data_B5V # _chem_comp.id B5V _chem_comp.name "9-(5-O-{(S)-hydroxy[(2-hydroxybenzene-1-carbonyl)oxy]phosphoryl}-alpha-L-lyxofuranosyl)-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-01 _chem_comp.pdbx_modified_date 2018-05-18 _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 467.327 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B5V _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 5WM3 _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 B5V C13 C1 C 0 1 N N S -13.549 59.739 1.090 1.193 1.648 -0.829 C13 B5V 1 B5V C20 C2 C 0 1 Y N N -8.571 57.837 2.525 -5.006 -2.379 -0.317 C20 B5V 2 B5V C21 C3 C 0 1 Y N N -7.331 57.563 1.986 -5.769 -3.522 -0.425 C21 B5V 3 B5V C22 C4 C 0 1 Y N N -7.105 56.336 1.381 -7.137 -3.473 -0.208 C22 B5V 4 B5V C24 C5 C 0 1 Y N N -9.344 55.669 1.857 -6.997 -1.121 0.238 C24 B5V 5 B5V C02 C6 C 0 1 Y N N -8.402 63.682 1.250 6.453 -2.668 0.071 C02 B5V 6 B5V C03 C7 C 0 1 Y N N -9.423 62.688 1.375 5.234 -2.019 -0.182 C03 B5V 7 B5V C05 C8 C 0 1 Y N N -10.660 60.914 1.588 3.258 -1.356 -0.781 C05 B5V 8 B5V C07 C9 C 0 1 Y N N -10.727 63.098 1.385 5.041 -0.735 0.356 C07 B5V 9 B5V C09 C10 C 0 1 Y N N -10.025 65.329 1.151 7.139 -0.832 1.290 C09 B5V 10 B5V C11 C11 C 0 1 N N R -12.983 62.006 1.541 3.136 0.930 0.279 C11 B5V 11 B5V C14 C12 C 0 1 N N N -14.553 58.704 1.606 -0.163 2.215 -0.405 C14 B5V 12 B5V C18 C13 C 0 1 N N N -10.961 57.188 3.052 -4.803 0.059 0.141 C18 B5V 13 B5V C19 C14 C 0 1 Y N N -9.576 56.886 2.467 -5.613 -1.166 0.019 C19 B5V 14 B5V C23 C15 C 0 1 Y N N -8.108 55.384 1.313 -7.750 -2.280 0.119 C23 B5V 15 B5V C29 C16 C 0 1 N N S -14.006 60.717 -0.064 2.234 2.787 -0.965 C29 B5V 16 B5V C31 C17 C 0 1 N N R -13.888 62.107 0.536 3.557 2.006 -0.745 C31 B5V 17 B5V N01 N1 N 0 1 N N N -7.002 63.306 1.241 6.700 -3.933 -0.433 N01 B5V 18 B5V N04 N2 N 0 1 Y N N -9.392 61.333 1.499 4.108 -2.338 -0.864 N04 B5V 19 B5V N06 N3 N 0 1 Y N N -11.504 61.977 1.517 3.787 -0.343 -0.038 N06 B5V 20 B5V N08 N4 N 0 1 Y N N -10.994 64.431 1.275 6.012 -0.185 1.079 N08 B5V 21 B5V N10 N5 N 0 1 Y N N -8.749 64.965 1.138 7.367 -2.037 0.802 N10 B5V 22 B5V O12 O1 O 0 1 N N N -13.090 60.490 2.070 1.714 0.784 0.193 O12 B5V 23 B5V O15 O2 O 0 1 N N N -13.970 58.248 2.802 -1.121 1.157 -0.334 O15 B5V 24 B5V O17 O3 O 0 1 N N N -12.012 56.281 2.813 -3.473 0.012 -0.070 O17 B5V 25 B5V O25 O4 O 0 1 N N N -10.361 54.716 1.801 -7.597 0.051 0.565 O25 B5V 26 B5V O26 O5 O 0 1 N N N -11.139 58.182 3.681 -5.334 1.113 0.433 O26 B5V 27 B5V O27 O6 O 0 1 N N N -14.495 55.746 2.313 -3.257 2.418 -0.799 O27 B5V 28 B5V O28 O7 O 0 1 N N N -13.812 56.459 4.613 -2.730 1.890 1.612 O28 B5V 29 B5V O30 O8 O 0 1 N N N -15.283 60.461 -0.586 2.047 3.779 0.047 O30 B5V 30 B5V O32 O9 O 0 1 N N N -15.161 62.561 0.930 4.567 2.858 -0.201 O32 B5V 31 B5V P16 P1 P 0 1 N N N -13.602 56.663 3.124 -2.658 1.392 0.083 P16 B5V 32 B5V H1 H1 H 0 1 N N N -12.712 59.163 0.669 1.098 1.106 -1.770 H1 B5V 33 B5V H2 H2 H 0 1 N N N -8.758 58.793 2.992 -3.941 -2.422 -0.487 H2 B5V 34 B5V H3 H3 H 0 1 N N N -6.542 58.299 2.035 -5.299 -4.460 -0.681 H3 B5V 35 B5V H4 H4 H 0 1 N N N -6.135 56.120 0.958 -7.727 -4.373 -0.296 H4 B5V 36 B5V H5 H5 H 0 1 N N N -10.967 59.885 1.700 2.277 -1.346 -1.234 H5 B5V 37 B5V H6 H6 H 0 1 N N N -10.279 66.375 1.059 7.907 -0.357 1.882 H6 B5V 38 B5V H7 H7 H 0 1 N N N -13.293 62.648 2.379 3.415 1.247 1.284 H7 B5V 39 B5V H8 H8 H 0 1 N N N -15.532 59.168 1.798 -0.070 2.687 0.573 H8 B5V 40 B5V H9 H9 H 0 1 N N N -14.672 57.880 0.887 -0.492 2.954 -1.135 H9 B5V 41 B5V H10 H10 H 0 1 N N N -7.925 54.430 0.840 -8.816 -2.250 0.286 H10 B5V 42 B5V H11 H11 H 0 1 N N N -13.261 60.635 -0.870 2.201 3.233 -1.960 H11 B5V 43 B5V H12 H12 H 0 1 N N N -13.498 62.773 -0.248 3.897 1.549 -1.674 H12 B5V 44 B5V H13 H13 H 0 1 N N N -6.437 64.125 1.144 6.027 -4.382 -0.968 H13 B5V 45 B5V H14 H14 H 0 1 N N N -6.775 62.844 2.099 7.546 -4.371 -0.251 H14 B5V 46 B5V H15 H15 H 0 1 N N N -11.143 55.062 2.215 -7.902 0.563 -0.197 H15 B5V 47 B5V H16 H16 H 0 1 N N N -14.470 55.788 4.751 -2.354 1.265 2.247 H16 B5V 48 B5V H17 H17 H 0 1 N N N -15.307 59.583 -0.948 2.738 4.455 0.068 H17 B5V 49 B5V H18 H18 H 0 1 N N N -15.085 63.431 1.305 4.803 3.602 -0.772 H18 B5V 50 # 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 B5V O30 C29 SING N N 1 B5V C29 C31 SING N N 2 B5V C29 C13 SING N N 3 B5V C31 O32 SING N N 4 B5V C31 C11 SING N N 5 B5V C13 C14 SING N N 6 B5V C13 O12 SING N N 7 B5V N10 C09 DOUB Y N 8 B5V N10 C02 SING Y N 9 B5V C09 N08 SING Y N 10 B5V N01 C02 SING N N 11 B5V C02 C03 DOUB Y N 12 B5V N08 C07 DOUB Y N 13 B5V C23 C22 DOUB Y N 14 B5V C23 C24 SING Y N 15 B5V C03 C07 SING Y N 16 B5V C03 N04 SING Y N 17 B5V C22 C21 SING Y N 18 B5V C07 N06 SING Y N 19 B5V N04 C05 DOUB Y N 20 B5V N06 C11 SING N N 21 B5V N06 C05 SING Y N 22 B5V C11 O12 SING N N 23 B5V C14 O15 SING N N 24 B5V O25 C24 SING N N 25 B5V C24 C19 DOUB Y N 26 B5V C21 C20 DOUB Y N 27 B5V O27 P16 DOUB N N 28 B5V C19 C20 SING Y N 29 B5V C19 C18 SING N N 30 B5V O15 P16 SING N N 31 B5V O17 C18 SING N N 32 B5V O17 P16 SING N N 33 B5V C18 O26 DOUB N N 34 B5V P16 O28 SING N N 35 B5V C13 H1 SING N N 36 B5V C20 H2 SING N N 37 B5V C21 H3 SING N N 38 B5V C22 H4 SING N N 39 B5V C05 H5 SING N N 40 B5V C09 H6 SING N N 41 B5V C11 H7 SING N N 42 B5V C14 H8 SING N N 43 B5V C14 H9 SING N N 44 B5V C23 H10 SING N N 45 B5V C29 H11 SING N N 46 B5V C31 H12 SING N N 47 B5V N01 H13 SING N N 48 B5V N01 H14 SING N N 49 B5V O25 H15 SING N N 50 B5V O28 H16 SING N N 51 B5V O30 H17 SING N N 52 B5V O32 H18 SING N N 53 # 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 B5V SMILES ACDLabs 12.01 "C2(COP(OC(=O)c1ccccc1O)(=O)O)OC(C(C2O)O)n4cnc3c(N)ncnc34" B5V InChI InChI 1.03 "InChI=1S/C17H18N5O9P/c18-14-11-15(20-6-19-14)22(7-21-11)16-13(25)12(24)10(30-16)5-29-32(27,28)31-17(26)8-3-1-2-4-9(8)23/h1-4,6-7,10,12-13,16,23-25H,5H2,(H,27,28)(H2,18,19,20)/t10-,12+,13+,16+/m0/s1" B5V InChIKey InChI 1.03 AESBJQJIAHTCHE-MZXFEWSRSA-N B5V SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H](CO[P](O)(=O)OC(=O)c4ccccc4O)[C@@H](O)[C@H]3O" B5V SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)c4ccccc4O)[CH](O)[CH]3O" B5V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(=O)OP(=O)(O)OC[C@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O" B5V SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)C(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)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 B5V "SYSTEMATIC NAME" ACDLabs 12.01 "9-(5-O-{(S)-hydroxy[(2-hydroxybenzene-1-carbonyl)oxy]phosphoryl}-alpha-L-lyxofuranosyl)-9H-purin-6-amine" B5V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] 2-oxidanylbenzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B5V "Create component" 2017-08-01 RCSB B5V "Initial release" 2018-05-23 RCSB #