data_50B # _chem_comp.id 50B _chem_comp.name "13-diphenylalkyl Berberine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H34 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-07-03 _chem_comp.pdbx_modified_date 2016-07-15 _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 544.659 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 50B _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 5CDB _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 50B O2 O1 O 0 1 N N N -3.144 -14.994 6.376 -2.349 -5.312 0.806 O2 50B 1 50B C2 C1 C 0 1 Y N N -1.901 -15.570 6.232 -1.313 -4.517 0.475 C2 50B 2 50B C3 C2 C 0 1 Y N N -1.966 -16.922 6.589 -1.108 -3.622 1.540 C3 50B 3 50B O3 O2 O 0 1 N N N 6.461 -19.164 5.978 6.009 0.774 -0.777 O3 50B 4 50B C4 C3 C 0 1 Y N N -0.690 -15.032 5.820 -0.505 -4.480 -0.651 C4 50B 5 50B O4 O3 O 0 1 N N N 6.650 -21.940 5.620 5.936 3.139 0.602 O4 50B 6 50B C5 C4 C 0 1 Y N N 0.434 -15.837 5.766 0.470 -3.499 -0.701 C5 50B 7 50B C6 C5 C 0 1 Y N N 0.387 -17.179 6.095 0.643 -2.561 0.319 C6 50B 8 50B C1 C6 C 0 1 N N N -3.963 -15.988 6.999 -2.517 -5.229 2.229 C1 50B 9 50B O1 O4 O 0 1 N N N -3.257 -17.230 6.967 -2.017 -3.911 2.494 O1 50B 10 50B C19 C7 C 0 1 N N N 7.042 -18.593 4.797 6.030 1.196 -2.143 C19 50B 11 50B C18 C8 C 0 1 Y N N 5.316 -19.931 5.817 4.911 1.102 -0.048 C18 50B 12 50B C13 C9 C 0 1 Y N N 4.070 -19.298 5.881 3.805 0.236 0.007 C13 50B 13 50B C12 C10 C 0 1 Y N N 2.901 -20.046 5.804 2.653 0.614 0.749 C12 50B 14 50B C15 C11 C 0 1 Y N N 2.996 -21.426 5.656 2.664 1.814 1.471 C15 50B 15 50B C16 C12 C 0 1 Y N N 4.229 -22.060 5.596 3.753 2.635 1.411 C16 50B 16 50B C17 C13 C 0 1 Y N N 5.401 -21.323 5.680 4.871 2.294 0.651 C17 50B 17 50B C20 C14 C 0 1 N N N 6.878 -23.308 6.000 5.837 4.352 1.352 C20 50B 18 50B C11 C15 C 0 1 Y N N 1.666 -19.384 5.868 1.543 -0.254 0.732 C11 50B 19 50B C10 C16 C 0 1 Y N N 1.642 -17.985 6.015 1.660 -1.492 0.141 C10 50B 20 50B N1 N1 N 1 1 Y N N 2.796 -17.302 6.089 2.753 -1.791 -0.586 N1 50B 21 50B C14 C17 C 0 1 Y N N 3.986 -17.909 6.033 3.794 -0.996 -0.659 C14 50B 22 50B C7 C18 C 0 1 Y N N -0.819 -17.716 6.528 -0.123 -2.650 1.487 C7 50B 23 50B C8 C19 C 0 1 N N N 1.731 -15.241 5.336 1.418 -3.459 -1.878 C8 50B 24 50B C9 C20 C 0 1 N N N 2.785 -15.847 6.248 2.796 -3.045 -1.354 C9 50B 25 50B C21 C21 C 0 1 N N N 0.381 -20.177 5.754 0.230 0.245 1.286 C21 50B 26 50B C22 C22 C 0 1 N N N 0.103 -21.137 6.914 -0.515 1.030 0.204 C22 50B 27 50B C23 C23 C 0 1 N N N -1.401 -21.366 7.036 -1.845 1.536 0.765 C23 50B 28 50B C24 C24 C 0 1 N N N -2.069 -21.935 5.776 -2.590 2.320 -0.317 C24 50B 29 50B C25 C25 C 0 1 Y N N -3.538 -21.603 5.793 -2.960 1.393 -1.446 C25 50B 30 50B C26 C26 C 0 1 Y N N -3.933 -20.262 5.786 -2.619 1.716 -2.746 C26 50B 31 50B C27 C27 C 0 1 Y N N -5.281 -19.903 5.807 -2.958 0.865 -3.781 C27 50B 32 50B C28 C28 C 0 1 Y N N -6.279 -20.883 5.833 -3.638 -0.309 -3.516 C28 50B 33 50B C29 C29 C 0 1 Y N N -5.902 -22.230 5.842 -3.977 -0.633 -2.216 C29 50B 34 50B C30 C30 C 0 1 Y N N -4.544 -22.581 5.815 -3.634 0.216 -1.180 C30 50B 35 50B C31 C31 C 0 1 Y N N -1.725 -23.387 5.684 -3.841 2.922 0.269 C31 50B 36 50B C32 C32 C 0 1 Y N N -2.311 -24.346 6.518 -4.097 4.271 0.114 C32 50B 37 50B C33 C33 C 0 1 Y N N -1.975 -25.687 6.404 -5.245 4.823 0.653 C33 50B 38 50B C34 C34 C 0 1 Y N N -1.029 -26.092 5.469 -6.136 4.025 1.346 C34 50B 39 50B C35 C35 C 0 1 Y N N -0.430 -25.142 4.646 -5.879 2.676 1.502 C35 50B 40 50B C36 C36 C 0 1 Y N N -0.774 -23.797 4.748 -4.735 2.123 0.958 C36 50B 41 50B H1 H1 H 0 1 N N N -0.625 -13.990 5.543 -0.637 -5.186 -1.459 H1 50B 42 50B H2 H2 H 0 1 N N N -4.168 -15.702 8.041 -3.569 -5.311 2.504 H2 50B 43 50B H3 H3 H 0 1 N N N 7.937 -18.015 5.071 5.963 2.283 -2.188 H3 50B 44 50B H4 H4 H 0 1 N N N 7.324 -19.397 4.101 6.960 0.870 -2.609 H4 50B 45 50B H5 H5 H 0 1 N N N 6.311 -17.929 4.313 5.185 0.756 -2.672 H5 50B 46 50B H6 H6 H 0 1 N N N 2.093 -22.015 5.587 1.828 2.108 2.088 H6 50B 47 50B H7 H7 H 0 1 N N N 4.276 -23.133 5.483 3.744 3.566 1.959 H7 50B 48 50B H8 H8 H 0 1 N N N 7.941 -23.555 5.862 5.698 4.116 2.407 H8 50B 49 50B H9 H9 H 0 1 N N N 6.604 -23.446 7.056 6.751 4.932 1.226 H9 50B 50 50B H10 H10 H 0 1 N N N 6.264 -23.970 5.372 4.986 4.932 0.994 H10 50B 51 50B H11 H11 H 0 1 N N N 4.890 -17.323 6.106 4.654 -1.296 -1.242 H11 50B 52 50B H12 H12 H 0 1 N N N -0.870 -18.755 6.819 0.063 -2.032 2.353 H12 50B 53 50B H13 H13 H 0 1 N N N 1.940 -15.495 4.286 1.480 -4.444 -2.332 H13 50B 54 50B H14 H14 H 0 1 N N N 1.707 -14.147 5.451 1.070 -2.728 -2.603 H14 50B 55 50B H15 H15 H 0 1 N N N 3.773 -15.443 5.984 3.467 -2.918 -2.200 H15 50B 56 50B H16 H16 H 0 1 N N N 2.553 -15.595 7.293 3.176 -3.838 -0.711 H16 50B 57 50B H17 H17 H 0 1 N N N -0.455 -19.464 5.694 -0.377 -0.603 1.602 H17 50B 58 50B H18 H18 H 0 1 N N N 0.426 -20.767 4.827 0.419 0.895 2.141 H18 50B 59 50B H19 H19 H 0 1 N N N 0.606 -22.097 6.724 0.092 1.878 -0.112 H19 50B 60 50B H20 H20 H 0 1 N N N 0.485 -20.702 7.849 -0.704 0.380 -0.651 H20 50B 61 50B H21 H21 H 0 1 N N N -1.876 -20.402 7.270 -2.452 0.687 1.081 H21 50B 62 50B H22 H22 H 0 1 N N N -1.574 -22.070 7.863 -1.656 2.185 1.620 H22 50B 63 50B H23 H23 H 0 1 N N N -1.621 -21.427 4.909 -1.947 3.116 -0.696 H23 50B 64 50B H24 H24 H 0 1 N N N -3.180 -19.488 5.764 -2.088 2.634 -2.953 H24 50B 65 50B H25 H25 H 0 1 N N N -5.557 -18.859 5.803 -2.693 1.118 -4.797 H25 50B 66 50B H26 H26 H 0 1 N N N -7.322 -20.604 5.846 -3.903 -0.974 -4.325 H26 50B 67 50B H27 H27 H 0 1 N N N -6.658 -23.001 5.870 -4.509 -1.550 -2.009 H27 50B 68 50B H28 H28 H 0 1 N N N -4.267 -23.625 5.811 -3.897 -0.039 -0.164 H28 50B 69 50B H29 H29 H 0 1 N N N -3.034 -24.038 7.259 -3.401 4.894 -0.427 H29 50B 70 50B H30 H30 H 0 1 N N N -2.449 -26.418 7.043 -5.445 5.877 0.532 H30 50B 71 50B H31 H31 H 0 1 N N N -0.761 -27.135 5.382 -7.032 4.456 1.767 H31 50B 72 50B H32 H32 H 0 1 N N N 0.309 -25.452 3.921 -6.577 2.052 2.039 H32 50B 73 50B H33 H33 H 0 1 N N N -0.305 -23.070 4.102 -4.534 1.069 1.079 H33 50B 74 50B H34 H34 H 0 1 N N N -4.912 -16.085 6.452 -1.921 -5.986 2.740 H34 50B 75 # 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 50B C35 C36 DOUB Y N 1 50B C35 C34 SING Y N 2 50B C36 C31 SING Y N 3 50B C19 O3 SING N N 4 50B C8 C5 SING N N 5 50B C8 C9 SING N N 6 50B C34 C33 DOUB Y N 7 50B C16 C15 SING Y N 8 50B C16 C17 DOUB Y N 9 50B O4 C17 SING N N 10 50B O4 C20 SING N N 11 50B C15 C12 DOUB Y N 12 50B C17 C18 SING Y N 13 50B C31 C24 SING N N 14 50B C31 C32 DOUB Y N 15 50B C21 C11 SING N N 16 50B C21 C22 SING N N 17 50B C5 C4 SING Y N 18 50B C5 C6 DOUB Y N 19 50B C24 C25 SING N N 20 50B C24 C23 SING N N 21 50B C26 C25 DOUB Y N 22 50B C26 C27 SING Y N 23 50B C25 C30 SING Y N 24 50B C12 C11 SING Y N 25 50B C12 C13 SING Y N 26 50B C27 C28 DOUB Y N 27 50B C30 C29 DOUB Y N 28 50B C18 C13 DOUB Y N 29 50B C18 O3 SING N N 30 50B C4 C2 DOUB Y N 31 50B C28 C29 SING Y N 32 50B C11 C10 DOUB Y N 33 50B C13 C14 SING Y N 34 50B C10 N1 SING Y N 35 50B C10 C6 SING N N 36 50B C14 N1 DOUB Y N 37 50B N1 C9 SING N N 38 50B C6 C7 SING Y N 39 50B C2 O2 SING N N 40 50B C2 C3 SING Y N 41 50B O2 C1 SING N N 42 50B C33 C32 SING Y N 43 50B C7 C3 DOUB Y N 44 50B C3 O1 SING N N 45 50B C22 C23 SING N N 46 50B O1 C1 SING N N 47 50B C4 H1 SING N N 48 50B C1 H2 SING N N 49 50B C19 H3 SING N N 50 50B C19 H4 SING N N 51 50B C19 H5 SING N N 52 50B C15 H6 SING N N 53 50B C16 H7 SING N N 54 50B C20 H8 SING N N 55 50B C20 H9 SING N N 56 50B C20 H10 SING N N 57 50B C14 H11 SING N N 58 50B C7 H12 SING N N 59 50B C8 H13 SING N N 60 50B C8 H14 SING N N 61 50B C9 H15 SING N N 62 50B C9 H16 SING N N 63 50B C21 H17 SING N N 64 50B C21 H18 SING N N 65 50B C22 H19 SING N N 66 50B C22 H20 SING N N 67 50B C23 H21 SING N N 68 50B C23 H22 SING N N 69 50B C24 H23 SING N N 70 50B C26 H24 SING N N 71 50B C27 H25 SING N N 72 50B C28 H26 SING N N 73 50B C29 H27 SING N N 74 50B C30 H28 SING N N 75 50B C32 H29 SING N N 76 50B C33 H30 SING N N 77 50B C34 H31 SING N N 78 50B C35 H32 SING N N 79 50B C36 H33 SING N N 80 50B C1 H34 SING N N 81 # 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 50B SMILES ACDLabs 12.01 "O1COc2c1cc5c(c2)c4c(c3c(c(OC)c(OC)cc3)c[n+]4CC5)CCCC(c6ccccc6)c7ccccc7" 50B InChI InChI 1.03 "InChI=1S/C36H34NO4/c1-38-32-17-16-28-29(15-9-14-27(24-10-5-3-6-11-24)25-12-7-4-8-13-25)35-30-21-34-33(40-23-41-34)20-26(30)18-19-37(35)22-31(28)36(32)39-2/h3-8,10-13,16-17,20-22,27H,9,14-15,18-19,23H2,1-2H3/q+1" 50B InChIKey InChI 1.03 GTWMZDSMZWCFBR-UHFFFAOYSA-N 50B SMILES_CANONICAL CACTVS 3.385 "COc1ccc2c(CCCC(c3ccccc3)c4ccccc4)c5c6cc7OCOc7cc6CC[n+]5cc2c1OC" 50B SMILES CACTVS 3.385 "COc1ccc2c(CCCC(c3ccccc3)c4ccccc4)c5c6cc7OCOc7cc6CC[n+]5cc2c1OC" 50B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COc1ccc2c(c1OC)c[n+]3c(c2CCCC(c4ccccc4)c5ccccc5)-c6cc7c(cc6CC3)OCO7" 50B SMILES "OpenEye OEToolkits" 1.9.2 "COc1ccc2c(c1OC)c[n+]3c(c2CCCC(c4ccccc4)c5ccccc5)-c6cc7c(cc6CC3)OCO7" # 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 50B "SYSTEMATIC NAME" ACDLabs 12.01 "13-(4,4-diphenylbutyl)-9,10-dimethoxy-5,6-dihydro[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 50B "Create component" 2015-07-03 RCSB 50B "Initial release" 2016-07-20 RCSB #