data_5C5 # _chem_comp.id 5C5 _chem_comp.name "(2R)-2-azanyl-3-[[2-(4-methoxyphenyl)-2-tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaenyl]sulfanyl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-19 _chem_comp.pdbx_modified_date 2018-10-05 _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 419.536 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5C5 _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 5ZO7 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 5C5 O2 O1 O 0 1 N N N 28.224 -5.798 -10.973 -5.548 0.858 -0.934 O2 5C5 1 5C5 C C1 C 0 1 N N N 27.646 -5.815 -9.886 -4.834 -0.025 -1.348 C 5C5 2 5C5 O O2 O 0 1 N N N 28.229 -5.269 -8.830 -5.281 -1.290 -1.379 O 5C5 3 5C5 C1 C2 C 0 1 N N R 26.296 -6.441 -9.755 -3.444 0.296 -1.834 C1 5C5 4 5C5 N N1 N 0 1 N N N 25.851 -6.438 -8.362 -3.356 1.726 -2.158 N 5C5 5 5C5 C2 C3 C 0 1 N N N 25.359 -5.611 -10.589 -2.430 -0.043 -0.740 C2 5C5 6 5C5 S S1 S 0 1 N N N 23.981 -6.584 -11.054 -0.757 0.342 -1.326 S 5C5 7 5C5 C3 C4 C 0 1 N N R 22.900 -5.702 -12.223 0.275 -0.013 0.123 C3 5C5 8 5C5 C18 C5 C 0 1 Y N N 22.824 -4.350 -11.577 1.696 0.166 -0.344 C18 5C5 9 5C5 C24 C6 C 0 1 Y N N 23.679 -3.322 -11.940 1.956 0.858 -1.512 C24 5C5 10 5C5 C23 C7 C 0 1 Y N N 23.630 -2.119 -11.261 3.259 1.023 -1.943 C23 5C5 11 5C5 C21 C8 C 0 1 Y N N 22.769 -1.933 -10.187 4.306 0.495 -1.202 C21 5C5 12 5C5 O1 O3 O 0 1 N N N 22.707 -0.754 -9.518 5.587 0.656 -1.624 O1 5C5 13 5C5 C22 C9 C 0 1 N N N 23.828 0.105 -9.360 6.614 0.085 -0.811 C22 5C5 14 5C5 C20 C10 C 0 1 Y N N 21.921 -2.954 -9.795 4.042 -0.199 -0.030 C20 5C5 15 5C5 C19 C11 C 0 1 Y N N 21.955 -4.169 -10.484 2.738 -0.358 0.399 C19 5C5 16 5C5 C17 C12 C 0 1 Y N N 23.478 -5.808 -13.601 0.018 1.073 1.091 C17 5C5 17 5C5 C16 C13 C 0 1 Y N N 24.544 -6.690 -13.819 0.127 2.352 0.503 C16 5C5 18 5C5 C15 C14 C 0 1 Y N N 25.082 -6.870 -15.080 -0.152 3.496 1.207 C15 5C5 19 5C5 C14 C15 C 0 1 Y N N 24.571 -6.181 -16.171 -0.551 3.383 2.527 C14 5C5 20 5C5 C13 C16 C 0 1 Y N N 23.498 -5.302 -16.021 -0.616 2.139 3.098 C13 5C5 21 5C5 C12 C17 C 0 1 Y N N 22.911 -5.094 -14.783 -0.310 0.964 2.375 C12 5C5 22 5C5 C11 C18 C 0 1 N N N 21.799 -4.081 -14.752 -0.370 -0.231 3.303 C11 5C5 23 5C5 C10 C19 C 0 1 N N N 20.579 -4.348 -13.883 -1.040 -1.441 2.732 C10 5C5 24 5C5 C9 C20 C 0 1 Y N N 20.470 -5.706 -13.258 -0.369 -2.021 1.506 C9 5C5 25 5C5 C4 C21 C 0 1 Y N N 21.552 -6.340 -12.431 0.110 -1.455 0.404 C4 5C5 26 5C5 C8 C22 C 0 1 Y N N 19.256 -6.349 -13.439 -0.286 -3.428 1.634 C8 5C5 27 5C5 C7 C23 C 0 1 Y N N 19.045 -7.587 -12.875 0.215 -4.220 0.634 C7 5C5 28 5C5 C6 C24 C 0 1 Y N N 20.039 -8.204 -12.124 0.638 -3.630 -0.543 C6 5C5 29 5C5 C5 C25 C 0 1 Y N N 21.283 -7.605 -11.908 0.581 -2.263 -0.653 C5 5C5 30 5C5 H1 H1 H 0 1 N N N 29.074 -4.915 -9.082 -6.181 -1.446 -1.061 H1 5C5 31 5C5 H2 H2 H 0 1 N N N 26.324 -7.470 -10.143 -3.227 -0.292 -2.726 H2 5C5 32 5C5 H3 H3 H 0 1 N N N 26.476 -6.991 -7.811 -3.554 2.293 -1.346 H3 5C5 33 5C5 H4 H4 H 0 1 N N N 25.843 -5.500 -8.017 -2.454 1.954 -2.547 H4 5C5 34 5C5 H6 H6 H 0 1 N N N 25.882 -5.261 -11.491 -2.647 0.544 0.152 H6 5C5 35 5C5 H7 H7 H 0 1 N N N 25.016 -4.745 -10.004 -2.495 -1.105 -0.500 H7 5C5 36 5C5 H8 H8 H 0 1 N N N 24.380 -3.460 -12.750 1.141 1.270 -2.089 H8 5C5 37 5C5 H9 H9 H 0 1 N N N 24.273 -1.309 -11.571 3.461 1.564 -2.856 H9 5C5 38 5C5 H10 H10 H 0 1 N N N 23.531 0.994 -8.785 6.576 0.525 0.186 H10 5C5 39 5C5 H11 H11 H 0 1 N N N 24.626 -0.429 -8.823 6.464 -0.992 -0.739 H11 5C5 40 5C5 H12 H12 H 0 1 N N N 24.195 0.414 -10.350 7.587 0.286 -1.260 H12 5C5 41 5C5 H13 H13 H 0 1 N N N 21.242 -2.813 -8.967 4.855 -0.612 0.548 H13 5C5 42 5C5 H14 H14 H 0 1 N N N 21.308 -4.977 -10.175 2.532 -0.895 1.313 H14 5C5 43 5C5 H15 H15 H 0 1 N N N 24.954 -7.241 -12.985 0.439 2.431 -0.528 H15 5C5 44 5C5 H16 H16 H 0 1 N N N 25.907 -7.553 -15.217 -0.061 4.465 0.740 H16 5C5 45 5C5 H17 H17 H 0 1 N N N 25.009 -6.327 -17.147 -0.807 4.263 3.099 H17 5C5 46 5C5 H18 H18 H 0 1 N N N 23.119 -4.775 -16.884 -0.909 2.055 4.134 H18 5C5 47 5C5 H19 H19 H 0 1 N N N 22.237 -3.132 -14.409 0.649 -0.501 3.581 H19 5C5 48 5C5 H20 H20 H 0 1 N N N 20.584 -3.608 -13.069 -1.076 -2.211 3.502 H20 5C5 49 5C5 H21 H21 H 0 1 N N N 18.477 -5.880 -14.021 -0.627 -3.891 2.548 H21 5C5 50 5C5 H22 H22 H 0 1 N N N 18.097 -8.084 -13.018 0.278 -5.290 0.764 H22 5C5 51 5C5 H23 H23 H 0 1 N N N 19.844 -9.176 -11.695 1.008 -4.233 -1.359 H23 5C5 52 5C5 H24 H24 H 0 1 N N N 22.038 -8.123 -11.335 0.903 -1.794 -1.571 H24 5C5 53 5C5 H5 H5 H 0 1 N N N 21.439 -3.966 -15.785 -0.902 0.063 4.208 H5 5C5 54 5C5 H25 H25 H 0 1 N N N 19.687 -4.199 -14.509 -2.065 -1.175 2.470 H25 5C5 55 # 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 5C5 C14 C13 DOUB Y N 1 5C5 C14 C15 SING Y N 2 5C5 C13 C12 SING Y N 3 5C5 C15 C16 DOUB Y N 4 5C5 C12 C11 SING N N 5 5C5 C12 C17 DOUB Y N 6 5C5 C11 C10 SING N N 7 5C5 C10 C9 SING N N 8 5C5 C16 C17 SING Y N 9 5C5 C17 C3 SING N N 10 5C5 C8 C9 DOUB Y N 11 5C5 C8 C7 SING Y N 12 5C5 C9 C4 SING Y N 13 5C5 C7 C6 DOUB Y N 14 5C5 C4 C3 SING N N 15 5C5 C4 C5 DOUB Y N 16 5C5 C3 C18 SING N N 17 5C5 C3 S SING N N 18 5C5 C6 C5 SING Y N 19 5C5 C24 C18 DOUB Y N 20 5C5 C24 C23 SING Y N 21 5C5 C18 C19 SING Y N 22 5C5 C23 C21 DOUB Y N 23 5C5 S C2 SING N N 24 5C5 O2 C DOUB N N 25 5C5 C2 C1 SING N N 26 5C5 C19 C20 DOUB Y N 27 5C5 C21 C20 SING Y N 28 5C5 C21 O1 SING N N 29 5C5 C C1 SING N N 30 5C5 C O SING N N 31 5C5 C1 N SING N N 32 5C5 O1 C22 SING N N 33 5C5 O H1 SING N N 34 5C5 C1 H2 SING N N 35 5C5 N H3 SING N N 36 5C5 N H4 SING N N 37 5C5 C2 H6 SING N N 38 5C5 C2 H7 SING N N 39 5C5 C24 H8 SING N N 40 5C5 C23 H9 SING N N 41 5C5 C22 H10 SING N N 42 5C5 C22 H11 SING N N 43 5C5 C22 H12 SING N N 44 5C5 C20 H13 SING N N 45 5C5 C19 H14 SING N N 46 5C5 C16 H15 SING N N 47 5C5 C15 H16 SING N N 48 5C5 C14 H17 SING N N 49 5C5 C13 H18 SING N N 50 5C5 C11 H19 SING N N 51 5C5 C10 H20 SING N N 52 5C5 C8 H21 SING N N 53 5C5 C7 H22 SING N N 54 5C5 C6 H23 SING N N 55 5C5 C5 H24 SING N N 56 5C5 C11 H5 SING N N 57 5C5 C10 H25 SING N N 58 # 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 5C5 InChI InChI 1.03 "InChI=1S/C25H25NO3S/c1-29-20-14-12-19(13-15-20)25(30-16-23(26)24(27)28)21-8-4-2-6-17(21)10-11-18-7-3-5-9-22(18)25/h2-9,12-15,23H,10-11,16,26H2,1H3,(H,27,28)/t23-/m0/s1" 5C5 InChIKey InChI 1.03 FFZDQAVDHIXOIW-QHCPKHFHSA-N 5C5 SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[C@]2(SC[C@H](N)C(O)=O)c3ccccc3CCc4ccccc24" 5C5 SMILES CACTVS 3.385 "COc1ccc(cc1)[C]2(SC[CH](N)C(O)=O)c3ccccc3CCc4ccccc24" 5C5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1)C2(c3ccccc3CCc4c2cccc4)SC[C@@H](C(=O)O)N" 5C5 SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc(cc1)C2(c3ccccc3CCc4c2cccc4)SCC(C(=O)O)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 5C5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-azanyl-3-[[2-(4-methoxyphenyl)-2-tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaenyl]sulfanyl]propanoic 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 5C5 "Create component" 2018-04-19 PDBJ 5C5 "Initial release" 2018-10-10 RCSB #