data_A1ARF
# 
_chem_comp.id                                    A1ARF 
_chem_comp.name                                  "(3Z)-3-[(4-{[(2R)-2-methoxypropyl]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 H32 N4 O4" 
_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                        500.589 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARF 
_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        9BRP 
_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 
A1ARF C10  C1  C 0 1 N N N N N N 4.598  40.766 -17.355 -4.366 -1.842 -0.239 C10  A1ARF 1  
A1ARF C13  C2  C 0 1 N N N N N N 3.378  40.350 -16.815 -4.713 -3.149 -0.204 C13  A1ARF 2  
A1ARF C15  C3  C 0 1 N N N N N N 3.996  41.345 -14.672 -2.201 -3.724 0.078  C15  A1ARF 3  
A1ARF C17  C4  C 0 1 N N N N N N 5.500  41.458 -16.554 -2.971 -1.426 -0.121 C17  A1ARF 4  
A1ARF C20  C5  C 0 1 N N N N N N 5.881  42.415 -14.178 -0.480 -2.186 0.169  C20  A1ARF 5  
A1ARF C22  C6  C 0 1 N N N N N N 7.086  42.929 -14.376 0.266  -1.027 0.181  C22  A1ARF 6  
A1ARF C26  C7  C 0 1 Y N N N N N 9.666  44.666 -12.360 3.848  -0.660 0.519  C26  A1ARF 7  
A1ARF C28  C8  C 0 1 N N N N N N 10.111 43.685 -14.730 2.152  0.992  1.610  C28  A1ARF 8  
A1ARF C01  C9  C 0 1 Y N N N N N 6.696  42.675 -23.660 -3.906 4.411  0.333  C01  A1ARF 9  
A1ARF C02  C10 C 0 1 Y N N N N N 6.478  43.909 -23.071 -4.780 5.208  1.047  C02  A1ARF 10 
A1ARF C03  C11 C 0 1 Y N N N N N 6.333  44.001 -21.696 -6.091 4.807  1.226  C03  A1ARF 11 
A1ARF C04  C12 C 0 1 Y N N N N N 6.407  42.861 -20.911 -6.527 3.610  0.691  C04  A1ARF 12 
A1ARF C05  C13 C 0 1 Y N N N N N 6.625  41.627 -21.500 -5.653 2.813  -0.023 C05  A1ARF 13 
A1ARF C06  C14 C 0 1 Y N N N N N 6.768  41.535 -22.874 -4.343 3.216  -0.207 C06  A1ARF 14 
A1ARF C07  C15 C 0 1 N N R N N N 6.699  40.360 -20.649 -6.128 1.507  -0.606 C07  A1ARF 15 
A1ARF C09  C16 C 0 1 N N N N N N 4.965  40.465 -18.809 -5.418 -0.815 -0.405 C09  A1ARF 16 
A1ARF C12  C17 C 0 1 N N N N N N 8.111  39.784 -20.705 -6.428 1.693  -2.095 C12  A1ARF 17 
A1ARF C14  C18 C 0 1 N N N N N N 3.068  40.635 -15.484 -3.635 -4.195 -0.040 C14  A1ARF 18 
A1ARF C16  C19 C 0 1 N N N N N N 5.185  41.746 -15.203 -1.951 -2.329 0.029  C16  A1ARF 19 
A1ARF C19  C20 C 0 1 N N N N N N 5.073  42.394 -13.047 -0.004 -3.578 0.290  C19  A1ARF 20 
A1ARF C23  C21 C 0 1 Y N N N N N 7.923  43.677 -13.328 1.677  -1.094 0.168  C23  A1ARF 21 
A1ARF C25  C22 C 0 1 Y N N N N N 8.552  44.729 -11.532 3.739  -1.800 -0.257 C25  A1ARF 22 
A1ARF C27  C23 C 0 1 Y N N N N N 9.260  44.001 -13.506 2.538  -0.214 0.793  C27  A1ARF 23 
A1ARF C29  C24 C 0 1 N N N N N N 8.488  45.356 -10.141 4.890  -2.616 -0.785 C29  A1ARF 24 
A1ARF C30  C25 C 0 1 N N N N N N 11.079 45.221 -12.122 5.100  -0.033 0.980  C30  A1ARF 25 
A1ARF C33  C26 C 0 1 N N N N N N 12.639 47.012 -11.287 6.940  1.537  0.686  C33  A1ARF 26 
A1ARF C34  C27 C 0 1 N N R N N N 13.147 46.741 -9.874  7.403  2.570  -0.344 C34  A1ARF 27 
A1ARF C36  C28 C 0 1 N N N N N N 15.209 47.873 -10.135 7.397  2.760  -2.733 C36  A1ARF 28 
A1ARF C37  C29 C 0 1 N N N N N N 12.587 45.419 -9.359  8.702  3.221  0.134  C37  A1ARF 29 
A1ARF N08  N1  N 0 1 N N N N N N 6.340  40.641 -19.264 -5.086 0.490  -0.442 N08  A1ARF 30 
A1ARF N18  N2  N 0 1 N N N N N N 3.950  41.748 -13.367 -1.078 -4.380 0.226  N18  A1ARF 31 
A1ARF N24  N3  N 0 1 Y N N N N N 7.548  44.125 -12.144 2.437  -2.058 -0.462 N24  A1ARF 32 
A1ARF N31  N4  N 0 1 N N N N N N 11.285 46.515 -11.485 5.696  0.914  0.228  N31  A1ARF 33 
A1ARF O11  O1  O 0 1 N N N N N N 4.130  40.107 -19.563 -6.582 -1.150 -0.509 O11  A1ARF 34 
A1ARF O21  O2  O 0 1 N N N N N N 5.316  42.857 -11.985 1.155  -3.934 0.425  O21  A1ARF 35 
A1ARF O32  O3  O 0 1 N N N N N N 12.022 44.589 -12.470 5.595  -0.369 2.039  O32  A1ARF 36 
A1ARF O35  O4  O 0 1 N N N N N N 14.547 46.666 -9.884  7.627  1.923  -1.599 O35  A1ARF 37 
A1ARF H131 H1  H 0 0 N N N N N N 2.674  39.807 -17.428 -5.749 -3.441 -0.292 H131 A1ARF 38 
A1ARF H171 H2  H 0 0 N N N N N N 6.446  41.778 -16.964 -2.736 -0.372 -0.154 H171 A1ARF 39 
A1ARF H221 H3  H 0 0 N N N N N N 7.517  42.812 -15.359 -0.228 -0.067 0.201  H221 A1ARF 40 
A1ARF H281 H4  H 0 0 N N N N N N 10.593 42.705 -14.599 2.080  1.864  0.959  H281 A1ARF 41 
A1ARF H282 H5  H 0 0 N N N N N N 9.472  43.663 -15.625 1.188  0.814  2.087  H282 A1ARF 42 
A1ARF H283 H6  H 0 0 N N N N N N 10.883 44.460 -14.850 2.908  1.171  2.374  H283 A1ARF 43 
A1ARF H011 H7  H 0 0 N N N N N N 6.810  42.600 -24.731 -2.882 4.724  0.193  H011 A1ARF 44 
A1ARF H021 H8  H 0 0 N N N N N N 6.421  44.798 -23.682 -4.440 6.144  1.465  H021 A1ARF 45 
A1ARF H031 H9  H 0 0 N N N N N N 6.162  44.963 -21.235 -6.775 5.430  1.785  H031 A1ARF 46 
A1ARF H041 H10 H 0 0 N N N N N N 6.295  42.935 -19.839 -7.551 3.296  0.832  H041 A1ARF 47 
A1ARF H061 H11 H 0 0 N N N N N N 6.936  40.573 -23.335 -3.660 2.593  -0.765 H061 A1ARF 48 
A1ARF H071 H12 H 0 0 N N N N N N 6.001  39.618 -21.065 -7.033 1.186  -0.090 H071 A1ARF 49 
A1ARF H122 H13 H 0 0 N N N N N N 8.160  38.872 -20.091 -5.523 2.013  -2.611 H122 A1ARF 50 
A1ARF H123 H14 H 0 0 N N N N N N 8.366  39.539 -21.747 -6.772 0.748  -2.517 H123 A1ARF 51 
A1ARF H121 H15 H 0 0 N N N N N N 8.825  40.526 -20.318 -7.204 2.449  -2.217 H121 A1ARF 52 
A1ARF H141 H16 H 0 0 N N N N N N 2.139  41.224 -15.494 -3.869 -4.776 0.852  H141 A1ARF 53 
A1ARF H1   H17 H 0 1 N N N N N N 2.885  39.671 -14.987 -3.694 -4.870 -0.895 H1   A1ARF 54 
A1ARF H291 H18 H 0 0 N N N N N N 8.748  44.600 -9.385  5.148  -3.391 -0.063 H291 A1ARF 55 
A1ARF H293 H19 H 0 0 N N N N N N 9.200  46.192 -10.083 4.603  -3.081 -1.729 H293 A1ARF 56 
A1ARF H292 H20 H 0 0 N N N N N N 7.470  45.728 -9.953  5.752  -1.968 -0.947 H292 A1ARF 57 
A1ARF H332 H21 H 0 0 N N N N N N 13.308 46.516 -12.006 7.708  0.773  0.804  H332 A1ARF 58 
A1ARF H331 H22 H 0 0 N N N N N N 12.648 48.097 -11.466 6.769  2.030  1.643  H331 A1ARF 59 
A1ARF H341 H23 H 0 0 N N N N N N 12.808 47.552 -9.213  6.635  3.334  -0.462 H341 A1ARF 60 
A1ARF H362 H24 H 0 0 N N N N N N 16.296 47.705 -10.121 6.362  3.102  -2.729 H362 A1ARF 61 
A1ARF H363 H25 H 0 0 N N N N N N 14.910 48.257 -11.122 8.065  3.621  -2.691 H363 A1ARF 62 
A1ARF H361 H26 H 0 0 N N N N N N 14.941 48.606 -9.360  7.590  2.196  -3.646 H361 A1ARF 63 
A1ARF H373 H27 H 0 0 N N N N N N 12.960 45.234 -8.341  8.530  3.714  1.091  H373 A1ARF 64 
A1ARF H371 H28 H 0 0 N N N N N N 11.488 45.467 -9.344  9.469  2.456  0.252  H371 A1ARF 65 
A1ARF H372 H29 H 0 0 N N N N N N 12.909 44.602 -10.021 9.031  3.956  -0.600 H372 A1ARF 66 
A1ARF H081 H30 H 0 0 N N N N N N 7.040  40.956 -18.623 -4.157 0.757  -0.359 H081 A1ARF 67 
A1ARF H2   H31 H 0 1 N N N N N N 6.630  44.021 -11.762 2.086  -2.802 -0.978 H2   A1ARF 68 
A1ARF H311 H32 H 0 0 N N N N N N 10.501 47.059 -11.186 5.301  1.182  -0.616 H311 A1ARF 69 
# 
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 
A1ARF C01 C02  DOUB Y N 1  
A1ARF C02 C03  SING Y N 2  
A1ARF C03 C04  DOUB Y N 3  
A1ARF C04 C05  SING Y N 4  
A1ARF C05 C06  DOUB Y N 5  
A1ARF C06 C01  SING Y N 6  
A1ARF C05 C07  SING N N 7  
A1ARF C07 N08  SING N N 8  
A1ARF N08 C09  SING N N 9  
A1ARF C09 C10  SING N N 10 
A1ARF C09 O11  DOUB N N 11 
A1ARF C07 C12  SING N N 12 
A1ARF C10 C13  DOUB N N 13 
A1ARF C13 C14  SING N N 14 
A1ARF C14 C15  SING N N 15 
A1ARF C15 C16  SING N N 16 
A1ARF C16 C17  DOUB N N 17 
A1ARF C17 C10  SING N N 18 
A1ARF C15 N18  DOUB N N 19 
A1ARF N18 C19  SING N N 20 
A1ARF C19 C20  SING N N 21 
A1ARF C20 C16  SING N N 22 
A1ARF C19 O21  DOUB N N 23 
A1ARF C20 C22  DOUB N Z 24 
A1ARF C22 C23  SING N N 25 
A1ARF C23 N24  SING Y N 26 
A1ARF N24 C25  SING Y N 27 
A1ARF C25 C26  DOUB Y N 28 
A1ARF C26 C27  SING Y N 29 
A1ARF C27 C23  DOUB Y N 30 
A1ARF C27 C28  SING N N 31 
A1ARF C25 C29  SING N N 32 
A1ARF C26 C30  SING N N 33 
A1ARF C30 N31  SING N N 34 
A1ARF C30 O32  DOUB N N 35 
A1ARF N31 C33  SING N N 36 
A1ARF C33 C34  SING N N 37 
A1ARF C34 O35  SING N N 38 
A1ARF O35 C36  SING N N 39 
A1ARF C34 C37  SING N N 40 
A1ARF C13 H131 SING N N 41 
A1ARF C17 H171 SING N N 42 
A1ARF C22 H221 SING N N 43 
A1ARF C28 H281 SING N N 44 
A1ARF C28 H282 SING N N 45 
A1ARF C28 H283 SING N N 46 
A1ARF C01 H011 SING N N 47 
A1ARF C02 H021 SING N N 48 
A1ARF C03 H031 SING N N 49 
A1ARF C04 H041 SING N N 50 
A1ARF C06 H061 SING N N 51 
A1ARF C07 H071 SING N N 52 
A1ARF C12 H122 SING N N 53 
A1ARF C12 H123 SING N N 54 
A1ARF C12 H121 SING N N 55 
A1ARF C14 H141 SING N N 56 
A1ARF C14 H1   SING N N 57 
A1ARF C29 H291 SING N N 58 
A1ARF C29 H293 SING N N 59 
A1ARF C29 H292 SING N N 60 
A1ARF C33 H332 SING N N 61 
A1ARF C33 H331 SING N N 62 
A1ARF C34 H341 SING N N 63 
A1ARF C36 H362 SING N N 64 
A1ARF C36 H363 SING N N 65 
A1ARF C36 H361 SING N N 66 
A1ARF C37 H373 SING N N 67 
A1ARF C37 H371 SING N N 68 
A1ARF C37 H372 SING N N 69 
A1ARF N08 H081 SING N N 70 
A1ARF N24 H2   SING N N 71 
A1ARF N31 H311 SING N N 72 
# 
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 
A1ARF SMILES           ACDLabs              12.01 "CC(OC)CNC(=O)c1c(C)[NH]c(/C=C2\C(=O)N=C3CC=C(C=C23)C(=O)NC(C)c2ccccc2)c1C"                                                                                                                                            
A1ARF InChI            InChI                1.06  "InChI=1S/C29H32N4O4/c1-16(37-5)15-30-29(36)26-17(2)25(31-19(26)4)14-23-22-13-21(11-12-24(22)33-28(23)35)27(34)32-18(3)20-9-7-6-8-10-20/h6-11,13-14,16,18,31H,12,15H2,1-5H3,(H,30,36)(H,32,34)/b23-14-/t16-,18-/m1/s1" 
A1ARF InChIKey         InChI                1.06  KCTMKOYMOWPPFA-ZNAXHXMPSA-N                                                                                                                                                                                            
A1ARF SMILES_CANONICAL CACTVS               3.385 "CO[C@H](C)CNC(=O)c1c(C)[nH]c(/C=C/2C(=O)N=C3CC=C(C=C/23)C(=O)N[C@H](C)c4ccccc4)c1C"                                                                                                                                   
A1ARF SMILES           CACTVS               3.385 "CO[CH](C)CNC(=O)c1c(C)[nH]c(C=C2C(=O)N=C3CC=C(C=C23)C(=O)N[CH](C)c4ccccc4)c1C"                                                                                                                                        
A1ARF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1C(=O)NC[C@@H](C)OC)C)/C=C\2/C3=CC(=CCC3=NC2=O)C(=O)N[C@H](C)c4ccccc4"                                                                                                                                    
A1ARF SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1C(=O)NCC(C)OC)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 
A1ARF "SYSTEMATIC NAME" ACDLabs              12.01 "(3Z)-3-[(4-{[(2R)-2-methoxypropyl]carbamoyl}-3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2-oxo-N-[(1R)-1-phenylethyl]-3,7-dihydro-2H-indole-5-carboxamide"                 
A1ARF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{Z})-3-[[4-[[(2~{R})-2-methoxypropyl]carbamoyl]-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 
A1ARF "Create component" 2024-05-13 RCSB 
A1ARF "Initial release"  2025-11-12 RCSB 
# 
