data_G4N # _chem_comp.id G4N _chem_comp.name "~{N}-[1-[[4-(5-oxidanylidene-3-phenyl-6~{H}-1,6-naphthyridin-2-yl)phenyl]methyl]piperidin-4-yl]-3-(propanoylamino)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H35 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-28 _chem_comp.pdbx_modified_date 2019-02-15 _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 585.695 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G4N _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 6HHI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 G4N CAQ C1 C 0 1 Y N N -5.924 1.795 -16.254 5.458 -2.315 -2.152 CAQ G4N 1 G4N CBB C2 C 0 1 Y N N -7.260 2.179 -16.255 4.599 -3.111 -2.882 CBB G4N 2 G4N CBD C3 C 0 1 Y N N -8.043 1.993 -15.123 3.272 -3.225 -2.507 CBD G4N 3 G4N CBE C4 C 0 1 Y N N -7.494 1.421 -13.982 2.798 -2.543 -1.401 CBE G4N 4 G4N CAZ C5 C 0 1 Y N N -6.163 1.031 -13.986 3.648 -1.745 -0.663 CAZ G4N 5 G4N CBG C6 C 0 1 Y N N -5.367 1.230 -15.116 4.986 -1.625 -1.035 CBG G4N 6 G4N CBH C7 C 0 1 Y N N -4.023 0.850 -15.124 5.905 -0.774 -0.244 CBH G4N 7 G4N CBI C8 C 0 1 Y N N -3.603 0.013 -16.150 7.133 -1.273 0.184 CBI G4N 8 G4N CBQ C9 C 0 1 Y N N -2.278 -0.394 -16.192 7.960 -0.429 0.926 CBQ G4N 9 G4N CBR C10 C 0 1 N N N -1.816 -1.236 -17.201 9.270 -0.864 1.419 CBR G4N 10 G4N OBK O1 O 0 1 N N N -2.569 -1.645 -18.086 9.671 -1.991 1.188 OBK G4N 11 G4N NBN N1 N 0 1 N N N -0.469 -1.622 -17.208 10.025 -0.004 2.131 NBN G4N 12 G4N CBO C11 C 0 1 N N N 0.364 -1.201 -16.273 9.611 1.265 2.410 CBO G4N 13 G4N CBJ C12 C 0 1 N N N -0.073 -0.362 -15.257 8.427 1.746 1.997 CBJ G4N 14 G4N CBP C13 C 0 1 Y N N -1.400 0.046 -15.213 7.532 0.890 1.217 CBP G4N 15 G4N NBL N2 N 0 1 Y N N -1.823 0.855 -14.231 6.352 1.324 0.789 NBL G4N 16 G4N CBM C14 C 0 1 Y N N -3.097 1.273 -14.153 5.548 0.551 0.078 CBM G4N 17 G4N CBF C15 C 0 1 Y N N -3.431 2.128 -13.096 4.246 1.084 -0.383 CBF G4N 18 G4N CBA C16 C 0 1 Y N N -4.004 3.371 -13.360 3.723 0.689 -1.613 CBA G4N 19 G4N CAR C17 C 0 1 Y N N -4.346 4.229 -12.327 2.509 1.190 -2.037 CAR G4N 20 G4N CAX C18 C 0 1 Y N N -3.173 1.765 -11.777 3.534 1.980 0.416 CAX G4N 21 G4N CAY C19 C 0 1 Y N N -3.509 2.627 -10.738 2.321 2.474 -0.019 CAY G4N 22 G4N CBC C20 C 0 1 Y N N -4.089 3.861 -11.015 1.811 2.083 -1.243 CBC G4N 23 G4N CAW C21 C 0 1 N N N -4.442 4.738 -9.996 0.486 2.626 -1.712 CAW G4N 24 G4N NAV N3 N 0 1 N N N -3.343 5.043 -9.075 -0.596 1.747 -1.249 NAV G4N 25 G4N CAU C22 C 0 1 N N N -2.380 5.942 -9.729 -0.702 1.769 0.215 CAU G4N 26 G4N CAT C23 C 0 1 N N N -1.291 6.386 -8.756 -1.736 0.737 0.669 CAT G4N 27 G4N CAO C24 C 0 1 N N N -3.957 5.705 -7.917 -1.873 2.107 -1.880 CAO G4N 28 G4N CAP C25 C 0 1 N N N -2.919 6.112 -6.900 -2.942 1.084 -1.488 CAP G4N 29 G4N CAS C26 C 0 1 N N N -1.964 7.078 -7.570 -3.091 1.066 0.035 CAS G4N 30 G4N NAN N4 N 0 1 N N N -0.978 7.589 -6.603 -4.072 0.048 0.420 NAN G4N 31 G4N CAM C27 C 0 1 N N N -0.100 6.838 -5.920 -5.385 0.348 0.431 CAM G4N 32 G4N OAL O2 O 0 1 N N N 0.010 5.615 -6.005 -5.757 1.464 0.122 OAL G4N 33 G4N CAK C28 C 0 1 Y N N 0.718 7.575 -5.073 -6.375 -0.679 0.819 CAK G4N 34 G4N CAJ C29 C 0 1 Y N N 0.561 8.954 -5.008 -7.735 -0.371 0.831 CAJ G4N 35 G4N CAC C30 C 0 1 Y N N 1.688 6.950 -4.299 -5.952 -1.963 1.168 CAC G4N 36 G4N CAD C31 C 0 1 Y N N 2.494 7.710 -3.459 -6.878 -2.921 1.529 CAD G4N 37 G4N CAH C32 C 0 1 Y N N 2.337 9.089 -3.394 -8.226 -2.614 1.546 CAH G4N 38 G4N CAI C33 C 0 1 Y N N 1.365 9.710 -4.167 -8.658 -1.340 1.195 CAI G4N 39 G4N NAB N5 N 0 1 N N N 1.200 11.029 -4.129 -10.024 -1.036 1.210 NAB G4N 40 G4N CAA C34 C 0 1 N N N 1.804 11.712 -5.110 -10.530 -0.165 0.315 CAA G4N 41 G4N OAE O3 O 0 1 N N N 2.482 11.182 -5.983 -9.822 0.282 -0.563 OAE G4N 42 G4N CAF C35 C 0 1 N N N 1.623 13.224 -5.098 -11.974 0.254 0.404 CAF G4N 43 G4N CAG C36 C 0 1 N N N 2.331 13.948 -6.242 -12.290 1.240 -0.722 CAG G4N 44 G4N H1 H1 H 0 1 N N N -5.320 1.936 -17.138 6.495 -2.229 -2.442 H1 G4N 45 G4N H2 H2 H 0 1 N N N -7.691 2.624 -17.140 4.963 -3.645 -3.747 H2 G4N 46 G4N H3 H3 H 0 1 N N N -9.080 2.293 -15.130 2.603 -3.849 -3.082 H3 G4N 47 G4N H4 H4 H 0 1 N N N -8.099 1.281 -13.099 1.761 -2.636 -1.114 H4 G4N 48 G4N H5 H5 H 0 1 N N N -5.738 0.569 -13.107 3.277 -1.212 0.200 H5 G4N 49 G4N H6 H6 H 0 1 N N N -4.300 -0.317 -16.906 7.436 -2.282 -0.051 H6 G4N 50 G4N H7 H7 H 0 1 N N N 1.398 -1.513 -16.299 10.261 1.908 2.985 H7 G4N 51 G4N H8 H8 H 0 1 N N N 0.620 -0.026 -14.500 8.136 2.758 2.240 H8 G4N 52 G4N H10 H10 H 0 1 N N N -4.184 3.669 -14.382 4.267 -0.007 -2.234 H10 G4N 53 G4N H11 H11 H 0 1 N N N -4.811 5.180 -12.543 2.102 0.884 -2.990 H11 G4N 54 G4N H12 H12 H 0 1 N N N -2.711 0.813 -11.560 3.932 2.286 1.372 H12 G4N 55 G4N H13 H13 H 0 1 N N N -3.319 2.338 -9.715 1.770 3.167 0.599 H13 G4N 56 G4N H14 H14 H 0 1 N N N -4.785 5.679 -10.451 0.340 3.627 -1.306 H14 G4N 57 G4N H15 H15 H 0 1 N N N -5.264 4.288 -9.419 0.476 2.671 -2.802 H15 G4N 58 G4N H17 H17 H 0 1 N N N -1.913 5.414 -10.574 0.267 1.529 0.653 H17 G4N 59 G4N H18 H18 H 0 1 N N N -2.913 6.830 -10.101 -1.012 2.762 0.542 H18 G4N 60 G4N H19 H19 H 0 1 N N N -0.726 5.510 -8.405 -1.420 -0.258 0.354 H19 G4N 61 G4N H20 H20 H 0 1 N N N -0.607 7.087 -9.257 -1.826 0.765 1.755 H20 G4N 62 G4N H21 H21 H 0 1 N N N -4.493 6.602 -8.260 -2.177 3.098 -1.543 H21 G4N 63 G4N H22 H22 H 0 1 N N N -4.668 5.012 -7.444 -1.754 2.112 -2.963 H22 G4N 64 G4N H23 H23 H 0 1 N N N -3.406 6.602 -6.044 -3.893 1.360 -1.944 H23 G4N 65 G4N H24 H24 H 0 1 N N N -2.370 5.225 -6.551 -2.645 0.095 -1.837 H24 G4N 66 G4N H25 H25 H 0 1 N N N -2.549 7.925 -7.958 -3.426 2.045 0.380 H25 G4N 67 G4N H26 H26 H 0 1 N N N -0.961 8.576 -6.442 -3.775 -0.842 0.666 H26 G4N 68 G4N H27 H27 H 0 1 N N N -0.190 9.439 -5.614 -8.069 0.619 0.558 H27 G4N 69 G4N H28 H28 H 0 1 N N N 1.815 5.879 -4.350 -4.900 -2.207 1.155 H28 G4N 70 G4N H29 H29 H 0 1 N N N 3.246 7.226 -2.854 -6.548 -3.913 1.799 H29 G4N 71 G4N H30 H30 H 0 1 N N N 2.969 9.676 -2.744 -8.946 -3.367 1.829 H30 G4N 72 G4N H31 H31 H 0 1 N N N 0.662 11.480 -3.417 -10.606 -1.452 1.865 H31 G4N 73 G4N H32 H32 H 0 1 N N N 2.018 13.611 -4.147 -12.614 -0.624 0.308 H32 G4N 74 G4N H33 H33 H 0 1 N N N 0.547 13.443 -5.164 -12.155 0.731 1.367 H33 G4N 75 G4N H34 H34 H 0 1 N N N 2.150 15.030 -6.159 -11.651 2.118 -0.626 H34 G4N 76 G4N H35 H35 H 0 1 N N N 3.412 13.752 -6.187 -12.109 0.763 -1.685 H35 G4N 77 G4N H36 H36 H 0 1 N N N 1.941 13.584 -7.204 -13.335 1.543 -0.657 H36 G4N 78 G4N H37 H37 H 0 1 N N N -0.133 -2.225 -17.932 10.891 -0.297 2.455 H37 G4N 79 # 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 G4N OBK CBR DOUB N N 1 G4N NBN CBR SING N N 2 G4N NBN CBO SING N N 3 G4N CBR CBQ SING N N 4 G4N CBO CBJ DOUB N N 5 G4N CBB CAQ DOUB Y N 6 G4N CBB CBD SING Y N 7 G4N CAQ CBG SING Y N 8 G4N CBQ CBI DOUB Y N 9 G4N CBQ CBP SING Y N 10 G4N CBI CBH SING Y N 11 G4N CBJ CBP SING N N 12 G4N CBP NBL DOUB Y N 13 G4N CBH CBG SING N N 14 G4N CBH CBM DOUB Y N 15 G4N CBD CBE DOUB Y N 16 G4N CBG CAZ DOUB Y N 17 G4N NBL CBM SING Y N 18 G4N CBM CBF SING N N 19 G4N CAZ CBE SING Y N 20 G4N CBA CBF DOUB Y N 21 G4N CBA CAR SING Y N 22 G4N CBF CAX SING Y N 23 G4N CAR CBC DOUB Y N 24 G4N CAX CAY DOUB Y N 25 G4N CBC CAY SING Y N 26 G4N CBC CAW SING N N 27 G4N CAW NAV SING N N 28 G4N CAU NAV SING N N 29 G4N CAU CAT SING N N 30 G4N NAV CAO SING N N 31 G4N CAT CAS SING N N 32 G4N CAO CAP SING N N 33 G4N CAS CAP SING N N 34 G4N CAS NAN SING N N 35 G4N NAN CAM SING N N 36 G4N CAG CAF SING N N 37 G4N OAL CAM DOUB N N 38 G4N OAE CAA DOUB N N 39 G4N CAM CAK SING N N 40 G4N CAA CAF SING N N 41 G4N CAA NAB SING N N 42 G4N CAK CAJ DOUB Y N 43 G4N CAK CAC SING Y N 44 G4N CAJ CAI SING Y N 45 G4N CAC CAD DOUB Y N 46 G4N CAI NAB SING N N 47 G4N CAI CAH DOUB Y N 48 G4N CAD CAH SING Y N 49 G4N CAQ H1 SING N N 50 G4N CBB H2 SING N N 51 G4N CBD H3 SING N N 52 G4N CBE H4 SING N N 53 G4N CAZ H5 SING N N 54 G4N CBI H6 SING N N 55 G4N CBO H7 SING N N 56 G4N CBJ H8 SING N N 57 G4N CBA H10 SING N N 58 G4N CAR H11 SING N N 59 G4N CAX H12 SING N N 60 G4N CAY H13 SING N N 61 G4N CAW H14 SING N N 62 G4N CAW H15 SING N N 63 G4N CAU H17 SING N N 64 G4N CAU H18 SING N N 65 G4N CAT H19 SING N N 66 G4N CAT H20 SING N N 67 G4N CAO H21 SING N N 68 G4N CAO H22 SING N N 69 G4N CAP H23 SING N N 70 G4N CAP H24 SING N N 71 G4N CAS H25 SING N N 72 G4N NAN H26 SING N N 73 G4N CAJ H27 SING N N 74 G4N CAC H28 SING N N 75 G4N CAD H29 SING N N 76 G4N CAH H30 SING N N 77 G4N NAB H31 SING N N 78 G4N CAF H32 SING N N 79 G4N CAF H33 SING N N 80 G4N CAG H34 SING N N 81 G4N CAG H35 SING N N 82 G4N CAG H36 SING N N 83 G4N NBN H37 SING N N 84 # 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 G4N InChI InChI 1.03 "InChI=1S/C36H35N5O3/c1-2-33(42)38-29-10-6-9-27(21-29)35(43)39-28-16-19-41(20-17-28)23-24-11-13-26(14-12-24)34-30(25-7-4-3-5-8-25)22-31-32(40-34)15-18-37-36(31)44/h3-15,18,21-22,28H,2,16-17,19-20,23H2,1H3,(H,37,44)(H,38,42)(H,39,43)" G4N InChIKey InChI 1.03 IWMRYSJODDURNY-UHFFFAOYSA-N G4N SMILES_CANONICAL CACTVS 3.385 "CCC(=O)Nc1cccc(c1)C(=O)NC2CCN(CC2)Cc3ccc(cc3)c4nc5C=CNC(=O)c5cc4c6ccccc6" G4N SMILES CACTVS 3.385 "CCC(=O)Nc1cccc(c1)C(=O)NC2CCN(CC2)Cc3ccc(cc3)c4nc5C=CNC(=O)c5cc4c6ccccc6" G4N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1cccc(c1)C(=O)NC2CCN(CC2)Cc3ccc(cc3)c4c(cc5c(n4)C=CNC5=O)c6ccccc6" G4N SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1cccc(c1)C(=O)NC2CCN(CC2)Cc3ccc(cc3)c4c(cc5c(n4)C=CNC5=O)c6ccccc6" # 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 G4N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[1-[[4-(5-oxidanylidene-3-phenyl-6~{H}-1,6-naphthyridin-2-yl)phenyl]methyl]piperidin-4-yl]-3-(propanoylamino)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G4N "Create component" 2018-08-28 EBI G4N "Initial release" 2019-02-20 RCSB #