data_DIW # _chem_comp.id DIW _chem_comp.name "1-(3-sulfopropyl)-4-[(1E,3E)-3-(1,3,3-trimethyl-1,3-dihydro-2H-indol-2-ylidene)prop-1-en-1-yl]quinolinium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H29 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2011-07-28 _chem_comp.pdbx_modified_date 2012-03-16 _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 449.585 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DIW _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 3T0W _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 DIW C C C 0 1 Y N N -19.091 -1.214 -17.812 8.074 -0.460 -0.598 C DIW 1 DIW C2 C2 C 0 1 Y N N -18.775 -1.118 -15.425 5.981 -1.366 0.144 C2 DIW 2 DIW C3 C3 C 0 1 Y N N -19.612 -1.094 -16.529 6.702 -0.309 -0.396 C3 DIW 3 DIW N7 N7 N 0 1 N N N -20.871 -0.949 -16.078 5.863 0.774 -0.650 N7 DIW 4 DIW C8 C8 C 0 1 N N N -20.915 -0.884 -14.735 4.564 0.503 -0.301 C8 DIW 5 DIW C9 C9 C 0 1 N N N -19.531 -0.963 -14.149 4.544 -0.910 0.242 C9 DIW 6 DIW C10 C10 C 0 1 N N N -22.187 -0.718 -13.918 3.509 1.335 -0.418 C10 DIW 7 DIW C11 C11 C 0 1 N N N -22.159 -0.619 -12.412 2.224 0.908 -0.011 C11 DIW 8 DIW C12 C12 C 0 1 N N N -23.360 -0.544 -11.821 1.164 1.744 -0.129 C12 DIW 9 DIW C13 C13 C 0 1 Y N N -23.509 -0.428 -10.353 -0.167 1.302 0.292 C13 DIW 10 DIW C14 C14 C 0 1 Y N N -24.759 -0.426 -9.727 -1.335 2.180 0.178 C14 DIW 11 DIW C15 C15 C 0 1 Y N N -24.823 -0.309 -8.341 -2.592 1.688 0.604 C15 DIW 12 DIW N16 N16 N 1 1 Y N N -23.704 -0.183 -7.611 -2.690 0.448 1.096 N16 DIW 13 DIW C17 C17 C 0 1 Y N N -22.499 -0.175 -8.192 -1.654 -0.351 1.205 C17 DIW 14 DIW C18 C18 C 0 1 Y N N -22.369 -0.299 -9.571 -0.379 0.022 0.815 C18 DIW 15 DIW C19 C19 C 0 1 Y N N -26.060 -0.314 -7.698 -3.720 2.520 0.501 C19 DIW 16 DIW C20 C20 C 0 1 Y N N -27.232 -0.438 -8.434 -3.586 3.777 -0.004 C20 DIW 17 DIW C21 C21 C 0 1 Y N N -27.174 -0.563 -9.819 -2.348 4.256 -0.422 C21 DIW 18 DIW C22 C22 C 0 1 Y N N -25.937 -0.558 -10.460 -1.232 3.476 -0.335 C22 DIW 19 DIW C23 C23 C 0 1 N N N -23.796 -0.057 -6.150 -4.002 -0.037 1.530 C23 DIW 20 DIW C24 C24 C 0 1 N N N -23.946 -1.436 -5.513 -4.761 -0.600 0.327 C24 DIW 21 DIW C25 C25 C 0 1 N N N -23.806 -1.388 -3.992 -6.132 -1.106 0.781 C25 DIW 22 DIW S26 S26 S 0 1 N N N -25.091 -0.586 -3.306 -7.032 -1.774 -0.646 S26 DIW 23 DIW C27 C27 C 0 1 N N N -19.288 -2.174 -13.257 3.640 -1.799 -0.614 C27 DIW 24 DIW C28 C28 C 0 1 N N N -19.132 0.334 -13.457 4.078 -0.917 1.700 C28 DIW 25 DIW C29 C29 C 0 1 N N N -22.083 -0.887 -16.931 6.313 2.047 -1.220 C29 DIW 26 DIW C30 C30 C 0 1 Y N N -17.721 -1.359 -17.995 8.696 -1.646 -0.270 C30 DIW 27 DIW O30 O30 O 0 1 N N N -25.299 -1.088 -1.927 -8.363 -2.239 -0.071 O30 DIW 28 DIW C31 C31 C 0 1 Y N N -16.877 -1.374 -16.892 7.966 -2.694 0.261 C31 DIW 29 DIW O31 O31 O 0 1 N N N -26.316 -0.823 -4.100 -7.384 -0.732 -1.546 O31 DIW 30 DIW C32 C32 C 0 1 Y N N -17.403 -1.258 -15.604 6.605 -2.552 0.465 C32 DIW 31 DIW O32 O32 O 0 1 N N N -24.793 0.861 -3.286 -6.416 -2.967 -1.111 O32 DIW 32 DIW H H H 0 1 N N N -19.751 -1.195 -18.667 8.650 0.352 -1.017 H DIW 33 DIW H10 H10 H 0 1 N N N -23.137 -0.670 -14.430 3.646 2.327 -0.823 H10 DIW 34 DIW H11 H11 H 0 1 N N N -21.237 -0.609 -11.850 2.087 -0.083 0.393 H11 DIW 35 DIW H12 H12 H 0 1 N N N -24.247 -0.569 -12.436 1.301 2.736 -0.534 H12 DIW 36 DIW H17 H17 H 0 1 N N N -21.614 -0.071 -7.581 -1.803 -1.340 1.611 H17 DIW 37 DIW H18 H18 H 0 1 N N N -21.391 -0.295 -10.029 0.445 -0.668 0.917 H18 DIW 38 DIW H19 H19 H 0 1 N N N -26.108 -0.221 -6.623 -4.688 2.163 0.820 H19 DIW 39 DIW H20 H20 H 0 1 N N N -28.188 -0.437 -7.931 -4.456 4.414 -0.082 H20 DIW 40 DIW H21 H21 H 0 1 N N N -28.083 -0.663 -10.394 -2.269 5.257 -0.820 H21 DIW 41 DIW H22 H22 H 0 1 N N N -25.891 -0.657 -11.534 -0.275 3.856 -0.661 H22 DIW 42 DIW H23 H23 H 0 1 N N N -22.883 0.423 -5.768 -3.872 -0.820 2.277 H23 DIW 43 DIW H23A H23A H 0 0 N N N -24.670 0.560 -5.892 -4.569 0.787 1.964 H23A DIW 44 DIW H24 H24 H 0 1 N N N -24.939 -1.836 -5.765 -4.892 0.183 -0.419 H24 DIW 45 DIW H24A H24A H 0 0 N N N -23.169 -2.100 -5.919 -4.195 -1.424 -0.106 H24A DIW 46 DIW H25 H25 H 0 1 N N N -23.771 -2.415 -3.600 -6.002 -1.890 1.527 H25 DIW 47 DIW H25A H25A H 0 0 N N N -22.874 -0.865 -3.732 -6.699 -0.282 1.214 H25A DIW 48 DIW H27 H27 H 0 1 N N N -19.847 -2.056 -12.317 3.689 -2.825 -0.249 H27 DIW 49 DIW H27A H27A H 0 0 N N N -19.628 -3.084 -13.774 2.613 -1.441 -0.552 H27A DIW 50 DIW H27B H27B H 0 0 N N N -18.214 -2.257 -13.036 3.974 -1.766 -1.651 H27B DIW 51 DIW H28 H28 H 0 1 N N N -19.695 0.438 -12.518 4.721 -0.263 2.289 H28 DIW 52 DIW H28A H28A H 0 0 N N N -18.054 0.316 -13.238 3.049 -0.561 1.754 H28A DIW 53 DIW H28B H28B H 0 0 N N N -19.358 1.185 -14.116 4.133 -1.932 2.094 H28B DIW 54 DIW H29 H29 H 0 1 N N N -22.973 -0.765 -16.296 7.386 2.003 -1.406 H29 DIW 55 DIW H29A H29A H 0 0 N N N -22.004 -0.032 -17.619 5.788 2.230 -2.158 H29A DIW 56 DIW H29B H29B H 0 0 N N N -22.171 -1.817 -17.511 6.098 2.854 -0.520 H29B DIW 57 DIW H30 H30 H 0 1 N N N -17.314 -1.460 -18.990 9.758 -1.757 -0.429 H30 DIW 58 DIW HO30 HO30 H 0 0 N N N -26.173 -1.453 -1.851 -8.960 -2.625 -0.726 HO30 DIW 59 DIW H31 H31 H 0 1 N N N -15.811 -1.476 -17.031 8.457 -3.621 0.516 H31 DIW 60 DIW H32 H32 H 0 1 N N N -16.745 -1.277 -14.748 6.032 -3.368 0.879 H32 DIW 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 DIW C30 C DOUB Y N 1 DIW C C3 SING Y N 2 DIW C H SING N N 3 DIW C3 C2 DOUB Y N 4 DIW C32 C2 SING Y N 5 DIW C2 C9 SING N N 6 DIW C3 N7 SING N N 7 DIW C29 N7 SING N N 8 DIW N7 C8 SING N N 9 DIW C8 C9 SING N N 10 DIW C8 C10 DOUB N E 11 DIW C9 C28 SING N N 12 DIW C9 C27 SING N N 13 DIW C10 C11 SING N N 14 DIW C10 H10 SING N N 15 DIW C11 C12 DOUB N E 16 DIW C11 H11 SING N N 17 DIW C12 C13 SING N N 18 DIW C12 H12 SING N N 19 DIW C13 C14 DOUB Y N 20 DIW C13 C18 SING Y N 21 DIW C22 C14 SING Y N 22 DIW C14 C15 SING Y N 23 DIW C15 C19 SING Y N 24 DIW C15 N16 DOUB Y N 25 DIW C17 N16 SING Y N 26 DIW N16 C23 SING N N 27 DIW C18 C17 DOUB Y N 28 DIW C17 H17 SING N N 29 DIW C18 H18 SING N N 30 DIW C20 C19 DOUB Y N 31 DIW C19 H19 SING N N 32 DIW C21 C20 SING Y N 33 DIW C20 H20 SING N N 34 DIW C22 C21 DOUB Y N 35 DIW C21 H21 SING N N 36 DIW C22 H22 SING N N 37 DIW C23 C24 SING N N 38 DIW C23 H23 SING N N 39 DIW C23 H23A SING N N 40 DIW C24 C25 SING N N 41 DIW C24 H24 SING N N 42 DIW C24 H24A SING N N 43 DIW C25 S26 SING N N 44 DIW C25 H25 SING N N 45 DIW C25 H25A SING N N 46 DIW O31 S26 DOUB N N 47 DIW S26 O32 DOUB N N 48 DIW S26 O30 SING N N 49 DIW C27 H27 SING N N 50 DIW C27 H27A SING N N 51 DIW C27 H27B SING N N 52 DIW C28 H28 SING N N 53 DIW C28 H28A SING N N 54 DIW C28 H28B SING N N 55 DIW C29 H29 SING N N 56 DIW C29 H29A SING N N 57 DIW C29 H29B SING N N 58 DIW C30 C31 SING Y N 59 DIW C30 H30 SING N N 60 DIW O30 HO30 SING N N 61 DIW C31 C32 DOUB Y N 62 DIW C31 H31 SING N N 63 DIW C32 H32 SING N N 64 # 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 DIW SMILES ACDLabs 12.01 "O=S(=O)(O)CCC[n+]2c1c(cccc1)c(cc2)\C=C\C=C4\N(c3ccccc3C4(C)C)C" DIW InChI InChI 1.03 "InChI=1S/C26H28N2O3S/c1-26(2)22-12-5-7-14-24(22)27(3)25(26)15-8-10-20-16-18-28(17-9-19-32(29,30)31)23-13-6-4-11-21(20)23/h4-8,10-16,18H,9,17,19H2,1-3H3/p+1" DIW InChIKey InChI 1.03 NTABMUJQZABQGD-UHFFFAOYSA-O DIW SMILES_CANONICAL CACTVS 3.370 "CN\1c2ccccc2C(C)(C)C\1=C\C=C\c3cc[n+](CCC[S](O)(=O)=O)c4ccccc34" DIW SMILES CACTVS 3.370 "CN1c2ccccc2C(C)(C)C1=CC=Cc3cc[n+](CCC[S](O)(=O)=O)c4ccccc34" DIW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC\1(c2ccccc2N(/C1=C/C=C/c3cc[n+](c4c3cccc4)CCCS(=O)(=O)O)C)C" DIW SMILES "OpenEye OEToolkits" 1.7.6 "CC1(c2ccccc2N(C1=CC=Cc3cc[n+](c4c3cccc4)CCCS(=O)(=O)O)C)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 DIW "SYSTEMATIC NAME" ACDLabs 12.01 "1-(3-sulfopropyl)-4-[(1E,3E)-3-(1,3,3-trimethyl-1,3-dihydro-2H-indol-2-ylidene)prop-1-en-1-yl]quinolinium" DIW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[4-[(E,3E)-3-(1,3,3-trimethylindol-2-ylidene)prop-1-enyl]quinolin-1-ium-1-yl]propane-1-sulfonic 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 DIW "Create component" 2011-07-28 RCSB DIW "Other modification" 2012-03-12 RCSB #