data_RCG # _chem_comp.id RCG _chem_comp.name "(1R,2R,3S,3aR,8bS)-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-1,8b-bis(oxidanyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H31 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Rocaglamide; Rocaglamide A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-24 _chem_comp.pdbx_modified_date 2021-03-13 _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 505.559 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RCG _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 5Y71 _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 RCG C1 C1 C 0 1 N N N 37.234 5.768 43.497 -1.507 -4.529 -1.223 C1 RCG 1 RCG C10 C2 C 0 1 Y N N 43.780 8.167 40.835 -2.877 1.206 -0.975 C10 RCG 2 RCG C11 C3 C 0 1 Y N N 44.558 9.305 40.915 -3.837 1.929 -0.281 C11 RCG 3 RCG C12 C4 C 0 1 Y N N 45.340 9.537 42.050 -3.722 2.080 1.093 C12 RCG 4 RCG C13 C5 C 0 1 Y N N 45.374 8.649 43.120 -2.658 1.511 1.772 C13 RCG 5 RCG C14 C6 C 0 1 Y N N 44.566 7.526 42.989 -1.694 0.782 1.081 C14 RCG 6 RCG C15 C7 C 0 1 N N N 46.856 11.114 43.033 -5.730 3.351 1.015 C15 RCG 7 RCG C16 C8 C 0 1 N N N 42.956 8.797 38.694 -4.111 1.656 -2.956 C16 RCG 8 RCG C17 C9 C 0 1 Y N N 43.978 4.175 43.835 1.330 1.037 0.321 C17 RCG 9 RCG C18 C10 C 0 1 Y N N 43.443 3.062 43.216 1.110 2.055 -0.589 C18 RCG 10 RCG C19 C11 C 0 1 Y N N 43.929 1.791 43.466 2.027 3.080 -0.714 C19 RCG 11 RCG C2 C12 C 0 1 N N N 38.708 4.119 42.376 -1.687 -5.559 1.089 C2 RCG 12 RCG C20 C13 C 0 1 Y N N 44.969 1.618 44.366 3.169 3.089 0.074 C20 RCG 13 RCG C21 C14 C 0 1 Y N N 45.512 2.725 45.000 3.386 2.066 0.987 C21 RCG 14 RCG C22 C15 C 0 1 Y N N 45.008 3.985 44.732 2.467 1.043 1.108 C22 RCG 15 RCG C23 C16 C 0 1 N N N 44.961 -0.723 43.863 5.225 4.040 0.796 C23 RCG 16 RCG C24 C17 C 0 1 Y N N 42.093 5.304 45.774 2.392 -1.409 0.043 C24 RCG 17 RCG C25 C18 C 0 1 Y N N 41.327 4.179 46.053 3.471 -1.687 0.860 C25 RCG 18 RCG C26 C19 C 0 1 Y N N 41.282 3.645 47.331 4.754 -1.654 0.346 C26 RCG 19 RCG C27 C20 C 0 1 Y N N 42.017 4.216 48.345 4.957 -1.345 -0.986 C27 RCG 20 RCG C28 C21 C 0 1 Y N N 42.797 5.317 48.086 3.878 -1.067 -1.804 C28 RCG 21 RCG C29 C22 C 0 1 Y N N 42.842 5.854 46.808 2.595 -1.099 -1.289 C29 RCG 22 RCG C3 C23 C 0 1 N N N 39.644 5.927 43.812 -0.396 -3.529 0.701 C3 RCG 23 RCG C4 C24 C 0 1 N N R 41.030 5.467 43.409 0.132 -2.451 -0.209 C4 RCG 24 RCG C5 C25 C 0 1 N N S 42.155 5.883 44.380 0.993 -1.451 0.601 C5 RCG 25 RCG C6 C26 C 0 1 N N R 43.447 5.576 43.562 0.325 -0.078 0.460 C6 RCG 26 RCG C7 C27 C 0 1 N N S 43.055 5.937 42.080 -0.627 -0.179 -0.765 C7 RCG 27 RCG C8 C28 C 0 1 N N R 41.509 6.049 42.055 -1.038 -1.662 -0.816 C8 RCG 28 RCG C9 C29 C 0 1 Y N N 43.774 7.254 41.891 -1.814 0.641 -0.295 C9 RCG 29 RCG N1 N1 N 0 1 N N N 38.597 5.294 43.243 -1.174 -4.511 0.204 N1 RCG 30 RCG O1 O1 O 0 1 N N N 39.483 6.851 44.609 -0.121 -3.514 1.882 O1 RCG 31 RCG O2 O2 O 0 1 N N N 41.098 7.408 41.957 -2.223 -1.870 -0.045 O2 RCG 32 RCG O3 O3 O 0 1 N N N 44.495 6.550 43.950 -0.587 0.139 1.547 O3 RCG 33 RCG O4 O4 O 0 1 N N N 46.037 10.713 41.944 -4.658 2.790 1.776 O4 RCG 34 RCG O5 O5 O 0 1 N N N 42.984 7.860 39.770 -2.984 1.049 -2.320 O5 RCG 35 RCG O6 O6 O 0 1 N N N 43.462 4.980 41.122 -0.043 0.287 -1.983 O6 RCG 36 RCG O7 O7 O 0 1 N N N 45.468 0.368 44.626 4.073 4.096 -0.048 O7 RCG 37 RCG H1 H1 H 0 1 N N N 37.268 6.649 44.155 -2.425 -3.966 -1.389 H1 RCG 38 RCG H2 H2 H 0 1 N N N 36.757 6.041 42.544 -0.695 -4.076 -1.791 H2 RCG 39 RCG H3 H3 H 0 1 N N N 36.653 4.970 43.982 -1.648 -5.559 -1.550 H3 RCG 40 RCG H4 H4 H 0 1 N N N 44.562 10.015 40.101 -4.669 2.372 -0.808 H4 RCG 41 RCG H5 H5 H 0 1 N N N 45.986 8.821 43.993 -2.576 1.633 2.842 H5 RCG 42 RCG H6 H6 H 0 1 N N N 47.343 12.070 42.793 -6.277 2.552 0.514 H6 RCG 43 RCG H7 H7 H 0 1 N N N 46.236 11.234 43.933 -6.404 3.890 1.681 H7 RCG 44 RCG H8 H8 H 0 1 N N N 47.623 10.347 43.216 -5.327 4.038 0.271 H8 RCG 45 RCG H9 H9 H 0 1 N N N 42.281 8.431 37.906 -4.088 2.732 -2.788 H9 RCG 46 RCG H10 H10 H 0 1 N N N 42.596 9.769 39.063 -4.076 1.455 -4.027 H10 RCG 47 RCG H11 H11 H 0 1 N N N 43.970 8.914 38.283 -5.030 1.243 -2.539 H11 RCG 48 RCG H12 H12 H 0 1 N N N 42.626 3.187 42.521 0.221 2.048 -1.202 H12 RCG 49 RCG H13 H13 H 0 1 N N N 43.500 0.937 42.962 1.856 3.875 -1.425 H13 RCG 50 RCG H14 H14 H 0 1 N N N 39.768 3.852 42.254 -2.292 -6.258 0.512 H14 RCG 51 RCG H15 H15 H 0 1 N N N 38.167 3.276 42.830 -0.852 -6.091 1.545 H15 RCG 52 RCG H16 H16 H 0 1 N N N 38.272 4.347 41.392 -2.300 -5.108 1.870 H16 RCG 53 RCG H17 H17 H 0 1 N N N 46.325 2.604 45.700 4.274 2.071 1.602 H17 RCG 54 RCG H18 H18 H 0 1 N N N 45.431 4.840 45.237 2.636 0.247 1.818 H18 RCG 55 RCG H19 H19 H 0 1 N N N 45.452 -1.654 44.182 4.911 4.052 1.840 H19 RCG 56 RCG H20 H20 H 0 1 N N N 43.876 -0.808 44.021 5.779 3.123 0.594 H20 RCG 57 RCG H21 H21 H 0 1 N N N 45.163 -0.549 42.796 5.863 4.901 0.598 H21 RCG 58 RCG H22 H22 H 0 1 N N N 40.758 3.714 45.262 3.313 -1.929 1.901 H22 RCG 59 RCG H23 H23 H 0 1 N N N 40.669 2.779 47.532 5.598 -1.870 0.985 H23 RCG 60 RCG H24 H24 H 0 1 N N N 41.981 3.800 49.341 5.960 -1.319 -1.388 H24 RCG 61 RCG H25 H25 H 0 1 N N N 43.376 5.765 48.879 4.036 -0.825 -2.844 H25 RCG 62 RCG H26 H26 H 0 1 N N N 43.468 6.712 46.613 1.752 -0.882 -1.928 H26 RCG 63 RCG H27 H27 H 0 1 N N N 41.028 4.370 43.331 0.730 -2.897 -1.004 H27 RCG 64 RCG H28 H28 H 0 1 N N N 42.099 6.977 44.480 1.022 -1.751 1.649 H28 RCG 65 RCG H29 H29 H 0 1 N N N 41.107 5.445 41.228 -1.203 -1.970 -1.848 H29 RCG 66 RCG H30 H30 H 0 1 N N N 40.149 7.452 41.943 -2.532 -2.786 -0.038 H30 RCG 67 RCG H31 H31 H 0 1 N N N 42.993 4.167 41.268 -0.630 0.227 -2.749 H31 RCG 68 # # 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 RCG C16 O5 SING N N 1 RCG O5 C10 SING N N 2 RCG C10 C11 DOUB Y N 3 RCG C10 C9 SING Y N 4 RCG C11 C12 SING Y N 5 RCG O6 C7 SING N N 6 RCG C9 C7 SING N N 7 RCG C9 C14 DOUB Y N 8 RCG O4 C12 SING N N 9 RCG O4 C15 SING N N 10 RCG O2 C8 SING N N 11 RCG C12 C13 DOUB Y N 12 RCG C8 C7 SING N N 13 RCG C8 C4 SING N N 14 RCG C7 C6 SING N N 15 RCG C2 N1 SING N N 16 RCG C14 C13 SING Y N 17 RCG C14 O3 SING N N 18 RCG C18 C19 DOUB Y N 19 RCG C18 C17 SING Y N 20 RCG N1 C1 SING N N 21 RCG N1 C3 SING N N 22 RCG C4 C3 SING N N 23 RCG C4 C5 SING N N 24 RCG C19 C20 SING Y N 25 RCG C6 C17 SING N N 26 RCG C6 O3 SING N N 27 RCG C6 C5 SING N N 28 RCG C3 O1 DOUB N N 29 RCG C17 C22 DOUB Y N 30 RCG C23 O7 SING N N 31 RCG C20 O7 SING N N 32 RCG C20 C21 DOUB Y N 33 RCG C5 C24 SING N N 34 RCG C22 C21 SING Y N 35 RCG C24 C25 DOUB Y N 36 RCG C24 C29 SING Y N 37 RCG C25 C26 SING Y N 38 RCG C29 C28 DOUB Y N 39 RCG C26 C27 DOUB Y N 40 RCG C28 C27 SING Y N 41 RCG C1 H1 SING N N 42 RCG C1 H2 SING N N 43 RCG C1 H3 SING N N 44 RCG C11 H4 SING N N 45 RCG C13 H5 SING N N 46 RCG C15 H6 SING N N 47 RCG C15 H7 SING N N 48 RCG C15 H8 SING N N 49 RCG C16 H9 SING N N 50 RCG C16 H10 SING N N 51 RCG C16 H11 SING N N 52 RCG C18 H12 SING N N 53 RCG C19 H13 SING N N 54 RCG C2 H14 SING N N 55 RCG C2 H15 SING N N 56 RCG C2 H16 SING N N 57 RCG C21 H17 SING N N 58 RCG C22 H18 SING N N 59 RCG C23 H19 SING N N 60 RCG C23 H20 SING N N 61 RCG C23 H21 SING N N 62 RCG C25 H22 SING N N 63 RCG C26 H23 SING N N 64 RCG C27 H24 SING N N 65 RCG C28 H25 SING N N 66 RCG C29 H26 SING N N 67 RCG C4 H27 SING N N 68 RCG C5 H28 SING N N 69 RCG C8 H29 SING N N 70 RCG O2 H30 SING N N 71 RCG O6 H31 SING N N 72 # # 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 RCG InChI InChI 1.03 "InChI=1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1" RCG InChIKey InChI 1.03 DAPAQENNNINUPW-IDAMAFBJSA-N RCG SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[C@@]23Oc4cc(OC)cc(OC)c4[C@]2(O)[C@H](O)[C@@H]([C@H]3c5ccccc5)C(=O)N(C)C" RCG SMILES CACTVS 3.385 "COc1ccc(cc1)[C]23Oc4cc(OC)cc(OC)c4[C]2(O)[CH](O)[CH]([CH]3c5ccccc5)C(=O)N(C)C" RCG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(C)C(=O)[C@@H]1[C@H]([C@]2([C@@]([C@@H]1O)(c3c(cc(cc3OC)OC)O2)O)c4ccc(cc4)OC)c5ccccc5" RCG SMILES "OpenEye OEToolkits" 2.0.6 "CN(C)C(=O)C1C(C2(C(C1O)(c3c(cc(cc3OC)OC)O2)O)c4ccc(cc4)OC)c5ccccc5" # _pdbx_chem_comp_identifier.comp_id RCG _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(1~{R},2~{R},3~{S},3~{a}~{R},8~{b}~{S})-6,8-dimethoxy-3~{a}-(4-methoxyphenyl)-~{N},~{N}-dimethyl-1,8~{b}-bis(oxidanyl)-3-phenyl-2,3-dihydro-1~{H}-cyclopenta[b][1]benzofuran-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RCG "Create component" 2017-08-24 PDBJ RCG "Initial release" 2019-01-16 RCSB RCG "Modify synonyms" 2021-03-13 RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 RCG Rocaglamide PDB ? 2 RCG "Rocaglamide A" PDB ? ##