data_EX6
# 
_chem_comp.id                                    EX6 
_chem_comp.name                                  "3-amino-4-({(2S,3S)-3-[(1S)-1-(3,5-dichlorophenyl)-2-hydroxyethoxy]-2-phenylpiperidin-1-yl}methyl)benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H28 Cl2 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-14 
_chem_comp.pdbx_modified_date                    2023-06-09 
_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                        515.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EX6 
_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        7T4U 
_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.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 
EX6 C47  C1  C  0 1 Y N N 11.494 9.706  -22.807 -1.561 -1.489 3.663  C47  EX6 1  
EX6 C45  C2  C  0 1 Y N N 10.774 10.861 -22.571 -1.260 -2.816 3.423  C45  EX6 2  
EX6 C49  C3  C  0 1 Y N N 12.717 9.525  -22.200 -1.248 -0.528 2.720  C49  EX6 3  
EX6 C28  C4  C  0 1 Y N N 8.240  13.260 -17.158 5.748  -0.252 -0.024 C28  EX6 4  
EX6 C43  C5  C  0 1 Y N N 11.272 11.831 -21.725 -0.646 -3.183 2.241  C43  EX6 5  
EX6 C51  C6  C  0 1 Y N N 13.219 10.503 -21.374 -0.634 -0.895 1.537  C51  EX6 6  
EX6 C26  C7  C  0 1 Y N N 9.325  12.821 -17.887 4.733  -1.156 0.213  C26  EX6 7  
EX6 C31  C8  C  0 1 Y N N 9.664  13.655 -15.294 4.278  1.557  0.607  C31  EX6 8  
EX6 C54  C9  C  0 1 Y N N 14.569 15.533 -24.557 -4.436 0.015  -0.457 C54  EX6 9  
EX6 C62  C10 C  0 1 Y N N 13.220 13.574 -24.419 -2.435 1.291  -0.772 C62  EX6 10 
EX6 C58  C11 C  0 1 Y N N 14.921 13.755 -26.100 -4.317 2.271  0.342  C58  EX6 11 
EX6 C30  C12 C  0 1 Y N N 8.400  13.684 -15.852 5.528  1.112  0.174  C30  EX6 12 
EX6 C42  C13 C  0 1 Y N N 12.506 11.657 -21.122 -0.333 -2.223 1.297  C42  EX6 13 
EX6 C25  C14 C  0 1 Y N N 10.590 12.793 -17.333 3.497  -0.717 0.647  C25  EX6 14 
EX6 C53  C15 C  0 1 Y N N 13.556 14.824 -23.944 -3.143 0.116  -0.935 C53  EX6 15 
EX6 C33  C16 C  0 1 Y N N 10.761 13.212 -16.013 3.267  0.640  0.848  C33  EX6 16 
EX6 C56  C17 C  0 1 Y N N 15.251 15.001 -25.631 -5.024 1.092  0.182  C56  EX6 17 
EX6 C60  C18 C  0 1 Y N N 13.901 13.051 -25.496 -3.019 2.367  -0.128 C60  EX6 18 
EX6 C37  C19 C  0 1 N N N 7.234  14.186 -15.079 6.615  2.082  -0.073 C37  EX6 19 
EX6 C14  C20 C  0 1 N N N 13.717 15.378 -19.257 1.240  -1.989 -2.670 C14  EX6 20 
EX6 C11  C21 C  0 1 N N N 14.575 14.734 -20.317 0.026  -2.898 -2.454 C11  EX6 21 
EX6 C17  C22 C  0 1 N N N 13.010 14.364 -18.385 2.186  -2.116 -1.474 C17  EX6 22 
EX6 C40  C23 C  0 1 N N S 13.120 12.704 -20.235 0.337  -2.622 0.008  C40  EX6 23 
EX6 C9   C24 C  0 1 N N S 13.726 13.782 -21.121 -0.664 -2.510 -1.144 C9   EX6 24 
EX6 C22  C25 C  0 1 N N N 11.697 12.307 -18.228 2.393  -1.711 0.903  C22  EX6 25 
EX6 C3   C26 C  0 1 N N N 11.503 15.946 -23.146 -2.578 -0.848 -3.149 C3   EX6 26 
EX6 C6   C27 C  0 1 N N S 12.856 15.415 -22.761 -2.506 -1.057 -1.635 C6   EX6 27 
EX6 N34  N1  N  0 1 N N N 11.999 13.237 -15.346 2.015  1.079  1.287  N34  EX6 28 
EX6 N20  N2  N  0 1 N N N 12.254 13.329 -19.167 1.478  -1.734 -0.246 N20  EX6 29 
EX6 O38  O1  O  0 1 N N N 7.509  14.990 -14.142 7.821  1.651  -0.491 O38  EX6 30 
EX6 O39  O2  O  0 1 N N N 6.073  13.817 -15.422 6.421  3.269  0.100  O39  EX6 31 
EX6 O2   O3  O  0 1 N N N 11.040 16.728 -22.058 -1.966 0.399  -3.488 O2   EX6 32 
EX6 O8   O4  O  0 1 N N N 12.609 14.453 -21.730 -1.139 -1.165 -1.234 O8   EX6 33 
EX6 CL57 CL1 CL 0 0 N N N 16.517 15.883 -26.414 -6.648 0.966  0.782  CL57 EX6 34 
EX6 CL61 CL2 CL 0 0 N N N 13.485 11.485 -26.065 -2.132 3.846  0.072  CL61 EX6 35 
EX6 H1   H1  H  0 1 N N N 11.099 8.947  -23.466 -2.045 -1.203 4.585  H1   EX6 36 
EX6 H2   H2  H  0 1 N N N 9.817  11.006 -23.051 -1.504 -3.567 4.160  H2   EX6 37 
EX6 H3   H3  H  0 1 N N N 13.279 8.619  -22.372 -1.484 0.509  2.907  H3   EX6 38 
EX6 H4   H4  H  0 1 N N N 7.259  13.273 -17.610 6.714  -0.600 -0.359 H4   EX6 39 
EX6 H5   H5  H  0 1 N N N 10.699 12.726 -21.533 -0.410 -4.220 2.054  H5   EX6 40 
EX6 H6   H6  H  0 1 N N N 14.187 10.366 -20.915 -0.390 -0.144 0.800  H6   EX6 41 
EX6 H7   H7  H  0 1 N N N 9.184  12.494 -18.907 4.905  -2.211 0.059  H7   EX6 42 
EX6 H8   H8  H  0 1 N N N 9.799  13.985 -14.275 4.102  2.611  0.762  H8   EX6 43 
EX6 H9   H9  H  0 1 N N N 14.830 16.515 -24.192 -4.989 -0.904 -0.585 H9   EX6 44 
EX6 H10  H10 H  0 1 N N N 12.428 13.009 -23.950 -1.425 1.369  -1.146 H10  EX6 45 
EX6 H11  H11 H  0 1 N N N 15.456 13.329 -26.936 -4.775 3.112  0.840  H11  EX6 46 
EX6 H12  H12 H  0 1 N N N 14.357 16.006 -18.619 1.761  -2.288 -3.580 H12  EX6 47 
EX6 H13  H13 H  0 1 N N N 12.961 16.007 -19.750 0.909  -0.955 -2.764 H13  EX6 48 
EX6 H14  H14 H  0 1 N N N 15.398 14.182 -19.840 -0.671 -2.778 -3.283 H14  EX6 49 
EX6 H15  H15 H  0 1 N N N 14.988 15.509 -20.979 0.354  -3.936 -2.401 H15  EX6 50 
EX6 H16  H16 H  0 1 N N N 13.761 13.853 -17.765 2.528  -3.148 -1.390 H16  EX6 51 
EX6 H17  H17 H  0 1 N N N 12.300 14.897 -17.735 3.044  -1.460 -1.619 H17  EX6 52 
EX6 H18  H18 H  0 1 N N N 13.960 12.221 -19.714 0.688  -3.651 0.085  H18  EX6 53 
EX6 H19  H19 H  0 1 N N N 14.348 13.305 -21.892 -1.504 -3.181 -0.962 H19  EX6 54 
EX6 H20  H20 H  0 1 N N N 11.307 11.471 -18.828 2.823  -2.702 1.045  H20  EX6 55 
EX6 H21  H21 H  0 1 N N N 12.518 11.949 -17.589 1.844  -1.421 1.799  H21  EX6 56 
EX6 H22  H22 H  0 1 N N N 11.584 16.567 -24.050 -2.053 -1.659 -3.654 H22  EX6 57 
EX6 H23  H23 H  0 1 N N N 10.810 15.113 -23.334 -3.621 -0.838 -3.465 H23  EX6 58 
EX6 H24  H24 H  0 1 N N N 13.463 16.242 -22.363 -3.036 -1.971 -1.369 H24  EX6 59 
EX6 H25  H25 H  0 1 N N N 11.869 13.574 -14.413 1.345  0.435  1.563  H25  EX6 60 
EX6 H26  H26 H  0 1 N N N 12.380 12.313 -15.317 1.817  2.028  1.315  H26  EX6 61 
EX6 H28  H28 H  0 1 N N N 6.705  15.281 -13.727 8.500  2.322  -0.639 H28  EX6 62 
EX6 H29  H29 H  0 1 N N N 10.183 17.083 -22.264 -1.976 0.597  -4.434 H29  EX6 63 
# 
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 
EX6 CL57 C56 SING N N 1  
EX6 C58  C56 DOUB Y N 2  
EX6 C58  C60 SING Y N 3  
EX6 CL61 C60 SING N N 4  
EX6 C56  C54 SING Y N 5  
EX6 C60  C62 DOUB Y N 6  
EX6 C54  C53 DOUB Y N 7  
EX6 C62  C53 SING Y N 8  
EX6 C53  C6  SING N N 9  
EX6 C3   C6  SING N N 10 
EX6 C3   O2  SING N N 11 
EX6 C47  C45 DOUB Y N 12 
EX6 C47  C49 SING Y N 13 
EX6 C6   O8  SING N N 14 
EX6 C45  C43 SING Y N 15 
EX6 C49  C51 DOUB Y N 16 
EX6 O8   C9  SING N N 17 
EX6 C43  C42 DOUB Y N 18 
EX6 C51  C42 SING Y N 19 
EX6 C42  C40 SING N N 20 
EX6 C9   C11 SING N N 21 
EX6 C9   C40 SING N N 22 
EX6 C11  C14 SING N N 23 
EX6 C40  N20 SING N N 24 
EX6 C14  C17 SING N N 25 
EX6 N20  C17 SING N N 26 
EX6 N20  C22 SING N N 27 
EX6 C22  C25 SING N N 28 
EX6 C26  C25 DOUB Y N 29 
EX6 C26  C28 SING Y N 30 
EX6 C25  C33 SING Y N 31 
EX6 C28  C30 DOUB Y N 32 
EX6 C33  N34 SING N N 33 
EX6 C33  C31 DOUB Y N 34 
EX6 C30  C31 SING Y N 35 
EX6 C30  C37 SING N N 36 
EX6 O39  C37 DOUB N N 37 
EX6 C37  O38 SING N N 38 
EX6 C47  H1  SING N N 39 
EX6 C45  H2  SING N N 40 
EX6 C49  H3  SING N N 41 
EX6 C28  H4  SING N N 42 
EX6 C43  H5  SING N N 43 
EX6 C51  H6  SING N N 44 
EX6 C26  H7  SING N N 45 
EX6 C31  H8  SING N N 46 
EX6 C54  H9  SING N N 47 
EX6 C62  H10 SING N N 48 
EX6 C58  H11 SING N N 49 
EX6 C14  H12 SING N N 50 
EX6 C14  H13 SING N N 51 
EX6 C11  H14 SING N N 52 
EX6 C11  H15 SING N N 53 
EX6 C17  H16 SING N N 54 
EX6 C17  H17 SING N N 55 
EX6 C40  H18 SING N N 56 
EX6 C9   H19 SING N N 57 
EX6 C22  H20 SING N N 58 
EX6 C22  H21 SING N N 59 
EX6 C3   H22 SING N N 60 
EX6 C3   H23 SING N N 61 
EX6 C6   H24 SING N N 62 
EX6 N34  H25 SING N N 63 
EX6 N34  H26 SING N N 64 
EX6 O38  H28 SING N N 65 
EX6 O2   H29 SING N N 66 
# 
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 
EX6 SMILES           ACDLabs              12.01 "Clc1cc(cc(Cl)c1)C(CO)OC1CCCN(Cc2ccc(cc2N)C(=O)O)C1c1ccccc1"                                                                                                                                                      
EX6 InChI            InChI                1.03  "InChI=1S/C27H28Cl2N2O4/c28-21-11-20(12-22(29)14-21)25(16-32)35-24-7-4-10-31(26(24)17-5-2-1-3-6-17)15-19-9-8-18(27(33)34)13-23(19)30/h1-3,5-6,8-9,11-14,24-26,32H,4,7,10,15-16,30H2,(H,33,34)/t24-,25+,26-/m0/s1" 
EX6 InChIKey         InChI                1.03  WIHIMICVVOCQNM-NXCFDTQHSA-N                                                                                                                                                                                       
EX6 SMILES_CANONICAL CACTVS               3.385 "Nc1cc(ccc1CN2CCC[C@H](O[C@H](CO)c3cc(Cl)cc(Cl)c3)[C@@H]2c4ccccc4)C(O)=O"                                                                                                                                         
EX6 SMILES           CACTVS               3.385 "Nc1cc(ccc1CN2CCC[CH](O[CH](CO)c3cc(Cl)cc(Cl)c3)[CH]2c4ccccc4)C(O)=O"                                                                                                                                             
EX6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@H]2[C@H](CCCN2Cc3ccc(cc3N)C(=O)O)O[C@H](CO)c4cc(cc(c4)Cl)Cl"                                                                                                                                        
EX6 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C2C(CCCN2Cc3ccc(cc3N)C(=O)O)OC(CO)c4cc(cc(c4)Cl)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 
EX6 "SYSTEMATIC NAME" ACDLabs              12.01 "3-amino-4-({(2S,3S)-3-[(1S)-1-(3,5-dichlorophenyl)-2-hydroxyethoxy]-2-phenylpiperidin-1-yl}methyl)benzoic acid"                    
EX6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-azanyl-4-[[(2~{S},3~{S})-3-[(1~{S})-1-[3,5-bis(chloranyl)phenyl]-2-oxidanyl-ethoxy]-2-phenyl-piperidin-1-yl]methyl]benzoic 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 
EX6 "Create component" 2021-12-14 RCSB 
EX6 "Initial release"  2023-06-14 RCSB 
# 
