data_HE3
# 
_chem_comp.id                                    HE3 
_chem_comp.name                                  "2-HYDROXYETHYL DIHYDROTHIACHROME DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H22 N4 O8 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-{(9AS)-9A-[(1S)-1-HYDROXYETHYL]-2,7-DIMETHYL-9A,10-DIHYDRO-5H-PYRIMIDO[4,5-D][1,3]THIAZOLO[3,2-A]PYRIMIDIN-8-YL}ETHYL TRIHYDROGEN DIPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-10 
_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                        468.359 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HE3 
_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        1OZG 
_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 
HE3 C9     C9     C 0 1 N N N 124.263 5.856  16.939 -4.530 2.410  -2.173 C9     HE3 1  
HE3 C8     C8     C 0 1 N N S 124.146 5.543  18.428 -4.260 2.177  -0.685 C8     HE3 2  
HE3 O9     O9     O 0 1 N N N 123.683 4.122  18.123 -3.860 3.406  -0.075 O9     HE3 3  
HE3 C2     C2     C 0 1 N N S 123.354 6.566  19.321 -3.145 1.141  -0.525 C2     HE3 4  
HE3 "N4'"  "N4'"  N 0 1 N N N 123.513 5.821  20.741 -3.469 -0.153 -1.141 "N4'"  HE3 5  
HE3 "C4'"  "C4'"  C 0 1 Y N N 122.135 5.534  21.370 -4.264 -1.044 -0.433 "C4'"  HE3 6  
HE3 "N3'"  "N3'"  N 0 1 Y N N 122.226 5.415  22.804 -4.857 -2.042 -1.087 "N3'"  HE3 7  
HE3 "C2'"  "C2'"  C 0 1 Y N N 121.066 5.155  23.568 -5.616 -2.908 -0.447 "C2'"  HE3 8  
HE3 CM2    CM2    C 0 1 N N N 121.254 5.053  24.977 -6.270 -4.022 -1.222 CM2    HE3 9  
HE3 "N1'"  "N1'"  N 0 1 Y N N 119.802 5.022  22.833 -5.819 -2.827 0.853  "N1'"  HE3 10 
HE3 "C6'"  "C6'"  C 0 1 Y N N 119.685 5.142  21.343 -5.264 -1.861 1.571  "C6'"  HE3 11 
HE3 "C5'"  "C5'"  C 0 1 Y N N 120.888 5.410  20.538 -4.463 -0.929 0.939  "C5'"  HE3 12 
HE3 "C7'"  "C7'"  C 0 1 N N N 120.921 5.557  19.016 -3.838 0.181  1.747  "C7'"  HE3 13 
HE3 N3     N3     N 0 1 N N N 121.921 6.659  18.642 -2.817 0.835  0.899  N3     HE3 14 
HE3 C4     C4     C 0 1 N N N 121.645 8.140  18.986 -1.538 1.175  1.280  C4     HE3 15 
HE3 CM4    CM4    C 0 1 N N N 120.191 8.648  18.911 -1.148 1.005  2.726  CM4    HE3 16 
HE3 C5     C5     C 0 1 N N N 122.855 8.919  19.353 -0.637 1.645  0.435  C5     HE3 17 
HE3 C6     C6     C 0 1 N N N 122.763 10.304 19.686 0.791  2.035  0.719  C6     HE3 18 
HE3 C7     C7     C 0 1 N N N 122.918 11.327 18.641 1.714  0.857  0.401  C7     HE3 19 
HE3 O7     O7     O 0 1 N N N 122.816 12.707 18.955 3.068  1.226  0.671  O7     HE3 20 
HE3 PA     PA     P 0 1 N N S 123.624 13.753 19.567 3.978  -0.053 0.316  PA     HE3 21 
HE3 O2A    O2A    O 0 1 N N N 122.798 14.921 19.524 3.623  -1.260 1.321  O2A    HE3 22 
HE3 O3A    O3A    O 0 1 N N N 124.023 13.132 20.858 3.713  -0.477 -1.077 O3A    HE3 23 
HE3 O1A    O1A    O 0 1 N N N 124.857 13.815 18.545 5.533  0.335  0.473  O1A    HE3 24 
HE3 PB     PB     P 0 1 N N N 125.005 14.362 17.092 6.371  -0.747 -0.376 PB     HE3 25 
HE3 O1B    O1B    O 0 1 N N N 126.059 15.323 17.249 6.329  -0.355 -1.936 O1B    HE3 26 
HE3 O2B    O2B    O 0 1 N N N 125.345 13.169 16.242 7.898  -0.762 0.133  O2B    HE3 27 
HE3 O3B    O3B    O 0 1 N N N 123.652 14.893 16.756 5.775  -2.089 -0.188 O3B    HE3 28 
HE3 S1     S1     S 0 1 N N N 124.340 8.035  19.337 -1.520 1.724  -1.146 S1     HE3 29 
HE3 H91    1H9    H 0 1 N N N 123.383 5.696  16.273 -3.623 2.776  -2.654 H91    HE3 30 
HE3 H92    2H9    H 0 1 N N N 124.601 6.895  17.162 -4.835 1.473  -2.638 H92    HE3 31 
HE3 H93    3H9    H 0 1 N N N 124.889 5.202  16.288 -5.324 3.148  -2.287 H93    HE3 32 
HE3 H8     H8     H 0 1 N N N 125.001 5.632  19.139 -5.168 1.811  -0.204 H8     HE3 33 
HE3 HO9    HO9    H 0 1 N N N 123.610 3.927  19.050 -3.056 3.694  -0.529 HO9    HE3 34 
HE3 "H4'"  "H4'"  H 0 1 N N N 124.115 6.345  21.376 -3.134 -0.380 -2.023 "H4'"  HE3 35 
HE3 HM21   1HM2   H 0 0 N N N 121.760 5.971  25.358 -5.607 -4.887 -1.244 HM21   HE3 36 
HE3 HM22   2HM2   H 0 0 N N N 120.339 4.848  25.580 -7.209 -4.296 -0.742 HM22   HE3 37 
HE3 HM23   3HM2   H 0 0 N N N 122.033 4.287  25.200 -6.466 -3.689 -2.242 HM23   HE3 38 
HE3 "H6'"  "H6'"  H 0 1 N N N 118.711 5.033  20.837 -5.435 -1.803 2.635  "H6'"  HE3 39 
HE3 "H7'1" "1H7'" H 0 0 N N N 119.909 5.738  18.585 -4.601 0.905  2.033  "H7'1" HE3 40 
HE3 "H7'2" "2H7'" H 0 0 N N N 121.140 4.593  18.501 -3.367 -0.232 2.639  "H7'2" HE3 41 
HE3 HM41   1HM4   H 0 0 N N N 119.546 8.000  19.549 -0.740 0.005  2.877  HM41   HE3 42 
HE3 HM42   2HM4   H 0 0 N N N 119.992 9.717  19.159 -0.395 1.748  2.989  HM42   HE3 43 
HE3 HM43   3HM4   H 0 0 N N N 119.780 8.427  17.898 -2.026 1.138  3.357  HM43   HE3 44 
HE3 H61    1H6    H 0 1 N N N 123.494 10.519 20.500 1.065  2.889  0.099  H61    HE3 45 
HE3 H62    2H6    H 0 1 N N N 121.792 10.477 20.206 0.892  2.302  1.771  H62    HE3 46 
HE3 H71    1H7    H 0 1 N N N 122.193 11.102 17.824 1.440  0.003  1.021  H71    HE3 47 
HE3 H72    2H7    H 0 1 N N N 123.895 11.158 18.131 1.613  0.589  -0.650 H72    HE3 48 
HE3 H2A    H2A    H 0 1 N N N 123.325 15.603 19.923 3.810  -0.943 2.216  H2A    HE3 49 
HE3 H1B    H1B    H 0 1 N N N 126.149 15.656 16.364 6.725  0.524  -2.014 H1B    HE3 50 
HE3 H2B    H2B    H 0 1 N N N 125.435 13.502 15.357 8.363  -1.422 -0.399 H2B    HE3 51 
# 
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 
HE3 C9    C8     SING N N 1  
HE3 C9    H91    SING N N 2  
HE3 C9    H92    SING N N 3  
HE3 C9    H93    SING N N 4  
HE3 C8    O9     SING N N 5  
HE3 C8    C2     SING N N 6  
HE3 C8    H8     SING N N 7  
HE3 O9    HO9    SING N N 8  
HE3 C2    "N4'"  SING N N 9  
HE3 C2    N3     SING N N 10 
HE3 C2    S1     SING N N 11 
HE3 "N4'" "C4'"  SING N N 12 
HE3 "N4'" "H4'"  SING N N 13 
HE3 "C4'" "N3'"  DOUB Y N 14 
HE3 "C4'" "C5'"  SING Y N 15 
HE3 "N3'" "C2'"  SING Y N 16 
HE3 "C2'" CM2    SING N N 17 
HE3 "C2'" "N1'"  DOUB Y N 18 
HE3 CM2   HM21   SING N N 19 
HE3 CM2   HM22   SING N N 20 
HE3 CM2   HM23   SING N N 21 
HE3 "N1'" "C6'"  SING Y N 22 
HE3 "C6'" "C5'"  DOUB Y N 23 
HE3 "C6'" "H6'"  SING N N 24 
HE3 "C5'" "C7'"  SING N N 25 
HE3 "C7'" N3     SING N N 26 
HE3 "C7'" "H7'1" SING N N 27 
HE3 "C7'" "H7'2" SING N N 28 
HE3 N3    C4     SING N N 29 
HE3 C4    CM4    SING N N 30 
HE3 C4    C5     DOUB N N 31 
HE3 CM4   HM41   SING N N 32 
HE3 CM4   HM42   SING N N 33 
HE3 CM4   HM43   SING N N 34 
HE3 C5    C6     SING N N 35 
HE3 C5    S1     SING N N 36 
HE3 C6    C7     SING N N 37 
HE3 C6    H61    SING N N 38 
HE3 C6    H62    SING N N 39 
HE3 C7    O7     SING N N 40 
HE3 C7    H71    SING N N 41 
HE3 C7    H72    SING N N 42 
HE3 O7    PA     SING N N 43 
HE3 PA    O2A    SING N N 44 
HE3 PA    O3A    DOUB N N 45 
HE3 PA    O1A    SING N N 46 
HE3 O2A   H2A    SING N N 47 
HE3 O1A   PB     SING N N 48 
HE3 PB    O1B    SING N N 49 
HE3 PB    O2B    SING N N 50 
HE3 PB    O3B    DOUB N N 51 
HE3 O1B   H1B    SING N N 52 
HE3 O2B   H2B    SING N N 53 
# 
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 
HE3 SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCCC=2SC3(Nc1nc(ncc1CN3C=2C)C)C(O)C                                                                                                                                                
HE3 InChI            InChI                1.02b InChI=1/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)17-13-11(7-18(8)14)6-15-10(3)16-13/h6,9,19H,4-5,7H2,1-3H3,(H,23,24)(H,15,16,17)(H2,20,21,22)/t9-,14-/m0/s1/f/h17,20-21,23H 
HE3 InChIKey         InChI                1.02b UQFVHIGKDHNMJT-YBDAFXQRDX                                                                                                                                                                            
HE3 SMILES_CANONICAL CACTVS               3.341 C[C@H](O)[C@]12Nc3nc(C)ncc3CN1C(=C(CCO[P@@](O)(=O)O[P](O)(O)=O)S2)C                                                                                                                                  
HE3 SMILES           CACTVS               3.341 C[CH](O)[C]12Nc3nc(C)ncc3CN1C(=C(CCO[P](O)(=O)O[P](O)(O)=O)S2)C                                                                                                                                      
HE3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc2c(n1)N[C@]3([N@@](C2)C(=C(S3)CCO[P@](=O)(O)OP(=O)(O)O)C)[C@H](C)O                                                                                                                             
HE3 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc2c(n1)NC3(N(C2)C(=C(S3)CCOP(=O)(O)OP(=O)(O)O)C)C(C)O                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           HE3 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "2-{(9aS)-9a-[(1S)-1-hydroxyethyl]-2,7-dimethyl-9a,10-dihydro-5H-pyrimido[4,5-d][1,3]thiazolo[3,2-a]pyrimidin-8-yl}ethyl trihydrogen diphosphate" 
# 
