data_A1API
# 
_chem_comp.id                                    A1API 
_chem_comp.name                                  "(4P)-N-[(1S)-3-amino-1-(3-chloro-4-fluorophenyl)-3-oxopropyl]-4-(4-chloro-2-fluorophenyl)-5-{(1E)-3-[(2-methoxyethyl)amino]-3-oxoprop-1-en-1-yl}-1H-pyrrole-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H24 Cl2 F2 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-22 
_chem_comp.pdbx_modified_date                    2024-05-03 
_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                        565.396 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1API 
_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        9BHR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1API C5   C1  C  0 1 N N S N N N 0.815  -10.399 31.723 -3.918 -0.595 -1.518 C5   A1API 1  
A1API C6   C2  C  0 1 Y N N N N N 0.398  -8.964  31.936 -4.605 -0.662 -0.179 C6   A1API 2  
A1API C7   C3  C  0 1 Y N N N N N -0.935 -8.602  31.818 -4.321 -1.696 0.693  C7   A1API 3  
A1API C8   C4  C  0 1 Y N N N N N -1.298 -7.274  31.881 -4.951 -1.759 1.922  C8   A1API 4  
A1API C10  C5  C  0 1 Y N N N N N -0.328 -6.305  32.063 -5.869 -0.783 2.279  C10  A1API 5  
A1API C13  C6  C  0 1 Y N N N N N 1.352  -7.975  32.129 -5.516 0.315  0.179  C13  A1API 6  
A1API C15  C7  C  0 1 N N N N N N 1.627  -11.974 29.960 -4.012 -1.380 -3.868 C15  A1API 7  
A1API C20  C8  C  0 1 Y N N N N N -2.896 -14.135 34.640 2.031  -0.422 -0.304 C20  A1API 8  
A1API C21  C9  C  0 1 N N N N N N -3.493 -14.977 35.601 3.342  -0.016 0.033  C21  A1API 9  
A1API C22  C10 C  0 1 N N N N N N -4.717 -15.429 35.655 4.334  -0.938 0.136  C22  A1API 10 
A1API C26  C11 C  0 1 N N N N N N -8.290 -16.564 38.378 8.905  -2.250 0.974  C26  A1API 11 
A1API C28  C12 C  0 1 N N N N N N -8.491 -14.468 39.539 9.847  -3.976 -0.397 C28  A1API 12 
A1API C1   C13 C  0 1 Y N N N N N -1.460 -12.760 33.565 -0.196 -0.464 -0.795 C1   A1API 13 
A1API C2   C14 C  0 1 N N N N N N -0.287 -11.911 33.275 -1.587 -0.057 -1.050 C2   A1API 14 
A1API O3   O1  O  0 1 N N N N N N 0.580  -11.708 34.124 -1.902 1.116  -0.975 O3   A1API 15 
A1API N4   N1  N  0 1 N N N N N N -0.251 -11.336 32.069 -2.513 -0.984 -1.366 N4   A1API 16 
A1API CL9  CL1 CL 0 0 N N N N N N -2.971 -6.840  31.783 -4.595 -3.059 3.016  CL9  A1API 17 
A1API F11  F1  F  0 1 N N N N N N -0.678 -5.000  32.043 -6.485 -0.842 3.480  F11  A1API 18 
A1API C12  C15 C  0 1 Y N N N N N 0.995  -6.640  32.192 -6.152 0.252  1.405  C12  A1API 19 
A1API C14  C16 C  0 1 N N N N N N 1.167  -10.567 30.257 -4.608 -1.549 -2.494 C14  A1API 20 
A1API O16  O2  O  0 1 N N N N N N 2.677  -12.403 30.441 -3.068 -0.636 -4.032 O16  A1API 21 
A1API N17  N2  N  0 1 N N N N N N 0.829  -12.699 29.195 -4.527 -2.056 -4.914 N17  A1API 22 
A1API C18  C17 C  0 1 Y N N N N N -2.554 -12.987 32.759 0.311  -1.747 -0.833 C18  A1API 23 
A1API N19  N3  N  0 1 Y N N N N N -3.414 -13.803 33.414 1.622  -1.714 -0.546 N19  A1API 24 
A1API C23  C18 C  0 1 N N N N N N -5.225 -16.265 36.762 5.645  -0.532 0.473  C23  A1API 25 
A1API N24  N4  N  0 1 N N N N N N -6.522 -16.574 36.673 6.629  -1.447 0.575  N24  A1API 26 
A1API C25  C19 C  0 1 N N N N N N -7.222 -17.364 37.680 7.988  -1.026 0.924  C25  A1API 27 
A1API O27  O3  O  0 1 N N N N N N -7.844 -15.210 38.494 9.009  -2.820 -0.333 O27  A1API 28 
A1API O29  O4  O  0 1 N N N N N N -4.506 -16.640 37.710 5.886  0.646  0.671  O29  A1API 29 
A1API C30  C20 C  0 1 Y N N N N N -1.692 -13.488 34.784 0.926  0.414  -0.442 C30  A1API 30 
A1API C31  C21 C  0 1 Y N N N N N -0.883 -13.543 35.987 0.891  1.882  -0.269 C31  A1API 31 
A1API C32  C22 C  0 1 Y N N N N N 0.315  -14.230 36.030 0.618  2.435  0.986  C32  A1API 32 
A1API F33  F2  F  0 1 N N N N N N 0.723  -14.873 34.899 0.387  1.629  2.045  F33  A1API 33 
A1API C34  C23 C  0 1 Y N N N N N 1.098  -14.304 37.154 0.587  3.808  1.140  C34  A1API 34 
A1API C35  C24 C  0 1 Y N N N N N 0.646  -13.653 38.287 0.824  4.634  0.055  C35  A1API 35 
A1API CL36 CL2 CL 0 0 N N N N N N 1.601  -13.715 39.742 0.783  6.357  0.255  CL36 A1API 36 
A1API C37  C25 C  0 1 Y N N N N N -0.540 -12.954 38.299 1.094  4.091  -1.191 C37  A1API 37 
A1API C38  C26 C  0 1 Y N N N N N -1.302 -12.901 37.149 1.135  2.722  -1.357 C38  A1API 38 
A1API H1   H1  H  0 1 N N N N N N 1.707  -10.609 32.332 -3.973 0.423  -1.904 H1   A1API 39 
A1API H2   H2  H  0 1 N N N N N N -1.690 -9.361  31.677 -3.606 -2.457 0.414  H2   A1API 40 
A1API H3   H3  H  0 1 N N N N N N 2.391  -8.252  32.232 -5.734 1.125  -0.501 H3   A1API 41 
A1API H4   H4  H  0 1 N N N N N N -2.846 -15.293 36.406 3.556  1.028  0.208  H4   A1API 42 
A1API H5   H5  H  0 1 N N N N N N -5.392 -15.179 34.850 4.120  -1.982 -0.039 H5   A1API 43 
A1API H6   H6  H  0 1 N N N N N N -9.221 -16.599 37.793 9.894  -1.950 1.319  H6   A1API 44 
A1API H7   H7  H  0 1 N N N N N N -8.471 -16.982 39.379 8.489  -2.988 1.660  H7   A1API 45 
A1API H8   H8  H  0 1 N N N N N N -8.094 -13.443 39.561 9.874  -4.348 -1.421 H8   A1API 46 
A1API H9   H9  H  0 1 N N N N N N -9.574 -14.437 39.350 10.856 -3.711 -0.080 H9   A1API 47 
A1API H10  H10 H  0 1 N N N N N N -8.301 -14.956 40.506 9.451  -4.749 0.260  H10  A1API 48 
A1API H11  H11 H  0 1 N N N N N N -0.960 -11.549 31.397 -2.250 -1.909 -1.492 H11  A1API 49 
A1API H12  H12 H  0 1 N N N N N N 1.744  -5.876  32.340 -6.866 1.013  1.683  H12  A1API 50 
A1API H13  H13 H  0 1 N N N N N N 1.974  -9.865  30.000 -4.466 -2.576 -2.160 H13  A1API 51 
A1API H14  H14 H  0 1 N N N N N N 0.279  -10.345 29.648 -5.674 -1.323 -2.531 H14  A1API 52 
A1API H15  H15 H  0 1 N N N N N N 1.067  -13.646 28.981 -5.282 -2.651 -4.783 H15  A1API 53 
A1API H16  H16 H  0 1 N N N N N N -0.012 -12.300 28.831 -4.143 -1.947 -5.798 H16  A1API 54 
A1API H17  H17 H  0 1 N N N N N N -2.701 -12.581 31.769 -0.257 -2.637 -1.061 H17  A1API 55 
A1API H18  H18 H  0 1 N N N N N N -4.294 -14.116 33.057 2.201  -2.492 -0.514 H18  A1API 56 
A1API H19  H19 H  0 1 N N N N N N -7.036 -16.249 35.880 6.437  -2.385 0.418  H19  A1API 57 
A1API H20  H20 H  0 1 N N N N N N -7.690 -18.231 37.190 7.979  -0.539 1.900  H20  A1API 58 
A1API H21  H21 H  0 1 N N N N N N -6.494 -17.714 38.427 8.356  -0.327 0.173  H21  A1API 59 
A1API H22  H22 H  0 1 N N N N N N 2.030  -14.849 37.154 0.376  4.237  2.108  H22  A1API 60 
A1API H23  H23 H  0 1 N N N N N N -0.870 -12.453 39.197 1.279  4.741  -2.033 H23  A1API 61 
A1API H24  H24 H  0 1 N N N N N N -2.234 -12.355 37.151 1.351  2.301  -2.328 H24  A1API 62 
# 
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 
A1API N17 C15  SING N N 1  
A1API C15 C14  SING N N 2  
A1API C15 O16  DOUB N N 3  
A1API C14 C5   SING N N 4  
A1API C5  C6   SING N N 5  
A1API C5  N4   SING N N 6  
A1API CL9 C8   SING N N 7  
A1API C7  C8   DOUB Y N 8  
A1API C7  C6   SING Y N 9  
A1API C8  C10  SING Y N 10 
A1API C6  C13  DOUB Y N 11 
A1API F11 C10  SING N N 12 
A1API C10 C12  DOUB Y N 13 
A1API N4  C2   SING N N 14 
A1API C13 C12  SING Y N 15 
A1API C18 N19  SING Y N 16 
A1API C18 C1   DOUB Y N 17 
A1API C2  C1   SING N N 18 
A1API C2  O3   DOUB N N 19 
A1API N19 C20  SING Y N 20 
A1API C1  C30  SING Y N 21 
A1API C20 C30  DOUB Y N 22 
A1API C20 C21  SING N N 23 
A1API C30 C31  SING N N 24 
A1API F33 C32  SING N N 25 
A1API C21 C22  DOUB N E 26 
A1API C22 C23  SING N N 27 
A1API C31 C32  DOUB Y N 28 
A1API C31 C38  SING Y N 29 
A1API C32 C34  SING Y N 30 
A1API N24 C23  SING N N 31 
A1API N24 C25  SING N N 32 
A1API C23 O29  DOUB N N 33 
A1API C38 C37  DOUB Y N 34 
A1API C34 C35  DOUB Y N 35 
A1API C25 C26  SING N N 36 
A1API C35 C37  SING Y N 37 
A1API C35 CL36 SING N N 38 
A1API C26 O27  SING N N 39 
A1API O27 C28  SING N N 40 
A1API C5  H1   SING N N 41 
A1API C7  H2   SING N N 42 
A1API C13 H3   SING N N 43 
A1API C21 H4   SING N N 44 
A1API C22 H5   SING N N 45 
A1API C26 H6   SING N N 46 
A1API C26 H7   SING N N 47 
A1API C28 H8   SING N N 48 
A1API C28 H9   SING N N 49 
A1API C28 H10  SING N N 50 
A1API N4  H11  SING N N 51 
A1API C12 H12  SING N N 52 
A1API C14 H13  SING N N 53 
A1API C14 H14  SING N N 54 
A1API N17 H15  SING N N 55 
A1API N17 H16  SING N N 56 
A1API C18 H17  SING N N 57 
A1API N19 H18  SING N N 58 
A1API N24 H19  SING N N 59 
A1API C25 H20  SING N N 60 
A1API C25 H21  SING N N 61 
A1API C34 H22  SING N N 62 
A1API C37 H23  SING N N 63 
A1API C38 H24  SING N N 64 
# 
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 
A1API SMILES           ACDLabs              12.01 "O=C(NC(CC(N)=O)c1ccc(F)c(Cl)c1)c1c[NH]c(/C=C/C(=O)NCCOC)c1c1ccc(Cl)cc1F"                                                                                                                                                     
A1API InChI            InChI                1.06  "InChI=1S/C26H24Cl2F2N4O4/c1-38-9-8-32-24(36)7-6-21-25(16-4-3-15(27)11-20(16)30)17(13-33-21)26(37)34-22(12-23(31)35)14-2-5-19(29)18(28)10-14/h2-7,10-11,13,22,33H,8-9,12H2,1H3,(H2,31,35)(H,32,36)(H,34,37)/b7-6+/t22-/m0/s1" 
A1API InChIKey         InChI                1.06  GUWRELPYWXMMMM-WMWRJIBUSA-N                                                                                                                                                                                                   
A1API SMILES_CANONICAL CACTVS               3.385 "COCCNC(=O)/C=C/c1[nH]cc(C(=O)N[C@@H](CC(N)=O)c2ccc(F)c(Cl)c2)c1c3ccc(Cl)cc3F"                                                                                                                                                
A1API SMILES           CACTVS               3.385 "COCCNC(=O)C=Cc1[nH]cc(C(=O)N[CH](CC(N)=O)c2ccc(F)c(Cl)c2)c1c3ccc(Cl)cc3F"                                                                                                                                                    
A1API SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COCCNC(=O)/C=C/c1c(c(c[nH]1)C(=O)N[C@@H](CC(=O)N)c2ccc(c(c2)Cl)F)c3ccc(cc3F)Cl"                                                                                                                                              
A1API SMILES           "OpenEye OEToolkits" 2.0.7 "COCCNC(=O)C=Cc1c(c(c[nH]1)C(=O)NC(CC(=O)N)c2ccc(c(c2)Cl)F)c3ccc(cc3F)Cl"                                                                                                                                                     
# 
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 
A1API "SYSTEMATIC NAME" ACDLabs              12.01 "(4P)-N-[(1S)-3-amino-1-(3-chloro-4-fluorophenyl)-3-oxopropyl]-4-(4-chloro-2-fluorophenyl)-5-{(1E)-3-[(2-methoxyethyl)amino]-3-oxoprop-1-en-1-yl}-1H-pyrrole-3-carboxamide"                                       
A1API "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(1~{S})-3-azanyl-1-(3-chloranyl-4-fluoranyl-phenyl)-3-oxidanylidene-propyl]-4-(4-chloranyl-2-fluoranyl-phenyl)-5-[(~{E})-3-(2-methoxyethylamino)-3-oxidanylidene-prop-1-enyl]-1~{H}-pyrrole-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 
A1API "Create component" 2024-04-22 RCSB 
A1API "Initial release"  2024-05-08 RCSB 
# 
