data_XHY
#

_chem_comp.id                                   XHY
_chem_comp.name                                 "4-{[3-(carboxymethyl)-5-methyl-1-benzofuran-2-yl]ethynyl}benzoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H14 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-12-17
_chem_comp.pdbx_modified_date                   2021-12-17
_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                       334.322
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    XHY
_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       7L2Y
_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
XHY  C10  C1   C  0  1  Y  N  N   0.797   3.904   -8.569  -2.625   0.416  -0.066  C10  XHY   1  
XHY  C13  C2   C  0  1  Y  N  N  -0.050   2.143   -6.650  -5.384   0.231  -0.068  C13  XHY   2  
XHY  C15  C3   C  0  1  Y  N  N   1.651   3.595   -7.524  -3.247  -0.788  -0.420  C15  XHY   3  
XHY  C20  C4   C  0  1  N  N  N  -0.094   6.461  -13.212   1.887  -1.717  -0.828  C20  XHY   4  
XHY  C21  C5   C  0  1  N  N  N  -1.191   7.475  -12.916   1.797  -2.599   0.390  C21  XHY   5  
XHY  C24  C6   C  0  1  Y  N  N   1.994   8.113  -13.158   3.605   0.233  -0.272  C24  XHY   6  
XHY  C01  C7   C  0  1  N  N  N   2.845  10.806  -15.679   7.365  -0.039  -0.437  C01  XHY   7  
XHY  C02  C8   C  0  1  Y  N  N   2.894   9.905  -14.474   5.978   0.516  -0.239  C02  XHY   8  
XHY  C03  C9   C  0  1  Y  N  N   3.947  10.080  -13.567   5.813   1.834   0.162  C03  XHY   9  
XHY  C04  C10  C  0  1  Y  N  N   4.031   9.235  -12.471   4.553   2.360   0.356  C04  XHY  10  
XHY  C05  C11  C  0  1  Y  N  N   3.069   8.268  -12.252   3.432   1.568   0.141  C05  XHY  11  
XHY  O06  O1   O  0  1  Y  N  N   2.948   7.383  -11.230   2.107   1.796   0.243  O06  XHY  12  
XHY  C07  C12  C  0  1  Y  N  N   1.871   6.662  -11.442   1.403   0.691  -0.079  C07  XHY  13  
XHY  C08  C13  C  0  1  N  N  N   1.472   5.605  -10.473  -0.025   0.593  -0.074  C08  XHY  14  
XHY  C09  C14  C  0  1  N  N  N   1.217   4.838   -9.648  -1.197   0.513  -0.070  C09  XHY  15  
XHY  C11  C15  C  0  1  Y  N  N  -0.469   3.340   -8.670  -3.402   1.526   0.287  C11  XHY  16  
XHY  C12  C16  C  0  1  Y  N  N  -0.901   2.471   -7.688  -4.764   1.434   0.286  C12  XHY  17  
XHY  C14  C17  C  0  1  Y  N  N   1.219   2.706   -6.559  -4.608  -0.880  -0.415  C14  XHY  18  
XHY  C16  C18  C  0  1  N  N  N  -0.524   1.188   -5.577  -6.855   0.131  -0.063  C16  XHY  19  
XHY  O17  O2   O  0  1  N  N  N  -0.388   1.551   -4.377  -7.602   1.201   0.271  O17  XHY  20  
XHY  O18  O3   O  0  1  N  N  N  -1.048   0.080   -5.895  -7.393  -0.917  -0.361  O18  XHY  21  
XHY  C19  C19  C  0  1  Y  N  N   1.209   7.031  -12.636   2.257  -0.317  -0.408  C19  XHY  22  
XHY  O22  O4   O  0  1  N  N  N  -1.609   7.640  -11.732   1.479  -3.896   0.257  O22  XHY  23  
XHY  O23  O5   O  0  1  N  N  N  -1.673   8.212  -13.835   2.010  -2.139   1.487  O23  XHY  24  
XHY  C25  C20  C  0  1  Y  N  N   1.923   8.919  -14.290   4.890  -0.283  -0.456  C25  XHY  25  
XHY  H1   H1   H  0  1  N  N  N   2.634   4.039   -7.465  -2.648  -1.644  -0.696  H1   XHY  26  
XHY  H2   H2   H  0  1  N  N  N  -0.330   5.499  -12.734   2.649  -2.106  -1.503  H2   XHY  27  
XHY  H3   H3   H  0  1  N  N  N   0.004   6.316  -14.298   0.924  -1.701  -1.337  H3   XHY  28  
XHY  H4   H4   H  0  1  N  N  N   2.255  11.704  -15.442   7.677   0.124  -1.469  H4   XHY  29  
XHY  H5   H5   H  0  1  N  N  N   3.867  11.102  -15.957   8.057   0.465   0.236  H5   XHY  30  
XHY  H6   H6   H  0  1  N  N  N   2.377  10.271  -16.518   7.363  -1.108  -0.223  H6   XHY  31  
XHY  H7   H7   H  0  1  N  N  N   4.680  10.859  -13.719   6.682   2.453   0.331  H7   XHY  32  
XHY  H8   H8   H  0  1  N  N  N   4.857   9.334  -11.782   4.438   3.387   0.669  H8   XHY  33  
XHY  H9   H9   H  0  1  N  N  N  -1.108   3.579   -9.507  -2.924   2.455   0.561  H9   XHY  34  
XHY  H10  H10  H  0  1  N  N  N  -1.895   2.051   -7.731  -5.363   2.291   0.558  H10  XHY  35  
XHY  H11  H11  H  0  1  N  N  N   1.866   2.448   -5.734  -5.088  -1.809  -0.688  H11  XHY  36  
XHY  H12  H12  H  0  1  N  N  N  -0.731   0.878   -3.801  -8.562   1.087   0.260  H12  XHY  37  
XHY  H13  H13  H  0  1  N  N  N  -2.258   8.333  -11.719   1.433  -4.423   1.067  H13  XHY  38  
XHY  H14  H14  H  0  1  N  N  N   1.132   8.784  -15.013   5.023  -1.308  -0.768  H14  XHY  39  
#   #
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
XHY  C01  C02  SING  N  N   1  
XHY  C02  C25  DOUB  Y  N   2  
XHY  C02  C03  SING  Y  N   3  
XHY  C25  C24  SING  Y  N   4  
XHY  O23  C21  DOUB  N  N   5  
XHY  C03  C04  DOUB  Y  N   6  
XHY  C20  C21  SING  N  N   7  
XHY  C20  C19  SING  N  N   8  
XHY  C24  C19  SING  Y  N   9  
XHY  C24  C05  DOUB  Y  N  10  
XHY  C21  O22  SING  N  N  11  
XHY  C19  C07  DOUB  Y  N  12  
XHY  C04  C05  SING  Y  N  13  
XHY  C05  O06  SING  Y  N  14  
XHY  C07  O06  SING  Y  N  15  
XHY  C07  C08  SING  N  N  16  
XHY  C08  C09  TRIP  N  N  17  
XHY  C09  C10  SING  N  N  18  
XHY  C11  C10  DOUB  Y  N  19  
XHY  C11  C12  SING  Y  N  20  
XHY  C10  C15  SING  Y  N  21  
XHY  C12  C13  DOUB  Y  N  22  
XHY  C15  C14  DOUB  Y  N  23  
XHY  C13  C14  SING  Y  N  24  
XHY  C13  C16  SING  N  N  25  
XHY  O18  C16  DOUB  N  N  26  
XHY  C16  O17  SING  N  N  27  
XHY  C15  H1   SING  N  N  28  
XHY  C20  H2   SING  N  N  29  
XHY  C20  H3   SING  N  N  30  
XHY  C01  H4   SING  N  N  31  
XHY  C01  H5   SING  N  N  32  
XHY  C01  H6   SING  N  N  33  
XHY  C03  H7   SING  N  N  34  
XHY  C04  H8   SING  N  N  35  
XHY  C11  H9   SING  N  N  36  
XHY  C12  H10  SING  N  N  37  
XHY  C14  H11  SING  N  N  38  
XHY  O17  H12  SING  N  N  39  
XHY  O22  H13  SING  N  N  40  
XHY  C25  H14  SING  N  N  41  
#   #
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
XHY  SMILES            ACDLabs               12.01  "c1(ccc(C(O)=O)cc1)C#Cc2oc3c(c2CC(O)=O)cc(C)cc3"  
XHY  InChI             InChI                 1.03   "InChI=1S/C20H14O5/c1-12-2-8-17-15(10-12)16(11-19(21)22)18(25-17)9-5-13-3-6-14(7-4-13)20(23)24/h2-4,6-8,10H,11H2,1H3,(H,21,22)(H,23,24)"  
XHY  InChIKey          InChI                 1.03   ZUPRDSGKERROAH-UHFFFAOYSA-N  
XHY  SMILES_CANONICAL  CACTVS                3.385  "Cc1ccc2oc(C#Cc3ccc(cc3)C(O)=O)c(CC(O)=O)c2c1"  
XHY  SMILES            CACTVS                3.385  "Cc1ccc2oc(C#Cc3ccc(cc3)C(O)=O)c(CC(O)=O)c2c1"  
XHY  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1ccc2c(c1)c(c(o2)C#Cc3ccc(cc3)C(=O)O)CC(=O)O"  
XHY  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1ccc2c(c1)c(c(o2)C#Cc3ccc(cc3)C(=O)O)CC(=O)O"  
#   #
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
XHY  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-{[3-(carboxymethyl)-5-methyl-1-benzofuran-2-yl]ethynyl}benzoic acid"  
XHY  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "4-[2-[3-(2-hydroxy-2-oxoethyl)-5-methyl-1-benzofuran-2-yl]ethynyl]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
XHY  "Create component"  2020-12-17  RCSB  
XHY  "Initial release"   2021-12-22  RCSB  
##
