data_ZUP
# 
_chem_comp.id                                    ZUP 
_chem_comp.name                                  "2-[[3-(2-phenylethoxy)phenyl]amino]pyridine-3-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H18 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-07-05 
_chem_comp.pdbx_modified_date                    2023-11-17 
_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                        334.369 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZUP 
_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        8POM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
ZUP C13  C1  C 0 1 Y N N N N N -6.502 12.666 32.014 0.029  -1.630 1.365  C13  ZUP 1  
ZUP C15  C2  C 0 1 Y N N N N N -4.712 12.949 33.578 -0.914 0.198  0.129  C15  ZUP 2  
ZUP C20  C3  C 0 1 Y N N N N N -0.665 13.623 34.902 -5.725 0.537  -0.412 C20  ZUP 3  
ZUP C21  C4  C 0 1 Y N N N N N 0.339  12.976 34.181 -6.279 -0.381 -1.285 C21  ZUP 4  
ZUP C22  C5  C 0 1 Y N N N N N 1.424  13.672 33.641 -7.519 -0.929 -1.016 C22  ZUP 5  
ZUP C24  C6  C 0 1 Y N N N N N 0.519  15.698 34.548 -7.651 0.357  0.999  C24  ZUP 6  
ZUP C02  C7  C 0 1 N N N N N N -6.231 6.918  35.576 5.382  1.595  -0.014 C02  ZUP 7  
ZUP C04  C8  C 0 1 Y N N N N N -6.180 7.133  34.090 5.110  0.156  -0.174 C04  ZUP 8  
ZUP C05  C9  C 0 1 Y N N N N N -6.095 5.975  33.333 6.154  -0.745 -0.414 C05  ZUP 9  
ZUP C06  C10 C 0 1 Y N N N N N -6.024 6.057  31.940 5.846  -2.086 -0.557 C06  ZUP 10 
ZUP C07  C11 C 0 1 Y N N N N N -6.036 7.332  31.374 4.528  -2.496 -0.460 C07  ZUP 11 
ZUP C09  C12 C 0 1 Y N N N N N -6.180 8.392  33.423 3.797  -0.338 -0.083 C09  ZUP 12 
ZUP C11  C13 C 0 1 Y N N N N N -6.014 10.911 33.585 1.466  0.031  0.396  C11  ZUP 13 
ZUP C12  C14 C 0 1 Y N N N N N -6.779 11.402 32.543 1.298  -1.135 1.133  C12  ZUP 14 
ZUP C14  C15 C 0 1 Y N N N N N -5.465 13.451 32.527 -1.076 -0.967 0.866  C14  ZUP 15 
ZUP C16  C16 C 0 1 Y N N N N N -4.981 11.689 34.080 0.356  0.697  -0.107 C16  ZUP 16 
ZUP C18  C17 C 0 1 N N N N N N -3.217 13.348 35.457 -3.281 0.276  -0.080 C18  ZUP 17 
ZUP C19  C18 C 0 1 N N N N N N -1.768 12.788 35.455 -4.376 1.140  -0.709 C19  ZUP 18 
ZUP C23  C19 C 0 1 Y N N N N N 1.515  15.048 33.824 -8.205 -0.560 0.126  C23  ZUP 19 
ZUP C25  C20 C 0 1 Y N N N N N -0.565 14.988 35.077 -6.411 0.907  0.729  C25  ZUP 20 
ZUP N08  N1  N 0 1 Y N N N N N -6.118 8.502  32.066 3.558  -1.632 -0.233 N08  ZUP 21 
ZUP N10  N2  N 0 1 N N N N N N -6.279 9.614  34.131 2.749  0.531  0.160  N10  ZUP 22 
ZUP O01  O1  O 0 1 N N N N N N -6.115 7.933  36.272 6.627  2.072  -0.214 O01  ZUP 23 
ZUP O03  O2  O 0 1 N N N N N N -6.351 5.740  35.972 4.484  2.352  0.298  O03  ZUP 24 
ZUP O17  O3  O 0 1 N N N N N N -3.648 13.650 34.130 -2.002 0.848  -0.362 O17  ZUP 25 
ZUP H131 H1  H 0 0 N N N N N N -7.099 13.042 31.196 -0.099 -2.538 1.935  H131 ZUP 26 
ZUP H211 H2  H 0 0 N N N N N N 0.276  11.908 34.036 -5.743 -0.669 -2.177 H211 ZUP 27 
ZUP H221 H3  H 0 0 N N N N N N 2.186  13.145 33.086 -7.951 -1.646 -1.698 H221 ZUP 28 
ZUP H241 H4  H 0 0 N N N N N N 0.584  16.765 34.704 -8.187 0.646  1.891  H241 ZUP 29 
ZUP H051 H5  H 0 0 N N N N N N -6.084 5.011  33.819 7.176  -0.401 -0.487 H051 ZUP 30 
ZUP H061 H6  H 0 0 N N N N N N -5.962 5.170  31.327 6.628  -2.807 -0.743 H061 ZUP 31 
ZUP H071 H7  H 0 0 N N N N N N -5.975 7.397  30.298 4.289  -3.543 -0.572 H071 ZUP 32 
ZUP H121 H8  H 0 0 N N N N N N -7.588 10.811 32.139 2.160  -1.654 1.524  H121 ZUP 33 
ZUP H141 H9  H 0 0 N N N N N N -5.255 14.427 32.114 -2.066 -1.357 1.049  H141 ZUP 34 
ZUP H161 H10 H 0 0 N N N N N N -4.368 11.301 34.880 0.484  1.603  -0.681 H161 ZUP 35 
ZUP H181 H11 H 0 0 N N N N N N -3.248 14.265 36.063 -3.430 0.230  0.998  H181 ZUP 36 
ZUP H182 H12 H 0 0 N N N N N N -3.893 12.597 35.893 -3.329 -0.730 -0.497 H182 ZUP 37 
ZUP H191 H13 H 0 0 N N N N N N -1.786 11.854 34.874 -4.228 1.186  -1.788 H191 ZUP 38 
ZUP H192 H14 H 0 0 N N N N N N -1.509 12.565 36.500 -4.328 2.147  -0.293 H192 ZUP 39 
ZUP H231 H15 H 0 0 N N N N N N 2.345  15.603 33.411 -9.174 -0.988 0.336  H231 ZUP 40 
ZUP H251 H16 H 0 0 N N N N N N -1.331 15.514 35.628 -5.980 1.628  1.409  H251 ZUP 41 
ZUP H101 H17 H 0 0 N N N N N N -6.557 9.568  35.091 2.905  1.489  0.166  H101 ZUP 42 
ZUP H1   H18 H 0 1 N N N N N N -6.129 7.691  37.191 6.757  3.023  -0.097 H1   ZUP 43 
# 
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 
ZUP C07 C06  DOUB Y N 1  
ZUP C07 N08  SING Y N 2  
ZUP C06 C05  SING Y N 3  
ZUP C13 C14  DOUB Y N 4  
ZUP C13 C12  SING Y N 5  
ZUP N08 C09  DOUB Y N 6  
ZUP C14 C15  SING Y N 7  
ZUP C12 C11  DOUB Y N 8  
ZUP C05 C04  DOUB Y N 9  
ZUP C09 C04  SING Y N 10 
ZUP C09 N10  SING N N 11 
ZUP C15 C16  DOUB Y N 12 
ZUP C15 O17  SING N N 13 
ZUP C11 C16  SING Y N 14 
ZUP C11 N10  SING N N 15 
ZUP C22 C23  DOUB Y N 16 
ZUP C22 C21  SING Y N 17 
ZUP C23 C24  SING Y N 18 
ZUP C04 C02  SING N N 19 
ZUP O17 C18  SING N N 20 
ZUP C21 C20  DOUB Y N 21 
ZUP C24 C25  DOUB Y N 22 
ZUP C20 C25  SING Y N 23 
ZUP C20 C19  SING N N 24 
ZUP C19 C18  SING N N 25 
ZUP C02 O03  DOUB N N 26 
ZUP C02 O01  SING N N 27 
ZUP C13 H131 SING N N 28 
ZUP C21 H211 SING N N 29 
ZUP C22 H221 SING N N 30 
ZUP C24 H241 SING N N 31 
ZUP C05 H051 SING N N 32 
ZUP C06 H061 SING N N 33 
ZUP C07 H071 SING N N 34 
ZUP C12 H121 SING N N 35 
ZUP C14 H141 SING N N 36 
ZUP C16 H161 SING N N 37 
ZUP C18 H181 SING N N 38 
ZUP C18 H182 SING N N 39 
ZUP C19 H191 SING N N 40 
ZUP C19 H192 SING N N 41 
ZUP C23 H231 SING N N 42 
ZUP C25 H251 SING N N 43 
ZUP N10 H101 SING N N 44 
ZUP O01 H1   SING N N 45 
# 
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 
ZUP InChI            InChI                1.06  "InChI=1S/C20H18N2O3/c23-20(24)18-10-5-12-21-19(18)22-16-8-4-9-17(14-16)25-13-11-15-6-2-1-3-7-15/h1-10,12,14H,11,13H2,(H,21,22)(H,23,24)" 
ZUP InChIKey         InChI                1.06  RPAUBABQNGCBRR-UHFFFAOYSA-N                                                                                                               
ZUP SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1cccnc1Nc2cccc(OCCc3ccccc3)c2"                                                                                                    
ZUP SMILES           CACTVS               3.385 "OC(=O)c1cccnc1Nc2cccc(OCCc3ccccc3)c2"                                                                                                    
ZUP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CCOc2cccc(c2)Nc3c(cccn3)C(=O)O"                                                                                                
ZUP SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CCOc2cccc(c2)Nc3c(cccn3)C(=O)O"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           ZUP 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "2-[[3-(2-phenylethoxy)phenyl]amino]pyridine-3-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 
ZUP "Create component" 2023-07-05 PDBE 
ZUP "Initial release"  2023-11-22 RCSB 
# 
