data_TDN
# 
_chem_comp.id                                    TDN 
_chem_comp.name                                  "2-[(2E)-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-(1-oxidanylpropylidene)-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H24 N4 O8 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-04-07 
_chem_comp.pdbx_modified_date                    2016-09-23 
_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                        482.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TDN 
_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        5B48 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TDN O2B   O1  O 0 1 N N N 12.123 49.725 215.796 7.550  2.097  -0.915 O2B   TDN 1  
TDN PB    P1  P 0 1 N N N 13.013 48.856 216.586 7.034  0.812  -0.094 PB    TDN 2  
TDN O3B   O2  O 0 1 N N N 14.379 49.294 216.846 7.971  -0.453 -0.431 O3B   TDN 3  
TDN O1B   O3  O 0 1 N N N 12.422 47.957 217.590 7.093  1.098  1.357  O1B   TDN 4  
TDN O3A   O4  O 0 1 N N N 13.229 47.702 215.401 5.515  0.481  -0.513 O3A   TDN 5  
TDN PA    P2  P 0 1 N N N 14.707 46.989 214.898 4.321  -0.353 0.173  PA    TDN 6  
TDN O1A   O5  O 0 1 N N N 15.879 47.897 214.931 4.238  -0.004 1.609  O1A   TDN 7  
TDN O2A   O6  O 0 1 N N N 14.475 46.241 213.607 4.611  -1.929 0.020  O2A   TDN 8  
TDN O7    O7  O 0 1 N N N 14.798 45.979 216.246 2.928  0.009  -0.549 O7    TDN 9  
TDN C7    C1  C 0 1 N N N 14.636 44.534 216.250 1.666  -0.489 -0.101 C7    TDN 10 
TDN C6    C2  C 0 1 N N N 13.315 44.114 216.852 0.556  0.047  -1.006 C6    TDN 11 
TDN C5    C3  C 0 1 N N N 12.935 42.834 217.104 -0.775 -0.479 -0.533 C5    TDN 12 
TDN C4    C4  C 0 1 N N N 13.473 41.565 216.947 -1.639 0.119  0.271  C4    TDN 13 
TDN CM4   C5  C 0 1 N N N 14.915 41.346 216.455 -1.342 1.487  0.828  CM4   TDN 14 
TDN S1    S1  S 0 1 N N N 11.471 42.680 217.686 -1.533 -2.034 -0.940 S1    TDN 15 
TDN C2    C6  C 0 1 N N N 11.440 40.986 217.763 -3.002 -1.783 0.029  C2    TDN 16 
TDN C27   C7  C 0 1 N N N 10.305 40.378 218.232 -4.045 -2.604 0.179  C27   TDN 17 
TDN O28   O8  O 0 1 N N N 10.203 39.032 218.371 -5.033 -2.296 1.069  O28   TDN 18 
TDN C29   C8  C 0 1 N N N 9.130  41.232 218.678 -4.130 -3.871 -0.633 C29   TDN 19 
TDN C30   C9  C 0 1 N N N 7.830  40.806 218.028 -3.561 -5.036 0.179  C30   TDN 20 
TDN N3    N1  N 0 1 N N N 12.639 40.502 217.277 -2.807 -0.521 0.591  N3    TDN 21 
TDN "C7'" C10 C 0 1 N N N 13.044 39.037 217.377 -3.801 0.089  1.477  "C7'" TDN 22 
TDN "C5'" C11 C 0 1 Y N N 13.300 38.298 216.176 -4.433 1.269  0.785  "C5'" TDN 23 
TDN "C6'" C12 C 0 1 Y N N 14.619 37.857 215.926 -4.161 2.560  1.194  "C6'" TDN 24 
TDN "N1'" N2  N 0 1 Y N N 14.930 37.127 214.775 -4.735 3.573  0.562  "N1'" TDN 25 
TDN "C2'" C13 C 0 1 Y N N 13.940 36.806 213.914 -5.558 3.366  -0.445 "C2'" TDN 26 
TDN CM2   C14 C 0 1 N N N 14.291 36.067 212.785 -6.193 4.551  -1.129 CM2   TDN 27 
TDN "N3'" N3  N 0 1 Y N N 12.650 37.190 214.146 -5.847 2.153  -0.869 "N3'" TDN 28 
TDN "C4'" C15 C 0 1 Y N N 12.318 37.911 215.241 -5.306 1.085  -0.290 "C4'" TDN 29 
TDN "N4'" N4  N 0 1 N N N 11.045 38.252 215.450 -5.611 -0.190 -0.738 "N4'" TDN 30 
TDN H1    H1  H 0 1 N N N 14.685 48.912 217.660 7.980  -0.697 -1.366 H1    TDN 31 
TDN H4    H4  H 0 1 N N N 14.686 44.168 215.214 1.672  -1.578 -0.138 H4    TDN 32 
TDN H5    H5  H 0 1 N N N 15.452 44.087 216.837 1.490  -0.162 0.924  H5    TDN 33 
TDN H6    H6  H 0 1 N N N 13.260 44.630 217.822 0.550  1.136  -0.969 H6    TDN 34 
TDN H7    H7  H 0 1 N N N 12.546 44.518 216.177 0.733  -0.281 -2.031 H7    TDN 35 
TDN H8    H8  H 0 1 N N N 15.127 40.268 216.406 -0.352 1.806  0.501  H8    TDN 36 
TDN H9    H9  H 0 1 N N N 15.032 41.788 215.455 -2.088 2.196  0.470  H9    TDN 37 
TDN H10   H10 H 0 1 N N N 15.617 41.826 217.152 -1.369 1.450  1.917  H10   TDN 38 
TDN H12   H12 H 0 1 N N N 9.343  38.812 218.708 -5.703 -2.986 1.166  H12   TDN 39 
TDN H13   H13 H 0 1 N N N 9.333  42.280 218.411 -5.172 -4.074 -0.880 H13   TDN 40 
TDN H14   H14 H 0 1 N N N 9.024  41.146 219.770 -3.555 -3.753 -1.551 H14   TDN 41 
TDN H15   H15 H 0 1 N N N 7.013  41.452 218.382 -3.623 -5.952 -0.409 H15   TDN 42 
TDN H16   H16 H 0 1 N N N 7.920  40.895 216.935 -2.519 -4.833 0.426  H16   TDN 43 
TDN H17   H17 H 0 1 N N N 7.612  39.761 218.294 -4.136 -5.154 1.097  H17   TDN 44 
TDN H18   H18 H 0 1 N N N 12.234 38.516 217.909 -4.570 -0.644 1.721  H18   TDN 45 
TDN H19   H19 H 0 1 N N N 13.963 38.998 217.980 -3.315 0.424  2.394  H19   TDN 46 
TDN H20   H20 H 0 1 N N N 15.400 38.088 216.636 -3.488 2.741  2.020  H20   TDN 47 
TDN H21   H21 H 0 1 N N N 13.394 35.876 212.177 -7.134 4.794  -0.635 H21   TDN 48 
TDN H22   H22 H 0 1 N N N 15.023 36.632 212.190 -5.520 5.406  -1.071 H22   TDN 49 
TDN H23   H23 H 0 1 N N N 14.733 35.109 213.097 -6.383 4.308  -2.174 H23   TDN 50 
TDN H24   H24 H 0 1 N N N 10.478 37.896 214.707 -6.310 -0.317 -1.398 H24   TDN 51 
TDN H25   H25 H 0 1 N N N 10.735 37.867 216.319 -5.127 -0.955 -0.391 H25   TDN 52 
TDN H26   H26 H 0 1 N N N 11.222 49.579 216.059 8.460  2.354  -0.713 H26   TDN 53 
TDN H2    H2  H 0 1 N N N 15.148 46.476 212.979 4.678  -2.230 -0.897 H2    TDN 54 
# 
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 
TDN CM2   "C2'" SING N N 1  
TDN O2A   PA    SING N N 2  
TDN "C2'" "N3'" DOUB Y N 3  
TDN "C2'" "N1'" SING Y N 4  
TDN "N3'" "C4'" SING Y N 5  
TDN "N1'" "C6'" DOUB Y N 6  
TDN PA    O1A   DOUB N N 7  
TDN PA    O3A   SING N N 8  
TDN PA    O7    SING N N 9  
TDN "C4'" "N4'" SING N N 10 
TDN "C4'" "C5'" DOUB Y N 11 
TDN O3A   PB    SING N N 12 
TDN O2B   PB    SING N N 13 
TDN "C6'" "C5'" SING Y N 14 
TDN "C5'" "C7'" SING N N 15 
TDN O7    C7    SING N N 16 
TDN C7    C6    SING N N 17 
TDN CM4   C4    SING N N 18 
TDN PB    O3B   SING N N 19 
TDN PB    O1B   DOUB N N 20 
TDN C6    C5    SING N N 21 
TDN C4    C5    DOUB N N 22 
TDN C4    N3    SING N N 23 
TDN C5    S1    SING N N 24 
TDN N3    "C7'" SING N N 25 
TDN N3    C2    SING N N 26 
TDN S1    C2    SING N N 27 
TDN C2    C27   DOUB N E 28 
TDN C30   C29   SING N N 29 
TDN C27   O28   SING N N 30 
TDN C27   C29   SING N N 31 
TDN O3B   H1    SING N N 32 
TDN C7    H4    SING N N 33 
TDN C7    H5    SING N N 34 
TDN C6    H6    SING N N 35 
TDN C6    H7    SING N N 36 
TDN CM4   H8    SING N N 37 
TDN CM4   H9    SING N N 38 
TDN CM4   H10   SING N N 39 
TDN O28   H12   SING N N 40 
TDN C29   H13   SING N N 41 
TDN C29   H14   SING N N 42 
TDN C30   H15   SING N N 43 
TDN C30   H16   SING N N 44 
TDN C30   H17   SING N N 45 
TDN "C7'" H18   SING N N 46 
TDN "C7'" H19   SING N N 47 
TDN "C6'" H20   SING N N 48 
TDN CM2   H21   SING N N 49 
TDN CM2   H22   SING N N 50 
TDN CM2   H23   SING N N 51 
TDN "N4'" H24   SING N N 52 
TDN "N4'" H25   SING N N 53 
TDN O2B   H26   SING N N 54 
TDN O2A   H2    SING N N 55 
# 
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 
TDN InChI            InChI                1.03  "InChI=1S/C15H24N4O8P2S/c1-4-12(20)15-19(8-11-7-17-10(3)18-14(11)16)9(2)13(30-15)5-6-26-29(24,25)27-28(21,22)23/h7,20H,4-6,8H2,1-3H3,(H,24,25)(H2,16,17,18)(H2,21,22,23)/b15-12+" 
TDN InChIKey         InChI                1.03  MLWWWBMKISFTSY-NTCAYCPXSA-N                                                                                                                                                       
TDN SMILES_CANONICAL CACTVS               3.385 "CCC(\O)=C1/SC(=C(C)N1Cc2cnc(C)nc2N)CCO[P](O)(=O)O[P](O)(O)=O"                                                                                                                    
TDN SMILES           CACTVS               3.385 "CCC(O)=C1SC(=C(C)N1Cc2cnc(C)nc2N)CCO[P](O)(=O)O[P](O)(O)=O"                                                                                                                      
TDN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC/C(=C\1/N(C(=C(S1)CCOP(=O)(O)OP(=O)(O)O)C)Cc2cnc(nc2N)C)/O"                                                                                                                    
TDN SMILES           "OpenEye OEToolkits" 2.0.4 "CCC(=C1N(C(=C(S1)CCOP(=O)(O)OP(=O)(O)O)C)Cc2cnc(nc2N)C)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 
TDN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[(2~{E})-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2-(1-oxidanylpropylidene)-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TDN "Create component" 2016-04-07 PDBJ 
TDN "Initial release"  2016-09-28 RCSB 
# 
