data_A1AQ9
# 
_chem_comp.id                                    A1AQ9 
_chem_comp.name                                  "(4S)-N-{5-[(Z)-(5-{[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl}-2-oxo-2,7-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrol-3-yl}-2-methylimidazo[1,2-a]pyridine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H29 F N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-13 
_chem_comp.pdbx_modified_date                    2025-02-14 
_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                        576.620 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AQ9 
_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        9BRJ 
_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 
A1AQ9 C12  C1  C 0 1 N N N N N N 40.078 -8.760  -2.589 7.381   0.999  1.921  C12  A1AQ9 1  
A1AQ9 C14  C2  C 0 1 N N N N N N 39.392 -2.632  1.379  4.299   -4.549 -0.615 C14  A1AQ9 2  
A1AQ9 C15  C3  C 0 1 N N N N N N 40.094 -3.299  2.421  2.866   -4.079 -0.489 C15  A1AQ9 3  
A1AQ9 C16  C4  C 0 1 N N N N N N 40.594 -4.551  2.207  2.636   -2.708 -0.204 C16  A1AQ9 4  
A1AQ9 C22  C5  C 0 1 N N N N N N 41.810 -6.125  3.530  0.429   -1.415 0.106  C22  A1AQ9 5  
A1AQ9 C23  C6  C 0 1 Y N N N N N 42.530 -6.616  4.788  -0.970  -1.495 0.266  C23  A1AQ9 6  
A1AQ9 C25  C7  C 0 1 Y N N N N N 43.509 -6.677  6.724  -2.991  -2.232 0.830  C25  A1AQ9 7  
A1AQ9 C26  C8  C 0 1 Y N N N N N 43.577 -7.962  6.205  -3.162  -1.036 0.201  C26  A1AQ9 8  
A1AQ9 C27  C9  C 0 1 Y N N N N N 42.969 -7.923  4.962  -1.898  -0.558 -0.163 C27  A1AQ9 9  
A1AQ9 C28  C10 C 0 1 N N N N N N 42.795 -9.090  3.992  -1.602  0.731  -0.886 C28  A1AQ9 10 
A1AQ9 C29  C11 C 0 1 N N N N N N 44.066 -6.253  8.083  -4.094  -3.094 1.388  C29  A1AQ9 11 
A1AQ9 O21  O1  O 0 1 N N N N N N 41.481 -3.856  5.425  -0.509  -4.263 -0.455 O21  A1AQ9 12 
A1AQ9 C31  C12 C 0 1 N N N N N N 43.471 -9.950  7.789  -4.541  0.909  0.261  C31  A1AQ9 13 
A1AQ9 C32  C13 C 0 1 Y N N N N N 44.261 -11.072 8.464  -5.814  1.522  0.143  C32  A1AQ9 14 
A1AQ9 C36  C14 C 0 1 Y N N N N N 45.637 -12.700 8.771  -7.977  1.861  -0.150 C36  A1AQ9 15 
A1AQ9 C41  C15 C 0 1 Y N N N N N 47.010 -13.809 7.087  -9.630  0.198  -0.618 C41  A1AQ9 16 
A1AQ9 C42  C16 C 0 1 Y N N N N N 46.593 -13.696 8.415  -9.315  1.506  -0.401 C42  A1AQ9 17 
A1AQ9 C43  C17 C 0 1 N N N N N N 43.391 -10.721 10.902 -5.102  3.963  0.560  C43  A1AQ9 18 
A1AQ9 C01  C18 C 0 1 Y N N N N N 42.312 -6.217  -5.782 4.598   4.018  0.252  C01  A1AQ9 19 
A1AQ9 C02  C19 C 0 1 Y N N N N N 43.570 -6.251  -5.204 5.385   4.921  -0.443 C02  A1AQ9 20 
A1AQ9 C03  C20 C 0 1 Y N N N N N 43.710 -6.609  -3.873 6.661   4.563  -0.841 C03  A1AQ9 21 
A1AQ9 C04  C21 C 0 1 Y N N N N N 42.591 -6.930  -3.122 7.149   3.304  -0.545 C04  A1AQ9 22 
A1AQ9 C05  C22 C 0 1 Y N N N N N 41.330 -6.899  -3.698 6.363   2.403  0.148  C05  A1AQ9 23 
A1AQ9 C06  C23 C 0 1 Y N N N N N 41.193 -6.538  -5.030 5.090   2.762  0.551  C06  A1AQ9 24 
A1AQ9 C07  C24 C 0 1 N N R N N N 40.103 -7.258  -2.855 6.895   1.031  0.470  C07  A1AQ9 25 
A1AQ9 C09  C25 C 0 1 N N N N N N 39.564 -5.253  -1.404 6.145   -1.244 0.022  C09  A1AQ9 26 
A1AQ9 C10  C26 C 0 1 N N N N N N 39.726 -4.542  -0.061 5.071   -2.245 -0.160 C10  A1AQ9 27 
A1AQ9 C13  C27 C 0 1 N N N N N N 39.217 -3.258  0.147  5.399   -3.530 -0.430 C13  A1AQ9 28 
A1AQ9 C17  C28 C 0 1 N N N N N N 40.416 -5.185  0.956  3.677   -1.828 -0.046 C17  A1AQ9 29 
A1AQ9 C19  C29 C 0 1 N N N N N N 41.083 -3.899  4.310  0.662   -3.920 -0.410 C19  A1AQ9 30 
A1AQ9 C20  C30 C 0 1 N N N N N N 41.227 -4.944  3.402  1.161   -2.559 -0.143 C20  A1AQ9 31 
A1AQ9 C38  C31 C 0 1 Y N N N N N 44.239 -11.390 9.819  -6.100  2.872  0.269  C38  A1AQ9 32 
A1AQ9 C39  C32 C 0 1 Y N N N N N 45.536 -11.980 6.558  -7.337  -0.411 -0.348 C39  A1AQ9 33 
A1AQ9 C40  C33 C 0 1 Y N N N N N 46.465 -12.929 6.143  -8.617  -0.772 -0.595 C40  A1AQ9 34 
A1AQ9 F33  F1  F 0 1 N N N N N N 44.670 -5.934  -5.945 4.907   6.151  -0.732 F33  A1AQ9 35 
A1AQ9 N08  N1  N 0 1 N N N N N N 40.205 -6.546  -1.592 5.832   0.039  0.290  N08  A1AQ9 36 
A1AQ9 N18  N2  N 0 1 N N N N N N 40.403 -2.925  3.700  1.728   -4.715 -0.595 N18  A1AQ9 37 
A1AQ9 N24  N3  N 0 1 Y N N N N N 42.885 -5.909  5.849  -1.663  -2.519 0.873  N24  A1AQ9 38 
A1AQ9 N30  N4  N 0 1 N N N N N N 44.207 -9.086  6.876  -4.391  -0.396 -0.041 N30  A1AQ9 39 
A1AQ9 N35  N5  N 0 1 Y N N N N N 45.156 -11.905 7.862  -7.015  0.892  -0.127 N35  A1AQ9 40 
A1AQ9 N37  N6  N 0 1 Y N N N N N 45.084 -12.402 9.984  -7.401  3.038  0.090  N37  A1AQ9 41 
A1AQ9 O11  O2  O 0 1 N N N N N N 38.940 -4.755  -2.280 7.310   -1.579 -0.071 O11  A1AQ9 42 
A1AQ9 O34  O3  O 0 1 N N N N N N 42.320 -9.783  8.017  -3.583  1.562  0.634  O34  A1AQ9 43 
A1AQ9 H123 H1  H 0 0 N N N N N N 39.195 -9.011  -1.983 7.767   0.007  2.153  H123 A1AQ9 44 
A1AQ9 H122 H2  H 0 0 N N N N N N 40.032 -9.301  -3.546 8.173   1.737  2.055  H122 A1AQ9 45 
A1AQ9 H121 H3  H 0 0 N N N N N N 40.989 -9.051  -2.046 6.551   1.232  2.587  H121 A1AQ9 46 
A1AQ9 H141 H4  H 0 0 N N N N N N 39.930 -1.692  1.184  4.454   -5.342 0.118  H141 A1AQ9 47 
A1AQ9 H1   H5  H 0 1 N N N N N N 38.387 -2.406  1.766  4.419   -4.990 -1.605 H1   A1AQ9 48 
A1AQ9 H221 H6  H 0 0 N N N N N N 41.775 -6.793  2.682  0.927   -0.460 0.177  H221 A1AQ9 49 
A1AQ9 H283 H7  H 0 0 N N N N N N 41.847 -9.606  4.205  -1.321  1.496  -0.162 H283 A1AQ9 50 
A1AQ9 H281 H8  H 0 0 N N N N N N 42.782 -8.710  2.960  -0.781  0.574  -1.586 H281 A1AQ9 51 
A1AQ9 H282 H9  H 0 0 N N N N N N 43.631 -9.795  4.113  -2.489  1.054  -1.431 H282 A1AQ9 52 
A1AQ9 H293 H10 H 0 0 N N N N N N 43.291 -6.380  8.853  -4.376  -3.845 0.650  H293 A1AQ9 53 
A1AQ9 H292 H11 H 0 0 N N N N N N 44.937 -6.876  8.333  -3.745  -3.589 2.294  H292 A1AQ9 54 
A1AQ9 H291 H12 H 0 0 N N N N N N 44.371 -5.197  8.041  -4.958  -2.473 1.623  H291 A1AQ9 55 
A1AQ9 H411 H13 H 0 0 N N N N N N 47.734 -14.555 6.795  -10.653 -0.090 -0.812 H411 A1AQ9 56 
A1AQ9 H421 H14 H 0 0 N N N N N N 46.992 -14.359 9.168  -10.085 2.263  -0.422 H421 A1AQ9 57 
A1AQ9 H433 H15 H 0 0 N N N N N N 43.581 -11.207 11.870 -4.707  4.353  -0.378 H433 A1AQ9 58 
A1AQ9 H432 H16 H 0 0 N N N N N N 43.656 -9.655  10.969 -5.592  4.766  1.110  H432 A1AQ9 59 
A1AQ9 H431 H17 H 0 0 N N N N N N 42.326 -10.819 10.646 -4.285  3.558  1.158  H431 A1AQ9 60 
A1AQ9 H011 H18 H 0 0 N N N N N N 42.203 -5.940  -6.820 3.602   4.297  0.563  H011 A1AQ9 61 
A1AQ9 H031 H19 H 0 0 N N N N N N 44.691 -6.638  -3.421 7.276   5.266  -1.384 H031 A1AQ9 62 
A1AQ9 H041 H20 H 0 0 N N N N N N 42.701 -7.206  -2.084 8.144   3.024  -0.856 H041 A1AQ9 63 
A1AQ9 H061 H21 H 0 0 N N N N N N 40.213 -6.507  -5.482 4.476   2.057  1.093  H061 A1AQ9 64 
A1AQ9 H071 H22 H 0 0 N N N N N N 39.189 -6.964  -3.392 7.726   0.798  -0.197 H071 A1AQ9 65 
A1AQ9 H131 H23 H 0 0 N N N N N N 38.688 -2.751  -0.647 6.436   -3.823 -0.511 H131 A1AQ9 66 
A1AQ9 H171 H24 H 0 0 N N N N N N 40.819 -6.174  0.792  3.457   -0.793 0.169  H171 A1AQ9 67 
A1AQ9 H391 H25 H 0 0 N N N N N N 45.112 -11.296 5.838  -6.563  -1.163 -0.331 H391 A1AQ9 68 
A1AQ9 H401 H26 H 0 0 N N N N N N 46.762 -12.986 5.106  -8.860  -1.809 -0.773 H401 A1AQ9 69 
A1AQ9 H081 H27 H 0 0 N N N N N N 40.724 -6.951  -0.840 4.902   0.306  0.364  H081 A1AQ9 70 
A1AQ9 H2   H28 H 0 1 N N N N N N 42.706 -4.933  5.971  -1.269  -3.314 1.265  H2   A1AQ9 71 
A1AQ9 H301 H29 H 0 0 N N N N N N 45.175 -9.272  6.706  -5.130  -0.893 -0.424 H301 A1AQ9 72 
# 
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 
A1AQ9 C01 C02  DOUB Y N 1  
A1AQ9 C02 C03  SING Y N 2  
A1AQ9 C03 C04  DOUB Y N 3  
A1AQ9 C04 C05  SING Y N 4  
A1AQ9 C05 C06  DOUB Y N 5  
A1AQ9 C06 C01  SING Y N 6  
A1AQ9 C05 C07  SING N N 7  
A1AQ9 C07 N08  SING N N 8  
A1AQ9 N08 C09  SING N N 9  
A1AQ9 C09 C10  SING N N 10 
A1AQ9 C09 O11  DOUB N N 11 
A1AQ9 C07 C12  SING N N 12 
A1AQ9 C10 C13  DOUB N N 13 
A1AQ9 C13 C14  SING N N 14 
A1AQ9 C14 C15  SING N N 15 
A1AQ9 C15 C16  SING N N 16 
A1AQ9 C16 C17  DOUB N N 17 
A1AQ9 C17 C10  SING N N 18 
A1AQ9 C15 N18  DOUB N N 19 
A1AQ9 N18 C19  SING N N 20 
A1AQ9 C19 C20  SING N N 21 
A1AQ9 C20 C16  SING N N 22 
A1AQ9 C19 O21  DOUB N N 23 
A1AQ9 C20 C22  DOUB N Z 24 
A1AQ9 C22 C23  SING N N 25 
A1AQ9 C23 N24  SING Y N 26 
A1AQ9 N24 C25  SING Y N 27 
A1AQ9 C25 C26  DOUB Y N 28 
A1AQ9 C26 C27  SING Y N 29 
A1AQ9 C27 C23  DOUB Y N 30 
A1AQ9 C27 C28  SING N N 31 
A1AQ9 C25 C29  SING N N 32 
A1AQ9 C26 N30  SING N N 33 
A1AQ9 N30 C31  SING N N 34 
A1AQ9 C31 C32  SING N N 35 
A1AQ9 C02 F33  SING N N 36 
A1AQ9 C31 O34  DOUB N N 37 
A1AQ9 C32 N35  SING Y N 38 
A1AQ9 N35 C36  SING Y N 39 
A1AQ9 C36 N37  DOUB Y N 40 
A1AQ9 N37 C38  SING Y N 41 
A1AQ9 C38 C32  DOUB Y N 42 
A1AQ9 N35 C39  SING Y N 43 
A1AQ9 C39 C40  DOUB Y N 44 
A1AQ9 C40 C41  SING Y N 45 
A1AQ9 C41 C42  DOUB Y N 46 
A1AQ9 C42 C36  SING Y N 47 
A1AQ9 C38 C43  SING N N 48 
A1AQ9 C12 H123 SING N N 49 
A1AQ9 C12 H122 SING N N 50 
A1AQ9 C12 H121 SING N N 51 
A1AQ9 C14 H141 SING N N 52 
A1AQ9 C14 H1   SING N N 53 
A1AQ9 C22 H221 SING N N 54 
A1AQ9 C28 H283 SING N N 55 
A1AQ9 C28 H281 SING N N 56 
A1AQ9 C28 H282 SING N N 57 
A1AQ9 C29 H293 SING N N 58 
A1AQ9 C29 H292 SING N N 59 
A1AQ9 C29 H291 SING N N 60 
A1AQ9 C41 H411 SING N N 61 
A1AQ9 C42 H421 SING N N 62 
A1AQ9 C43 H433 SING N N 63 
A1AQ9 C43 H432 SING N N 64 
A1AQ9 C43 H431 SING N N 65 
A1AQ9 C01 H011 SING N N 66 
A1AQ9 C03 H031 SING N N 67 
A1AQ9 C04 H041 SING N N 68 
A1AQ9 C06 H061 SING N N 69 
A1AQ9 C07 H071 SING N N 70 
A1AQ9 C13 H131 SING N N 71 
A1AQ9 C17 H171 SING N N 72 
A1AQ9 C39 H391 SING N N 73 
A1AQ9 C40 H401 SING N N 74 
A1AQ9 N08 H081 SING N N 75 
A1AQ9 N24 H2   SING N N 76 
A1AQ9 N30 H301 SING N N 77 
# 
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 
A1AQ9 SMILES           ACDLabs              12.01 "Fc1ccc(cc1)C(C)NC(=O)C=1C=C\2C(CC=1)=NC(=O)C/2=C/c1[NH]c(C)c(NC(=O)c2c(C)nc3ccccn23)c1C"                                                                                                                                             
A1AQ9 InChI            InChI                1.06  "InChI=1S/C33H29FN6O3/c1-17-27(35-19(3)29(17)39-33(43)30-20(4)36-28-7-5-6-14-40(28)30)16-25-24-15-22(10-13-26(24)38-32(25)42)31(41)37-18(2)21-8-11-23(34)12-9-21/h5-12,14-16,18,35H,13H2,1-4H3,(H,37,41)(H,39,43)/b25-16-/t18-/m1/s1" 
A1AQ9 InChIKey         InChI                1.06  WTFJOTYVTOMVRC-NAHYFOQLSA-N                                                                                                                                                                                                           
A1AQ9 SMILES_CANONICAL CACTVS               3.385 "C[C@@H](NC(=O)C1=CCC2=NC(=O)C(=C\c3[nH]c(C)c(NC(=O)c4n5ccccc5nc4C)c3C)/C2=C1)c6ccc(F)cc6"                                                                                                                                            
A1AQ9 SMILES           CACTVS               3.385 "C[CH](NC(=O)C1=CCC2=NC(=O)C(=Cc3[nH]c(C)c(NC(=O)c4n5ccccc5nc4C)c3C)C2=C1)c6ccc(F)cc6"                                                                                                                                                
A1AQ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1NC(=O)c2c(nc3n2cccc3)C)C)/C=C\4/C5=CC(=CCC5=NC4=O)C(=O)N[C@H](C)c6ccc(cc6)F"                                                                                                                                            
A1AQ9 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1NC(=O)c2c(nc3n2cccc3)C)C)C=C4C5=CC(=CCC5=NC4=O)C(=O)NC(C)c6ccc(cc6)F"                                                                                                                                                   
# 
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 
A1AQ9 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-N-{5-[(Z)-(5-{[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl}-2-oxo-2,7-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrol-3-yl}-2-methylimidazo[1,2-a]pyridine-3-carboxamide"          
A1AQ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[5-[(~{Z})-[5-[[(1~{R})-1-(4-fluorophenyl)ethyl]carbamoyl]-2-oxidanylidene-7~{H}-indol-3-ylidene]methyl]-2,4-dimethyl-1~{H}-pyrrol-3-yl]-2-methyl-imidazo[1,2-a]pyridine-3-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 
A1AQ9 "Create component" 2024-05-13 RCSB 
A1AQ9 "Initial release"  2025-02-19 RCSB 
# 
