data_AV1 # _chem_comp.id AV1 _chem_comp.name "[(2R,3S,4R,5R)-5-(6-amino-8-bromo-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4S)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 Br N5 O13 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-BROMOADENOSINE-5'-O-DIPHOSPHORIBOSE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-07 _chem_comp.pdbx_modified_date 2021-03-01 _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 622.212 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AV1 _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 3ZWX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 AV1 BR1 BR1 BR 0 0 N N N 1.557 5.628 -14.181 -2.759 0.195 1.987 BR1 AV1 1 AV1 O3 O3 O 0 1 N N N 4.085 -0.989 -19.496 2.614 1.789 -0.139 O3 AV1 2 AV1 PA PA P 0 1 N N N 3.999 0.634 -19.227 1.358 2.740 0.195 PA AV1 3 AV1 PN PN P 0 1 N N N 5.510 -1.836 -19.711 4.016 1.491 0.592 PN AV1 4 AV1 "C1'" "C1'" C 0 1 N N R 4.501 4.167 -14.972 -3.778 0.363 -1.186 "C1'" AV1 5 AV1 N1A N1A N 0 1 Y N N 5.484 3.359 -9.826 -6.474 -4.066 -0.867 N1A AV1 6 AV1 O1A O1A O 0 1 N N N 2.526 0.915 -18.649 1.697 4.251 -0.243 O1A AV1 7 AV1 C1D C1D C 0 1 N N N 7.732 -3.629 -15.108 7.588 -2.230 -2.115 C1D AV1 8 AV1 O1N O1N O 0 1 N N N 6.343 -1.245 -20.785 3.786 1.299 2.042 O1N AV1 9 AV1 "C2'" "C2'" C 0 1 N N R 5.954 4.722 -15.077 -4.563 1.645 -0.811 "C2'" AV1 10 AV1 "O2'" "O2'" O 0 1 N N N 5.930 6.092 -15.508 -5.806 1.706 -1.513 "O2'" AV1 11 AV1 C2A C2A C 0 1 Y N N 6.234 3.024 -10.880 -6.330 -3.260 -1.903 C2A AV1 12 AV1 O2A O2A O 0 1 N N N 4.269 1.396 -20.461 1.080 2.698 1.648 O2A AV1 13 AV1 C2D C2D C 0 1 N N S 6.598 -4.579 -14.666 8.477 -2.416 -0.859 C2D AV1 14 AV1 O2D O2D O 0 1 N N N 7.074 -5.944 -14.620 9.159 -3.671 -0.898 O2D AV1 15 AV1 O2N O2N O 0 1 N N N 5.132 -3.428 -19.980 5.014 2.735 0.368 O2N AV1 16 AV1 "C3'" "C3'" C 0 1 N N S 6.652 3.804 -16.107 -3.605 2.764 -1.287 "C3'" AV1 17 AV1 "O3'" "O3'" O 0 1 N N N 7.557 4.541 -16.961 -3.996 3.242 -2.575 "O3'" AV1 18 AV1 N3A N3A N 0 1 Y N N 5.859 3.284 -12.129 -5.611 -2.158 -1.847 N3A AV1 19 AV1 C3D C3D C 0 1 N N S 5.537 -4.418 -15.778 7.434 -2.388 0.284 C3D AV1 20 AV1 O3D O3D O 0 1 N N N 4.912 -5.672 -16.151 7.090 -3.718 0.680 O3D AV1 21 AV1 "C4'" "C4'" C 0 1 N N R 5.442 3.217 -16.872 -2.228 2.075 -1.362 "C4'" AV1 22 AV1 "O4'" "O4'" O 0 1 N N N 4.531 2.895 -15.744 -2.404 0.719 -0.919 "O4'" AV1 23 AV1 C4A C4A C 0 1 Y N N 4.683 3.906 -12.366 -4.992 -1.810 -0.724 C4A AV1 24 AV1 C4D C4D C 0 1 N N R 6.338 -3.818 -16.955 6.215 -1.677 -0.334 C4D AV1 25 AV1 O4D O4D O 0 1 N N N 7.757 -3.808 -16.550 6.573 -1.302 -1.675 O4D AV1 26 AV1 "C5'" "C5'" C 0 1 N N N 5.914 2.093 -17.884 -1.235 2.796 -0.450 "C5'" AV1 27 AV1 "O5'" "O5'" O 0 1 N N N 5.010 0.963 -17.969 0.064 2.224 -0.614 "O5'" AV1 28 AV1 C5A C5A C 0 1 Y N N 3.876 4.266 -11.272 -5.115 -2.635 0.408 C5A AV1 29 AV1 C5D C5D C 0 1 N N N 5.790 -2.386 -17.152 5.872 -0.429 0.481 C5D AV1 30 AV1 O5D O5D O 0 1 N N N 6.336 -1.775 -18.313 4.673 0.158 -0.028 O5D AV1 31 AV1 C6A C6A C 0 1 Y N N 4.294 3.980 -9.973 -5.892 -3.799 0.298 C6A AV1 32 AV1 N6A N6A N 0 1 N N N 3.534 4.317 -8.921 -6.050 -4.650 1.379 N6A AV1 33 AV1 N7A N7A N 0 1 Y N N 2.787 4.855 -11.738 -4.397 -2.058 1.402 N7A AV1 34 AV1 C8A C8A C 0 1 Y N N 2.904 4.869 -13.066 -3.854 -0.958 0.963 C8A AV1 35 AV1 N9A N9A N 0 1 Y N N 4.042 4.289 -13.487 -4.193 -0.762 -0.343 N9A AV1 36 AV1 "H1'" "H1'" H 0 1 N N N 3.662 4.703 -15.439 -3.914 0.124 -2.241 "H1'" AV1 37 AV1 H1D H1D H 0 1 N N N 7.522 -2.586 -14.830 8.166 -1.806 -2.935 H1D AV1 38 AV1 H1DA H1DA H 0 0 N N N 8.693 -3.899 -14.647 7.139 -3.178 -2.410 H1DA AV1 39 AV1 "H2'" "H2'" H 0 1 N N N 6.487 4.718 -14.115 -4.724 1.702 0.266 "H2'" AV1 40 AV1 "HO2'" "HO2'" H 0 0 N N N 6.819 6.421 -15.569 -6.334 2.490 -1.311 "HO2'" AV1 41 AV1 H2A H2A H 0 1 N N N 7.177 2.525 -10.712 -6.819 -3.514 -2.832 H2A AV1 42 AV1 H2D H2D H 0 1 N N N 6.210 -4.348 -13.663 9.186 -1.593 -0.760 H2D AV1 43 AV1 HO2D HO2D H 0 0 N N N 6.367 -6.517 -14.347 9.758 -3.770 -1.650 HO2D AV1 44 AV1 "H3'" "H3'" H 0 1 N N N 7.299 3.034 -15.661 -3.585 3.582 -0.567 "H3'" AV1 45 AV1 "HO3'" "HO3'" H 0 0 N N N 7.966 3.946 -17.578 -4.880 3.634 -2.598 "HO3'" AV1 46 AV1 H3D H3D H 0 1 N N N 4.696 -3.787 -15.453 7.816 -1.824 1.136 H3D AV1 47 AV1 HO3D HO3D H 0 0 N N N 4.271 -5.516 -16.835 7.835 -4.231 1.023 HO3D AV1 48 AV1 "H4'" "H4'" H 0 1 N N N 4.900 3.853 -17.587 -1.865 2.085 -2.390 "H4'" AV1 49 AV1 H4D H4D H 0 1 N N N 6.246 -4.382 -17.895 5.361 -2.355 -0.354 H4D AV1 50 AV1 "H5'" "H5'" H 0 1 N N N 5.989 2.545 -18.884 -1.202 3.854 -0.712 "H5'" AV1 51 AV1 "H5'A" "H5'A" H 0 0 N N N 6.893 1.721 -17.547 -1.551 2.688 0.588 "H5'A" AV1 52 AV1 H5D H5D H 0 1 N N N 4.696 -2.436 -17.259 5.725 -0.706 1.525 H5D AV1 53 AV1 H5DA H5DA H 0 0 N N N 6.057 -1.780 -16.274 6.688 0.289 0.407 H5DA AV1 54 AV1 HN6A HN6A H 0 0 N N N 3.991 4.038 -8.076 -6.589 -5.451 1.291 HN6A AV1 55 AV1 HN6B HN6B H 0 0 N N N 3.396 5.307 -8.913 -5.620 -4.445 2.224 HN6B AV1 56 AV1 H11A H11A H 0 0 N N N 2.077 1.534 -19.213 1.890 4.354 -1.185 H11A AV1 57 AV1 H12A H12A H 0 0 N N N 5.520 -3.712 -20.799 5.210 2.919 -0.561 H12A AV1 58 # # 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 AV1 BR1 C8A SING N N 1 AV1 O3 PA SING N N 2 AV1 O3 PN SING N N 3 AV1 PA O1A SING N N 4 AV1 PA O2A DOUB N N 5 AV1 PA "O5'" SING N N 6 AV1 PN O1N DOUB N N 7 AV1 PN O2N SING N N 8 AV1 PN O5D SING N N 9 AV1 "C1'" "C2'" SING N N 10 AV1 "C1'" "O4'" SING N N 11 AV1 "C1'" N9A SING N N 12 AV1 N1A C2A DOUB Y N 13 AV1 N1A C6A SING Y N 14 AV1 C1D C2D SING N N 15 AV1 C1D O4D SING N N 16 AV1 "C2'" "O2'" SING N N 17 AV1 "C2'" "C3'" SING N N 18 AV1 C2A N3A SING Y N 19 AV1 C2D O2D SING N N 20 AV1 C2D C3D SING N N 21 AV1 "C3'" "O3'" SING N N 22 AV1 "C3'" "C4'" SING N N 23 AV1 N3A C4A DOUB Y N 24 AV1 C3D O3D SING N N 25 AV1 C3D C4D SING N N 26 AV1 "C4'" "O4'" SING N N 27 AV1 "C4'" "C5'" SING N N 28 AV1 C4A C5A SING Y N 29 AV1 C4A N9A SING Y N 30 AV1 C4D O4D SING N N 31 AV1 C4D C5D SING N N 32 AV1 "C5'" "O5'" SING N N 33 AV1 C5A C6A DOUB Y N 34 AV1 C5A N7A SING Y N 35 AV1 C5D O5D SING N N 36 AV1 C6A N6A SING N N 37 AV1 N7A C8A DOUB Y N 38 AV1 C8A N9A SING Y N 39 AV1 "C1'" "H1'" SING N N 40 AV1 C1D H1D SING N N 41 AV1 C1D H1DA SING N N 42 AV1 "C2'" "H2'" SING N N 43 AV1 "O2'" "HO2'" SING N N 44 AV1 C2A H2A SING N N 45 AV1 C2D H2D SING N N 46 AV1 O2D HO2D SING N N 47 AV1 "C3'" "H3'" SING N N 48 AV1 "O3'" "HO3'" SING N N 49 AV1 C3D H3D SING N N 50 AV1 O3D HO3D SING N N 51 AV1 "C4'" "H4'" SING N N 52 AV1 C4D H4D SING N N 53 AV1 "C5'" "H5'" SING N N 54 AV1 "C5'" "H5'A" SING N N 55 AV1 C5D H5D SING N N 56 AV1 C5D H5DA SING N N 57 AV1 N6A HN6A SING N N 58 AV1 N6A HN6B SING N N 59 AV1 O1A H11A SING N N 60 AV1 O2N H12A SING N N 61 # # 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 AV1 InChI InChI 1.03 "InChI=1S/C15H22BrN5O13P2/c16-15-20-8-12(17)18-4-19-13(8)21(15)14-11(25)10(24)7(33-14)3-32-36(28,29)34-35(26,27)31-2-6-9(23)5(22)1-30-6/h4-7,9-11,14,22-25H,1-3H2,(H,26,27)(H,28,29)(H2,17,18,19)/p-2/t5-,6+,7+,9-,10+,11+,14+/m0/s1" AV1 InChIKey InChI 1.03 DTBPYRLOWSYQCZ-ZVIMGNLFSA-L AV1 SMILES ACDLabs 12.01 "O=P(O)(OCC1OCC(O)C1O)OP(=O)(O)OCC4OC(n3c(Br)nc2c(ncnc23)N)C(O)C4O" AV1 SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n([C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]4OC[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O)c(Br)nc12" AV1 SMILES CACTVS 3.370 "Nc1ncnc2n([CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4OC[CH](O)[CH]4O)[CH](O)[CH]3O)c(Br)nc12" AV1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H](CO4)O)O)O)O)N" AV1 SMILES "OpenEye OEToolkits" 1.7.2 "c1nc(c2c(n1)n(c(n2)Br)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(CO4)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 AV1 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(6-amino-8-bromo-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4S)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" AV1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[[(2R,3S,4R,5R)-5-(6-azanyl-8-bromanyl-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3S,4S)-3,4-bis(oxidanyl)oxolan-2-yl]methyl 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 AV1 "Create component" 2011-09-07 EBI AV1 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AV1 _pdbx_chem_comp_synonyms.name "8-BROMOADENOSINE-5'-O-DIPHOSPHORIBOSE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##