data_MD1
# 
_chem_comp.id                                    MD1 
_chem_comp.name                                  "PHOSPHORIC ACID 4-(2-AMINO-4-OXO-3,4,5,6,-TETRAHYDRO-PTERIDIN-6-YL)-2-HYDROXY-3,4-DIMERCAPTO-BUT-3-EN-YL ESTER GUANYLATE ESTER" 
_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                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-29 
_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                     MD1 
_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        1Q16 
_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 
MD1 PB     PB   P 0 1 N N R -124.383 -63.460 -23.952 1.393   -2.858 0.184  PB     MD1 1  
MD1 O3B    O3B  O 0 1 N N N -125.661 -62.506 -23.795 -0.058  -3.130 0.828  O3B    MD1 2  
MD1 O1B    O1B  O 0 1 N N N -124.714 -64.537 -24.914 1.877   -4.166 -0.620 O1B    MD1 3  
MD1 O2B    O2B  O 0 1 N N N -123.241 -62.633 -24.292 1.313   -1.709 -0.745 O2B    MD1 4  
MD1 O3A    O3A  O 0 1 N N N -124.138 -64.151 -22.521 2.447   -2.528 1.356  O3A    MD1 5  
MD1 C10    C10  C 0 1 N N N -125.038 -65.017 -21.838 3.678   -2.182 0.718  C10    MD1 6  
MD1 C11    C11  C 0 1 N N R -124.204 -65.449 -20.603 4.729   -1.855 1.781  C11    MD1 7  
MD1 O11    O11  O 0 1 N N N -123.833 -64.251 -19.915 5.015   -3.029 2.545  O11    MD1 8  
MD1 C12    C12  C 0 1 N N N -125.016 -66.394 -19.613 5.989   -1.373 1.110  C12    MD1 9  
MD1 S12    S12  S 0 1 N N N -126.665 -66.896 -19.972 7.308   -2.499 0.799  S12    MD1 10 
MD1 C13    C13  C 0 1 N N N -124.514 -66.881 -18.368 6.105   -0.101 0.754  C13    MD1 11 
MD1 S13    S13  S 0 1 N N N -125.634 -67.853 -17.434 4.726   0.986  0.904  S13    MD1 12 
MD1 C14    C14  C 0 1 N N R -123.126 -66.665 -17.717 7.417   0.416  0.221  C14    MD1 13 
MD1 N15    N15  N 0 1 N N N -123.452 -65.897 -16.498 7.589   1.825  0.615  N15    MD1 14 
MD1 C16    C16  C 0 1 Y N N -122.394 -65.456 -15.700 6.916   2.789  -0.155 C16    MD1 15 
MD1 C15    C15  C 0 1 Y N N -122.555 -65.245 -14.301 6.513   4.019  0.382  C15    MD1 16 
MD1 O14    O14  O 0 1 N N N -123.635 -65.459 -13.747 6.743   4.298  1.548  O14    MD1 17 
MD1 N17    N17  N 0 1 Y N N -121.417 -64.774 -13.587 5.867   4.890  -0.425 N17    MD1 18 
MD1 C17    C17  C 0 1 Y N N -120.165 -64.512 -14.181 5.613   4.560  -1.722 C17    MD1 19 
MD1 N16    N16  N 0 1 N N N -119.159 -64.068 -13.428 4.947   5.458  -2.519 N16    MD1 20 
MD1 N18    N18  N 0 1 Y N N -120.027 -64.722 -15.518 5.991   3.411  -2.234 N18    MD1 21 
MD1 C20    C20  C 0 1 Y N N -121.076 -65.179 -16.307 6.644   2.503  -1.491 C20    MD1 22 
MD1 N8     N8   N 0 1 N N N -120.883 -65.374 -17.686 7.053   1.315  -2.022 N8     MD1 23 
MD1 C7     C7   C 0 1 N N N -122.053 -65.863 -18.493 7.424   0.327  -1.283 C7     MD1 24 
MD1 PA     PA   P 0 1 N N S -125.812 -60.939 -23.934 -1.123  -3.055 -0.377 PA     MD1 25 
MD1 O1A    O1A  O 0 1 N N N -124.811 -60.324 -23.057 -1.115  -4.446 -1.187 O1A    MD1 26 
MD1 O2A    O2A  O 0 1 N N N -127.255 -60.593 -23.723 -0.758  -1.949 -1.290 O2A    MD1 27 
MD1 "O5'"  O5*  O 0 1 N N N -125.360 -60.858 -25.484 -2.594  -2.792 0.223  "O5'"  MD1 28 
MD1 "C5'"  C5*  C 0 1 N N N -126.299 -60.531 -26.494 -3.470  -2.619 -0.892 "C5'"  MD1 29 
MD1 "C4'"  C4*  C 0 1 N N R -125.662 -59.646 -27.528 -4.892  -2.364 -0.389 "C4'"  MD1 30 
MD1 "O4'"  O4*  O 0 1 N N N -126.200 -60.013 -28.800 -4.951  -1.099 0.291  "O4'"  MD1 31 
MD1 "C1'"  C1*  C 0 1 N N R -126.893 -58.894 -29.383 -6.255  -0.539 0.027  "C1'"  MD1 32 
MD1 N9     N9   N 0 1 Y N N -128.061 -59.487 -30.060 -6.244  0.912  0.230  N9     MD1 33 
MD1 C4     C4   C 0 1 Y N N -128.048 -59.914 -31.382 -7.329  1.698  0.510  C4     MD1 34 
MD1 N3     N3   N 0 1 Y N N -126.966 -59.860 -32.277 -8.633  1.459  0.691  N3     MD1 35 
MD1 C2     C2   C 0 1 Y N N -127.229 -60.355 -33.519 -9.472  2.433  0.963  C2     MD1 36 
MD1 N2     N2   N 0 1 N N N -126.315 -60.379 -34.467 -10.801 2.140  1.135  N2     MD1 37 
MD1 N1     N1   N 0 1 Y N N -128.494 -60.868 -33.843 -9.059  3.727  1.078  N1     MD1 38 
MD1 C6     C6   C 0 1 Y N N -129.596 -60.930 -32.956 -7.756  4.046  0.914  C6     MD1 39 
MD1 O6     O6   O 0 1 N N N -130.678 -61.396 -33.311 -7.377  5.200  1.015  O6     MD1 40 
MD1 C5     C5   C 0 1 Y N N -129.339 -60.416 -31.642 -6.842  3.006  0.621  C5     MD1 41 
MD1 N7     N7   N 0 1 Y N N -130.144 -60.312 -30.525 -5.506  2.958  0.399  N7     MD1 42 
MD1 C8     C8   C 0 1 Y N N -129.354 -59.764 -29.623 -5.152  1.728  0.169  C8     MD1 43 
MD1 "C2'"  C2*  C 0 1 N N R -127.215 -57.940 -28.200 -6.502  -0.883 -1.464 "C2'"  MD1 44 
MD1 "O2'"  O2*  O 0 1 N N N -127.351 -56.549 -28.544 -7.901  -0.931 -1.751 "O2'"  MD1 45 
MD1 "C3'"  C3*  C 0 1 N N S -126.014 -58.176 -27.259 -5.865  -2.292 -1.582 "C3'"  MD1 46 
MD1 "O3'"  O3*  O 0 1 N N N -124.902 -57.315 -27.502 -6.868  -3.305 -1.479 "O3'"  MD1 47 
MD1 H1B    H1B  H 0 1 N N N -123.956 -65.102 -25.007 1.915   -4.890 0.021  H1B    MD1 48 
MD1 H101   1H10 H 0 0 N N N -126.032 -64.571 -21.602 3.525   -1.312 0.079  H101   MD1 49 
MD1 H102   2H10 H 0 0 N N N -125.440 -65.856 -22.451 4.022   -3.021 0.113  H102   MD1 50 
MD1 H11    H11  H 0 1 N N N -123.319 -66.034 -20.947 4.347   -1.076 2.441  H11    MD1 51 
MD1 H1     H1   H 0 1 N N N -123.322 -64.515 -19.158 5.349   -3.691 1.924  H1     MD1 52 
MD1 H12    H12  H 0 1 N N N -127.149 -67.460 -19.381 8.108   -1.719 0.050  H12    MD1 53 
MD1 H13    H13  H 0 1 N N N -125.300 -68.177 -16.605 3.850   0.169  1.516  H13    MD1 54 
MD1 H14    H14  H 0 1 N N N -122.652 -67.668 -17.609 8.235   -0.179 0.626  H14    MD1 55 
MD1 H15    H15  H 0 1 N N N -124.100 -66.437 -15.925 8.142   2.076  1.371  H15    MD1 56 
MD1 H17    H17  H 0 1 N N N -121.504 -64.613 -12.583 5.578   5.748  -0.078 H17    MD1 57 
MD1 H161   1H16 H 0 0 N N N -118.253 -63.878 -13.857 4.762   5.240  -3.446 H161   MD1 58 
MD1 H162   2H16 H 0 0 N N N -119.021 -64.717 -12.653 4.658   6.309  -2.154 H162   MD1 59 
MD1 H7     H7   H 0 1 N N N -122.119 -65.649 -19.573 7.749   -0.588 -1.754 H7     MD1 60 
MD1 H1A    H1A  H 0 1 N N N -124.901 -59.382 -23.140 -1.357  -5.138 -0.557 H1A    MD1 61 
MD1 "H5'1" 1H5* H 0 0 N N N -126.755 -61.441 -26.948 -3.137  -1.768 -1.487 "H5'1" MD1 62 
MD1 "H5'2" 2H5* H 0 0 N N N -127.225 -60.076 -26.070 -3.458  -3.519 -1.507 "H5'2" MD1 63 
MD1 "H4'"  H4*  H 0 1 N N N -124.553 -59.766 -27.499 -5.194  -3.163 0.288  "H4'"  MD1 64 
MD1 "H1'"  H1*  H 0 1 N N N -126.339 -58.289 -30.139 -7.009  -1.008 0.659  "H1'"  MD1 65 
MD1 HN21   1HN2 H 0 0 N N N -126.511 -60.749 -35.396 -11.432 2.849  1.337  HN21   MD1 66 
MD1 HN22   2HN2 H 0 0 N N N -125.500 -60.871 -34.101 -11.110 1.224  1.056  HN22   MD1 67 
MD1 HN1    HN1  H 0 1 N N N -128.621 -61.221 -34.791 -9.704  4.423  1.280  HN1    MD1 68 
MD1 H8     H8   H 0 1 N N N -129.735 -59.558 -28.608 -4.144  1.400  -0.039 H8     MD1 69 
MD1 "H2'"  H2*  H 0 1 N N N -128.215 -58.163 -27.760 -5.997  -0.171 -2.116 "H2'"  MD1 70 
MD1 H2     H2   H 0 1 N N N -127.547 -55.965 -27.820 -7.986  -1.148 -2.690 H2     MD1 71 
MD1 "H3'"  H3*  H 0 1 N N N -126.270 -57.952 -26.197 -5.323  -2.389 -2.522 "H3'"  MD1 72 
MD1 H3     H3   H 0 1 N N N -125.119 -56.405 -27.335 -7.478  -3.170 -2.217 H3     MD1 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 
MD1 PB    O3B    SING N N 1  
MD1 PB    O1B    SING N N 2  
MD1 PB    O2B    DOUB N N 3  
MD1 PB    O3A    SING N N 4  
MD1 O3B   PA     SING N N 5  
MD1 O1B   H1B    SING N N 6  
MD1 O3A   C10    SING N N 7  
MD1 C10   C11    SING N N 8  
MD1 C10   H101   SING N N 9  
MD1 C10   H102   SING N N 10 
MD1 C11   O11    SING N N 11 
MD1 C11   C12    SING N N 12 
MD1 C11   H11    SING N N 13 
MD1 O11   H1     SING N N 14 
MD1 C12   S12    SING N N 15 
MD1 C12   C13    DOUB N Z 16 
MD1 S12   H12    SING N N 17 
MD1 C13   S13    SING N N 18 
MD1 C13   C14    SING N N 19 
MD1 S13   H13    SING N N 20 
MD1 C14   N15    SING N N 21 
MD1 C14   C7     SING N N 22 
MD1 C14   H14    SING N N 23 
MD1 N15   C16    SING N N 24 
MD1 N15   H15    SING N N 25 
MD1 C16   C15    SING Y N 26 
MD1 C16   C20    DOUB Y N 27 
MD1 C15   O14    DOUB N N 28 
MD1 C15   N17    SING Y N 29 
MD1 N17   C17    SING Y N 30 
MD1 N17   H17    SING N N 31 
MD1 C17   N16    SING N N 32 
MD1 C17   N18    DOUB Y N 33 
MD1 N16   H161   SING N N 34 
MD1 N16   H162   SING N N 35 
MD1 N18   C20    SING Y N 36 
MD1 C20   N8     SING N N 37 
MD1 N8    C7     DOUB N N 38 
MD1 C7    H7     SING N N 39 
MD1 PA    O1A    SING N N 40 
MD1 PA    O2A    DOUB N N 41 
MD1 PA    "O5'"  SING N N 42 
MD1 O1A   H1A    SING N N 43 
MD1 "O5'" "C5'"  SING N N 44 
MD1 "C5'" "C4'"  SING N N 45 
MD1 "C5'" "H5'1" SING N N 46 
MD1 "C5'" "H5'2" SING N N 47 
MD1 "C4'" "O4'"  SING N N 48 
MD1 "C4'" "C3'"  SING N N 49 
MD1 "C4'" "H4'"  SING N N 50 
MD1 "O4'" "C1'"  SING N N 51 
MD1 "C1'" N9     SING N N 52 
MD1 "C1'" "C2'"  SING N N 53 
MD1 "C1'" "H1'"  SING N N 54 
MD1 N9    C4     SING Y N 55 
MD1 N9    C8     SING Y N 56 
MD1 C4    N3     SING Y N 57 
MD1 C4    C5     DOUB Y N 58 
MD1 N3    C2     DOUB Y N 59 
MD1 C2    N2     SING N N 60 
MD1 C2    N1     SING Y N 61 
MD1 N2    HN21   SING N N 62 
MD1 N2    HN22   SING N N 63 
MD1 N1    C6     SING Y N 64 
MD1 N1    HN1    SING N N 65 
MD1 C6    O6     DOUB N N 66 
MD1 C6    C5     SING Y N 67 
MD1 C5    N7     SING Y N 68 
MD1 N7    C8     DOUB Y N 69 
MD1 C8    H8     SING N N 70 
MD1 "C2'" "O2'"  SING N N 71 
MD1 "C2'" "C3'"  SING N N 72 
MD1 "C2'" "H2'"  SING N N 73 
MD1 "O2'" H2     SING N N 74 
MD1 "C3'" "O3'"  SING N N 75 
MD1 "C3'" "H3'"  SING N N 76 
MD1 "O3'" H3     SING N N 77 
# 
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 
MD1 SMILES           ACDLabs              10.04 O=C2NC(=NC=1N=CC(NC=12)C(/S)=C(/S)C(O)COP(=O)(O)OP(=O)(O)OCC5OC(n4cnc3c4N=C(N)NC3=O)C(O)C5O)N 
MD1 InChI            InChI                1.02b 
;InChI=1/C20H26N10O13P2S2/c21-19-26-14-8(16(34)28-19)25-5(1-23-14)12(46)13(47)6(31)2-40-44(36,37)43-45(38,39)41-3-7-10(32)11(33)18(42-7)30-4-24-9-15(30)27-20(22)29-17(9)35/h1,4-7,10-11,18,25,31-33,46-47H,2-3H2,(H,36,37)(H,38,39)(H3,21,26,28,34)(H3,22,27,29,35)/b13-12-/t5-,6-,7-,10-,11-,18-/m1/s1/f/h28-29,36,38H,21-22H2
;
MD1 InChIKey         InChI                1.02b IRGDLSAXQOKWLX-NWBFODQBDJ 
MD1 SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N[C@H](C=N2)C(\S)=C(S)/[C@H](O)CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5C(=O)NC(=Nc45)N)C(=O)N1 
MD1 SMILES           CACTVS               3.341 NC1=NC2=C(N[CH](C=N2)C(S)=C(S)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5C(=O)NC(=Nc45)N)C(=O)N1 
MD1 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](/C(=C(\[C@H]4C=NC5=C(N4)C(=O)NC(=N5)N)/S)/S)O)O)O)N=C(NC2=O)N 
MD1 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC(C(=C(C4C=NC5=C(N4)C(=O)NC(=N5)N)S)S)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 
MD1 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-{[(R)-({(2R,3Z)-4-[(6R)-2-amino-4-oxo-3,4,5,6-tetrahydropteridin-6-yl]-2-hydroxy-3,4-disulfanylbut-3-en-1-yl}oxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine" 
MD1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(Z,2R)-4-[(6R)-2-amino-4-oxo-5,6-dihydro-3H-pteridin-6-yl]-2-hydroxy-3,4-bis-sulfanyl-but-3-enyl] [[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
