data_66R # _chem_comp.id 66R _chem_comp.name "trans-Ned 19" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H31 F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(1R,3S)-1-(3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxy lic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-05 _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 514.591 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 66R _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 5DQQ _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 66R C01 C1 C 0 1 Y N N -10.609 -19.643 -13.809 -5.862 -0.881 1.096 C01 66R 1 66R C02 C2 C 0 1 Y N N -9.338 -19.298 -14.275 -5.520 -0.889 -0.249 C02 66R 2 66R C03 C3 C 0 1 Y N N -8.301 -19.149 -13.326 -6.180 -1.744 -1.127 C03 66R 3 66R C04 C4 C 0 1 Y N N -8.556 -19.341 -11.965 -7.173 -2.582 -0.655 C04 66R 4 66R C05 C5 C 0 1 Y N N -9.828 -19.683 -11.525 -7.510 -2.570 0.686 C05 66R 5 66R C06 C6 C 0 1 Y N N -10.856 -19.834 -12.442 -6.856 -1.722 1.560 C06 66R 6 66R F07 F1 F 0 1 N N N -7.027 -18.815 -13.680 -5.851 -1.754 -2.437 F07 66R 7 66R N08 N1 N 0 1 N N N -9.147 -19.108 -15.769 -4.516 -0.039 -0.722 N08 66R 8 66R C09 C7 C 0 1 N N N -10.286 -18.801 -16.625 -4.858 1.369 -0.477 C09 66R 9 66R C10 C8 C 0 1 N N N -10.053 -19.122 -18.120 -3.775 2.267 -1.077 C10 66R 10 66R N11 N2 N 0 1 N N N -8.916 -18.546 -18.645 -2.476 1.932 -0.477 N11 66R 11 66R C12 C9 C 0 1 N N N -7.803 -18.791 -17.866 -2.133 0.525 -0.722 C12 66R 12 66R C13 C10 C 0 1 N N N -7.980 -18.459 -16.373 -3.217 -0.374 -0.121 C13 66R 13 66R C14 C11 C 0 1 N N N -8.680 -18.966 -19.855 -1.420 2.825 -0.973 C14 66R 14 66R C15 C12 C 0 1 Y N N -9.760 -18.466 -20.913 -0.166 2.619 -0.164 C15 66R 15 66R C16 C13 C 0 1 Y N N -10.787 -19.325 -21.345 -0.078 3.129 1.123 C16 66R 16 66R C17 C14 C 0 1 Y N N -11.728 -18.865 -22.286 1.077 2.938 1.866 C17 66R 17 66R C18 C15 C 0 1 Y N N -11.659 -17.550 -22.790 2.138 2.240 1.322 C18 66R 18 66R C19 C16 C 0 1 Y N N -10.644 -16.702 -22.356 2.049 1.732 0.039 C19 66R 19 66R C20 C17 C 0 1 Y N N -9.692 -17.162 -21.415 0.895 1.917 -0.701 C20 66R 20 66R C21 C18 C 0 1 N N R -10.513 -15.244 -22.874 3.208 0.971 -0.551 C21 66R 21 66R C22 C19 C 0 1 Y N N -11.828 -14.718 -23.467 3.207 -0.444 -0.024 C22 66R 22 66R C23 C20 C 0 1 Y N N -11.898 -14.060 -24.613 4.329 -1.078 0.388 C23 66R 23 66R C24 C21 C 0 1 N N N -10.658 -13.817 -25.428 5.698 -0.446 0.363 C24 66R 24 66R C25 C22 C 0 1 N N S -9.554 -14.876 -25.219 5.631 0.794 -0.539 C25 66R 25 66R N26 N3 N 0 1 N N N -9.335 -15.204 -23.765 4.472 1.617 -0.164 N26 66R 26 66R C27 C23 C 0 1 N N N -8.266 -14.343 -25.747 5.492 0.362 -1.976 C27 66R 27 66R O28 O1 O 0 1 N N N -8.251 -13.257 -26.379 4.671 0.890 -2.688 O28 66R 28 66R O29 O2 O 0 1 N N N -7.189 -14.967 -25.548 6.280 -0.608 -2.465 O29 66R 29 66R C30 C24 C 0 1 Y N N -13.324 -13.722 -24.791 3.937 -2.400 0.823 C30 66R 30 66R C31 C25 C 0 1 Y N N -13.975 -14.204 -23.716 2.533 -2.474 0.631 C31 66R 31 66R N32 N4 N 0 1 Y N N -13.076 -14.800 -22.909 2.128 -1.274 0.118 N32 66R 32 66R C33 C26 C 0 1 Y N N -15.398 -14.028 -23.597 1.832 -3.633 0.956 C33 66R 33 66R C34 C27 C 0 1 Y N N -16.097 -13.359 -24.596 2.568 -4.688 1.468 C34 66R 34 66R C35 C28 C 0 1 Y N N -15.426 -12.865 -25.698 3.938 -4.611 1.654 C35 66R 35 66R C36 C29 C 0 1 Y N N -14.047 -13.035 -25.815 4.655 -3.482 1.343 C36 66R 36 66R O37 O3 O 0 1 N N N -10.860 -20.645 -20.850 -1.123 3.816 1.656 O37 66R 37 66R C38 C30 C 0 1 N N N -12.120 -21.074 -20.375 -0.963 4.313 2.986 C38 66R 38 66R H1 H1 H 0 1 N N N -11.417 -19.765 -14.515 -5.349 -0.222 1.780 H1 66R 39 66R H2 H2 H 0 1 N N N -7.756 -19.222 -11.249 -7.686 -3.246 -1.335 H2 66R 40 66R H3 H3 H 0 1 N N N -10.015 -19.831 -10.472 -8.287 -3.226 1.052 H3 66R 41 66R H4 H4 H 0 1 N N N -11.847 -20.099 -12.104 -7.119 -1.720 2.607 H4 66R 42 66R H5 H5 H 0 1 N N N -10.509 -17.728 -16.532 -5.818 1.596 -0.942 H5 66R 43 66R H6 H6 H 0 1 N N N -11.149 -19.387 -16.276 -4.924 1.546 0.597 H6 66R 44 66R H7 H7 H 0 1 N N N -10.920 -18.759 -18.691 -3.728 2.110 -2.155 H7 66R 45 66R H8 H8 H 0 1 N N N -9.971 -20.213 -18.231 -4.012 3.311 -0.872 H8 66R 46 66R H10 H10 H 0 1 N N N -7.552 -19.858 -17.953 -2.068 0.348 -1.796 H10 66R 47 66R H11 H11 H 0 1 N N N -6.971 -18.186 -18.256 -1.174 0.298 -0.257 H11 66R 48 66R H12 H12 H 0 1 N N N -7.080 -18.787 -15.833 -3.263 -0.217 0.956 H12 66R 49 66R H13 H13 H 0 1 N N N -8.093 -17.370 -16.269 -2.979 -1.418 -0.327 H13 66R 50 66R H14 H14 H 0 1 N N N -8.679 -20.066 -19.850 -1.218 2.602 -2.021 H14 66R 51 66R H15 H15 H 0 1 N N N -7.690 -18.600 -20.166 -1.747 3.861 -0.880 H15 66R 52 66R H16 H16 H 0 1 N N N -12.511 -19.527 -22.625 1.148 3.335 2.868 H16 66R 53 66R H17 H17 H 0 1 N N N -12.388 -17.203 -23.507 3.040 2.094 1.898 H17 66R 54 66R H18 H18 H 0 1 N N N -8.906 -16.500 -21.082 0.828 1.519 -1.703 H18 66R 55 66R H19 H19 H 0 1 N N N -10.286 -14.618 -21.998 3.121 0.957 -1.638 H19 66R 56 66R H20 H20 H 0 1 N N N -10.250 -12.833 -25.153 5.985 -0.152 1.373 H20 66R 57 66R H21 H21 H 0 1 N N N -10.938 -13.814 -26.492 6.424 -1.154 -0.036 H21 66R 58 66R H22 H22 H 0 1 N N N -9.828 -15.791 -25.764 6.544 1.378 -0.422 H22 66R 59 66R H23 H23 H 0 1 N N N -8.903 -16.105 -23.726 4.481 1.824 0.824 H23 66R 60 66R H25 H25 H 0 1 N N N -6.467 -14.486 -25.936 6.154 -0.851 -3.393 H25 66R 61 66R H26 H26 H 0 1 N N N -13.288 -15.236 -22.035 1.214 -1.045 -0.111 H26 66R 62 66R H27 H27 H 0 1 N N N -15.922 -14.414 -22.735 0.764 -3.705 0.816 H27 66R 63 66R H28 H28 H 0 1 N N N -17.165 -13.226 -24.510 2.056 -5.602 1.731 H28 66R 64 66R H29 H29 H 0 1 N N N -15.972 -12.345 -26.472 4.460 -5.466 2.058 H29 66R 65 66R H30 H30 H 0 1 N N N -13.526 -12.648 -26.678 5.723 -3.432 1.492 H30 66R 66 66R H31 H31 H 0 1 N N N -12.044 -22.112 -20.019 -1.867 4.840 3.288 H31 66R 67 66R H32 H32 H 0 1 N N N -12.440 -20.425 -19.546 -0.783 3.480 3.666 H32 66R 68 66R H33 H33 H 0 1 N N N -12.857 -21.018 -21.190 -0.115 4.998 3.018 H33 66R 69 # # 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 66R O28 C27 DOUB N N 1 66R C36 C35 DOUB Y N 2 66R C36 C30 SING Y N 3 66R C27 O29 SING N N 4 66R C27 C25 SING N N 5 66R C35 C34 SING Y N 6 66R C24 C25 SING N N 7 66R C24 C23 SING N N 8 66R C25 N26 SING N N 9 66R C30 C23 SING Y N 10 66R C30 C31 DOUB Y N 11 66R C23 C22 DOUB Y N 12 66R C34 C33 DOUB Y N 13 66R N26 C21 SING N N 14 66R C31 C33 SING Y N 15 66R C31 N32 SING Y N 16 66R C22 N32 SING Y N 17 66R C22 C21 SING N N 18 66R C21 C19 SING N N 19 66R C18 C19 DOUB Y N 20 66R C18 C17 SING Y N 21 66R C19 C20 SING Y N 22 66R C17 C16 DOUB Y N 23 66R C20 C15 DOUB Y N 24 66R C16 C15 SING Y N 25 66R C16 O37 SING N N 26 66R C15 C14 SING N N 27 66R O37 C38 SING N N 28 66R C14 N11 SING N N 29 66R N11 C10 SING N N 30 66R N11 C12 SING N N 31 66R C10 C09 SING N N 32 66R C12 C13 SING N N 33 66R C09 N08 SING N N 34 66R C13 N08 SING N N 35 66R N08 C02 SING N N 36 66R C02 C01 DOUB Y N 37 66R C02 C03 SING Y N 38 66R C01 C06 SING Y N 39 66R F07 C03 SING N N 40 66R C03 C04 DOUB Y N 41 66R C06 C05 DOUB Y N 42 66R C04 C05 SING Y N 43 66R C01 H1 SING N N 44 66R C04 H2 SING N N 45 66R C05 H3 SING N N 46 66R C06 H4 SING N N 47 66R C09 H5 SING N N 48 66R C09 H6 SING N N 49 66R C10 H7 SING N N 50 66R C10 H8 SING N N 51 66R C12 H10 SING N N 52 66R C12 H11 SING N N 53 66R C13 H12 SING N N 54 66R C13 H13 SING N N 55 66R C14 H14 SING N N 56 66R C14 H15 SING N N 57 66R C17 H16 SING N N 58 66R C18 H17 SING N N 59 66R C20 H18 SING N N 60 66R C21 H19 SING N N 61 66R C24 H20 SING N N 62 66R C24 H21 SING N N 63 66R C25 H22 SING N N 64 66R N26 H23 SING N N 65 66R O29 H25 SING N N 66 66R N32 H26 SING N N 67 66R C33 H27 SING N N 68 66R C34 H28 SING N N 69 66R C35 H29 SING N N 70 66R C36 H30 SING N N 71 66R C38 H31 SING N N 72 66R C38 H32 SING N N 73 66R C38 H33 SING N N 74 # # 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 66R SMILES ACDLabs 12.01 "c1cccc(c1N2CCN(CC2)Cc3c(OC)ccc(c3)C5c4nc6c(c4CC(N5)C(O)=O)cccc6)F" 66R InChI InChI 1.03 "InChI=1S/C30H31FN4O3/c1-38-27-11-10-19(16-20(27)18-34-12-14-35(15-13-34)26-9-5-3-7-23(26)31)28-29-22(17-25(33-28)30(36)37)21-6-2-4-8-24(21)32-29/h2-11,16,25,28,32-33H,12-15,17-18H2,1H3,(H,36,37)/t25-,28+/m0/s1" 66R InChIKey InChI 1.03 FUHCEERDBRGPQZ-LBNVMWSVSA-N 66R SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1CN2CCN(CC2)c3ccccc3F)[C@H]4N[C@@H](Cc5c4[nH]c6ccccc56)C(O)=O" 66R SMILES CACTVS 3.385 "COc1ccc(cc1CN2CCN(CC2)c3ccccc3F)[CH]4N[CH](Cc5c4[nH]c6ccccc56)C(O)=O" 66R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "COc1ccc(cc1CN2CCN(CC2)c3ccccc3F)[C@@H]4c5c(c6ccccc6[nH]5)C[C@H](N4)C(=O)O" 66R SMILES "OpenEye OEToolkits" 2.0.4 "COc1ccc(cc1CN2CCN(CC2)c3ccccc3F)C4c5c(c6ccccc6[nH]5)CC(N4)C(=O)O" # # 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 66R "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,3S)-1-(3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid" 66R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(1~{R},3~{S})-1-[3-[[4-(2-fluorophenyl)piperazin-1-yl]methyl]-4-methoxy-phenyl]-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole-3-carboxylic 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 66R "Create component" 2016-02-05 RCSB 66R "Modify name" 2016-02-05 RCSB 66R "Initial release" 2016-03-09 RCSB 66R "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 66R _pdbx_chem_comp_synonyms.name "(1R,3S)-1-(3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##