data_A1BHL
# 
_chem_comp.id                                    A1BHL 
_chem_comp.name                                  "N-[5-({2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]ethyl}amino)-5-oxopentyl]-4,7-dibromo-3-hydroxynaphthalene-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 Br2 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-18 
_chem_comp.pdbx_modified_date                    2025-03-07 
_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                        651.307 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BHL 
_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        9EC2 
_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 
A1BHL N1  N1  N  0 1 Y N N N N N 3.174   27.570 -57.703 8.734  -1.035 -1.973 N1  A1BHL 1  
A1BHL N3  N2  N  0 1 N N N N N N -3.579  28.952 -55.734 4.944  2.640  1.285  N3  A1BHL 2  
A1BHL C4  C1  C  0 1 Y N N N N N 2.097   29.369 -56.784 10.050 -0.844 -0.197 C4  A1BHL 3  
A1BHL C5  C2  C  0 1 N N N N N N 0.494   28.061 -55.292 8.819  1.034  0.966  C5  A1BHL 4  
A1BHL C6  C3  C  0 1 N N N N N N -1.634  27.502 -56.130 7.352  2.787  1.687  C6  A1BHL 5  
A1BHL C7  C4  C  0 1 N N N N N N -2.900  28.098 -56.698 6.090  3.553  1.288  C7  A1BHL 6  
A1BHL C8  C5  C  0 1 N N N N N N -3.394  30.274 -55.646 3.718  3.097  0.961  C8  A1BHL 7  
A1BHL C10 C6  C  0 1 N N N N N N -2.879  32.361 -57.017 1.278  2.924  0.558  C10 A1BHL 8  
A1BHL C13 C7  C  0 1 N N N N N N -4.050  35.675 -58.078 -3.552 2.281  -0.172 C13 A1BHL 9  
A1BHL C15 C8  C  0 1 Y N N N N N -4.661  34.923 -55.717 -5.986 1.844  -0.515 C15 A1BHL 10 
A1BHL C17 C9  C  0 1 Y N N N N N -6.008  34.241 -57.571 -4.524 0.027  0.154  C17 A1BHL 11 
A1BHL C20 C10 C  0 1 Y N N N N N -7.469  32.732 -54.491 -8.007 -1.223 -0.188 C20 A1BHL 12 
A1BHL C21 C11 C  0 1 Y N N N N N -8.519  32.028 -54.999 -7.825 -2.532 0.137  C21 A1BHL 13 
A1BHL C22 C12 C  0 1 Y N N N N N -8.749  32.050 -56.381 -6.562 -3.021 0.468  C22 A1BHL 14 
A1BHL C24 C13 C  0 1 N N N N N N 2.402   31.549 -57.163 11.937 -2.100 0.247  C24 A1BHL 15 
A1BHL C1  C14 C  0 1 N N N N N N 3.816   29.946 -58.384 10.763 -2.564 -1.740 C1  A1BHL 16 
A1BHL C11 C15 C  0 1 N N N N N N -2.461  32.847 -58.408 0.082  1.970  0.554  C11 A1BHL 17 
A1BHL C12 C16 C  0 1 N N N N N N -3.531  33.556 -59.223 -1.181 2.737  0.155  C12 A1BHL 18 
A1BHL C14 C17 C  0 1 Y N N N N N -4.908  34.919 -57.105 -4.706 1.361  -0.176 C14 A1BHL 19 
A1BHL C16 C18 C  0 1 Y N N N N N -5.484  34.219 -54.858 -7.067 1.011  -0.520 C16 A1BHL 20 
A1BHL C18 C19 C  0 1 Y N N N N N -6.857  33.494 -56.725 -5.623 -0.843 0.148  C18 A1BHL 21 
A1BHL C19 C20 C  0 1 Y N N N N N -6.600  33.480 -55.328 -6.909 -0.346 -0.190 C19 A1BHL 22 
A1BHL C2  C21 C  0 1 Y N N N N N 3.082   28.959 -57.670 9.848  -1.544 -1.391 C2  A1BHL 23 
A1BHL C23 C22 C  0 1 Y N N N N N -7.963  32.768 -57.226 -5.474 -2.203 0.477  C23 A1BHL 24 
A1BHL C3  C23 C  0 1 Y N N N N N 2.255   27.170 -56.861 8.253  -0.087 -1.224 C3  A1BHL 25 
A1BHL C9  C24 C  0 1 N N N N N N -2.477  30.923 -56.660 2.540  2.158  0.957  C9  A1BHL 26 
A1BHL N2  N3  N  0 1 Y N N N N N 1.578   28.205 -56.258 9.032  0.068  -0.115 N2  A1BHL 27 
A1BHL N4  N4  N  0 1 N N N N N N -3.461  35.006 -59.080 -2.326 1.824  0.151  N4  A1BHL 28 
A1BHL N5  N5  N  0 1 N N N N N N 1.715   30.632 -56.479 11.093 -1.149 0.583  N5  A1BHL 29 
A1BHL N6  N6  N  0 1 N N N N N N 2.140   32.854 -56.988 12.992 -2.378 1.079  N6  A1BHL 30 
A1BHL N7  N7  N  0 1 N N N N N N 3.393   31.237 -58.062 11.793 -2.817 -0.903 N7  A1BHL 31 
A1BHL O1  O1  O  0 1 N N N N N N 4.707   29.772 -59.231 10.626 -3.201 -2.772 O1  A1BHL 32 
A1BHL O2  O2  O  0 1 N N N N N N -0.721  28.541 -55.804 7.651  1.809  0.689  O2  A1BHL 33 
A1BHL O3  O3  O  0 1 N N N N N N -3.597  35.594 -55.203 -6.147 3.154  -0.835 O3  A1BHL 34 
A1BHL O4  O4  O  0 1 N N N N N N -3.915  36.886 -57.943 -3.707 3.452  -0.461 O4  A1BHL 35 
A1BHL O5  O5  O  0 1 N N N N N N -3.968  30.937 -54.783 3.564  4.265  0.673  O5  A1BHL 36 
A1BHL BR1 BR1 BR 0 0 N N N N N N -5.058  34.244 -53.011 -8.777 1.681  -0.971 BR1 A1BHL 37 
A1BHL BR2 BR2 BR 0 0 N N N N N N -10.223 31.062 -57.077 -6.357 -4.848 0.913  BR2 A1BHL 38 
A1BHL H8  H1  H  0 1 N N N N N N -4.223  28.524 -55.099 5.068  1.706  1.515  H8  A1BHL 39 
A1BHL H2  H2  H  0 1 N N N N N N 0.379   26.996 -55.040 8.686  0.501  1.908  H2  A1BHL 40 
A1BHL H3  H3  H  0 1 N N N N N N 0.747   28.628 -54.384 9.684  1.693  1.041  H3  A1BHL 41 
A1BHL H4  H4  H  0 1 N N N N N N -1.177  26.834 -56.876 8.186  3.482  1.776  H4  A1BHL 42 
A1BHL H5  H5  H  0 1 N N N N N N -1.875  26.928 -55.223 7.189  2.291  2.644  H5  A1BHL 43 
A1BHL H6  H6  H  0 1 N N N N N N -2.644  28.696 -57.585 6.221  3.976  0.292  H6  A1BHL 44 
A1BHL H7  H7  H  0 1 N N N N N N -3.578  27.282 -56.989 5.911  4.357  2.003  H7  A1BHL 45 
A1BHL H11 H8  H  0 1 N N N N N N -3.975  32.431 -56.951 1.409  3.347  -0.438 H11 A1BHL 46 
A1BHL H12 H9  H  0 1 N N N N N N -2.423  33.032 -56.274 1.099  3.728  1.273  H12 A1BHL 47 
A1BHL H19 H10 H  0 1 N N N N N N -6.233  34.281 -58.627 -3.541 -0.341 0.409  H19 A1BHL 48 
A1BHL H20 H11 H  0 1 N N N N N N -7.293  32.721 -53.425 -8.992 -0.860 -0.442 H20 A1BHL 49 
A1BHL H21 H12 H  0 1 N N N N N N -9.165  31.461 -54.345 -8.672 -3.202 0.138  H21 A1BHL 50 
A1BHL H13 H13 H  0 1 N N N N N N -1.620  33.544 -58.281 0.260  1.167  -0.161 H13 A1BHL 51 
A1BHL H14 H14 H  0 1 N N N N N N -2.127  31.971 -58.983 -0.049 1.548  1.550  H14 A1BHL 52 
A1BHL H15 H15 H  0 1 N N N N N N -3.398  33.298 -60.284 -1.359 3.540  0.870  H15 A1BHL 53 
A1BHL H16 H16 H  0 1 N N N N N N -4.520  33.214 -58.884 -1.050 3.159  -0.841 H16 A1BHL 54 
A1BHL H22 H17 H  0 1 N N N N N N -8.183  32.784 -58.283 -4.502 -2.595 0.737  H22 A1BHL 55 
A1BHL H1  H18 H  0 1 N N N N N N 2.048   26.129 -56.659 7.368  0.492  -1.447 H1  A1BHL 56 
A1BHL H9  H19 H  0 1 N N N N N N -1.457  30.939 -56.248 2.719  1.354  0.242  H9  A1BHL 57 
A1BHL H10 H20 H  0 1 N N N N N N -2.491  30.319 -57.579 2.409  1.735  1.953  H10 A1BHL 58 
A1BHL H17 H21 H  0 1 N N N N N N -2.949  35.527 -59.763 -2.202 0.889  0.382  H17 A1BHL 59 
A1BHL H23 H22 H  0 1 N N N N N N 1.430   33.139 -56.345 13.623 -3.077 0.845  H23 A1BHL 60 
A1BHL H24 H23 H  0 1 N N N N N N 2.655   33.541 -57.501 13.108 -1.876 1.901  H24 A1BHL 61 
A1BHL H25 H24 H  0 1 N N N N N N 3.849   31.998 -58.524 12.434 -3.511 -1.122 H25 A1BHL 62 
A1BHL H18 H25 H  0 1 N N N N N N -3.583  35.491 -54.259 -6.343 3.722  -0.078 H18 A1BHL 63 
# 
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 
A1BHL O1  C1  DOUB N N 1  
A1BHL C1  C2  SING N N 2  
A1BHL C2  N1  SING Y N 3  
A1BHL N1  C3  DOUB Y N 4  
A1BHL C2  C4  DOUB Y N 5  
A1BHL C4  N2  SING Y N 6  
A1BHL N2  C5  SING N N 7  
A1BHL C5  O2  SING N N 8  
A1BHL O2  C6  SING N N 9  
A1BHL C6  C7  SING N N 10 
A1BHL C7  N3  SING N N 11 
A1BHL N3  C8  SING N N 12 
A1BHL C8  C9  SING N N 13 
A1BHL C9  C10 SING N N 14 
A1BHL C10 C11 SING N N 15 
A1BHL C11 C12 SING N N 16 
A1BHL C12 N4  SING N N 17 
A1BHL N4  C13 SING N N 18 
A1BHL C13 C14 SING N N 19 
A1BHL C14 C15 DOUB Y N 20 
A1BHL C15 O3  SING N N 21 
A1BHL C15 C16 SING Y N 22 
A1BHL C16 BR1 SING N N 23 
A1BHL C14 C17 SING Y N 24 
A1BHL C17 C18 DOUB Y N 25 
A1BHL C18 C19 SING Y N 26 
A1BHL C19 C20 SING Y N 27 
A1BHL C20 C21 DOUB Y N 28 
A1BHL C21 C22 SING Y N 29 
A1BHL C22 BR2 SING N N 30 
A1BHL C22 C23 DOUB Y N 31 
A1BHL C13 O4  DOUB N N 32 
A1BHL C8  O5  DOUB N N 33 
A1BHL C4  N5  SING N N 34 
A1BHL N5  C24 DOUB N N 35 
A1BHL C24 N6  SING N N 36 
A1BHL C24 N7  SING N N 37 
A1BHL C1  N7  SING N N 38 
A1BHL C3  N2  SING Y N 39 
A1BHL C16 C19 DOUB Y N 40 
A1BHL C18 C23 SING Y N 41 
A1BHL N3  H8  SING N N 42 
A1BHL C5  H2  SING N N 43 
A1BHL C5  H3  SING N N 44 
A1BHL C6  H4  SING N N 45 
A1BHL C6  H5  SING N N 46 
A1BHL C7  H6  SING N N 47 
A1BHL C7  H7  SING N N 48 
A1BHL C10 H11 SING N N 49 
A1BHL C10 H12 SING N N 50 
A1BHL C17 H19 SING N N 51 
A1BHL C20 H20 SING N N 52 
A1BHL C21 H21 SING N N 53 
A1BHL C11 H13 SING N N 54 
A1BHL C11 H14 SING N N 55 
A1BHL C12 H15 SING N N 56 
A1BHL C12 H16 SING N N 57 
A1BHL C23 H22 SING N N 58 
A1BHL C3  H1  SING N N 59 
A1BHL C9  H9  SING N N 60 
A1BHL C9  H10 SING N N 61 
A1BHL N4  H17 SING N N 62 
A1BHL N6  H23 SING N N 63 
A1BHL N6  H24 SING N N 64 
A1BHL N7  H25 SING N N 65 
A1BHL O3  H18 SING N N 66 
# 
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 
A1BHL SMILES           ACDLabs              14.52   "Brc1cc2cc(c(O)c(Br)c2cc1)C(=O)NCCCCC(=O)NCCOCn1cnc2c1N=C(N)NC2=O"                                                                                                                                           
A1BHL InChI            InChI                1.06    "InChI=1S/C24H25Br2N7O5/c25-14-4-5-15-13(9-14)10-16(20(35)18(15)26)22(36)29-6-2-1-3-17(34)28-7-8-38-12-33-11-30-19-21(33)31-24(27)32-23(19)37/h4-5,9-11,35H,1-3,6-8,12H2,(H,28,34)(H,29,36)(H3,27,31,32,37)" 
A1BHL InChIKey         InChI                1.06    OFCSNXRJBLPABY-UHFFFAOYSA-N                                                                                                                                                                                  
A1BHL SMILES_CANONICAL CACTVS               3.385   "NC1=Nc2n(COCCNC(=O)CCCCNC(=O)c3cc4cc(Br)ccc4c(Br)c3O)cnc2C(=O)N1"                                                                                                                                           
A1BHL SMILES           CACTVS               3.385   "NC1=Nc2n(COCCNC(=O)CCCCNC(=O)c3cc4cc(Br)ccc4c(Br)c3O)cnc2C(=O)N1"                                                                                                                                           
A1BHL SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc2c(cc1Br)cc(c(c2Br)O)C(=O)NCCCCC(=O)NCCOCn3cnc4c3N=C(NC4=O)N"                                                                                                                                           
A1BHL SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc2c(cc1Br)cc(c(c2Br)O)C(=O)NCCCCC(=O)NCCOCn3cnc4c3N=C(NC4=O)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 
A1BHL "SYSTEMATIC NAME" ACDLabs              14.52   "N-[5-({2-[(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]ethyl}amino)-5-oxopentyl]-4,7-dibromo-3-hydroxynaphthalene-2-carboxamide"                       
A1BHL "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "~{N}-[5-[2-[(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)methoxy]ethylamino]-5-oxidanylidene-pentyl]-4,7-bis(bromanyl)-3-oxidanyl-naphthalene-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BHL "Create component" 2024-11-18 RCSB 
A1BHL "Initial release"  2025-03-12 RCSB 
# 
