data_AYU
# 
_chem_comp.id                                    AYU 
_chem_comp.name                                  "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2S,3S,4S,5S,6R)-6-[(1S)-1,2-bis(oxidanyl)ethyl]-3,4,5-tris(oxidanyl)oxan-2-yl] hydrogen phosphate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H27 N5 O16 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-01-11 
_chem_comp.pdbx_modified_date                    2018-08-17 
_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                        619.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AYU 
_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        5Z2C 
_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 
AYU N01 N1  N 0 1 N N N 307.475 -56.552 547.310 -8.050 4.398  -1.342 N01 AYU 1  
AYU C02 C1  C 0 1 Y N N 307.741 -55.515 548.211 -7.822 3.428  -0.382 C02 AYU 2  
AYU N03 N2  N 0 1 Y N N 308.774 -55.667 549.110 -8.517 3.417  0.751  N03 AYU 3  
AYU C04 C2  C 0 1 Y N N 309.042 -54.636 549.999 -8.307 2.495  1.673  C04 AYU 4  
AYU N05 N3  N 0 1 Y N N 308.413 -53.452 550.131 -7.409 1.543  1.529  N05 AYU 5  
AYU C06 C3  C 0 1 Y N N 307.372 -53.270 549.252 -6.666 1.474  0.429  C06 AYU 6  
AYU C07 C4  C 0 1 Y N N 307.006 -54.261 548.284 -6.856 2.428  -0.585 C07 AYU 7  
AYU N08 N4  N 0 1 Y N N 305.915 -53.748 547.557 -5.990 2.129  -1.582 N08 AYU 8  
AYU C09 C5  C 0 1 Y N N 305.640 -52.527 548.051 -5.301 1.074  -1.256 C09 AYU 9  
AYU N10 N5  N 0 1 Y N N 306.511 -52.159 549.122 -5.675 0.637  -0.020 N10 AYU 10 
AYU C11 C6  C 0 1 N N R 306.487 -50.840 549.899 -5.131 -0.522 0.692  C11 AYU 11 
AYU O12 O1  O 0 1 N N N 305.319 -50.785 550.644 -3.806 -0.832 0.208  O12 AYU 12 
AYU C13 C7  C 0 1 N N R 304.719 -49.477 550.658 -3.577 -2.208 0.579  C13 AYU 13 
AYU C14 C8  C 0 1 N N N 303.264 -49.432 550.044 -2.469 -2.816 -0.283 C14 AYU 14 
AYU O15 O2  O 0 1 N N N 303.296 -50.038 548.840 -1.228 -2.174 0.015  O15 AYU 15 
AYU P16 P1  P 0 1 N N N 302.289 -49.522 547.460 0.157  -2.564 -0.709 P16 AYU 16 
AYU O17 O3  O 0 1 N N N 302.742 -50.345 546.313 -0.008 -2.461 -2.176 O17 AYU 17 
AYU O18 O4  O 0 1 N N N 302.545 -48.068 547.431 0.560  -4.073 -0.319 O18 AYU 18 
AYU O19 O5  O 0 1 N N N 300.706 -49.736 547.840 1.316  -1.556 -0.227 O19 AYU 19 
AYU P20 P2  P 0 1 N N N 299.436 -49.765 546.800 2.750  -1.132 -0.826 P20 AYU 20 
AYU O21 O6  O 0 1 N N N 298.119 -49.692 547.481 3.806  -2.322 -0.581 O21 AYU 21 
AYU O22 O7  O 0 1 N N N 299.686 -48.801 545.705 2.622  -0.877 -2.278 O22 AYU 22 
AYU O23 O8  O 0 1 N N N 299.408 -51.393 545.951 3.265  0.203  -0.089 O23 AYU 23 
AYU C24 C9  C 0 1 N N S 299.029 -52.484 546.600 4.459  0.891  -0.469 C24 AYU 24 
AYU O25 O9  O 0 1 N N N 300.022 -52.928 547.574 5.565  0.369  0.270  O25 AYU 25 
AYU C26 C10 C 0 1 N N R 299.786 -54.096 548.302 6.819  0.972  -0.054 C26 AYU 26 
AYU C27 C11 C 0 1 N N S 301.066 -54.473 549.251 7.928  0.319  0.773  C27 AYU 27 
AYU O28 O10 O 0 1 N N N 302.062 -54.928 548.431 7.719  0.602  2.158  O28 AYU 28 
AYU C29 C12 C 0 1 N N N 301.616 -53.178 550.037 7.905  -1.195 0.553  C29 AYU 29 
AYU O30 O11 O 0 1 N N N 300.669 -52.763 550.976 9.010  -1.793 1.232  O30 AYU 30 
AYU C31 C13 C 0 1 N N S 299.538 -55.339 547.315 6.761  2.469  0.262  C31 AYU 31 
AYU O32 O12 O 0 1 N N N 299.175 -56.479 548.053 7.994  3.085  -0.114 O32 AYU 32 
AYU C33 C14 C 0 1 N N S 298.373 -54.982 546.349 5.610  3.104  -0.524 C33 AYU 33 
AYU O34 O13 O 0 1 N N N 298.183 -56.020 545.436 5.503  4.487  -0.180 O34 AYU 34 
AYU C35 C15 C 0 1 N N S 298.745 -53.662 545.560 4.305  2.384  -0.169 C35 AYU 35 
AYU O36 O14 O 0 1 N N N 299.855 -53.862 544.763 4.021  2.566  1.219  O36 AYU 36 
AYU C37 C16 C 0 1 N N S 305.620 -48.547 549.842 -4.923 -2.918 0.310  C37 AYU 37 
AYU O38 O15 O 0 1 N N N 306.458 -47.863 550.722 -5.179 -3.903 1.313  O38 AYU 38 
AYU C39 C17 C 0 1 N N R 306.333 -49.589 548.960 -5.968 -1.783 0.385  C39 AYU 39 
AYU O40 O16 O 0 1 N N N 307.562 -49.072 548.595 -6.902 -2.032 1.438  O40 AYU 40 
AYU H1  H1  H 0 1 N N N 308.119 -57.301 547.464 -7.539 4.393  -2.167 H1  AYU 41 
AYU H2  H2  H 0 1 N N N 306.541 -56.882 547.448 -8.722 5.081  -1.192 H2  AYU 42 
AYU H3  H3  H 0 1 N N N 309.866 -54.806 550.677 -8.893 2.523  2.579  H3  AYU 43 
AYU H4  H4  H 0 1 N N N 304.848 -51.894 547.679 -4.539 0.617  -1.870 H4  AYU 44 
AYU H5  H5  H 0 1 N N N 307.392 -50.738 550.516 -5.108 -0.331 1.765  H5  AYU 45 
AYU H6  H6  H 0 1 N N N 304.666 -49.100 551.690 -3.316 -2.278 1.635  H6  AYU 46 
AYU H7  H7  H 0 1 N N N 302.942 -48.387 549.926 -2.387 -3.882 -0.071 H7  AYU 47 
AYU H8  H8  H 0 1 N N N 302.563 -49.959 550.708 -2.709 -2.672 -1.337 H8  AYU 48 
AYU H9  H9  H 0 1 N N N 302.996 -47.841 546.626 0.685  -4.214 0.629  H9  AYU 49 
AYU H10 H10 H 0 1 N N N 297.599 -48.998 547.093 3.941  -2.544 0.350  H10 AYU 50 
AYU H11 H11 H 0 1 N N N 298.084 -52.300 547.132 4.635  0.750  -1.536 H11 AYU 51 
AYU H12 H12 H 0 1 N N N 298.904 -53.989 548.950 7.027  0.832  -1.115 H12 AYU 52 
AYU H13 H13 H 0 1 N N N 300.748 -55.228 549.985 8.895  0.716  0.463  H13 AYU 53 
AYU H14 H14 H 0 1 N N N 302.823 -55.156 548.953 6.876  0.276  2.503  H14 AYU 54 
AYU H15 H15 H 0 1 N N N 302.554 -53.433 550.551 6.973  -1.605 0.944  H15 AYU 55 
AYU H16 H16 H 0 1 N N N 301.801 -52.365 549.319 7.975  -1.408 -0.514 H16 AYU 56 
AYU H17 H17 H 0 1 N N N 300.994 -52.000 551.439 9.059  -2.754 1.135  H17 AYU 57 
AYU H18 H18 H 0 1 N N N 300.454 -55.513 546.731 6.595  2.609  1.331  H18 AYU 58 
AYU H19 H19 H 0 1 N N N 299.879 -56.709 548.648 8.027  4.036  0.058  H19 AYU 59 
AYU H20 H20 H 0 1 N N N 297.463 -54.796 546.938 5.801  3.008  -1.592 H20 AYU 60 
AYU H21 H21 H 0 1 N N N 297.959 -56.816 545.903 4.793  4.953  -0.642 H21 AYU 61 
AYU H22 H22 H 0 1 N N N 297.875 -53.373 544.952 3.490  2.793  -0.766 H22 AYU 62 
AYU H23 H23 H 0 1 N N N 300.061 -53.059 544.299 3.207  2.135  1.514  H23 AYU 63 
AYU H24 H24 H 0 1 N N N 305.014 -47.870 549.222 -4.922 -3.375 -0.680 H24 AYU 64 
AYU H25 H25 H 0 1 N N N 305.947 -47.242 551.228 -6.012 -4.380 1.192  H25 AYU 65 
AYU H26 H26 H 0 1 N N N 305.707 -49.847 548.093 -6.485 -1.676 -0.568 H26 AYU 66 
AYU H27 H27 H 0 1 N N N 308.021 -49.700 548.049 -7.413 -2.846 1.326  H27 AYU 67 
# 
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 
AYU O36 C35 SING N N 1  
AYU O34 C33 SING N N 2  
AYU C35 C33 SING N N 3  
AYU C35 C24 SING N N 4  
AYU O22 P20 DOUB N N 5  
AYU O23 C24 SING N N 6  
AYU O23 P20 SING N N 7  
AYU O17 P16 DOUB N N 8  
AYU C33 C31 SING N N 9  
AYU C24 O25 SING N N 10 
AYU P20 O21 SING N N 11 
AYU P20 O19 SING N N 12 
AYU N01 C02 SING N N 13 
AYU C31 O32 SING N N 14 
AYU C31 C26 SING N N 15 
AYU O18 P16 SING N N 16 
AYU P16 O19 SING N N 17 
AYU P16 O15 SING N N 18 
AYU N08 C09 DOUB Y N 19 
AYU N08 C07 SING Y N 20 
AYU O25 C26 SING N N 21 
AYU C09 N10 SING Y N 22 
AYU C02 C07 DOUB Y N 23 
AYU C02 N03 SING Y N 24 
AYU C07 C06 SING Y N 25 
AYU C26 C27 SING N N 26 
AYU O28 C27 SING N N 27 
AYU O40 C39 SING N N 28 
AYU O15 C14 SING N N 29 
AYU C39 C37 SING N N 30 
AYU C39 C11 SING N N 31 
AYU N03 C04 DOUB Y N 32 
AYU N10 C06 SING Y N 33 
AYU N10 C11 SING N N 34 
AYU C27 C29 SING N N 35 
AYU C06 N05 DOUB Y N 36 
AYU C37 C13 SING N N 37 
AYU C37 O38 SING N N 38 
AYU C11 O12 SING N N 39 
AYU C04 N05 SING Y N 40 
AYU C29 O30 SING N N 41 
AYU C14 C13 SING N N 42 
AYU O12 C13 SING N N 43 
AYU N01 H1  SING N N 44 
AYU N01 H2  SING N N 45 
AYU C04 H3  SING N N 46 
AYU C09 H4  SING N N 47 
AYU C11 H5  SING N N 48 
AYU C13 H6  SING N N 49 
AYU C14 H7  SING N N 50 
AYU C14 H8  SING N N 51 
AYU O18 H9  SING N N 52 
AYU O21 H10 SING N N 53 
AYU C24 H11 SING N N 54 
AYU C26 H12 SING N N 55 
AYU C27 H13 SING N N 56 
AYU O28 H14 SING N N 57 
AYU C29 H15 SING N N 58 
AYU C29 H16 SING N N 59 
AYU O30 H17 SING N N 60 
AYU C31 H18 SING N N 61 
AYU O32 H19 SING N N 62 
AYU C33 H20 SING N N 63 
AYU O34 H21 SING N N 64 
AYU C35 H22 SING N N 65 
AYU O36 H23 SING N N 66 
AYU C37 H24 SING N N 67 
AYU O38 H25 SING N N 68 
AYU C39 H26 SING N N 69 
AYU O40 H27 SING N N 70 
# 
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 
AYU InChI            InChI                1.03  
"InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/t5-,6+,8+,9-,10-,11+,12-,13+,16+,17-/m0/s1" 
AYU InChIKey         InChI                1.03  KMSFWBYFWSKGGR-DTBZDYEHSA-N 
AYU SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)O[C@@H]4O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O" 
AYU SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH]([CH](O)CO)[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O" 
AYU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)[C@H](CO)O)O)O)O)O)O)N" 
AYU SMILES           "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)C(CO)O)O)O)O)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 
AYU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
"[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{S},3~{S},4~{S},5~{S},6~{R})-6-[(1~{S})-1,2-bis(oxidanyl)ethyl]-3,4,5-tris(oxidanyl)oxan-2-yl] hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AYU "Create component" 2018-01-11 RCSB 
AYU "Initial release"  2018-08-22 RCSB 
# 
