data_VKJ
# 
_chem_comp.id                                    VKJ 
_chem_comp.name                                  
;2'-deoxy-N-[(7R,8S,9R,10S)-7,8,9-trihydroxy-7,8,9,10-tetrahydrobenzo[pqr]tetraphen-10-yl]guanosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H28 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                     2014-08-27 
_chem_comp.pdbx_modified_date                    2016-01-22 
_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                        649.545 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VKJ 
_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        4U7C 
_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 
VKJ O1  O6     O 0 1 N N N 19.223 38.589 55.720 0.283  2.621  4.834  O1  VKJ 1  
VKJ C1  C6     C 0 1 N N N 18.735 38.119 54.670 0.265  2.222  3.683  C1  VKJ 2  
VKJ N1  N1     N 0 1 N N N 17.779 37.159 54.724 -0.900 2.121  3.004  N1  VKJ 3  
VKJ C2  C2     C 0 1 N N N 17.243 36.639 53.591 -0.909 1.673  1.716  C2  VKJ 4  
VKJ N2  N2     N 0 1 N N N 16.287 35.683 53.685 -2.106 1.581  1.052  N2  VKJ 5  
VKJ N3  N3     N 0 1 N N N 17.655 37.074 52.379 0.195  1.328  1.093  N3  VKJ 6  
VKJ C3  C4     C 0 1 Y N N 18.614 38.034 52.288 1.385  1.402  1.701  C3  VKJ 7  
VKJ C4  C5     C 0 1 Y N N 19.170 38.576 53.435 1.461  1.859  3.022  C4  VKJ 8  
VKJ N4  N7     N 0 1 Y N N 20.082 39.493 53.054 2.768  1.832  3.382  N4  VKJ 9  
VKJ C5  C8     C 0 1 Y N N 20.087 39.516 51.697 3.480  1.396  2.385  C5  VKJ 10 
VKJ N5  N9     N 0 1 Y N N 19.181 38.640 51.247 2.670  1.121  1.322  N5  VKJ 11 
VKJ C6  "C1'A" C 0 1 N N R 18.885 38.324 49.839 3.096  0.612  0.016  C6  VKJ 12 
VKJ O2  "O4'"  O 0 1 N N N 20.102 37.816 49.289 4.377  -0.046 0.126  O2  VKJ 13 
VKJ C7  "C2'A" C 0 1 N N N 18.472 39.510 48.984 3.332  1.780  -0.966 C7  VKJ 14 
VKJ C8  "C3'A" C 0 1 N N S 19.090 39.157 47.650 4.557  1.333  -1.794 C8  VKJ 15 
VKJ O3  "O3'A" O 0 1 N N N 18.230 38.251 46.970 4.215  1.224  -3.177 O3  VKJ 16 
VKJ C9  "C4'A" C 0 1 N N R 20.328 38.355 47.990 4.916  -0.056 -1.214 C9  VKJ 17 
VKJ C10 "C5'"  C 0 1 N N N 21.581 39.199 48.030 6.434  -0.242 -1.176 C10 VKJ 18 
VKJ O4  "O5'"  O 0 1 N N N 21.353 40.275 48.927 6.741  -1.570 -0.747 O4  VKJ 19 
VKJ P1  P      P 0 1 N N N 22.288 41.697 48.726 8.248  -2.115 -0.592 P1  VKJ 20 
VKJ O5  O1P    O 0 1 N N N 22.550 42.092 47.408 9.008  -1.217 0.306  O5  VKJ 21 
VKJ O6  O2P    O 0 1 N N N 22.297 42.649 49.759 8.220  -3.599 0.032  O6  VKJ 22 
VKJ O7  "O3'"  O 0 1 N N N 13.362 34.769 51.762 -1.664 1.776  -2.605 O7  VKJ 23 
VKJ C11 "C3'"  C 0 1 N N R 14.174 35.223 52.852 -1.840 2.266  -1.274 C11 VKJ 24 
VKJ C12 "C4'"  C 0 1 N N S 15.655 35.087 52.518 -2.140 1.102  -0.332 C12 VKJ 25 
VKJ C13 C61    C 0 1 Y N N 16.123 33.635 52.549 -3.499 0.519  -0.622 C13 VKJ 26 
VKJ C14 "C2'"  C 0 1 N N S 13.806 34.479 54.136 -3.027 3.236  -1.234 C14 VKJ 27 
VKJ O8  "O2'"  O 0 1 N N N 12.387 34.560 54.297 -2.689 4.441  -1.924 O8  VKJ 28 
VKJ C15 "C1'"  C 0 1 N N R 14.222 33.003 54.148 -4.216 2.567  -1.919 C15 VKJ 29 
VKJ O9  "O1'"  O 0 1 N N N 14.953 32.704 55.343 -5.383 3.369  -1.724 O9  VKJ 30 
VKJ C16 C7     C 0 1 Y N N 15.050 32.676 52.967 -4.457 1.192  -1.347 C16 VKJ 31 
VKJ C17 C81    C 0 1 Y N N 14.799 31.453 52.340 -5.702 0.623  -1.588 C17 VKJ 32 
VKJ C18 C8A    C 0 1 Y N N 15.511 31.044 51.223 -6.013 -0.647 -1.106 C18 VKJ 33 
VKJ C19 C5B    C 0 1 Y N N 16.566 31.929 50.702 -5.035 -1.346 -0.364 C19 VKJ 34 
VKJ C20 C5A    C 0 1 Y N N 16.856 33.231 51.337 -3.774 -0.763 -0.120 C20 VKJ 35 
VKJ C21 C51    C 0 1 Y N N 17.877 34.004 50.788 -2.808 -1.482 0.627  C21 VKJ 36 
VKJ C22 C41    C 0 1 Y N N 18.582 33.568 49.660 -3.082 -2.717 1.107  C22 VKJ 37 
VKJ C23 C3B    C 0 1 Y N N 17.330 31.508 49.518 -5.321 -2.629 0.134  C23 VKJ 38 
VKJ C24 C1A    C 0 1 Y N N 17.036 30.287 48.926 -6.585 -3.209 -0.111 C24 VKJ 39 
VKJ C25 C10    C 0 1 Y N N 16.025 29.472 49.451 -7.548 -2.487 -0.857 C25 VKJ 40 
VKJ C26 C9     C 0 1 Y N N 15.273 29.834 50.574 -7.272 -1.253 -1.337 C26 VKJ 41 
VKJ C27 C1     C 0 1 Y N N 17.761 29.896 47.805 -6.850 -4.485 0.394  C27 VKJ 42 
VKJ C28 C3A    C 0 1 Y N N 18.321 32.346 49.030 -4.340 -3.325 0.877  C28 VKJ 43 
VKJ C29 C3     C 0 1 Y N N 19.041 31.948 47.907 -4.644 -4.598 1.363  C29 VKJ 44 
VKJ C30 C21    C 0 1 Y N N 18.761 30.725 47.302 -5.884 -5.157 1.118  C30 VKJ 45 
VKJ H1  H1     H 0 1 N N N 17.464 36.829 55.614 -1.733 2.368  3.435  H1  VKJ 46 
VKJ H2  H2     H 0 1 N N N 16.005 35.375 54.593 -2.930 1.833  1.499  H2  VKJ 47 
VKJ H3  H3     H 0 1 N N N 20.719 40.139 51.081 4.553  1.273  2.395  H3  VKJ 48 
VKJ H4  H4     H 0 1 N N N 18.097 37.558 49.791 2.350  -0.075 -0.384 H4  VKJ 49 
VKJ H5  H5     H 0 1 N N N 18.882 40.451 49.379 2.464  1.918  -1.612 H5  VKJ 50 
VKJ H6  H6     H 0 1 N N N 17.377 39.589 48.910 3.551  2.698  -0.421 H6  VKJ 51 
VKJ H7  H7     H 0 1 N N N 19.332 40.054 47.060 5.385  2.029  -1.658 H7  VKJ 52 
VKJ H8  H8     H 0 1 N N N 17.427 38.697 46.727 3.981  2.066  -3.592 H8  VKJ 53 
VKJ H9  H9     H 0 1 N N N 20.454 37.549 47.252 4.452  -0.846 -1.805 H9  VKJ 54 
VKJ H10 H10    H 0 1 N N N 22.429 38.593 48.381 6.845  -0.077 -2.172 H10 VKJ 55 
VKJ H11 H11    H 0 1 N N N 21.801 39.590 47.026 6.871  0.475  -0.480 H11 VKJ 56 
VKJ H13 H13    H 0 1 N N N 22.496 43.505 49.399 9.096  -3.991 0.153  H13 VKJ 57 
VKJ H14 H14    H 0 1 N N N 12.444 34.862 51.990 -1.488 2.466  -3.259 H14 VKJ 58 
VKJ H15 H15    H 0 1 N N N 13.970 36.291 53.021 -0.935 2.779  -0.949 H15 VKJ 59 
VKJ H16 H16    H 0 1 N N N 15.917 35.589 51.575 -1.383 0.330  -0.463 H16 VKJ 60 
VKJ H17 H17    H 0 1 N N N 14.301 34.982 54.979 -3.280 3.464  -0.198 H17 VKJ 61 
VKJ H18 H18    H 0 1 N N N 12.131 34.104 55.090 -3.397 5.099  -1.936 H18 VKJ 62 
VKJ H19 H19    H 0 1 N N N 13.308 32.392 54.118 -4.014 2.481  -2.986 H19 VKJ 63 
VKJ H20 H20    H 0 1 N N N 14.421 32.914 56.101 -6.182 3.007  -2.133 H20 VKJ 64 
VKJ H21 H21    H 0 1 N N N 14.029 30.808 52.737 -6.439 1.171  -2.157 H21 VKJ 65 
VKJ H22 H22    H 0 1 N N N 18.128 34.953 51.239 -1.841 -1.039 0.815  H22 VKJ 66 
VKJ H23 H23    H 0 1 N N N 19.360 34.201 49.259 -2.330 -3.247 1.673  H23 VKJ 67 
VKJ H24 H24    H 0 1 N N N 15.818 28.527 48.970 -8.516 -2.928 -1.046 H24 VKJ 68 
VKJ H25 H25    H 0 1 N N N 14.503 29.171 50.940 -8.023 -0.721 -1.903 H25 VKJ 69 
VKJ H26 H26    H 0 1 N N N 17.549 28.952 47.326 -7.810 -4.946 0.218  H26 VKJ 70 
VKJ H27 H27    H 0 1 N N N 19.815 32.586 47.506 -3.909 -5.148 1.933  H27 VKJ 71 
VKJ H28 H28    H 0 1 N N N 19.325 30.416 46.434 -6.103 -6.142 1.502  H28 VKJ 72 
VKJ O3P O3P    O 0 1 N N N 23.755 41.118 49.017 8.956  -2.154 -2.038 O3P VKJ 73 
VKJ H12 H12    H 0 1 N N N 24.297 41.224 48.244 8.511  -2.724 -2.679 H12 VKJ 74 
# 
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 
VKJ O3  C8  SING N N 1  
VKJ C30 C27 DOUB Y N 2  
VKJ C30 C29 SING Y N 3  
VKJ O5  P1  DOUB N N 4  
VKJ C8  C9  SING N N 5  
VKJ C8  C7  SING N N 6  
VKJ C27 C24 SING Y N 7  
VKJ C29 C28 DOUB Y N 8  
VKJ C9  C10 SING N N 9  
VKJ C9  O2  SING N N 10 
VKJ C10 O4  SING N N 11 
VKJ P1  O4  SING N N 12 
VKJ P1  O6  SING N N 13 
VKJ C24 C25 DOUB Y N 14 
VKJ C24 C23 SING Y N 15 
VKJ C7  C6  SING N N 16 
VKJ C28 C23 SING Y N 17 
VKJ C28 C22 SING Y N 18 
VKJ O2  C6  SING N N 19 
VKJ C25 C26 SING Y N 20 
VKJ C23 C19 DOUB Y N 21 
VKJ C22 C21 DOUB Y N 22 
VKJ C6  N5  SING N N 23 
VKJ C26 C18 DOUB Y N 24 
VKJ C19 C18 SING Y N 25 
VKJ C19 C20 SING Y N 26 
VKJ C21 C20 SING Y N 27 
VKJ C18 C17 SING Y N 28 
VKJ N5  C5  SING Y N 29 
VKJ N5  C3  SING Y N 30 
VKJ C20 C13 DOUB Y N 31 
VKJ C5  N4  DOUB Y N 32 
VKJ O7  C11 SING N N 33 
VKJ C3  N3  SING N N 34 
VKJ C3  C4  DOUB Y N 35 
VKJ C17 C16 DOUB Y N 36 
VKJ N3  C2  DOUB N N 37 
VKJ C12 C13 SING N N 38 
VKJ C12 C11 SING N N 39 
VKJ C12 N2  SING N N 40 
VKJ C13 C16 SING Y N 41 
VKJ C11 C14 SING N N 42 
VKJ C16 C15 SING N N 43 
VKJ N4  C4  SING Y N 44 
VKJ C4  C1  SING N N 45 
VKJ C2  N2  SING N N 46 
VKJ C2  N1  SING N N 47 
VKJ C14 C15 SING N N 48 
VKJ C14 O8  SING N N 49 
VKJ C15 O9  SING N N 50 
VKJ C1  N1  SING N N 51 
VKJ C1  O1  DOUB N N 52 
VKJ N1  H1  SING N N 53 
VKJ N2  H2  SING N N 54 
VKJ C5  H3  SING N N 55 
VKJ C6  H4  SING N N 56 
VKJ C7  H5  SING N N 57 
VKJ C7  H6  SING N N 58 
VKJ C8  H7  SING N N 59 
VKJ O3  H8  SING N N 60 
VKJ C9  H9  SING N N 61 
VKJ C10 H10 SING N N 62 
VKJ C10 H11 SING N N 63 
VKJ O6  H13 SING N N 64 
VKJ O7  H14 SING N N 65 
VKJ C11 H15 SING N N 66 
VKJ C12 H16 SING N N 67 
VKJ C14 H17 SING N N 68 
VKJ O8  H18 SING N N 69 
VKJ C15 H19 SING N N 70 
VKJ O9  H20 SING N N 71 
VKJ C17 H21 SING N N 72 
VKJ C21 H22 SING N N 73 
VKJ C22 H23 SING N N 74 
VKJ C25 H24 SING N N 75 
VKJ C26 H25 SING N N 76 
VKJ C27 H26 SING N N 77 
VKJ C29 H27 SING N N 78 
VKJ C30 H28 SING N N 79 
VKJ P1  O3P SING N N 80 
VKJ O3P H12 SING N N 81 
# 
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 
VKJ SMILES           ACDLabs              12.01 "O=P(O)(O)OCC8OC(n7cnc6c7N=C(NC3c2c5c1c4c(ccc1cc2C(O)C(O)C3O)cccc4cc5)NC6=O)CC8O" 
VKJ InChI            InChI                1.03  
;InChI=1S/C30H28N5O10P/c36-17-9-19(45-18(17)10-44-46(41,42)43)35-11-31-24-28(35)33-30(34-29(24)40)32-23-22-15-7-6-13-3-1-2-12-4-5-14(21(15)20(12)13)8-16(22)25(37)27(39)26(23)38/h1-8,11,17-19,23,25-27,36-39H,9-10H2,(H2,41,42,43)(H2,32,33,34,40)/t17-,18+,19+,23-,25+,26+,27-/m0/s1
;
VKJ InChIKey         InChI                1.03  IKLPJCZKMODXAH-KCAXFQNZSA-N 
VKJ SMILES_CANONICAL CACTVS               3.385 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3C(=O)NC(=Nc23)N[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)c5cc6ccc7cccc8ccc(c45)c6c78" 
VKJ SMILES           CACTVS               3.385 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3C(=O)NC(=Nc23)N[CH]4[CH](O)[CH](O)[CH](O)c5cc6ccc7cccc8ccc(c45)c6c78" 
VKJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2ccc3cc4c(c5c3c2c(c1)cc5)[C@@H]([C@H]([C@H]([C@@H]4O)O)O)NC6=Nc7c(ncn7[C@H]8C[C@@H]([C@H](O8)COP(=O)(O)O)O)C(=O)N6" 
VKJ SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc2ccc3cc4c(c5c3c2c(c1)cc5)C(C(C(C4O)O)O)NC6=Nc7c(ncn7C8CC(C(O8)COP(=O)(O)O)O)C(=O)N6" 
# 
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 
VKJ "SYSTEMATIC NAME" ACDLabs              12.01 
;2'-deoxy-N-[(7R,8S,9R,10S)-7,8,9-trihydroxy-7,8,9,10-tetrahydrobenzo[pqr]tetraphen-10-yl]guanosine 5'-(dihydrogen phosphate)
;
VKJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3S,5R)-3-oxidanyl-5-[6-oxidanylidene-2-[[(7R,8S,9R,10S)-7,8,9-tris(oxidanyl)-7,8,9,10-tetrahydrobenzo[a]pyren-10-yl]amino]-1H-purin-9-yl]oxolan-2-yl]methyl dihydrogen 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 
VKJ "Create component"  2014-08-27 RCSB 
VKJ "Modify descriptor" 2014-09-05 RCSB 
VKJ "Initial release"   2016-01-27 RCSB 
# 
