data_A1AV9
# 
_chem_comp.id                                    A1AV9 
_chem_comp.name                                  Targocil-II 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H22 Cl N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-{[3-(4-chlorophenyl)-5,9-dimethyl-7-oxo-7H-furo[3,2-g][1]benzopyran-6-yl]acetyl}-D-proline" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-28 
_chem_comp.pdbx_modified_date                    2025-04-18 
_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                        479.909 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AV9 
_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        9CFP 
_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 
A1AV9 C4  C1  C  0 1 Y N N N N N 152.780 139.429 151.659 -4.939 -0.029 -0.290 C4  A1AV9 1  
A1AV9 C5  C2  C  0 1 Y N N N N N 153.394 139.301 152.901 -6.138 -0.076 0.420  C5  A1AV9 2  
A1AV9 C6  C3  C  0 1 Y N N N N N 153.413 138.069 153.544 -6.856 -1.253 0.480  C6  A1AV9 3  
A1AV9 C7  C4  C  0 1 Y N N N N N 152.725 140.736 150.938 -4.164 1.233  -0.358 C7  A1AV9 4  
A1AV9 C8  C5  C  0 1 Y N N N N N 152.815 140.906 149.548 -4.631 2.459  -0.681 C8  A1AV9 5  
A1AV9 C10 C6  C  0 1 Y N N N N N 152.539 142.960 150.348 -2.469 2.779  -0.278 C10 A1AV9 6  
A1AV9 C20 C7  C  0 1 Y N N N N N 152.221 143.963 153.009 -0.419 1.056  0.487  C20 A1AV9 7  
A1AV9 C21 C8  C  0 1 Y N N N N N 152.372 142.596 152.806 -1.707 0.550  0.302  C21 A1AV9 8  
A1AV9 C24 C9  C  0 1 N N N N N N 151.903 145.939 154.570 1.913  0.723  1.055  C24 A1AV9 9  
A1AV9 C26 C10 C  0 1 N N N N N N 152.387 145.356 149.304 -0.910 4.742  -0.305 C26 A1AV9 10 
A1AV9 C1  C11 C  0 1 Y N N N N N 152.829 136.963 152.943 -6.387 -2.386 -0.164 C1  A1AV9 11 
A1AV9 C11 C12 C  0 1 Y N N N N N 152.526 142.096 151.522 -2.725 1.409  -0.079 C11 A1AV9 12 
A1AV9 C18 C13 C  0 1 Y N N N N N 152.380 144.427 150.489 -1.186 3.276  -0.093 C18 A1AV9 13 
A1AV9 C19 C14 C  0 1 Y N N N N N 152.219 144.934 151.879 -0.161 2.427  0.287  C19 A1AV9 14 
A1AV9 C2  C15 C  0 1 Y N N N N N 152.220 137.086 151.703 -5.197 -2.345 -0.870 C2  A1AV9 15 
A1AV9 C23 C16 C  0 1 N N N N N N 151.908 146.811 153.364 2.101  2.104  0.838  C23 A1AV9 16 
A1AV9 C25 C17 C  0 1 N N N N N N 152.056 144.482 154.385 0.682  0.175  0.888  C25 A1AV9 17 
A1AV9 C27 C18 C  0 1 N N N N N N 152.053 143.550 155.565 0.454  -1.297 1.113  C27 A1AV9 18 
A1AV9 C29 C19 C  0 1 N N N N N N 151.721 146.471 155.973 3.075  -0.142 1.469  C29 A1AV9 19 
A1AV9 C3  C20 C  0 1 Y N N N N N 152.198 138.317 151.065 -4.469 -1.174 -0.932 C3  A1AV9 20 
A1AV9 C30 C21 C  0 1 N N N N N N 152.745 147.510 156.364 3.833  -0.585 0.243  C30 A1AV9 21 
A1AV9 C32 C22 C  0 1 N N N N N N 151.106 149.180 157.140 5.473  -1.873 1.642  C32 A1AV9 22 
A1AV9 C33 C23 C  0 1 N N N N N N 150.975 149.925 158.456 6.253  -3.155 1.258  C33 A1AV9 23 
A1AV9 C34 C24 C  0 1 N N N N N N 152.365 149.926 159.044 6.855  -2.753 -0.115 C34 A1AV9 24 
A1AV9 C35 C25 C  0 1 N N R N N N 152.965 148.612 158.577 5.747  -1.876 -0.735 C35 A1AV9 25 
A1AV9 C41 C26 C  0 1 N N N N N N 154.457 148.748 158.561 6.365  -0.723 -1.482 C41 A1AV9 26 
A1AV9 N31 N1  N  0 1 N N N N N N 152.315 148.377 157.282 4.919  -1.373 0.371  N31 A1AV9 27 
A1AV9 O22 O1  O  0 1 N N N N N N 152.066 146.277 152.108 1.090  2.906  0.470  O22 A1AV9 28 
A1AV9 O28 O2  O  0 1 N N N N N N 151.772 148.047 153.474 3.211  2.582  0.990  O28 A1AV9 29 
A1AV9 O42 O3  O  0 1 N N N N N N 155.139 147.704 158.506 6.132  0.412  -1.141 O42 A1AV9 30 
A1AV9 O43 O4  O  0 1 N N N N N N 154.965 149.888 158.607 7.174  -0.957 -2.527 O43 A1AV9 31 
A1AV9 O44 O5  O  0 1 N N N N N N 153.850 147.500 155.847 3.465  -0.233 -0.857 O44 A1AV9 32 
A1AV9 O9  O6  O  0 1 Y N N N N N 152.703 142.255 149.254 -3.635 3.360  -0.630 O9  A1AV9 33 
A1AV9 CL1 CL1 CL 0 0 N N N N N N 152.859 135.370 153.766 -7.295 -3.864 -0.084 CL1 A1AV9 34 
A1AV9 H1  H1  H  0 1 N N N N N N 153.856 140.159 153.366 -6.504 0.807  0.922  H1  A1AV9 35 
A1AV9 H2  H2  H  0 1 N N N N N N 153.882 137.972 154.512 -7.784 -1.291 1.030  H2  A1AV9 36 
A1AV9 H3  H3  H  0 1 N N N N N N 152.950 140.115 148.826 -5.654 2.683  -0.943 H3  A1AV9 37 
A1AV9 H4  H4  H  0 1 N N N N N N 152.369 141.922 153.650 -1.907 -0.501 0.453  H4  A1AV9 38 
A1AV9 H5  H5  H  0 1 N N N N N N 151.360 145.482 148.930 -1.057 5.279  0.632  H5  A1AV9 39 
A1AV9 H6  H6  H  0 1 N N N N N N 152.789 146.334 149.607 0.119  4.872  -0.641 H6  A1AV9 40 
A1AV9 H7  H7  H  0 1 N N N N N N 153.017 144.931 148.509 -1.591 5.135  -1.060 H7  A1AV9 41 
A1AV9 H8  H8  H  0 1 N N N N N N 151.764 136.226 151.236 -4.836 -3.231 -1.370 H8  A1AV9 42 
A1AV9 H9  H9  H  0 1 N N N N N N 151.919 144.130 156.490 0.612  -1.836 0.179  H9  A1AV9 43 
A1AV9 H10 H10 H  0 1 N N N N N N 151.228 142.830 155.461 1.152  -1.663 1.866  H10 A1AV9 44 
A1AV9 H11 H11 H  0 1 N N N N N N 153.010 143.009 155.607 -0.568 -1.458 1.456  H11 A1AV9 45 
A1AV9 H12 H12 H  0 1 N N N N N N 150.721 146.924 156.046 3.739  0.427  2.120  H12 A1AV9 46 
A1AV9 H13 H13 H  0 1 N N N N N N 151.794 145.629 156.676 2.705  -1.017 2.003  H13 A1AV9 47 
A1AV9 H14 H14 H  0 1 N N N N N N 151.725 138.412 150.099 -3.541 -1.143 -1.483 H14 A1AV9 48 
A1AV9 H15 H15 H  0 1 N N N N N N 151.207 149.887 156.303 4.669  -2.113 2.338  H15 A1AV9 49 
A1AV9 H16 H16 H  0 1 N N N N N N 150.231 148.535 156.971 6.147  -1.136 2.079  H16 A1AV9 50 
A1AV9 H17 H17 H  0 1 N N N N N N 150.627 150.954 158.285 7.040  -3.366 1.983  H17 A1AV9 51 
A1AV9 H18 H18 H  0 1 N N N N N N 150.272 149.407 159.125 5.580  -4.006 1.155  H18 A1AV9 52 
A1AV9 H19 H19 H  0 1 N N N N N N 152.949 150.778 158.666 7.772  -2.179 0.020  H19 A1AV9 53 
A1AV9 H20 H20 H  0 1 N N N N N N 152.324 149.968 160.142 7.041  -3.636 -0.727 H20 A1AV9 54 
A1AV9 H21 H21 H  0 1 N N N N N N 152.681 147.818 159.283 5.138  -2.473 -1.413 H21 A1AV9 55 
A1AV9 H22 H22 H  0 1 N N N N N N 155.912 149.814 158.593 7.547  -0.185 -2.976 H22 A1AV9 56 
# 
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 
A1AV9 O9  C8  SING Y N 1  
A1AV9 O9  C10 SING Y N 2  
A1AV9 C26 C18 SING N N 3  
A1AV9 C8  C7  DOUB Y N 4  
A1AV9 C10 C18 DOUB Y N 5  
A1AV9 C10 C11 SING Y N 6  
A1AV9 C18 C19 SING Y N 7  
A1AV9 C7  C11 SING Y N 8  
A1AV9 C7  C4  SING N N 9  
A1AV9 C3  C4  DOUB Y N 10 
A1AV9 C3  C2  SING Y N 11 
A1AV9 C11 C21 DOUB Y N 12 
A1AV9 C4  C5  SING Y N 13 
A1AV9 C2  C1  DOUB Y N 14 
A1AV9 C19 O22 SING N N 15 
A1AV9 C19 C20 DOUB Y N 16 
A1AV9 O22 C23 SING N N 17 
A1AV9 C21 C20 SING Y N 18 
A1AV9 C5  C6  DOUB Y N 19 
A1AV9 C1  C6  SING Y N 20 
A1AV9 C1  CL1 SING N N 21 
A1AV9 C20 C25 SING N N 22 
A1AV9 C23 O28 DOUB N N 23 
A1AV9 C23 C24 SING N N 24 
A1AV9 C25 C24 DOUB N N 25 
A1AV9 C25 C27 SING N N 26 
A1AV9 C24 C29 SING N N 27 
A1AV9 O44 C30 DOUB N N 28 
A1AV9 C29 C30 SING N N 29 
A1AV9 C30 N31 SING N N 30 
A1AV9 C32 N31 SING N N 31 
A1AV9 C32 C33 SING N N 32 
A1AV9 N31 C35 SING N N 33 
A1AV9 C33 C34 SING N N 34 
A1AV9 O42 C41 DOUB N N 35 
A1AV9 C41 C35 SING N N 36 
A1AV9 C41 O43 SING N N 37 
A1AV9 C35 C34 SING N N 38 
A1AV9 C5  H1  SING N N 39 
A1AV9 C6  H2  SING N N 40 
A1AV9 C8  H3  SING N N 41 
A1AV9 C21 H4  SING N N 42 
A1AV9 C26 H5  SING N N 43 
A1AV9 C26 H6  SING N N 44 
A1AV9 C26 H7  SING N N 45 
A1AV9 C2  H8  SING N N 46 
A1AV9 C27 H9  SING N N 47 
A1AV9 C27 H10 SING N N 48 
A1AV9 C27 H11 SING N N 49 
A1AV9 C29 H12 SING N N 50 
A1AV9 C29 H13 SING N N 51 
A1AV9 C3  H14 SING N N 52 
A1AV9 C32 H15 SING N N 53 
A1AV9 C32 H16 SING N N 54 
A1AV9 C33 H17 SING N N 55 
A1AV9 C33 H18 SING N N 56 
A1AV9 C34 H19 SING N N 57 
A1AV9 C34 H20 SING N N 58 
A1AV9 C35 H21 SING N N 59 
A1AV9 O43 H22 SING N N 60 
# 
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 
A1AV9 SMILES           ACDLabs              12.01 "O=C(O)C1CCCN1C(=O)CC1=C(C)c2cc3c(occ3c3ccc(Cl)cc3)c(C)c2OC1=O"                                                                                                                          
A1AV9 InChI            InChI                1.06  "InChI=1S/C26H22ClNO6/c1-13-17-10-19-20(15-5-7-16(27)8-6-15)12-33-23(19)14(2)24(17)34-26(32)18(13)11-22(29)28-9-3-4-21(28)25(30)31/h5-8,10,12,21H,3-4,9,11H2,1-2H3,(H,30,31)/t21-/m1/s1" 
A1AV9 InChIKey         InChI                1.06  AKQCCBGXRNNPLS-OAQYLSRUSA-N                                                                                                                                                              
A1AV9 SMILES_CANONICAL CACTVS               3.385 "CC1=C(CC(=O)N2CCC[C@@H]2C(O)=O)C(=O)Oc3c(C)c4occ(c5ccc(Cl)cc5)c4cc13"                                                                                                                   
A1AV9 SMILES           CACTVS               3.385 "CC1=C(CC(=O)N2CCC[CH]2C(O)=O)C(=O)Oc3c(C)c4occ(c5ccc(Cl)cc5)c4cc13"                                                                                                                     
A1AV9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2c(cc3c1OC(=O)C(=C3C)CC(=O)N4CCC[C@@H]4C(=O)O)c(co2)c5ccc(cc5)Cl"                                                                                                                   
A1AV9 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c2c(cc3c1OC(=O)C(=C3C)CC(=O)N4CCCC4C(=O)O)c(co2)c5ccc(cc5)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 
A1AV9 "SYSTEMATIC NAME" ACDLabs              12.01 "1-{[3-(4-chlorophenyl)-5,9-dimethyl-7-oxo-7H-furo[3,2-g][1]benzopyran-6-yl]acetyl}-D-proline"                                 
A1AV9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-1-[2-[3-(4-chlorophenyl)-5,9-dimethyl-7-oxidanylidene-furo[3,2-g]chromen-6-yl]ethanoyl]pyrrolidine-2-carboxylic 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 
A1AV9 "Create component" 2024-06-28 RCSB 
A1AV9 "Initial release"  2025-04-23 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1AV9 
_pdbx_chem_comp_synonyms.name         "1-{[3-(4-chlorophenyl)-5,9-dimethyl-7-oxo-7H-furo[3,2-g][1]benzopyran-6-yl]acetyl}-D-proline" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
