data_A1BUJ
# 
_chem_comp.id                                    A1BUJ 
_chem_comp.name                                  
;(6R,12R)-6-(5-bromofuran-2-yl)-7,9-dimethyl-8,10-dioxo-11-phenyl-7,8,9,10-tetrahydro-6H-pyrimido[4',5':3,4]pyrrolo[2,1-c][1,4]benzoxazine-2-carboxylic acid
;
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H18 Br N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-24 
_chem_comp.pdbx_modified_date                    2025-08-01 
_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                        548.342 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BUJ 
_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        9MXL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1BUJ C10  C1  C  0 1 Y N N N N N 148.460 145.281 165.603 1.663  -3.352 -0.656 C10  A1BUJ 1  
A1BUJ C11  C2  C  0 1 Y N N N N N 148.811 144.189 164.767 2.712  -3.447 0.287  C11  A1BUJ 2  
A1BUJ C12  C3  C  0 1 Y N N N N N 147.742 143.968 163.992 3.132  -2.192 0.531  C12  A1BUJ 3  
A1BUJ C15  C4  C  0 1 Y N N N N N 146.832 147.396 167.072 -0.684 -0.928 -1.130 C15  A1BUJ 4  
A1BUJ C16  C5  C  0 1 Y N N N N N 146.892 147.102 168.404 -1.783 -1.538 -0.718 C16  A1BUJ 5  
A1BUJ C18  C6  C  0 1 N N N N N N 145.902 144.813 168.399 -1.541 -3.892 -1.527 C18  A1BUJ 6  
A1BUJ C19  C7  C  0 1 N N N N N N 146.731 145.819 170.451 -3.481 -3.097 -0.248 C19  A1BUJ 7  
A1BUJ C2   C8  C  0 1 N N N N N N 149.609 151.743 163.643 1.643  4.689  -0.284 C2   A1BUJ 8  
A1BUJ C21  C9  C  0 1 Y N N N N N 147.476 148.185 169.108 -2.585 -0.521 0.009  C21  A1BUJ 9  
A1BUJ C22  C10 C  0 1 N N N N N N 147.727 148.079 170.517 -3.872 -0.909 0.594  C22  A1BUJ 10 
A1BUJ C24  C11 C  0 1 N N N N N N 147.775 146.637 172.486 -5.503 -2.658 0.974  C24  A1BUJ 11 
A1BUJ C26  C12 C  0 1 Y N N N N N 147.770 149.177 168.188 -1.870 0.651  -0.041 C26  A1BUJ 12 
A1BUJ C27  C13 C  0 1 Y N N N N N 148.223 150.564 168.449 -2.268 1.942  0.553  C27  A1BUJ 13 
A1BUJ C28  C14 C  0 1 Y N N N N N 147.449 151.647 168.044 -2.529 2.034  1.922  C28  A1BUJ 14 
A1BUJ C29  C15 C  0 1 Y N N N N N 147.830 152.940 168.362 -2.901 3.244  2.470  C29  A1BUJ 15 
A1BUJ C3   C16 C  0 1 Y N N N N N 148.571 150.710 164.009 1.506  3.346  -0.879 C3   A1BUJ 16 
A1BUJ C30  C17 C  0 1 Y N N N N N 148.980 153.169 169.085 -3.016 4.365  1.666  C30  A1BUJ 17 
A1BUJ C31  C18 C  0 1 Y N N N N N 149.754 152.105 169.492 -2.760 4.281  0.309  C31  A1BUJ 18 
A1BUJ C32  C19 C  0 1 Y N N N N N 149.383 150.808 169.178 -2.381 3.079  -0.251 C32  A1BUJ 19 
A1BUJ C34  C20 C  0 1 Y N N N N N 147.545 149.259 165.636 0.316  1.272  -1.078 C34  A1BUJ 20 
A1BUJ C35  C21 C  0 1 Y N N N N N 148.469 150.253 165.323 0.429  2.526  -0.523 C35  A1BUJ 21 
A1BUJ C4   C22 C  0 1 Y N N N N N 147.744 150.172 163.026 2.450  2.886  -1.801 C4   A1BUJ 22 
A1BUJ C5   C23 C  0 1 Y N N N N N 146.827 149.185 163.330 2.315  1.640  -2.370 C5   A1BUJ 23 
A1BUJ C6   C24 C  0 1 Y N N N N N 146.735 148.727 164.632 1.245  0.823  -2.027 C6   A1BUJ 24 
A1BUJ C8   C25 C  0 1 N N R N N N 146.285 146.690 165.863 0.504  -1.464 -1.898 C8   A1BUJ 25 
A1BUJ C9   C26 C  0 1 Y N N N N N 147.204 145.643 165.277 1.508  -2.046 -0.936 C9   A1BUJ 26 
A1BUJ N17  N1  N  0 1 N N N N N N 146.521 145.949 169.086 -2.284 -2.844 -0.823 N17  A1BUJ 27 
A1BUJ N23  N2  N  0 1 N N N N N N 147.369 146.863 171.097 -4.227 -2.207 0.413  N23  A1BUJ 28 
A1BUJ N33  N3  N  0 1 Y N N N N N 147.390 148.681 166.921 -0.730 0.404  -0.735 N33  A1BUJ 29 
A1BUJ O1   O1  O  0 1 N N N N N N 150.459 152.054 164.495 2.681  5.475  -0.629 O1   A1BUJ 30 
A1BUJ O14  O2  O  0 1 Y N N N N N 146.731 144.833 164.265 2.397  -1.347 -0.211 O14  A1BUJ 31 
A1BUJ O20  O3  O  0 1 N N N N N N 146.359 144.835 171.058 -3.914 -4.229 -0.339 O20  A1BUJ 32 
A1BUJ O25  O4  O  0 1 N N N N N N 148.249 148.939 171.203 -4.574 -0.122 1.201  O25  A1BUJ 33 
A1BUJ O36  O5  O  0 1 N N N N N N 149.557 152.225 162.489 0.820  5.085  0.517  O36  A1BUJ 34 
A1BUJ O7   O6  O  0 1 N N N N N N 145.900 147.658 164.850 1.097  -0.385 -2.625 O7   A1BUJ 35 
A1BUJ BR13 BR1 BR 0 0 N N N N N N 147.406 142.697 162.642 4.517  -1.700 1.720  BR13 A1BUJ 36 
A1BUJ H1   H1  H  0 1 N N N N N N 149.083 145.736 166.359 1.097  -4.172 -1.074 H1   A1BUJ 37 
A1BUJ H2   H2  H  0 1 N N N N N N 149.746 143.649 164.758 3.102  -4.353 0.727  H2   A1BUJ 38 
A1BUJ H3   H3  H  0 1 N N N N N N 145.692 144.014 169.126 -0.816 -4.342 -0.849 H3   A1BUJ 39 
A1BUJ H4   H4  H  0 1 N N N N N N 144.962 145.137 167.929 -2.234 -4.657 -1.877 H4   A1BUJ 40 
A1BUJ H5   H5  H  0 1 N N N N N N 146.587 144.435 167.626 -1.019 -3.457 -2.380 H5   A1BUJ 41 
A1BUJ H6   H6  H  0 1 N N N N N N 148.267 147.540 172.876 -5.647 -3.715 0.748  H6   A1BUJ 42 
A1BUJ H7   H7  H  0 1 N N N N N N 146.887 146.411 173.095 -5.495 -2.516 2.055  H7   A1BUJ 43 
A1BUJ H8   H8  H  0 1 N N N N N N 148.475 145.790 172.530 -6.317 -2.079 0.538  H8   A1BUJ 44 
A1BUJ H9   H9  H  0 1 N N N N N N 146.545 151.478 167.478 -2.440 1.160  2.550  H9   A1BUJ 45 
A1BUJ H10  H10 H  0 1 N N N N N N 147.222 153.773 168.041 -3.102 3.317  3.528  H10  A1BUJ 46 
A1BUJ H11  H11 H  0 1 N N N N N N 149.273 154.179 169.332 -3.308 5.310  2.101  H11  A1BUJ 47 
A1BUJ H12  H12 H  0 1 N N N N N N 150.656 152.283 170.059 -2.852 5.159  -0.312 H12  A1BUJ 48 
A1BUJ H13  H13 H  0 1 N N N N N N 149.998 149.981 169.501 -2.176 3.016  -1.310 H13  A1BUJ 49 
A1BUJ H14  H14 H  0 1 N N N N N N 149.103 150.667 166.093 -0.309 2.876  0.184  H14  A1BUJ 50 
A1BUJ H15  H15 H  0 1 N N N N N N 147.821 150.532 162.011 3.289  3.511  -2.069 H15  A1BUJ 51 
A1BUJ H16  H16 H  0 1 N N N N N N 146.189 148.776 162.560 3.045  1.295  -3.088 H16  A1BUJ 52 
A1BUJ H17  H17 H  0 1 N N N N N N 145.372 146.167 166.184 0.172  -2.236 -2.593 H17  A1BUJ 53 
A1BUJ H18  H18 H  0 1 N N N N N N 151.049 152.704 164.132 2.729  6.347  -0.213 H18  A1BUJ 54 
# 
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 
A1BUJ O36  C2  DOUB N N 1  
A1BUJ BR13 C12 SING N N 2  
A1BUJ C4   C5  DOUB Y N 3  
A1BUJ C4   C3  SING Y N 4  
A1BUJ C5   C6  SING Y N 5  
A1BUJ C2   C3  SING N N 6  
A1BUJ C2   O1  SING N N 7  
A1BUJ C12  O14 SING Y N 8  
A1BUJ C12  C11 DOUB Y N 9  
A1BUJ C3   C35 DOUB Y N 10 
A1BUJ O14  C9  SING Y N 11 
A1BUJ C6   O7  SING N N 12 
A1BUJ C6   C34 DOUB Y N 13 
A1BUJ C11  C10 SING Y N 14 
A1BUJ O7   C8  SING N N 15 
A1BUJ C9   C10 DOUB Y N 16 
A1BUJ C9   C8  SING N N 17 
A1BUJ C35  C34 SING Y N 18 
A1BUJ C34  N33 SING N N 19 
A1BUJ C8   C15 SING N N 20 
A1BUJ N33  C15 SING Y N 21 
A1BUJ N33  C26 SING Y N 22 
A1BUJ C15  C16 DOUB Y N 23 
A1BUJ C28  C29 DOUB Y N 24 
A1BUJ C28  C27 SING Y N 25 
A1BUJ C26  C27 SING N N 26 
A1BUJ C26  C21 DOUB Y N 27 
A1BUJ C29  C30 SING Y N 28 
A1BUJ C18  N17 SING N N 29 
A1BUJ C16  N17 SING N N 30 
A1BUJ C16  C21 SING Y N 31 
A1BUJ C27  C32 DOUB Y N 32 
A1BUJ C30  C31 DOUB Y N 33 
A1BUJ N17  C19 SING N N 34 
A1BUJ C21  C22 SING N N 35 
A1BUJ C32  C31 SING Y N 36 
A1BUJ C19  O20 DOUB N N 37 
A1BUJ C19  N23 SING N N 38 
A1BUJ C22  N23 SING N N 39 
A1BUJ C22  O25 DOUB N N 40 
A1BUJ N23  C24 SING N N 41 
A1BUJ C10  H1  SING N N 42 
A1BUJ C11  H2  SING N N 43 
A1BUJ C18  H3  SING N N 44 
A1BUJ C18  H4  SING N N 45 
A1BUJ C18  H5  SING N N 46 
A1BUJ C24  H6  SING N N 47 
A1BUJ C24  H7  SING N N 48 
A1BUJ C24  H8  SING N N 49 
A1BUJ C28  H9  SING N N 50 
A1BUJ C29  H10 SING N N 51 
A1BUJ C30  H11 SING N N 52 
A1BUJ C31  H12 SING N N 53 
A1BUJ C32  H13 SING N N 54 
A1BUJ C35  H14 SING N N 55 
A1BUJ C4   H15 SING N N 56 
A1BUJ C5   H16 SING N N 57 
A1BUJ C8   H17 SING N N 58 
A1BUJ O1   H18 SING N N 59 
# 
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 
A1BUJ SMILES           ACDLabs              14.52   "Brc1ccc(o1)C1Oc2ccc(cc2n2c(c3ccccc3)c3C(=O)N(C)C(=O)N(C)c3c12)C(=O)O"                                                                                                             
A1BUJ InChI            InChI                1.06    "InChI=1S/C26H18BrN3O6/c1-28-21-19(24(31)29(2)26(28)34)20(13-6-4-3-5-7-13)30-15-12-14(25(32)33)8-9-16(15)36-23(22(21)30)17-10-11-18(27)35-17/h3-12,23H,1-2H3,(H,32,33)/t23-/m0/s1" 
A1BUJ InChIKey         InChI                1.06    GNHIGSRGYXEQEP-QHCPKHFHSA-N                                                                                                                                                        
A1BUJ SMILES_CANONICAL CACTVS               3.385   "CN1C(=O)N(C)c2c3[C@@H](Oc4ccc(cc4n3c(c5ccccc5)c2C1=O)C(O)=O)c6oc(Br)cc6"                                                                                                          
A1BUJ SMILES           CACTVS               3.385   "CN1C(=O)N(C)c2c3[CH](Oc4ccc(cc4n3c(c5ccccc5)c2C1=O)C(O)=O)c6oc(Br)cc6"                                                                                                            
A1BUJ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CN1c2c(c(n-3c2[C@@H](Oc4c3cc(cc4)C(=O)O)c5ccc(o5)Br)c6ccccc6)C(=O)N(C1=O)C"                                                                                                       
A1BUJ SMILES           "OpenEye OEToolkits" 3.1.0.0 "CN1c2c(c(n-3c2C(Oc4c3cc(cc4)C(=O)O)c5ccc(o5)Br)c6ccccc6)C(=O)N(C1=O)C"                                                                                                            
# 
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 
A1BUJ "SYSTEMATIC NAME" ACDLabs              14.52   
;(6R,12R)-6-(5-bromofuran-2-yl)-7,9-dimethyl-8,10-dioxo-11-phenyl-7,8,9,10-tetrahydro-6H-pyrimido[4',5':3,4]pyrrolo[2,1-c][1,4]benzoxazine-2-carboxylic acid
;
A1BUJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(9~{R})-9-(5-bromanylfuran-2-yl)-12,14-dimethyl-13,15-bis(oxidanylidene)-17-phenyl-8-oxa-1,12,14-triazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2(7),3,5,10,16-pentaene-4-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BUJ "Create component" 2025-01-24 RCSB 
A1BUJ "Initial release"  2025-08-06 RCSB 
# 
