data_LUN # _chem_comp.id LUN _chem_comp.name "(5-fluoro-1H-indol-2-yl)[(3R)-1'-[(3R)-piperidin-3-yl]spiro[indole-3,3'-pyrrolidin]-1(2H)-yl]methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-25 _chem_comp.pdbx_modified_date 2011-12-16 _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 418.506 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LUN _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 3QUP _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 LUN C1 C1 C 0 1 N N R 10.411 -7.633 14.651 1.430 0.719 0.620 C1 LUN 1 LUN C2 C2 C 0 1 Y N N 9.060 -7.027 14.881 1.637 2.156 0.228 C2 LUN 2 LUN C3 C3 C 0 1 N N N 10.114 -9.122 14.786 -0.072 0.471 0.487 C3 LUN 3 LUN C4 C4 C 0 1 N N N 11.031 -7.366 13.294 2.233 -0.229 -0.281 C4 LUN 4 LUN C5 C5 C 0 1 N N N 11.401 -7.181 15.674 1.914 0.453 2.051 C5 LUN 5 LUN C6 C6 C 0 1 Y N N 8.140 -7.994 15.202 0.399 2.696 -0.096 C6 LUN 6 LUN C7 C7 C 0 1 Y N N 8.674 -5.704 14.803 2.777 2.931 0.154 C7 LUN 7 LUN N8 N8 N 0 1 N N N 8.730 -9.263 15.212 -0.626 1.755 0.040 N8 LUN 8 LUN N9 N9 N 0 1 N N N 12.450 -6.977 13.548 3.460 -0.533 0.503 N9 LUN 9 LUN C10 C10 C 0 1 N N N 12.751 -7.127 14.992 2.982 -0.656 1.905 C10 LUN 10 LUN C11 C11 C 0 1 Y N N 6.825 -7.685 15.446 0.326 4.032 -0.494 C11 LUN 11 LUN C12 C12 C 0 1 Y N N 7.354 -5.373 15.049 2.696 4.253 -0.242 C12 LUN 12 LUN C13 C13 C 0 1 N N N 7.951 -10.429 15.124 -1.930 1.991 -0.205 C13 LUN 13 LUN C14 C14 C 0 1 N N R 13.464 -7.610 12.655 4.079 -1.785 0.047 C14 LUN 14 LUN C15 C15 C 0 1 Y N N 6.434 -6.365 15.365 1.468 4.801 -0.565 C15 LUN 15 LUN C16 C16 C 0 1 Y N N 8.543 -11.645 14.662 -2.903 0.891 -0.131 C16 LUN 16 LUN O17 O17 O 0 1 N N N 6.756 -10.427 15.413 -2.303 3.114 -0.486 O17 LUN 17 LUN C18 C18 C 0 1 N N N 14.846 -7.042 12.964 5.337 -2.065 0.875 C18 LUN 18 LUN C19 C19 C 0 1 N N N 13.127 -7.205 11.240 4.464 -1.657 -1.429 C19 LUN 19 LUN C20 C20 C 0 1 Y N N 9.832 -12.149 14.640 -4.218 0.979 -0.461 C20 LUN 20 LUN N21 N21 N 0 1 Y N N 7.768 -12.611 14.091 -2.624 -0.398 0.279 N21 LUN 21 LUN C22 C22 C 0 1 N N N 15.863 -7.551 11.946 6.009 -3.338 0.354 C22 LUN 22 LUN N23 N23 N 0 1 N N N 14.082 -7.790 10.298 5.102 -2.900 -1.879 N23 LUN 23 LUN C24 C24 C 0 1 Y N N 9.809 -13.437 14.036 -4.802 -0.294 -0.250 C24 LUN 24 LUN C25 C25 C 0 1 Y N N 8.495 -13.698 13.699 -3.780 -1.143 0.215 C25 LUN 25 LUN C26 C26 C 0 1 N N N 15.413 -7.216 10.533 6.338 -3.165 -1.130 C26 LUN 26 LUN C27 C27 C 0 1 Y N N 10.779 -14.392 13.752 -6.100 -0.796 -0.415 C27 LUN 27 LUN C28 C28 C 0 1 Y N N 8.061 -14.854 13.085 -4.073 -2.473 0.506 C28 LUN 28 LUN C29 C29 C 0 1 Y N N 10.360 -15.562 13.145 -6.365 -2.103 -0.120 C29 LUN 29 LUN C30 C30 C 0 1 Y N N 9.042 -15.782 12.819 -5.356 -2.943 0.339 C30 LUN 30 LUN F31 F31 F 0 1 N N N 11.270 -16.529 12.846 -7.617 -2.585 -0.280 F31 LUN 31 LUN H3 H3 H 0 1 N N N 10.264 -9.625 13.819 -0.264 -0.305 -0.254 H3 LUN 32 LUN H3A H3A H 0 1 N N N 10.785 -9.574 15.531 -0.497 0.189 1.451 H3A LUN 33 LUN H4 H4 H 0 1 N N N 10.985 -8.267 12.665 1.668 -1.141 -0.474 H4 LUN 34 LUN H4A H4A H 0 1 N N N 10.496 -6.555 12.778 2.492 0.264 -1.218 H4A LUN 35 LUN H5 H5 H 0 1 N N N 11.127 -6.187 16.057 2.357 1.354 2.475 H5 LUN 36 LUN H5A H5A H 0 1 N N N 11.428 -7.887 16.517 1.088 0.108 2.673 H5A LUN 37 LUN H7 H7 H 0 1 N N N 9.393 -4.938 14.553 3.736 2.504 0.407 H7 LUN 38 LUN H10 H10 H 0 1 N N N 13.344 -6.277 15.360 3.802 -0.488 2.603 H10 LUN 39 LUN H10A H10A H 0 0 N N N 13.324 -8.047 15.181 2.536 -1.637 2.070 H10A LUN 40 LUN H11 H11 H 0 1 N N N 6.113 -8.458 15.696 -0.630 4.465 -0.748 H11 LUN 41 LUN H12 H12 H 0 1 N N N 7.038 -4.342 14.995 3.590 4.857 -0.299 H12 LUN 42 LUN H14 H14 H 0 1 N N N 13.461 -8.701 12.795 3.373 -2.606 0.169 H14 LUN 43 LUN H15 H15 H 0 1 N N N 5.403 -6.100 15.549 1.404 5.834 -0.874 H15 LUN 44 LUN H18 H18 H 0 1 N N N 14.805 -5.944 12.918 6.027 -1.226 0.784 H18 LUN 45 LUN H18A H18A H 0 0 N N N 15.152 -7.360 13.972 5.062 -2.199 1.921 H18A LUN 46 LUN H19 H19 H 0 1 N N N 12.115 -7.560 10.995 3.569 -1.472 -2.023 H19 LUN 47 LUN H19A H19A H 0 0 N N N 13.167 -6.109 11.160 5.160 -0.826 -1.552 H19A LUN 48 LUN H20 H20 H 0 1 N N N 10.710 -11.647 15.019 -4.727 1.861 -0.820 H20 LUN 49 LUN H22 H22 H 0 1 N N N 16.835 -7.074 12.138 6.927 -3.519 0.912 H22 LUN 50 LUN H22A H22A H 0 0 N N N 15.958 -8.642 12.045 5.333 -4.184 0.481 H22A LUN 51 LUN HN23 HN23 H 0 0 N N N 14.118 -8.781 10.431 4.465 -3.679 -1.812 HN23 LUN 52 LUN H26 H26 H 0 1 N N N 15.369 -6.124 10.410 7.024 -2.328 -1.255 H26 LUN 53 LUN H26A H26A H 0 0 N N N 16.128 -7.637 9.810 6.803 -4.075 -1.508 H26A LUN 54 LUN H27 H27 H 0 1 N N N 11.818 -14.227 13.996 -6.888 -0.151 -0.774 H27 LUN 55 LUN H28 H28 H 0 1 N N N 7.024 -15.019 12.831 -3.295 -3.133 0.860 H28 LUN 56 LUN H30 H30 H 0 1 N N N 8.769 -16.711 12.340 -5.580 -3.975 0.565 H30 LUN 57 LUN HN21 HN21 H 0 0 N N N 6.778 -12.532 13.973 -1.757 -0.725 0.565 HN21 LUN 58 # 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 LUN C4 C1 SING N N 1 LUN C1 C3 SING N N 2 LUN C1 C2 SING N N 3 LUN C1 C5 SING N N 4 LUN C7 C2 DOUB Y N 5 LUN C2 C6 SING Y N 6 LUN C3 N8 SING N N 7 LUN C3 H3 SING N N 8 LUN C3 H3A SING N N 9 LUN C4 N9 SING N N 10 LUN C4 H4 SING N N 11 LUN C4 H4A SING N N 12 LUN C10 C5 SING N N 13 LUN C5 H5 SING N N 14 LUN C5 H5A SING N N 15 LUN C6 N8 SING N N 16 LUN C6 C11 DOUB Y N 17 LUN C7 C12 SING Y N 18 LUN C7 H7 SING N N 19 LUN C13 N8 SING N N 20 LUN C14 N9 SING N N 21 LUN N9 C10 SING N N 22 LUN C10 H10 SING N N 23 LUN C10 H10A SING N N 24 LUN C15 C11 SING Y N 25 LUN C11 H11 SING N N 26 LUN C12 C15 DOUB Y N 27 LUN C12 H12 SING N N 28 LUN C16 C13 SING N N 29 LUN C13 O17 DOUB N N 30 LUN C19 C14 SING N N 31 LUN C14 C18 SING N N 32 LUN C14 H14 SING N N 33 LUN C15 H15 SING N N 34 LUN N21 C16 SING Y N 35 LUN C20 C16 DOUB Y N 36 LUN C22 C18 SING N N 37 LUN C18 H18 SING N N 38 LUN C18 H18A SING N N 39 LUN N23 C19 SING N N 40 LUN C19 H19 SING N N 41 LUN C19 H19A SING N N 42 LUN C24 C20 SING Y N 43 LUN C20 H20 SING N N 44 LUN C25 N21 SING Y N 45 LUN C26 C22 SING N N 46 LUN C22 H22 SING N N 47 LUN C22 H22A SING N N 48 LUN N23 C26 SING N N 49 LUN N23 HN23 SING N N 50 LUN C25 C24 DOUB Y N 51 LUN C27 C24 SING Y N 52 LUN C28 C25 SING Y N 53 LUN C26 H26 SING N N 54 LUN C26 H26A SING N N 55 LUN C29 C27 DOUB Y N 56 LUN C27 H27 SING N N 57 LUN C30 C28 DOUB Y N 58 LUN C28 H28 SING N N 59 LUN C30 C29 SING Y N 60 LUN F31 C29 SING N N 61 LUN C30 H30 SING N N 62 LUN N21 HN21 SING N N 63 # 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 LUN SMILES ACDLabs 12.01 "Fc1cc2cc(nc2cc1)C(=O)N4c3c(cccc3)C6(C4)CN(C5CCCNC5)CC6" LUN SMILES_CANONICAL CACTVS 3.370 "Fc1ccc2[nH]c(cc2c1)C(=O)N3C[C@]4(CCN(C4)[C@@H]5CCCNC5)c6ccccc36" LUN SMILES CACTVS 3.370 "Fc1ccc2[nH]c(cc2c1)C(=O)N3C[C]4(CCN(C4)[CH]5CCCNC5)c6ccccc36" LUN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)[C@@]3(CC[N@](C3)[C@@H]4CCCNC4)CN2C(=O)c5cc6cc(ccc6[nH]5)F" LUN SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)C3(CCN(C3)C4CCCNC4)CN2C(=O)c5cc6cc(ccc6[nH]5)F" LUN InChI InChI 1.03 "InChI=1S/C25H27FN4O/c26-18-7-8-21-17(12-18)13-22(28-21)24(31)30-16-25(20-5-1-2-6-23(20)30)9-11-29(15-25)19-4-3-10-27-14-19/h1-2,5-8,12-13,19,27-28H,3-4,9-11,14-16H2/t19-,25-/m1/s1" LUN InChIKey InChI 1.03 ABNVVKAVWJYHCL-KBMIEXCESA-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 LUN "SYSTEMATIC NAME" ACDLabs 12.01 "(5-fluoro-1H-indol-2-yl)[(3R)-1'-[(3R)-piperidin-3-yl]spiro[indole-3,3'-pyrrolidin]-1(2H)-yl]methanone" LUN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(5-fluoro-1H-indol-2-yl)-[(1'R,3R)-1'-[(3R)-piperidin-3-yl]spiro[2H-indole-3,3'-pyrrolidine]-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LUN "Create component" 2011-02-25 RCSB LUN "Modify aromatic_flag" 2011-06-04 RCSB LUN "Modify descriptor" 2011-06-04 RCSB #