data_MVP
#

_chem_comp.id                                   MVP
_chem_comp.name                                 "(1S)-1,5-anhydro-4-O-alpha-D-glucopyranosyl-1-(phosphonomethyl)-D-glucitol"
_chem_comp.type                                 saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C13 H25 O13 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        alpha-maltose-c-phosphonate
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-07-24
_chem_comp.pdbx_modified_date                   2020-07-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  OBS
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       420.304
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    MVP
_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       4U31
_chem_comp.pdbx_subcomponent_list               "GPM GLC"
_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_comp_id
_chem_comp_atom.pdbx_residue_numbering
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_polymer_type
_chem_comp_atom.pdbx_component_id
_chem_comp_atom.pdbx_ordinal
MVP  "C1'"  C10  C  0  1  N  N  S  24.429  -30.556  282.115   2.892   0.844  -0.820  GPM  1  C1    polymer  1   1  
MVP  "C2'"  C9   C  0  1  N  N  R  23.635  -29.909  281.014   2.157   2.171  -1.032  GPM  1  C2    polymer  1   2  
MVP  "C3'"  C8   C  0  1  N  N  R  23.613  -30.805  279.889   0.824   2.133  -0.278  GPM  1  C3    polymer  1   3  
MVP  "C4'"  C7   C  0  1  N  N  S  24.987  -31.029  279.368   0.008   0.933  -0.766  GPM  1  C4    polymer  1   4  
MVP  "C5'"  C12  C  0  1  N  N  R  26.027  -31.326  280.438   0.826  -0.346  -0.565  GPM  1  C5    polymer  1   5  
MVP  "C6'"  C13  C  0  1  N  N  N  27.439  -30.900  280.055   0.041  -1.544  -1.105  GPM  1  C6    polymer  1   6  
MVP  C      C11  C  0  1  N  N  N  23.865  -31.903  282.587   3.204   0.666   0.667  GPM  1  C7    polymer  1   7  
MVP  "O2'"  O11  O  0  1  N  N  N  22.320  -29.594  281.510   2.958   3.245  -0.533  GPM  1  O2    polymer  1   8  
MVP  "O3'"  O12  O  0  1  N  N  N  22.826  -30.163  278.913   0.099   3.339  -0.530  GPM  1  O3    polymer  1   9  
MVP  "O4'"  O5   O  0  1  N  N  N  25.053  -32.203  278.548  -1.207   0.845  -0.019  GPM  1  O4    polymer  1  10  
MVP  "O5'"  O9   O  0  1  N  N  N  25.823  -30.709  281.703   2.066  -0.233  -1.266  GPM  1  O5    polymer  1  11  
MVP  "O6'"  O10  O  0  1  N  N  N  27.603  -29.535  279.790   0.740  -2.750  -0.794  GPM  1  O6    polymer  1  12  
MVP  P      P1   P  0  1  N  N  N  24.755  -32.728  283.961   4.207  -0.839   0.901  GPM  1  P     polymer  1  13  
MVP  OP2    O6   O  0  1  N  N  N  23.971  -33.937  284.385   5.415  -0.763   0.050  GPM  1  O1P   polymer  1  14  
MVP  OP1    O8   O  0  1  N  N  N  26.207  -33.088  283.569   3.340  -2.131   0.490  GPM  1  O2P   polymer  1  15  
MVP  OP3    O7   O  0  1  N  N  N  24.809  -31.702  285.142   4.645  -0.956   2.446  GPM  1  O3P   polymer  1  16  
MVP  C1     C3   C  0  1  N  N  R  24.728  -31.993  277.182  -2.388   0.924  -0.819  GLC  2  C1    polymer  1  17  
MVP  C2     C2   C  0  1  N  N  R  24.398  -33.354  276.597  -3.529   1.519   0.012  GLC  2  C2    polymer  1  18  
MVP  C3     C1   C  0  1  N  N  S  25.592  -34.196  276.434  -3.828   0.590   1.192  GLC  2  C3    polymer  1  19  
MVP  C4     C5   C  0  1  N  N  S  26.638  -33.490  275.657  -4.165  -0.806   0.657  GLC  2  C4    polymer  1  20  
MVP  C5     C4   C  0  1  N  N  R  26.988  -32.190  276.353  -3.000  -1.310  -0.199  GLC  2  C5    polymer  1  21  
MVP  C6     C6   C  0  1  N  N  N  28.107  -31.366  275.725  -3.353  -2.678  -0.787  GLC  2  C6    polymer  1  22  
MVP  O2     O13  O  0  1  N  N  N  23.468  -34.007  277.460  -3.143   2.804   0.502  GLC  2  O2    polymer  1  23  
MVP  O3     O1   O  0  1  N  N  N  25.241  -35.398  275.776  -4.940   1.099   1.931  GLC  2  O3    polymer  1  24  
MVP  O4     O3   O  0  1  N  N  N  27.763  -34.319  275.461  -4.375  -1.699   1.752  GLC  2  O4    polymer  1  25  
MVP  O5     O2   O  0  1  N  N  N  25.804  -31.344  276.448  -2.754  -0.385  -1.260  GLC  2  O5    polymer  1  26  
MVP  O6     O4   O  0  1  N  N  N  27.755  -30.801  274.482  -2.234  -3.187  -1.516  GLC  2  O6    polymer  1  27  
MVP  H14    H14  H  0  1  N  N  N  24.405  -29.877  282.980   3.822   0.849  -1.388  GPM  1  H1    polymer  1  28  
MVP  H13    H13  H  0  1  N  N  N  24.143  -28.978  280.724   1.971   2.319  -2.095  GPM  1  H2    polymer  1  29  
MVP  H12    H12  H  0  1  N  N  N  23.166  -31.768  280.177   1.011   2.037   0.791  GPM  1  H3    polymer  1  30  
MVP  H11    H11  H  0  1  N  N  N  25.308  -30.147  278.794  -0.223   1.054  -1.825  GPM  1  H4    polymer  1  31  
MVP  H19    H19  H  0  1  N  N  N  26.044  -32.416  280.581   1.021  -0.489   0.498  GPM  1  H5    polymer  1  32  
MVP  H20    H20  H  0  1  N  N  N  28.111  -31.168  280.884  -0.947  -1.567  -0.646  GPM  1  H61   polymer  1  33  
MVP  H21    H21  H  0  1  N  N  N  27.729  -31.458  279.153  -0.062  -1.452  -2.186  GPM  1  H62   polymer  1  34  
MVP  H15    H15  H  0  1  N  N  N  23.871  -32.588  281.726   2.272   0.572   1.225  GPM  1  H71   polymer  1  35  
MVP  H16    H16  H  0  1  N  N  N  22.828  -31.735  282.914   3.758   1.532   1.029  GPM  1  H72   polymer  1  36  
MVP  H23    H23  H  0  1  N  N  N  22.393  -29.002  282.249   2.551   4.116  -0.630  GPM  1  HO2   polymer  1  37  
MVP  H24    H24  H  0  1  N  N  N  21.950  -30.024  279.253   0.558   4.141  -0.245  GPM  1  HO3   polymer  1  38  
MVP  H22    H22  H  0  1  N  N  N  28.509  -29.363  279.561   0.256  -3.556  -1.023  GPM  1  HO6   polymer  1  39  
MVP  H18    H18  H  0  1  N  N  N  26.340  -34.023  283.670   2.531  -2.244   1.008  GPM  1  HOP2  polymer  1  40  
MVP  H17    H17  H  0  1  N  N  N  24.335  -32.051  285.888   5.183  -1.735   2.644  GPM  1  HOP3  polymer  1  41  
MVP  H4     H4   H  0  1  N  N  N  23.826  -31.367  277.116  -2.200   1.560  -1.684  GLC  2  H1    polymer  1  42  
MVP  H3     H3   H  0  1  N  N  N  23.935  -33.201  275.611  -4.419   1.618  -0.609  GLC  2  H2    polymer  1  43  
MVP  H2     H2   H  0  1  N  N  N  25.996  -34.430  277.430  -2.955   0.530   1.841  GLC  2  H3    polymer  1  44  
MVP  H6     H6   H  0  1  N  N  N  26.213  -33.234  274.676  -5.068  -0.754   0.049  GLC  2  H4    polymer  1  45  
MVP  H5     H5   H  0  1  N  N  N  27.306  -32.443  277.375  -2.106  -1.400   0.419  GLC  2  H5    polymer  1  46  
MVP  H8     H8   H  0  1  N  N  N  28.371  -30.552  276.416  -3.604  -3.366   0.020  GLC  2  H61   polymer  1  47  
MVP  H9     H9   H  0  1  N  N  N  28.980  -32.019  275.577  -4.207  -2.576  -1.456  GLC  2  H62   polymer  1  48  
MVP  H25    H25  H  0  1  N  N  N  22.697  -33.463  277.565  -2.938   3.445  -0.193  GLC  2  HO2   polymer  1  49  
MVP  H1     H1   H  0  1  N  N  N  24.571  -35.849  276.276  -4.796   1.981   2.300  GLC  2  HO3   polymer  1  50  
MVP  H7     H7   H  0  1  N  N  N  28.420  -33.849  274.962  -5.097  -1.438   2.339  GLC  2  HO4   polymer  1  51  
MVP  H10    H10  H  0  1  N  N  N  28.488  -30.302  274.142  -2.412  -4.015  -1.981  GLC  2  HO6   polymer  1  52  
#   #
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
MVP  P      OP2    DOUB  N  N   1  
MVP  P      C      SING  N  N   2  
MVP  P      OP1    SING  N  N   3  
MVP  P      OP3    SING  N  N   4  
MVP  O3     C3     SING  N  N   5  
MVP  C3     C4     SING  N  N   6  
MVP  C3     C2     SING  N  N   7  
MVP  C2     O2     SING  N  N   8  
MVP  C2     C1     SING  N  N   9  
MVP  C1     O5     SING  N  N  10  
MVP  C1     "O4'"  SING  N  N  11  
MVP  O5     C5     SING  N  N  12  
MVP  C5     C4     SING  N  N  13  
MVP  C5     C6     SING  N  N  14  
MVP  C4     O4     SING  N  N  15  
MVP  C6     O6     SING  N  N  16  
MVP  "O4'"  "C4'"  SING  N  N  17  
MVP  "C4'"  "C5'"  SING  N  N  18  
MVP  "C4'"  "C3'"  SING  N  N  19  
MVP  "C3'"  "O3'"  SING  N  N  20  
MVP  "C3'"  "C2'"  SING  N  N  21  
MVP  "C2'"  "O2'"  SING  N  N  22  
MVP  "C2'"  "C1'"  SING  N  N  23  
MVP  "C1'"  "O5'"  SING  N  N  24  
MVP  "C1'"  C      SING  N  N  25  
MVP  "O5'"  "C5'"  SING  N  N  26  
MVP  "C5'"  "C6'"  SING  N  N  27  
MVP  "C6'"  "O6'"  SING  N  N  28  
MVP  O3     H1     SING  N  N  29  
MVP  C3     H2     SING  N  N  30  
MVP  C2     H3     SING  N  N  31  
MVP  C1     H4     SING  N  N  32  
MVP  C5     H5     SING  N  N  33  
MVP  C4     H6     SING  N  N  34  
MVP  O4     H7     SING  N  N  35  
MVP  C6     H8     SING  N  N  36  
MVP  C6     H9     SING  N  N  37  
MVP  O6     H10    SING  N  N  38  
MVP  "C4'"  H11    SING  N  N  39  
MVP  "C3'"  H12    SING  N  N  40  
MVP  "C2'"  H13    SING  N  N  41  
MVP  "C1'"  H14    SING  N  N  42  
MVP  C      H15    SING  N  N  43  
MVP  C      H16    SING  N  N  44  
MVP  OP3    H17    SING  N  N  45  
MVP  OP1    H18    SING  N  N  46  
MVP  "C5'"  H19    SING  N  N  47  
MVP  "C6'"  H20    SING  N  N  48  
MVP  "C6'"  H21    SING  N  N  49  
MVP  "O6'"  H22    SING  N  N  50  
MVP  "O2'"  H23    SING  N  N  51  
MVP  "O3'"  H24    SING  N  N  52  
MVP  O2     H25    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
MVP  SMILES            ACDLabs               12.01  "P(O)(O)(CC2C(C(C(OC1C(C(O)C(C(O1)CO)O)O)C(O2)CO)O)O)=O"  
MVP  InChI             InChI                 1.03   "InChI=1S/C13H25O13P/c14-1-4-7(16)9(18)11(20)13(25-4)26-12-5(2-15)24-6(3-27(21,22)23)8(17)10(12)19/h4-20H,1-3H2,(H2,21,22,23)/t4-,5-,6-,7-,8+,9+,10-,11-,12-,13-/m1/s1"  
MVP  InChIKey          InChI                 1.03   LIGBAXRYIYXSON-NVYKSAHZSA-N  
MVP  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](C[P](O)(O)=O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O"  
MVP  SMILES            CACTVS                3.385  "OC[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](C[P](O)(O)=O)O[CH]2CO)[CH](O)[CH](O)[CH]1O"  
MVP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)CP(=O)(O)O)CO)O)O)O)O"  
MVP  SMILES            "OpenEye OEToolkits"  1.7.6  "C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)CP(=O)(O)O)CO)O)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
MVP  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1S)-1,5-anhydro-4-O-alpha-D-glucopyranosyl-1-(phosphonomethyl)-D-glucitol"  
MVP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-3,4-bis(oxidanyl)oxan-2-yl]methylphosphonic 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
MVP  "Create component"    2014-07-24  RCSB  
MVP  "Modify descriptor"   2014-09-05  RCSB  
MVP  "Initial release"     2015-07-22  RCSB  
MVP  "Modify atom id"      2015-07-22  RCSB  
MVP  "Other modification"  2020-07-03  RCSB  
MVP  "Obsolete component"  2020-07-17  RCSB  
##
