data_HR4 # _chem_comp.id HR4 _chem_comp.name "(2S,4aR,6R,7R,7aS)-6-{6-amino-8-[(4-fluorobenzyl)sulfanyl]-9H-purin-9-yl}-2-sulfanyltetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol 2-oxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 F N5 O5 P S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-12 _chem_comp.pdbx_modified_date 2014-08-29 _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 485.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HR4 _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 4MH0 _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 HR4 F1 F1 F 0 1 N N N -0.927 -9.761 -56.097 4.794 5.262 0.032 F1 HR4 1 HR4 C13 C13 C 0 1 Y N N -0.301 -10.946 -56.177 3.559 4.714 -0.003 C13 HR4 2 HR4 C14 C14 C 0 1 Y N N 1.092 -10.987 -56.280 3.054 4.221 -1.194 C14 HR4 3 HR4 C15 C15 C 0 1 Y N N 1.742 -12.219 -56.363 1.793 3.656 -1.228 C15 HR4 4 HR4 C12 C12 C 0 1 Y N N -1.047 -12.125 -56.156 2.801 4.640 1.153 C12 HR4 5 HR4 C11 C11 C 0 1 Y N N -0.395 -13.355 -56.238 1.539 4.078 1.116 C11 HR4 6 HR4 C10 C10 C 0 1 Y N N 0.997 -13.401 -56.347 1.037 3.582 -0.073 C10 HR4 7 HR4 C9 C9 C 0 1 N N N 1.701 -14.738 -56.433 -0.337 2.966 -0.111 C9 HR4 8 HR4 S1 S1 S 0 1 N N N 1.897 -15.284 -58.101 -0.212 1.191 0.219 S1 HR4 9 HR4 C8 C8 C 0 1 Y N N 2.612 -16.881 -58.069 -1.912 0.739 0.117 C8 HR4 10 HR4 N7 N7 N 0 1 Y N N 2.425 -17.695 -57.012 -2.898 1.565 -0.137 N7 HR4 11 HR4 C5 C5 C 0 1 Y N N 3.110 -18.807 -57.336 -4.069 0.880 -0.142 C5 HR4 12 HR4 C6 C6 C 0 1 Y N N 3.365 -20.115 -56.686 -5.413 1.230 -0.350 C6 HR4 13 HR4 N6 N6 N 0 1 N N N 2.845 -20.395 -55.470 -5.770 2.541 -0.623 N6 HR4 14 HR4 N1 N1 N 0 1 Y N N 4.132 -21.016 -57.341 -6.334 0.275 -0.279 N1 HR4 15 HR4 C2 C2 C 0 1 Y N N 4.659 -20.755 -58.553 -6.003 -0.976 -0.020 C2 HR4 16 HR4 N3 N3 N 0 1 Y N N 4.469 -19.592 -59.205 -4.757 -1.350 0.181 N3 HR4 17 HR4 C4 C4 C 0 1 Y N N 3.722 -18.591 -58.668 -3.768 -0.464 0.130 C4 HR4 18 HR4 N9 N9 N 0 1 Y N N 3.369 -17.360 -59.066 -2.402 -0.528 0.284 N9 HR4 19 HR4 "C1'" "C1'" C 0 1 N N R 3.726 -16.685 -60.344 -1.617 -1.730 0.575 "C1'" HR4 20 HR4 "C2'" "C2'" C 0 1 N N R 5.159 -16.166 -60.312 -0.874 -2.197 -0.702 "C2'" HR4 21 HR4 "O2'" "O2'" O 0 1 N N N 5.231 -14.893 -60.958 -1.218 -3.547 -1.020 "O2'" HR4 22 HR4 "O4'" "O4'" O 0 1 N N N 3.626 -17.636 -61.420 -0.608 -1.431 1.571 "O4'" HR4 23 HR4 "C4'" "C4'" C 0 1 N N R 4.847 -17.611 -62.158 0.512 -2.246 1.234 "C4'" HR4 24 HR4 "C3'" "C3'" C 0 1 N N S 5.879 -17.216 -61.123 0.605 -2.089 -0.308 "C3'" HR4 25 HR4 "O3'" "O3'" O 0 1 N N N 7.065 -16.832 -61.800 1.424 -3.168 -0.770 "O3'" HR4 26 HR4 "C5'" "C5'" C 0 1 N N N 5.260 -18.916 -62.826 1.842 -1.862 1.851 "C5'" HR4 27 HR4 "O5'" "O5'" O 0 1 N N N 6.514 -18.665 -63.478 2.801 -2.862 1.432 "O5'" HR4 28 HR4 P P P 0 1 N N S 7.745 -18.010 -62.663 2.924 -3.270 -0.135 P HR4 29 HR4 S2 S2 S 0 1 N N N 8.485 -19.377 -61.487 4.226 -1.927 -1.133 S2 HR4 30 HR4 O2P O2P O 0 1 N N N 8.998 -17.350 -63.735 3.432 -4.655 -0.258 O2P HR4 31 HR4 H1 H1 H 0 1 N N N 1.662 -10.070 -56.295 3.644 4.279 -2.097 H1 HR4 32 HR4 H2 H2 H 0 1 N N N 2.819 -12.259 -56.439 1.399 3.271 -2.157 H2 HR4 33 HR4 H3 H3 H 0 1 N N N -2.123 -12.085 -56.077 3.196 5.019 2.083 H3 HR4 34 HR4 H4 H4 H 0 1 N N N -0.966 -14.272 -56.217 0.947 4.020 2.018 H4 HR4 35 HR4 H5 H5 H 0 1 N N N 1.110 -15.485 -55.883 -0.966 3.433 0.647 H5 HR4 36 HR4 H6 H6 H 0 1 N N N 2.695 -14.645 -55.972 -0.779 3.122 -1.095 H6 HR4 37 HR4 H7 H7 H 0 1 N N N 3.122 -21.315 -55.192 -5.088 3.229 -0.672 H7 HR4 38 HR4 H8 H8 H 0 1 N N N 3.181 -19.730 -54.803 -6.701 2.770 -0.765 H8 HR4 39 HR4 H9 H9 H 0 1 N N N 5.263 -21.516 -59.025 -6.784 -1.722 0.028 H9 HR4 40 HR4 H10 H10 H 0 1 N N N 3.042 -15.841 -60.518 -2.273 -2.523 0.934 H10 HR4 41 HR4 H11 H11 H 0 1 N N N 5.540 -16.133 -59.281 -1.098 -1.537 -1.540 H11 HR4 42 HR4 H12 H12 H 0 1 N N N 4.774 -14.245 -60.435 -2.157 -3.680 -1.206 H12 HR4 43 HR4 H13 H13 H 0 1 N N N 4.802 -16.825 -62.926 0.294 -3.285 1.482 H13 HR4 44 HR4 H14 H14 H 0 1 N N N 6.080 -18.084 -60.478 1.019 -1.120 -0.586 H14 HR4 45 HR4 H15 H15 H 0 1 N N N 4.503 -19.221 -63.564 2.148 -0.879 1.493 H15 HR4 46 HR4 H16 H16 H 0 1 N N N 5.376 -19.708 -62.072 1.760 -1.854 2.938 H16 HR4 47 HR4 H17 H17 H 0 1 N N N 7.443 -19.732 -60.795 5.386 -2.081 -0.470 H17 HR4 48 # 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 HR4 O2P P DOUB N N 1 HR4 "O5'" "C5'" SING N N 2 HR4 "O5'" P SING N N 3 HR4 "C5'" "C4'" SING N N 4 HR4 P "O3'" SING N N 5 HR4 P S2 SING N N 6 HR4 "C4'" "O4'" SING N N 7 HR4 "C4'" "C3'" SING N N 8 HR4 "O3'" "C3'" SING N N 9 HR4 "O4'" "C1'" SING N N 10 HR4 "C3'" "C2'" SING N N 11 HR4 "O2'" "C2'" SING N N 12 HR4 "C1'" "C2'" SING N N 13 HR4 "C1'" N9 SING N N 14 HR4 N3 C4 DOUB Y N 15 HR4 N3 C2 SING Y N 16 HR4 N9 C4 SING Y N 17 HR4 N9 C8 SING Y N 18 HR4 C4 C5 SING Y N 19 HR4 C2 N1 DOUB Y N 20 HR4 S1 C8 SING N N 21 HR4 S1 C9 SING N N 22 HR4 C8 N7 DOUB Y N 23 HR4 N1 C6 SING Y N 24 HR4 C5 N7 SING Y N 25 HR4 C5 C6 DOUB Y N 26 HR4 C6 N6 SING N N 27 HR4 C9 C10 SING N N 28 HR4 C15 C10 DOUB Y N 29 HR4 C15 C14 SING Y N 30 HR4 C10 C11 SING Y N 31 HR4 C14 C13 DOUB Y N 32 HR4 C11 C12 DOUB Y N 33 HR4 C13 C12 SING Y N 34 HR4 C13 F1 SING N N 35 HR4 C14 H1 SING N N 36 HR4 C15 H2 SING N N 37 HR4 C12 H3 SING N N 38 HR4 C11 H4 SING N N 39 HR4 C9 H5 SING N N 40 HR4 C9 H6 SING N N 41 HR4 N6 H7 SING N N 42 HR4 N6 H8 SING N N 43 HR4 C2 H9 SING N N 44 HR4 "C1'" H10 SING N N 45 HR4 "C2'" H11 SING N N 46 HR4 "O2'" H12 SING N N 47 HR4 "C4'" H13 SING N N 48 HR4 "C3'" H14 SING N N 49 HR4 "C5'" H15 SING N N 50 HR4 "C5'" H16 SING N N 51 HR4 S2 H17 SING N N 52 # 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 HR4 SMILES ACDLabs 12.01 "Fc1ccc(cc1)CSc3nc2c(ncnc2n3C5OC4COP(=O)(OC4C5O)S)N" HR4 InChI InChI 1.03 "InChI=1S/C17H17FN5O5PS2/c18-9-3-1-8(2-4-9)6-31-17-22-11-14(19)20-7-21-15(11)23(17)16-12(24)13-10(27-16)5-26-29(25,30)28-13/h1-4,7,10,12-13,16,24H,5-6H2,(H,25,30)(H2,19,20,21)/t10-,12-,13-,16-,29+/m1/s1" HR4 InChIKey InChI 1.03 HQPHMVRGPVFPCD-BVGSDMBWSA-N HR4 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n([C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O)c(SCc5ccc(F)cc5)nc12" HR4 SMILES CACTVS 3.385 "Nc1ncnc2n([CH]3O[CH]4CO[P](S)(=O)O[CH]4[CH]3O)c(SCc5ccc(F)cc5)nc12" HR4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CSc2nc3c(ncnc3n2[C@H]4[C@@H]([C@H]5[C@H](O4)CO[P@@](=O)(O5)S)O)N)F" HR4 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CSc2nc3c(ncnc3n2C4C(C5C(O4)COP(=O)(O5)S)O)N)F" # 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 HR4 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,4aR,6R,7R,7aS)-6-{6-amino-8-[(4-fluorobenzyl)sulfanyl]-9H-purin-9-yl}-2-sulfanyltetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol 2-oxide" HR4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,4aR,6R,7R,7aS)-6-[6-azanyl-8-[(4-fluorophenyl)methylsulfanyl]purin-9-yl]-2-oxidanylidene-2-sulfanyl-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HR4 "Create component" 2013-09-12 RCSB HR4 "Initial release" 2014-09-03 RCSB #