21 RHB 54 RHB H22 H22 H 0 1 N N N 39.563 51.167 62.547 4.785 3.695 1.716 H22 RHB 55 RHB H23 H23 H 0 1 N N N 40.151 52.558 61.575 6.445 3.493 1.107 H23 RHB 56 RHB H24 H24 H 0 1 N N N 39.008 51.376 60.851 5.474 4.895 0.596 H24 RHB 57 RHB H25 H25 H 0 1 N N N 42.971 52.249 60.586 6.691 1.401 1.029 H25 RHB 58 RHB H26 H26 H 0 1 N N N 42.798 52.451 58.810 5.874 -0.126 0.617 H26 RHB 59 RHB H27 H27 H 0 1 N N N 41.982 54.454 60.025 7.151 1.804 -1.375 H27 RHB 60 RHB H28 H28 H 0 1 N N N 40.644 53.631 59.153 7.843 0.252 -0.842 H28 RHB 61 RHB H29 H29 H 0 1 N N N 40.817 53.429 60.930 6.334 0.276 -1.786 H29 RHB 62 RHB H30 H30 H 0 1 N N N 45.673 49.248 59.066 -1.265 -3.091 -3.675 H30 RHB 63 RHB H31 H31 H 0 1 N N N 44.970 49.269 57.493 2.441 -2.171 0.540 H31 RHB 64 # 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 RHB O2 H30 SING N N 1 RHB C26 O3 DOUB N N 2 RHB C26 O2 SING N N 3 RHB C19 C26 SING N N 4 RHB C14 C19 SING Y N 5 RHB C14 C9 SING N N 6 RHB C15 C14 DOUB Y N 7 RHB C15 H1 SING N N 8 RHB C16 C17 DOUB Y N 9 RHB C16 C15 SING Y N 10 RHB C16 H2 SING N N 11 RHB C17 C18 SING Y N 12 RHB C17 H3 SING N N 13 RHB C18 C19 DOUB Y N 14 RHB C18 H4 SING N N 15 RHB C9 C2 DOUB N N 16 RHB C8 C9 SING N N 17 RHB C8 C7 SING Y N 18 RHB C13 C8 DOUB Y N 19 RHB C13 H5 SING N N 20 RHB C12 C13 SING Y N 21 RHB C12 C11 DOUB Y N 22 RHB C12 H6 SING N N 23 RHB C11 C10 SING Y N 24 RHB N1 C11 SING N N 25 RHB N1 C22 SING N N 26 RHB C35 N1 SING N N 27 RHB C35 H7 SING N N 28 RHB C35 H8 SING N N 29 RHB C36 C35 SING N N 30 RHB C36 H9 SING N N 31 RHB C36 H10 SING N N 32 RHB C36 H11 SING N N 33 RHB C22 C23 SING N N 34 RHB C22 H12 SING N N 35 RHB C22 H13 SING N N 36 RHB C23 H14 SING N N 37 RHB C23 H15 SING N N 38 RHB C23 H16 SING N N 39 RHB C10 C7 DOUB Y N 40 RHB C10 H17 SING N N 41 RHB C7 O1 SING N N 42 RHB O1 C1 SING N N 43 RHB C1 C6 DOUB N N 44 RHB C2 C3 SING N N 45 RHB C2 C1 SING N N 46 RHB C6 C5 SING N N 47 RHB C6 H18 SING N N 48 RHB C5 N2 DOUB N N 49 RHB C4 C5 SING N N 50 RHB C4 H19 SING N N 51 RHB C3 C4 DOUB N N 52 RHB C3 H31 SING N N 53 RHB N2 C33 SING N N 54 RHB N2 C24 SING N N 55 RHB C24 C25 SING N N 56 RHB C24 H20 SING N N 57 RHB C24 H21 SING N N 58 RHB C25 H22 SING N N 59 RHB C25 H23 SING N N 60 RHB C25 H24 SING N N 61 RHB C33 C34 SING N N 62 RHB C33 H25 SING N N 63 RHB C33 H26 SING N N 64 RHB C34 H27 SING N N 65 RHB C34 H28 SING N N 66 RHB C34 H29 SING N N 67 # 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 RHB SMILES ACDLabs 12.01 "O=C(O)c4ccccc4C=1c3c(OC=2C=1C=C/C(=[N+](/CC)CC)C=2)cc(cc3)N(CC)CC" RHB InChI InChI 1.03 "InChI=1S/C28H30N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3/p+1" RHB InChIKey InChI 1.03 CVAVMIODJQHEEH-UHFFFAOYSA-O RHB SMILES_CANONICAL CACTVS 3.370 "CCN(CC)c1ccc2c(OC3=CC(C=CC3=C2c4ccccc4C(O)=O)=[N+](CC)CC)c1" RHB SMILES CACTVS 3.370 "CCN(CC)c1ccc2c(OC3=CC(C=CC3=C2c4ccccc4C(O)=O)=[N+](CC)CC)c1" RHB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCN(CC)c1ccc2c(c1)OC3=CC(=[N+](CC)CC)C=CC3=C2c4ccccc4C(=O)O" RHB SMILES "OpenEye OEToolkits" 1.7.6 "CCN(CC)c1ccc2c(c1)OC3=CC(=[N+](CC)CC)C=CC3=C2c4ccccc4C(=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 RHB "SYSTEMATIC NAME" ACDLabs 12.01 "N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium" RHB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[9-(2-carboxyphenyl)-6-(diethylamino)xanthen-3-ylidene]-diethyl-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RHB "Create component" 2012-08-22 RCSB RHB "Modify formula" 2012-10-03 RCSB RHB "Modify name" 2012-10-03 RCSB RHB "Initial release" 2013-02-15 RCSB #