data_VJS
#

_chem_comp.id                                   VJS
_chem_comp.name                                 "{(1R,2R)-2-[4-(carboxymethyl)benzene-1-carbonyl]cyclopentyl}propanedioic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H18 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-17
_chem_comp.pdbx_modified_date                   2021-09-03
_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                       334.321
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VJS
_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       7JT5
_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
VJS  C12  C1   C  0  1  N  N  N  -2.100  -33.354  20.598   4.738   0.449  -0.252  C12  VJS   1  
VJS  C15  C2   C  0  1  Y  N  N   1.920  -32.481  21.985  -1.076   0.017   0.491  C15  VJS   2  
VJS  C16  C3   C  0  1  Y  N  N   2.048  -32.527  23.367  -1.905   0.671   1.408  C16  VJS   3  
VJS  C17  C4   C  0  1  Y  N  N   2.889  -31.635  24.022  -3.194   1.004   1.051  C17  VJS   4  
VJS  C18  C5   C  0  1  Y  N  N   2.631  -31.535  21.266  -1.562  -0.294  -0.783  C18  VJS   5  
VJS  C19  C6   C  0  1  Y  N  N   3.465  -30.643  21.918  -2.854   0.046  -1.125  C19  VJS   6  
VJS  C20  C7   C  0  1  Y  N  N   3.594  -30.688  23.295  -3.669   0.692  -0.212  C20  VJS   7  
VJS  C21  C8   C  0  1  N  N  N   4.533  -29.696  23.978  -5.080   1.059  -0.594  C21  VJS   8  
VJS  C22  C9   C  0  1  N  N  N   3.962  -29.016  25.216  -6.007  -0.075  -0.239  C22  VJS   9  
VJS  C02  C10  C  0  1  N  N  N   1.013  -33.448  21.220   0.304  -0.337   0.863  C02  VJS  10  
VJS  C03  C11  C  0  1  N  N  R   0.408  -34.580  21.846   1.194  -1.041  -0.129  C03  VJS  11  
VJS  C04  C12  C  0  1  N  N  N   1.540  -35.651  22.213   0.986  -2.574  -0.050  C04  VJS  12  
VJS  C05  C13  C  0  1  N  N  N   0.926  -36.863  22.154   2.316  -3.129  -0.618  C05  VJS  13  
VJS  C06  C14  C  0  1  N  N  N  -0.479  -36.676  21.303   3.391  -2.169  -0.070  C06  VJS  14  
VJS  C07  C15  C  0  1  N  N  R  -0.501  -35.380  20.832   2.678  -0.841   0.241  C07  VJS  15  
VJS  C08  C16  C  0  1  N  N  N  -1.988  -34.875  20.755   3.280   0.287  -0.599  C08  VJS  16  
VJS  C09  C17  C  0  1  N  N  N  -2.685  -35.542  19.567   2.549   1.573  -0.311  C09  VJS  17  
VJS  O01  O1   O  0  1  N  N  N   0.823  -33.246  20.066   0.724  -0.061   1.966  O01  VJS  18  
VJS  O10  O2   O  0  1  N  N  N  -3.924  -35.760  19.591   1.231   1.663  -0.545  O10  VJS  19  
VJS  O11  O3   O  0  1  N  N  N  -2.023  -35.862  18.544   3.150   2.523   0.131  O11  VJS  20  
VJS  O13  O4   O  0  1  N  N  N  -2.013  -32.822  19.460   5.244  -0.268   0.578  O13  VJS  21  
VJS  O14  O5   O  0  1  N  N  N  -2.284  -32.620  21.603   5.474   1.386  -0.869  O14  VJS  22  
VJS  O23  O6   O  0  1  N  N  N   4.404  -29.322  26.355  -7.321   0.029  -0.491  O23  VJS  23  
VJS  O24  O7   O  0  1  N  N  N   3.059  -28.150  25.094  -5.567  -1.078   0.271  O24  VJS  24  
VJS  H1   H1   H  0  1  N  N  N   1.492  -33.258  23.935  -1.536   0.914   2.394  H1   VJS  25  
VJS  H2   H2   H  0  1  N  N  N   2.993  -31.680  25.096  -3.836   1.509   1.758  H2   VJS  26  
VJS  H3   H3   H  0  1  N  N  N   2.534  -31.493  20.191  -0.928  -0.799  -1.496  H3   VJS  27  
VJS  H4   H4   H  0  1  N  N  N   4.017  -29.909  21.350  -3.232  -0.194  -2.108  H4   VJS  28  
VJS  H5   H5   H  0  1  N  N  N   5.443  -30.237  24.275  -5.381   1.957  -0.054  H5   VJS  29  
VJS  H6   H6   H  0  1  N  N  N   4.793  -28.915  23.249  -5.129   1.246  -1.666  H6   VJS  30  
VJS  H7   H7   H  0  1  N  N  N  -0.165  -34.312  22.746   0.998  -0.681  -1.139  H7   VJS  31  
VJS  H8   H8   H  0  1  N  N  N   2.365  -35.602  21.487   0.845  -2.892   0.983  H8   VJS  32  
VJS  H9   H9   H  0  1  N  N  N   1.930  -35.467  23.225   0.141  -2.882  -0.666  H9   VJS  33  
VJS  H10  H10  H  0  1  N  N  N   0.703  -37.220  23.170   2.491  -4.143  -0.259  H10  VJS  34  
VJS  H11  H11  H  0  1  N  N  N   1.578  -37.589  21.645   2.303  -3.109  -1.708  H11  VJS  35  
VJS  H12  H12  H  0  1  N  N  N  -1.344  -36.853  21.959   3.830  -2.579   0.839  H12  VJS  36  
VJS  H13  H13  H  0  1  N  N  N  -0.507  -37.383  20.461   4.167  -2.010  -0.820  H13  VJS  37  
VJS  H14  H14  H  0  1  N  N  N  -0.053  -35.310  19.830   2.770  -0.608   1.302  H14  VJS  38  
VJS  H15  H15  H  0  1  N  N  N  -2.502  -35.174  21.681   3.183   0.043  -1.657  H15  VJS  39  
VJS  H16  H16  H  0  1  N  N  N  -4.191  -36.163  18.773   0.805   2.508  -0.344  H16  VJS  40  
VJS  H17  H17  H  0  1  N  N  N  -2.332  -31.712  21.328   6.405   1.452  -0.613  H17  VJS  41  
VJS  H18  H18  H  0  1  N  N  N   3.954  -28.811  27.018  -7.876  -0.724  -0.246  H18  VJS  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
VJS  O11  C09  DOUB  N  N   1  
VJS  O13  C12  DOUB  N  N   2  
VJS  C09  O10  SING  N  N   3  
VJS  C09  C08  SING  N  N   4  
VJS  O01  C02  DOUB  N  N   5  
VJS  C12  C08  SING  N  N   6  
VJS  C12  O14  SING  N  N   7  
VJS  C08  C07  SING  N  N   8  
VJS  C07  C06  SING  N  N   9  
VJS  C07  C03  SING  N  N  10  
VJS  C02  C03  SING  N  N  11  
VJS  C02  C15  SING  N  N  12  
VJS  C18  C19  DOUB  Y  N  13  
VJS  C18  C15  SING  Y  N  14  
VJS  C06  C05  SING  N  N  15  
VJS  C03  C04  SING  N  N  16  
VJS  C19  C20  SING  Y  N  17  
VJS  C15  C16  DOUB  Y  N  18  
VJS  C05  C04  SING  N  N  19  
VJS  C20  C21  SING  N  N  20  
VJS  C20  C17  DOUB  Y  N  21  
VJS  C16  C17  SING  Y  N  22  
VJS  C21  C22  SING  N  N  23  
VJS  O24  C22  DOUB  N  N  24  
VJS  C22  O23  SING  N  N  25  
VJS  C16  H1   SING  N  N  26  
VJS  C17  H2   SING  N  N  27  
VJS  C18  H3   SING  N  N  28  
VJS  C19  H4   SING  N  N  29  
VJS  C21  H5   SING  N  N  30  
VJS  C21  H6   SING  N  N  31  
VJS  C03  H7   SING  N  N  32  
VJS  C04  H8   SING  N  N  33  
VJS  C04  H9   SING  N  N  34  
VJS  C05  H10  SING  N  N  35  
VJS  C05  H11  SING  N  N  36  
VJS  C06  H12  SING  N  N  37  
VJS  C06  H13  SING  N  N  38  
VJS  C07  H14  SING  N  N  39  
VJS  C08  H15  SING  N  N  40  
VJS  O10  H16  SING  N  N  41  
VJS  O14  H17  SING  N  N  42  
VJS  O23  H18  SING  N  N  43  
#   #
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
VJS  SMILES            ACDLabs               12.01  "C(C(C2C(C(c1ccc(cc1)CC(O)=O)=O)CCC2)C(O)=O)(O)=O"  
VJS  InChI             InChI                 1.03   "InChI=1S/C17H18O7/c18-13(19)8-9-4-6-10(7-5-9)15(20)12-3-1-2-11(12)14(16(21)22)17(23)24/h4-7,11-12,14H,1-3,8H2,(H,18,19)(H,21,22)(H,23,24)/t11-,12-/m1/s1"  
VJS  InChIKey          InChI                 1.03   HXTDFADOGPNOAK-VXGBXAGGSA-N  
VJS  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)Cc1ccc(cc1)C(=O)[C@@H]2CCC[C@H]2C(C(O)=O)C(O)=O"  
VJS  SMILES            CACTVS                3.385  "OC(=O)Cc1ccc(cc1)C(=O)[CH]2CCC[CH]2C(C(O)=O)C(O)=O"  
VJS  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1CC(=O)O)C(=O)[C@@H]2CCC[C@H]2C(C(=O)O)C(=O)O"  
VJS  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1CC(=O)O)C(=O)C2CCCC2C(C(=O)O)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
VJS  "SYSTEMATIC NAME"  ACDLabs               12.01  "{(1R,2R)-2-[4-(carboxymethyl)benzene-1-carbonyl]cyclopentyl}propanedioic acid"  
VJS  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[(1~{R},2~{R})-2-[4-(2-hydroxy-2-oxoethyl)phenyl]carbonylcyclopentyl]propanedioic 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
VJS  "Create component"  2020-08-17  RCSB  
VJS  "Initial release"   2021-09-08  RCSB  
##
