data_VCP
#

_chem_comp.id                                   VCP
_chem_comp.name                                 "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-3-[(3S)-2-oxo-2,3-dihydro-1H-indol-3-yl]-L-alanine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H20 N3 O8 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-07-28
_chem_comp.pdbx_modified_date                   2021-01-29
_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                       449.351
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VCP
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  Y
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6XRH
_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
VCP  C05   C1   C  0  1  N  N  N  81.946  14.313  13.895   2.914  -0.370  -0.131  C05   VCP   1  
VCP  C06   C2   C  0  1  Y  N  N  82.916  14.325  12.749   2.526   0.957   0.469  C06   VCP   2  
VCP  C07   C3   C  0  1  Y  N  N  82.696  15.094  11.606   1.275   1.521   0.195  C07   VCP   3  
VCP  C08   C4   C  0  1  N  N  N  81.593  15.859  11.500   0.311   0.837  -0.688  C08   VCP   4  
VCP  C10   C5   C  0  1  N  N  S  79.883  16.934  10.175  -1.797   0.696  -1.806  C10   VCP   5  
VCP  C11   C6   C  0  1  N  N  N  78.901  17.116  11.268  -3.083   0.406  -1.030  C11   VCP   6  
VCP  C12   C7   C  0  1  N  N  S  77.861  16.002  11.321  -2.787  -0.590   0.094  C12   VCP   7  
VCP  C13   C8   C  0  1  Y  N  N  76.957  16.293  12.461  -4.014  -0.800   0.952  C13   VCP   8  
VCP  C14   C9   C  0  1  Y  N  N  75.663  16.527  11.994  -4.339  -2.146   0.846  C14   VCP   9  
VCP  C16   C10  C  0  1  N  N  N  76.891  16.068  10.133  -2.497  -1.962  -0.476  C16   VCP  10  
VCP  C18   C11  C  0  1  Y  N  N  74.643  16.834  12.875  -5.444  -2.630   1.543  C18   VCP  11  
VCP  C19   C12  C  0  1  Y  N  N  74.946  16.918  14.237  -6.198  -1.778   2.323  C19   VCP  12  
VCP  C20   C13  C  0  1  Y  N  N  76.250  16.688  14.697  -5.864  -0.440   2.421  C20   VCP  13  
VCP  C21   C14  C  0  1  Y  N  N  77.272  16.375  13.803  -4.768   0.048   1.731  C21   VCP  14  
VCP  C22   C15  C  0  1  N  N  N  79.992  18.094   9.172  -2.111   1.579  -2.986  C22   VCP  15  
VCP  C25   C16  C  0  1  Y  N  N  83.640  15.068  10.578   0.963   2.757   0.786  C25   VCP  16  
VCP  C27   C17  C  0  1  Y  N  N  84.777  14.279  10.709   1.902   3.361   1.610  C27   VCP  17  
VCP  C28   C18  C  0  1  N  N  N  85.803  14.233   9.619   1.585   4.686   2.253  C28   VCP  18  
VCP  C30   C19  C  0  1  Y  N  N  84.068  13.555  12.828   3.397   1.630   1.301  C30   VCP  19  
VCP  N09   N1   N  0  1  N  N  N  81.063  16.102  10.335  -0.840   1.375  -0.929  N09   VCP  20  
VCP  N15   N2   N  0  1  N  N  N  75.530  16.406  10.591  -3.434  -2.796   0.005  N15   VCP  21  
VCP  N29   N3   N  0  1  Y  N  N  84.954  13.553  11.820   3.067   2.789   1.837  N29   VCP  22  
VCP  O01   O1   O  0  1  N  N  N  78.951  12.009  14.048   6.469  -2.093   0.429  O01   VCP  23  
VCP  O03   O2   O  0  1  N  N  N  81.229  11.276  14.281   4.160  -3.349   0.446  O03   VCP  24  
VCP  O04   O3   O  0  1  N  N  N  80.776  13.636  13.524   4.228  -0.725   0.306  O04   VCP  25  
VCP  O17   O4   O  0  1  N  N  N  77.205  15.878   8.989  -1.590  -2.253  -1.227  O17   VCP  26  
VCP  O23   O5   O  0  1  N  N  N  80.510  19.173   9.529  -2.971   1.160  -3.928  O23   VCP  27  
VCP  O24   O6   O  0  1  N  N  N  79.562  17.959   8.005  -1.589   2.664  -3.084  O24   VCP  28  
VCP  O26   O7   O  0  1  N  N  N  83.465  15.804   9.456  -0.235   3.349   0.554  O26   VCP  29  
VCP  P02   P1   P  0  1  N  N  N  80.310  12.415  14.469   4.964  -2.084  -0.142  P02   VCP  30  
VCP  H052  H1   H  0  0  N  N  N  82.405  13.804  14.755   2.206  -1.135   0.189  H052  VCP  31  
VCP  H051  H2   H  0  0  N  N  N  81.696  15.348  14.172   2.901  -0.295  -1.218  H051  VCP  32  
VCP  H081  H3   H  0  0  N  N  N  81.143  16.275  12.389   0.567  -0.113  -1.134  H081  VCP  33  
VCP  H111  H5   H  0  0  N  N  N  79.442  17.138  12.226  -3.467   1.332  -0.603  H111  VCP  34  
VCP  H112  H6   H  0  0  N  N  N  78.382  18.074  11.118  -3.827  -0.019  -1.704  H112  VCP  35  
VCP  H121  H7   H  0  0  N  N  N  78.331  15.011  11.403  -1.952  -0.242   0.701  H121  VCP  36  
VCP  H181  H8   H  0  0  N  N  N  73.637  17.005  12.520  -5.711  -3.674   1.472  H181  VCP  37  
VCP  H191  H9   H  0  0  N  N  N  74.166  17.163  14.943  -7.054  -2.159   2.861  H191  VCP  38  
VCP  H201  H10  H  0  0  N  N  N  76.464  16.754  15.753  -6.458   0.223   3.033  H201  VCP  39  
VCP  H211  H11  H  0  0  N  N  N  78.280  16.202  14.149  -4.504   1.093   1.805  H211  VCP  40  
VCP  H281  H12  H  0  0  N  N  N  86.619  13.556   9.911   1.111   4.517   3.219  H281  VCP  41  
VCP  H282  H13  H  0  0  N  N  N  85.337  13.867   8.692   2.507   5.251   2.394  H282  VCP  42  
VCP  H283  H14  H  0  0  N  N  N  86.207  15.243   9.453   0.909   5.249   1.610  H283  VCP  43  
VCP  H301  H15  H  0  0  N  N  N  84.253  12.954  13.706   4.362   1.199   1.521  H301  VCP  44  
VCP  H151  H16  H  0  0  N  N  N  74.705  16.523  10.038  -3.477  -3.742  -0.207  H151  VCP  45  
VCP  H2    H17  H  0  1  N  N  N  78.653  11.289  14.591   6.973  -2.885   0.197  H2    VCP  46  
VCP  H3    H18  H  0  1  N  N  N  80.958  10.555  14.836   4.099  -3.362   1.411  H3    VCP  47  
VCP  H4    H19  H  0  1  N  N  N  80.501  19.785   8.802  -3.141   1.761  -4.666  H4    VCP  48  
VCP  H5    H20  H  0  1  N  N  N  82.648  16.285   9.516  -0.241   3.941  -0.210  H5    VCP  49  
VCP  O31   O8   O  0  1  N  N  N       ?       ?       ?   4.996  -2.164  -1.619  O31   VCP  50  
VCP  H1    H21  H  0  1  N  N  N  79.292  16.250   9.548  -1.366  -0.241  -2.158  H1    VCP  51  
#   #
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
VCP  O24  C22   DOUB  N  N   1  
VCP  O17  C16   DOUB  N  N   2  
VCP  C22  O23   SING  N  N   3  
VCP  C22  C10   SING  N  N   4  
VCP  O26  C25   SING  N  N   5  
VCP  C28  C27   SING  N  N   6  
VCP  C16  N15   SING  N  N   7  
VCP  C16  C12   SING  N  N   8  
VCP  C10  N09   SING  N  N   9  
VCP  C10  C11   SING  N  N  10  
VCP  N09  C08   DOUB  N  N  11  
VCP  C25  C27   DOUB  Y  N  12  
VCP  C25  C07   SING  Y  N  13  
VCP  N15  C14   SING  N  N  14  
VCP  C27  N29   SING  Y  N  15  
VCP  C11  C12   SING  N  N  16  
VCP  C12  C13   SING  N  N  17  
VCP  C08  C07   SING  N  N  18  
VCP  C07  C06   DOUB  Y  N  19  
VCP  N29  C30   DOUB  Y  N  20  
VCP  C14  C13   DOUB  Y  N  21  
VCP  C14  C18   SING  Y  N  22  
VCP  C13  C21   SING  Y  N  23  
VCP  C06  C30   SING  Y  N  24  
VCP  C06  C05   SING  N  N  25  
VCP  C18  C19   DOUB  Y  N  26  
VCP  O04  C05   SING  N  N  27  
VCP  O04  P02   SING  N  N  28  
VCP  C21  C20   DOUB  Y  N  29  
VCP  O01  P02   SING  N  N  30  
VCP  C19  C20   SING  Y  N  31  
VCP  O03  P02   SING  N  N  32  
VCP  C05  H052  SING  N  N  33  
VCP  C05  H051  SING  N  N  34  
VCP  C08  H081  SING  N  N  35  
VCP  C11  H111  SING  N  N  36  
VCP  C11  H112  SING  N  N  37  
VCP  C12  H121  SING  N  N  38  
VCP  C18  H181  SING  N  N  39  
VCP  C19  H191  SING  N  N  40  
VCP  C20  H201  SING  N  N  41  
VCP  C21  H211  SING  N  N  42  
VCP  C28  H281  SING  N  N  43  
VCP  C28  H282  SING  N  N  44  
VCP  C28  H283  SING  N  N  45  
VCP  C30  H301  SING  N  N  46  
VCP  N15  H151  SING  N  N  47  
VCP  O01  H2    SING  N  N  48  
VCP  O03  H3    SING  N  N  49  
VCP  O23  H4    SING  N  N  50  
VCP  O26  H5    SING  N  N  51  
VCP  P02  O31   DOUB  N  N  52  
VCP  C10  H1    SING  N  N  53  
#   #
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
VCP  SMILES            ACDLabs               12.01  "C(c1cnc(c(c1[C@H]=NC(CC3c2ccccc2NC3=O)C(O)=O)O)C)OP(O)(O)=O"  
VCP  InChI             InChI                 1.03   "InChI=1S/C19H20N3O8P/c1-10-17(23)14(11(7-20-10)9-30-31(27,28)29)8-21-16(19(25)26)6-13-12-4-2-3-5-15(12)22-18(13)24/h2-5,7-8,13,16,23H,6,9H2,1H3,(H,22,24)(H,25,26)(H2,27,28,29)/b21-8+/t13-,16?/m0/s1"  
VCP  InChIKey          InChI                 1.03   ZXXYWPJNDHLAKD-ARQPKOPCSA-N  
VCP  SMILES_CANONICAL  CACTVS                3.385  "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H](C[C@@H]2C(=O)Nc3ccccc23)C(O)=O)c1O"  
VCP  SMILES            CACTVS                3.385  "Cc1ncc(CO[P](O)(O)=O)c(C=N[CH](C[CH]2C(=O)Nc3ccccc23)C(O)=O)c1O"  
VCP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@@H](C[C@H]2c3ccccc3NC2=O)C(=O)O)O"  
VCP  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC(CC2c3ccccc3NC2=O)C(=O)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
VCP  "SYSTEMATIC NAME"  ACDLabs               12.01  "(E)-N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)-3-[(3S)-2-oxo-2,3-dihydro-1H-indol-3-yl]-L-alanine"  
VCP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{S})-2-[(~{E})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3-[(3~{S})-2-oxidanylidene-1,3-dihydroindol-3-yl]propanoic 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
VCP  "Create component"    2020-07-29  RCSB  
VCP  "Other modification"  2021-01-08  RCSB  
VCP  "Initial release"     2021-02-03  RCSB  
##
