data_VNP
#

_chem_comp.id                                   VNP
_chem_comp.name                                 
;3-[(4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL]-5-(2-{[HYDROXY(PHOSPHONOAMINO)PHOSPHORYL]OXY}ETHYL)-4-METHYL-1,3-THIAZOL-3-I
UM
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H20 N5 O6 P2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;THIAMIN-PNP; [2-[3-[(4-AMINO-2-METHYL-PYRIMIDIN-5-YL)METHYL]-4-METHYL-1-THIA-3-AZON
IACYCLOPENTA-2,4-DIEN-5-YL]ETHOXY-HYDROXY-PHOSPHORYL]AMINOPHOSPHONIC ACID
;

_chem_comp.pdbx_formal_charge                   1
_chem_comp.pdbx_initial_date                    2006-03-14
_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                       424.330
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VNP
_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       2G9Z
_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
VNP  O2G   O2G   O  0  1  N  N  N  30.659  74.774   7.143   6.839   1.077  -0.553  O2G   VNP   1  
VNP  PG    PG    P  0  1  N  N  N  29.093  75.082   7.352   5.807   1.048   0.683  PG    VNP   2  
VNP  O3G   O3G   O  0  1  N  N  N  28.843  76.535   6.713   6.114  -0.108   1.555  O3G   VNP   3  
VNP  O1G   O1G   O  0  1  N  N  N  28.716  75.065   8.784   5.947   2.410   1.530  O1G   VNP   4  
VNP  N3B   N3B   N  0  1  N  N  N  28.252  73.992   6.489   4.235   0.909   0.099  N3B   VNP   5  
VNP  PB    PB    P  0  1  N  N  S  28.128  74.346   4.909   4.046  -0.505  -0.794  PB    VNP   6  
VNP  O2B   O2B   O  0  1  N  N  N  27.558  73.173   4.209   4.339  -1.674   0.066  O2B   VNP   7  
VNP  O1B   O1B   O  0  1  N  N  N  29.441  74.848   4.450   5.062  -0.491  -2.043  O1B   VNP   8  
VNP  O1    O1    O  0  1  N  N  N  27.077  75.566   4.858   2.533  -0.601  -1.333  O1    VNP   9  
VNP  C7    C7    C  0  1  N  N  N  25.722  75.479   5.316   1.415  -0.842  -0.477  C7    VNP  10  
VNP  C12   C12   C  0  1  N  N  N  24.924  76.488   4.489   0.131  -0.872  -1.309  C12   VNP  11  
VNP  C11   C11   C  0  1  Y  N  N  23.457  76.702   4.877  -1.048  -1.126  -0.406  C11   VNP  12  
VNP  C10   C10   C  0  1  Y  N  N  23.199  77.559   6.119  -1.782  -0.194   0.209  C10   VNP  13  
VNP  CM4   CM4   C  0  1  N  N  N  24.136  78.688   6.555  -1.510   1.281   0.069  CM4   VNP  14  
VNP  S1    S1    S  0  1  Y  N  N  22.453  75.235   5.281  -1.707  -2.704   0.020  S1    VNP  15  
VNP  C9    C9    C  0  1  Y  N  N  21.450  76.128   6.402  -2.899  -1.954   0.989  C9    VNP  16  
VNP  N5    N5    N  1  1  Y  N  N  22.099  77.224   6.801  -2.763  -0.671   0.948  N5    VNP  17  
VNP  C7A   C7A   C  0  1  N  N  N  21.693  77.992   7.989  -3.662   0.216   1.690  C7A   VNP  18  
VNP  C5A   C5A   C  0  1  Y  N  N  20.198  77.893   8.307  -4.777   0.674   0.784  C5A   VNP  19  
VNP  C6A   C6A   C  0  1  Y  N  N  19.866  77.343   9.539  -4.692   1.875   0.108  C6A   VNP  20  
VNP  N1A   N1A   N  0  1  Y  N  N  18.612  77.295   9.948  -5.691   2.245  -0.681  N1A   VNP  21  
VNP  C2A   C2A   C  0  1  Y  N  N  17.620  77.774   9.185  -6.757   1.485  -0.827  C2A   VNP  22  
VNP  CM2   CM2   C  0  1  N  N  N  16.181  77.737   9.705  -7.867   1.949  -1.735  CM2   VNP  23  
VNP  N3A   N3A   N  0  1  Y  N  N  17.889  78.306   7.985  -6.880   0.332  -0.202  N3A   VNP  24  
VNP  C4A   C4A   C  0  1  Y  N  N  19.149  78.376   7.530  -5.918  -0.110   0.603  C4A   VNP  25  
VNP  N4A   N4A   N  0  1  N  N  N  19.374  78.916   6.335  -6.049  -1.325   1.255  N4A   VNP  26  
VNP  H2G   H2G   H  0  1  N  N  N  30.849  74.713   6.214   6.696   1.810  -1.167  H2G   VNP  27  
VNP  H1G   H1G   H  0  1  N  N  N  29.501  75.061   9.319   6.829   2.556   1.898  H1G   VNP  28  
VNP  H3B   H3B   H  0  1  N  N  N  28.716  73.110   6.571   3.565   0.953   0.852  H3B   VNP  29  
VNP  H1B   H1B   H  0  1  N  N  N  29.427  74.956   3.506   4.928   0.250  -2.650  H1B   VNP  30  
VNP  H71   H71   H  0  1  N  N  N  25.329  74.462   5.168   1.543  -1.799   0.028  H71   VNP  31  
VNP  H72   H72   H  0  1  N  N  N  25.650  75.699   6.391   1.347  -0.046   0.265  H72   VNP  32  
VNP  H121  H121  H  0  0  N  N  N  25.429  77.460   4.592   0.003   0.085  -1.814  H121  VNP  33  
VNP  H122  H122  H  0  0  N  N  N  24.897  76.071   3.471   0.199  -1.668  -2.051  H122  VNP  34  
VNP  HM41  HM41  H  0  0  N  N  N  24.361  78.585   7.627  -2.074   1.676  -0.776  HM41  VNP  35  
VNP  HM42  HM42  H  0  0  N  N  N  25.071  78.632   5.978  -1.814   1.795   0.981  HM42  VNP  36  
VNP  HM43  HM43  H  0  0  N  N  N  23.650  79.658   6.374  -0.445   1.440  -0.099  HM43  VNP  37  
VNP  H9    H9    H  0  1  N  N  N  20.460  75.838   6.721  -3.659  -2.477   1.550  H9    VNP  38  
VNP  H7A1  H7A1  H  0  0  N  N  N  22.252  77.604   8.853  -4.082  -0.320   2.541  H7A1  VNP  39  
VNP  H7A2  H7A2  H  0  0  N  N  N  21.909  79.050   7.779  -3.105   1.083   2.046  H7A2  VNP  40  
VNP  H6A   H6A   H  0  1  N  N  N  20.647  76.948  10.172  -3.822   2.505   0.221  H6A   VNP  41  
VNP  HM21  HM21  H  0  0  N  N  N  16.188  77.728  10.805  -7.687   1.583  -2.746  HM21  VNP  42  
VNP  HM22  HM22  H  0  0  N  N  N  15.640  78.626   9.349  -8.819   1.560  -1.372  HM22  VNP  43  
VNP  HM23  HM23  H  0  0  N  N  N  15.681  76.830   9.335  -7.899   3.038  -1.743  HM23  VNP  44  
VNP  H4A1  H4A1  H  0  0  N  N  N  19.430  79.910   6.423  -5.344  -1.638   1.843  H4A1  VNP  45  
VNP  H4A2  H4A2  H  0  0  N  N  N  20.235  78.565   5.967  -6.845  -1.863   1.123  H4A2  VNP  46  
#   #
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
VNP  O2G  PG    SING  N  N   1  
VNP  O2G  H2G   SING  N  N   2  
VNP  PG   O3G   DOUB  N  N   3  
VNP  PG   O1G   SING  N  N   4  
VNP  PG   N3B   SING  N  N   5  
VNP  O1G  H1G   SING  N  N   6  
VNP  N3B  PB    SING  N  N   7  
VNP  N3B  H3B   SING  N  N   8  
VNP  PB   O2B   DOUB  N  N   9  
VNP  PB   O1B   SING  N  N  10  
VNP  PB   O1    SING  N  N  11  
VNP  O1B  H1B   SING  N  N  12  
VNP  O1   C7    SING  N  N  13  
VNP  C7   C12   SING  N  N  14  
VNP  C7   H71   SING  N  N  15  
VNP  C7   H72   SING  N  N  16  
VNP  C12  C11   SING  N  N  17  
VNP  C12  H121  SING  N  N  18  
VNP  C12  H122  SING  N  N  19  
VNP  C11  C10   DOUB  Y  N  20  
VNP  C11  S1    SING  Y  N  21  
VNP  C10  CM4   SING  N  N  22  
VNP  C10  N5    SING  Y  N  23  
VNP  CM4  HM41  SING  N  N  24  
VNP  CM4  HM42  SING  N  N  25  
VNP  CM4  HM43  SING  N  N  26  
VNP  S1   C9    SING  Y  N  27  
VNP  C9   N5    DOUB  Y  N  28  
VNP  C9   H9    SING  N  N  29  
VNP  N5   C7A   SING  N  N  30  
VNP  C7A  C5A   SING  N  N  31  
VNP  C7A  H7A1  SING  N  N  32  
VNP  C7A  H7A2  SING  N  N  33  
VNP  C5A  C6A   DOUB  Y  N  34  
VNP  C5A  C4A   SING  Y  N  35  
VNP  C6A  N1A   SING  Y  N  36  
VNP  C6A  H6A   SING  N  N  37  
VNP  N1A  C2A   DOUB  Y  N  38  
VNP  C2A  CM2   SING  N  N  39  
VNP  C2A  N3A   SING  Y  N  40  
VNP  CM2  HM21  SING  N  N  41  
VNP  CM2  HM22  SING  N  N  42  
VNP  CM2  HM23  SING  N  N  43  
VNP  N3A  C4A   DOUB  Y  N  44  
VNP  C4A  N4A   SING  N  N  45  
VNP  N4A  H4A1  SING  N  N  46  
VNP  N4A  H4A2  SING  N  N  47  
#   #
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
VNP  SMILES            ACDLabs               10.04  "O=P(O)(O)NP(=O)(O)OCCc1sc[n+](c1C)Cc2c(nc(nc2)C)N"  
VNP  SMILES_CANONICAL  CACTVS                3.341  "Cc1ncc(C[n+]2csc(CCO[P@](O)(=O)N[P](O)(O)=O)c2C)c(N)n1"  
VNP  SMILES            CACTVS                3.341  "Cc1ncc(C[n+]2csc(CCO[P](O)(=O)N[P](O)(O)=O)c2C)c(N)n1"  
VNP  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO[P@](=O)(NP(=O)(O)O)O"  
VNP  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCOP(=O)(NP(=O)(O)O)O"  
VNP  InChI             InChI                 1.03   "InChI=1S/C12H19N5O6P2S/c1-8-11(3-4-23-25(21,22)16-24(18,19)20)26-7-17(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,16,18,19,20,21,22)/p+1"  
VNP  InChIKey          InChI                 1.03   LWNISHVQCROCTL-UHFFFAOYSA-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
VNP  "SYSTEMATIC NAME"  ACDLabs               10.04  "3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium"  
VNP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "[[2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethoxy-hydroxy-phosphoryl]amino]phosphonic 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
VNP  "Create component"   2006-03-14  RCSB  
VNP  "Modify descriptor"  2011-06-04  RCSB  
VNP  "Modify synonyms"    2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  VNP  THIAMIN-PNP                                                                                                                                         ?  ?  
2  VNP  "[2-[3-[(4-AMINO-2-METHYL-PYRIMIDIN-5-YL)METHYL]-4-METHYL-1-THIA-3-AZON IACYCLOPENTA-2,4-DIEN-5-YL]ETHOXY-HYDROXY-PHOSPHORYL]AMINOPHOSPHONIC ACID"  ?  ?  
##
