data_G4Q
# 
_chem_comp.id                                    G4Q 
_chem_comp.name                                  "~{N}-[4-[4-[[4-(5-oxidanylidene-3-phenyl-6~{H}-1,6-naphthyridin-2-yl)phenyl]methyl]piperazin-1-yl]phenyl]propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H33 N5 O2" 
_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                    2024-09-27 
_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                        543.658 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G4Q 
_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        6HHH 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
G4Q CAL C1  C 0 1 Y N N N N N -6.270 0.841  -14.033 -2.416 -0.805 1.652  CAL G4Q 1  
G4Q CAM C2  C 0 1 Y N N N N N -7.593 1.246  -14.000 -1.571 -0.838 2.743  CAM G4Q 2  
G4Q CAN C3  C 0 1 Y N N N N N -8.145 1.921  -15.087 -2.085 -0.731 4.023  CAN G4Q 3  
G4Q CAO C4  C 0 1 Y N N N N N -7.371 2.189  -16.205 -3.447 -0.591 4.218  CAO G4Q 4  
G4Q CAP C5  C 0 1 Y N N N N N -6.040 1.776  -16.239 -4.302 -0.556 3.135  CAP G4Q 5  
G4Q CAK C6  C 0 1 Y N N N N N -5.483 1.112  -15.152 -3.789 -0.658 1.842  CAK G4Q 6  
G4Q CAH C7  C 0 1 Y N N N N N -4.138 0.720  -15.171 -4.702 -0.621 0.675  CAH G4Q 7  
G4Q CAG C8  C 0 1 Y N N N N N -3.712 -0.119 -16.199 -5.828 -1.439 0.637  CAG G4Q 8  
G4Q CAD C9  C 0 1 Y N N N N N -2.383 -0.522 -16.215 -6.653 -1.364 -0.486 CAD G4Q 9  
G4Q CAC C10 C 0 1 N N N N N N -1.909 -1.357 -17.221 -7.861 -2.186 -0.616 CAC G4Q 10 
G4Q OBO O1  O 0 1 N N N N N N -2.651 -1.763 -18.115 -8.175 -2.963 0.267  OBO G4Q 11 
G4Q NAB N1  N 0 1 N N N N N N -0.565 -1.745 -17.214 -8.620 -2.070 -1.724 NAB G4Q 12 
G4Q CAA C11 C 0 1 N N N N N N 0.257  -1.327 -16.266 -8.302 -1.211 -2.734 CAA G4Q 13 
G4Q CAF C12 C 0 1 N N N N N N -0.184 -0.493 -15.250 -7.215 -0.422 -2.698 CAF G4Q 14 
G4Q CAE C13 C 0 1 Y N N N N N -1.514 -0.087 -15.219 -6.325 -0.473 -1.536 CAE G4Q 15 
G4Q NAJ N2  N 0 1 Y N N N N N -1.941 0.726  -14.239 -5.240 0.288  -1.459 NAJ G4Q 16 
G4Q CAI C14 C 0 1 Y N N N N N -3.209 1.154  -14.189 -4.442 0.246  -0.405 CAI G4Q 17 
G4Q CAQ C15 C 0 1 Y N N N N N -3.571 1.987  -13.123 -3.247 1.121  -0.362 CAQ G4Q 18 
G4Q CAV C16 C 0 1 Y N N N N N -3.251 1.626  -11.816 -2.548 1.410  -1.534 CAV G4Q 19 
G4Q CAU C17 C 0 1 Y N N N N N -3.635 2.438  -10.747 -1.436 2.226  -1.488 CAU G4Q 20 
G4Q CAR C18 C 0 1 Y N N N N N -4.264 3.180  -13.342 -2.821 1.665  0.849  CAR G4Q 21 
G4Q CAS C19 C 0 1 Y N N N N N -4.655 3.982  -12.283 -1.707 2.480  0.883  CAS G4Q 22 
G4Q CAT C20 C 0 1 Y N N N N N -4.330 3.621  -10.986 -1.015 2.757  -0.282 CAT G4Q 23 
G4Q CAW C21 C 0 1 N N N N N N -4.744 4.448  -9.953  0.201  3.647  -0.239 CAW G4Q 24 
G4Q NAX N3  N 0 1 N N N N N N -3.655 4.969  -9.139  1.399  2.828  -0.011 NAX G4Q 25 
G4Q CBC C22 C 0 1 N N N N N N -4.309 5.702  -8.047  2.568  3.672  0.274  CBC G4Q 26 
G4Q CBB C23 C 0 1 N N N N N N -3.296 6.296  -7.098  3.774  2.782  0.583  CBB G4Q 27 
G4Q CAY C24 C 0 1 N N N N N N -2.917 5.935  -9.961  1.658  1.943  -1.155 CAY G4Q 28 
G4Q CAZ C25 C 0 1 N N N N N N -1.789 6.568  -9.165  2.864  1.053  -0.846 CAZ G4Q 29 
G4Q NBA N4  N 0 1 N N N N N N -2.251 7.044  -7.835  4.033  1.897  -0.562 NBA G4Q 30 
G4Q CBD C26 C 0 1 Y N N N N N -1.713 8.146  -7.284  5.174  1.118  -0.344 CBD G4Q 31 
G4Q CBI C27 C 0 1 Y N N N N N -1.843 8.384  -5.920  6.388  1.728  -0.059 CBI G4Q 32 
G4Q CBH C28 C 0 1 Y N N N N N -1.284 9.530  -5.354  7.514  0.958  0.156  CBH G4Q 33 
G4Q CBE C29 C 0 1 Y N N N N N -1.024 9.058  -8.070  5.091  -0.267 -0.408 CBE G4Q 34 
G4Q CBF C30 C 0 1 Y N N N N N -0.468 10.200 -7.503  6.217  -1.037 -0.194 CBF G4Q 35 
G4Q CBG C31 C 0 1 Y N N N N N -0.582 10.441 -6.136  7.432  -0.426 0.086  CBG G4Q 36 
G4Q NBJ N5  N 0 1 N N N N N N -0.050 11.556 -5.616  8.575  -1.207 0.304  NBJ G4Q 37 
G4Q CBK C32 C 0 1 N N N N N N 1.283  11.644 -5.409  8.732  -2.371 -0.358 CBK G4Q 38 
G4Q OBM O2  O 0 1 N N N N N N 2.094  10.743 -5.638  7.933  -2.697 -1.210 OBM G4Q 39 
G4Q CBL C33 C 0 1 N N N N N N 1.755  13.015 -4.880  9.900  -3.268 -0.038 CBL G4Q 40 
G4Q CBN C34 C 0 1 N N N N N N 0.766  14.176 -5.091  9.843  -4.515 -0.923 CBN G4Q 41 
G4Q H1  H1  H 0 1 N N N N N N -5.846 0.314  -13.191 -2.013 -0.888 0.653  H1  G4Q 42 
G4Q H2  H2  H 0 1 N N N N N N -8.199 1.039  -13.130 -0.507 -0.948 2.597  H2  G4Q 43 
G4Q H3  H3  H 0 1 N N N N N N -9.178 2.236  -15.058 -1.420 -0.758 4.873  H3  G4Q 44 
G4Q H4  H4  H 0 1 N N N N N N -7.797 2.715  -17.046 -3.843 -0.508 5.219  H4  G4Q 45 
G4Q H5  H5  H 0 1 N N N N N N -5.439 1.973  -17.114 -5.365 -0.447 3.288  H5  G4Q 46 
G4Q H6  H6  H 0 1 N N N N N N -4.399 -0.448 -16.965 -6.056 -2.111 1.451  H6  G4Q 47 
G4Q H7  H7  H 0 1 N N N N N N 1.290  -1.641 -16.284 -8.950 -1.163 -3.598 H7  G4Q 48 
G4Q H8  H8  H 0 1 N N N N N N 0.502  -0.160 -14.486 -6.999 0.245  -3.519 H8  G4Q 49 
G4Q H10 H10 H 0 1 N N N N N N -2.704 0.714  -11.629 -2.876 0.995  -2.476 H10 G4Q 50 
G4Q H11 H11 H 0 1 N N N N N N -3.393 2.149  -9.735  -0.894 2.450  -2.395 H11 G4Q 51 
G4Q H12 H12 H 0 1 N N N N N N -4.498 3.481  -14.352 -3.361 1.449  1.759  H12 G4Q 52 
G4Q H13 H13 H 0 1 N N N N N N -5.213 4.888  -12.468 -1.376 2.901  1.820  H13 G4Q 53 
G4Q H14 H14 H 0 1 N N N N N N -5.288 5.299  -10.388 0.298  4.176  -1.186 H14 G4Q 54 
G4Q H15 H15 H 0 1 N N N N N N -5.420 3.875  -9.301  0.094  4.368  0.571  H15 G4Q 55 
G4Q H17 H17 H 0 1 N N N N N N -4.918 6.513  -8.474  2.788  4.293  -0.595 H17 G4Q 56 
G4Q H18 H18 H 0 1 N N N N N N -4.958 5.010  -7.490  2.356  4.309  1.133  H18 G4Q 57 
G4Q H19 H19 H 0 1 N N N N N N -3.809 6.981  -6.407  4.649  3.406  0.766  H19 G4Q 58 
G4Q H20 H20 H 0 1 N N N N N N -2.822 5.486  -6.525  3.565  2.181  1.468  H20 G4Q 59 
G4Q H21 H21 H 0 1 N N N N N N -3.607 6.723  -10.299 0.783  1.319  -1.338 H21 G4Q 60 
G4Q H22 H22 H 0 1 N N N N N N -2.495 5.417  -10.835 1.867  2.545  -2.040 H22 G4Q 61 
G4Q H23 H23 H 0 1 N N N N N N -0.994 5.822  -9.020  2.645  0.432  0.022  H23 G4Q 62 
G4Q H24 H24 H 0 1 N N N N N N -1.391 7.423  -9.730  3.076  0.416  -1.705 H24 G4Q 63 
G4Q H25 H25 H 0 1 N N N N N N -2.377 7.681  -5.298  6.452  2.805  -0.005 H25 G4Q 64 
G4Q H26 H26 H 0 1 N N N N N N -1.398 9.712  -4.296  8.458  1.433  0.378  H26 G4Q 65 
G4Q H27 H27 H 0 1 N N N N N N -0.918 8.880  -9.130  4.146  -0.742 -0.626 H27 G4Q 66 
G4Q H28 H28 H 0 1 N N N N N N 0.057  10.907 -8.129  6.153  -2.114 -0.243 H28 G4Q 67 
G4Q H29 H29 H 0 1 N N N N N N -0.642 12.327 -5.380  9.254  -0.910 0.930  H29 G4Q 68 
G4Q H30 H30 H 0 1 N N N N N N 1.940  12.918 -3.800  10.831 -2.733 -0.223 H30 G4Q 69 
G4Q H31 H31 H 0 1 N N N N N N 2.695  13.272 -5.391  9.854  -3.565 1.010  H31 G4Q 70 
G4Q H32 H32 H 0 1 N N N N N N 1.195  15.103 -4.681  8.912  -5.050 -0.738 H32 G4Q 71 
G4Q H33 H33 H 0 1 N N N N N N 0.576  14.304 -6.167  9.889  -4.218 -1.971 H33 G4Q 72 
G4Q H34 H34 H 0 1 N N N N N N -0.179 13.950 -4.576  10.688 -5.163 -0.692 H34 G4Q 73 
G4Q H35 H35 H 0 1 N N N N N N -0.221 -2.346 -17.935 -9.417 -2.615 -1.805 H35 G4Q 74 
# 
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 
G4Q OBO CAC DOUB N N 1  
G4Q CAC NAB SING N N 2  
G4Q CAC CAD SING N N 3  
G4Q NAB CAA SING N N 4  
G4Q CAA CAF DOUB N N 5  
G4Q CAP CAO DOUB Y N 6  
G4Q CAP CAK SING Y N 7  
G4Q CAD CAG DOUB Y N 8  
G4Q CAD CAE SING Y N 9  
G4Q CAO CAN SING Y N 10 
G4Q CAG CAH SING Y N 11 
G4Q CAF CAE SING N N 12 
G4Q CAE NAJ DOUB Y N 13 
G4Q CAH CAK SING N N 14 
G4Q CAH CAI DOUB Y N 15 
G4Q CAK CAL DOUB Y N 16 
G4Q CAN CAM DOUB Y N 17 
G4Q NAJ CAI SING Y N 18 
G4Q CAI CAQ SING N N 19 
G4Q CAL CAM SING Y N 20 
G4Q CAR CAQ DOUB Y N 21 
G4Q CAR CAS SING Y N 22 
G4Q CAQ CAV SING Y N 23 
G4Q CAS CAT DOUB Y N 24 
G4Q CAV CAU DOUB Y N 25 
G4Q CAT CAU SING Y N 26 
G4Q CAT CAW SING N N 27 
G4Q CAY CAZ SING N N 28 
G4Q CAY NAX SING N N 29 
G4Q CAW NAX SING N N 30 
G4Q CAZ NBA SING N N 31 
G4Q NAX CBC SING N N 32 
G4Q CBE CBF DOUB Y N 33 
G4Q CBE CBD SING Y N 34 
G4Q CBC CBB SING N N 35 
G4Q NBA CBD SING N N 36 
G4Q NBA CBB SING N N 37 
G4Q CBF CBG SING Y N 38 
G4Q CBD CBI DOUB Y N 39 
G4Q CBG NBJ SING N N 40 
G4Q CBG CBH DOUB Y N 41 
G4Q CBI CBH SING Y N 42 
G4Q OBM CBK DOUB N N 43 
G4Q NBJ CBK SING N N 44 
G4Q CBK CBL SING N N 45 
G4Q CBN CBL SING N N 46 
G4Q CAL H1  SING N N 47 
G4Q CAM H2  SING N N 48 
G4Q CAN H3  SING N N 49 
G4Q CAO H4  SING N N 50 
G4Q CAP H5  SING N N 51 
G4Q CAG H6  SING N N 52 
G4Q CAA H7  SING N N 53 
G4Q CAF H8  SING N N 54 
G4Q CAV H10 SING N N 55 
G4Q CAU H11 SING N N 56 
G4Q CAR H12 SING N N 57 
G4Q CAS H13 SING N N 58 
G4Q CAW H14 SING N N 59 
G4Q CAW H15 SING N N 60 
G4Q CBC H17 SING N N 61 
G4Q CBC H18 SING N N 62 
G4Q CBB H19 SING N N 63 
G4Q CBB H20 SING N N 64 
G4Q CAY H21 SING N N 65 
G4Q CAY H22 SING N N 66 
G4Q CAZ H23 SING N N 67 
G4Q CAZ H24 SING N N 68 
G4Q CBI H25 SING N N 69 
G4Q CBH H26 SING N N 70 
G4Q CBE H27 SING N N 71 
G4Q CBF H28 SING N N 72 
G4Q NBJ H29 SING N N 73 
G4Q CBL H30 SING N N 74 
G4Q CBL H31 SING N N 75 
G4Q CBN H32 SING N N 76 
G4Q CBN H33 SING N N 77 
G4Q CBN H34 SING N N 78 
G4Q NAB H35 SING N N 79 
# 
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 
G4Q InChI            InChI                1.03  "InChI=1S/C34H33N5O2/c1-2-32(40)36-27-12-14-28(15-13-27)39-20-18-38(19-21-39)23-24-8-10-26(11-9-24)33-29(25-6-4-3-5-7-25)22-30-31(37-33)16-17-35-34(30)41/h3-17,22H,2,18-21,23H2,1H3,(H,35,41)(H,36,40)" 
G4Q InChIKey         InChI                1.03  QCTYKYAJKIOMDJ-UHFFFAOYSA-N                                                                                                                                                                              
G4Q SMILES_CANONICAL CACTVS               3.385 "CCC(=O)Nc1ccc(cc1)N2CCN(CC2)Cc3ccc(cc3)c4nc5C=CNC(=O)c5cc4c6ccccc6"                                                                                                                                     
G4Q SMILES           CACTVS               3.385 "CCC(=O)Nc1ccc(cc1)N2CCN(CC2)Cc3ccc(cc3)c4nc5C=CNC(=O)c5cc4c6ccccc6"                                                                                                                                     
G4Q SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1ccc(cc1)N2CCN(CC2)Cc3ccc(cc3)c4c(cc5c(n4)C=CNC5=O)c6ccccc6"                                                                                                                                   
G4Q SMILES           "OpenEye OEToolkits" 2.0.6 "CCC(=O)Nc1ccc(cc1)N2CCN(CC2)Cc3ccc(cc3)c4c(cc5c(n4)C=CNC5=O)c6ccccc6"                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           G4Q 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "~{N}-[4-[4-[[4-(5-oxidanylidene-3-phenyl-6~{H}-1,6-naphthyridin-2-yl)phenyl]methyl]piperazin-1-yl]phenyl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
G4Q "Create component" 2018-08-28 EBI  
G4Q "Initial release"  2019-02-20 RCSB 
G4Q "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            G4Q 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               CBN 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
