data_MIH # _chem_comp.id MIH _chem_comp.name "8-(2,6-dichlorophenyl)-4-(2,4-difluorophenyl)-2-piperidin-4-yl-1,7-naphthyridine 7-oxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H19 Cl2 F2 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-10 _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 486.341 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MIH _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 3MW1 _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 MIH CAA CAA C 0 1 Y N N 16.044 12.264 30.921 -5.893 1.297 0.345 CAA MIH 1 MIH CAB CAB C 0 1 Y N N 16.781 12.975 29.973 -5.358 0.488 1.335 CAB MIH 2 MIH CAC CAC C 0 1 Y N N 18.175 12.974 29.990 -4.047 0.069 1.254 CAC MIH 3 MIH CAD CAD C 0 1 Y N N 18.793 12.218 30.960 -3.257 0.460 0.173 CAD MIH 4 MIH CAE CAE C 0 1 Y N N 18.025 11.563 31.909 -3.800 1.276 -0.824 CAE MIH 5 MIH CAF CAF C 0 1 Y N N 16.663 11.575 31.911 -5.115 1.690 -0.732 CAF MIH 6 MIH FAG FAG F 0 1 N N N 14.712 12.213 30.927 -7.180 1.700 0.427 FAG MIH 7 MIH FAH FAH F 0 1 N N N 18.576 10.837 32.878 -3.041 1.659 -1.874 FAH MIH 8 MIH CAI CAI C 0 1 Y N N 20.159 12.202 31.135 -1.849 0.013 0.082 CAI MIH 9 MIH CAJ CAJ C 0 1 Y N N 20.910 11.030 31.023 -0.780 0.939 0.152 CAJ MIH 10 MIH CAK CAK C 0 1 Y N N 22.282 11.041 31.313 0.550 0.462 0.060 CAK MIH 11 MIH NAL NAL N 0 1 Y N N 22.860 12.208 31.717 0.783 -0.841 -0.090 NAL MIH 12 MIH CAM CAM C 0 1 Y N N 22.144 13.346 31.885 -0.196 -1.714 -0.157 CAM MIH 13 MIH CAN CAN C 0 1 Y N N 20.777 13.365 31.602 -1.528 -1.331 -0.069 CAN MIH 14 MIH CAO CAO C 0 1 Y N N 20.314 9.848 30.602 -0.992 2.317 0.309 CAO MIH 15 MIH CAP CAP C 0 1 Y N N 21.041 8.670 30.476 0.089 3.148 0.368 CAP MIH 16 MIH NAQ NAQ N 1 1 Y N N 22.399 8.671 30.727 1.328 2.689 0.280 NAQ MIH 17 MIH CAR CAR C 0 1 Y N N 23.042 9.862 31.135 1.604 1.405 0.131 CAR MIH 18 MIH CAS CAS C 0 1 Y N N 24.392 9.811 31.511 3.011 0.954 0.040 CAS MIH 19 MIH CAT CAT C 0 1 Y N N 24.692 9.212 32.747 3.714 0.609 1.195 CAT MIH 20 MIH CAU CAU C 0 1 Y N N 25.997 9.159 33.217 5.026 0.188 1.102 CAU MIH 21 MIH CAV CAV C 0 1 Y N N 27.013 9.722 32.469 5.644 0.109 -0.133 CAV MIH 22 MIH CAW CAW C 0 1 Y N N 26.725 10.315 31.250 4.954 0.450 -1.282 CAW MIH 23 MIH CAX CAX C 0 1 Y N N 25.426 10.373 30.786 3.640 0.866 -1.204 CAX MIH 24 MIH CLAY CLAY CL 0 0 N N N 25.110 11.154 29.295 2.773 1.286 -2.648 CLAY MIH 25 MIH CLAZ CLAZ CL 0 0 N N N 23.448 8.513 33.739 2.940 0.708 2.746 CLAZ MIH 26 MIH OBA OBA O -1 1 N N N 23.082 7.530 30.536 2.400 3.611 0.348 OBA MIH 27 MIH CBB CBB C 0 1 N N N 22.846 14.630 32.294 0.136 -3.174 -0.327 CBB MIH 28 MIH CBC CBC C 0 1 N N N 24.041 14.300 33.176 0.169 -3.854 1.044 CBC MIH 29 MIH CBD CBD C 0 1 N N N 24.900 15.557 33.410 0.446 -5.348 0.860 CBD MIH 30 MIH NBE NBE N 0 1 N N N 25.355 16.163 32.139 -0.604 -5.943 0.023 NBE MIH 31 MIH CBF CBF C 0 1 N N N 24.205 16.510 31.275 -0.624 -5.338 -1.315 CBF MIH 32 MIH CBG CBG C 0 1 N N N 23.387 15.242 31.001 -0.933 -3.843 -1.196 CBG MIH 33 MIH HAB HAB H 0 1 N N N 16.261 13.537 29.211 -5.970 0.186 2.172 HAB MIH 34 MIH HAC HAC H 0 1 N N N 18.746 13.543 29.272 -3.632 -0.561 2.027 HAC MIH 35 MIH HAF HAF H 0 1 N N N 16.098 11.056 32.671 -5.536 2.320 -1.501 HAF MIH 36 MIH HAN HAN H 0 1 N N N 20.203 14.269 31.743 -2.311 -2.074 -0.123 HAN MIH 37 MIH HAO HAO H 0 1 N N N 19.260 9.844 30.367 -1.994 2.714 0.382 HAO MIH 38 MIH HAP HAP H 0 1 N N N 20.545 7.756 30.183 -0.071 4.209 0.488 HAP MIH 39 MIH HAU HAU H 0 1 N N N 26.217 8.681 34.160 5.571 -0.079 1.996 HAU MIH 40 MIH HAV HAV H 0 1 N N N 28.029 9.700 32.833 6.671 -0.220 -0.200 HAV MIH 41 MIH HAW HAW H 0 1 N N N 27.524 10.736 30.658 5.443 0.386 -2.243 HAW MIH 42 MIH HBB HBB H 0 1 N N N 22.161 15.299 32.835 1.110 -3.272 -0.806 HBB MIH 43 MIH HBC HBC H 0 1 N N N 23.681 13.923 34.145 0.956 -3.410 1.652 HBC MIH 44 MIH HBCA HBCA H 0 0 N N N 24.653 13.531 32.682 -0.793 -3.721 1.539 HBCA MIH 45 MIH HBD HBD H 0 1 N N N 24.297 16.298 33.956 1.414 -5.481 0.377 HBD MIH 46 MIH HBDA HBDA H 0 0 N N N 25.784 15.274 34.000 0.456 -5.838 1.834 HBDA MIH 47 MIH HNBE HNBE H 0 0 N N N 25.871 16.995 32.342 -0.497 -6.944 -0.034 HNBE MIH 48 MIH HBF HBF H 0 1 N N N 23.574 17.255 31.781 0.349 -5.471 -1.787 HBF MIH 49 MIH HBFA HBFA H 0 0 N N N 24.569 16.928 30.325 -1.391 -5.820 -1.920 HBFA MIH 50 MIH HBG HBG H 0 1 N N N 24.034 14.504 30.504 -1.912 -3.710 -0.735 HBG MIH 51 MIH HBGA HBGA H 0 0 N N N 22.539 15.502 30.351 -0.932 -3.392 -2.188 HBGA MIH 52 # 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 MIH CAA CAB DOUB Y N 1 MIH CAA CAF SING Y N 2 MIH CAA FAG SING N N 3 MIH CAB CAC SING Y N 4 MIH CAC CAD DOUB Y N 5 MIH CAD CAE SING Y N 6 MIH CAD CAI SING Y N 7 MIH CAE CAF DOUB Y N 8 MIH CAE FAH SING N N 9 MIH CAI CAJ DOUB Y N 10 MIH CAI CAN SING Y N 11 MIH CAJ CAK SING Y N 12 MIH CAJ CAO SING Y N 13 MIH CAK NAL DOUB Y N 14 MIH CAK CAR SING Y N 15 MIH NAL CAM SING Y N 16 MIH CAM CAN DOUB Y N 17 MIH CAM CBB SING N N 18 MIH CAO CAP DOUB Y N 19 MIH CAP NAQ SING Y N 20 MIH NAQ CAR DOUB Y N 21 MIH NAQ OBA SING N N 22 MIH CAR CAS SING Y N 23 MIH CAS CAT DOUB Y N 24 MIH CAS CAX SING Y N 25 MIH CAT CAU SING Y N 26 MIH CAT CLAZ SING N N 27 MIH CAU CAV DOUB Y N 28 MIH CAV CAW SING Y N 29 MIH CAW CAX DOUB Y N 30 MIH CAX CLAY SING N N 31 MIH CBB CBC SING N N 32 MIH CBB CBG SING N N 33 MIH CBC CBD SING N N 34 MIH CBD NBE SING N N 35 MIH NBE CBF SING N N 36 MIH CBF CBG SING N N 37 MIH CAB HAB SING N N 38 MIH CAC HAC SING N N 39 MIH CAF HAF SING N N 40 MIH CAN HAN SING N N 41 MIH CAO HAO SING N N 42 MIH CAP HAP SING N N 43 MIH CAU HAU SING N N 44 MIH CAV HAV SING N N 45 MIH CAW HAW SING N N 46 MIH CBB HBB SING N N 47 MIH CBC HBC SING N N 48 MIH CBC HBCA SING N N 49 MIH CBD HBD SING N N 50 MIH CBD HBDA SING N N 51 MIH NBE HNBE SING N N 52 MIH CBF HBF SING N N 53 MIH CBF HBFA SING N N 54 MIH CBG HBG SING N N 55 MIH CBG HBGA SING N N 56 # 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 MIH SMILES ACDLabs 12.01 "Fc1ccc(c(F)c1)c2cc(nc3c2cc[n+]([O-])c3c4c(Cl)cccc4Cl)C5CCNCC5" MIH SMILES_CANONICAL CACTVS 3.370 "[O-][n+]1ccc2c(cc(nc2c1c3c(Cl)cccc3Cl)C4CCNCC4)c5ccc(F)cc5F" MIH SMILES CACTVS 3.370 "[O-][n+]1ccc2c(cc(nc2c1c3c(Cl)cccc3Cl)C4CCNCC4)c5ccc(F)cc5F" MIH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)Cl)c2c3c(cc[n+]2[O-])c(cc(n3)C4CCNCC4)c5ccc(cc5F)F)Cl" MIH SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)Cl)c2c3c(cc[n+]2[O-])c(cc(n3)C4CCNCC4)c5ccc(cc5F)F)Cl" MIH InChI InChI 1.03 "InChI=1S/C25H19Cl2F2N3O/c26-19-2-1-3-20(27)23(19)25-24-17(8-11-32(25)33)18(16-5-4-15(28)12-21(16)29)13-22(31-24)14-6-9-30-10-7-14/h1-5,8,11-14,30H,6-7,9-10H2" MIH InChIKey InChI 1.03 WLMGLORLNFEUDG-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 MIH "SYSTEMATIC NAME" ACDLabs 12.01 "8-(2,6-dichlorophenyl)-4-(2,4-difluorophenyl)-2-(piperidin-4-yl)-1,7-naphthyridine 7-oxide" MIH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "8-(2,6-dichlorophenyl)-4-(2,4-difluorophenyl)-7-oxidanidyl-2-piperidin-4-yl-1,7-naphthyridin-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 MIH "Create component" 2010-05-10 PDBJ MIH "Modify aromatic_flag" 2011-06-04 RCSB MIH "Modify descriptor" 2011-06-04 RCSB #