data_A1A45
# 
_chem_comp.id                                    A1A45 
_chem_comp.name                                  "2-({1-[(4-bromonaphthalen-1-yl)methyl]-1H-imidazo[4,5-b]pyridin-2-yl}sulfanyl)-2-methylpropanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H18 Br N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-09 
_chem_comp.pdbx_modified_date                    2025-06-13 
_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                        456.356 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A45 
_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        9DKC 
_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 
A1A45 C03  C1  C  0 1 N N N N N N 99.936  102.360 104.058 5.192  0.693  0.247  C03  A1A45 1  
A1A45 C04  C2  C  0 1 N N N N N N 100.988 100.282 103.356 4.464  3.038  -0.101 C04  A1A45 2  
A1A45 C14  C3  C  0 1 Y N N N N N 102.088 104.449 107.796 -0.974 -0.378 0.878  C14  A1A45 3  
A1A45 C01  C4  C  0 1 N N N N N N 102.481 102.042 104.065 3.801  1.299  -1.738 C01  A1A45 4  
A1A45 C02  C5  C  0 1 N N N N N N 101.116 101.428 104.317 4.064  1.594  -0.260 C02  A1A45 5  
A1A45 C08  C6  C  0 1 Y N N N N N 102.163 101.031 107.278 2.327  -0.434 0.338  C08  A1A45 6  
A1A45 C10  C7  C  0 1 Y N N N N N 103.413 100.671 109.011 2.646  -2.431 -0.482 C10  A1A45 7  
A1A45 C11  C8  C  0 1 Y N N N N N 103.544 101.972 108.651 1.486  -2.480 0.312  C11  A1A45 8  
A1A45 C13  C9  C  0 1 N N N N N N 102.623 103.403 106.876 0.226  -0.763 1.704  C13  A1A45 9  
A1A45 C15  C10 C  0 1 Y N N N N N 101.157 104.057 108.715 -0.894 -0.363 -0.481 C15  A1A45 10 
A1A45 C16  C11 C  0 1 Y N N N N N 100.635 105.001 109.558 -1.992 -0.010 -1.261 C16  A1A45 11 
A1A45 C17  C12 C  0 1 Y N N N N N 101.062 106.295 109.455 -3.179 0.332  -0.686 C17  A1A45 12 
A1A45 C18  C13 C  0 1 Y N N N N N 102.007 106.682 108.528 -3.300 0.328  0.714  C18  A1A45 13 
A1A45 C19  C14 C  0 1 Y N N N N N 102.406 108.005 108.446 -4.508 0.675  1.344  C19  A1A45 14 
A1A45 C20  C15 C  0 1 Y N N N N N 103.344 108.384 107.509 -4.588 0.661  2.702  C20  A1A45 15 
A1A45 C21  C16 C  0 1 Y N N N N N 103.876 107.443 106.655 -3.488 0.308  3.482  C21  A1A45 16 
A1A45 C22  C17 C  0 1 Y N N N N N 103.460 106.132 106.737 -2.303 -0.034 2.908  C22  A1A45 17 
A1A45 C23  C18 C  0 1 Y N N N N N 102.514 105.764 107.687 -2.184 -0.037 1.507  C23  A1A45 18 
A1A45 C25  C19 C  0 1 Y N N N N N 104.399 102.767 109.397 0.794  -3.675 0.435  C25  A1A45 19 
A1A45 C26  C20 C  0 1 Y N N N N N 105.069 102.191 110.455 1.279  -4.787 -0.236 C26  A1A45 20 
A1A45 C27  C21 C  0 1 Y N N N N N 104.878 100.864 110.756 2.427  -4.672 -1.002 C27  A1A45 21 
A1A45 N09  N1  N  0 1 Y N N N N N 102.547 100.129 108.151 3.111  -1.159 -0.425 N09  A1A45 22 
A1A45 N12  N2  N  0 1 Y N N N N N 102.756 102.161 107.586 1.307  -1.204 0.818  N12  A1A45 23 
A1A45 N28  N3  N  0 1 Y N N N N N 104.068 100.144 110.036 3.071  -3.528 -1.106 N28  A1A45 24 
A1A45 O05  O1  O  0 1 N N N N N N 101.165 99.127  103.806 5.557  3.505  -0.724 O05  A1A45 25 
A1A45 O06  O2  O  0 1 N N N N N N 100.704 100.501 102.151 3.801  3.776  0.589  O06  A1A45 26 
A1A45 S07  S1  S  0 1 N N N N N N 100.961 100.679 105.960 2.560  1.275  0.696  S07  A1A45 27 
A1A45 BR24 BR1 BR 0 0 N N N N N N 100.310 107.568 110.654 -4.656 0.809  -1.767 BR24 A1A45 28 
A1A45 H032 H1  H  0 0 N N N N N N 99.989  103.219 104.743 5.379  0.904  1.300  H032 A1A45 29 
A1A45 H031 H2  H  0 0 N N N N N N 99.973  102.718 103.018 4.902  -0.351 0.131  H031 A1A45 30 
A1A45 H033 H3  H  0 0 N N N N N N 98.995  101.815 104.225 6.097  0.885  -0.329 H033 A1A45 31 
A1A45 H013 H4  H  0 0 N N N N N N 102.632 102.893 104.745 3.511  0.254  -1.854 H013 A1A45 32 
A1A45 H012 H5  H  0 0 N N N N N N 103.261 101.287 104.243 2.997  1.940  -2.100 H012 A1A45 33 
A1A45 H011 H6  H  0 0 N N N N N N 102.539 102.391 103.023 4.706  1.491  -2.314 H011 A1A45 34 
A1A45 H131 H7  H  0 0 N N N N N N 103.607 103.716 106.498 0.560  0.097  2.284  H131 A1A45 35 
A1A45 H132 H8  H  0 0 N N N N N N 101.931 103.270 106.031 -0.043 -1.575 2.380  H132 A1A45 36 
A1A45 H151 H9  H  0 0 N N N N N N 100.840 103.026 108.775 0.036  -0.629 -0.961 H151 A1A45 37 
A1A45 H161 H10 H  0 0 N N N N N N 99.895  104.726 110.295 -1.902 -0.007 -2.337 H161 A1A45 38 
A1A45 H191 H11 H  0 0 N N N N N N 101.983 108.740 109.115 -5.368 0.952  0.752  H191 A1A45 39 
A1A45 H201 H12 H  0 0 N N N N N N 103.660 109.415 107.445 -5.517 0.928  3.183  H201 A1A45 40 
A1A45 H211 H13 H  0 0 N N N N N N 104.617 107.732 105.924 -3.577 0.309  4.558  H211 A1A45 41 
A1A45 H221 H14 H  0 0 N N N N N N 103.868 105.392 106.065 -1.459 -0.306 3.524  H221 A1A45 42 
A1A45 H251 H15 H  0 0 N N N N N N 104.537 103.811 109.156 -0.100 -3.739 1.039  H251 A1A45 43 
A1A45 H261 H16 H  0 0 N N N N N N 105.747 102.785 111.050 0.766  -5.734 -0.163 H261 A1A45 44 
A1A45 H271 H17 H  0 0 N N N N N N 105.400 100.419 111.590 2.803  -5.540 -1.524 H271 A1A45 45 
A1A45 H1   H18 H  0 1 N N N N N N 101.051 98.493  103.107 5.774  4.438  -0.591 H1   A1A45 46 
# 
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 
A1A45 O06 C04  DOUB N N 1  
A1A45 C04 O05  SING N N 2  
A1A45 C04 C02  SING N N 3  
A1A45 C03 C02  SING N N 4  
A1A45 C01 C02  SING N N 5  
A1A45 C02 S07  SING N N 6  
A1A45 S07 C08  SING N N 7  
A1A45 C21 C22  DOUB Y N 8  
A1A45 C21 C20  SING Y N 9  
A1A45 C22 C23  SING Y N 10 
A1A45 C13 N12  SING N N 11 
A1A45 C13 C14  SING N N 12 
A1A45 C08 N12  SING Y N 13 
A1A45 C08 N09  DOUB Y N 14 
A1A45 C20 C19  DOUB Y N 15 
A1A45 N12 C11  SING Y N 16 
A1A45 C23 C14  DOUB Y N 17 
A1A45 C23 C18  SING Y N 18 
A1A45 C14 C15  SING Y N 19 
A1A45 N09 C10  SING Y N 20 
A1A45 C19 C18  SING Y N 21 
A1A45 C18 C17  DOUB Y N 22 
A1A45 C11 C10  DOUB Y N 23 
A1A45 C11 C25  SING Y N 24 
A1A45 C15 C16  DOUB Y N 25 
A1A45 C10 N28  SING Y N 26 
A1A45 C25 C26  DOUB Y N 27 
A1A45 C17 C16  SING Y N 28 
A1A45 C17 BR24 SING N N 29 
A1A45 N28 C27  DOUB Y N 30 
A1A45 C26 C27  SING Y N 31 
A1A45 C03 H032 SING N N 32 
A1A45 C03 H031 SING N N 33 
A1A45 C03 H033 SING N N 34 
A1A45 C01 H013 SING N N 35 
A1A45 C01 H012 SING N N 36 
A1A45 C01 H011 SING N N 37 
A1A45 C13 H131 SING N N 38 
A1A45 C13 H132 SING N N 39 
A1A45 C15 H151 SING N N 40 
A1A45 C16 H161 SING N N 41 
A1A45 C19 H191 SING N N 42 
A1A45 C20 H201 SING N N 43 
A1A45 C21 H211 SING N N 44 
A1A45 C22 H221 SING N N 45 
A1A45 C25 H251 SING N N 46 
A1A45 C26 H261 SING N N 47 
A1A45 C27 H271 SING N N 48 
A1A45 O05 H1   SING N N 49 
# 
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 
A1A45 SMILES           ACDLabs              14.52 "O=C(O)C(C)(C)Sc1nc2ncccc2n1Cc1ccc(Br)c2ccccc21"                                                                                             
A1A45 InChI            InChI                1.06  "InChI=1S/C21H18BrN3O2S/c1-21(2,19(26)27)28-20-24-18-17(8-5-11-23-18)25(20)12-13-9-10-16(22)15-7-4-3-6-14(13)15/h3-11H,12H2,1-2H3,(H,26,27)" 
A1A45 InChIKey         InChI                1.06  VKHXJKYGFGXZSS-UHFFFAOYSA-N                                                                                                                  
A1A45 SMILES_CANONICAL CACTVS               3.385 "CC(C)(Sc1nc2ncccc2n1Cc3ccc(Br)c4ccccc34)C(O)=O"                                                                                             
A1A45 SMILES           CACTVS               3.385 "CC(C)(Sc1nc2ncccc2n1Cc3ccc(Br)c4ccccc34)C(O)=O"                                                                                             
A1A45 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(C(=O)O)Sc1nc2c(n1Cc3ccc(c4c3cccc4)Br)cccn2"                                                                                           
A1A45 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C(=O)O)Sc1nc2c(n1Cc3ccc(c4c3cccc4)Br)cccn2"                                                                                           
# 
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 
A1A45 "SYSTEMATIC NAME" ACDLabs              14.52 "2-({1-[(4-bromonaphthalen-1-yl)methyl]-1H-imidazo[4,5-b]pyridin-2-yl}sulfanyl)-2-methylpropanoic acid" 
A1A45 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[1-[(4-bromanylnaphthalen-1-yl)methyl]imidazo[4,5-b]pyridin-2-yl]sulfanyl-2-methyl-propanoic 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 
A1A45 "Create component" 2024-09-09 RCSB 
A1A45 "Initial release"  2025-06-18 RCSB 
# 
