data_SUD
# 
_chem_comp.id                                    SUD 
_chem_comp.name                                  "4-DIPHOSPHOCYTIDYL-2-C-METHYL-D-ERYTHRITOL 2-PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H26 N3 O17 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-28 
_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                        601.287 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SUD 
_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        1U43 
_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 
SUD C1     C1   C 0 1 N N N 15.340 31.891 7.391  4.169  0.096  -0.520 C1     SUD 1  
SUD N1     N1   N 0 1 N N N 8.304  30.677 12.872 -7.166 -0.455 -0.488 N1     SUD 2  
SUD C3     C3   C 0 1 N N N 7.128  30.659 13.518 -6.808 -1.397 0.404  C3     SUD 3  
SUD N3     N3   N 0 1 N N N 6.539  29.463 13.742 -7.468 -2.550 0.487  N3     SUD 4  
SUD C4     C4   C 0 1 N N N 7.089  28.308 13.346 -8.492 -2.805 -0.317 C4     SUD 5  
SUD C5     C5   C 0 1 N N N 8.373  28.334 12.649 -8.888 -1.841 -1.267 C5     SUD 6  
SUD C6     C6   C 0 1 N N N 8.915  29.536 12.448 -8.211 -0.671 -1.336 C6     SUD 7  
SUD O8     O8   O 0 1 N N N 6.588  31.683 13.897 -5.870 -1.186 1.155  O8     SUD 8  
SUD N4     N4   N 0 1 N N N 6.443  27.184 13.602 -9.163 -4.002 -0.226 N4     SUD 9  
SUD "C1'"  C1*  C 0 1 N N R 8.973  31.938 12.581 -6.424 0.807  -0.552 "C1'"  SUD 10 
SUD "C2'"  C2*  C 0 1 N N R 10.391 32.059 13.119 -6.514 1.566  0.797  "C2'"  SUD 11 
SUD "O2'"  O2*  O 0 1 N N N 10.443 33.210 13.960 -7.692 2.374  0.850  "O2'"  SUD 12 
SUD "C3'"  C3*  C 0 1 N N S 11.289 32.225 11.915 -5.240 2.449  0.758  "C3'"  SUD 13 
SUD "C4'"  C4*  C 0 1 N N R 10.327 32.395 10.726 -4.326 1.743  -0.262 "C4'"  SUD 14 
SUD "O4'"  O4*  O 0 1 N N N 9.031  32.027 11.175 -5.010 0.559  -0.705 "O4'"  SUD 15 
SUD "O3'"  O3*  O 0 1 N N N 12.094 33.392 12.014 -5.560 3.771  0.321  "O3'"  SUD 16 
SUD "C5'"  C5*  C 0 1 N N N 10.776 31.528 9.522  -3.002 1.360  0.403  "C5'"  SUD 17 
SUD "O5'"  O5*  O 0 1 N N N 11.261 30.192 9.833  -2.121 0.805  -0.576 "O5'"  SUD 18 
SUD PA     PA   P 0 1 N N R 11.798 29.171 8.682  -0.755 0.428  0.189  PA     SUD 19 
SUD O1A    O1A  O 0 1 N N N 10.953 27.812 8.619  -0.235 1.623  0.890  O1A    SUD 20 
SUD O2A    O2A  O 0 1 N N N 11.692 29.875 7.234  -1.045 -0.739 1.260  O2A    SUD 21 
SUD O3A    O3A  O 0 1 N N N 13.350 28.818 8.921  0.335  -0.084 -0.880 O3A    SUD 22 
SUD PB     PB   P 0 1 N N S 14.302 30.124 9.081  1.762  -0.060 -0.136 PB     SUD 23 
SUD O1B    O1B  O 0 1 N N N 13.878 30.945 10.405 1.859  1.151  0.709  O1B    SUD 24 
SUD O2B    O2B  O 0 1 N N N 14.213 31.139 7.845  2.939  -0.043 -1.235 O2B    SUD 25 
SUD O3B    O3B  O 0 1 N N N 15.818 29.616 9.281  1.908  -1.372 0.786  O3B    SUD 26 
SUD C27    C27  C 0 1 N N R 14.904 32.785 6.218  5.335  0.119  -1.511 C27    SUD 27 
SUD C28    C28  C 0 1 N N S 16.044 33.087 5.203  6.657  0.143  -0.742 C28    SUD 28 
SUD C29    C29  C 0 1 N N N 15.466 34.005 4.075  7.818  0.292  -1.728 C29    SUD 29 
SUD O30    O30  O 0 1 N N N 16.494 34.337 3.123  7.805  -0.803 -2.647 O30    SUD 30 
SUD O31    O31  O 0 1 N N N 16.556 31.819 4.642  6.806  -1.077 -0.012 O31    SUD 31 
SUD C32    C32  C 0 1 N N N 17.260 33.799 5.852  6.660  1.323  0.231  C32    SUD 32 
SUD O33    O33  O 0 1 N N N 14.421 34.031 6.748  5.240  1.286  -2.331 O33    SUD 33 
SUD P34    P34  P 0 1 N N N 15.861 30.548 3.847  7.892  -0.798 1.143  P34    SUD 34 
SUD O35    O35  O 0 1 N N N 15.223 30.977 2.582  9.111  -0.212 0.544  O35    SUD 35 
SUD O36    O36  O 0 1 N N N 16.923 29.547 3.505  7.277  0.228  2.221  O36    SUD 36 
SUD O37    O37  O 0 1 N N N 14.831 29.854 4.713  8.265  -2.184 1.874  O37    SUD 37 
SUD H11    1H1  H 0 1 N N N 16.208 31.241 7.130  4.290  -0.745 0.163  H11    SUD 38 
SUD H12    2H1  H 0 1 N N N 15.822 32.472 8.212  4.156  1.026  0.047  H12    SUD 39 
SUD H5     H5   H 0 1 N N N 8.927  27.455 12.278 -9.719 -2.033 -1.929 H5     SUD 40 
SUD H6     H6   H 0 1 N N N 9.884  29.587 11.923 -8.495 0.083  -2.055 H6     SUD 41 
SUD HN41   1HN4 H 0 0 N N N 5.499  27.250 13.222 -9.911 -4.186 -0.815 HN41   SUD 42 
SUD HN42   2HN4 H 0 0 N N N 6.862  26.304 13.300 -8.888 -4.664 0.429  HN42   SUD 43 
SUD "H1'"  H1*  H 0 1 N N N 8.395  32.751 13.080 -6.796 1.428  -1.367 "H1'"  SUD 44 
SUD "H2'"  H2*  H 0 1 N N N 10.710 31.171 13.714 -6.483 0.872  1.636  "H2'"  SUD 45 
SUD H1     H1   H 0 1 N N N 11.328 33.286 14.296 -7.688 2.817  1.709  H1     SUD 46 
SUD "H3'"  H3*  H 0 1 N N N 11.980 31.356 11.816 -4.765 2.478  1.739  "H3'"  SUD 47 
SUD "H4'"  H4*  H 0 1 N N N 10.325 33.452 10.371 -4.138 2.402  -1.110 "H4'"  SUD 48 
SUD H2     H2   H 0 1 N N N 12.659 33.496 11.257 -6.180 4.137  0.967  H2     SUD 49 
SUD "H5'1" 1H5* H 0 0 N N N 11.543 32.078 8.928  -3.187 0.624  1.184  "H5'1" SUD 50 
SUD "H5'2" 2H5* H 0 0 N N N 9.950  31.464 8.776  -2.546 2.248  0.841  "H5'2" SUD 51 
SUD H2A    H2A  H 0 1 N N N 12.005 29.280 6.563  -1.381 -1.497 0.763  H2A    SUD 52 
SUD H3B    H3B  H 0 1 N N N 16.375 30.380 9.375  1.840  -2.136 0.198  H3B    SUD 53 
SUD H27    H27  H 0 1 N N N 14.114 32.228 5.662  5.295  -0.771 -2.139 H27    SUD 54 
SUD H291   1H29 H 0 0 N N N 14.975 34.916 4.491  7.711  1.228  -2.276 H291   SUD 55 
SUD H292   2H29 H 0 0 N N N 14.576 33.548 3.583  8.761  0.296  -1.181 H292   SUD 56 
SUD H30    H30  H 0 1 N N N 16.143 34.894 2.438  8.551  -0.670 -3.249 H30    SUD 57 
SUD H321   1H32 H 0 0 N N N 17.645 33.217 6.721  6.420  2.239  -0.308 H321   SUD 58 
SUD H322   2H32 H 0 0 N N N 18.077 34.015 5.125  5.916  1.154  1.010  H322   SUD 59 
SUD H323   3H32 H 0 0 N N N 16.942 34.727 6.381  7.647  1.417  0.686  H323   SUD 60 
SUD H33    H33  H 0 1 N N N 14.152 34.583 6.023  5.278  2.048  -1.738 H33    SUD 61 
SUD H36    H36  H 0 1 N N N 16.523 28.816 3.048  6.486  -0.191 2.587  H36    SUD 62 
SUD H37    H37  H 0 1 N N N 14.431 29.123 4.256  8.916  -1.973 2.557  H37    SUD 63 
# 
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 
SUD C1    O2B    SING N N 1  
SUD C1    C27    SING N N 2  
SUD C1    H11    SING N N 3  
SUD C1    H12    SING N N 4  
SUD N1    C3     SING N N 5  
SUD N1    C6     SING N N 6  
SUD N1    "C1'"  SING N N 7  
SUD C3    N3     SING N N 8  
SUD C3    O8     DOUB N N 9  
SUD N3    C4     DOUB N N 10 
SUD C4    C5     SING N N 11 
SUD C4    N4     SING N N 12 
SUD C5    C6     DOUB N N 13 
SUD C5    H5     SING N N 14 
SUD C6    H6     SING N N 15 
SUD N4    HN41   SING N N 16 
SUD N4    HN42   SING N N 17 
SUD "C1'" "C2'"  SING N N 18 
SUD "C1'" "O4'"  SING N N 19 
SUD "C1'" "H1'"  SING N N 20 
SUD "C2'" "O2'"  SING N N 21 
SUD "C2'" "C3'"  SING N N 22 
SUD "C2'" "H2'"  SING N N 23 
SUD "O2'" H1     SING N N 24 
SUD "C3'" "C4'"  SING N N 25 
SUD "C3'" "O3'"  SING N N 26 
SUD "C3'" "H3'"  SING N N 27 
SUD "C4'" "O4'"  SING N N 28 
SUD "C4'" "C5'"  SING N N 29 
SUD "C4'" "H4'"  SING N N 30 
SUD "O3'" H2     SING N N 31 
SUD "C5'" "O5'"  SING N N 32 
SUD "C5'" "H5'1" SING N N 33 
SUD "C5'" "H5'2" SING N N 34 
SUD "O5'" PA     SING N N 35 
SUD PA    O1A    DOUB N N 36 
SUD PA    O2A    SING N N 37 
SUD PA    O3A    SING N N 38 
SUD O2A   H2A    SING N N 39 
SUD O3A   PB     SING N N 40 
SUD PB    O1B    DOUB N N 41 
SUD PB    O2B    SING N N 42 
SUD PB    O3B    SING N N 43 
SUD O3B   H3B    SING N N 44 
SUD C27   C28    SING N N 45 
SUD C27   O33    SING N N 46 
SUD C27   H27    SING N N 47 
SUD C28   C29    SING N N 48 
SUD C28   O31    SING N N 49 
SUD C28   C32    SING N N 50 
SUD C29   O30    SING N N 51 
SUD C29   H291   SING N N 52 
SUD C29   H292   SING N N 53 
SUD O30   H30    SING N N 54 
SUD O31   P34    SING N N 55 
SUD C32   H321   SING N N 56 
SUD C32   H322   SING N N 57 
SUD C32   H323   SING N N 58 
SUD O33   H33    SING N N 59 
SUD P34   O35    DOUB N N 60 
SUD P34   O36    SING N N 61 
SUD P34   O37    SING N N 62 
SUD O36   H36    SING N N 63 
SUD O37   H37    SING N N 64 
# 
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 
SUD SMILES           ACDLabs              10.04 O=P(O)(O)OC(C)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC2OC(N1C(=O)N=C(N)C=C1)C(O)C2O 
SUD InChI            InChI                1.02b 
;InChI=1/C14H26N3O17P3/c1-14(6-18,33-35(23,24)25)8(19)5-31-37(28,29)34-36(26,27)30-4-7-10(20)11(21)12(32-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21H,4-6H2,1H3,(H,26,27)(H,28,29)(H2,15,16,22)(H2,23,24,25)/t7-,8-,10-,11-,12-,14+/m1/s1/f/h23-24,26,28H,15H2
;
SUD InChIKey         InChI                1.02b HTJXTKBIUVFUAR-WTLIALGTDV 
SUD SMILES_CANONICAL CACTVS               3.341 C[C@@](CO)(O[P](O)(O)=O)[C@H](O)CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=NC2=O)N 
SUD SMILES           CACTVS               3.341 C[C](CO)(O[P](O)(O)=O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC(=NC2=O)N 
SUD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](CO)([C@@H](CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=NC2=O)N)O)O)O)OP(=O)(O)O 
SUD SMILES           "OpenEye OEToolkits" 1.5.0 CC(CO)(C(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O)O)OP(=O)(O)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 
SUD "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(S)-{[(2R,3S)-2,4-dihydroxy-3-methyl-3-(phosphonooxy)butyl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]cytidine"                                                 
SUD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3S)-2,4-dihydroxy-3-methyl-3-phosphonooxy-butoxy]-hydroxy-phosphoryl] hydrogen phosphate" 
# 
