data_YOJ
#

_chem_comp.id                                   YOJ
_chem_comp.name                                 "5-[(5'-{1-(4-carboxy-1,3-thiazol-2-yl)-5-(cyclopropylmethyl)-4-[(3-fluoro-4-sulfamoylphenyl)methyl]-1H-pyrazol-3-yl}-2'-fluoro[1,1'-biphenyl]-4-yl)oxy]-1H-1,2,3-triazole-4-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C33 H25 F2 N7 O7 S2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-03-17
_chem_comp.pdbx_modified_date                   2021-07-09
_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                       733.721
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    YOJ
_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       7M2O
_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
YOJ  C10  C1   C  0  1  Y  N  N  41.538   7.513   -9.493    3.090   0.157  -1.582  C10  YOJ   1  
YOJ  C13  C2   C  0  1  N  N  N  43.049   9.362   -6.784    5.404   0.399   0.909  C13  YOJ   2  
YOJ  C15  C3   C  0  1  N  N  N  44.030  10.219   -5.977    6.788   0.373   1.559  C15  YOJ   3  
YOJ  C17  C4   C  0  1  Y  N  N  43.485   6.047   -6.923    3.572   3.306  -0.037  C17  YOJ   4  
YOJ  C20  C5   C  0  1  N  N  N  46.649   4.789   -5.422    2.787   6.614   1.172  C20  YOJ   5  
YOJ  C26  C6   C  0  1  Y  N  N  41.053   6.235   -9.355    1.817   0.740  -1.741  C26  YOJ   6  
YOJ  C28  C7   C  0  1  Y  N  N  40.248   5.019  -11.304    0.804  -0.551  -3.618  C28  YOJ   7  
YOJ  N01  N1   N  0  1  N  N  N  42.346  15.002  -11.625    2.580  -6.746   1.633  N01  YOJ   8  
YOJ  S02  S1   S  0  1  N  N  N  43.220  13.903  -10.637    1.757  -5.350   1.974  S02  YOJ   9  
YOJ  O03  O1   O  0  1  N  N  N  44.643  13.894  -10.981    0.387  -5.617   1.706  O03  YOJ  10  
YOJ  O04  O2   O  0  1  N  N  N  43.307  14.336   -9.234    2.230  -4.904   3.238  O04  YOJ  11  
YOJ  C05  C8   C  0  1  Y  N  N  42.508  12.223  -10.743    2.268  -4.142   0.797  C05  YOJ  12  
YOJ  C06  C9   C  0  1  Y  N  N  42.059  11.706   -9.528    1.360  -3.639  -0.115  C06  YOJ  13  
YOJ  C07  C10  C  0  1  Y  N  N  41.493  10.452   -9.497    1.761  -2.691  -1.038  C07  YOJ  14  
YOJ  C08  C11  C  0  1  Y  N  N  41.413   9.730  -10.669    3.069  -2.246  -1.050  C08  YOJ  15  
YOJ  C09  C12  C  0  1  N  N  N  40.802   8.344  -10.585    3.504  -1.212  -2.057  C09  YOJ  16  
YOJ  C11  C13  C  0  1  Y  N  N  42.612   7.654   -8.547    3.876   1.044  -0.935  C11  YOJ  17  
YOJ  C12  C14  C  0  1  N  N  N  43.578   8.818   -8.146    5.319   0.839  -0.554  C12  YOJ  18  
YOJ  C14  C15  C  0  1  N  N  N  43.663   8.829   -5.477    6.084  -0.939   1.206  C14  YOJ  19  
YOJ  N16  N2   N  0  1  Y  N  N  42.705   6.475   -7.927    3.132   2.156  -0.687  N16  YOJ  20  
YOJ  N18  N3   N  0  1  Y  N  N  44.758   5.668   -6.885    2.851   4.357   0.191  N18  YOJ  21  
YOJ  C19  C16  C  0  1  Y  N  N  45.217   5.252   -5.697    3.465   5.352   0.836  C19  YOJ  22  
YOJ  O21  O3   O  0  1  N  N  N  46.808   3.824   -4.608    1.497   6.798   0.826  O21  YOJ  23  
YOJ  O22  O4   O  0  1  N  N  N  47.624   5.385   -5.982    3.391   7.490   1.760  O22  YOJ  24  
YOJ  C23  C17  C  0  1  Y  N  N  44.323   5.244   -4.650    4.755   5.113   1.158  C23  YOJ  25  
YOJ  S24  S2   S  0  1  Y  N  N  42.857   5.824   -5.328    5.190   3.553   0.609  S24  YOJ  26  
YOJ  N25  N4   N  0  1  Y  N  N  41.749   5.634   -8.409    1.847   1.941  -1.202  N25  YOJ  27  
YOJ  C27  C18  C  0  1  Y  N  N  39.986   5.656  -10.094    0.647   0.111  -2.401  C27  YOJ  28  
YOJ  C29  C19  C  0  1  Y  N  N  39.200   4.428  -12.002   -0.284  -1.133  -4.237  C29  YOJ  29  
YOJ  C30  C20  C  0  1  Y  N  N  37.890   4.480  -11.502   -1.536  -1.063  -3.654  C30  YOJ  30  
YOJ  F31  F1   F  0  1  N  N  N  36.937   3.868  -12.284   -2.598  -1.634  -4.264  F31  YOJ  31  
YOJ  C32  C21  C  0  1  Y  N  N  37.617   5.128  -10.261   -1.705  -0.403  -2.435  C32  YOJ  32  
YOJ  C33  C22  C  0  1  Y  N  N  36.320   5.214   -9.665   -3.048  -0.328  -1.809  C33  YOJ  33  
YOJ  C34  C23  C  0  1  Y  N  N  36.008   4.510   -8.503   -4.145   0.095  -2.557  C34  YOJ  34  
YOJ  C35  C24  C  0  1  Y  N  N  34.711   4.586   -7.933   -5.392   0.163  -1.973  C35  YOJ  35  
YOJ  C36  C25  C  0  1  Y  N  N  33.722   5.404   -8.501   -5.556  -0.189  -0.640  C36  YOJ  36  
YOJ  O37  O5   O  0  1  N  N  N  32.391   5.558   -8.006   -6.786  -0.122  -0.067  O37  YOJ  37  
YOJ  C38  C26  C  0  1  Y  N  N  32.233   5.649   -6.610   -7.037   0.905   0.777  C38  YOJ  38  
YOJ  N39  N5   N  0  1  Y  N  N  33.157   5.888   -5.679   -6.223   1.951   1.045  N39  YOJ  39  
YOJ  N40  N6   N  0  1  Y  N  N  32.548   5.919   -4.475   -6.893   2.763   1.971  N40  YOJ  40  
YOJ  N41  N7   N  0  1  Y  N  N  31.219   5.713   -4.703   -8.035   2.234   2.237  N41  YOJ  41  
YOJ  C42  C27  C  0  1  Y  N  N  31.019   5.533   -5.972   -8.185   1.097   1.533  C42  YOJ  42  
YOJ  C43  C28  C  0  1  N  N  N  29.696   5.299   -6.650   -9.356   0.212   1.562  C43  YOJ  43  
YOJ  O44  O6   O  0  1  N  N  N  28.632   5.190   -5.923  -10.411   0.516   2.345  O44  YOJ  44  
YOJ  O45  O7   O  0  1  N  N  N  29.643   5.213   -7.949   -9.375  -0.794   0.880  O45  YOJ  45  
YOJ  C46  C29  C  0  1  Y  N  N  34.044   6.106   -9.664   -4.465  -0.612   0.108  C46  YOJ  46  
YOJ  C47  C30  C  0  1  Y  N  N  35.328   5.995  -10.234   -3.216  -0.687  -0.472  C47  YOJ  47  
YOJ  C48  C31  C  0  1  Y  N  N  38.686   5.717   -9.578   -0.609   0.180  -1.806  C48  YOJ  48  
YOJ  C49  C32  C  0  1  Y  N  N  41.854  10.206  -11.892    3.979  -2.748  -0.139  C49  YOJ  49  
YOJ  C50  C33  C  0  1  Y  N  N  42.412  11.474  -11.937    3.578  -3.693   0.790  C50  YOJ  50  
YOJ  F51  F2   F  0  1  N  N  N  42.841  11.922  -13.156    4.466  -4.184   1.681  F51  YOJ  51  
YOJ  H1   H1   H  0  1  N  N  N  41.989   9.654   -6.751    4.559   0.684   1.535  H1   YOJ  52  
YOJ  H2   H2   H  0  1  N  N  N  45.040  10.412   -6.368    7.639   0.669   0.945  H2   YOJ  53  
YOJ  H3   H3   H  0  1  N  N  N  43.668  11.108   -5.440    6.854   0.640   2.614  H3   YOJ  54  
YOJ  H4   H4   H  0  1  N  N  N  41.254   4.984  -11.696    1.779  -0.604  -4.080  H4   YOJ  55  
YOJ  H5   H5   H  0  1  N  N  N  41.380  14.986  -11.368    2.202  -7.394   1.018  H5   YOJ  56  
YOJ  H6   H6   H  0  1  N  N  N  42.710  15.925  -11.499    3.441  -6.915   2.047  H6   YOJ  57  
YOJ  H7   H7   H  0  1  N  N  N  42.155  12.284   -8.621    0.338  -3.986  -0.106  H7   YOJ  58  
YOJ  H8   H8   H  0  1  N  N  N  41.118  10.041   -8.571    1.051  -2.298  -1.751  H8   YOJ  59  
YOJ  H9   H9   H  0  1  N  N  N  39.737   8.429  -10.324    3.034  -1.421  -3.018  H9   YOJ  60  
YOJ  H10  H10  H  0  1  N  N  N  40.902   7.840  -11.558    4.588  -1.246  -2.168  H10  YOJ  61  
YOJ  H11  H11  H  0  1  N  N  N  44.605   8.441   -8.035    5.866   1.773  -0.685  H11  YOJ  62  
YOJ  H12  H12  H  0  1  N  N  N  43.559   9.611   -8.908    5.757   0.070  -1.191  H12  YOJ  63  
YOJ  H13  H13  H  0  1  N  N  N  43.035   8.715   -4.581    5.686  -1.534   2.028  H13  YOJ  64  
YOJ  H14  H14  H  0  1  N  N  N  44.407   8.019   -5.509    6.471  -1.505   0.359  H14  YOJ  65  
YOJ  H15  H15  H  0  1  N  N  N  47.735   3.645   -4.505    1.095   7.644   1.068  H15  YOJ  66  
YOJ  H16  H16  H  0  1  N  N  N  44.504   4.940   -3.629    5.408   5.798   1.678  H16  YOJ  67  
YOJ  H17  H17  H  0  1  N  N  N  39.396   3.925  -12.937   -0.157  -1.644  -5.180  H17  YOJ  68  
YOJ  H18  H18  H  0  1  N  N  N  36.763   3.899   -8.031   -4.018   0.370  -3.594  H18  YOJ  69  
YOJ  H19  H19  H  0  1  N  N  N  34.482   4.007   -7.051   -6.242   0.491  -2.553  H19  YOJ  70  
YOJ  H20  H20  H  0  1  N  N  N  34.134   6.021   -5.845   -5.343   2.109   0.669  H20  YOJ  71  
YOJ  H21  H21  H  0  1  N  N  N  27.878   5.048   -6.483  -11.159  -0.097   2.330  H21  YOJ  72  
YOJ  H22  H22  H  0  1  N  N  N  33.303   6.739  -10.130   -4.595  -0.885   1.145  H22  YOJ  73  
YOJ  H23  H23  H  0  1  N  N  N  35.545   6.536  -11.143   -2.369  -1.019   0.109  H23  YOJ  74  
YOJ  H24  H24  H  0  1  N  N  N  38.507   6.225   -8.642   -0.735   0.692  -0.863  H24  YOJ  75  
YOJ  H25  H25  H  0  1  N  N  N  41.766   9.606  -12.786    5.001  -2.400  -0.149  H25  YOJ  76  
#   #
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
YOJ  F51  C50  SING  N  N   1  
YOJ  F31  C30  SING  N  N   2  
YOJ  C29  C30  DOUB  Y  N   3  
YOJ  C29  C28  SING  Y  N   4  
YOJ  C50  C49  DOUB  Y  N   5  
YOJ  C50  C05  SING  Y  N   6  
YOJ  C49  C08  SING  Y  N   7  
YOJ  N01  S02  SING  N  N   8  
YOJ  C30  C32  SING  Y  N   9  
YOJ  C28  C27  DOUB  Y  N  10  
YOJ  O03  S02  DOUB  N  N  11  
YOJ  C05  S02  SING  N  N  12  
YOJ  C05  C06  DOUB  Y  N  13  
YOJ  C08  C09  SING  N  N  14  
YOJ  C08  C07  DOUB  Y  N  15  
YOJ  S02  O04  DOUB  N  N  16  
YOJ  C09  C10  SING  N  N  17  
YOJ  C32  C33  SING  N  N  18  
YOJ  C32  C48  DOUB  Y  N  19  
YOJ  C47  C33  DOUB  Y  N  20  
YOJ  C47  C46  SING  Y  N  21  
YOJ  C27  C48  SING  Y  N  22  
YOJ  C27  C26  SING  N  N  23  
YOJ  C33  C34  SING  Y  N  24  
YOJ  C46  C36  DOUB  Y  N  25  
YOJ  C06  C07  SING  Y  N  26  
YOJ  C10  C26  SING  Y  N  27  
YOJ  C10  C11  DOUB  Y  N  28  
YOJ  C26  N25  DOUB  Y  N  29  
YOJ  C11  C12  SING  N  N  30  
YOJ  C11  N16  SING  Y  N  31  
YOJ  C34  C35  DOUB  Y  N  32  
YOJ  C36  O37  SING  N  N  33  
YOJ  C36  C35  SING  Y  N  34  
YOJ  N25  N16  SING  Y  N  35  
YOJ  C12  C13  SING  N  N  36  
YOJ  O37  C38  SING  N  N  37  
YOJ  O45  C43  DOUB  N  N  38  
YOJ  N16  C17  SING  N  N  39  
YOJ  C17  N18  DOUB  Y  N  40  
YOJ  C17  S24  SING  Y  N  41  
YOJ  N18  C19  SING  Y  N  42  
YOJ  C13  C15  SING  N  N  43  
YOJ  C13  C14  SING  N  N  44  
YOJ  C43  C42  SING  N  N  45  
YOJ  C43  O44  SING  N  N  46  
YOJ  C38  C42  DOUB  Y  N  47  
YOJ  C38  N39  SING  Y  N  48  
YOJ  O22  C20  DOUB  N  N  49  
YOJ  C15  C14  SING  N  N  50  
YOJ  C42  N41  SING  Y  N  51  
YOJ  C19  C20  SING  N  N  52  
YOJ  C19  C23  DOUB  Y  N  53  
YOJ  N39  N40  SING  Y  N  54  
YOJ  C20  O21  SING  N  N  55  
YOJ  S24  C23  SING  Y  N  56  
YOJ  N41  N40  DOUB  Y  N  57  
YOJ  C13  H1   SING  N  N  58  
YOJ  C15  H2   SING  N  N  59  
YOJ  C15  H3   SING  N  N  60  
YOJ  C28  H4   SING  N  N  61  
YOJ  N01  H5   SING  N  N  62  
YOJ  N01  H6   SING  N  N  63  
YOJ  C06  H7   SING  N  N  64  
YOJ  C07  H8   SING  N  N  65  
YOJ  C09  H9   SING  N  N  66  
YOJ  C09  H10  SING  N  N  67  
YOJ  C12  H11  SING  N  N  68  
YOJ  C12  H12  SING  N  N  69  
YOJ  C14  H13  SING  N  N  70  
YOJ  C14  H14  SING  N  N  71  
YOJ  O21  H15  SING  N  N  72  
YOJ  C23  H16  SING  N  N  73  
YOJ  C29  H17  SING  N  N  74  
YOJ  C34  H18  SING  N  N  75  
YOJ  C35  H19  SING  N  N  76  
YOJ  N39  H20  SING  N  N  77  
YOJ  O44  H21  SING  N  N  78  
YOJ  C46  H22  SING  N  N  79  
YOJ  C47  H23  SING  N  N  80  
YOJ  C48  H24  SING  N  N  81  
YOJ  C49  H25  SING  N  N  82  
#   #
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
YOJ  SMILES            ACDLabs               12.01  "O=C(O)c1nn[NH]c1Oc1ccc(cc1)c1cc(ccc1F)c1nn(c2nc(cs2)C(=O)O)c(CC2CC2)c1Cc1ccc(c(F)c1)S(N)(=O)=O"  
YOJ  InChI             InChI                 1.03   "InChI=1S/C33H25F2N7O7S2/c34-23-9-6-19(14-21(23)18-4-7-20(8-5-18)49-30-29(32(45)46)38-41-39-30)28-22(11-17-3-10-27(24(35)12-17)51(36,47)48)26(13-16-1-2-16)42(40-28)33-37-25(15-50-33)31(43)44/h3-10,12,14-16H,1-2,11,13H2,(H,43,44)(H,45,46)(H2,36,47,48)(H,38,39,41)"  
YOJ  InChIKey          InChI                 1.03   OLGHHCBVTKMRAO-UHFFFAOYSA-N  
YOJ  SMILES_CANONICAL  CACTVS                3.385  "N[S](=O)(=O)c1ccc(Cc2c(CC3CC3)n(nc2c4ccc(F)c(c4)c5ccc(Oc6[nH]nnc6C(O)=O)cc5)c7scc(n7)C(O)=O)cc1F"  
YOJ  SMILES            CACTVS                3.385  "N[S](=O)(=O)c1ccc(Cc2c(CC3CC3)n(nc2c4ccc(F)c(c4)c5ccc(Oc6[nH]nnc6C(O)=O)cc5)c7scc(n7)C(O)=O)cc1F"  
YOJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1c2cc(ccc2F)c3c(c(n(n3)c4nc(cs4)C(=O)O)CC5CC5)Cc6ccc(c(c6)F)S(=O)(=O)N)Oc7c(nn[nH]7)C(=O)O"  
YOJ  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1c2cc(ccc2F)c3c(c(n(n3)c4nc(cs4)C(=O)O)CC5CC5)Cc6ccc(c(c6)F)S(=O)(=O)N)Oc7c(nn[nH]7)C(=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
YOJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-[(5'-{1-(4-carboxy-1,3-thiazol-2-yl)-5-(cyclopropylmethyl)-4-[(3-fluoro-4-sulfamoylphenyl)methyl]-1H-pyrazol-3-yl}-2'-fluoro[1,1'-biphenyl]-4-yl)oxy]-1H-1,2,3-triazole-4-carboxylic acid"  
YOJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[3-[3-[4-[(4-carboxy-1~{H}-1,2,3-triazol-5-yl)oxy]phenyl]-4-fluoranyl-phenyl]-5-(cyclopropylmethyl)-4-[(3-fluoranyl-4-sulfamoyl-phenyl)methyl]pyrazol-1-yl]-1,3-thiazole-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
YOJ  "Create component"  2021-03-17  RCSB  
YOJ  "Initial release"   2021-07-14  RCSB  
##
