data_590 # _chem_comp.id 590 _chem_comp.name "9-[2-azido-2-deoxy-5-O-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)-beta-D-arabinofuranosyl]-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 N11 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-04 _chem_comp.pdbx_modified_date 2015-08-28 _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 597.628 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 590 _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 4XTX _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 590 CBI C1 C 0 1 N N S -2.270 -10.040 13.858 6.458 1.875 -0.401 CBI 590 1 590 NAU N1 N 0 1 N N N -1.120 -9.186 13.594 6.474 1.606 1.045 NAU 590 2 590 CBA C2 C 0 1 N N N -0.173 -9.313 14.510 7.743 1.461 1.449 CBA 590 3 590 OAC O1 O 0 1 N N N 0.918 -8.767 14.469 8.050 1.230 2.603 OAC 590 4 590 NAT N2 N 0 1 N N N -0.576 -10.120 15.474 8.644 1.592 0.466 NAT 590 5 590 CBF C3 C 0 1 N N R -1.923 -10.618 15.246 7.940 1.865 -0.797 CBF 590 6 590 CAO C4 C 0 1 N N N -2.750 -9.968 16.351 8.269 0.753 -1.812 CAO 590 7 590 SAY S1 S 0 1 N N N -3.484 -8.563 15.603 6.942 -0.482 -1.504 SAY 590 8 590 CBH C5 C 0 1 N N S -3.473 -9.105 13.936 5.653 0.771 -1.114 CBH 590 9 590 CAK C6 C 0 1 N N N -3.383 -7.907 13.000 4.592 0.185 -0.181 CAK 590 10 590 CAI C7 C 0 1 N N N -3.714 -8.308 11.568 3.731 -0.817 -0.952 CAI 590 11 590 CAH C8 C 0 1 N N N -3.874 -7.099 10.656 2.670 -1.403 -0.019 CAH 590 12 590 CAJ C9 C 0 1 N N N -4.326 -7.564 9.278 1.809 -2.405 -0.790 CAJ 590 13 590 CAZ C10 C 0 1 N N N -4.707 -6.397 8.398 0.763 -2.982 0.130 CAZ 590 14 590 OAB O2 O 0 1 N N N -5.835 -5.935 8.453 0.713 -2.627 1.288 OAB 590 15 590 NAV N3 N 0 1 N N N -3.763 -5.924 7.585 -0.115 -3.892 -0.336 NAV 590 16 590 SBK S2 S 0 1 N N N -4.036 -4.755 6.646 -1.263 -4.527 0.675 SBK 590 17 590 OAD O3 O 0 1 N N N -5.153 -5.059 5.796 -2.043 -5.417 -0.112 OAD 590 18 590 OAE O4 O 0 1 N N N -2.878 -4.532 5.826 -0.581 -4.927 1.856 OAE 590 19 590 OAW O5 O 0 1 N N N -4.347 -3.476 7.440 -2.188 -3.387 1.078 OAW 590 20 590 CAN C11 C 0 1 N N N -3.307 -2.658 7.979 -3.096 -2.984 0.051 CAN 590 21 590 CBE C12 C 0 1 N N R -3.737 -1.191 7.919 -3.971 -1.839 0.564 CBE 590 22 590 OAX O6 O 0 1 N N N -4.947 -0.959 8.651 -3.185 -0.638 0.724 OAX 590 23 590 CAL C13 C 0 1 N N S -2.711 -0.225 8.486 -5.045 -1.471 -0.484 CAL 590 24 590 OAL O7 O 0 1 N N N -1.815 0.210 7.462 -6.293 -2.088 -0.161 OAL 590 25 590 CAM C14 C 0 1 N N S -3.567 0.926 8.968 -5.158 0.066 -0.382 CAM 590 26 590 CBG C15 C 0 1 N N R -4.877 0.260 9.399 -4.139 0.445 0.716 CBG 590 27 590 N9 N4 N 0 1 Y N N -5.004 -0.079 10.848 -3.475 1.708 0.381 N9 590 28 590 C8 C16 C 0 1 Y N N -4.028 -0.246 11.753 -2.311 1.847 -0.314 C8 590 29 590 N7 N5 N 0 1 Y N N -4.569 -0.555 12.951 -2.010 3.108 -0.430 N7 590 30 590 C5 C17 C 0 1 Y N N -5.905 -0.602 12.791 -2.960 3.856 0.181 C5 590 31 590 C4 C18 C 0 1 Y N N -6.170 -0.307 11.465 -3.914 2.967 0.704 C4 590 32 590 N3 N6 N 0 1 Y N N -7.454 -0.286 11.033 -4.964 3.456 1.355 N3 590 33 590 C2 C19 C 0 1 Y N N -8.455 -0.553 11.880 -5.114 4.755 1.507 C2 590 34 590 N1 N7 N 0 1 Y N N -8.222 -0.839 13.169 -4.246 5.629 1.031 N1 590 35 590 C6 C20 C 0 1 Y N N -6.962 -0.873 13.651 -3.160 5.233 0.374 C6 590 36 590 N6 N8 N 0 1 N N N -6.741 -1.168 14.955 -2.257 6.156 -0.122 N6 590 37 590 N5 N9 N -1 1 N N N -1.713 1.278 10.547 -6.090 0.382 -3.468 N5 590 38 590 N2 N10 N 1 1 N N N -0.719 0.953 11.045 -5.443 0.538 -2.562 N2 590 39 590 H1 H1 H 0 1 N N N -2.407 -10.831 13.106 6.020 2.852 -0.604 H1 590 40 590 H2 H2 H 0 1 N N N -1.053 -8.572 12.808 5.691 1.545 1.615 H2 590 41 590 H3 H3 H 0 1 N N N -0.019 -10.361 16.269 9.606 1.520 0.570 H3 590 42 590 H4 H4 H 0 1 N N N -1.992 -11.716 15.264 8.233 2.839 -1.189 H4 590 43 590 H5 H5 H 0 1 N N N -3.523 -10.661 16.713 8.215 1.133 -2.832 H5 590 44 590 H6 H6 H 0 1 N N N -2.105 -9.667 17.190 9.252 0.326 -1.612 H6 590 45 590 H7 H7 H 0 1 N N N -4.405 -9.662 13.759 5.197 1.153 -2.027 H7 590 46 590 H8 H8 H 0 1 N N N -2.361 -7.501 13.033 5.081 -0.321 0.652 H8 590 47 590 H9 H9 H 0 1 N N N -4.095 -7.137 13.332 3.961 0.988 0.202 H9 590 48 590 H10 H10 H 0 1 N N N -4.654 -8.879 11.568 3.243 -0.311 -1.785 H10 590 49 590 H11 H11 H 0 1 N N N -2.901 -8.940 11.180 4.362 -1.620 -1.334 H11 590 50 590 H12 H12 H 0 1 N N N -2.911 -6.574 10.569 3.158 -1.909 0.814 H12 590 51 590 H13 H13 H 0 1 N N N -4.626 -6.417 11.079 2.039 -0.600 0.364 H13 590 52 590 H14 H14 H 0 1 N N N -5.198 -8.225 9.392 1.320 -1.898 -1.623 H14 590 53 590 H15 H15 H 0 1 N N N -3.505 -8.119 8.801 2.439 -3.207 -1.173 H15 590 54 590 H16 H16 H 0 1 N N N -2.856 -6.345 7.591 -0.074 -4.176 -1.262 H16 590 55 590 H17 H17 H 0 1 N N N -3.119 -2.944 9.025 -2.534 -2.650 -0.821 H17 590 56 590 H18 H18 H 0 1 N N N -2.388 -2.796 7.390 -3.728 -3.828 -0.226 H18 590 57 590 H19 H19 H 0 1 N N N -3.900 -0.931 6.863 -4.442 -2.115 1.508 H19 590 58 590 H20 H20 H 0 1 N N N -2.175 -0.686 9.329 -4.720 -1.765 -1.483 H20 590 59 590 H21 H21 H 0 1 N N N -1.180 0.813 7.831 -7.003 -1.890 -0.787 H21 590 60 590 H22 H22 H 0 1 N N N -3.804 1.534 8.083 -6.166 0.356 -0.085 H22 590 61 590 N8Q N8Q N 0 1 N N N -3.106 1.477 9.761 -4.797 0.693 -1.656 N8Q 590 62 590 H24 H24 H 0 1 N N N -5.711 0.918 9.114 -4.635 0.522 1.683 H24 590 63 590 H25 H25 H 0 1 N N N -2.971 -0.148 11.554 -1.724 1.031 -0.709 H25 590 64 590 H26 H26 H 0 1 N N N -9.472 -0.538 11.518 -5.979 5.120 2.041 H26 590 65 590 H27 H27 H 0 1 N N N -7.615 -1.332 15.413 -1.474 5.856 -0.609 H27 590 66 590 H28 H28 H 0 1 N N N -6.172 -1.988 15.019 -2.406 7.105 0.018 H28 590 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 590 OAD SBK DOUB N N 1 590 OAE SBK DOUB N N 2 590 SBK OAW SING N N 3 590 SBK NAV SING N N 4 590 OAW CAN SING N N 5 590 OAL CAL SING N N 6 590 NAV CAZ SING N N 7 590 CBE CAN SING N N 8 590 CBE CAL SING N N 9 590 CBE OAX SING N N 10 590 CAZ OAB DOUB N N 11 590 CAZ CAJ SING N N 12 590 CAL CAM SING N N 13 590 OAX CBG SING N N 14 590 CAM CBG SING N N 15 590 CAJ CAH SING N N 16 590 CBG N9 SING N N 17 590 N5 N2 DOUB N N 18 590 CAH CAI SING N N 19 590 N9 C4 SING Y N 20 590 N9 C8 SING Y N 21 590 N3 C4 DOUB Y N 22 590 N3 C2 SING Y N 23 590 C4 C5 SING Y N 24 590 CAI CAK SING N N 25 590 C8 N7 DOUB Y N 26 590 C2 N1 DOUB Y N 27 590 C5 N7 SING Y N 28 590 C5 C6 DOUB Y N 29 590 CAK CBH SING N N 30 590 N1 C6 SING Y N 31 590 NAU CBI SING N N 32 590 NAU CBA SING N N 33 590 C6 N6 SING N N 34 590 CBI CBH SING N N 35 590 CBI CBF SING N N 36 590 CBH SAY SING N N 37 590 OAC CBA DOUB N N 38 590 CBA NAT SING N N 39 590 CBF NAT SING N N 40 590 CBF CAO SING N N 41 590 SAY CAO SING N N 42 590 CBI H1 SING N N 43 590 NAU H2 SING N N 44 590 NAT H3 SING N N 45 590 CBF H4 SING N N 46 590 CAO H5 SING N N 47 590 CAO H6 SING N N 48 590 CBH H7 SING N N 49 590 CAK H8 SING N N 50 590 CAK H9 SING N N 51 590 CAI H10 SING N N 52 590 CAI H11 SING N N 53 590 CAH H12 SING N N 54 590 CAH H13 SING N N 55 590 CAJ H14 SING N N 56 590 CAJ H15 SING N N 57 590 NAV H16 SING N N 58 590 CAN H17 SING N N 59 590 CAN H18 SING N N 60 590 CBE H19 SING N N 61 590 CAL H20 SING N N 62 590 OAL H21 SING N N 63 590 CAM H22 SING N N 64 590 CAM N8Q SING N N 65 590 CBG H24 SING N N 66 590 C8 H25 SING N N 67 590 C2 H26 SING N N 68 590 N6 H27 SING N N 69 590 N6 H28 SING N N 70 590 N2 N8Q DOUB 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 590 SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NS(=O)(=O)OCC5OC(n3c4ncnc(N)c4nc3)C(\N=[N+]=[N-])C5O" 590 InChI InChI 1.03 "InChI=1S/C20H27N11O7S2/c21-17-15-18(24-7-23-17)31(8-25-15)19-14(28-30-22)16(33)10(38-19)5-37-40(35,36)29-12(32)4-2-1-3-11-13-9(6-39-11)26-20(34)27-13/h7-11,13-14,16,19,33H,1-6H2,(H,29,32)(H2,21,23,24)(H2,26,27,34)/t9-,10+,11-,13-,14-,16+,19+/m0/s1" 590 InChIKey InChI 1.03 UYTYJXXHSCNPCG-ROPJLRCXSA-N 590 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)[C@@H](O)[C@@H]3N=[N+]=[N-]" 590 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)[CH](O)[CH]3N=[N+]=[N-]" 590 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3C([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)N=[N+]=[N-])N" 590 SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)NC(=O)CCCCC4C5C(CS4)NC(=O)N5)O)N=[N+]=[N-])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 590 "SYSTEMATIC NAME" ACDLabs 12.01 "9-[2-azido-2-deoxy-5-O-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}sulfamoyl)-beta-D-arabinofuranosyl]-9H-purin-6-amine" 590 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-4-azido-3-oxidanyl-oxolan-2-yl]methyl N-[5-[(3aS,4S,6aR)-2-oxidanylidene-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]sulfamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 590 "Create component" 2015-02-04 RCSB 590 "Initial release" 2015-09-02 RCSB #