data_A1A4R
# 
_chem_comp.id                                    A1A4R 
_chem_comp.name                                  "(3S,4S)-2-(4-tert-butyl-3-chlorophenyl)-3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H26 Cl N O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-05 
_chem_comp.pdbx_modified_date                    2025-06-13 
_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                        491.963 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A4R 
_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        9CUC 
_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 
A1A4R C4  C1  C  0 1 Y N N N N N -10.442 15.635 -26.458 -2.456 2.886  -2.194 C4  A1A4R 1  
A1A4R C5  C2  C  0 1 Y N N N N N -12.331 15.308 -28.451 -3.850 2.630  0.194  C5  A1A4R 2  
A1A4R C6  C3  C  0 1 Y N N N N N -13.271 12.738 -24.822 -2.036 -0.619 -0.890 C6  A1A4R 3  
A1A4R C7  C4  C  0 1 Y N N N N N -15.833 16.219 -21.580 3.697  1.496  0.154  C7  A1A4R 4  
A1A4R C8  C5  C  0 1 Y N N N N N -15.312 16.139 -22.858 2.351  1.803  0.123  C8  A1A4R 5  
A1A4R C10 C6  C  0 1 Y N N N N N -15.222 12.713 -26.211 -1.704 -1.711 1.217  C10 A1A4R 6  
A1A4R C13 C7  C  0 1 Y N N N N N -14.291 13.428 -25.463 -1.540 -0.608 0.400  C13 A1A4R 7  
A1A4R C15 C8  C  0 1 Y N N N N N -15.089 15.872 -20.461 4.115  0.192  -0.039 C15 A1A4R 8  
A1A4R C17 C9  C  0 1 Y N N N N N -14.084 10.659 -25.677 -2.875 -2.841 -0.552 C17 A1A4R 9  
A1A4R C20 C10 C  0 1 N N N N N N -12.205 15.947 -24.728 -0.433 1.871  -1.133 C20 A1A4R 10 
A1A4R C21 C11 C  0 1 N N N N N N -14.678 17.070 -26.724 -1.142 2.772  2.076  C21 A1A4R 11 
A1A4R C22 C12 C  0 1 N N N N N N -14.774 8.636  -26.756 -3.366 -5.156 -0.319 C22 A1A4R 12 
A1A4R C24 C13 C  0 1 N N S N N N -14.215 15.616 -26.760 -1.842 1.660  1.339  C24 A1A4R 13 
A1A4R C26 C14 C  0 1 N N N N N N -15.094 17.021 -18.148 5.998  -0.740 -1.355 C26 A1A4R 14 
A1A4R C28 C15 C  0 1 N N N N N N -17.239 16.302 -19.117 6.390  1.138  0.246  C28 A1A4R 15 
A1A4R C2  C16 C  0 1 Y N N N N N -10.046 15.397 -27.763 -3.772 3.296  -2.112 C2  A1A4R 16 
A1A4R C3  C17 C  0 1 Y N N N N N -10.984 15.235 -28.753 -4.468 3.165  -0.923 C3  A1A4R 17 
A1A4R C9  C18 C  0 1 Y N N N N N -13.160 11.364 -24.924 -2.705 -1.732 -1.365 C9  A1A4R 18 
A1A4R C11 C19 C  0 1 Y N N N N N -13.233 15.358 -21.959 1.838  -0.508 -0.296 C11 A1A4R 19 
A1A4R C12 C20 C  0 1 Y N N N N N -11.797 15.708 -26.138 -1.835 2.333  -1.077 C12 A1A4R 20 
A1A4R C14 C21 C  0 1 Y N N N N N -12.755 15.542 -27.146 -2.535 2.223  0.127  C14 A1A4R 21 
A1A4R C16 C22 C  0 1 Y N N N N N -14.009 15.699 -23.059 1.416  0.801  -0.102 C16 A1A4R 22 
A1A4R C18 C23 C  0 1 Y N N N N N -15.126 11.340 -26.320 -2.368 -2.833 0.743  C18 A1A4R 23 
A1A4R C19 C24 C  0 1 Y N N N N N -13.771 15.447 -20.686 3.186  -0.810 -0.258 C19 A1A4R 24 
A1A4R C23 C25 C  0 1 N N N N N N -16.157 9.266  -26.819 -3.513 -4.871 1.178  C23 A1A4R 25 
A1A4R C25 C26 C  0 1 N N S N N N -14.413 14.942 -25.385 -0.817 0.609  0.917  C25 A1A4R 26 
A1A4R C27 C27 C  0 1 N N N N N N -15.676 14.589 -18.348 5.860  -1.148 1.106  C27 A1A4R 27 
A1A4R C29 C28 C  0 1 N N N N N N -15.741 15.951 -19.053 5.585  -0.138 -0.011 C29 A1A4R 28 
A1A4R N30 N1  N  0 1 N N N N N N -13.482 15.556 -24.400 0.052  1.110  -0.134 N30 A1A4R 29 
A1A4R O31 O1  O  0 1 N N N N N N -11.452 16.460 -23.916 0.276  2.175  -2.073 O31 A1A4R 30 
A1A4R O32 O2  O  0 1 N N N N N N -13.908 17.989 -26.932 0.053  2.727  2.246  O32 A1A4R 31 
A1A4R O33 O3  O  0 1 N N N N N N -13.927 9.299  -25.775 -3.541 -3.927 -1.031 O33 A1A4R 32 
A1A4R O34 O4  O  0 1 N N N N N N -16.078 10.687 -27.058 -2.518 -3.914 1.556  O34 A1A4R 33 
A1A4R O35 O5  O  0 1 N N N N N N -15.950 17.232 -26.456 -1.847 3.814  2.545  O35 A1A4R 34 
A1A4R CL1 CL1 CL 0 0 N N N N N N -12.719 15.014 -19.383 3.715  -2.446 -0.499 CL1 A1A4R 35 
A1A4R H1  H1  H  0 1 N N N N N N -9.699  15.765 -25.685 -1.912 2.990  -3.122 H1  A1A4R 36 
A1A4R H2  H2  H  0 1 N N N N N N -13.062 15.182 -29.236 -4.399 2.533  1.120  H2  A1A4R 37 
A1A4R H3  H3  H  0 1 N N N N N N -12.550 13.285 -24.232 -1.906 0.244  -1.525 H3  A1A4R 38 
A1A4R H4  H4  H  0 1 N N N N N N -16.849 16.562 -21.449 4.425  2.276  0.324  H4  A1A4R 39 
A1A4R H5  H5  H  0 1 N N N N N N -15.921 16.420 -23.705 2.026  2.822  0.274  H5  A1A4R 40 
A1A4R H6  H6  H  0 1 N N N N N N -16.025 13.236 -26.709 -1.315 -1.700 2.224  H6  A1A4R 41 
A1A4R H7  H7  H  0 1 N N N N N N -14.877 7.576  -26.481 -2.372 -5.558 -0.518 H7  A1A4R 42 
A1A4R H8  H8  H  0 1 N N N N N N -14.301 8.713  -27.746 -4.123 -5.874 -0.634 H8  A1A4R 43 
A1A4R H9  H9  H  0 1 N N N N N N -14.811 15.072 -27.507 -2.575 1.203  2.004  H9  A1A4R 44 
A1A4R H10 H10 H  0 1 N N N N N N -15.597 17.028 -17.170 5.803  -0.021 -2.151 H10 A1A4R 45 
A1A4R H11 H11 H  0 1 N N N N N N -14.028 16.788 -18.010 7.062  -0.979 -1.335 H11 A1A4R 46 
A1A4R H12 H12 H  0 1 N N N N N N -15.196 18.010 -18.619 5.425  -1.649 -1.538 H12 A1A4R 47 
A1A4R H13 H13 H  0 1 N N N N N N -17.650 16.345 -18.098 6.095  1.566  1.204  H13 A1A4R 48 
A1A4R H14 H14 H  0 1 N N N N N N -17.366 17.280 -19.605 7.453  0.899  0.267  H14 A1A4R 49 
A1A4R H15 H15 H  0 1 N N N N N N -17.772 15.532 -19.695 6.194  1.857  -0.549 H15 A1A4R 50 
A1A4R H16 H16 H  0 1 N N N N N N -8.995  15.338 -28.004 -4.259 3.720  -2.978 H16 A1A4R 51 
A1A4R H17 H17 H  0 1 N N N N N N -10.669 15.050 -29.769 -5.499 3.481  -0.867 H17 A1A4R 52 
A1A4R H18 H18 H  0 1 N N N N N N -12.359 10.844 -24.420 -3.096 -1.736 -2.372 H18 A1A4R 53 
A1A4R H19 H19 H  0 1 N N N N N N -12.215 15.025 -22.096 1.113  -1.290 -0.467 H19 A1A4R 54 
A1A4R H20 H20 H  0 1 N N N N N N -16.673 9.092  -25.863 -4.503 -4.463 1.379  H20 A1A4R 55 
A1A4R H21 H21 H  0 1 N N N N N N -16.727 8.797  -27.635 -3.373 -5.793 1.743  H21 A1A4R 56 
A1A4R H22 H22 H  0 1 N N N N N N -15.439 15.170 -25.061 -0.215 0.329  1.782  H22 A1A4R 57 
A1A4R H23 H23 H  0 1 N N N N N N -16.142 14.667 -17.355 5.286  -2.057 0.923  H23 A1A4R 58 
A1A4R H24 H24 H  0 1 N N N N N N -16.214 13.840 -18.948 6.923  -1.387 1.126  H24 A1A4R 59 
A1A4R H25 H25 H  0 1 N N N N N N -14.625 14.284 -18.237 5.565  -0.719 2.064  H25 A1A4R 60 
A1A4R H26 H26 H  0 1 N N N N N N -16.158 18.159 -26.453 -1.355 4.503  3.012  H26 A1A4R 61 
# 
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 
A1A4R C3  C5  DOUB Y N 1  
A1A4R C3  C2  SING Y N 2  
A1A4R C5  C14 SING Y N 3  
A1A4R C2  C4  DOUB Y N 4  
A1A4R C14 C24 SING N N 5  
A1A4R C14 C12 DOUB Y N 6  
A1A4R O34 C23 SING N N 7  
A1A4R O34 C18 SING N N 8  
A1A4R O32 C21 DOUB N N 9  
A1A4R C23 C22 SING N N 10 
A1A4R C24 C21 SING N N 11 
A1A4R C24 C25 SING N N 12 
A1A4R C22 O33 SING N N 13 
A1A4R C21 O35 SING N N 14 
A1A4R C4  C12 SING Y N 15 
A1A4R C18 C10 DOUB Y N 16 
A1A4R C18 C17 SING Y N 17 
A1A4R C10 C13 SING Y N 18 
A1A4R C12 C20 SING N N 19 
A1A4R O33 C17 SING N N 20 
A1A4R C17 C9  DOUB Y N 21 
A1A4R C13 C25 SING N N 22 
A1A4R C13 C6  DOUB Y N 23 
A1A4R C25 N30 SING N N 24 
A1A4R C9  C6  SING Y N 25 
A1A4R C20 N30 SING N N 26 
A1A4R C20 O31 DOUB N N 27 
A1A4R N30 C16 SING N N 28 
A1A4R C16 C8  DOUB Y N 29 
A1A4R C16 C11 SING Y N 30 
A1A4R C8  C7  SING Y N 31 
A1A4R C11 C19 DOUB Y N 32 
A1A4R C7  C15 DOUB Y N 33 
A1A4R C19 C15 SING Y N 34 
A1A4R C19 CL1 SING N N 35 
A1A4R C15 C29 SING N N 36 
A1A4R C28 C29 SING N N 37 
A1A4R C29 C27 SING N N 38 
A1A4R C29 C26 SING N N 39 
A1A4R C4  H1  SING N N 40 
A1A4R C5  H2  SING N N 41 
A1A4R C6  H3  SING N N 42 
A1A4R C7  H4  SING N N 43 
A1A4R C8  H5  SING N N 44 
A1A4R C10 H6  SING N N 45 
A1A4R C22 H7  SING N N 46 
A1A4R C22 H8  SING N N 47 
A1A4R C24 H9  SING N N 48 
A1A4R C26 H10 SING N N 49 
A1A4R C26 H11 SING N N 50 
A1A4R C26 H12 SING N N 51 
A1A4R C28 H13 SING N N 52 
A1A4R C28 H14 SING N N 53 
A1A4R C28 H15 SING N N 54 
A1A4R C2  H16 SING N N 55 
A1A4R C3  H17 SING N N 56 
A1A4R C9  H18 SING N N 57 
A1A4R C11 H19 SING N N 58 
A1A4R C23 H20 SING N N 59 
A1A4R C23 H21 SING N N 60 
A1A4R C25 H22 SING N N 61 
A1A4R C27 H23 SING N N 62 
A1A4R C27 H24 SING N N 63 
A1A4R C27 H25 SING N N 64 
A1A4R O35 H26 SING N N 65 
# 
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 
A1A4R SMILES           ACDLabs              14.52 "CC(C)(C)c1ccc(cc1Cl)N1C(=O)c2ccccc2C(C(=O)O)C1c1ccc2OCCOc2c1"                                                                                                                                   
A1A4R InChI            InChI                1.06  "InChI=1S/C28H26ClNO5/c1-28(2,3)20-10-9-17(15-21(20)29)30-25(16-8-11-22-23(14-16)35-13-12-34-22)24(27(32)33)18-6-4-5-7-19(18)26(30)31/h4-11,14-15,24-25H,12-13H2,1-3H3,(H,32,33)/t24-,25+/m0/s1" 
A1A4R InChIKey         InChI                1.06  XGDKZTMGSABEJP-LOSJGSFVSA-N                                                                                                                                                                      
A1A4R SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)c1ccc(cc1Cl)N2[C@@H]([C@@H](C(O)=O)c3ccccc3C2=O)c4ccc5OCCOc5c4"                                                                                                                         
A1A4R SMILES           CACTVS               3.385 "CC(C)(C)c1ccc(cc1Cl)N2[CH]([CH](C(O)=O)c3ccccc3C2=O)c4ccc5OCCOc5c4"                                                                                                                             
A1A4R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(C)c1ccc(cc1Cl)N2[C@@H]([C@H](c3ccccc3C2=O)C(=O)O)c4ccc5c(c4)OCCO5"                                                                                                                        
A1A4R SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C)c1ccc(cc1Cl)N2C(C(c3ccccc3C2=O)C(=O)O)c4ccc5c(c4)OCCO5"                                                                                                                                 
# 
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 
A1A4R "SYSTEMATIC NAME" ACDLabs              14.52 "(3S,4S)-2-(4-tert-butyl-3-chlorophenyl)-3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid"                 
A1A4R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S},4~{S})-2-(4-~{tert}-butyl-3-chloranyl-phenyl)-3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-oxidanylidene-3,4-dihydroisoquinoline-4-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 
A1A4R "Create component" 2024-09-05 RCSB 
A1A4R "Initial release"  2025-06-18 RCSB 
# 
