data_ONA
# 
_chem_comp.id                                    ONA 
_chem_comp.name                                  
;3'-O-[2-(METHYLAMINO)BENZOYL]ADENOSINE 5'-(TETRAHYDROGEN TRIPHOSPHATE)
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H23 N6 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;2'(3')-O-(N-METHYLANTHRANILOYL)-ADENOSINE 5'-TRIPHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        640.328 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ONA 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        2GVZ 
_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 
ONA CA7    CA7  C 0 1 N N N 66.475 -13.831 54.267 -3.921 6.365  2.698  CA7    ONA 1  
ONA NA1    NA1  N 0 1 N N N 65.090 -14.260 54.589 -3.655 5.178  1.881  NA1    ONA 2  
ONA CA6    CA6  C 0 1 Y N N 64.628 -15.497 54.949 -3.609 5.284  0.497  CA6    ONA 3  
ONA CA5    CA5  C 0 1 Y N N 65.633 -16.721 55.068 -3.930 6.486  -0.123 CA5    ONA 4  
ONA CA4    CA4  C 0 1 Y N N 65.005 -18.167 55.288 -3.884 6.588  -1.498 CA4    ONA 5  
ONA CA3    CA3  C 0 1 Y N N 63.510 -18.206 55.756 -3.517 5.498  -2.271 CA3    ONA 6  
ONA CA2    CA2  C 0 1 Y N N 62.708 -16.875 55.575 -3.195 4.298  -1.675 CA2    ONA 7  
ONA CA1    CA1  C 0 1 Y N N 63.225 -15.628 55.204 -3.231 4.180  -0.283 CA1    ONA 8  
ONA CA     CA   C 0 1 N N N 62.201 -14.479 55.109 -2.887 2.900  0.361  CA     ONA 9  
ONA OA     OA   O 0 1 N N N 62.203 -13.399 56.061 -3.021 2.769  1.562  OA     ONA 10 
ONA "O3'"  O3*  O 0 1 N N N 61.307 -14.582 54.078 -2.424 1.875  -0.382 "O3'"  ONA 11 
ONA "C3'"  C3*  C 0 1 N N S 60.313 -13.554 53.683 -2.085 0.614  0.253  "C3'"  ONA 12 
ONA "C2'"  C2*  C 0 1 N N R 59.556 -14.096 52.481 -3.289 -0.353 0.214  "C2'"  ONA 13 
ONA "O2'"  O2*  O 0 1 N N N 60.447 -14.710 51.547 -4.405 0.263  -0.433 "O2'"  ONA 14 
ONA "C4'"  C4*  C 0 1 N N R 59.171 -13.413 54.686 -0.986 -0.117 -0.549 "C4'"  ONA 15 
ONA "C5'"  C5*  C 0 1 N N N 58.405 -12.048 54.874 0.389  0.121  0.078  "C5'"  ONA 16 
ONA "O5'"  O5*  O 0 1 N N N 58.783 -10.919 54.395 1.390  -0.530 -0.707 "O5'"  ONA 17 
ONA PA     PA   P 0 1 N N R 57.536 -9.879  54.544 2.804  -0.239 0.007  PA     ONA 18 
ONA O3A    O3A  O 0 1 N N N 58.055 -8.788  53.543 2.828  -0.943 1.455  O3A    ONA 19 
ONA O2A    O2A  O 0 1 N N N 56.228 -10.484 54.233 2.986  1.221  0.164  O2A    ONA 20 
ONA O1A    O1A  O 0 1 N N N 57.773 -9.635  56.079 3.995  -0.835 -0.898 O1A    ONA 21 
ONA PB     PB   P 0 1 N N R 56.789 -8.960  57.077 5.362  -0.180 -0.357 PB     ONA 22 
ONA O3B    O3B  O 0 1 N N N 55.616 -10.068 56.929 5.455  1.351  -0.848 O3B    ONA 23 
ONA O2B    O2B  O 0 1 N N N 56.128 -7.593  56.890 5.380  -0.225 1.122  O2B    ONA 24 
ONA O1B    O1B  O 0 1 N N N 57.688 -9.353  58.265 6.618  -1.005 -0.935 O1B    ONA 25 
ONA PG     PG   P 0 1 N N N 58.456 -8.158  58.876 7.872  -0.673 0.019  PG     ONA 26 
ONA O3G    O3G  O 0 1 N N N 58.949 -7.155  57.684 7.778  -1.562 1.358  O3G    ONA 27 
ONA O1G    O1G  O 0 1 N N N 57.355 -7.464  59.843 9.241  -1.014 -0.756 O1G    ONA 28 
ONA O2G    O2G  O 0 1 N N N 59.630 -8.654  59.639 7.852  0.763  0.378  O2G    ONA 29 
ONA "O4'"  O4*  O 0 1 N N N 58.163 -14.444 54.343 -1.341 -1.517 -0.467 "O4'"  ONA 30 
ONA "C1'"  C1*  C 0 1 N N R 58.619 -15.115 53.132 -2.778 -1.556 -0.609 "C1'"  ONA 31 
ONA N9     N9   N 0 1 Y N N 57.475 -15.550 52.253 -3.313 -2.808 -0.069 N9     ONA 32 
ONA C8     C8   C 0 1 Y N N 57.203 -16.836 51.936 -2.693 -3.631 0.824  C8     ONA 33 
ONA N7     N7   N 0 1 Y N N 56.140 -16.894 51.130 -3.453 -4.654 1.088  N7     ONA 34 
ONA C5     C5   C 0 1 Y N N 55.723 -15.653 50.925 -4.606 -4.553 0.383  C5     ONA 35 
ONA C4     C4   C 0 1 Y N N 56.574 -14.778 51.644 -4.532 -3.364 -0.363 C4     ONA 36 
ONA N3     N3   N 0 1 Y N N 56.395 -13.419 51.625 -5.548 -3.034 -1.154 N3     ONA 37 
ONA C2     C2   C 0 1 Y N N 55.410 -12.808 50.933 -6.615 -3.801 -1.231 C2     ONA 38 
ONA N1     N1   N 0 1 Y N N 54.516 -13.624 50.183 -6.732 -4.923 -0.545 N1     ONA 39 
ONA C6     C6   C 0 1 Y N N 54.675 -15.060 50.177 -5.765 -5.338 0.267  C6     ONA 40 
ONA N6     N6   N 0 1 N N N 53.836 -15.819 49.470 -5.897 -6.516 0.981  N6     ONA 41 
ONA HA71   1HA7 H 0 0 N N N 67.187 -14.585 54.634 -3.148 7.112  2.516  HA71   ONA 42 
ONA HA72   2HA7 H 0 0 N N N 66.681 -12.865 54.751 -4.894 6.778  2.432  HA72   ONA 43 
ONA HA73   3HA7 H 0 0 N N N 66.583 -13.725 53.177 -3.919 6.088  3.752  HA73   ONA 44 
ONA HA1    HA1  H 0 1 N N N 64.847 -13.686 55.371 -3.511 4.319  2.306  HA1    ONA 45 
ONA HA5    HA5  H 0 1 N N N 66.701 -16.578 55.002 -4.217 7.340  0.473  HA5    ONA 46 
ONA HA4    HA4  H 0 1 N N N 65.576 -19.069 55.124 -4.136 7.524  -1.975 HA4    ONA 47 
ONA HA3    HA3  H 0 1 N N N 63.062 -19.094 56.176 -3.484 5.589  -3.347 HA3    ONA 48 
ONA HA2    HA2  H 0 1 N N N 61.644 -16.923 55.755 -2.910 3.452  -2.283 HA2    ONA 49 
ONA "H3'"  H3*  H 0 1 N N N 60.876 -12.618 53.553 -1.761 0.780  1.281  "H3'"  ONA 50 
ONA H1     H1   H 0 1 N N N 59.028 -13.328 51.897 -3.560 -0.667 1.222  H1     ONA 51 
ONA "H2'"  H2*  H 0 1 N N N 59.997 -14.846 50.722 -5.123 -0.384 -0.428 "H2'"  ONA 52 
ONA "H4'"  H4*  H 0 1 N N N 59.694 -13.510 55.649 -0.991 0.215  -1.587 "H4'"  ONA 53 
ONA "H5'1" 1H5* H 0 0 N N N 58.547 -11.876 55.951 0.593  1.191  0.112  "H5'1" ONA 54 
ONA "H5'2" 2H5* H 0 0 N N N 57.416 -12.222 54.426 0.402  -0.284 1.090  "H5'2" ONA 55 
ONA H2A    H2A  H 0 1 N N N 55.740 -10.614 55.037 ?      ?      ?      H2A    ONA 56 
ONA H2B    H2B  H 0 1 N N N 55.991 -7.188  57.738 ?      ?      ?      H2B    ONA 57 
ONA H1G    H1G  H 0 1 N N N 57.731 -7.328  60.705 9.965  -0.801 -0.151 H1G    ONA 58 
ONA H2G    H2G  H 0 1 N N N 60.369 -8.760  59.051 ?      ?      ?      H2G    ONA 59 
ONA "H1'"  H1*  H 0 1 N N N 59.139 -16.063 53.334 -3.058 -1.445 -1.657 "H1'"  ONA 60 
ONA H8     H8   H 0 1 N N N 57.764 -17.691 52.284 -1.715 -3.459 1.250  H8     ONA 61 
ONA H2     H2   H 0 1 N N N 55.303 -11.733 50.948 -7.425 -3.501 -1.879 H2     ONA 62 
ONA HN61   1HN6 H 0 0 N N N 53.575 -15.337 48.634 -5.184 -6.808 1.571  HN61   ONA 63 
ONA HN62   2HN6 H 0 0 N N N 53.019 -16.009 50.014 -6.702 -7.049 0.893  HN62   ONA 64 
# 
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 
ONA CA7   NA1    SING N N 1  
ONA CA7   HA71   SING N N 2  
ONA CA7   HA72   SING N N 3  
ONA CA7   HA73   SING N N 4  
ONA NA1   CA6    SING N N 5  
ONA NA1   HA1    SING N N 6  
ONA CA6   CA5    SING Y N 7  
ONA CA6   CA1    DOUB Y N 8  
ONA CA5   CA4    DOUB Y N 9  
ONA CA5   HA5    SING N N 10 
ONA CA4   CA3    SING Y N 11 
ONA CA4   HA4    SING N N 12 
ONA CA3   CA2    DOUB Y N 13 
ONA CA3   HA3    SING N N 14 
ONA CA2   CA1    SING Y N 15 
ONA CA2   HA2    SING N N 16 
ONA CA1   CA     SING N N 17 
ONA CA    OA     DOUB N N 18 
ONA CA    "O3'"  SING N N 19 
ONA "O3'" "C3'"  SING N N 20 
ONA "C3'" "C2'"  SING N N 21 
ONA "C3'" "C4'"  SING N N 22 
ONA "C3'" "H3'"  SING N N 23 
ONA "C2'" "O2'"  SING N N 24 
ONA "C2'" "C1'"  SING N N 25 
ONA "C2'" H1     SING N N 26 
ONA "O2'" "H2'"  SING N N 27 
ONA "C4'" "C5'"  SING N N 28 
ONA "C4'" "O4'"  SING N N 29 
ONA "C4'" "H4'"  SING N N 30 
ONA "C5'" "O5'"  SING N N 31 
ONA "C5'" "H5'1" SING N N 32 
ONA "C5'" "H5'2" SING N N 33 
ONA "O5'" PA     SING N N 34 
ONA PA    O3A    DOUB N N 35 
ONA PA    O2A    SING N N 36 
ONA PA    O1A    SING N N 37 
ONA O2A   H2A    SING N N 38 
ONA O1A   PB     SING N N 39 
ONA PB    O3B    DOUB N N 40 
ONA PB    O2B    SING N N 41 
ONA PB    O1B    SING N N 42 
ONA O2B   H2B    SING N N 43 
ONA O1B   PG     SING N N 44 
ONA PG    O3G    DOUB N N 45 
ONA PG    O1G    SING N N 46 
ONA PG    O2G    SING N N 47 
ONA O1G   H1G    SING N N 48 
ONA O2G   H2G    SING N N 49 
ONA "O4'" "C1'"  SING N N 50 
ONA "C1'" N9     SING N N 51 
ONA "C1'" "H1'"  SING N N 52 
ONA N9    C8     SING Y N 53 
ONA N9    C4     SING Y N 54 
ONA C8    N7     DOUB Y N 55 
ONA C8    H8     SING N N 56 
ONA N7    C5     SING Y N 57 
ONA C5    C4     SING Y N 58 
ONA C5    C6     DOUB Y N 59 
ONA C4    N3     DOUB Y N 60 
ONA N3    C2     SING Y N 61 
ONA C2    N1     DOUB Y N 62 
ONA C2    H2     SING N N 63 
ONA N1    C6     SING Y N 64 
ONA C6    N6     SING N N 65 
ONA N6    HN61   SING N N 66 
ONA N6    HN62   SING N N 67 
# 
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 
ONA SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC4OC(n2cnc1c(ncnc12)N)C(O)C4OC(=O)c3ccccc3NC 
ONA InChI            InChI                1.02b 
;InChI=1/C18H23N6O14P3/c1-20-10-5-3-2-4-9(10)18(26)36-14-11(6-34-40(30,31)38-41(32,33)37-39(27,28)29)35-17(13(14)25)24-8-23-12-15(19)21-7-22-16(12)24/h2-5,7-8,11,13-14,17,20,25H,6H2,1H3,(H,30,31)(H,32,33)(H2,19,21,22)(H2,27,28,29)/t11-,13-,14-,17-/m1/s1/f/h27-28,30,32H,19H2
;
ONA InChIKey         InChI                1.02b YAPJXKKTHXODSV-SUILMTRQDV 
ONA SMILES_CANONICAL CACTVS               3.341 CNc1ccccc1C(=O)O[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO[P@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)n3cnc4c(N)ncnc34 
ONA SMILES           CACTVS               3.341 CNc1ccccc1C(=O)O[CH]2[CH](O)[CH](O[CH]2CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)n3cnc4c(N)ncnc34 
ONA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNc1ccccc1C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]2O)n3cnc4c3ncnc4N)CO[P@@](=O)(O)O[P@](=O)(O)OP(=O)(O)O 
ONA SMILES           "OpenEye OEToolkits" 1.5.0 CNc1ccccc1C(=O)OC2C(OC(C2O)n3cnc4c3ncnc4N)COP(=O)(O)OP(=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 
ONA "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-O-{[2-(methylamino)phenyl]carbonyl}adenosine 5'-(tetrahydrogen triphosphate)
;
ONA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphoryl]oxymethyl]oxolan-3-yl] 2-methylaminobenzoate" 
# 
