data_1AA
# 
_chem_comp.id                                    1AA 
_chem_comp.name                                  "5'-O-[({[(2-{[(2-AMINOPHENYL)CARBONYL]OXY}ETHYL)OXY]PHOSPHINATO}OXY)PHOSPHINATO]CYTIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H24 N4 O13 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-26 
_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                        566.350 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1AA 
_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        2AMT 
_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 
1AA O1    O1   O 0 1 N N N 4.729  4.867 15.141 -5.614 0.917  -1.262 O1    1AA 1  
1AA C1    C1   C 0 1 N N N 3.763  5.623 15.072 -6.164 1.656  -0.463 C1    1AA 2  
1AA N4    N4   N 0 1 N N N 3.447  6.423 16.180 -6.644 2.828  -0.877 N4    1AA 3  
1AA "C9'" C9*  C 0 1 N N N 2.352  7.294 16.136 -7.246 3.651  -0.028 "C9'" 1AA 4  
1AA N3    N3   N 0 1 N N N 2.065  8.045 17.194 -7.737 4.858  -0.467 N3    1AA 5  
1AA "C8'" C8*  C 0 1 N N N 1.571  7.372 14.987 -7.375 3.283  1.327  "C8'" 1AA 6  
1AA "C7'" C7*  C 0 1 N N N 1.877  6.585 13.879 -6.887 2.086  1.731  "C7'" 1AA 7  
1AA N2    N2   N 0 1 N N N 2.974  5.696 13.903 -6.276 1.274  0.823  N2    1AA 8  
1AA C2    C2   C 0 1 N N R 3.304  4.851 12.709 -5.738 -0.020 1.248  C2    1AA 9  
1AA "O2'" O2*  O 0 1 N N N 3.230  5.655 11.492 -4.361 -0.153 0.834  "O2'" 1AA 10 
1AA C3    C3   C 0 1 N N R 2.342  3.668 12.521 -6.481 -1.172 0.534  C3    1AA 11 
1AA "O4'" O4*  O 0 1 N N N 3.082  2.505 12.125 -7.492 -1.724 1.379  "O4'" 1AA 12 
1AA C4    C4   C 0 1 N N S 1.427  4.128 11.393 -5.374 -2.216 0.259  C4    1AA 13 
1AA "O3'" O3*  O 0 1 N N N 0.955  3.007 10.636 -5.666 -3.445 0.928  "O3'" 1AA 14 
1AA C5    C5   C 0 1 N N R 2.360  4.991 10.546 -4.096 -1.573 0.843  C5    1AA 15 
1AA C6    C6   C 0 1 N N N 1.568  6.077 9.816  -2.886 -1.895 -0.036 C6    1AA 16 
1AA O2    O2   O 0 1 N N N 0.866  6.925 10.744 -1.710 -1.327 0.547  O2    1AA 17 
1AA P1    P1   P 0 1 N N S -0.393 7.812 10.277 -0.482 -1.703 -0.424 P1    1AA 18 
1AA "O1'" O1*  O 0 1 N N N 0.125  9.036 9.626  -0.782 -1.243 -1.799 "O1'" 1AA 19 
1AA O9    O9   O 0 1 N N N -1.339 7.928 11.405 -0.269 -3.298 -0.427 O9    1AA 20 
1AA O3    O3   O 0 1 N N N -1.079 6.839 9.180  0.858  -0.983 0.103  O3    1AA 21 
1AA P2    P2   P 0 1 N N R -1.691 7.339 7.766  1.883  -0.941 -1.138 P2    1AA 22 
1AA O8    O8   O 0 1 N N N -1.174 8.679 7.400  1.165  -0.506 -2.357 O8    1AA 23 
1AA O7    O7   O 0 1 N N N -3.156 7.110 7.788  2.499  -2.410 -1.374 O7    1AA 24 
1AA O4    O4   O 0 1 N N N -1.031 6.280 6.737  3.073  0.095  -0.818 O4    1AA 25 
1AA C7    C7   C 0 1 N N N -1.240 4.868 6.875  3.878  0.176  -1.995 C7    1AA 26 
1AA C8    C8   C 0 1 N N N 0.090  4.118 6.773  5.034  1.149  -1.756 C8    1AA 27 
1AA O5    O5   O 0 1 N N N 0.259  3.559 5.449  5.910  0.618  -0.727 O5    1AA 28 
1AA C9    C9   C 0 1 N N N 1.338  4.069 4.778  7.002  1.311  -0.348 C9    1AA 29 
1AA O6    O6   O 0 1 N N N 2.252  4.622 5.393  7.254  2.380  -0.869 O6    1AA 30 
1AA "C1'" C1*  C 0 1 Y N N 1.402  3.938 3.245  7.891  0.772  0.696  "C1'" 1AA 31 
1AA "C2'" C2*  C 0 1 Y N N 0.223  3.746 2.522  7.542  -0.394 1.383  "C2'" 1AA 32 
1AA "C3'" C3*  C 0 1 Y N N 0.267  3.627 1.132  8.377  -0.892 2.358  "C3'" 1AA 33 
1AA "C4'" C4*  C 0 1 Y N N 1.485  3.696 0.457  9.563  -0.244 2.663  "C4'" 1AA 34 
1AA "C5'" C5*  C 0 1 Y N N 2.664  3.887 1.175  9.922  0.908  1.994  "C5'" 1AA 35 
1AA "C6'" C6*  C 0 1 Y N N 2.624  4.008 2.564  9.096  1.424  1.003  "C6'" 1AA 36 
1AA N1    N1   N 0 1 N N N 3.765  4.191 3.224  9.455  2.583  0.328  N1    1AA 37 
1AA HN31  1HN3 H 0 0 N N N 1.307  8.695 17.258 -7.644 5.110  -1.399 HN31  1AA 38 
1AA HN32  2HN3 H 0 0 N N N 2.730  7.855 17.916 -8.181 5.456  0.155  HN32  1AA 39 
1AA "H8'" H8*  H 0 1 N N N 0.726  8.044 14.954 -7.863 3.941  2.030  "H8'" 1AA 40 
1AA "H7'" H7*  H 0 1 N N N 1.267  6.656 12.990 -6.977 1.780  2.763  "H7'" 1AA 41 
1AA H2    H2   H 0 1 N N N 4.317  4.462 12.889 -5.822 -0.128 2.329  H2    1AA 42 
1AA H3    H3   H 0 1 N N N 1.789  3.401 13.434 -6.916 -0.821 -0.402 H3    1AA 43 
1AA "H4'" H4*  H 0 1 N N N 3.246  2.536 11.190 -7.875 -2.473 0.902  "H4'" 1AA 44 
1AA H4    H4   H 0 1 N N N 0.528  4.657 11.742 -5.262 -2.383 -0.812 H4    1AA 45 
1AA H6    H6   H 0 1 N N N 0.851  3.260 9.726  -6.470 -3.799 0.523  H6    1AA 46 
1AA H5    H5   H 0 1 N N N 2.894  4.379 9.805  -3.928 -1.921 1.862  H5    1AA 47 
1AA H61   1H6  H 0 1 N N N 0.830  5.590 9.162  -2.768 -2.976 -0.111 H61   1AA 48 
1AA H62   2H6  H 0 1 N N N 2.266  6.693 9.229  -3.037 -1.476 -1.030 H62   1AA 49 
1AA HO9   HO9  H 0 1 N N N -0.856 7.953 12.223 -0.076 -3.556 0.485  HO9   1AA 50 
1AA HO7   HO7  H 0 1 N N N -3.456 7.061 8.688  2.957  -2.655 -0.559 HO7   1AA 51 
1AA H71   1H7  H 0 1 N N N -1.905 4.525 6.069  4.278  -0.811 -2.230 H71   1AA 52 
1AA H72   2H7  H 0 1 N N N -1.694 4.665 7.856  3.271  0.530  -2.828 H72   1AA 53 
1AA H81   1H8  H 0 1 N N N 0.093  3.299 7.507  5.597  1.279  -2.680 H81   1AA 54 
1AA H82   2H8  H 0 1 N N N 0.914  4.818 6.976  4.637  2.112  -1.434 H82   1AA 55 
1AA "H2'" H2*  H 0 1 N N N -0.724 3.690 3.039  6.618  -0.903 1.150  "H2'" 1AA 56 
1AA "H3'" H3*  H 0 1 N N N -0.647 3.481 0.576  8.106  -1.794 2.888  "H3'" 1AA 57 
1AA H1    H1   H 0 1 N N N 1.515  3.602 -0.618 10.211 -0.642 3.430  H1    1AA 58 
1AA "H5'" H5*  H 0 1 N N N 3.609  3.941 0.656  10.848 1.408  2.238  "H5'" 1AA 59 
1AA HN11  1HN1 H 0 0 N N N 3.717  5.046 3.741  10.319 2.991  0.492  HN11  1AA 60 
1AA HN12  2HN1 H 0 0 N N N 4.523  4.237 2.574  8.841  2.984  -0.307 HN12  1AA 61 
# 
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 
1AA O1    C1    DOUB N N 1  
1AA C1    N4    SING N N 2  
1AA C1    N2    SING N N 3  
1AA N4    "C9'" DOUB N N 4  
1AA "C9'" N3    SING N N 5  
1AA "C9'" "C8'" SING N N 6  
1AA N3    HN31  SING N N 7  
1AA N3    HN32  SING N N 8  
1AA "C8'" "C7'" DOUB N N 9  
1AA "C8'" "H8'" SING N N 10 
1AA "C7'" N2    SING N N 11 
1AA "C7'" "H7'" SING N N 12 
1AA N2    C2    SING N N 13 
1AA C2    "O2'" SING N N 14 
1AA C2    C3    SING N N 15 
1AA C2    H2    SING N N 16 
1AA "O2'" C5    SING N N 17 
1AA C3    "O4'" SING N N 18 
1AA C3    C4    SING N N 19 
1AA C3    H3    SING N N 20 
1AA "O4'" "H4'" SING N N 21 
1AA C4    "O3'" SING N N 22 
1AA C4    C5    SING N N 23 
1AA C4    H4    SING N N 24 
1AA "O3'" H6    SING N N 25 
1AA C5    C6    SING N N 26 
1AA C5    H5    SING N N 27 
1AA C6    O2    SING N N 28 
1AA C6    H61   SING N N 29 
1AA C6    H62   SING N N 30 
1AA O2    P1    SING N N 31 
1AA P1    "O1'" DOUB N N 32 
1AA P1    O9    SING N N 33 
1AA P1    O3    SING N N 34 
1AA O9    HO9   SING N N 35 
1AA O3    P2    SING N N 36 
1AA P2    O8    DOUB N N 37 
1AA P2    O7    SING N N 38 
1AA P2    O4    SING N N 39 
1AA O7    HO7   SING N N 40 
1AA O4    C7    SING N N 41 
1AA C7    C8    SING N N 42 
1AA C7    H71   SING N N 43 
1AA C7    H72   SING N N 44 
1AA C8    O5    SING N N 45 
1AA C8    H81   SING N N 46 
1AA C8    H82   SING N N 47 
1AA O5    C9    SING N N 48 
1AA C9    O6    DOUB N N 49 
1AA C9    "C1'" SING N N 50 
1AA "C1'" "C2'" DOUB Y N 51 
1AA "C1'" "C6'" SING Y N 52 
1AA "C2'" "C3'" SING Y N 53 
1AA "C2'" "H2'" SING N N 54 
1AA "C3'" "C4'" DOUB Y N 55 
1AA "C3'" "H3'" SING N N 56 
1AA "C4'" "C5'" SING Y N 57 
1AA "C4'" H1    SING N N 58 
1AA "C5'" "C6'" DOUB Y N 59 
1AA "C5'" "H5'" SING N N 60 
1AA "C6'" N1    SING N N 61 
1AA N1    HN11  SING N N 62 
1AA N1    HN12  SING N N 63 
# 
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 
1AA SMILES           ACDLabs              10.04 O=P(O)(OCCOC(=O)c1ccccc1N)OP(=O)(O)OCC3OC(N2C(=O)N=C(N)C=C2)C(O)C3O 
1AA InChI            InChI                1.02b 
InChI=1/C18H24N4O13P2/c19-11-4-2-1-3-10(11)17(25)31-7-8-32-36(27,28)35-37(29,30)33-9-12-14(23)15(24)16(34-12)22-6-5-13(20)21-18(22)26/h1-6,12,14-16,23-24H,7-9,19H2,(H,27,28)(H,29,30)(H2,20,21,26)/t12-,14-,15-,16-/m1/s1/f/h27,29H,20H2 
1AA InChIKey         InChI                1.02b PGXVRIOOHRVKLC-MINZFEHVDV 
1AA SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)OCCOC(=O)c3ccccc3N)[C@@H](O)[C@H]2O 
1AA SMILES           CACTVS               3.341 NC1=NC(=O)N(C=C1)[CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)OCCOC(=O)c3ccccc3N)[CH](O)[CH]2O 
1AA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)OCCO[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=NC3=O)N)O)O)N 
1AA SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)OCCOP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=NC3=O)N)O)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 
1AA "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-{[(R)-(2-{[(2-aminophenyl)carbonyl]oxy}ethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]cytidine"                                             
1AA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxyethyl 2-aminobenzoate" 
# 
