data_A1ARD
# 
_chem_comp.id                                    A1ARD 
_chem_comp.name                                  "(3Z)-3-[(4-{[2-(dimethylamino)ethyl]carbamoyl}-3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2-oxo-N-[(1R)-1-phenylethyl]-3,7-dihydro-2H-indole-5-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H33 N5 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                    2025-11-07 
_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                        499.604 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARD 
_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        9BRN 
_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 
A1ARD C10  C1  C 0 1 N N N N N N 40.404 -4.594  0.380  -4.536 -1.729 -0.159 C10  A1ARD 1  
A1ARD C13  C2  C 0 1 N N N N N N 40.022 -3.294  0.715  -4.930 -3.020 -0.075 C13  A1ARD 2  
A1ARD C15  C3  C 0 1 N N N N N N 40.823 -3.662  2.987  -2.432 -3.682 0.148  C15  A1ARD 3  
A1ARD C17  C4  C 0 1 N N N N N N 40.991 -5.414  1.338  -3.124 -1.363 -0.097 C17  A1ARD 4  
A1ARD C20  C5  C 0 1 N N N N N N 41.755 -5.511  3.820  -0.654 -2.208 0.140  C20  A1ARD 5  
A1ARD C22  C6  C 0 1 N N N N N N 42.229 -6.751  3.849  0.135  -1.078 0.095  C22  A1ARD 6  
A1ARD C26  C7  C 0 1 Y N N N N N 43.484 -8.992  6.530  3.737  -0.838 0.313  C26  A1ARD 7  
A1ARD C28  C8  C 0 1 N N N N N N 42.395 -9.885  4.335  2.138  0.908  1.405  C28  A1ARD 8  
A1ARD C01  C9  C 0 1 Y N N N N N 43.792 -7.007  -3.629 -3.827 4.516  0.213  C01  A1ARD 9  
A1ARD C02  C10 C 0 1 Y N N N N N 43.720 -6.489  -4.912 -4.648 5.366  0.929  C02  A1ARD 10 
A1ARD C03  C11 C 0 1 Y N N N N N 42.487 -6.165  -5.455 -5.967 5.020  1.160  C03  A1ARD 11 
A1ARD C04  C12 C 0 1 Y N N N N N 41.327 -6.359  -4.721 -6.463 3.825  0.674  C04  A1ARD 12 
A1ARD C05  C13 C 0 1 Y N N N N N 41.398 -6.876  -3.437 -5.642 2.975  -0.042 C05  A1ARD 13 
A1ARD C06  C14 C 0 1 Y N N N N N 42.632 -7.199  -2.893 -4.325 3.323  -0.278 C06  A1ARD 14 
A1ARD C07  C15 C 0 1 N N R N N N 40.118 -7.088  -2.624 -6.183 1.673  -0.572 C07  A1ARD 15 
A1ARD C09  C16 C 0 1 N N N N N N 40.188 -5.127  -1.034 -5.554 -0.668 -0.324 C09  A1ARD 16 
A1ARD C12  C17 C 0 1 N N N N N N 39.794 -8.576  -2.532 -6.523 1.827  -2.056 C12  A1ARD 17 
A1ARD C14  C18 C 0 1 N N N N N N 40.224 -2.820  2.008  -3.886 -4.102 0.087  C14  A1ARD 18 
A1ARD C16  C19 C 0 1 N N N N N N 41.199 -4.935  2.655  -2.132 -2.299 0.049  C16  A1ARD 19 
A1ARD C19  C20 C 0 1 N N N N N N 41.690 -4.546  4.824  -0.227 -3.613 0.288  C19  A1ARD 20 
A1ARD C23  C21 C 0 1 Y N N N N N 42.825 -7.421  5.090  1.541  -1.199 0.041  C23  A1ARD 21 
A1ARD C25  C22 C 0 1 Y N N N N N 43.757 -7.726  7.030  3.561  -1.994 -0.426 C25  A1ARD 22 
A1ARD C27  C23 C 0 1 Y N N N N N 42.885 -8.798  5.290  2.453  -0.335 0.613  C27  A1ARD 23 
A1ARD C29  C24 C 0 1 N N N N N N 44.420 -7.415  8.372  4.664  -2.869 -0.964 C29  A1ARD 24 
A1ARD C30  C25 C 0 1 N N N N N N 43.788 -10.327 7.218  5.025  -0.246 0.716  C30  A1ARD 25 
A1ARD C32  C26 C 0 1 N N N N N N 45.451 -12.069 7.958  6.911  1.245  0.320  C32  A1ARD 26 
A1ARD C33  C27 C 0 1 N N N N N N 45.849 -11.814 9.414  7.379  2.229  -0.754 C33  A1ARD 27 
A1ARD C36  C28 C 0 1 N N N N N N 45.848 -9.738  10.585 9.723  1.804  -0.323 C36  A1ARD 28 
A1ARD C37  C29 C 0 1 N N N N N N 44.127 -11.320 10.998 9.027  3.937  -1.233 C37  A1ARD 29 
A1ARD N08  N1  N 0 1 N N N N N N 40.317 -6.555  -1.287 -5.175 0.622  -0.409 N08  A1ARD 30 
A1ARD N18  N2  N 0 1 N N N N N N 41.130 -3.449  4.305  -1.331 -4.376 0.280  N18  A1ARD 31 
A1ARD N24  N3  N 0 1 Y N N N N N 43.352 -6.832  6.147  2.244  -2.209 -0.583 N24  A1ARD 32 
A1ARD N31  N4  N 0 1 N N N N N N 45.159 -10.807 7.298  5.631  0.656  -0.081 N31  A1ARD 33 
A1ARD N35  N5  N 0 1 N N N N N N 45.016 -10.768 9.990  8.662  2.819  -0.352 N35  A1ARD 34 
A1ARD O11  O1  O 0 1 N N N N N N 39.914 -4.384  -1.911 -6.732 -0.961 -0.382 O11  A1ARD 35 
A1ARD O21  O2  O 0 1 N N N N N N 42.055 -4.646  5.945  0.922  -4.009 0.398  O21  A1ARD 36 
A1ARD O34  O3  O 0 1 N N N N N N 42.910 -10.966 7.693  5.540  -0.570 1.769  O34  A1ARD 37 
A1ARD H131 H1  H 0 0 N N N N N N 39.569 -2.656  -0.029 -5.978 -3.276 -0.122 H131 A1ARD 38 
A1ARD H171 H2  H 0 0 N N N N N N 41.289 -6.419  1.077  -2.851 -0.320 -0.168 H171 A1ARD 39 
A1ARD H221 H3  H 0 0 N N N N N N 42.192 -7.326  2.935  -0.323 -0.100 0.101  H221 A1ARD 40 
A1ARD H281 H4  H 0 0 N N N N N N 41.344 -10.123 4.558  2.077  1.763  0.732  H281 A1ARD 41 
A1ARD H282 H5  H 0 0 N N N N N N 42.478 -9.527  3.298  1.184  0.780  1.917  H282 A1ARD 42 
A1ARD H283 H6  H 0 0 N N N N N N 43.010 -10.788 4.461  2.924  1.079  2.140  H283 A1ARD 43 
A1ARD H011 H7  H 0 0 N N N N N N 44.751 -7.261  -3.202 -2.796 4.786  0.032  H011 A1ARD 44 
A1ARD H021 H8  H 0 0 N N N N N N 44.622 -6.338  -5.487 -4.260 6.299  1.309  H021 A1ARD 45 
A1ARD H031 H9  H 0 0 N N N N N N 42.429 -5.760  -6.454 -6.609 5.684  1.721  H031 A1ARD 46 
A1ARD H041 H10 H 0 0 N N N N N N 40.368 -6.107  -5.150 -7.493 3.555  0.855  H041 A1ARD 47 
A1ARD H061 H11 H 0 0 N N N N N N 42.690 -7.602  -1.893 -3.683 2.659  -0.838 H061 A1ARD 48 
A1ARD H071 H12 H 0 0 N N N N N N 39.286 -6.567  -3.120 -7.083 1.401  -0.019 H071 A1ARD 49 
A1ARD H123 H13 H 0 0 N N N N N N 38.873 -8.716  -1.946 -7.274 2.608  -2.177 H123 A1ARD 50 
A1ARD H122 H14 H 0 0 N N N N N N 39.650 -8.983  -3.544 -5.624 2.098  -2.608 H122 A1ARD 51 
A1ARD H121 H15 H 0 0 N N N N N N 40.625 -9.102  -2.040 -6.915 0.885  -2.438 H121 A1ARD 52 
A1ARD H141 H16 H 0 0 N N N N N N 40.861 -1.927  1.924  -4.113 -4.648 1.003  H141 A1ARD 53 
A1ARD H1   H17 H 0 1 N N N N N N 39.237 -2.531  2.398  -3.997 -4.797 -0.745 H1   A1ARD 54 
A1ARD H291 H18 H 0 0 N N N N N N 43.648 -7.317  9.149  4.916  -3.631 -0.227 H291 A1ARD 55 
A1ARD H293 H19 H 0 0 N N N N N N 45.107 -8.231  8.639  4.330  -3.349 -1.884 H293 A1ARD 56 
A1ARD H292 H20 H 0 0 N N N N N N 44.983 -6.473  8.293  5.543  -2.259 -1.171 H292 A1ARD 57 
A1ARD H321 H21 H 0 0 N N N N N N 44.558 -12.710 7.931  7.654  0.455  0.437  H321 A1ARD 58 
A1ARD H322 H22 H 0 0 N N N N N N 46.279 -12.571 7.436  6.788  1.771  1.266  H322 A1ARD 59 
A1ARD H332 H23 H 0 0 N N N N N N 45.720 -12.740 9.993  7.502  1.703  -1.701 H332 A1ARD 60 
A1ARD H331 H24 H 0 0 N N N N N N 46.903 -11.501 9.453  6.636  3.019  -0.871 H331 A1ARD 61 
A1ARD H362 H25 H 0 0 N N N N N N 45.209 -8.954  11.017 9.835  1.367  -1.316 H362 A1ARD 62 
A1ARD H363 H26 H 0 0 N N N N N N 46.470 -10.181 11.377 10.663 2.268  -0.022 H363 A1ARD 63 
A1ARD H361 H27 H 0 0 N N N N N N 46.496 -9.299  9.812  9.459  1.023  0.390  H361 A1ARD 64 
A1ARD H372 H28 H 0 0 N N N N N N 43.507 -10.516 11.421 8.257  4.707  -1.181 H372 A1ARD 65 
A1ARD H373 H29 H 0 0 N N N N N N 43.478 -12.080 10.538 9.981  4.356  -0.913 H373 A1ARD 66 
A1ARD H371 H30 H 0 0 N N N N N N 44.723 -11.783 11.799 9.114  3.578  -2.258 H371 A1ARD 67 
A1ARD H081 H31 H 0 0 N N N N N N 40.544 -7.174  -0.535 -4.234 0.856  -0.362 H081 A1ARD 68 
A1ARD H2   H32 H 0 1 N N N N N N 43.434 -5.842  6.263  1.850  -2.953 -1.065 H2   A1ARD 69 
A1ARD H311 H33 H 0 0 N N N N N N 45.901 -10.269 6.899  5.220  0.915  -0.921 H311 A1ARD 70 
# 
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 
A1ARD C01 C02  DOUB Y N 1  
A1ARD C02 C03  SING Y N 2  
A1ARD C03 C04  DOUB Y N 3  
A1ARD C04 C05  SING Y N 4  
A1ARD C05 C06  DOUB Y N 5  
A1ARD C06 C01  SING Y N 6  
A1ARD C05 C07  SING N N 7  
A1ARD C07 N08  SING N N 8  
A1ARD N08 C09  SING N N 9  
A1ARD C09 C10  SING N N 10 
A1ARD C09 O11  DOUB N N 11 
A1ARD C07 C12  SING N N 12 
A1ARD C10 C13  DOUB N N 13 
A1ARD C13 C14  SING N N 14 
A1ARD C14 C15  SING N N 15 
A1ARD C15 C16  SING N N 16 
A1ARD C16 C17  DOUB N N 17 
A1ARD C17 C10  SING N N 18 
A1ARD C15 N18  DOUB N N 19 
A1ARD N18 C19  SING N N 20 
A1ARD C19 C20  SING N N 21 
A1ARD C20 C16  SING N N 22 
A1ARD C19 O21  DOUB N N 23 
A1ARD C20 C22  DOUB N Z 24 
A1ARD C22 C23  SING N N 25 
A1ARD C23 N24  SING Y N 26 
A1ARD N24 C25  SING Y N 27 
A1ARD C25 C26  DOUB Y N 28 
A1ARD C26 C27  SING Y N 29 
A1ARD C27 C23  DOUB Y N 30 
A1ARD C27 C28  SING N N 31 
A1ARD C25 C29  SING N N 32 
A1ARD C26 C30  SING N N 33 
A1ARD C30 N31  SING N N 34 
A1ARD N31 C32  SING N N 35 
A1ARD C32 C33  SING N N 36 
A1ARD C30 O34  DOUB N N 37 
A1ARD C33 N35  SING N N 38 
A1ARD N35 C36  SING N N 39 
A1ARD N35 C37  SING N N 40 
A1ARD C13 H131 SING N N 41 
A1ARD C17 H171 SING N N 42 
A1ARD C22 H221 SING N N 43 
A1ARD C28 H281 SING N N 44 
A1ARD C28 H282 SING N N 45 
A1ARD C28 H283 SING N N 46 
A1ARD C01 H011 SING N N 47 
A1ARD C02 H021 SING N N 48 
A1ARD C03 H031 SING N N 49 
A1ARD C04 H041 SING N N 50 
A1ARD C06 H061 SING N N 51 
A1ARD C07 H071 SING N N 52 
A1ARD C12 H123 SING N N 53 
A1ARD C12 H122 SING N N 54 
A1ARD C12 H121 SING N N 55 
A1ARD C14 H141 SING N N 56 
A1ARD C14 H1   SING N N 57 
A1ARD C29 H291 SING N N 58 
A1ARD C29 H293 SING N N 59 
A1ARD C29 H292 SING N N 60 
A1ARD C32 H321 SING N N 61 
A1ARD C32 H322 SING N N 62 
A1ARD C33 H332 SING N N 63 
A1ARD C33 H331 SING N N 64 
A1ARD C36 H362 SING N N 65 
A1ARD C36 H363 SING N N 66 
A1ARD C36 H361 SING N N 67 
A1ARD C37 H372 SING N N 68 
A1ARD C37 H373 SING N N 69 
A1ARD C37 H371 SING N N 70 
A1ARD N08 H081 SING N N 71 
A1ARD N24 H2   SING N N 72 
A1ARD N31 H311 SING N N 73 
# 
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 
A1ARD SMILES           ACDLabs              12.01 "CN(C)CCNC(=O)c1c(C)[NH]c(/C=C2\C(=O)N=C3CC=C(C=C23)C(=O)NC(C)c2ccccc2)c1C"                                                                                                                                     
A1ARD InChI            InChI                1.06  "InChI=1S/C29H33N5O3/c1-17-25(31-19(3)26(17)29(37)30-13-14-34(4)5)16-23-22-15-21(11-12-24(22)33-28(23)36)27(35)32-18(2)20-9-7-6-8-10-20/h6-11,15-16,18,31H,12-14H2,1-5H3,(H,30,37)(H,32,35)/b23-16-/t18-/m1/s1" 
A1ARD InChIKey         InChI                1.06  HKWYOXJKRXXECG-MPGAHLTBSA-N                                                                                                                                                                                     
A1ARD SMILES_CANONICAL CACTVS               3.385 "C[C@@H](NC(=O)C1=CCC2=NC(=O)C(=C\c3[nH]c(C)c(C(=O)NCCN(C)C)c3C)/C2=C1)c4ccccc4"                                                                                                                                
A1ARD SMILES           CACTVS               3.385 "C[CH](NC(=O)C1=CCC2=NC(=O)C(=Cc3[nH]c(C)c(C(=O)NCCN(C)C)c3C)C2=C1)c4ccccc4"                                                                                                                                    
A1ARD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1C(=O)NCCN(C)C)C)/C=C\2/C3=CC(=CCC3=NC2=O)C(=O)N[C@H](C)c4ccccc4"                                                                                                                                  
A1ARD SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1C(=O)NCCN(C)C)C)C=C2C3=CC(=CCC3=NC2=O)C(=O)NC(C)c4ccccc4"                                                                                                                                         
# 
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 
A1ARD "SYSTEMATIC NAME" ACDLabs              12.01 "(3Z)-3-[(4-{[2-(dimethylamino)ethyl]carbamoyl}-3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2-oxo-N-[(1R)-1-phenylethyl]-3,7-dihydro-2H-indole-5-carboxamide"            
A1ARD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{Z})-3-[[4-[2-(dimethylamino)ethylcarbamoyl]-3,5-dimethyl-1~{H}-pyrrol-2-yl]methylidene]-2-oxidanylidene-~{N}-[(1~{R})-1-phenylethyl]-7~{H}-indole-5-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 
A1ARD "Create component" 2024-05-13 RCSB 
A1ARD "Initial release"  2025-11-12 RCSB 
# 
