data_5J9
# 
_chem_comp.id                                    5J9 
_chem_comp.name                                  "3'-{4-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-1H-1,2,3-triazol-1-yl}-3'-deoxyadenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H19 N11 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-30 
_chem_comp.pdbx_modified_date                    2015-11-13 
_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                        441.404 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5J9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5E13 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5J9 C4    C1  C 0 1 Y N N -8.961  -9.890  21.140 -3.627 1.072  -0.149 C4    5J9 1  
5J9 C14   C2  C 0 1 Y N N -8.235  -16.364 19.073 1.812  -1.651 -0.268 C14   5J9 2  
5J9 C5    C3  C 0 1 Y N N -9.844  -9.068  21.754 -5.003 1.145  0.125  C5    5J9 3  
5J9 C6    C4  C 0 1 Y N N -9.395  -7.904  22.300 -5.600 2.416  0.193  C6    5J9 4  
5J9 C8    C5  C 0 1 Y N N -10.891 -10.833 21.031 -4.462 -0.955 0.093  C8    5J9 5  
5J9 C13   C6  C 0 1 Y N N -7.207  -16.831 19.775 3.077  -1.496 0.189  C13   5J9 6  
5J9 N1    N1  N 0 1 Y N N -8.104  -7.557  22.234 -4.836 3.485  -0.005 N1    5J9 7  
5J9 N3    N2  N 0 1 Y N N -7.657  -9.571  21.038 -2.945 2.197  -0.333 N3    5J9 8  
5J9 O2T   O1  O 0 1 N N N -6.924  -18.890 17.298 5.800  0.092  1.213  O2T   5J9 9  
5J9 C2T   C7  C 0 1 N N N -5.819  -18.941 17.849 5.291  0.827  0.383  C2T   5J9 10 
5J9 N3T   N3  N 0 1 N N N -4.747  -19.297 17.106 5.515  2.138  0.445  N3T   5J9 11 
5J9 C4T   C8  C 0 1 N N N -3.509  -19.385 17.637 4.973  2.961  -0.444 C4T   5J9 12 
5J9 N4T   N4  N 0 1 N N N -2.497  -19.736 16.858 5.212  4.313  -0.371 N4T   5J9 13 
5J9 C5T   C9  C 0 1 N N N -3.303  -19.114 18.996 4.153  2.440  -1.466 C5T   5J9 14 
5J9 C6T   C10 C 0 1 N N N -4.404  -18.754 19.773 3.935  1.104  -1.515 C6T   5J9 15 
5J9 N1T   N5  N 0 1 N N N -5.684  -18.667 19.169 4.517  0.299  -0.583 N1T   5J9 16 
5J9 C15   C11 C 0 1 N N N -6.856  -18.308 19.991 4.295  -1.148 -0.629 C15   5J9 17 
5J9 N12   N6  N 0 1 Y N N -6.514  -15.837 20.306 3.034  -1.712 1.508  N12   5J9 18 
5J9 N11   N7  N 0 1 Y N N -7.106  -14.710 19.909 1.823  -1.982 1.847  N11   5J9 19 
5J9 N10   N8  N 0 1 Y N N -8.168  -15.029 19.151 1.057  -1.956 0.812  N10   5J9 20 
5J9 "C3'" C12 C 0 1 N N S -9.076  -14.022 18.547 -0.386 -2.213 0.806  "C3'" 5J9 21 
5J9 "C2'" C13 C 0 1 N N R -9.891  -13.280 19.607 -1.172 -0.887 0.900  "C2'" 5J9 22 
5J9 "O2'" O2  O 0 1 N N N -10.138 -14.088 20.779 -0.275 0.224  0.968  "O2'" 5J9 23 
5J9 "C4'" C14 C 0 1 N N S -8.276  -12.866 17.888 -0.822 -2.813 -0.549 "C4'" 5J9 24 
5J9 "C5'" C15 C 0 1 N N N -8.751  -12.352 16.548 -0.944 -4.334 -0.443 "C5'" 5J9 25 
5J9 "O5'" O3  O 0 1 N N N -10.142 -12.634 16.320 -1.235 -4.880 -1.732 "O5'" 5J9 26 
5J9 "O4'" O4  O 0 1 N N N -8.485  -11.674 18.720 -2.113 -2.223 -0.815 "O4'" 5J9 27 
5J9 "C1'" C16 C 0 1 N N R -8.968  -12.120 19.966 -1.991 -0.842 -0.409 "C1'" 5J9 28 
5J9 N9    N9  N 0 1 Y N N -9.616  -10.968 20.690 -3.315 -0.264 -0.163 N9    5J9 29 
5J9 N7    N10 N 0 1 Y N N -11.029 -9.683  21.671 -5.450 -0.126 0.267  N7    5J9 30 
5J9 C2    C17 C 0 1 Y N N -7.192  -8.396  21.595 -3.546 3.366  -0.260 C2    5J9 31 
5J9 N6    N11 N 0 1 N N N -10.220 -7.046  22.943 -6.951 2.550  0.459  N6    5J9 32 
5J9 H1    H1  H 0 1 N N N -8.976  -16.946 18.545 1.474  -1.546 -1.288 H1    5J9 33 
5J9 H2    H2  H 0 1 N N N -11.680 -11.540 20.822 -4.537 -2.030 0.151  H2    5J9 34 
5J9 H3    H3  H 0 1 N N N -2.655  -19.932 15.890 5.777  4.669  0.333  H3    5J9 35 
5J9 H4    H4  H 0 1 N N N -1.574  -19.805 17.238 4.814  4.912  -1.023 H4    5J9 36 
5J9 H5    H5  H 0 1 N N N -2.317  -19.182 19.431 3.704  3.096  -2.197 H5    5J9 37 
5J9 H6    H6  H 0 1 N N N -4.283  -18.543 20.825 3.309  0.681  -2.288 H6    5J9 38 
5J9 H7    H7  H 0 1 N N N -7.712  -18.934 19.699 5.165  -1.663 -0.221 H7    5J9 39 
5J9 H8    H8  H 0 1 N N N -6.623  -18.477 21.053 4.140  -1.460 -1.662 H8    5J9 40 
5J9 H9    H9  H 0 1 N N N -9.744  -14.487 17.807 -0.658 -2.878 1.626  H9    5J9 41 
5J9 H10   H10 H 0 1 N N N -10.828 -12.902 19.172 -1.835 -0.896 1.765  H10   5J9 42 
5J9 H11   H11 H 0 1 N N N -10.645 -13.588 21.408 -0.716 1.082  1.028  H11   5J9 43 
5J9 H12   H12 H 0 1 N N N -7.209  -13.131 17.840 -0.113 -2.542 -1.331 H12   5J9 44 
5J9 H13   H13 H 0 1 N N N -8.158  -12.830 15.755 -0.005 -4.749 -0.076 H13   5J9 45 
5J9 H14   H14 H 0 1 N N N -8.600  -11.263 16.513 -1.748 -4.588 0.248  H14   5J9 46 
5J9 H15   H15 H 0 1 N N N -10.399 -12.296 15.470 -1.326 -5.843 -1.740 H15   5J9 47 
5J9 H16   H16 H 0 1 N N N -8.140  -12.506 20.579 -1.461 -0.268 -1.169 H16   5J9 48 
5J9 H17   H17 H 0 1 N N N -6.146  -8.133  21.537 -2.962 4.262  -0.415 H17   5J9 49 
5J9 H18   H18 H 0 1 N N N -9.694  -6.262  23.274 -7.498 1.762  0.602  H18   5J9 50 
5J9 H19   H19 H 0 1 N N N -10.929 -6.730  22.313 -7.351 3.433  0.504  H19   5J9 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 
5J9 "O5'" "C5'" SING N N 1  
5J9 "C5'" "C4'" SING N N 2  
5J9 N4T   C4T   SING N N 3  
5J9 N3T   C4T   DOUB N N 4  
5J9 N3T   C2T   SING N N 5  
5J9 O2T   C2T   DOUB N N 6  
5J9 C4T   C5T   SING N N 7  
5J9 C2T   N1T   SING N N 8  
5J9 "C4'" "C3'" SING N N 9  
5J9 "C4'" "O4'" SING N N 10 
5J9 "C3'" N10   SING N N 11 
5J9 "C3'" "C2'" SING N N 12 
5J9 "O4'" "C1'" SING N N 13 
5J9 C5T   C6T   DOUB N N 14 
5J9 C14   N10   SING Y N 15 
5J9 C14   C13   DOUB Y N 16 
5J9 N10   N11   SING Y N 17 
5J9 N1T   C6T   SING N N 18 
5J9 N1T   C15   SING N N 19 
5J9 "C2'" "C1'" SING N N 20 
5J9 "C2'" "O2'" SING N N 21 
5J9 C13   C15   SING N N 22 
5J9 C13   N12   SING Y N 23 
5J9 N11   N12   DOUB Y N 24 
5J9 "C1'" N9    SING N N 25 
5J9 N9    C8    SING Y N 26 
5J9 N9    C4    SING Y N 27 
5J9 C8    N7    DOUB Y N 28 
5J9 N3    C4    DOUB Y N 29 
5J9 N3    C2    SING Y N 30 
5J9 C4    C5    SING Y N 31 
5J9 C2    N1    DOUB Y N 32 
5J9 N7    C5    SING Y N 33 
5J9 C5    C6    DOUB Y N 34 
5J9 N1    C6    SING Y N 35 
5J9 C6    N6    SING N N 36 
5J9 C14   H1    SING N N 37 
5J9 C8    H2    SING N N 38 
5J9 N4T   H3    SING N N 39 
5J9 N4T   H4    SING N N 40 
5J9 C5T   H5    SING N N 41 
5J9 C6T   H6    SING N N 42 
5J9 C15   H7    SING N N 43 
5J9 C15   H8    SING N N 44 
5J9 "C3'" H9    SING N N 45 
5J9 "C2'" H10   SING N N 46 
5J9 "O2'" H11   SING N N 47 
5J9 "C4'" H12   SING N N 48 
5J9 "C5'" H13   SING N N 49 
5J9 "C5'" H14   SING N N 50 
5J9 "O5'" H15   SING N N 51 
5J9 "C1'" H16   SING N N 52 
5J9 C2    H17   SING N N 53 
5J9 N6    H18   SING N N 54 
5J9 N6    H19   SING N N 55 
# 
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 
5J9 SMILES           ACDLabs              12.01 "c12c(c(N)ncn1)ncn2C5C(C(n4cc(CN3C(=O)N=C(C=C3)N)nn4)C(O5)CO)O" 
5J9 InChI            InChI                1.03  
"InChI=1S/C17H19N11O4/c18-10-1-2-26(17(31)23-10)3-8-4-28(25-24-8)12-9(5-29)32-16(13(12)30)27-7-22-11-14(19)20-6-21-15(11)27/h1-2,4,6-7,9,12-13,16,29-30H,3,5H2,(H2,18,23,31)(H2,19,20,21)/t9-,12-,13-,16-/m1/s1" 
5J9 InChIKey         InChI                1.03  RYUXRYKLIYXCJZ-RVXWVPLUSA-N 
5J9 SMILES_CANONICAL CACTVS               3.385 "NC1=NC(=O)N(Cc2cn(nn2)[C@H]3[C@@H](O)[C@@H](O[C@@H]3CO)n4cnc5c(N)ncnc45)C=C1" 
5J9 SMILES           CACTVS               3.385 "NC1=NC(=O)N(Cc2cn(nn2)[CH]3[CH](O)[CH](O[CH]3CO)n4cnc5c(N)ncnc45)C=C1" 
5J9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(nnn1[C@@H]2[C@H](O[C@H]([C@@H]2O)n3cnc4c3ncnc4N)CO)CN5C=CC(=NC5=O)N" 
5J9 SMILES           "OpenEye OEToolkits" 1.9.2 "c1c(nnn1C2C(OC(C2O)n3cnc4c3ncnc4N)CO)CN5C=CC(=NC5=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 
5J9 "SYSTEMATIC NAME" ACDLabs              12.01 "3'-{4-[(4-amino-2-oxopyrimidin-1(2H)-yl)methyl]-1H-1,2,3-triazol-1-yl}-3'-deoxyadenosine"                                                 
5J9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[[1-[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-oxidanyl-oxolan-3-yl]-1,2,3-triazol-4-yl]methyl]-4-azanyl-pyrimidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5J9 "Create component" 2015-09-30 EBI  
5J9 "Initial release"  2015-11-18 RCSB 
# 
