data_MGD
# 
_chem_comp.id                                    MGD 
_chem_comp.name                                  "2-AMINO-5,6-DIMERCAPTO-7-METHYL-3,7,8A,9-TETRAHYDRO-8-OXA-1,3,9,10-TETRAAZA-ANTHRACEN-4-ONE GUANOSINE DINUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H26 N10 O13 P2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MOLYBDOPTERIN GUANOSINE DINUCLEOTIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        740.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MGD 
_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        1AA6 
_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 
MGD PB     PB     P 0 1 N N R 76.024 41.615 32.763 -0.098 1.311  -1.069  PB     MGD 1  
MGD O1B    O1B    O 0 1 N N N 74.800 41.012 33.335 0.513  2.551  -0.541  O1B    MGD 2  
MGD O2B    O2B    O 0 1 N N N 76.113 41.838 31.285 -1.630 1.598  -1.471  O2B    MGD 3  
MGD O3B    O3B    O 0 1 N N N 77.408 40.855 33.124 -0.044 0.163  0.058   O3B    MGD 4  
MGD O3A    O3A    O 0 1 N N N 77.488 38.506 32.888 -0.861 -0.387 2.495   O3A    MGD 5  
MGD PA     PA     P 0 1 N N S 77.853 39.635 34.007 -0.873 0.715  1.323   PA     MGD 6  
MGD O1A    O1A    O 0 1 N N N 79.306 39.702 34.233 -0.249 1.964  1.815   O1A    MGD 7  
MGD O2A    O2A    O 0 1 N N N 76.931 39.441 35.189 -2.392 1.012  0.881   O2A    MGD 8  
MGD "O5'"  "O5'"  O 0 1 N N N 76.425 42.939 33.641 0.715  0.823  -2.370  "O5'"  MGD 9  
MGD "C5'"  "C5'"  C 0 1 N N N 76.583 42.816 35.057 0.631  1.879  -3.329  "C5'"  MGD 10 
MGD "C4'"  "C4'"  C 0 1 N N R 75.969 43.939 35.880 1.388  1.478  -4.597  "C4'"  MGD 11 
MGD "O4'"  "O4'"  O 0 1 N N N 76.726 45.121 35.769 0.787  0.307  -5.175  "O4'"  MGD 12 
MGD "C3'"  "C3'"  C 0 1 N N S 74.551 44.309 35.448 1.298  2.607  -5.641  "C3'"  MGD 13 
MGD "O3'"  "O3'"  O 0 1 N N N 73.688 43.940 36.542 2.599  3.090  -5.980  "O3'"  MGD 14 
MGD "C2'"  "C2'"  C 0 1 N N R 74.599 45.870 35.239 0.633  1.932  -6.869  "C2'"  MGD 15 
MGD "O2'"  "O2'"  O 0 1 N N N 73.471 46.524 35.856 1.249  2.364  -8.084  "O2'"  MGD 16 
MGD "C1'"  "C1'"  C 0 1 N N R 75.849 46.215 36.034 0.918  0.431  -6.608  "C1'"  MGD 17 
MGD N9     N9     N 0 1 Y N N 76.474 47.493 35.621 -0.067 -0.411 -7.290  N9     MGD 18 
MGD C8     C8     C 0 1 Y N N 76.374 48.134 34.407 -1.291 -0.773 -6.808  C8     MGD 19 
MGD N7     N7     N 0 1 Y N N 77.100 49.214 34.337 -1.903 -1.523 -7.676  N7     MGD 20 
MGD C5     C5     C 0 1 Y N N 77.708 49.305 35.580 -1.111 -1.688 -8.764  C5     MGD 21 
MGD C6     C6     C 0 1 N N N 78.594 50.272 36.102 -1.250 -2.384 -9.987  C6     MGD 22 
MGD O6     O6     O 0 1 N N N 78.855 51.303 35.488 -2.263 -3.016 -10.235 O6     MGD 23 
MGD N1     N1     N 0 1 N N N 79.026 50.033 37.392 -0.232 -2.333 -10.874 N1     MGD 24 
MGD C2     C2     C 0 1 N N N 78.613 48.938 38.114 0.895  -1.623 -10.587 C2     MGD 25 
MGD N2     N2     N 0 1 N N N 79.060 48.762 39.332 1.914  -1.589 -11.506 N2     MGD 26 
MGD N3     N3     N 0 1 N N N 77.771 48.046 37.623 1.036  -0.972 -9.454  N3     MGD 27 
MGD C4     C4     C 0 1 Y N N 77.348 48.267 36.365 0.068  -0.973 -8.530  C4     MGD 28 
MGD C10    C10    C 0 1 N N N 78.150 38.282 31.647 -1.608 0.158  3.584   C10    MGD 29 
MGD C11    C11    C 0 1 N N R 78.391 36.768 31.609 -1.636 -0.846 4.738   C11    MGD 30 
MGD O11    O11    O 0 1 N N N 77.195 36.043 31.778 -0.297 -1.109 5.158   O11    MGD 31 
MGD C12    C12    C 0 1 N N N 79.090 36.395 30.337 -2.471 -0.282 5.854   C12    MGD 32 
MGD S12    S12    S 0 1 N N N 80.419 37.424 29.793 -3.976 0.546  5.464   S12    MGD 33 
MGD C13    C13    C 0 1 N N N 78.726 35.256 29.602 -2.111 -0.390 7.139   C13    MGD 34 
MGD S13    S13    S 0 1 N N N 79.582 34.826 28.123 -3.142 0.294  8.393   S13    MGD 35 
MGD C14    C14    C 0 1 N N R 77.596 34.379 30.087 -0.823 -1.091 7.493   C14    MGD 36 
MGD N15    N15    N 0 1 N N N 76.455 34.681 29.249 0.221  -0.081 7.729   N15    MGD 37 
MGD C16    C16    C 0 1 N N N 75.237 34.342 29.774 1.575  -0.474 7.687   C16    MGD 38 
MGD C17    C17    C 0 1 N N N 74.101 34.331 28.922 2.579  0.343  8.214   C17    MGD 39 
MGD O17    O17    O 0 1 N N N 74.181 34.641 27.714 2.304  1.417  8.728   O17    MGD 40 
MGD N18    N18    N 0 1 N N N 72.898 33.999 29.516 3.859  -0.082 8.147   N18    MGD 41 
MGD C19    C19    C 0 1 N N N 72.815 33.718 30.854 4.153  -1.277 7.567   C19    MGD 42 
MGD N19    N19    N 0 1 N N N 71.653 33.419 31.385 5.461  -1.686 7.503   N19    MGD 43 
MGD N20    N20    N 0 1 N N N 73.868 33.744 31.625 3.213  -2.053 7.070   N20    MGD 44 
MGD C21    C21    C 0 1 N N N 75.089 34.046 31.136 1.927  -1.688 7.113   C21    MGD 45 
MGD N22    N22    N 0 1 N N N 76.155 33.995 31.985 0.940  -2.511 6.595   N22    MGD 46 
MGD C23    C23    C 0 1 N N R 77.347 34.672 31.530 -0.384 -1.954 6.304   C23    MGD 47 
MGD HOB2   2HOB   H 0 0 N N N 76.898 42.225 30.917 -1.990 0.767  -1.809  HOB2   MGD 48 
MGD HOA2   2HOA   H 0 0 N N N 77.200 38.703 35.723 -2.761 0.175  0.568   HOA2   MGD 49 
MGD "H5'1" "1H5'" H 0 0 N N N 76.191 41.830 35.401 -0.413 2.065  -3.574  "H5'1" MGD 50 
MGD "H5'2" "2H5'" H 0 0 N N N 77.661 42.699 35.313 1.074  2.784  -2.913  "H5'2" MGD 51 
MGD "H4'"  "H4'"  H 0 1 N N N 75.954 43.542 36.921 2.433  1.278  -4.357  "H4'"  MGD 52 
MGD "H3'"  "H3'"  H 0 1 N N N 74.184 43.807 34.522 0.675  3.421  -5.269  "H3'"  MGD 53 
MGD "HO3'" "'HO3" H 0 0 N N N 72.806 44.170 36.273 2.480  3.749  -6.678  "HO3'" MGD 54 
MGD "H2'"  "H2'"  H 0 1 N N N 74.589 46.177 34.167 -0.439 2.126  -6.889  "H2'"  MGD 55 
MGD "HO2'" "'HO2" H 0 0 N N N 73.499 47.465 35.730 1.035  3.301  -8.188  "HO2'" MGD 56 
MGD "H1'"  "H1'"  H 0 1 N N N 75.614 46.358 37.114 1.928  0.171  -6.925  "H1'"  MGD 57 
MGD H8     H8     H 0 1 N N N 75.757 47.806 33.553 -1.692 -0.480 -5.849  H8     MGD 58 
MGD HN1    HN1    H 0 1 N N N 79.674 50.689 37.827 -0.303 -2.803 -11.720 HN1    MGD 59 
MGD HN21   1HN2   H 0 0 N N N 78.753 47.949 39.867 2.722  -1.089 -11.316 HN21   MGD 60 
MGD HN22   2HN2   H 0 0 N N N 78.863 49.602 39.875 1.824  -2.065 -12.347 HN22   MGD 61 
MGD H101   1H10   H 0 0 N N N 77.601 38.678 30.760 -2.628 0.364  3.258   H101   MGD 62 
MGD H102   2H10   H 0 0 N N N 79.071 38.893 31.505 -1.140 1.083  3.919   H102   MGD 63 
MGD H11    H11    H 0 1 N N N 79.048 36.495 32.467 -2.088 -1.774 4.390   H11    MGD 64 
MGD H12    H12    H 0 1 N N N 80.862 37.187 28.986 -4.446 0.772  6.704   H12    MGD 65 
MGD H13    H13    H 0 1 N N N 79.335 34.055 27.625 -3.329 -0.792 9.162   H13    MGD 66 
MGD H14    H14    H 0 1 N N N 77.824 33.290 30.013 -0.960 -1.709 8.381   H14    MGD 67 
MGD H15    H15    H 0 1 N N N 76.571 34.252 28.330 -0.017 0.840  7.912   H15    MGD 68 
MGD H18    H18    H 0 1 N N N 72.049 33.960 28.952 4.572  0.468  8.508   H18    MGD 69 
MGD H191   1H19   H 0 0 N N N 71.591 33.209 32.381 5.684  -2.538 7.095   H191   MGD 70 
MGD H192   2H19   H 0 0 N N N 71.249 32.640 30.864 6.164  -1.122 7.862   H192   MGD 71 
MGD H22    H22    H 0 1 N N N 76.371 33.025 32.215 1.124  -3.448 6.424   H22    MGD 72 
MGD H23    H23    H 0 1 N N N 78.242 34.306 32.084 -1.102 -2.756 6.132   H23    MGD 73 
# 
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 
MGD PB    O1B    DOUB N N 1  
MGD PB    O2B    SING N N 2  
MGD PB    O3B    SING N N 3  
MGD PB    "O5'"  SING N N 4  
MGD O2B   HOB2   SING N N 5  
MGD O3B   PA     SING N N 6  
MGD O3A   PA     SING N N 7  
MGD O3A   C10    SING N N 8  
MGD PA    O1A    DOUB N N 9  
MGD PA    O2A    SING N N 10 
MGD O2A   HOA2   SING N N 11 
MGD "O5'" "C5'"  SING N N 12 
MGD "C5'" "C4'"  SING N N 13 
MGD "C5'" "H5'1" SING N N 14 
MGD "C5'" "H5'2" SING N N 15 
MGD "C4'" "O4'"  SING N N 16 
MGD "C4'" "C3'"  SING N N 17 
MGD "C4'" "H4'"  SING N N 18 
MGD "O4'" "C1'"  SING N N 19 
MGD "C3'" "O3'"  SING N N 20 
MGD "C3'" "C2'"  SING N N 21 
MGD "C3'" "H3'"  SING N N 22 
MGD "O3'" "HO3'" SING N N 23 
MGD "C2'" "O2'"  SING N N 24 
MGD "C2'" "C1'"  SING N N 25 
MGD "C2'" "H2'"  SING N N 26 
MGD "O2'" "HO2'" SING N N 27 
MGD "C1'" N9     SING N N 28 
MGD "C1'" "H1'"  SING N N 29 
MGD N9    C8     SING Y N 30 
MGD N9    C4     SING Y N 31 
MGD C8    N7     DOUB Y N 32 
MGD C8    H8     SING N N 33 
MGD N7    C5     SING Y N 34 
MGD C5    C6     SING N N 35 
MGD C5    C4     DOUB Y N 36 
MGD C6    O6     DOUB N N 37 
MGD C6    N1     SING N N 38 
MGD N1    C2     SING N N 39 
MGD N1    HN1    SING N N 40 
MGD C2    N2     SING N N 41 
MGD C2    N3     DOUB N N 42 
MGD N2    HN21   SING N N 43 
MGD N2    HN22   SING N N 44 
MGD N3    C4     SING N N 45 
MGD C10   C11    SING N N 46 
MGD C10   H101   SING N N 47 
MGD C10   H102   SING N N 48 
MGD C11   O11    SING N N 49 
MGD C11   C12    SING N N 50 
MGD C11   H11    SING N N 51 
MGD O11   C23    SING N N 52 
MGD C12   S12    SING N N 53 
MGD C12   C13    DOUB N N 54 
MGD S12   H12    SING N N 55 
MGD C13   S13    SING N N 56 
MGD C13   C14    SING N N 57 
MGD S13   H13    SING N N 58 
MGD C14   N15    SING N N 59 
MGD C14   C23    SING N N 60 
MGD C14   H14    SING N N 61 
MGD N15   C16    SING N N 62 
MGD N15   H15    SING N N 63 
MGD C16   C17    SING N N 64 
MGD C16   C21    DOUB N N 65 
MGD C17   O17    DOUB N N 66 
MGD C17   N18    SING N N 67 
MGD N18   C19    SING N N 68 
MGD N18   H18    SING N N 69 
MGD C19   N19    SING N N 70 
MGD C19   N20    DOUB N N 71 
MGD N19   H191   SING N N 72 
MGD N19   H192   SING N N 73 
MGD N20   C21    SING N N 74 
MGD C21   N22    SING N N 75 
MGD N22   C23    SING N N 76 
MGD N22   H22    SING N N 77 
MGD C23   H23    SING N N 78 
# 
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 
MGD SMILES           ACDLabs              10.04 O=C1C=2NC3C(S)=C(S)C(OC3NC=2N=C(N)N1)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c5N=C(N)NC4=O)C(O)C6O 
MGD InChI            InChI                1.02b 
;InChI=1/C20H26N10O13P2S2/c21-19-26-13-7(15(33)28-19)24-6-12(47)11(46)5(41-17(6)25-13)2-40-45(37,38)43-44(35,36)39-1-4-9(31)10(32)18(42-4)30-3-23-8-14(30)27-20(22)29-16(8)34/h3-6,9-10,17-18,24,31-32,46-47H,1-2H2,(H,35,36)(H,37,38)(H3,22,27,29,34)(H4,21,25,26,28,33)/t4-,5-,6+,9-,10-,17-,18-/m1/s1/f/h25,28-29,35,37H,21-22H2
;
MGD InChIKey         InChI                1.02b VQAGYJCYOLHZDH-FUNUMTFKDB 
MGD SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N[C@@H]3[C@H](N2)O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6C(=O)NC(=Nc56)N)C(=C3S)S)C(=O)N1 
MGD SMILES           CACTVS               3.341 NC1=NC2=C(N[CH]3[CH](N2)O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6C(=O)NC(=Nc56)N)C(=C3S)S)C(=O)N1 
MGD 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)OC[C@@H]4C(=C([C@H]5[C@@H](O4)NC6=C(N5)C(=O)NC(=N6)N)S)S)O)O)N=C(NC2=O)N 
MGD SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(=C(C5C(O4)NC6=C(N5)C(=O)NC(=N6)N)S)S)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 
MGD "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(S)-{[(5aR,8R,9aR)-2-amino-4-oxo-6,7-disulfanyl-3,5,5a,8,9a,10-hexahydro-4H-pyrano[3,2-g]pteridin-8-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine" 
MGD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[[(5aR,8R,9aR)-2-amino-4-oxo-6,7-bis-sulfanyl-3,5,5a,8,9a,10-hexahydropyrano[5,6-g]pteridin-8-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
