data_O1G
#

_chem_comp.id                                   O1G
_chem_comp.name                                 
;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco
 pyranose
;

_chem_comp.type                                 "D-saccharide, alpha linking"
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C14 H22 N2 O13 P2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco
 se;
3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-D-glucose;
3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-glucose
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-04-10
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       488.278
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O1G
_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       4K2M
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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  O1G  
;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco
 se
;
  PDB  ?  
2  O1G  "3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-D-glucose"  PDB  ?  
3  O1G  "3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-glucose"  PDB  ?  
#   #
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
O1G  P      P      P  0  1  N  N  N   6.759   0.673  18.975   5.837   2.599  -0.255  P      O1G   1  
O1G  C3A    C3     C  0  1  Y  N  N   6.368   1.830  13.295   2.476  -2.784  -0.388  C3A    O1G   2  
O1G  O3     O3     O  0  1  N  N  N   5.692   0.987  12.478   1.301  -3.439  -0.206  O3     O1G   3  
O1G  C1     "C1'"  C  0  1  N  N  S   0.935  -1.343  14.266  -2.673  -0.252   2.672  C1     O1G   4  
O1G  "N1'"  "N1'"  N  0  1  Y  N  N   7.859   3.631  13.654   4.748  -2.835  -0.994  "N1'"  O1G   5  
O1G  C2     "C2'"  C  0  1  N  N  R   2.192  -0.559  13.881  -1.408  -1.008   2.256  C2     O1G   6  
O1G  O2     "O2'"  O  0  1  N  N  N   2.461  -0.996  12.506  -0.398  -0.834   3.251  O2     O1G   7  
O1G  C9A    C9A    C  0  1  Y  N  N   7.211   2.828  12.795   3.607  -3.467  -0.812  C9A    O1G   8  
O1G  C2A    C2A    C  0  1  N  N  N   7.443   3.041  11.309   3.529  -4.950  -1.066  C2A    O1G   9  
O1G  C3     "C3'"  C  0  1  N  N  S   3.394  -0.827  14.803  -0.909  -0.455   0.917  C3     O1G  10  
O1G  "N3'"  "N3'"  N  0  1  N  N  N   4.379   0.205  14.433   0.257  -1.223   0.474  "N3'"  O1G  11  
O1G  O1     O3B    O  0  1  N  Y  N   1.074  -2.745  13.988  -2.361   1.129   2.863  O1     O1G  12  
O1G  C4     "C4'"  C  0  1  N  N  S   3.004  -0.788  16.294  -2.028  -0.576  -0.122  C4     O1G  13  
O1G  O4     "O4'"  O  0  1  N  N  N   4.096  -1.511  16.896  -1.598   0.003  -1.356  O4     O1G  14  
O1G  C4A    C4A    C  0  1  Y  N  N   6.199   1.672  14.659   2.566  -1.402  -0.155  C4A    O1G  15  
O1G  C4B    C4B    C  0  1  N  N  N   5.294   0.644  15.213   1.391  -0.628   0.291  C4B    O1G  16  
O1G  C5     "C5'"  C  0  1  N  N  R   1.768  -1.666  16.486  -3.268   0.163   0.386  C5     O1G  17  
O1G  O5     "O5'"  O  0  1  N  N  N   0.678  -1.218  15.671  -3.661  -0.380   1.648  O5     O1G  18  
O1G  C5A    C5A    C  0  1  Y  N  N   6.879   2.522  15.527   3.803  -0.779  -0.358  C5A    O1G  19  
O1G  C5T    C5T    C  0  1  N  N  N   6.811   2.504  17.063   3.961   0.701  -0.124  C5T    O1G  20  
O1G  C6     "C6'"  C  0  1  N  N  N   1.156  -1.563  17.855  -4.409  -0.004  -0.620  C6     O1G  21  
O1G  C6A    C6A    C  0  1  Y  N  N   7.701   3.501  14.990   4.876  -1.541  -0.775  C6A    O1G  22  
O1G  OP1    OP1    O  0  1  N  N  N   6.724   1.882  19.885   7.360   2.689  -0.769  OP1    O1G  23  
O1G  OP2    OP2    O  0  1  N  N  N   7.789  -0.330  19.375   5.765   3.047   1.290  OP2    O1G  24  
O1G  OP3    OP3    O  0  1  N  N  N   5.343   0.111  18.711   4.988   3.498  -1.068  OP3    O1G  25  
O1G  OP4    OP4    O  0  1  N  N  N   7.325   1.241  17.545   5.310   1.085  -0.400  OP4    O1G  26  
O1G  O6     OP5    O  0  1  N  N  N   0.203  -2.513  18.148  -5.529   0.780  -0.204  O6     O1G  27  
O1G  "P'"   "P'"   P  0  1  N  N  N   0.035  -3.073  19.646  -6.910   0.843  -1.029  "P'"   O1G  28  
O1G  OP6    OP6    O  0  1  N  N  N   1.346  -3.755  19.975  -7.987   1.713  -0.207  OP6    O1G  29  
O1G  OP7    OP7    O  0  1  N  N  N  -0.296  -1.916  20.561  -6.648   1.528  -2.463  OP7    O1G  30  
O1G  OP8    OP8    O  0  1  N  N  N  -1.129  -4.055  19.487  -7.430  -0.529  -1.225  OP8    O1G  31  
O1G  H1A    H1     H  0  1  N  N  N   5.176   0.384  13.001   0.743  -3.474  -0.995  H1A    O1G  32  
O1G  H1     H2     H  0  1  N  N  N   0.086  -0.936  13.697  -3.057  -0.670   3.602  H1     O1G  33  
O1G  H2     H3     H  0  1  N  N  N   1.963   0.517  13.895  -1.637  -2.069   2.149  H2     O1G  34  
O1G  HO2    H4     H  0  1  N  Y  N   3.236  -0.555  12.179  -0.649  -1.158   4.127  HO2    O1G  35  
O1G  H5A    H5     H  0  1  N  N  N   8.149   3.871  11.163   3.253  -5.127  -2.106  H5A    O1G  36  
O1G  H6     H6     H  0  1  N  N  N   7.860   2.124  10.868   4.499  -5.405  -0.866  H6     O1G  37  
O1G  H7     H7     H  0  1  N  N  N   6.488   3.282  10.820   2.778  -5.392  -0.411  H7     O1G  38  
O1G  H3     H8     H  0  1  N  N  N   3.800  -1.823  14.572  -0.634   0.593   1.036  H3     O1G  39  
O1G  HO1    H9     H  0  1  N  Y  N   0.278  -3.198  14.239  -3.118   1.670   3.128  HO1    O1G  40  
O1G  H4     H10    H  0  1  N  N  N   2.869   0.235  16.674  -2.268  -1.628  -0.277  H4     O1G  41  
O1G  HO4    H11    H  0  1  N  Y  N   4.535  -0.954  17.528  -2.259  -0.039  -2.061  HO4    O1G  42  
O1G  H12    H12    H  0  1  N  N  N   5.399   0.281  16.225   1.478   0.434   0.465  H12    O1G  43  
O1G  H5     H13    H  0  1  N  N  N   2.021  -2.714  16.265  -3.038   1.222   0.502  H5     O1G  44  
O1G  H14    H14    H  0  1  N  N  N   7.418   3.327  17.468   3.286   1.247  -0.783  H14    O1G  45  
O1G  H15    H15    H  0  1  N  N  N   5.767   2.624  17.387   3.723   0.932   0.914  H15    O1G  46  
O1G  H61    H16    H  0  1  N  N  N   1.964  -1.653  18.596  -4.078   0.327  -1.604  H61    O1G  47  
O1G  H62    H17    H  0  1  N  N  N   0.686  -0.572  17.943  -4.699  -1.054  -0.669  H62    O1G  48  
O1G  H18    H18    H  0  1  N  N  N   8.226   4.173  15.653   5.832  -1.066  -0.938  H18    O1G  49  
O1G  H19    H19    H  0  1  N  N  N   5.825   2.071  20.127   7.744   3.575  -0.710  H19    O1G  50  
O1G  H20    H20    H  0  1  N  N  N   7.395  -1.194  19.406   6.299   2.501   1.883  H20    O1G  51  
O1G  H21    H21    H  0  1  N  N  N   1.211  -4.694  20.026  -8.845   1.793  -0.646  H21    O1G  52  
O1G  H22    H22    H  0  1  N  N  N  -1.186  -2.008  20.880  -6.306   2.431  -2.411  H22    O1G  53  
#   #
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
O1G  C2A    C9A    SING  N  N   1  
O1G  O3     C3A    SING  N  N   2  
O1G  O2     C2     SING  N  N   3  
O1G  C9A    C3A    DOUB  Y  N   4  
O1G  C9A    "N1'"  SING  Y  N   5  
O1G  C3A    C4A    SING  Y  N   6  
O1G  "N1'"  C6A    DOUB  Y  N   7  
O1G  C2     C1     SING  N  N   8  
O1G  C2     C3     SING  N  N   9  
O1G  O1     C1     SING  N  N  10  
O1G  C1     O5     SING  N  N  11  
O1G  "N3'"  C3     SING  N  N  12  
O1G  "N3'"  C4B    DOUB  N  N  13  
O1G  C4A    C4B    SING  N  N  14  
O1G  C4A    C5A    DOUB  Y  N  15  
O1G  C3     C4     SING  N  N  16  
O1G  C6A    C5A    SING  Y  N  17  
O1G  C5A    C5T    SING  N  N  18  
O1G  O5     C5     SING  N  N  19  
O1G  C4     C5     SING  N  N  20  
O1G  C4     O4     SING  N  N  21  
O1G  C5     C6     SING  N  N  22  
O1G  C5T    OP4    SING  N  N  23  
O1G  OP4    P      SING  N  N  24  
O1G  C6     O6     SING  N  N  25  
O1G  O6     "P'"   SING  N  N  26  
O1G  OP3    P      DOUB  N  N  27  
O1G  P      OP2    SING  N  N  28  
O1G  P      OP1    SING  N  N  29  
O1G  OP8    "P'"   DOUB  N  N  30  
O1G  "P'"   OP6    SING  N  N  31  
O1G  "P'"   OP7    SING  N  N  32  
O1G  O3     H1A    SING  N  N  33  
O1G  C1     H1     SING  N  N  34  
O1G  C2     H2     SING  N  N  35  
O1G  O2     HO2    SING  N  N  36  
O1G  C2A    H5A    SING  N  N  37  
O1G  C2A    H6     SING  N  N  38  
O1G  C2A    H7     SING  N  N  39  
O1G  C3     H3     SING  N  N  40  
O1G  O1     HO1    SING  N  N  41  
O1G  C4     H4     SING  N  N  42  
O1G  O4     HO4    SING  N  N  43  
O1G  C4B    H12    SING  N  N  44  
O1G  C5     H5     SING  N  N  45  
O1G  C5T    H14    SING  N  N  46  
O1G  C5T    H15    SING  N  N  47  
O1G  C6     H61    SING  N  N  48  
O1G  C6     H62    SING  N  N  49  
O1G  C6A    H18    SING  N  N  50  
O1G  OP1    H19    SING  N  N  51  
O1G  OP2    H20    SING  N  N  52  
O1G  OP6    H21    SING  N  N  53  
O1G  OP7    H22    SING  N  N  54  
#   #
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
O1G  SMILES            ACDLabs               12.01  "O=P(O)(O)OCc1cnc(c(O)c1/C=N/C2C(O)C(OC(O)C2O)COP(=O)(O)O)C"  
O1G  InChI             InChI                 1.03   "InChI=1S/C14H22N2O13P2/c1-6-11(17)8(7(2-15-6)4-27-30(21,22)23)3-16-10-12(18)9(5-28-31(24,25)26)29-14(20)13(10)19/h2-3,9-10,12-14,17-20H,4-5H2,1H3,(H2,21,22,23)(H2,24,25,26)/b16-3+/t9-,10+,12-,13-,14+/m1/s1"  
O1G  InChIKey          InChI                 1.03   QZSIYKBKRPMGJB-ZKLPQXMUSA-N  
O1G  SMILES_CANONICAL  CACTVS                3.370  "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H]2[C@@H](O)[C@@H](O)O[C@H](CO[P](O)(O)=O)[C@H]2O)c1O"  
O1G  SMILES            CACTVS                3.370  "Cc1ncc(CO[P](O)(O)=O)c(C=N[CH]2[CH](O)[CH](O)O[CH](CO[P](O)(O)=O)[CH]2O)c1O"  
O1G  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O)O)COP(=O)(O)O)O)O"  
O1G  SMILES            "OpenEye OEToolkits"  1.7.6  "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC2C(C(OC(C2O)O)COP(=O)(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
O1G  "SYSTEMATIC NAME"  ACDLabs               12.01  
;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco
pyranose
;
  
O1G  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  
;[(2R,3S,4S,5R,6S)-4-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3,5,6-tris(oxidanyl)
oxan-2-yl]methyl dihydrogen phosphate
;
  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
O1G  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
O1G  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
O1G  "CARBOHYDRATE ANOMER"                  alpha     PDB  ?  
O1G  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  aldose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
O1G  "Create component"          2013-04-10  RCSB  
O1G  "Modify formula"            2013-04-10  RCSB  
O1G  "Initial release"           2013-10-16  RCSB  
O1G  "Other modification"        2020-07-03  RCSB  
O1G  "Modify name"               2020-07-17  RCSB  
O1G  "Modify synonyms"           2020-07-17  RCSB  
O1G  "Modify internal type"      2020-07-17  RCSB  
O1G  "Modify linking type"       2020-07-17  RCSB  
O1G  "Modify atom id"            2020-07-17  RCSB  
O1G  "Modify component atom id"  2020-07-17  RCSB  
O1G  "Modify leaving atom flag"  2020-07-17  RCSB  
##
