data_8HB # _chem_comp.id 8HB _chem_comp.name ;(2~{S})-2-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethylsulfanyl]propanoic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H40 N7 O18 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-07 _chem_comp.pdbx_modified_date 2017-03-10 _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 839.597 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8HB _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 5N1W _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 8HB O1 O1 O 0 1 N N N 20.973 6.975 -74.927 2.143 -2.075 2.564 O1 8HB 1 8HB P2 P1 P 0 1 N N N 20.866 6.192 -73.620 2.895 -2.753 1.484 P2 8HB 2 8HB O3 O2 O 0 1 N N N 19.866 7.083 -72.757 1.865 -3.523 0.515 O3 8HB 3 8HB P4 P2 P 0 1 N N N 19.897 8.665 -72.466 0.529 -4.387 0.763 P4 8HB 4 8HB O5 O3 O 0 1 N N N 19.293 8.427 -70.933 -0.262 -4.564 -0.628 O5 8HB 5 8HB C6 C1 C 0 1 N N N 19.024 9.606 -70.291 -1.541 -5.194 -0.722 C6 8HB 6 8HB C7 C2 C 0 1 N N N 17.858 9.362 -69.318 -2.003 -5.195 -2.181 C7 8HB 7 8HB C8 C3 C 0 1 N N N 17.388 7.897 -69.300 -2.107 -3.754 -2.684 C8 8HB 8 8HB C9 C4 C 0 1 N N N 18.612 9.752 -68.020 -0.992 -5.962 -3.036 C9 8HB 9 8HB C10 C5 C 0 1 N N R 16.792 10.315 -69.938 -3.372 -5.870 -2.281 C10 8HB 10 8HB O11 O4 O 0 1 N N N 15.755 9.642 -70.575 -3.249 -7.252 -1.938 O11 8HB 11 8HB C12 C6 C 0 1 N N N 16.265 11.377 -68.986 -4.333 -5.201 -1.332 C12 8HB 12 8HB N13 N1 N 0 1 N N N 14.863 11.371 -68.528 -4.734 -3.935 -1.560 N13 8HB 13 8HB C14 C7 C 0 1 N N N 14.461 12.456 -67.624 -5.590 -3.251 -0.588 C14 8HB 14 8HB C15 C8 C 0 1 N N N 15.183 12.331 -66.266 -5.897 -1.837 -1.084 C15 8HB 15 8HB C16 C9 C 0 1 N N N 14.887 10.907 -65.750 -6.778 -1.133 -0.083 C16 8HB 16 8HB N17 N2 N 0 1 N N N 15.933 10.051 -65.240 -7.179 0.133 -0.312 N17 8HB 17 8HB C18 C10 C 0 1 N N N 15.448 8.734 -64.792 -8.035 0.817 0.661 C18 8HB 18 8HB C19 C11 C 0 1 N N N 15.538 8.821 -63.229 -8.342 2.231 0.165 C19 8HB 19 8HB S20 S1 S 0 1 N N N 15.539 7.155 -62.472 -9.402 3.078 1.369 S20 8HB 20 8HB C21 C12 C 0 1 N N S 16.199 7.324 -60.756 -9.651 4.709 0.617 C21 8HB 21 8HB C22 C13 C 0 1 N N N 17.737 7.454 -60.727 -10.436 4.556 -0.688 C22 8HB 22 8HB C23 C14 C 0 1 N N N 15.610 8.571 -60.113 -10.424 5.588 1.567 C23 8HB 23 8HB O33 O6 O 0 1 N N N 16.115 9.618 -60.337 -11.076 5.090 2.454 O33 8HB 24 8HB O34 O7 O 0 1 N N N 13.817 10.420 -65.781 -7.126 -1.707 0.927 O34 8HB 25 8HB O35 O8 O 0 1 N N N 17.005 12.226 -68.630 -4.745 -5.802 -0.363 O35 8HB 26 8HB O36 O9 O 0 1 N N N 18.873 9.318 -73.323 -0.338 -3.686 1.737 O36 8HB 27 8HB O37 O10 O 0 1 N N N 21.266 9.245 -72.470 0.926 -5.835 1.343 O37 8HB 28 8HB O38 O11 O 0 1 N N N 22.164 5.909 -72.951 3.920 -3.814 2.129 O38 8HB 29 8HB O39 O12 O 0 1 N N N 19.918 4.841 -73.706 3.716 -1.661 0.634 O39 8HB 30 8HB C40 C21 C 0 1 N N N 20.443 3.552 -73.788 4.635 -0.742 1.229 C40 8HB 31 8HB C41 C22 C 0 1 N N R 19.193 2.703 -74.085 5.238 0.151 0.143 C41 8HB 32 8HB C42 C23 C 0 1 N N S 18.415 3.261 -75.364 6.309 1.073 0.758 C42 8HB 33 8HB O43 O13 O 0 1 N N N 19.166 2.745 -76.484 7.581 0.839 0.149 O43 8HB 34 8HB P44 P3 P 0 1 N N N 18.773 3.151 -78.051 8.895 0.441 0.989 P44 8HB 35 8HB O45 O14 O 0 1 N N N 19.915 2.588 -78.798 8.613 -0.760 1.807 O45 8HB 36 8HB O46 O15 O 0 1 N N N 18.805 4.674 -78.068 10.105 0.127 -0.025 O46 8HB 37 8HB O47 O16 O 0 1 N N N 17.393 2.626 -78.454 9.306 1.662 1.954 O47 8HB 38 8HB C48 C24 C 0 1 N N R 17.211 2.700 -75.252 5.809 2.503 0.436 C48 8HB 39 8HB O49 O17 O 0 1 N N N 17.098 1.211 -75.536 6.894 3.346 0.045 O49 8HB 40 8HB C50 C25 C 0 1 N N R 16.921 2.759 -73.757 4.849 2.250 -0.754 C50 8HB 41 8HB N51 N5 N 0 1 Y N N 16.094 3.795 -73.613 3.851 3.319 -0.847 N51 8HB 42 8HB C52 C26 C 0 1 Y N N 16.821 4.810 -73.069 2.596 3.300 -0.316 C52 8HB 43 8HB N53 N6 N 0 1 Y N N 16.009 5.893 -72.982 1.980 4.413 -0.589 N53 8HB 44 8HB C54 C27 C 0 1 Y N N 14.789 5.520 -73.460 2.799 5.216 -1.311 C54 8HB 45 8HB C55 C28 C 0 1 Y N N 14.862 4.234 -73.858 4.011 4.526 -1.480 C55 8HB 46 8HB N56 N7 N 0 1 Y N N 13.797 3.589 -74.398 4.996 5.107 -2.158 N56 8HB 47 8HB C57 C29 C 0 1 Y N N 12.608 4.234 -74.535 4.843 6.314 -2.661 C57 8HB 48 8HB N58 N8 N 0 1 Y N N 12.500 5.523 -74.107 3.724 7.002 -2.525 N58 8HB 49 8HB C59 C30 C 0 1 Y N N 13.545 6.148 -73.579 2.682 6.499 -1.871 C59 8HB 50 8HB N60 N9 N 0 1 N N N 12.791 7.392 -73.377 1.514 7.228 -1.734 N60 8HB 51 8HB O61 O18 O 0 1 N N N 18.333 2.890 -73.140 4.219 0.995 -0.418 O61 8HB 52 8HB H1 H1 H 0 1 N N N 19.912 9.939 -69.734 -1.467 -6.221 -0.364 H1 8HB 53 8HB H2 H2 H 0 1 N N N 18.743 10.375 -71.025 -2.261 -4.648 -0.113 H2 8HB 54 8HB H3 H3 H 0 1 N N N 16.556 7.787 -68.589 -1.112 -3.309 -2.720 H3 8HB 55 8HB H4 H4 H 0 1 N N N 17.050 7.608 -70.306 -2.544 -3.748 -3.682 H4 8HB 56 8HB H5 H5 H 0 1 N N N 18.222 7.248 -68.993 -2.738 -3.177 -2.007 H5 8HB 57 8HB H6 H6 H 0 1 N N N 17.937 9.647 -67.158 -0.963 -7.004 -2.716 H6 8HB 58 8HB H7 H7 H 0 1 N N N 19.481 9.091 -67.888 -1.290 -5.911 -4.083 H7 8HB 59 8HB H8 H8 H 0 1 N N N 18.953 10.795 -68.094 -0.004 -5.518 -2.917 H8 8HB 60 8HB H9 H9 H 0 1 N N N 17.332 10.871 -70.718 -3.748 -5.781 -3.300 H9 8HB 61 8HB H10 H10 H 0 1 N N N 15.140 10.272 -70.931 -2.919 -7.407 -1.043 H10 8HB 62 8HB H11 H11 H 0 1 N N N 14.219 10.664 -68.819 -4.455 -3.476 -2.368 H11 8HB 63 8HB H12 H12 H 0 1 N N N 14.719 13.422 -68.082 -6.522 -3.805 -0.471 H12 8HB 64 8HB H13 H13 H 0 1 N N N 13.374 12.406 -67.461 -5.078 -3.196 0.373 H13 8HB 65 8HB H14 H14 H 0 1 N N N 16.266 12.472 -66.396 -4.966 -1.283 -1.200 H14 8HB 66 8HB H15 H15 H 0 1 N N N 14.798 13.080 -65.559 -6.410 -1.892 -2.044 H15 8HB 67 8HB H16 H16 H 0 1 N N N 16.893 10.326 -65.195 -6.900 0.592 -1.120 H16 8HB 68 8HB H17 H17 H 0 1 N N N 14.411 8.566 -65.117 -8.967 0.262 0.777 H17 8HB 69 8HB H18 H18 H 0 1 N N N 16.088 7.927 -65.178 -7.523 0.872 1.621 H18 8HB 70 8HB H19 H19 H 0 1 N N N 16.466 9.342 -62.952 -7.411 2.785 0.048 H19 8HB 71 8HB H20 H20 H 0 1 N N N 14.674 9.386 -62.851 -8.855 2.176 -0.796 H20 8HB 72 8HB H21 H21 H 0 1 N N N 15.885 6.424 -60.206 -8.683 5.165 0.407 H21 8HB 73 8HB H22 H22 H 0 1 N N N 18.078 7.552 -59.686 -11.404 4.101 -0.478 H22 8HB 74 8HB H23 H23 H 0 1 N N N 18.189 6.558 -61.178 -10.585 5.536 -1.140 H23 8HB 75 8HB H24 H24 H 0 1 N N N 18.040 8.345 -61.297 -9.877 3.920 -1.375 H24 8HB 76 8HB H38 H38 H 0 1 N N N 21.291 9.994 -73.054 1.494 -6.352 0.756 H38 8HB 77 8HB H39 H39 H 0 1 N N N 22.873 6.276 -73.466 4.448 -4.296 1.478 H39 8HB 78 8HB H40 H40 H 0 1 N N N 20.911 3.252 -72.839 4.110 -0.123 1.957 H40 8HB 79 8HB H41 H41 H 0 1 N N N 21.180 3.473 -74.601 5.430 -1.295 1.728 H41 8HB 80 8HB H42 H42 H 0 1 N N N 19.472 1.652 -74.250 5.682 -0.465 -0.639 H42 8HB 81 8HB H43 H43 H 0 1 N N N 18.402 4.361 -75.345 6.368 0.924 1.836 H43 8HB 82 8HB H44 H44 H 0 1 N N N 19.561 4.970 -78.561 10.931 -0.120 0.413 H44 8HB 83 8HB H45 H45 H 0 1 N N N 17.487 1.990 -79.154 9.505 2.484 1.485 H45 8HB 84 8HB H46 H46 H 0 1 N N N 16.433 3.246 -75.805 5.274 2.928 1.285 H46 8HB 85 8HB H47 H47 H 0 1 N N N 16.196 0.934 -75.423 6.631 4.253 -0.167 H47 8HB 86 8HB H48 H48 H 0 1 N N N 16.469 1.811 -73.431 5.407 2.165 -1.686 H48 8HB 87 8HB H49 H49 H 0 1 N N N 17.856 4.761 -72.763 2.174 2.481 0.248 H49 8HB 88 8HB H50 H50 H 0 1 N N N 11.761 3.731 -74.977 5.663 6.758 -3.206 H50 8HB 89 8HB H51 H51 H 0 1 N N N 11.853 7.270 -73.700 1.448 8.116 -2.118 H51 8HB 90 8HB H52 H52 H 0 1 N N N 12.781 7.621 -72.404 0.760 6.850 -1.255 H52 8HB 91 8HB OXT OXT O 0 1 N Y N 14.441 8.479 -59.236 -10.388 6.922 1.427 OXT 8HB 92 8HB HXT HXT H 0 1 N Y N 14.209 9.346 -58.925 -10.900 7.444 2.060 HXT 8HB 93 # 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 8HB O45 P44 DOUB N N 1 8HB O47 P44 SING N N 2 8HB O46 P44 SING N N 3 8HB P44 O43 SING N N 4 8HB O43 C42 SING N N 5 8HB O49 C48 SING N N 6 8HB C42 C48 SING N N 7 8HB C42 C41 SING N N 8 8HB C48 C50 SING N N 9 8HB O1 P2 DOUB N N 10 8HB C57 N56 DOUB Y N 11 8HB C57 N58 SING Y N 12 8HB N56 C55 SING Y N 13 8HB N58 C59 DOUB Y N 14 8HB C41 C40 SING N N 15 8HB C41 O61 SING N N 16 8HB C55 N51 SING Y N 17 8HB C55 C54 DOUB Y N 18 8HB C40 O39 SING N N 19 8HB C50 N51 SING N N 20 8HB C50 O61 SING N N 21 8HB O39 P2 SING N N 22 8HB P2 O38 SING N N 23 8HB P2 O3 SING N N 24 8HB N51 C52 SING Y N 25 8HB C59 C54 SING Y N 26 8HB C59 N60 SING N N 27 8HB C54 N53 SING Y N 28 8HB O36 P4 DOUB N N 29 8HB C52 N53 DOUB Y N 30 8HB O3 P4 SING N N 31 8HB O37 P4 SING N N 32 8HB P4 O5 SING N N 33 8HB O5 C6 SING N N 34 8HB O11 C10 SING N N 35 8HB C6 C7 SING N N 36 8HB C10 C7 SING N N 37 8HB C10 C12 SING N N 38 8HB C7 C8 SING N N 39 8HB C7 C9 SING N N 40 8HB C12 O35 DOUB N N 41 8HB C12 N13 SING N N 42 8HB N13 C14 SING N N 43 8HB C14 C15 SING N N 44 8HB C15 C16 SING N N 45 8HB O34 C16 DOUB N N 46 8HB C16 N17 SING N N 47 8HB N17 C18 SING N N 48 8HB C18 C19 SING N N 49 8HB C19 S20 SING N N 50 8HB S20 C21 SING N N 51 8HB C21 C22 SING N N 52 8HB C21 C23 SING N N 53 8HB O33 C23 DOUB N N 54 8HB C6 H1 SING N N 55 8HB C6 H2 SING N N 56 8HB C8 H3 SING N N 57 8HB C8 H4 SING N N 58 8HB C8 H5 SING N N 59 8HB C9 H6 SING N N 60 8HB C9 H7 SING N N 61 8HB C9 H8 SING N N 62 8HB C10 H9 SING N N 63 8HB O11 H10 SING N N 64 8HB N13 H11 SING N N 65 8HB C14 H12 SING N N 66 8HB C14 H13 SING N N 67 8HB C15 H14 SING N N 68 8HB C15 H15 SING N N 69 8HB N17 H16 SING N N 70 8HB C18 H17 SING N N 71 8HB C18 H18 SING N N 72 8HB C19 H19 SING N N 73 8HB C19 H20 SING N N 74 8HB C21 H21 SING N N 75 8HB C22 H22 SING N N 76 8HB C22 H23 SING N N 77 8HB C22 H24 SING N N 78 8HB O37 H38 SING N N 79 8HB O38 H39 SING N N 80 8HB C40 H40 SING N N 81 8HB C40 H41 SING N N 82 8HB C41 H42 SING N N 83 8HB C42 H43 SING N N 84 8HB O46 H44 SING N N 85 8HB O47 H45 SING N N 86 8HB C48 H46 SING N N 87 8HB O49 H47 SING N N 88 8HB C50 H48 SING N N 89 8HB C52 H49 SING N N 90 8HB C57 H50 SING N N 91 8HB N60 H51 SING N N 92 8HB N60 H52 SING N N 93 8HB C23 OXT SING N N 94 8HB OXT HXT SING N N 95 # 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 8HB InChI InChI 1.03 ;InChI=1S/C24H40N7O18P3S/c1-12(23(36)37)53-7-6-26-14(32)4-5-27-21(35)18(34)24(2,3)9-46-52(43,44)49-51(41,42)45-8-13-17(48-50(38,39)40)16(33)22(47-13)31-11-30-15-19(25)28-10-29-20(15)31/h10-13,16-18,22,33-34H,4-9H2,1-3H3,(H,26,32)(H,27,35)(H,36,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t12-,13+,16+,17+,18-,22+/m0/s1 ; 8HB InChIKey InChI 1.03 ULCSPOREAVNZTJ-IBNUZSNCSA-N 8HB SMILES_CANONICAL CACTVS 3.385 "C[C@H](SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)C(O)=O" 8HB SMILES CACTVS 3.385 "C[CH](SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)C(O)=O" 8HB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](C(=O)O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O" 8HB SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(=O)O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)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 8HB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(2~{S})-2-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethylsulfanyl]propanoic 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 8HB "Create component" 2017-02-07 EBI 8HB "Initial release" 2017-03-15 RCSB #