data_L8I # _chem_comp.id L8I _chem_comp.name "2'-(2-fluorophenyl)-1-methyl-6',8',9',11'-tetrahydrospiro[azetidine-3,10'-pyrido[3',4':4,5]pyrrolo[2,3-f]isoquinolin]-7'(5'H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 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 2010-03-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 388.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8I _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 3M2W _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 L8I F1 F1 F 0 1 N N N 35.606 3.456 14.952 -5.784 -1.098 -0.019 F1 L8I 1 L8I C2 C2 C 0 1 Y N N 35.468 3.825 13.674 -5.464 0.214 -0.047 C2 L8I 2 L8I C3 C3 C 0 1 Y N N 36.370 4.690 13.054 -4.126 0.610 -0.017 C3 L8I 3 L8I C4 C4 C 0 1 Y N N 36.208 5.054 11.728 -3.806 1.966 -0.046 C4 L8I 4 L8I C6 C6 C 0 1 Y N N 35.128 4.551 11.011 -4.811 2.909 -0.105 C6 L8I 5 L8I C8 C8 C 0 1 Y N N 34.231 3.672 11.626 -6.136 2.513 -0.134 C8 L8I 6 L8I C10 C10 C 0 1 Y N N 34.392 3.318 12.955 -6.463 1.169 -0.111 C10 L8I 7 L8I C12 C12 C 0 1 Y N N 37.513 5.277 13.769 -3.050 -0.408 0.047 C12 L8I 8 L8I N13 N13 N 0 1 Y N N 38.582 5.604 13.020 -3.364 -1.698 0.075 N13 L8I 9 L8I C14 C14 C 0 1 Y N N 39.667 6.175 13.552 -2.450 -2.647 0.144 C14 L8I 10 L8I C16 C16 C 0 1 Y N N 39.714 6.453 14.918 -1.107 -2.335 0.191 C16 L8I 11 L8I C17 C17 C 0 1 Y N N 38.612 6.118 15.706 -0.733 -0.983 0.137 C17 L8I 12 L8I C18 C18 C 0 1 Y N N 37.480 5.544 15.140 -1.716 -0.005 0.071 C18 L8I 13 L8I C20 C20 C 0 1 Y N N 38.680 6.431 17.155 0.707 -0.671 0.108 C20 L8I 14 L8I N21 N21 N 0 1 Y N N 37.917 6.022 18.117 1.372 0.509 0.274 N21 L8I 15 L8I C23 C23 C 0 1 Y N N 38.293 6.531 19.268 2.685 0.287 0.167 C23 L8I 16 L8I C24 C24 C 0 1 Y N N 39.369 7.324 19.081 2.882 -1.071 -0.091 C24 L8I 17 L8I C25 C25 C 0 1 Y N N 39.618 7.252 17.636 1.625 -1.664 -0.145 C25 L8I 18 L8I C26 C26 C 0 1 N N N 40.659 7.936 16.800 1.212 -3.083 -0.428 C26 L8I 19 L8I C29 C29 C 0 1 N N N 40.967 7.094 15.533 -0.071 -3.413 0.333 C29 L8I 20 L8I C32 C32 C 0 1 N N N 40.007 8.083 20.168 4.243 -1.613 -0.243 C32 L8I 21 L8I N33 N33 N 0 1 N N N 39.413 8.079 21.376 5.284 -0.797 0.031 N33 L8I 22 L8I C35 C35 C 0 1 N N N 38.182 7.349 21.674 5.131 0.489 0.703 C35 L8I 23 L8I C38 C38 C 0 1 N N N 37.702 6.302 20.639 3.861 1.218 0.271 C38 L8I 24 L8I C39 C39 C 0 1 N N N 37.985 4.839 21.054 3.576 2.496 1.069 C39 L8I 25 L8I N42 N42 N 0 1 N N N 36.571 4.678 21.464 3.204 3.101 -0.231 N42 L8I 26 L8I C43 C43 C 0 1 N N N 36.204 5.981 20.830 4.049 2.122 -0.953 C43 L8I 27 L8I C46 C46 C 0 1 N N N 36.346 4.523 22.932 3.750 4.459 -0.354 C46 L8I 28 L8I O50 O50 O 0 1 N N N 41.014 8.755 19.985 4.424 -2.761 -0.604 O50 L8I 29 L8I H4 H4 H 0 1 N N N 36.913 5.722 11.255 -2.772 2.278 -0.023 H4 L8I 30 L8I H6 H6 H 0 1 N N N 34.982 4.839 9.980 -4.563 3.960 -0.127 H6 L8I 31 L8I H8 H8 H 0 1 N N N 33.406 3.266 11.060 -6.919 3.255 -0.179 H8 L8I 32 L8I H10 H10 H 0 1 N N N 33.686 2.652 13.430 -7.499 0.865 -0.139 H10 L8I 33 L8I H14 H14 H 0 1 N N N 40.509 6.422 12.923 -2.757 -3.682 0.165 H14 L8I 34 L8I H18 H18 H 0 1 N N N 36.609 5.313 15.736 -1.454 1.043 0.043 H18 L8I 35 L8I HN21 HN21 H 0 0 N N N 37.143 5.400 17.999 0.957 1.370 0.442 HN21 L8I 36 L8I H26 H26 H 0 1 N N N 40.287 8.925 16.496 1.040 -3.203 -1.497 H26 L8I 37 L8I H26A H26A H 0 0 N N N 41.580 8.052 17.391 2.005 -3.761 -0.112 H26A L8I 38 L8I H29 H29 H 0 1 N N N 41.664 6.290 15.813 0.166 -3.538 1.390 H29 L8I 39 L8I H29A H29A H 0 0 N N N 41.421 7.756 14.781 -0.479 -4.349 -0.049 H29A L8I 40 L8I HN33 HN33 H 0 0 N N N 39.838 8.606 22.112 6.174 -1.079 -0.231 HN33 L8I 41 L8I H35 H35 H 0 1 N N N 38.351 6.810 22.618 5.095 0.324 1.780 H35 L8I 42 L8I H35A H35A H 0 0 N N N 37.381 8.098 21.766 5.993 1.114 0.471 H35A L8I 43 L8I H39 H39 H 0 1 N N N 38.347 4.165 20.263 2.742 2.402 1.764 H39 L8I 44 L8I H39A H39A H 0 0 N N N 38.743 4.689 21.837 4.463 2.938 1.522 H39A L8I 45 L8I H43 H43 H 0 1 N N N 35.623 6.683 21.446 5.077 2.454 -1.101 H43 L8I 46 L8I H43A H43A H 0 0 N N N 35.590 5.931 19.919 3.591 1.733 -1.862 H43A L8I 47 L8I H46 H46 H 0 1 N N N 35.270 4.411 23.129 4.837 4.422 -0.283 H46 L8I 48 L8I H46A H46A H 0 0 N N N 36.879 3.631 23.292 3.462 4.880 -1.317 H46A L8I 49 L8I H46B H46B H 0 0 N N N 36.724 5.413 23.457 3.355 5.083 0.448 H46B L8I 50 # 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 L8I F1 C2 SING N N 1 L8I C2 C3 DOUB Y N 2 L8I C2 C10 SING Y N 3 L8I C3 C4 SING Y N 4 L8I C3 C12 SING Y N 5 L8I C4 C6 DOUB Y N 6 L8I C6 C8 SING Y N 7 L8I C8 C10 DOUB Y N 8 L8I C12 N13 DOUB Y N 9 L8I C12 C18 SING Y N 10 L8I N13 C14 SING Y N 11 L8I C14 C16 DOUB Y N 12 L8I C16 C17 SING Y N 13 L8I C16 C29 SING N N 14 L8I C17 C18 DOUB Y N 15 L8I C17 C20 SING Y N 16 L8I C20 N21 SING Y N 17 L8I C20 C25 DOUB Y N 18 L8I N21 C23 SING Y N 19 L8I C23 C24 DOUB Y N 20 L8I C23 C38 SING N N 21 L8I C24 C25 SING Y N 22 L8I C24 C32 SING N N 23 L8I C25 C26 SING N N 24 L8I C26 C29 SING N N 25 L8I C32 N33 SING N N 26 L8I C32 O50 DOUB N N 27 L8I N33 C35 SING N N 28 L8I C35 C38 SING N N 29 L8I C38 C39 SING N N 30 L8I C38 C43 SING N N 31 L8I C39 N42 SING N N 32 L8I N42 C43 SING N N 33 L8I N42 C46 SING N N 34 L8I C4 H4 SING N N 35 L8I C6 H6 SING N N 36 L8I C8 H8 SING N N 37 L8I C10 H10 SING N N 38 L8I C14 H14 SING N N 39 L8I C18 H18 SING N N 40 L8I N21 HN21 SING N N 41 L8I C26 H26 SING N N 42 L8I C26 H26A SING N N 43 L8I C29 H29 SING N N 44 L8I C29 H29A SING N N 45 L8I N33 HN33 SING N N 46 L8I C35 H35 SING N N 47 L8I C35 H35A SING N N 48 L8I C39 H39 SING N N 49 L8I C39 H39A SING N N 50 L8I C43 H43 SING N N 51 L8I C43 H43A SING N N 52 L8I C46 H46 SING N N 53 L8I C46 H46A SING N N 54 L8I C46 H46B SING N N 55 # 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 L8I SMILES ACDLabs 12.01 "Fc1ccccc1c2ncc6c(c2)c5nc3c(C(=O)NCC34CN(C)C4)c5CC6" L8I SMILES_CANONICAL CACTVS 3.370 "CN1CC2(CNC(=O)c3c4CCc5cnc(cc5c4[nH]c23)c6ccccc6F)C1" L8I SMILES CACTVS 3.370 "CN1CC2(CNC(=O)c3c4CCc5cnc(cc5c4[nH]c23)c6ccccc6F)C1" L8I SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1CC2(C1)CNC(=O)c3c2[nH]c-4c3CCc5c4cc(nc5)c6ccccc6F" L8I SMILES "OpenEye OEToolkits" 1.7.0 "CN1CC2(C1)CNC(=O)c3c2[nH]c-4c3CCc5c4cc(nc5)c6ccccc6F" L8I InChI InChI 1.03 "InChI=1S/C23H21FN4O/c1-28-11-23(12-28)10-26-22(29)19-15-7-6-13-9-25-18(14-4-2-3-5-17(14)24)8-16(13)20(15)27-21(19)23/h2-5,8-9,27H,6-7,10-12H2,1H3,(H,26,29)" L8I InChIKey InChI 1.03 XZZOJFOFCDHYRX-UHFFFAOYSA-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 L8I "SYSTEMATIC NAME" ACDLabs 12.01 "2'-(2-fluorophenyl)-1-methyl-6',8',9',11'-tetrahydrospiro[azetidine-3,10'-pyrido[3',4':4,5]pyrrolo[2,3-f]isoquinolin]-7'(5'H)-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L8I "Create component" 2010-03-10 RCSB L8I "Modify aromatic_flag" 2011-06-04 RCSB L8I "Modify descriptor" 2011-06-04 RCSB #