data_GDX
# 
_chem_comp.id                                    GDX 
_chem_comp.name                                  
;GUANOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'-D-MANNOPYRANOSYL ESTER
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H23 N5 O17 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        619.325 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GDX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MFZ 
_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 
GDX N2     N2     N 0 1 N N N 119.279 139.922 178.503 -0.951 2.170  9.514  N2     GDX 1  
GDX C2     C2     C 0 1 Y N N 119.454 139.911 179.862 -1.392 1.301  8.547  C2     GDX 2  
GDX N1     N1     N 0 1 Y N N 118.488 139.357 180.644 -2.583 0.662  8.726  N1     GDX 3  
GDX N3     N3     N 0 1 Y N N 120.573 140.448 180.386 -0.652 1.105  7.479  N3     GDX 4  
GDX C4     C4     C 0 1 Y N N 120.786 140.447 181.702 -1.043 0.268  6.511  C4     GDX 5  
GDX C5     C5     C 0 1 Y N N 119.786 139.868 182.605 -2.259 -0.413 6.633  C5     GDX 6  
GDX C6     C6     C 0 1 Y N N 118.580 139.298 181.989 -3.045 -0.193 7.788  C6     GDX 7  
GDX O6     O6     O 0 1 N N N 117.691 138.794 182.719 -4.112 -0.766 7.936  O6     GDX 8  
GDX N7     N7     N 0 1 Y N N 120.226 139.997 183.861 -2.401 -1.182 5.526  N7     GDX 9  
GDX C8     C8     C 0 1 Y N N 121.431 140.616 183.829 -1.370 -1.017 4.751  C8     GDX 10 
GDX N9     N9     N 0 1 Y N N 121.701 140.870 182.556 -0.503 -0.129 5.318  N9     GDX 11 
GDX C1D    C1*    C 0 1 N N R 122.933 141.296 182.215 0.772  0.317  4.753  C1D    GDX 12 
GDX C2D    C2*    C 0 1 N N R 123.297 142.504 182.621 1.913  -0.630 5.184  C2D    GDX 13 
GDX O2D    O2*    O 0 1 N N N 122.674 143.342 181.957 2.631  -0.087 6.294  O2D    GDX 14 
GDX C3D    C3*    C 0 1 N N S 124.650 142.600 182.573 2.823  -0.710 3.936  C3D    GDX 15 
GDX O3D    O3*    O 0 1 N N N 125.130 143.182 181.325 4.131  -0.217 4.236  O3D    GDX 16 
GDX C4D    C4*    C 0 1 N N R 125.179 141.382 182.639 2.126  0.201  2.902  C4D    GDX 17 
GDX O4D    O4*    O 0 1 N N N 124.094 140.460 182.387 0.741  0.230  3.311  O4D    GDX 18 
GDX C5D    C5*    C 0 1 N N N 125.786 141.120 184.000 2.253  -0.388 1.496  C5D    GDX 19 
GDX O5D    O5*    O 0 1 N N N 125.126 141.892 184.999 1.540  0.432  0.569  O5D    GDX 20 
GDX PA     PA     P 0 1 N N S 125.167 141.534 186.574 1.716  -0.243 -0.881 PA     GDX 21 
GDX O1A    O1A    O 0 1 N N N 125.777 140.162 186.789 1.160  -1.615 -0.857 O1A    GDX 22 
GDX O2A    O2A    O 0 1 N N N 123.790 141.868 187.106 3.280  -0.305 -1.258 O2A    GDX 23 
GDX O3A    O3A    O 0 1 N N N 126.172 142.624 187.160 0.933  0.633  -1.980 O3A    GDX 24 
GDX PB     PB     P 0 1 N N S 127.708 142.262 187.364 1.151  -0.096 -3.399 PB     GDX 25 
GDX O2B    O2B    O 0 1 N N N 128.428 143.468 187.906 0.555  -1.590 -3.331 O2B    GDX 26 
GDX O3B    O3B    O 0 1 N N N 128.303 141.909 186.038 2.597  -0.155 -3.707 O3B    GDX 27 
GDX O1B    O1B    O 0 1 N N N 127.837 141.046 188.423 0.390  0.732  -4.551 O1B    GDX 28 
GDX "C1'"  "C1'"  C 0 1 N N R 128.322 139.824 187.802 0.620  0.038  -5.779 "C1'"  GDX 29 
GDX "O5'"  "O5'"  O 0 1 N N N 129.770 139.894 187.834 -0.412 -0.925 -5.979 "O5'"  GDX 30 
GDX "C5'"  "C5'"  C 0 1 N N S 130.245 139.732 189.204 -1.662 -0.251 -5.852 "C5'"  GDX 31 
GDX "C6'"  "C6'"  C 0 1 N N N 131.574 139.544 189.169 -2.780 -1.261 -5.869 "C6'"  GDX 32 
GDX O6A    O6A    O 0 1 N Y N 132.043 138.630 188.508 -2.529 -2.438 -5.979 O6A    GDX 33 
GDX O6B    O6B    O 0 1 N N N 132.345 140.275 189.778 -4.055 -0.854 -5.763 O6B    GDX 34 
GDX "C2'"  "C2'"  C 0 1 N N S 127.879 138.748 188.474 0.623  1.040  -6.936 "C2'"  GDX 35 
GDX "O2'"  "O2'"  O 0 1 N N N 128.216 137.705 187.910 0.822  0.347  -8.170 "O2'"  GDX 36 
GDX "C3'"  "C3'"  C 0 1 N N S 128.296 138.759 189.756 -0.722 1.770  -6.971 "C3'"  GDX 37 
GDX "O3'"  "O3'"  O 0 1 N N N 127.755 137.840 190.393 -0.792 2.599  -8.132 "O3'"  GDX 38 
GDX "C4'"  "C4'"  C 0 1 N N S 129.647 138.685 189.805 -1.844 0.726  -7.015 "C4'"  GDX 39 
GDX "O4'"  "O4'"  O 0 1 N N N 130.058 138.585 190.961 -3.110 1.378  -6.898 "O4'"  GDX 40 
GDX HN21   1HN2   H 0 0 N N N 120.003 140.337 177.916 -0.104 2.629  9.403  HN21   GDX 41 
GDX HN22   2HN2   H 0 0 N N N 118.386 140.367 178.289 -1.488 2.328  10.306 HN22   GDX 42 
GDX HN1    HN1    H 0 1 N N N 117.655 138.967 180.201 -3.105 0.829  9.526  HN1    GDX 43 
GDX H8     H8     H 0 1 N N N 122.077 140.868 184.686 -1.222 -1.509 3.801  H8     GDX 44 
GDX "H1'"  H1*    H 0 1 N N N 122.668 141.271 181.132 0.988  1.339  5.066  "H1'"  GDX 45 
GDX "H2'"  H2*    H 0 1 N N N 123.031 142.702 183.685 1.516  -1.615 5.431  "H2'"  GDX 46 
GDX HO2A   *HO2   H 0 0 N N N 122.934 144.207 182.248 3.364  -0.692 6.475  HO2A   GDX 47 
GDX "H3'"  H3*    H 0 1 N N N 124.949 143.251 183.427 2.878  -1.734 3.566  "H3'"  GDX 48 
GDX HO3A   *HO3   H 0 0 N N N 126.077 143.249 181.291 4.516  -0.823 4.884  HO3A   GDX 49 
GDX "H4'"  H4*    H 0 1 N N N 126.001 141.266 181.895 2.552  1.204  2.932  "H4'"  GDX 50 
GDX "H5'2" 2H5*   H 0 0 N N N 125.788 140.033 184.250 3.305  -0.427 1.213  "H5'2" GDX 51 
GDX "H5'1" 1H5*   H 0 0 N N N 126.887 141.293 184.002 1.836  -1.395 1.485  "H5'1" GDX 52 
GDX HOA2   2HOA   H 0 0 N N N 123.814 141.657 188.032 3.603  0.605  -1.263 HOA2   GDX 53 
GDX HOB2   2HOB   H 0 0 N N N 129.345 143.251 188.027 -0.386 -1.506 -3.129 HOB2   GDX 54 
GDX "HC1'" "HC1'" H 0 0 N N N 127.952 139.727 186.754 1.584  -0.466 -5.735 "HC1'" GDX 55 
GDX "HC5'" "HC5'" H 0 0 N N N 129.995 140.645 189.792 -1.684 0.297  -4.910 "HC5'" GDX 56 
GDX HO6B   HO6B   H 0 0 N N N 133.285 140.142 189.753 -4.772 -1.502 -5.774 HO6B   GDX 57 
GDX "HC2'" "HC2'" H 0 0 N N N 126.765 138.793 188.482 1.426  1.762  -6.790 "HC2'" GDX 58 
GDX "HO2'" "HO2'" H 0 0 N N N 127.902 136.944 188.385 1.679  -0.097 -8.105 "HO2'" GDX 59 
GDX "HC3'" "HC3'" H 0 0 N N N 127.993 139.718 190.236 -0.829 2.383  -6.076 "HC3'" GDX 60 
GDX "HO3'" "HO3'" H 0 0 N N N 128.048 137.847 191.296 -0.070 3.239  -8.063 "HO3'" GDX 61 
GDX "HC4'" "HC4'" H 0 0 N N N 129.917 137.761 189.242 -1.799 0.183  -7.959 "HC4'" GDX 62 
GDX "HO4'" "HO4'" H 0 0 N N N 129.636 137.846 191.384 -3.785 0.685  -6.924 "HO4'" GDX 63 
# 
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 
GDX N2    C2     SING N N 1  
GDX N2    HN21   SING N N 2  
GDX N2    HN22   SING N N 3  
GDX C2    N1     SING Y N 4  
GDX C2    N3     DOUB Y N 5  
GDX N1    C6     SING Y N 6  
GDX N1    HN1    SING N N 7  
GDX N3    C4     SING Y N 8  
GDX C4    C5     DOUB Y N 9  
GDX C4    N9     SING Y N 10 
GDX C5    C6     SING Y N 11 
GDX C5    N7     SING Y N 12 
GDX C6    O6     DOUB N N 13 
GDX N7    C8     DOUB Y N 14 
GDX C8    N9     SING Y N 15 
GDX C8    H8     SING N N 16 
GDX N9    C1D    SING N N 17 
GDX C1D   C2D    SING N N 18 
GDX C1D   O4D    SING N N 19 
GDX C1D   "H1'"  SING N N 20 
GDX C2D   O2D    SING N N 21 
GDX C2D   C3D    SING N N 22 
GDX C2D   "H2'"  SING N N 23 
GDX O2D   HO2A   SING N N 24 
GDX C3D   O3D    SING N N 25 
GDX C3D   C4D    SING N N 26 
GDX C3D   "H3'"  SING N N 27 
GDX O3D   HO3A   SING N N 28 
GDX C4D   O4D    SING N N 29 
GDX C4D   C5D    SING N N 30 
GDX C4D   "H4'"  SING N N 31 
GDX C5D   O5D    SING N N 32 
GDX C5D   "H5'2" SING N N 33 
GDX C5D   "H5'1" SING N N 34 
GDX O5D   PA     SING N N 35 
GDX PA    O1A    DOUB N N 36 
GDX PA    O2A    SING N N 37 
GDX PA    O3A    SING N N 38 
GDX O2A   HOA2   SING N N 39 
GDX O3A   PB     SING N N 40 
GDX PB    O2B    SING N N 41 
GDX PB    O3B    DOUB N N 42 
GDX PB    O1B    SING N N 43 
GDX O2B   HOB2   SING N N 44 
GDX O1B   "C1'"  SING N N 45 
GDX "C1'" "O5'"  SING N N 46 
GDX "C1'" "C2'"  SING N N 47 
GDX "C1'" "HC1'" SING N N 48 
GDX "O5'" "C5'"  SING N N 49 
GDX "C5'" "C6'"  SING N N 50 
GDX "C5'" "C4'"  SING N N 51 
GDX "C5'" "HC5'" SING N N 52 
GDX "C6'" O6A    DOUB N N 53 
GDX "C6'" O6B    SING N N 54 
GDX O6B   HO6B   SING N N 55 
GDX "C2'" "O2'"  SING N N 56 
GDX "C2'" "C3'"  SING N N 57 
GDX "C2'" "HC2'" SING N N 58 
GDX "O2'" "HO2'" SING N N 59 
GDX "C3'" "O3'"  SING N N 60 
GDX "C3'" "C4'"  SING N N 61 
GDX "C3'" "HC3'" SING N N 62 
GDX "O3'" "HO3'" SING N N 63 
GDX "C4'" "O4'"  SING N N 64 
GDX "C4'" "HC4'" SING N N 65 
GDX "O4'" "HO4'" SING N N 66 
# 
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 
GDX SMILES           ACDLabs              10.04 O=C(O)C4OC(OP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O)C(O)C(O)C4O 
GDX InChI            InChI                1.02b 
;InChI=1/C16H23N5O17P2/c17-16-19-11-4(12(27)20-16)18-2-21(11)13-8(25)5(22)3(35-13)1-34-39(30,31)38-40(32,33)37-15-9(26)6(23)7(24)10(36-15)14(28)29/h2-3,5-10,13,15,22-26H,1H2,(H,28,29)(H,30,31)(H,32,33)(H3,17,19,20,27)/t3-,5-,6+,7+,8-,9+,10+,13-,15-/m1/s1/f/h20,28,30,32H,17H2
;
GDX InChIKey         InChI                1.02b DNBSDUDYNPJVCN-YINXWJOYDH 
GDX SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@@H]4O)C(O)=O)[C@@H](O)[C@H]3O 
GDX SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH]([CH](O)[CH](O)[CH]4O)C(O)=O)[CH](O)[CH]3O 
GDX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O)N=C(NC2=O)N 
GDX SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)N=C(NC2=O)N 
# 
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 
GDX "SYSTEMATIC NAME" ACDLabs              10.04 
;(2S,3S,4S,5S,6R)-6-{[(S)-{[(S)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)
;
GDX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4S,5S,6R)-6-[[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid" 
# 
