data_2MD
# 
_chem_comp.id                                    2MD 
_chem_comp.name                                  
;GUANYLATE-O'-PHOSPHORIC ACID MONO-(2-AMINO-5,6-DIMERCAPTO-4-OXO-3,5,6,7,8A,9,10,10A-OCTAHYDRO-4H-8-OXA-1,3,9,10-TETRAAZA-ANTHRACEN-7-YLMETHYL) ESTER
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 N10 O13 P2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MOLYBDENUM COFACTOR,BIS (MOLYBDOPTERIN GUANINE DINUCLEOTIDE)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-08 
_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                        742.573 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2MD 
_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        1TMO 
_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 
2MD PB     PB   P 0 1 N N S 42.894 34.969 21.395 -0.641 0.962  1.181   PB     2MD 1  
2MD O3B    O3B  O 0 1 N N N 42.337 35.695 22.739 0.012  0.207  -0.081  O3B    2MD 2  
2MD O1B    O1B  O 0 1 N N N 44.218 34.337 21.522 0.284  2.013  1.661   O1B    2MD 3  
2MD O2B    O2B  O 0 1 N N N 42.002 33.919 20.852 -2.036 1.635  0.742   O2B    2MD 4  
2MD O3A    O3A  O 0 1 N N N 43.007 36.151 20.254 -0.906 -0.098 2.363   O3A    2MD 5  
2MD C10    C10  C 0 1 N N N 43.817 37.354 20.405 -1.483 0.628  3.449   C10    2MD 6  
2MD C11    C11  C 0 1 N N R 43.783 38.434 19.275 -1.761 -0.327 4.611   C11    2MD 7  
2MD O11    O11  O 0 1 N N N 43.130 39.438 19.980 -0.540 -0.927 5.034   O11    2MD 8  
2MD C12    C12  C 0 1 N N S 45.096 38.961 18.606 -2.380 0.452  5.775   C12    2MD 9  
2MD S12    S12  S 0 1 N N N 46.369 37.793 18.570 -1.210 1.709  6.360   S12    2MD 10 
2MD C13    C13  C 0 1 N N R 45.532 40.281 18.762 -2.693 -0.526 6.912   C13    2MD 11 
2MD S13    S13  S 0 1 N N N 47.287 40.411 18.954 -3.246 0.395  8.373   S13    2MD 12 
2MD C14    C14  C 0 1 N N R 44.652 41.239 19.620 -1.429 -1.315 7.254   C14    2MD 13 
2MD N15    N15  N 0 1 N N N 45.102 41.820 20.908 -0.411 -0.408 7.805   N15    2MD 14 
2MD C16    C16  C 0 1 N N N 44.203 42.316 21.829 0.920  -0.876 7.885   C16    2MD 15 
2MD C15    C15  C 0 1 N N N 44.612 42.998 23.037 1.863  -0.220 8.682   C15    2MD 16 
2MD O14    O14  O 0 1 N N N 45.946 42.927 23.413 1.555  0.772  9.325   O14    2MD 17 
2MD N17    N17  N 0 1 N N N 43.699 43.633 23.833 3.121  -0.710 8.729   N17    2MD 18 
2MD C17    C17  C 0 1 N N N 42.361 43.623 23.527 3.452  -1.813 8.004   C17    2MD 19 
2MD N16    N16  N 0 1 N N N 41.425 44.052 24.398 4.736  -2.292 8.064   N16    2MD 20 
2MD N18    N18  N 0 1 N N N 41.944 43.069 22.358 2.569  -2.435 7.252   N18    2MD 21 
2MD C20    C20  C 0 1 N N N 42.770 42.339 21.551 1.306  -2.000 7.168   C20    2MD 22 
2MD N8     N8   N 0 1 N N N 42.251 41.654 20.495 0.386  -2.664 6.371   N8     2MD 23 
2MD C7     C7   C 0 1 N N R 43.142 40.807 19.681 -0.851 -1.963 5.988   C7     2MD 24 
2MD PA     PA   P 0 1 N N R 42.600 35.127 24.230 0.249  1.322  -1.218  PA     2MD 25 
2MD O1A    O1A  O 0 1 N N N 41.889 36.101 25.094 1.160  2.368  -0.701  O1A    2MD 26 
2MD O2A    O2A  O 0 1 N N N 44.034 35.010 24.546 -1.160 1.989  -1.617  O2A    2MD 27 
2MD "O5'"  O5*  O 0 1 N N N 41.920 33.682 24.380 0.904  0.633  -2.517  "O5'"  2MD 28 
2MD "C5'"  C5*  C 0 1 N N N 40.516 33.387 24.187 1.089  1.668  -3.485  "C5'"  2MD 29 
2MD "C4'"  C4*  C 0 1 N N R 40.057 32.159 24.988 1.711  1.077  -4.751  "C4'"  2MD 30 
2MD "O4'"  O4*  O 0 1 N N N 40.771 30.935 24.692 0.827  0.096  -5.318  "O4'"  2MD 31 
2MD "C1'"  C1*  C 0 1 N N R 40.591 30.095 25.875 0.978  0.171  -6.752  "C1'"  2MD 32 
2MD N9     N9   N 0 1 Y N N 41.492 28.897 25.914 -0.193 -0.394 -7.425  N9     2MD 33 
2MD C4     C4   C 0 1 Y N N 41.184 27.578 25.622 -0.212 -0.982 -8.660  C4     2MD 34 
2MD N3     N3   N 0 1 N N N 39.936 27.085 25.287 0.719  -1.235 -9.587  N3     2MD 35 
2MD C2     C2   C 0 1 N N N 39.870 25.718 25.287 0.410  -1.837 -10.714 C2     2MD 36 
2MD N2     N2   N 0 1 N N N 38.706 25.111 25.075 1.398  -2.072 -11.637 N2     2MD 37 
2MD N1     N1   N 0 1 N N N 40.996 24.904 25.445 -0.863 -2.236 -10.992 N1     2MD 38 
2MD C6     C6   C 0 1 N N N 42.324 25.385 25.551 -1.856 -2.018 -10.102 C6     2MD 39 
2MD O6     O6   O 0 1 N N N 43.257 24.585 25.396 -2.998 -2.371 -10.342 O6     2MD 40 
2MD C5     C5   C 0 1 Y N N 42.364 26.839 25.750 -1.537 -1.372 -8.885  C5     2MD 41 
2MD N7     N7   N 0 1 Y N N 43.419 27.683 26.095 -2.255 -1.002 -7.796  N7     2MD 42 
2MD C8     C8   C 0 1 Y N N 42.846 28.867 26.188 -1.467 -0.427 -6.936  C8     2MD 43 
2MD "C2'"  C2*  C 0 1 N N R 40.843 31.100 27.010 1.086  1.693  -7.025  "C2'"  2MD 44 
2MD "O2'"  O2*  O 0 1 N N N 40.265 30.698 28.249 1.786  1.944  -8.245  "O2'"  2MD 45 
2MD "C3'"  C3*  C 0 1 N N S 40.150 32.390 26.514 1.908  2.184  -5.804  "C3'"  2MD 46 
2MD "O3'"  O3*  O 0 1 N N N 38.821 32.470 27.046 3.288  2.315  -6.151  "O3'"  2MD 47 
2MD HO2B   BHO2 H 0 0 N N N 42.327 33.494 20.066 -2.608 0.918  0.437   HO2B   2MD 48 
2MD H101   1H10 H 0 0 N N N 43.561 37.840 21.375 -2.417 1.086  3.124   H101   2MD 49 
2MD H102   2H10 H 0 0 N N N 44.875 37.054 20.584 -0.791 1.405  3.775   H102   2MD 50 
2MD H11    H11  H 0 1 N N N 43.331 38.008 18.348 -2.454 -1.103 4.285   H11    2MD 51 
2MD H12    H12  H 0 1 N N N 44.681 39.097 17.580 -3.300 0.934  5.444   H12    2MD 52 
2MD HS2    HS2  H 0 1 N N N 47.166 38.112 18.163 -1.076 2.442  5.240   HS2    2MD 53 
2MD H13    H13  H 0 1 N N N 45.323 40.744 17.769 -3.478 -1.213 6.596   H13    2MD 54 
2MD HS3    HS3  H 0 1 N N N 47.583 41.307 19.059 -4.336 1.001  7.868   HS3    2MD 55 
2MD H14    H14  H 0 1 N N N 44.818 42.135 18.977 -1.667 -2.088 7.986   H14    2MD 56 
2MD HNF    HNF  H 0 1 N N N 45.777 42.556 20.701 -0.645 0.483  8.105   HNF    2MD 57 
2MD HNH    HNH  H 0 1 N N N 44.021 44.121 24.668 3.791  -0.271 9.276   HNH    2MD 58 
2MD HNG1   1HNG H 0 0 N N N 40.430 44.044 24.170 4.984  -3.080 7.555   HNG1   2MD 59 
2MD HNG2   2HNG H 0 0 N N N 41.672 45.001 24.677 5.397  -1.841 8.611   HNG2   2MD 60 
2MD HN8    HN8  H 0 1 N N N 41.773 42.312 19.880 0.557  -3.570 6.066   HN8    2MD 61 
2MD H7     H7   H 0 1 N N N 42.666 40.981 18.687 -1.560 -2.669 5.556   H7     2MD 62 
2MD HO2A   AHO2 H 0 0 N N N 44.188 34.676 25.421 -1.723 1.276  -1.948  HO2A   2MD 63 
2MD "H5'1" 1H5* H 0 0 N N N 39.883 34.275 24.418 0.124  2.114  -3.728  "H5'1" 2MD 64 
2MD "H5'2" 2H5* H 0 0 N N N 40.275 33.272 23.104 1.750  2.433  -3.077  "H5'2" 2MD 65 
2MD "H4'"  H4*  H 0 1 N N N 38.998 32.030 24.663 2.671  0.618  -4.513  "H4'"  2MD 66 
2MD "H1'"  H1*  H 0 1 N N N 39.588 29.609 25.925 1.886  -0.340 -7.070  "H1'"  2MD 67 
2MD HN21   1HN2 H 0 0 N N N 38.656 24.092 25.075 2.309  -1.794 -11.453 HN21   2MD 68 
2MD HN22   2HN2 H 0 0 N N N 38.318 25.453 24.195 1.186  -2.515 -12.473 HN22   2MD 69 
2MD HN1    HN1  H 0 1 N N N 40.838 23.897 25.485 -1.057 -2.678 -11.833 HN1    2MD 70 
2MD H8     H8   H 0 1 N N N 43.443 29.750 26.468 -1.774 -0.034 -5.978  H8     2MD 71 
2MD "H2'"  H2*  H 0 1 N N N 41.933 31.209 27.213 0.099  2.156  -7.043  "H2'"  2MD 72 
2MD "HO2'" *HO2 H 0 0 N N N 40.420 31.319 28.950 1.819  2.904  -8.356  "HO2'" 2MD 73 
2MD "H3'"  H3*  H 0 1 N N N 40.689 33.319 26.809 1.516  3.133  -5.438  "H3'"  2MD 74 
2MD "HO3'" *HO3 H 0 0 N N N 38.878 32.611 27.983 3.338  2.977  -6.854  "HO3'" 2MD 75 
# 
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 
2MD PB    O3B    SING N N 1  
2MD PB    O1B    DOUB N N 2  
2MD PB    O2B    SING N N 3  
2MD PB    O3A    SING N N 4  
2MD O3B   PA     SING N N 5  
2MD O2B   HO2B   SING N N 6  
2MD O3A   C10    SING N N 7  
2MD C10   C11    SING N N 8  
2MD C10   H101   SING N N 9  
2MD C10   H102   SING N N 10 
2MD C11   O11    SING N N 11 
2MD C11   C12    SING N N 12 
2MD C11   H11    SING N N 13 
2MD O11   C7     SING N N 14 
2MD C12   S12    SING N N 15 
2MD C12   C13    SING N N 16 
2MD C12   H12    SING N N 17 
2MD S12   HS2    SING N N 18 
2MD C13   S13    SING N N 19 
2MD C13   C14    SING N N 20 
2MD C13   H13    SING N N 21 
2MD S13   HS3    SING N N 22 
2MD C14   N15    SING N N 23 
2MD C14   C7     SING N N 24 
2MD C14   H14    SING N N 25 
2MD N15   C16    SING N N 26 
2MD N15   HNF    SING N N 27 
2MD C16   C15    SING N N 28 
2MD C16   C20    DOUB N N 29 
2MD C15   O14    DOUB N N 30 
2MD C15   N17    SING N N 31 
2MD N17   C17    SING N N 32 
2MD N17   HNH    SING N N 33 
2MD C17   N16    SING N N 34 
2MD C17   N18    DOUB N N 35 
2MD N16   HNG1   SING N N 36 
2MD N16   HNG2   SING N N 37 
2MD N18   C20    SING N N 38 
2MD C20   N8     SING N N 39 
2MD N8    C7     SING N N 40 
2MD N8    HN8    SING N N 41 
2MD C7    H7     SING N N 42 
2MD PA    O1A    DOUB N N 43 
2MD PA    O2A    SING N N 44 
2MD PA    "O5'"  SING N N 45 
2MD O2A   HO2A   SING N N 46 
2MD "O5'" "C5'"  SING N N 47 
2MD "C5'" "C4'"  SING N N 48 
2MD "C5'" "H5'1" SING N N 49 
2MD "C5'" "H5'2" SING N N 50 
2MD "C4'" "O4'"  SING N N 51 
2MD "C4'" "C3'"  SING N N 52 
2MD "C4'" "H4'"  SING N N 53 
2MD "O4'" "C1'"  SING N N 54 
2MD "C1'" N9     SING N N 55 
2MD "C1'" "C2'"  SING N N 56 
2MD "C1'" "H1'"  SING N N 57 
2MD N9    C4     SING Y N 58 
2MD N9    C8     SING Y N 59 
2MD C4    N3     SING N N 60 
2MD C4    C5     DOUB Y N 61 
2MD N3    C2     DOUB N N 62 
2MD C2    N2     SING N N 63 
2MD C2    N1     SING N N 64 
2MD N2    HN21   SING N N 65 
2MD N2    HN22   SING N N 66 
2MD N1    C6     SING N N 67 
2MD N1    HN1    SING N N 68 
2MD C6    O6     DOUB N N 69 
2MD C6    C5     SING N N 70 
2MD C5    N7     SING Y N 71 
2MD N7    C8     DOUB Y N 72 
2MD C8    H8     SING N N 73 
2MD "C2'" "O2'"  SING N N 74 
2MD "C2'" "C3'"  SING N N 75 
2MD "C2'" "H2'"  SING N N 76 
2MD "O2'" "HO2'" SING N N 77 
2MD "C3'" "O3'"  SING N N 78 
2MD "C3'" "H3'"  SING N N 79 
2MD "O3'" "HO3'" SING N N 80 
# 
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 
2MD 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 
2MD InChI            InChI                1.02b 
;InChI=1/C20H28N10O13P2S2/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/h3-6,9-12,17-18,24,31-32,46-47H,1-2H2,(H,35,36)(H,37,38)(H3,22,27,29,34)(H4,21,25,26,28,33)/t4-,5-,6+,9-,10-,11+,12-,17-,18-/m1/s1/f/h25,28-29,35,37H,21-22H2
;
2MD InChIKey         InChI                1.02b YDYCAANTTOPADF-JHPZQVPCDP 
2MD SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N[C@H]3[C@@H](S)[C@@H](S)[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)O[C@H]3N2)C(=O)N1 
2MD SMILES           CACTVS               3.341 NC1=NC2=C(N[CH]3[CH](S)[CH](S)[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6C(=O)NC(=Nc56)N)O[CH]3N2)C(=O)N1 
2MD 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]4[C@@H]([C@@H]([C@H]5[C@@H](O4)NC6=C(N5)C(=O)NC(=N6)N)S)S)O)O)N=C(NC2=O)N 
2MD 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 
2MD "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(S)-{[(5aR,6R,7S,8R,9aR)-2-amino-4-oxo-6,7-disulfanyl-3,5,5a,6,7,8,9a,10-octahydro-4H-pyrano[3,2-g]pteridin-8-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine" 
2MD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(5aR,6R,7S,8R,9aR)-2-amino-4-oxo-6,7-bis-sulfanyl-3,5,5a,6,7,8,9a,10-octahydropyrano[5,6-g]pteridin-8-yl]methyl [[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
