data_CDC
# 
_chem_comp.id                                    CDC 
_chem_comp.name                                  "[2-CYTIDYLATE-O'-PHOSPHONYLOXYL]-ETHYL-TRIMETHYL-AMMONIUM" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H26 N4 O11 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-09-25 
_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                        488.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CDC 
_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        1JYL 
_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 
CDC N1     N1   N 0  1 N N N -12.683 33.979 0.605  5.094  -0.536 0.567  N1     CDC 1  
CDC C2     C2   C 0  1 N N N -12.740 34.018 -0.792 4.718  -1.312 -0.467 C2     CDC 2  
CDC N3     N3   N 0  1 N N N -13.532 34.867 -1.455 5.308  -2.484 -0.697 N3     CDC 3  
CDC C4     C4   C 0  1 N N N -14.342 35.746 -0.774 6.276  -2.922 0.097  C4     CDC 4  
CDC C5     C5   C 0  1 N N N -14.345 35.780 0.641  6.689  -2.136 1.192  C5     CDC 5  
CDC C6     C6   C 0  1 N N N -13.493 34.868 1.284  6.084  -0.944 1.409  C6     CDC 6  
CDC O2     O2   O 0  1 N N N -12.054 33.257 -1.531 3.831  -0.930 -1.212 O2     CDC 7  
CDC N4     N4   N 0  1 N N N -15.126 36.561 -1.517 6.874  -4.137 -0.148 N4     CDC 8  
CDC "C1'"  C1*  C 0  1 N N R -11.809 32.992 1.298  4.431  0.751  0.790  "C1'"  CDC 9  
CDC "C2'"  C2*  C 0  1 N N R -10.666 33.565 2.073  4.629  1.690  -0.427 "C2'"  CDC 10 
CDC "O2'"  O2*  O 0  1 N N N -9.646  33.953 1.186  5.856  2.414  -0.318 "O2'"  CDC 11 
CDC "C3'"  C3*  C 0  1 N N S -10.324 32.428 3.015  3.411  2.643  -0.303 "C3'"  CDC 12 
CDC "C4'"  C4*  C 0  1 N N R -11.615 31.599 3.116  2.410  1.860  0.568  "C4'"  CDC 13 
CDC "O4'"  O4*  O 0  1 N N N -12.530 32.293 2.268  2.998  0.580  0.855  "O4'"  CDC 14 
CDC "O3'"  O3*  O 0  1 N N N -9.326  31.514 2.538  3.794  3.863  0.336  "O3'"  CDC 15 
CDC "C5'"  C5*  C 0  1 N N N -11.920 31.687 4.584  1.096  1.670  -0.192 "C5'"  CDC 16 
CDC "O5'"  O5*  O 0  1 N N N -13.023 32.532 4.864  0.139  1.041  0.661  "O5'"  CDC 17 
CDC PA     PA   P 0  1 N N S -12.777 33.908 5.769  -1.212 0.873  -0.199 PA     CDC 18 
CDC O1A    O1A  O 0  1 N N N -12.757 35.131 4.840  -0.913 0.139  -1.449 O1A    CDC 19 
CDC O2A    O2A  O 0  1 N N N -11.402 33.637 6.443  -1.803 2.326  -0.558 O2A    CDC 20 
CDC O3A    O3A  O 0  1 N N N -13.953 34.131 6.859  -2.297 0.050  0.660  O3A    CDC 21 
CDC PB     PB   P 0  1 N N N -14.271 32.973 7.969  -3.370 -0.538 -0.386 PB     CDC 22 
CDC O1B    O1B  O 0  1 N N N -15.000 31.644 7.295  -4.730 -0.908 0.392  O1B    CDC 23 
CDC O2B    O2B  O -1 1 N N N -13.014 32.646 8.813  -3.668 0.523  -1.468 O2B    CDC 24 
CDC O3B    O3B  O 0  1 N N N -15.392 33.613 8.823  -2.797 -1.808 -1.053 O3B    CDC 25 
CDC C14    C14  C 0  1 N N N -15.432 30.767 8.291  -5.677 -1.310 -0.600 C14    CDC 26 
CDC C15    C15  C 0  1 N N N -16.183 29.555 7.662  -6.999 -1.677 0.076  C15    CDC 27 
CDC N11    N11  N 1  1 N N N -17.601 29.381 8.175  -7.609 -0.469 0.649  N11    CDC 28 
CDC C16    C16  C 0  1 N N N -18.516 29.005 7.091  -7.755 0.549  -0.399 C16    CDC 29 
CDC C17    C17  C 0  1 N N N -17.559 28.342 9.213  -6.749 0.051  1.721  C17    CDC 30 
CDC C18    C18  C 0  1 N N N -18.148 30.622 8.774  -8.930 -0.801 1.198  C18    CDC 31 
CDC H5     H5   H 0  1 N N N -14.967 36.468 1.194  7.476  -2.479 1.847  H5     CDC 32 
CDC H6     H6   H 0  1 N N N -13.470 34.861 2.364  6.382  -0.324 2.242  H6     CDC 33 
CDC H41    1H4  H 0  1 N N N -15.761 37.244 -1.155 7.582  -4.454 0.434  H41    CDC 34 
CDC H42    2H4  H 0  1 N N N -14.969 36.371 -2.486 6.588  -4.675 -0.902 H42    CDC 35 
CDC "H1'"  H1*  H 0  1 N N N -11.431 32.383 0.463  4.803  1.220  1.701  "H1'"  CDC 36 
CDC "H2'"  H2*  H 0  1 N N N -10.866 34.486 2.640  4.592  1.129  -1.361 "H2'"  CDC 37 
CDC "HO'2" 2HO* H 0  0 N N N -10.004 34.040 0.310  5.919  2.977  -1.102 "HO'2" CDC 38 
CDC "H3'"  H3*  H 0  1 N N N -9.937  32.873 3.944  2.984  2.846  -1.285 "H3'"  CDC 39 
CDC "H4'"  H4*  H 0  1 N N N -11.611 30.543 2.807  2.226  2.400  1.497  "H4'"  CDC 40 
CDC H3T    H3T  H 0  1 N N N -9.492  31.312 1.625  4.464  4.275  -0.226 H3T    CDC 41 
CDC "H5'1" 1H5* H 0  0 N N N -11.037 32.113 5.083  1.270  1.044  -1.067 "H5'1" CDC 42 
CDC "H5'2" 2H5* H 0  0 N N N -12.154 30.677 4.951  0.717  2.642  -0.510 "H5'2" CDC 43 
CDC HO2A   HO2A H 0  0 N N N -10.727 33.582 5.776  -1.984 2.770  0.281  HO2A   CDC 44 
CDC H141   1H14 H 0  0 N N N -16.119 31.302 8.964  -5.292 -2.175 -1.140 H141   CDC 45 
CDC H142   2H14 H 0  0 N N N -14.560 30.399 8.851  -5.842 -0.489 -1.298 H142   CDC 46 
CDC H151   1H15 H 0  0 N N N -15.625 28.649 7.941  -6.813 -2.401 0.869  H151   CDC 47 
CDC H152   2H15 H 0  0 N N N -16.230 29.710 6.574  -7.676 -2.111 -0.660 H152   CDC 48 
CDC H161   1H16 H 0  0 N N N -18.200 28.043 6.662  -6.775 0.795  -0.807 H161   CDC 49 
CDC H162   2H16 H 0  0 N N N -18.497 29.779 6.310  -8.393 0.163  -1.195 H162   CDC 50 
CDC H163   3H16 H 0  0 N N N -19.537 28.911 7.489  -8.207 1.445  0.026  H163   CDC 51 
CDC H171   1H17 H 0  0 N N N -18.447 28.431 9.857  -7.279 0.835  2.262  H171   CDC 52 
CDC H172   2H17 H 0  0 N N N -16.651 28.468 9.821  -6.495 -0.756 2.407  H172   CDC 53 
CDC H173   3H17 H 0  0 N N N -17.549 27.349 8.739  -5.837 0.461  1.288  H173   CDC 54 
CDC H181   1H18 H 0  0 N N N -19.118 30.856 8.311  -9.568 -1.187 0.403  H181   CDC 55 
CDC H182   2H18 H 0  0 N N N -17.448 31.453 8.599  -8.821 -1.557 1.976  H182   CDC 56 
CDC H183   3H18 H 0  0 N N N -18.283 30.479 9.856  -9.382 0.095  1.623  H183   CDC 57 
# 
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 
CDC N1    C2     SING N N 1  
CDC N1    C6     SING N N 2  
CDC N1    "C1'"  SING N N 3  
CDC C2    N3     SING N N 4  
CDC C2    O2     DOUB N N 5  
CDC N3    C4     DOUB N N 6  
CDC C4    C5     SING N N 7  
CDC C4    N4     SING N N 8  
CDC C5    C6     DOUB N N 9  
CDC C5    H5     SING N N 10 
CDC C6    H6     SING N N 11 
CDC N4    H41    SING N N 12 
CDC N4    H42    SING N N 13 
CDC "C1'" "C2'"  SING N N 14 
CDC "C1'" "O4'"  SING N N 15 
CDC "C1'" "H1'"  SING N N 16 
CDC "C2'" "O2'"  SING N N 17 
CDC "C2'" "C3'"  SING N N 18 
CDC "C2'" "H2'"  SING N N 19 
CDC "O2'" "HO'2" SING N N 20 
CDC "C3'" "C4'"  SING N N 21 
CDC "C3'" "O3'"  SING N N 22 
CDC "C3'" "H3'"  SING N N 23 
CDC "C4'" "O4'"  SING N N 24 
CDC "C4'" "C5'"  SING N N 25 
CDC "C4'" "H4'"  SING N N 26 
CDC "O3'" H3T    SING N N 27 
CDC "C5'" "O5'"  SING N N 28 
CDC "C5'" "H5'1" SING N N 29 
CDC "C5'" "H5'2" SING N N 30 
CDC "O5'" PA     SING N N 31 
CDC PA    O1A    DOUB N N 32 
CDC PA    O2A    SING N N 33 
CDC PA    O3A    SING N N 34 
CDC O2A   HO2A   SING N N 35 
CDC O3A   PB     SING N N 36 
CDC PB    O1B    SING N N 37 
CDC PB    O2B    SING N N 38 
CDC PB    O3B    DOUB N N 39 
CDC O1B   C14    SING N N 40 
CDC C14   C15    SING N N 41 
CDC C14   H141   SING N N 42 
CDC C14   H142   SING N N 43 
CDC C15   N11    SING N N 44 
CDC C15   H151   SING N N 45 
CDC C15   H152   SING N N 46 
CDC N11   C16    SING N N 47 
CDC N11   C17    SING N N 48 
CDC N11   C18    SING N N 49 
CDC C16   H161   SING N N 50 
CDC C16   H162   SING N N 51 
CDC C16   H163   SING N N 52 
CDC C17   H171   SING N N 53 
CDC C17   H172   SING N N 54 
CDC C17   H173   SING N N 55 
CDC C18   H181   SING N N 56 
CDC C18   H182   SING N N 57 
CDC C18   H183   SING N N 58 
# 
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 
CDC SMILES           ACDLabs              10.04 [O-]P(=O)(OCC[N+](C)(C)C)OP(=O)(O)OCC2OC(N1C(=O)N=C(N)C=C1)C(O)C2O                                                                                                                                           
CDC InChI            InChI                1.02b InChI=1/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1/f/h24H,15H2 
CDC InChIKey         InChI                1.02b RZZPDXZPRHQOCG-ICHIFBLQDK                                                                                                                                                                                    
CDC SMILES_CANONICAL CACTVS               3.341 C[N+](C)(C)CCO[P]([O-])(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=NC2=O)N                                                                                                                       
CDC SMILES           CACTVS               3.341 C[N+](C)(C)CCO[P]([O-])(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)N2C=CC(=NC2=O)N                                                                                                                             
CDC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N+](C)(C)CCO[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                                                                                                                 
CDC SMILES           "OpenEye OEToolkits" 1.5.0 C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)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 
CDC "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy({[2-(trimethylammonio)ethoxy]phosphinato}oxy)phosphoryl]cytidine"                                                         
CDC "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]methoxy-hydroxy-phosphoryl] 2-trimethylazaniumylethyl phosphate" 
# 
