data_5CY # _chem_comp.id 5CY _chem_comp.name ;1-(3-hydroxypropyl)-2-{(1E,3E,5E)-5-[1-(3-hydroxypropyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-ylidene]penta-1,3-dien-1-y l}-3,3-dimethyl-3H-indolium ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H39 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N,N'-(dipropyl)-tetramethylindodicarbocyanine" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2013-04-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 471.654 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5CY _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 4JRP _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 5CY N1 N1 N 0 1 N N N 39.466 18.488 11.968 -4.902 0.405 -0.499 N1 5CY 1 5CY C1 C1 C 0 1 N N N 46.194 22.038 16.689 3.135 -1.880 1.537 C1 5CY 2 5CY O1 O1 O 0 1 N N N 40.451 14.784 12.721 -5.698 4.985 0.924 O1 5CY 3 5CY C10 C10 C 0 1 N N N 40.095 18.967 13.064 -3.648 -0.107 -0.307 C10 5CY 4 5CY C11 C11 C 0 1 N N N 40.076 17.825 10.794 -5.170 1.772 -0.951 C11 5CY 5 5CY C12 C12 C 0 1 N N N 39.878 16.313 10.890 -5.298 2.695 0.262 C12 5CY 6 5CY C13 C13 C 0 1 N N N 40.986 15.632 11.696 -5.578 4.123 -0.210 C13 5CY 7 5CY C14 C14 C 0 1 Y N N 38.158 18.734 12.124 -5.893 -0.534 -0.219 C14 5CY 8 5CY C15 C15 C 0 1 Y N N 37.049 18.468 11.320 -7.283 -0.432 -0.282 C15 5CY 9 5CY C16 C16 C 0 1 Y N N 35.785 18.847 11.757 -8.072 -1.514 0.048 C16 5CY 10 5CY C17 C17 C 0 1 Y N N 35.628 19.485 12.991 -7.493 -2.706 0.445 C17 5CY 11 5CY C18 C18 C 0 1 Y N N 36.739 19.739 13.788 -6.115 -2.814 0.511 C18 5CY 12 5CY C19 C19 C 0 1 Y N N 38.021 19.376 13.353 -5.324 -1.736 0.181 C19 5CY 13 5CY O2 O2 O 0 1 N N N 48.264 16.656 14.450 6.639 4.570 0.957 O2 5CY 14 5CY C2 C2 C 0 1 N N N 46.899 20.684 16.873 3.697 -1.626 0.137 C2 5CY 15 5CY N2 N2 N 1 1 N N N 48.532 19.891 15.295 4.731 0.322 -0.438 N2 5CY 16 5CY C20 C20 C 0 1 N N N 39.255 19.617 14.194 -3.826 -1.539 0.150 C20 5CY 17 5CY C21 C21 C 0 1 N N N 40.091 20.883 13.998 -3.232 -1.733 1.547 C21 5CY 18 5CY C22 C22 C 0 1 N N N 39.636 18.456 15.128 -3.179 -2.504 -0.846 C22 5CY 19 5CY C23 C23 C 0 1 N N N 49.109 19.302 14.077 4.972 1.714 -0.826 C23 5CY 20 5CY C24 C24 C 0 1 N N N 50.104 18.183 14.380 5.703 2.439 0.305 C24 5CY 21 5CY C25 C25 C 0 1 N N N 49.419 17.086 15.176 5.956 3.893 -0.100 C25 5CY 22 5CY C26 C26 C 0 1 Y N N 49.229 20.443 16.342 5.730 -0.579 -0.241 C26 5CY 23 5CY C27 C27 C 0 1 Y N N 50.600 20.594 16.608 7.122 -0.449 -0.341 C27 5CY 24 5CY C28 C28 C 0 1 Y N N 51.039 21.202 17.791 7.935 -1.532 -0.086 C28 5CY 25 5CY C29 C29 C 0 1 Y N N 50.111 21.660 18.735 7.389 -2.753 0.269 C29 5CY 26 5CY C3 C3 C 0 1 N N N 46.136 19.798 17.867 3.021 -2.540 -0.888 C3 5CY 27 5CY C30 C30 C 0 1 Y N N 48.745 21.514 18.484 6.014 -2.894 0.371 C30 5CY 28 5CY C31 C31 C 0 1 Y N N 48.311 20.906 17.293 5.196 -1.822 0.120 C31 5CY 29 5CY C4 C4 C 0 1 N N N 47.205 20.002 15.563 3.533 -0.170 -0.249 C4 5CY 30 5CY C5 C5 C 0 1 N N N 46.165 19.516 14.592 2.320 0.523 -0.380 C5 5CY 31 5CY C6 C6 C 0 1 N N N 44.850 19.466 14.855 1.137 -0.132 -0.195 C6 5CY 32 5CY C7 C7 C 0 1 N N N 43.883 19.019 13.849 -0.076 0.531 -0.434 C7 5CY 33 5CY C8 C8 C 0 1 N N N 42.570 19.163 14.063 -1.258 -0.123 -0.250 C8 5CY 34 5CY C9 C9 C 0 1 N N N 41.594 18.753 13.047 -2.475 0.541 -0.490 C9 5CY 35 5CY H1 H1 H 0 1 N N N 45.997 22.486 17.674 3.609 -1.202 2.247 H1 5CY 36 5CY H2 H2 H 0 1 N N N 46.838 22.710 16.103 2.059 -1.709 1.533 H2 5CY 37 5CY H3 H3 H 0 1 N N N 45.242 21.887 16.158 3.338 -2.911 1.829 H3 5CY 38 5CY H4 H4 H 0 1 N N N 41.163 14.378 13.201 -5.876 5.908 0.699 H4 5CY 39 5CY H5 H5 H 0 1 N N N 41.152 18.051 10.766 -4.350 2.114 -1.583 H5 5CY 40 5CY H6 H6 H 0 1 N N N 39.599 18.198 9.876 -6.099 1.791 -1.521 H6 5CY 41 5CY H7 H7 H 0 1 N N N 38.912 16.113 11.377 -6.119 2.353 0.893 H7 5CY 42 5CY H8 H8 H 0 1 N N N 39.870 15.892 9.874 -4.369 2.676 0.832 H8 5CY 43 5CY H9 H9 H 0 1 N N N 41.600 15.024 11.015 -6.507 4.141 -0.780 H9 5CY 44 5CY H10 H10 H 0 1 N N N 41.613 16.405 12.164 -4.758 4.464 -0.841 H10 5CY 45 5CY H11 H11 H 0 1 N N N 37.171 17.973 10.368 -7.742 0.495 -0.591 H11 5CY 46 5CY H12 H12 H 0 1 N N N 34.921 18.648 11.141 -9.147 -1.430 -0.002 H12 5CY 47 5CY H13 H13 H 0 1 N N N 34.644 19.780 13.325 -8.115 -3.550 0.704 H13 5CY 48 5CY H14 H14 H 0 1 N N N 36.613 20.219 14.747 -5.660 -3.743 0.821 H14 5CY 49 5CY H15 H15 H 0 1 N N N 47.823 15.968 14.935 6.832 5.499 0.769 H15 5CY 50 5CY H16 H16 H 0 1 N N N 39.754 21.658 14.702 -3.736 -1.071 2.251 H16 5CY 51 5CY H17 H17 H 0 1 N N N 41.151 20.655 14.185 -3.369 -2.769 1.860 H17 5CY 52 5CY H18 H18 H 0 1 N N N 39.970 21.246 12.967 -2.168 -1.498 1.526 H18 5CY 53 5CY H19 H19 H 0 1 N N N 39.167 18.607 16.112 -2.114 -2.286 -0.923 H19 5CY 54 5CY H20 H20 H 0 1 N N N 39.284 17.508 14.696 -3.316 -3.529 -0.501 H20 5CY 55 5CY H21 H21 H 0 1 N N N 40.729 18.423 15.244 -3.646 -2.384 -1.823 H21 5CY 56 5CY H22 H22 H 0 1 N N N 49.628 20.093 13.515 5.583 1.739 -1.728 H22 5CY 57 5CY H23 H23 H 0 1 N N N 48.293 18.892 13.464 4.020 2.208 -1.019 H23 5CY 58 5CY H24 H24 H 0 1 N N N 50.483 17.766 13.435 5.092 2.414 1.207 H24 5CY 59 5CY H25 H25 H 0 1 N N N 50.943 18.589 14.965 6.656 1.945 0.498 H25 5CY 60 5CY H26 H26 H 0 1 N N N 50.109 16.240 15.312 5.003 4.387 -0.293 H26 5CY 61 5CY H27 H27 H 0 1 N N N 49.116 17.474 16.160 6.567 3.918 -1.002 H27 5CY 62 5CY H28 H28 H 0 1 N N N 51.325 20.237 15.891 7.558 0.500 -0.618 H28 5CY 63 5CY H29 H29 H 0 1 N N N 52.097 21.318 17.976 9.007 -1.427 -0.164 H29 5CY 64 5CY H30 H30 H 0 1 N N N 50.449 22.123 19.650 8.035 -3.596 0.467 H30 5CY 65 5CY H31 H31 H 0 1 N N N 45.950 20.361 18.793 1.951 -2.336 -0.906 H31 5CY 66 5CY H32 H32 H 0 1 N N N 45.176 19.493 17.425 3.443 -2.352 -1.875 H32 5CY 67 5CY H33 H33 H 0 1 N N N 46.735 18.904 18.095 3.189 -3.581 -0.613 H33 5CY 68 5CY H34 H34 H 0 1 N N N 48.022 21.868 19.204 5.587 -3.847 0.647 H34 5CY 69 5CY H36 H36 H 0 1 N N N 46.498 19.186 13.619 2.323 1.574 -0.627 H36 5CY 70 5CY H37 H37 H 0 1 N N N 44.496 19.762 15.831 1.134 -1.160 0.136 H37 5CY 71 5CY H38 H38 H 0 1 N N N 44.232 18.571 12.930 -0.073 1.559 -0.765 H38 5CY 72 5CY H39 H39 H 0 1 N N N 42.225 19.586 14.995 -1.261 -1.151 0.081 H39 5CY 73 5CY H40 H40 H 0 1 N N N 41.992 18.238 12.185 -2.473 1.569 -0.821 H40 5CY 74 # # 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 5CY C11 C12 SING N N 1 5CY C11 N1 SING N N 2 5CY C12 C13 SING N N 3 5CY C15 C16 DOUB Y N 4 5CY C15 C14 SING Y N 5 5CY C13 O1 SING N N 6 5CY C16 C17 SING Y N 7 5CY N1 C14 SING N N 8 5CY N1 C10 SING N N 9 5CY C14 C19 DOUB Y N 10 5CY C17 C18 DOUB Y N 11 5CY C9 C10 DOUB N E 12 5CY C9 C8 SING N N 13 5CY C10 C20 SING N N 14 5CY C19 C18 SING Y N 15 5CY C19 C20 SING N N 16 5CY C7 C8 DOUB N E 17 5CY C7 C6 SING N N 18 5CY C21 C20 SING N N 19 5CY C23 C24 SING N N 20 5CY C23 N2 SING N N 21 5CY C20 C22 SING N N 22 5CY C24 C25 SING N N 23 5CY O2 C25 SING N N 24 5CY C5 C6 DOUB N E 25 5CY C5 C4 SING N N 26 5CY N2 C4 DOUB N N 27 5CY N2 C26 SING N N 28 5CY C4 C2 SING N N 29 5CY C26 C27 DOUB Y N 30 5CY C26 C31 SING Y N 31 5CY C27 C28 SING Y N 32 5CY C1 C2 SING N N 33 5CY C2 C31 SING N N 34 5CY C2 C3 SING N N 35 5CY C31 C30 DOUB Y N 36 5CY C28 C29 DOUB Y N 37 5CY C30 C29 SING Y N 38 5CY C1 H1 SING N N 39 5CY C1 H2 SING N N 40 5CY C1 H3 SING N N 41 5CY O1 H4 SING N N 42 5CY C11 H5 SING N N 43 5CY C11 H6 SING N N 44 5CY C12 H7 SING N N 45 5CY C12 H8 SING N N 46 5CY C13 H9 SING N N 47 5CY C13 H10 SING N N 48 5CY C15 H11 SING N N 49 5CY C16 H12 SING N N 50 5CY C17 H13 SING N N 51 5CY C18 H14 SING N N 52 5CY O2 H15 SING N N 53 5CY C21 H16 SING N N 54 5CY C21 H17 SING N N 55 5CY C21 H18 SING N N 56 5CY C22 H19 SING N N 57 5CY C22 H20 SING N N 58 5CY C22 H21 SING N N 59 5CY C23 H22 SING N N 60 5CY C23 H23 SING N N 61 5CY C24 H24 SING N N 62 5CY C24 H25 SING N N 63 5CY C25 H26 SING N N 64 5CY C25 H27 SING N N 65 5CY C27 H28 SING N N 66 5CY C28 H29 SING N N 67 5CY C29 H30 SING N N 68 5CY C3 H31 SING N N 69 5CY C3 H32 SING N N 70 5CY C3 H33 SING N N 71 5CY C30 H34 SING N N 72 5CY C5 H36 SING N N 73 5CY C6 H37 SING N N 74 5CY C7 H38 SING N N 75 5CY C8 H39 SING N N 76 5CY C9 H40 SING N N 77 # # 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 5CY SMILES ACDLabs 12.01 "OCCC[N+]=2c1ccccc1C(C=2\C=C\C=C\C=C4\N(c3ccccc3C4(C)C)CCCO)(C)C" 5CY InChI InChI 1.03 "InChI=1S/C31H39N2O2/c1-30(2)24-14-8-10-16-26(24)32(20-12-22-34)28(30)18-6-5-7-19-29-31(3,4)25-15-9-11-17-27(25)33(29)21-13-23-35/h5-11,14-19,34-35H,12-13,20-23H2,1-4H3/q+1" 5CY InChIKey InChI 1.03 VFBDPICHYNKCQJ-UHFFFAOYSA-N 5CY SMILES_CANONICAL CACTVS 3.370 "CC1(C)C(=C/C=C/C=C/C2=[N+](CCCO)c3ccccc3C2(C)C)\N(CCCO)c4ccccc14" 5CY SMILES CACTVS 3.370 "CC1(C)C(=CC=CC=CC2=[N+](CCCO)c3ccccc3C2(C)C)N(CCCO)c4ccccc14" 5CY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1(c2ccccc2[N+](=C1/C=C/C=C/C=C/3\C(c4ccccc4N3CCCO)(C)C)CCCO)C" 5CY SMILES "OpenEye OEToolkits" 1.7.6 "CC1(c2ccccc2[N+](=C1C=CC=CC=C3C(c4ccccc4N3CCCO)(C)C)CCCO)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 5CY "SYSTEMATIC NAME" ACDLabs 12.01 "1-(3-hydroxypropyl)-2-{(1E,3E,5E)-5-[1-(3-hydroxypropyl)-3,3-dimethyl-1,3-dihydro-2H-indol-2-ylidene]penta-1,3-dien-1-yl}-3,3-dimethyl-3H-indolium" 5CY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(2E)-2-[(2E,4E)-5-[3,3-dimethyl-1-(3-oxidanylpropyl)indol-1-ium-2-yl]penta-2,4-dienylidene]-3,3-dimethyl-indol-1-yl]propan-1-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5CY "Create component" 2008-01-17 RCSB 5CY "Modify aromatic_flag" 2011-06-04 RCSB 5CY "Modify descriptor" 2011-06-04 RCSB 5CY "Modify model coordinates code" 2013-04-17 RCSB 5CY "Other modification" 2013-04-19 RCSB 5CY "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5CY _pdbx_chem_comp_synonyms.name "N,N'-(dipropyl)-tetramethylindodicarbocyanine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##