data_BS5 # _chem_comp.id BS5 _chem_comp.name "5'-deoxy-5'-[({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)amino]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N9 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-10 _chem_comp.pdbx_modified_date 2011-12-09 _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 571.630 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BS5 _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 3RUX _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 BS5 S S S 0 1 N N N -8.389 -10.855 -32.858 -1.079 4.502 -0.782 S BS5 1 BS5 N1 N1 N 0 1 Y N N -4.279 -10.734 -40.661 -5.560 -5.312 -0.336 N1 BS5 2 BS5 C2 C2 C 0 1 Y N N -3.808 -10.238 -39.502 -6.436 -4.324 -0.302 C2 BS5 3 BS5 N3 N3 N 0 1 Y N N -4.515 -9.405 -38.726 -6.073 -3.059 -0.255 N3 BS5 4 BS5 C4 C4 C 0 1 Y N N -5.751 -9.003 -39.091 -4.787 -2.724 -0.241 C4 BS5 5 BS5 C5 C5 C 0 1 Y N N -6.333 -9.489 -40.342 -3.816 -3.738 -0.276 C5 BS5 6 BS5 C6 C6 C 0 1 Y N N -5.499 -10.409 -41.141 -4.252 -5.073 -0.326 C6 BS5 7 BS5 N6 N6 N 0 1 N N N -5.960 -10.903 -42.312 -3.342 -6.115 -0.362 N6 BS5 8 BS5 N7 N7 N 0 1 Y N N -7.552 -8.932 -40.455 -2.604 -3.132 -0.251 N7 BS5 9 BS5 C8 C8 C 0 1 Y N N -7.740 -8.146 -39.356 -2.766 -1.842 -0.204 C8 BS5 10 BS5 N9 N9 N 0 1 Y N N -6.658 -8.198 -38.550 -4.095 -1.539 -0.196 N9 BS5 11 BS5 "C1'" "C1'" C 0 1 N N R -6.468 -7.504 -37.259 -4.679 -0.196 -0.148 "C1'" BS5 12 BS5 N1B N1B N 0 1 N N N -14.632 -16.832 -39.904 8.509 -2.001 -0.509 N1B BS5 13 BS5 S1B S1B S 0 1 N N N -11.446 -16.459 -40.618 7.021 0.351 1.316 S1B BS5 14 BS5 "C2'" "C2'" C 0 1 N N R -7.446 -6.352 -37.091 -5.015 0.201 1.312 "C2'" BS5 15 BS5 "O2'" "O2'" O 0 1 N N N -6.722 -5.336 -36.360 -6.313 -0.269 1.682 "O2'" BS5 16 BS5 C2B C2B C 0 1 N N S -11.374 -16.390 -38.853 5.689 -0.912 1.215 C2B BS5 17 BS5 N2B N2B N 0 1 N N N -13.665 -15.542 -38.393 6.295 -2.042 -0.880 N2B BS5 18 BS5 "C3'" "C3'" C 0 1 N N S -8.560 -6.938 -36.244 -4.986 1.747 1.243 "C3'" BS5 19 BS5 "O3'" "O3'" O 0 1 N N N -9.225 -5.953 -35.440 -6.309 2.266 1.096 "O3'" BS5 20 BS5 C3B C3B C 0 1 N N N -14.645 -15.643 -39.287 7.522 -1.979 -1.414 C3B BS5 21 BS5 O3B O3B O 0 1 N N N -15.455 -14.759 -39.518 7.721 -1.908 -2.612 O3B BS5 22 BS5 "C4'" "C4'" C 0 1 N N R -7.790 -7.934 -35.389 -4.145 2.053 -0.012 "C4'" BS5 23 BS5 "O4'" "O4'" O 0 1 N N N -6.798 -8.477 -36.262 -3.708 0.794 -0.551 "O4'" BS5 24 BS5 C4B C4B C 0 1 N N S -12.806 -16.723 -38.419 6.412 -2.118 0.585 C4B BS5 25 BS5 "C5'" "C5'" C 0 1 N N N -8.643 -9.040 -34.781 -2.932 2.904 0.370 "C5'" BS5 26 BS5 "N5'" "N5'" N 0 1 N N N -7.774 -9.913 -34.004 -2.204 3.289 -0.842 "N5'" BS5 27 BS5 C5B C5B C 0 1 N N R -13.485 -17.614 -39.471 7.924 -2.090 0.838 C5B BS5 28 BS5 C6B C6B C 0 1 N N N -12.568 -17.813 -40.679 8.359 -0.863 1.662 C6B BS5 29 BS5 C7B C7B C 0 1 N N N -10.814 -15.066 -38.331 4.551 -0.430 0.313 C7B BS5 30 BS5 C8B C8B C 0 1 N N N -10.606 -15.154 -36.813 3.858 0.770 0.963 C8B BS5 31 BS5 C9B C9B C 0 1 N N N -9.771 -13.987 -36.279 2.721 1.252 0.061 C9B BS5 32 BS5 CAB CAB C 0 1 N N N -9.650 -14.019 -34.749 2.028 2.452 0.711 CAB BS5 33 BS5 CBB CBB C 0 1 N N N -8.730 -12.923 -34.251 0.907 2.927 -0.177 CBB BS5 34 BS5 NBB NBB N 0 1 N N N -9.251 -11.990 -33.449 0.153 3.980 0.195 NBB BS5 35 BS5 OCB OCB O 0 1 N N N -7.560 -12.900 -34.592 0.685 2.362 -1.227 OCB BS5 36 BS5 OP1 OP1 O 0 1 N N N -7.277 -11.377 -32.108 -0.535 4.610 -2.090 OP1 BS5 37 BS5 OP2 OP2 O 0 1 N N N -9.242 -10.071 -32.024 -1.695 5.588 -0.104 OP2 BS5 38 BS5 H2 H2 H 0 1 N N N -2.817 -10.524 -39.183 -7.489 -4.563 -0.313 H2 BS5 39 BS5 HN6 HN6 H 0 1 N N N -5.271 -11.506 -42.714 -3.656 -7.032 -0.395 HN6 BS5 40 BS5 HN6A HN6A H 0 0 N N N -6.800 -11.420 -42.148 -2.390 -5.928 -0.353 HN6A BS5 41 BS5 H8 H8 H 0 1 N N N -8.628 -7.565 -39.159 -1.966 -1.117 -0.176 H8 BS5 42 BS5 "H1'" "H1'" H 0 1 N N N -5.445 -7.105 -37.191 -5.569 -0.143 -0.775 "H1'" BS5 43 BS5 HN1B HN1B H 0 0 N N N -15.314 -17.138 -40.568 9.458 -1.967 -0.710 HN1B BS5 44 BS5 "H2'" "H2'" H 0 1 N N N -7.846 -5.922 -38.021 -4.258 -0.172 2.001 "H2'" BS5 45 BS5 "HO2'" "HO2'" H 0 0 N N N -7.285 -4.583 -36.222 -6.569 -0.045 2.587 "HO2'" BS5 46 BS5 H2B H2B H 0 1 N N N -10.661 -17.104 -38.415 5.316 -1.161 2.209 H2B BS5 47 BS5 HN2B HN2B H 0 0 N N N -13.534 -14.760 -37.783 5.463 -2.038 -1.379 HN2B BS5 48 BS5 "H3'" "H3'" H 0 1 N N N -9.376 -7.377 -36.836 -4.511 2.160 2.133 "H3'" BS5 49 BS5 "HO3'" "HO3'" H 0 0 N N N -9.911 -6.369 -34.931 -6.899 2.052 1.832 "HO3'" BS5 50 BS5 "H4'" "H4'" H 0 1 N N N -7.369 -7.422 -34.511 -4.752 2.582 -0.746 "H4'" BS5 51 BS5 H4B H4B H 0 1 N N N -12.706 -17.189 -37.427 5.980 -3.050 0.950 H4B BS5 52 BS5 "H5'" "H5'" H 0 1 N N N -9.413 -8.602 -34.129 -3.266 3.799 0.893 "H5'" BS5 53 BS5 "H5'A" "H5'A" H 0 0 N N N -9.133 -9.616 -35.580 -2.274 2.327 1.021 "H5'A" BS5 54 BS5 "HN5'" "HN5'" H 0 0 N N N -7.118 -9.313 -33.546 -2.382 2.833 -1.680 "HN5'" BS5 55 BS5 H5B H5B H 0 1 N N N -13.738 -18.605 -39.067 8.242 -3.011 1.327 H5B BS5 56 BS5 H6B H6B H 0 1 N N N -13.143 -17.808 -41.617 9.321 -0.486 1.317 H6B BS5 57 BS5 H6BA H6BA H 0 0 N N N -12.034 -18.772 -40.616 8.396 -1.104 2.725 H6BA BS5 58 BS5 H7B H7B H 0 1 N N N -9.851 -14.859 -38.820 4.955 -0.135 -0.655 H7B BS5 59 BS5 H7BA H7BA H 0 0 N N N -11.523 -14.256 -38.556 3.829 -1.235 0.176 H7BA BS5 60 BS5 H8B H8B H 0 1 N N N -11.590 -15.136 -36.322 3.454 0.475 1.932 H8B BS5 61 BS5 H8BA H8BA H 0 0 N N N -10.083 -16.094 -36.584 4.580 1.575 1.100 H8BA BS5 62 BS5 H9B H9B H 0 1 N N N -8.762 -14.049 -36.713 3.125 1.547 -0.907 H9B BS5 63 BS5 H9BA H9BA H 0 0 N N N -10.255 -13.044 -36.574 1.999 0.447 -0.076 H9BA BS5 64 BS5 HAB HAB H 0 1 N N N -10.648 -13.874 -34.309 1.624 2.157 1.680 HAB BS5 65 BS5 HABA HABA H 0 0 N N N -9.242 -14.994 -34.444 2.749 3.257 0.848 HABA BS5 66 BS5 HNBB HNBB H 0 0 N N N -10.225 -12.028 -33.226 0.331 4.432 1.034 HNBB BS5 67 # 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 BS5 "N5'" S SING N N 1 BS5 NBB S SING N N 2 BS5 S OP1 DOUB N N 3 BS5 S OP2 DOUB N N 4 BS5 C6 N1 DOUB Y N 5 BS5 N1 C2 SING Y N 6 BS5 C2 N3 DOUB Y N 7 BS5 C2 H2 SING N N 8 BS5 C4 N3 SING Y N 9 BS5 C5 C4 DOUB Y N 10 BS5 C4 N9 SING Y N 11 BS5 C6 C5 SING Y N 12 BS5 N7 C5 SING Y N 13 BS5 N6 C6 SING N N 14 BS5 N6 HN6 SING N N 15 BS5 N6 HN6A SING N N 16 BS5 N7 C8 DOUB Y N 17 BS5 C8 N9 SING Y N 18 BS5 C8 H8 SING N N 19 BS5 N9 "C1'" SING N N 20 BS5 "C1'" "C2'" SING N N 21 BS5 "C1'" "O4'" SING N N 22 BS5 "C1'" "H1'" SING N N 23 BS5 N1B C5B SING N N 24 BS5 N1B C3B SING N N 25 BS5 N1B HN1B SING N N 26 BS5 C6B S1B SING N N 27 BS5 S1B C2B SING N N 28 BS5 "C2'" "O2'" SING N N 29 BS5 "C2'" "C3'" SING N N 30 BS5 "C2'" "H2'" SING N N 31 BS5 "O2'" "HO2'" SING N N 32 BS5 C2B C4B SING N N 33 BS5 C2B C7B SING N N 34 BS5 C2B H2B SING N N 35 BS5 C3B N2B SING N N 36 BS5 C4B N2B SING N N 37 BS5 N2B HN2B SING N N 38 BS5 "C3'" "O3'" SING N N 39 BS5 "C3'" "C4'" SING N N 40 BS5 "C3'" "H3'" SING N N 41 BS5 "O3'" "HO3'" SING N N 42 BS5 O3B C3B DOUB N N 43 BS5 "O4'" "C4'" SING N N 44 BS5 "C4'" "C5'" SING N N 45 BS5 "C4'" "H4'" SING N N 46 BS5 C5B C4B SING N N 47 BS5 C4B H4B SING N N 48 BS5 "C5'" "N5'" SING N N 49 BS5 "C5'" "H5'" SING N N 50 BS5 "C5'" "H5'A" SING N N 51 BS5 "N5'" "HN5'" SING N N 52 BS5 C6B C5B SING N N 53 BS5 C5B H5B SING N N 54 BS5 C6B H6B SING N N 55 BS5 C6B H6BA SING N N 56 BS5 C7B C8B SING N N 57 BS5 C7B H7B SING N N 58 BS5 C7B H7BA SING N N 59 BS5 C8B C9B SING N N 60 BS5 C8B H8B SING N N 61 BS5 C8B H8BA SING N N 62 BS5 C9B CAB SING N N 63 BS5 C9B H9B SING N N 64 BS5 C9B H9BA SING N N 65 BS5 CAB CBB SING N N 66 BS5 CAB HAB SING N N 67 BS5 CAB HABA SING N N 68 BS5 OCB CBB DOUB N N 69 BS5 CBB NBB SING N N 70 BS5 NBB HNBB SING N N 71 # 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 BS5 SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)NCC5OC(n3c4ncnc(N)c4nc3)C(O)C5O" BS5 SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CN[S](=O)(=O)NC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)[C@@H](O)[C@H]3O" BS5 SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CN[S](=O)(=O)NC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)[CH](O)[CH]3O" BS5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CNS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)O)N" BS5 SMILES "OpenEye OEToolkits" 1.7.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CNS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)O)O)N" BS5 InChI InChI 1.03 "InChI=1S/C20H29N9O7S2/c21-17-14-18(23-7-22-17)29(8-24-14)19-16(32)15(31)10(36-19)5-25-38(34,35)28-12(30)4-2-1-3-11-13-9(6-37-11)26-20(33)27-13/h7-11,13,15-16,19,25,31-32H,1-6H2,(H,28,30)(H2,21,22,23)(H2,26,27,33)/t9-,10+,11-,13-,15+,16+,19+/m0/s1" BS5 InChIKey InChI 1.03 RSZBCKJLQVSFKT-RHCAYAJFSA-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 BS5 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-deoxy-5'-[({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)amino]adenosine" BS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "5-[(3aS,4S,6aR)-2-oxidanylidene-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfamoyl]pentanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BS5 "Create component" 2011-05-10 RCSB BS5 "Modify aromatic_flag" 2011-06-04 RCSB BS5 "Modify descriptor" 2011-06-04 RCSB #