data_8JJ
# 
_chem_comp.id                                    8JJ 
_chem_comp.name                                  "5'-O-[(R)-{[(7beta,8alpha,9beta,10alpha,13alpha,16beta)-7,16-dihydroxy-18-oxokauran-18-yl]oxy}(hydroxy)phosphoryl]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H44 N5 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-02-09 
_chem_comp.pdbx_modified_date                    2017-02-17 
_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                        665.672 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8JJ 
_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        5UPQ 
_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 
8JJ C5  C1  C 0 1 N N N 19.398 77.965 16.908 8.326   -0.221 -0.417 C5  8JJ 1  
8JJ N4  N1  N 0 1 N N N 13.271 79.187 19.004 -9.394  -4.180 0.590  N4  8JJ 2  
8JJ C3  C2  C 0 1 N N N 20.580 80.018 16.436 6.758   0.386  1.342  C3  8JJ 3  
8JJ N2  N2  N 0 1 Y N N 13.303 80.872 17.368 -10.296 -2.204 -0.327 N2  8JJ 4  
8JJ C6  C3  C 0 1 N N R 18.219 80.059 17.403 6.311   1.172  -1.001 C6  8JJ 5  
8JJ C1  C4  C 0 1 N N R 20.593 77.684 16.020 8.935   -0.570 0.957  C1  8JJ 6  
8JJ O7  O1  O 0 1 N N N 20.225 86.881 20.019 0.252   2.554  0.758  O7  8JJ 7  
8JJ C8  C5  C 0 1 N N S 18.720 81.179 19.529 4.218   -0.053 -1.441 C8  8JJ 8  
8JJ C9  C6  C 0 1 N N R 18.339 82.333 20.474 2.759   0.040  -1.828 C9  8JJ 9  
8JJ C10 C7  C 0 1 N N N 16.832 82.615 20.403 2.631   1.029  -3.013 C10 8JJ 10 
8JJ C12 C8  C 0 1 N N N 16.796 86.164 21.710 -2.833  2.064  0.667  C12 8JJ 11 
8JJ C17 C9  C 0 1 Y N N 13.624 82.939 21.374 -5.991  -1.528 0.602  C17 8JJ 12 
8JJ C16 C10 C 0 1 N N R 13.711 85.211 20.233 -6.095  0.849  -0.237 C16 8JJ 13 
8JJ C15 C11 C 0 1 N N R 13.181 85.848 21.525 -6.356  1.831  0.934  C15 8JJ 14 
8JJ C14 C12 C 0 1 N N S 14.428 86.184 22.301 -5.216  2.862  0.753  C14 8JJ 15 
8JJ C13 C13 C 0 1 N N R 15.416 86.459 21.187 -4.163  2.116  -0.090 C13 8JJ 16 
8JJ O9  O2  O 0 1 N N N 19.222 83.944 19.006 2.364   0.857  0.343  O9  8JJ 17 
8JJ C11 C14 C 0 1 N N N 19.016 83.643 20.166 1.881   0.561  -0.724 C11 8JJ 18 
8JJ C22 C15 C 0 1 N N N 18.680 81.905 21.888 2.231   -1.305 -2.335 C22 8JJ 19 
8JJ C23 C16 C 0 1 N N N 20.152 81.508 21.993 2.573   -2.438 -1.374 C23 8JJ 20 
8JJ C24 C17 C 0 1 N N N 20.547 80.366 21.049 4.085   -2.517 -1.175 C24 8JJ 21 
8JJ C25 C18 C 0 1 N N S 20.182 80.651 19.590 4.591   -1.214 -0.528 C25 8JJ 22 
8JJ C26 C19 C 0 1 N N N 21.263 81.603 19.069 3.978   -1.104 0.863  C26 8JJ 23 
8JJ C7  C20 C 0 1 N N N 18.248 81.403 18.103 4.779   1.256  -0.890 C7  8JJ 24 
8JJ O1  O3  O 0 1 N N N 17.764 80.245 16.065 6.890   2.399  -0.558 O1  8JJ 25 
8JJ C27 C21 C 0 1 N N S 20.200 79.316 18.817 6.112   -1.293 -0.435 C27 8JJ 26 
8JJ C28 C22 C 0 1 N N N 21.571 78.616 18.788 6.604   -2.415 0.457  C28 8JJ 27 
8JJ C29 C23 C 0 1 N N N 22.392 78.731 17.471 7.040   -2.015 1.851  C29 8JJ 28 
8JJ C2  C24 C 0 1 N N R 21.528 78.861 16.228 7.745   -0.668 1.930  C2  8JJ 29 
8JJ C4  C25 C 0 1 N N R 19.599 79.395 17.410 6.818   0.021  -0.154 C4  8JJ 30 
8JJ O   O4  O 0 1 N N N 20.137 77.742 14.658 9.801   0.499  1.372  O   8JJ 31 
8JJ C   C26 C 0 1 N N N 21.219 76.312 16.296 9.737   -1.865 0.892  C   8JJ 32 
8JJ O2  O5  O 0 1 N N N 19.381 84.582 21.231 0.561   0.697  -0.924 O2  8JJ 33 
8JJ P   P1  P 0 1 N N N 19.280 86.222 21.141 -0.310  1.261  0.307  P   8JJ 34 
8JJ O8  O6  O 0 1 N N N 19.513 86.840 22.483 -0.270  0.205  1.521  O8  8JJ 35 
8JJ O3  O7  O 0 1 N N N 17.757 86.508 20.738 -1.834  1.475  -0.168 O3  8JJ 36 
8JJ O4  O8  O 0 1 N N N 15.094 85.555 20.136 -4.655  0.784  -0.306 O4  8JJ 37 
8JJ O5  O9  O 0 1 N N N 12.403 87.032 21.281 -7.634  2.456  0.801  O5  8JJ 38 
8JJ O6  O10 O 0 1 N N N 14.338 87.306 23.201 -5.690  4.015  0.055  O6  8JJ 39 
8JJ N   N3  N 0 1 Y N N 13.609 83.737 20.260 -6.658  -0.470 0.061  N   8JJ 40 
8JJ C21 C27 C 0 1 Y N N 13.536 82.954 19.192 -7.954  -0.867 -0.153 C21 8JJ 41 
8JJ C18 C28 C 0 1 Y N N 13.481 81.569 19.690 -8.028  -2.201 0.283  C18 8JJ 42 
8JJ N1  N4  N 0 1 Y N N 13.528 81.630 21.048 -6.796  -2.543 0.731  N1  8JJ 43 
8JJ N3  N5  N 0 1 Y N N 13.472 83.179 17.875 -9.044  -0.287 -0.644 N3  8JJ 44 
8JJ C20 C29 C 0 1 Y N N 13.355 82.172 16.993 -10.179 -0.950 -0.724 C20 8JJ 45 
8JJ C19 C30 C 0 1 Y N N 13.349 80.498 18.666 -9.260  -2.866 0.177  C19 8JJ 46 
8JJ H1  H1  H 0 1 N N N 18.463 77.886 16.333 8.775   0.686  -0.816 H1  8JJ 47 
8JJ H2  H2  H 0 1 N N N 19.370 77.260 17.752 8.446   -1.049 -1.112 H2  8JJ 48 
8JJ H3  H3  H 0 1 N N N 13.183 78.633 18.176 -10.250 -4.629 0.512  H3  8JJ 49 
8JJ H4  H4  H 0 1 N N N 14.099 78.920 19.497 -8.630  -4.653 0.956  H4  8JJ 50 
8JJ H5  H5  H 0 1 N N N 21.091 80.888 16.874 5.778   0.311  1.783  H5  8JJ 51 
8JJ H6  H6  H 0 1 N N N 20.089 80.315 15.498 7.158   1.396  1.511  H6  8JJ 52 
8JJ H7  H7  H 0 1 N N N 17.520 79.403 17.942 6.583   0.997  -2.044 H7  8JJ 53 
8JJ H8  H8  H 0 1 N N N 18.117 80.331 19.885 4.777   -0.231 -2.397 H8  8JJ 54 
8JJ H9  H9  H 0 1 N N N 16.581 83.441 21.084 3.218   0.663  -3.856 H9  8JJ 55 
8JJ H10 H10 H 0 1 N N N 16.559 82.892 19.374 1.585   1.110  -3.308 H10 8JJ 56 
8JJ H11 H11 H 0 1 N N N 16.276 81.713 20.700 3.001   2.008  -2.711 H11 8JJ 57 
8JJ H12 H12 H 0 1 N N N 16.878 85.092 21.941 -2.530  3.075  0.939  H12 8JJ 58 
8JJ H13 H13 H 0 1 N N N 16.974 86.751 22.623 -2.953  1.464  1.569  H13 8JJ 59 
8JJ H14 H14 H 0 1 N N N 13.703 83.309 22.386 -4.948  -1.526 0.882  H14 8JJ 60 
8JJ H15 H15 H 0 1 N N N 13.150 85.611 19.376 -6.510  1.241  -1.166 H15 8JJ 61 
8JJ H16 H16 H 0 1 N N N 12.590 85.104 22.080 -6.271  1.322  1.895  H16 8JJ 62 
8JJ H17 H17 H 0 1 N N N 14.756 85.290 22.852 -4.801  3.147  1.720  H17 8JJ 63 
8JJ H18 H18 H 0 1 N N N 15.343 87.507 20.860 -4.026  2.624  -1.045 H18 8JJ 64 
8JJ H19 H19 H 0 1 N N N 18.482 82.740 22.576 1.146   -1.240 -2.448 H19 8JJ 65 
8JJ H20 H20 H 0 1 N N N 18.053 81.045 22.166 2.672   -1.513 -3.313 H20 8JJ 66 
8JJ H21 H21 H 0 1 N N N 20.354 81.191 23.027 2.057   -2.310 -0.428 H21 8JJ 67 
8JJ H22 H22 H 0 1 N N N 20.768 82.387 21.752 2.232   -3.386 -1.816 H22 8JJ 68 
8JJ H23 H23 H 0 1 N N N 20.028 79.450 21.369 4.325   -3.357 -0.526 H23 8JJ 69 
8JJ H24 H24 H 0 1 N N N 21.634 80.214 21.116 4.575   -2.645 -2.139 H24 8JJ 70 
8JJ H25 H25 H 0 1 N N N 21.228 82.545 19.637 2.896   -1.215 0.794  H25 8JJ 71 
8JJ H26 H26 H 0 1 N N N 22.252 81.137 19.193 4.384   -1.888 1.503  H26 8JJ 72 
8JJ H27 H27 H 0 1 N N N 21.086 81.810 18.003 4.216   -0.128 1.289  H27 8JJ 73 
8JJ H28 H28 H 0 1 N N N 18.941 82.080 17.582 4.500   1.395  0.149  H28 8JJ 74 
8JJ H29 H29 H 0 1 N N N 17.240 81.843 18.108 4.435   2.104  -1.476 H29 8JJ 75 
8JJ H30 H30 H 0 1 N N N 16.908 80.657 16.076 6.604   3.173  -1.061 H30 8JJ 76 
8JJ H31 H31 H 0 1 N N N 19.539 78.642 19.382 6.439   -1.585 -1.467 H31 8JJ 77 
8JJ H32 H32 H 0 1 N N N 21.402 77.547 18.982 5.810   -3.170 0.547  H32 8JJ 78 
8JJ H33 H33 H 0 1 N N N 22.180 79.044 19.598 7.435   -2.923 -0.050 H33 8JJ 79 
8JJ H34 H34 H 0 1 N N N 23.015 77.830 17.369 6.148   -1.980 2.501  H34 8JJ 80 
8JJ H35 H35 H 0 1 N N N 23.039 79.618 17.540 7.679   -2.799 2.275  H35 8JJ 81 
8JJ H36 H36 H 0 1 N N N 22.152 79.023 15.337 8.037   -0.410 2.956  H36 8JJ 82 
8JJ H37 H37 H 0 1 N N N 19.547 77.017 14.490 10.575  0.622  0.806  H37 8JJ 83 
8JJ H38 H38 H 0 1 N N N 21.567 76.270 17.339 9.091   -2.676 0.556  H38 8JJ 84 
8JJ H39 H39 H 0 1 N N N 20.468 75.526 16.129 10.565  -1.746 0.193  H39 8JJ 85 
8JJ H40 H40 H 0 1 N N N 22.071 76.155 15.619 10.129  -2.100 1.882  H40 8JJ 86 
8JJ H41 H41 H 0 1 N N N 20.182 87.510 22.412 -0.624  -0.666 1.297  H41 8JJ 87 
8JJ H42 H42 H 0 1 N N N 12.099 87.388 22.108 -7.843  3.079  1.510  H42 8JJ 88 
8JJ H43 H43 H 0 1 N N N 13.714 87.111 23.890 -6.397  4.490  0.514  H43 8JJ 89 
8JJ H44 H44 H 0 1 N N N 13.300 82.410 15.941 -11.046 -0.449 -1.128 H44 8JJ 90 
# 
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 
8JJ O   C1  SING N N 1  
8JJ C1  C2  SING N N 2  
8JJ C1  C   SING N N 3  
8JJ C1  C5  SING N N 4  
8JJ O1  C6  SING N N 5  
8JJ C2  C3  SING N N 6  
8JJ C2  C29 SING N N 7  
8JJ C3  C4  SING N N 8  
8JJ C5  C4  SING N N 9  
8JJ C20 N2  DOUB Y N 10 
8JJ C20 N3  SING Y N 11 
8JJ N2  C19 SING Y N 12 
8JJ C6  C4  SING N N 13 
8JJ C6  C7  SING N N 14 
8JJ C4  C27 SING N N 15 
8JJ C29 C28 SING N N 16 
8JJ N3  C21 DOUB Y N 17 
8JJ C7  C8  SING N N 18 
8JJ C19 N4  SING N N 19 
8JJ C19 C18 DOUB Y N 20 
8JJ C28 C27 SING N N 21 
8JJ C27 C25 SING N N 22 
8JJ O9  C11 DOUB N N 23 
8JJ C26 C25 SING N N 24 
8JJ C21 C18 SING Y N 25 
8JJ C21 N   SING Y N 26 
8JJ C8  C25 SING N N 27 
8JJ C8  C9  SING N N 28 
8JJ C25 C24 SING N N 29 
8JJ C18 N1  SING Y N 30 
8JJ O7  P   DOUB N N 31 
8JJ O4  C16 SING N N 32 
8JJ O4  C13 SING N N 33 
8JJ C11 C9  SING N N 34 
8JJ C11 O2  SING N N 35 
8JJ C16 N   SING N N 36 
8JJ C16 C15 SING N N 37 
8JJ N   C17 SING Y N 38 
8JJ C10 C9  SING N N 39 
8JJ C9  C22 SING N N 40 
8JJ O3  P   SING N N 41 
8JJ O3  C12 SING N N 42 
8JJ N1  C17 DOUB Y N 43 
8JJ C24 C23 SING N N 44 
8JJ P   O2  SING N N 45 
8JJ P   O8  SING N N 46 
8JJ C13 C12 SING N N 47 
8JJ C13 C14 SING N N 48 
8JJ O5  C15 SING N N 49 
8JJ C15 C14 SING N N 50 
8JJ C22 C23 SING N N 51 
8JJ C14 O6  SING N N 52 
8JJ C5  H1  SING N N 53 
8JJ C5  H2  SING N N 54 
8JJ N4  H3  SING N N 55 
8JJ N4  H4  SING N N 56 
8JJ C3  H5  SING N N 57 
8JJ C3  H6  SING N N 58 
8JJ C6  H7  SING N N 59 
8JJ C8  H8  SING N N 60 
8JJ C10 H9  SING N N 61 
8JJ C10 H10 SING N N 62 
8JJ C10 H11 SING N N 63 
8JJ C12 H12 SING N N 64 
8JJ C12 H13 SING N N 65 
8JJ C17 H14 SING N N 66 
8JJ C16 H15 SING N N 67 
8JJ C15 H16 SING N N 68 
8JJ C14 H17 SING N N 69 
8JJ C13 H18 SING N N 70 
8JJ C22 H19 SING N N 71 
8JJ C22 H20 SING N N 72 
8JJ C23 H21 SING N N 73 
8JJ C23 H22 SING N N 74 
8JJ C24 H23 SING N N 75 
8JJ C24 H24 SING N N 76 
8JJ C26 H25 SING N N 77 
8JJ C26 H26 SING N N 78 
8JJ C26 H27 SING N N 79 
8JJ C7  H28 SING N N 80 
8JJ C7  H29 SING N N 81 
8JJ O1  H30 SING N N 82 
8JJ C27 H31 SING N N 83 
8JJ C28 H32 SING N N 84 
8JJ C28 H33 SING N N 85 
8JJ C29 H34 SING N N 86 
8JJ C29 H35 SING N N 87 
8JJ C2  H36 SING N N 88 
8JJ O   H37 SING N N 89 
8JJ C   H38 SING N N 90 
8JJ C   H39 SING N N 91 
8JJ C   H40 SING N N 92 
8JJ O8  H41 SING N N 93 
8JJ O5  H42 SING N N 94 
8JJ O6  H43 SING N N 95 
8JJ C20 H44 SING N N 96 
# 
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 
8JJ SMILES           ACDLabs              12.01 "C1C67CC(C1(C)O)CCC7C2(C(C(CCC2)(C)C(=O)OP(=O)(O)OCC5C(C(C(n3cnc4c3ncnc4N)O5)O)O)CC6O)C" 
8JJ InChI            InChI                1.03  
;InChI=1S/C30H44N5O10P/c1-27-7-4-8-28(2,18(27)9-19(36)30-10-15(5-6-17(27)30)29(3,40)12-30)26(39)45-46(41,42)43-11-16-21(37)22(38)25(44-16)35-14-34-20-23(31)32-13-33-24(20)35/h13-19,21-22,25,36-38,40H,4-12H2,1-3H3,(H,41,42)(H2,31,32,33)/t15-,16-,17+,18+,19-,21-,22-,25-,27+,28-,29-,30-/m1/s1
;
8JJ InChIKey         InChI                1.03  LGCUMWKRNQUJBL-BSUNFUJCSA-N 
8JJ SMILES_CANONICAL CACTVS               3.385 "C[C@@]1(O)C[C@]23C[C@H]1CC[C@H]2[C@]4(C)CCC[C@](C)([C@H]4C[C@H]3O)C(=O)O[P](O)(=O)OC[C@H]5O[C@H]([C@H](O)[C@@H]5O)n6cnc7c(N)ncnc67" 
8JJ SMILES           CACTVS               3.385 "C[C]1(O)C[C]23C[CH]1CC[CH]2[C]4(C)CCC[C](C)([CH]4C[CH]3O)C(=O)O[P](O)(=O)OC[CH]5O[CH]([CH](O)[CH]5O)n6cnc7c(N)ncnc67" 
8JJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@]12CCC[C@@]([C@H]1C[C@H]([C@]34[C@H]2CC[C@H](C3)[C@](C4)(C)O)O)(C)C(=O)OP(=O)(O)OC[C@@H]5[C@H]([C@H]([C@@H](O5)n6cnc7c6ncnc7N)O)O" 
8JJ SMILES           "OpenEye OEToolkits" 2.0.6 "CC12CCCC(C1CC(C34C2CCC(C3)C(C4)(C)O)O)(C)C(=O)OP(=O)(O)OCC5C(C(C(O5)n6cnc7c6ncnc7N)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 
8JJ "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-{[(7beta,8alpha,9beta,10alpha,13alpha,16beta)-7,16-dihydroxy-18-oxokauran-18-yl]oxy}(hydroxy)phosphoryl]adenosine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8JJ "Create component" 2017-02-09 RCSB 
8JJ "Initial release"  2017-02-22 RCSB 
# 
