data_U3Y
#

_chem_comp.id                                   U3Y
_chem_comp.name                                 "(4S)-1-methyl-N-{(3S,5R)-5-[4-(methylcarbamoyl)-1,3-thiazol-2-yl]-1-[4-(1H-tetrazol-5-yl)benzene-1-carbonyl]pyrrolidin-3-yl}-2,6-dioxohexahydropyrimidine-4-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H24 N10 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-04-15
_chem_comp.pdbx_modified_date                   2020-06-26
_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                       552.566
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    U3Y
_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       6WFO
_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
U3Y  C19  C1   C  0  1  Y  N  N   7.972  -11.695  14.677   1.741   2.829  -0.940  C19  U3Y   1  
U3Y  C21  C2   C  0  1  Y  N  N   6.154  -10.086  14.823   1.613   3.483   1.385  C21  U3Y   2  
U3Y  C18  C3   C  0  1  Y  N  N   8.789  -10.848  15.436   0.689   1.960  -0.754  C18  U3Y   3  
U3Y  C22  C4   C  0  1  Y  N  N   6.968   -9.228  15.575   0.554   2.622   1.569  C22  U3Y   4  
U3Y  C7   C5   C  0  1  Y  N  N  13.825   -9.740  19.051  -5.399   1.043  -1.286  C7   U3Y   5  
U3Y  C20  C6   C  0  1  Y  N  N   6.651  -11.321  14.375   2.209   3.597   0.127  C20  U3Y   6  
U3Y  C17  C7   C  0  1  Y  N  N   8.280   -9.617  15.867   0.088   1.850   0.502  C17  U3Y   7  
U3Y  C6   C8   C  0  1  Y  N  N  13.952   -8.417  19.402  -5.730   0.221  -0.264  C6   U3Y   8  
U3Y  C23  C9   C  0  1  Y  N  N   5.800  -12.215  13.558   3.339   4.531  -0.073  C23  U3Y   9  
U3Y  C5   C10  C  0  1  Y  N  N  12.312   -8.179  17.921  -3.591  -0.353  -0.428  C5   U3Y  10  
U3Y  C13  C11  C  0  1  N  N  N  10.551   -6.549  10.103   3.808  -2.328   1.243  C13  U3Y  11  
U3Y  C14  C12  C  0  1  N  N  N  12.386   -7.830   8.991   4.495  -4.114  -0.103  C14  U3Y  12  
U3Y  C16  C13  C  0  1  N  N  N   9.112   -8.717  16.667  -1.041   0.918   0.702  C16  U3Y  13  
U3Y  C8   C14  C  0  1  N  N  N  14.939   -7.944  20.349  -7.085   0.156   0.310  C8   U3Y  14  
U3Y  C10  C15  C  0  1  N  N  N  12.555   -7.613  12.302   1.463  -3.253  -0.466  C10  U3Y  15  
U3Y  C12  C16  C  0  1  N  N  N  11.669   -5.805  10.817   2.622  -3.126   1.723  C12  U3Y  16  
U3Y  C4   C17  C  0  1  N  N  N  12.027   -6.731  15.906  -2.035  -2.159  -1.171  C4   U3Y  17  
U3Y  C2   C18  C  0  1  N  N  N  10.757   -8.358  14.761  -0.229  -0.574  -1.148  C2   U3Y  18  
U3Y  C1   C19  C  0  1  N  N  R  11.286   -7.528  16.994  -2.317  -1.087  -0.097  C1   U3Y  19  
U3Y  C11  C20  C  0  1  N  N  S  12.859   -6.677  11.160   2.157  -4.058   0.602  C11  U3Y  20  
U3Y  C3   C21  C  0  1  N  N  S  12.148   -7.713  14.739  -0.494  -2.089  -1.335  C3   U3Y  21  
U3Y  C15  C22  C  0  1  N  N  N  10.061   -8.475   8.604   5.891  -2.132   0.009  C15  U3Y  22  
U3Y  C9   C23  C  0  1  N  N  N  14.088   -7.984  22.553  -8.693  -0.752   1.899  C9   U3Y  23  
U3Y  N10  N1   N  0  1  Y  N  N   6.184  -13.437  13.134   3.901   5.337   0.859  N10  U3Y  24  
U3Y  N2   N2   N  0  1  Y  N  N  13.091   -7.539  18.764  -4.714  -0.525   0.176  N2   U3Y  25  
U3Y  N7   N3   N  0  1  Y  N  N   4.580  -11.870  13.094   4.003   4.740  -1.195  N7   U3Y  26  
U3Y  N9   N4   N  0  1  Y  N  N   5.153  -13.861  12.362   4.852   5.984   0.275  N9   U3Y  27  
U3Y  N8   N5   N  0  1  Y  N  N   4.176  -12.928  12.341   4.910   5.623  -0.958  N8   U3Y  28  
U3Y  N6   N6   N  0  1  N  N  N  13.247   -7.475  10.019   3.315  -4.742   0.022  N6   U3Y  29  
U3Y  N5   N7   N  0  1  N  N  N  11.016   -7.633   9.304   4.691  -2.881   0.392  N5   U3Y  30  
U3Y  N1   N8   N  0  1  N  N  N  10.394   -8.414  16.189  -1.184  -0.151  -0.107  N1   U3Y  31  
U3Y  N3   N9   N  0  1  N  N  N  14.350   -7.253  21.353  -7.345  -0.687   1.329  N3   U3Y  32  
U3Y  N4   N10  N  0  1  N  N  N  12.500   -6.988  13.523   0.181  -2.872  -0.297  N4   U3Y  33  
U3Y  O4   O1   O  0  1  N  N  N   9.388   -6.191  10.220   3.963  -1.186   1.620  O4   U3Y  34  
U3Y  O3   O2   O  0  1  N  N  N  12.767   -8.294   7.931   5.408  -4.675  -0.678  O3   U3Y  35  
U3Y  O5   O3   O  0  1  N  N  N   8.603   -8.321  17.708  -1.840   1.114   1.597  O5   U3Y  36  
U3Y  O1   O4   O  0  1  N  N  N  16.151   -8.150  20.238  -7.969   0.862  -0.136  O1   U3Y  37  
U3Y  O2   O5   O  0  1  N  N  N  12.382   -8.810  12.156   2.058  -2.947  -1.478  O2   U3Y  38  
U3Y  S1   S1   S  0  1  Y  N  N  12.568   -9.864  17.888  -3.747   0.817  -1.662  S1   U3Y  39  
U3Y  H21  H1   H  0  1  N  N  N   8.358  -12.639  14.322   2.206   2.914  -1.911  H21  U3Y  40  
U3Y  H22  H2   H  0  1  N  N  N   5.141   -9.796  14.587   1.973   4.081   2.209  H22  U3Y  41  
U3Y  H20  H3   H  0  1  N  N  N   9.798  -11.140  15.686   0.329   1.363  -1.579  H20  U3Y  42  
U3Y  H23  H4   H  0  1  N  N  N   6.588   -8.279  15.924   0.084   2.544   2.538  H23  U3Y  43  
U3Y  H7   H5   H  0  1  N  N  N  14.413  -10.558  19.439  -6.070   1.726  -1.786  H7   U3Y  44  
U3Y  H15  H6   H  0  1  N  N  N  12.013   -4.988  10.166   2.908  -3.717   2.593  H15  U3Y  45  
U3Y  H14  H7   H  0  1  N  N  N  11.266   -5.385  11.750   1.812  -2.448   1.992  H14  U3Y  46  
U3Y  H5   H8   H  0  1  N  N  N  13.021   -6.420  16.259  -2.341  -3.145  -0.821  H5   U3Y  47  
U3Y  H6   H9   H  0  1  N  N  N  11.449   -5.843  15.611  -2.537  -1.910  -2.106  H6   U3Y  48  
U3Y  H3   H10  H  0  1  N  N  N  10.036   -7.745  14.201   0.795  -0.406  -0.814  H3   U3Y  49  
U3Y  H2   H11  H  0  1  N  N  N  10.791   -9.369  14.329  -0.418  -0.037  -2.077  H2   U3Y  50  
U3Y  H1   H12  H  0  1  N  N  N  10.670   -6.831  17.582  -2.404  -1.557   0.882  H1   U3Y  51  
U3Y  H13  H13  H  0  1  N  N  N  13.696   -6.026  11.453   1.465  -4.797   1.007  H13  U3Y  52  
U3Y  H4   H14  H  0  1  N  N  N  12.910   -8.472  14.972  -0.191  -2.418  -2.329  H4   U3Y  53  
U3Y  H19  H15  H  0  1  N  N  N   9.041   -8.226   8.933   6.492  -2.733  -0.673  H19  U3Y  54  
U3Y  H17  H16  H  0  1  N  N  N  10.148   -8.306   7.521   5.598  -1.205  -0.484  H17  U3Y  55  
U3Y  H18  H17  H  0  1  N  N  N  10.271   -9.531   8.828   6.474  -1.901   0.900  H18  U3Y  56  
U3Y  H10  H18  H  0  1  N  N  N  13.611   -7.321  23.290  -8.970   0.227   2.290  H10  U3Y  57  
U3Y  H11  H19  H  0  1  N  N  N  13.417   -8.827  22.330  -9.401  -1.048   1.125  H11  U3Y  58  
U3Y  H9   H20  H  0  1  N  N  N  15.034   -8.367  22.963  -8.710  -1.484   2.707  H9   U3Y  59  
U3Y  H24  H21  H  0  1  N  N  N   7.035  -13.920  13.342   3.639   5.412   1.790  H24  U3Y  60  
U3Y  H16  H22  H  0  1  N  N  N  14.194   -7.791   9.968   3.229  -5.662  -0.272  H16  U3Y  61  
U3Y  H8   H23  H  0  1  N  N  N  14.112   -6.286  21.260  -6.640  -1.250   1.684  H8   U3Y  62  
U3Y  H12  H24  H  0  1  N  N  N  12.706   -6.011  13.580  -0.295  -3.117   0.512  H12  U3Y  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
U3Y  O3   C14  DOUB  N  N   1  
U3Y  C15  N5   SING  N  N   2  
U3Y  C14  N5   SING  N  N   3  
U3Y  C14  N6   SING  N  N   4  
U3Y  N5   C13  SING  N  N   5  
U3Y  N6   C11  SING  N  N   6  
U3Y  C13  O4   DOUB  N  N   7  
U3Y  C13  C12  SING  N  N   8  
U3Y  C12  C11  SING  N  N   9  
U3Y  C11  C10  SING  N  N  10  
U3Y  O2   C10  DOUB  N  N  11  
U3Y  C10  N4   SING  N  N  12  
U3Y  N8   N9   DOUB  Y  N  13  
U3Y  N8   N7   SING  Y  N  14  
U3Y  N9   N10  SING  Y  N  15  
U3Y  N7   C23  DOUB  Y  N  16  
U3Y  N10  C23  SING  Y  N  17  
U3Y  N4   C3   SING  N  N  18  
U3Y  C23  C20  SING  N  N  19  
U3Y  C20  C19  DOUB  Y  N  20  
U3Y  C20  C21  SING  Y  N  21  
U3Y  C19  C18  SING  Y  N  22  
U3Y  C3   C2   SING  N  N  23  
U3Y  C3   C4   SING  N  N  24  
U3Y  C2   N1   SING  N  N  25  
U3Y  C21  C22  DOUB  Y  N  26  
U3Y  C18  C17  DOUB  Y  N  27  
U3Y  C22  C17  SING  Y  N  28  
U3Y  C17  C16  SING  N  N  29  
U3Y  C4   C1   SING  N  N  30  
U3Y  N1   C16  SING  N  N  31  
U3Y  N1   C1   SING  N  N  32  
U3Y  C16  O5   DOUB  N  N  33  
U3Y  C1   C5   SING  N  N  34  
U3Y  S1   C5   SING  Y  N  35  
U3Y  S1   C7   SING  Y  N  36  
U3Y  C5   N2   DOUB  Y  N  37  
U3Y  N2   C6   SING  Y  N  38  
U3Y  C7   C6   DOUB  Y  N  39  
U3Y  C6   C8   SING  N  N  40  
U3Y  O1   C8   DOUB  N  N  41  
U3Y  C8   N3   SING  N  N  42  
U3Y  N3   C9   SING  N  N  43  
U3Y  C19  H21  SING  N  N  44  
U3Y  C21  H22  SING  N  N  45  
U3Y  C18  H20  SING  N  N  46  
U3Y  C22  H23  SING  N  N  47  
U3Y  C7   H7   SING  N  N  48  
U3Y  C12  H15  SING  N  N  49  
U3Y  C12  H14  SING  N  N  50  
U3Y  C4   H5   SING  N  N  51  
U3Y  C4   H6   SING  N  N  52  
U3Y  C2   H3   SING  N  N  53  
U3Y  C2   H2   SING  N  N  54  
U3Y  C1   H1   SING  N  N  55  
U3Y  C11  H13  SING  N  N  56  
U3Y  C3   H4   SING  N  N  57  
U3Y  C15  H19  SING  N  N  58  
U3Y  C15  H17  SING  N  N  59  
U3Y  C15  H18  SING  N  N  60  
U3Y  C9   H10  SING  N  N  61  
U3Y  C9   H11  SING  N  N  62  
U3Y  C9   H9   SING  N  N  63  
U3Y  N10  H24  SING  N  N  64  
U3Y  N6   H16  SING  N  N  65  
U3Y  N3   H8   SING  N  N  66  
U3Y  N4   H12  SING  N  N  67  
#   #
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
U3Y  SMILES            ACDLabs               12.01  "c1cc(ccc1c2nnnn2)C(=O)N4CC(CC4c3nc(cs3)C(NC)=O)NC(C5CC(=O)N(C(N5)=O)C)=O"  
U3Y  InChI             InChI                 1.03   "InChI=1S/C23H24N10O5S/c1-24-19(35)15-10-39-21(26-15)16-7-13(25-20(36)14-8-17(34)32(2)23(38)27-14)9-33(16)22(37)12-5-3-11(4-6-12)18-28-30-31-29-18/h3-6,10,13-14,16H,7-9H2,1-2H3,(H,24,35)(H,25,36)(H,27,38)(H,28,29,30,31)/t13-,14-,16+/m0/s1"  
U3Y  InChIKey          InChI                 1.03   SYFLGRBSBZONAM-OFQRWUPVSA-N  
U3Y  SMILES_CANONICAL  CACTVS                3.385  "CNC(=O)c1csc(n1)[C@H]2C[C@@H](CN2C(=O)c3ccc(cc3)c4[nH]nnn4)NC(=O)[C@@H]5CC(=O)N(C)C(=O)N5"  
U3Y  SMILES            CACTVS                3.385  "CNC(=O)c1csc(n1)[CH]2C[CH](CN2C(=O)c3ccc(cc3)c4[nH]nnn4)NC(=O)[CH]5CC(=O)N(C)C(=O)N5"  
U3Y  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CNC(=O)c1csc(n1)[C@H]2C[C@@H](CN2C(=O)c3ccc(cc3)c4[nH]nnn4)NC(=O)[C@@H]5CC(=O)N(C(=O)N5)C"  
U3Y  SMILES            "OpenEye OEToolkits"  2.0.7  "CNC(=O)c1csc(n1)C2CC(CN2C(=O)c3ccc(cc3)c4[nH]nnn4)NC(=O)C5CC(=O)N(C(=O)N5)C"  
#   #
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
U3Y  "SYSTEMATIC NAME"  ACDLabs               12.01  "(4S)-1-methyl-N-{(3S,5R)-5-[4-(methylcarbamoyl)-1,3-thiazol-2-yl]-1-[4-(1H-tetrazol-5-yl)benzene-1-carbonyl]pyrrolidin-3-yl}-2,6-dioxohexahydropyrimidine-4-carboxamide"  
U3Y  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "~{N}-methyl-2-[(2~{R},4~{S})-4-[[(4~{S})-1-methyl-2,6-bis(oxidanylidene)-1,3-diazinan-4-yl]carbonylamino]-1-[4-(1~{H}-1,2,3,4-tetrazol-5-yl)phenyl]carbonyl-pyrrolidin-2-yl]-1,3-thiazole-4-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
U3Y  "Create component"  2020-04-15  RCSB  
U3Y  "Initial release"   2020-07-01  RCSB  
##
