data_6NR
# 
_chem_comp.id                                    6NR 
_chem_comp.name                                  "(2~{S})-2-azanyl-4-[[(2~{S},3~{S},4~{R},5~{R})-5-(4-azanyl-5-cyano-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]butanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N6 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-05-11 
_chem_comp.pdbx_modified_date                    2016-06-17 
_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                        408.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6NR 
_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        5JUW 
_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 
6NR C4    C1  C 0 1 Y N N 18.140 61.610 -9.988  3.912  0.022  0.540  C4    6NR 1  
6NR C5    C2  C 0 1 Y N N 16.851 62.004 -10.414 4.468  -1.194 0.111  C5    6NR 2  
6NR C6    C3  C 0 1 Y N N 15.883 60.976 -10.526 5.805  -1.472 0.422  C6    6NR 3  
6NR N1    N1  N 0 1 Y N N 16.235 59.719 -10.183 6.493  -0.568 1.114  N1    6NR 4  
6NR C7    C4  C 0 1 Y N N 16.903 63.425 -10.577 3.398  -1.899 -0.611 C7    6NR 5  
6NR C8    C5  C 0 1 Y N N 18.186 63.817 -10.279 2.305  -1.085 -0.567 C8    6NR 6  
6NR N3    N2  N 0 1 Y N N 18.510 60.361 -9.679  4.682  0.866  1.225  N3    6NR 7  
6NR OXT   O1  O 0 1 N N N 26.686 63.490 -2.607  -8.467 -1.096 1.023  OXT   6NR 8  
6NR C     C6  C 0 1 N N N 25.482 63.399 -2.724  -7.540 -1.597 0.432  C     6NR 9  
6NR O     O2  O 0 1 N N N 24.634 64.058 -2.016  -7.337 -2.922 0.502  O     6NR 10 
6NR CA    C7  C 0 1 N N S 24.871 62.443 -3.780  -6.611 -0.734 -0.383 CA    6NR 11 
6NR N     N3  N 0 1 N N N 23.575 61.921 -3.300  -7.275 0.538  -0.699 N     6NR 12 
6NR CB    C8  C 0 1 N N N 24.715 63.161 -5.153  -5.337 -0.458 0.418  CB    6NR 13 
6NR CG    C9  C 0 1 N N N 23.786 64.371 -5.128  -4.343 0.312  -0.454 CG    6NR 14 
6NR SD    S1  S 0 1 N N N 23.720 65.171 -6.766  -2.832 0.639  0.496  SD    6NR 15 
6NR "C5'" C10 C 0 1 N N N 21.983 65.001 -7.274  -1.795 1.543  -0.686 "C5'" 6NR 16 
6NR "C4'" C11 C 0 1 N N S 21.864 63.725 -8.084  -0.461 1.898  -0.026 "C4'" 6NR 17 
6NR "C3'" C12 C 0 1 N N S 22.486 63.740 -9.495  0.405  2.744  -0.986 "C3'" 6NR 18 
6NR "O3'" O3  O 0 1 N N N 23.429 62.680 -9.640  0.290  4.133  -0.671 "O3'" 6NR 19 
6NR "C2'" C13 C 0 1 N N R 21.273 63.529 -10.426 1.845  2.245  -0.730 "C2'" 6NR 20 
6NR "O2'" O4  O 0 1 N N N 21.604 62.762 -11.569 2.667  3.310  -0.248 "O2'" 6NR 21 
6NR "O4'" O5  O 0 1 N N N 20.459 63.422 -8.267  0.313  0.703  0.217  "O4'" 6NR 22 
6NR "C1'" C14 C 0 1 N N R 20.340 62.762 -9.507  1.678  1.157  0.354  "C1'" 6NR 23 
6NR N9    N4  N 0 1 Y N N 18.937 62.729 -9.914  2.610  0.052  0.114  N9    6NR 24 
6NR C2    C15 C 0 1 Y N N 17.496 59.493 -9.792  5.933  0.563  1.500  C2    6NR 25 
6NR CN    C16 C 0 1 N N N 15.793 64.284 -10.870 3.486  -3.185 -1.236 CN    6NR 26 
6NR NN    N5  N 0 1 N N N 14.880 64.931 -11.095 3.556  -4.205 -1.731 NN    6NR 27 
6NR N6    N6  N 0 1 N N N 14.661 61.174 -11.022 6.394  -2.658 0.019  N6    6NR 28 
6NR H1    H1  H 0 1 N N N 18.550 64.833 -10.325 1.345  -1.308 -1.007 H1    6NR 29 
6NR H2    H2  H 0 1 N N N 25.098 64.614 -1.401  -7.959 -3.434 1.036  H2    6NR 30 
6NR H3    H3  H 0 1 N N N 25.565 61.601 -3.917  -6.354 -1.250 -1.308 H3    6NR 31 
6NR H4    H4  H 0 1 N N N 23.704 61.466 -2.419  -8.085 0.387  -1.282 H4    6NR 32 
6NR H5    H5  H 0 1 N N N 22.930 62.678 -3.193  -7.524 1.035  0.143  H5    6NR 33 
6NR H7    H7  H 0 1 N N N 24.316 62.436 -5.877  -5.583 0.135  1.299  H7    6NR 34 
6NR H8    H8  H 0 1 N N N 25.710 63.497 -5.481  -4.891 -1.403 0.729  H8    6NR 35 
6NR H9    H9  H 0 1 N N N 24.157 65.095 -4.388  -4.097 -0.281 -1.335 H9    6NR 36 
6NR H10   H10 H 0 1 N N N 22.775 64.043 -4.846  -4.788 1.257  -0.764 H10   6NR 37 
6NR H11   H11 H 0 1 N N N 21.686 65.864 -7.888  -1.613 0.919  -1.561 H11   6NR 38 
6NR H12   H12 H 0 1 N N N 21.337 64.943 -6.386  -2.304 2.457  -0.991 H12   6NR 39 
6NR H13   H13 H 0 1 N N N 22.337 62.911 -7.515  -0.631 2.437  0.906  H13   6NR 40 
6NR H14   H14 H 0 1 N N N 22.944 64.720 -9.693  0.116  2.563  -2.021 H14   6NR 41 
6NR H15   H15 H 0 1 N N N 24.166 62.829 -9.059  0.814  4.711  -1.243 H15   6NR 42 
6NR H16   H16 H 0 1 N N N 20.832 64.500 -10.696 2.267  1.817  -1.640 H16   6NR 43 
6NR H17   H17 H 0 1 N N N 22.187 63.262 -12.128 2.805  4.022  -0.889 H17   6NR 44 
6NR H18   H18 H 0 1 N N N 20.713 61.731 -9.418  1.838  1.581  1.345  H18   6NR 45 
6NR H19   H19 H 0 1 N N N 17.727 58.470 -9.532  6.526  1.270  2.060  H19   6NR 46 
6NR H20   H20 H 0 1 N N N 14.172 60.303 -11.062 5.881  -3.308 -0.485 H20   6NR 47 
6NR H21   H21 H 0 1 N N N 14.162 61.810 -10.434 7.321  -2.838 0.242  H21   6NR 48 
# 
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 
6NR "O2'" "C2'" SING N N 1  
6NR NN    CN    TRIP N N 2  
6NR N6    C6    SING N N 3  
6NR CN    C7    SING N N 4  
6NR C7    C5    SING Y N 5  
6NR C7    C8    DOUB Y N 6  
6NR C6    C5    DOUB Y N 7  
6NR C6    N1    SING Y N 8  
6NR "C2'" "C1'" SING N N 9  
6NR "C2'" "C3'" SING N N 10 
6NR C5    C4    SING Y N 11 
6NR C8    N9    SING Y N 12 
6NR N1    C2    DOUB Y N 13 
6NR C4    N9    SING Y N 14 
6NR C4    N3    DOUB Y N 15 
6NR N9    "C1'" SING N N 16 
6NR C2    N3    SING Y N 17 
6NR "O3'" "C3'" SING N N 18 
6NR "C1'" "O4'" SING N N 19 
6NR "C3'" "C4'" SING N N 20 
6NR "O4'" "C4'" SING N N 21 
6NR "C4'" "C5'" SING N N 22 
6NR "C5'" SD    SING N N 23 
6NR SD    CG    SING N N 24 
6NR CB    CG    SING N N 25 
6NR CB    CA    SING N N 26 
6NR CA    N     SING N N 27 
6NR CA    C     SING N N 28 
6NR C     OXT   DOUB N N 29 
6NR C     O     SING N N 30 
6NR C8    H1    SING N N 31 
6NR O     H2    SING N N 32 
6NR CA    H3    SING N N 33 
6NR N     H4    SING N N 34 
6NR N     H5    SING N N 35 
6NR CB    H7    SING N N 36 
6NR CB    H8    SING N N 37 
6NR CG    H9    SING N N 38 
6NR CG    H10   SING N N 39 
6NR "C5'" H11   SING N N 40 
6NR "C5'" H12   SING N N 41 
6NR "C4'" H13   SING N N 42 
6NR "C3'" H14   SING N N 43 
6NR "O3'" H15   SING N N 44 
6NR "C2'" H16   SING N N 45 
6NR "O2'" H17   SING N N 46 
6NR "C1'" H18   SING N N 47 
6NR C2    H19   SING N N 48 
6NR N6    H20   SING N N 49 
6NR N6    H21   SING N N 50 
# 
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 
6NR InChI            InChI                1.03  "InChI=1S/C16H20N6O5S/c17-3-7-4-22(14-10(7)13(19)20-6-21-14)15-12(24)11(23)9(27-15)5-28-2-1-8(18)16(25)26/h4,6,8-9,11-12,15,23-24H,1-2,5,18H2,(H,25,26)(H2,19,20,21)/t8-,9+,11+,12+,15+/m0/s1" 
6NR InChIKey         InChI                1.03  XLTWYAYAFLGUEQ-OPYVMVOTSA-N                                                                                                                                                                    
6NR SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cc(C#N)c3c(N)ncnc23)C(O)=O"                                                                                                                       
6NR SMILES           CACTVS               3.385 "N[CH](CCSC[CH]1O[CH]([CH](O)[CH]1O)n2cc(C#N)c3c(N)ncnc23)C(O)=O"                                                                                                                              
6NR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1c(c2c(ncnc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)N)O)O)N)C#N"                                                                                                                    
6NR SMILES           "OpenEye OEToolkits" 2.0.4 "c1c(c2c(ncnc2n1C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N)C#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 
6NR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-2-azanyl-4-[[(2~{S},3~{S},4~{R},5~{R})-5-(4-azanyl-5-cyano-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]butanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6NR "Create component" 2016-05-11 RCSB 
6NR "Initial release"  2016-06-22 RCSB 
# 
