data_GY4
#

_chem_comp.id                                   GY4
_chem_comp.name                                 "2-{(2S)-1-[(4-chlorophenyl)acetyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H16 Cl N3 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        SRI-29775
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-07-11
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       377.779
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GY4
_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       5WCT
_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
GY4  C1   C1   C   0  1  N  N  N  28.020  15.431   3.535  -4.135   0.983  -0.958  C1   GY4   1  
GY4  C10  C2   C   0  1  Y  N  N  34.252  15.269   7.770   2.903   0.162   1.014  C10  GY4   2  
GY4  C11  C3   C   0  1  Y  N  N  34.778  15.071   9.029   3.985   0.928   0.623  C11  GY4   3  
GY4  C12  C4   C   0  1  Y  N  N  34.463  13.912   9.695   4.870   0.443  -0.323  C12  GY4   4  
GY4  C13  C5   C   0  1  Y  N  N  33.645  12.963   9.138   4.671  -0.809  -0.877  C13  GY4   5  
GY4  C14  C6   C   0  1  Y  N  N  33.136  13.178   7.886   3.589  -1.574  -0.486  C14  GY4   6  
GY4  C15  C7   C   0  1  N  N  N  32.822  16.631   3.840  -1.091  -3.266   1.239  C15  GY4   7  
GY4  C16  C8   C   0  1  N  N  N  32.081  17.453   2.811  -2.271  -4.104   0.688  C16  GY4   8  
GY4  C17  C9   C   0  1  N  N  N  31.382  18.485   3.683  -3.116  -3.019  -0.030  C17  GY4   9  
GY4  C2   C10  C   0  1  N  N  N  26.971  16.014   4.245  -3.303   1.954  -0.235  C2   GY4  10  
GY4  C3   C11  C   0  1  N  N  N  27.236  17.051   5.095  -2.111   1.501   0.311  C3   GY4  11  
GY4  C4   C12  C   0  1  N  N  N  26.157  17.699   5.925  -1.230   2.431   1.051  C4   GY4  12  
GY4  C5   C13  C   0  1  N  N  N  29.477  17.021   4.597  -2.510  -0.639  -0.481  C5   GY4  13  
GY4  C6   C14  C   0  1  N  N  S  30.836  17.634   4.844  -2.043  -2.067  -0.600  C6   GY4  14  
GY4  C7   C15  C   0  1  N  N  N  31.827  15.661   5.913   0.352  -1.628  -0.003  C7   GY4  15  
GY4  C8   C16  C   0  1  N  N  N  32.850  14.551   5.820   1.528  -1.926   0.891  C8   GY4  16  
GY4  C9   C17  C   0  1  Y  N  N  33.432  14.325   7.181   2.708  -1.091   0.464  C9   GY4  17  
GY4  N1   N1   N   0  1  N  N  N  28.462  17.551   5.270  -1.763   0.210   0.162  N1   GY4  18  
GY4  N2   N2   N   0  1  N  N  N  31.857  16.581   4.943  -0.821  -2.262   0.193  N2   GY4  19  
GY4  N3   N3   N   0  1  N  N  N  29.278  15.966   3.737  -3.690  -0.290  -1.047  N3   GY4  20  
GY4  O1   O1   O   0  1  N  N  N  27.870  14.481   2.753  -5.196   1.314  -1.457  O1   GY4  21  
GY4  O2   O2   O   0  1  N  N  N  25.753  15.479   4.040  -3.687   3.248  -0.106  O2   GY4  22  
GY4  O3   O3   O   0  1  N  N  N  24.989  17.311   5.728  -1.549   3.595   1.182  O3   GY4  23  
GY4  O4   O4   O   0  1  N  N  N  26.535  18.532   6.791  -0.073   1.985   1.578  O4   GY4  24  
GY4  O5   O5   O   0  1  N  N  N  30.996  15.713   6.804   0.461  -0.817  -0.898  O5   GY4  25  
GY4  CL1  CL1  CL  0  0  N  N  N  35.110  13.633  11.285   6.229   1.405  -0.815  CL1  GY4  26  
GY4  H1   H1   H   0  1  N  N  N  34.485  16.178   7.235   2.212   0.540   1.753  H1   GY4  27  
GY4  H2   H2   H   0  1  N  N  N  35.423  15.810   9.481   4.139   1.905   1.056  H2   GY4  28  
GY4  H3   H3   H   0  1  N  N  N  33.406  12.059   9.679   5.362  -1.188  -1.616  H3   GY4  29  
GY4  H4   H4   H   0  1  N  N  N  32.490  12.435   7.442   3.434  -2.551  -0.919  H4   GY4  30  
GY4  H5   H5   H   0  1  N  N  N  33.047  15.624   3.460  -1.375  -2.776   2.170  H5   GY4  31  
GY4  H6   H6   H   0  1  N  N  N  33.756  17.124   4.148  -0.215  -3.896   1.394  H6   GY4  32  
GY4  H7   H7   H   0  1  N  N  N  31.356  16.840   2.256  -1.920  -4.857  -0.018  H7   GY4  33  
GY4  H8   H8   H   0  1  N  N  N  32.775  17.930   2.104  -2.835  -4.565   1.499  H8   GY4  34  
GY4  H9   H9   H   0  1  N  N  N  32.091  19.243   4.046  -3.707  -3.459  -0.833  H9   GY4  35  
GY4  H10  H10  H   0  1  N  N  N  30.566  18.979   3.136  -3.757  -2.497   0.680  H10  GY4  36  
GY4  H11  H11  H   0  1  N  N  N  30.814  18.237   5.764  -1.852  -2.308  -1.646  H11  GY4  37  
GY4  H12  H12  H   0  1  N  N  N  32.366  13.629   5.466   1.270  -1.689   1.923  H12  GY4  38  
GY4  H13  H13  H   0  1  N  N  N  33.647  14.839   5.119   1.784  -2.983   0.813  H13  GY4  39  
GY4  H14  H14  H   0  1  N  N  N  30.059  15.578   3.248  -4.216  -0.955  -1.518  H14  GY4  40  
GY4  H15  H15  H   0  1  N  N  N  25.110  15.946   4.560  -4.534   3.450  -0.526  H15  GY4  41  
GY4  H16  H16  H   0  1  N  N  N  25.785  18.834   7.289   0.470   2.629   2.053  H16  GY4  42  
#   #
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
GY4  O1   C1   DOUB  N  N   1  
GY4  C16  C17  SING  N  N   2  
GY4  C16  C15  SING  N  N   3  
GY4  C1   N3   SING  N  N   4  
GY4  C1   C2   SING  N  N   5  
GY4  C17  C6   SING  N  N   6  
GY4  N3   C5   SING  N  N   7  
GY4  C15  N2   SING  N  N   8  
GY4  O2   C2   SING  N  N   9  
GY4  C2   C3   DOUB  N  N  10  
GY4  C5   C6   SING  N  N  11  
GY4  C5   N1   DOUB  N  N  12  
GY4  C6   N2   SING  N  N  13  
GY4  N2   C7   SING  N  N  14  
GY4  C3   N1   SING  N  N  15  
GY4  C3   C4   SING  N  N  16  
GY4  O3   C4   DOUB  N  N  17  
GY4  C8   C7   SING  N  N  18  
GY4  C8   C9   SING  N  N  19  
GY4  C7   O5   DOUB  N  N  20  
GY4  C4   O4   SING  N  N  21  
GY4  C9   C10  DOUB  Y  N  22  
GY4  C9   C14  SING  Y  N  23  
GY4  C10  C11  SING  Y  N  24  
GY4  C14  C13  DOUB  Y  N  25  
GY4  C11  C12  DOUB  Y  N  26  
GY4  C13  C12  SING  Y  N  27  
GY4  C12  CL1  SING  N  N  28  
GY4  C10  H1   SING  N  N  29  
GY4  C11  H2   SING  N  N  30  
GY4  C13  H3   SING  N  N  31  
GY4  C14  H4   SING  N  N  32  
GY4  C15  H5   SING  N  N  33  
GY4  C15  H6   SING  N  N  34  
GY4  C16  H7   SING  N  N  35  
GY4  C16  H8   SING  N  N  36  
GY4  C17  H9   SING  N  N  37  
GY4  C17  H10  SING  N  N  38  
GY4  C6   H11  SING  N  N  39  
GY4  C8   H12  SING  N  N  40  
GY4  C8   H13  SING  N  N  41  
GY4  N3   H14  SING  N  N  42  
GY4  O2   H15  SING  N  N  43  
GY4  O4   H16  SING  N  N  44  
#   #
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
GY4  SMILES            ACDLabs               12.01  "C3(NC(C1CCCN1C(=O)Cc2ccc(Cl)cc2)=NC(=C3O)C(O)=O)=O"  
GY4  InChI             InChI                 1.03   "InChI=1S/C17H16ClN3O5/c18-10-5-3-9(4-6-10)8-12(22)21-7-1-2-11(21)15-19-13(17(25)26)14(23)16(24)20-15/h3-6,11,23H,1-2,7-8H2,(H,25,26)(H,19,20,24)/t11-/m0/s1"  
GY4  InChIKey          InChI                 1.03   CQILGBVKKQRECN-NSHDSACASA-N  
GY4  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)C1=C(O)C(=O)NC(=N1)[C@@H]2CCCN2C(=O)Cc3ccc(Cl)cc3"  
GY4  SMILES            CACTVS                3.385  "OC(=O)C1=C(O)C(=O)NC(=N1)[CH]2CCCN2C(=O)Cc3ccc(Cl)cc3"  
GY4  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1cc(ccc1CC(=O)N2CCC[C@H]2C3=NC(=C(C(=O)N3)O)C(=O)O)Cl"  
GY4  SMILES            "OpenEye OEToolkits"  2.0.6  "c1cc(ccc1CC(=O)N2CCCC2C3=NC(=C(C(=O)N3)O)C(=O)O)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
GY4  "SYSTEMATIC NAME"  ACDLabs               12.01  "2-{(2S)-1-[(4-chlorophenyl)acetyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid"  
GY4  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "2-[(2~{S})-1-[2-(4-chlorophenyl)ethanoyl]pyrrolidin-2-yl]-5-oxidanyl-6-oxidanylidene-1~{H}-pyrimidine-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
GY4  "Create component"  2017-07-11  RCSB  
GY4  "Initial release"   2018-01-03  RCSB  
GY4  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     GY4
_pdbx_chem_comp_synonyms.name        SRI-29775
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
