data_75G # _chem_comp.id 75G _chem_comp.name "(2S,4aR,6R,7R,7aS)-6-(6-amino-2-chloro-9H-purin-9-yl)-7-hydroxy-2-sulfanyltetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H11 Cl N5 O5 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;Sp-2-Cl-cAMPS; 2-Chloroadenosine-3', 5'-cyclic monophosphorothioate, Sp-isomer ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-29 _chem_comp.pdbx_modified_date 2020-02-12 _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 379.717 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 75G _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 5T3N _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 75G C1 C2 C 0 1 Y N N 55.136 106.237 25.747 4.473 -0.942 0.106 C1 75G 1 75G C2 C4 C 0 1 Y N N 56.437 105.123 27.333 2.590 0.338 -0.215 C2 75G 2 75G C3 C5 C 0 1 Y N N 57.147 104.540 26.256 3.317 1.481 0.154 C3 75G 3 75G C4 C6 C 0 1 Y N N 56.838 104.817 24.907 4.671 1.324 0.500 C4 75G 4 75G S1 S1P S 0 1 N N N 52.273 108.664 30.378 -5.234 0.833 1.662 S1 75G 5 75G P1 P P 0 1 N N S 53.319 107.560 31.814 -4.498 -0.493 0.181 P1 75G 6 75G O1 O2P O 0 1 N N N 53.050 108.347 33.034 -5.380 -1.678 0.081 O1 75G 7 75G O2 O5* O 0 1 N N N 52.513 105.993 31.861 -4.421 0.264 -1.253 O2 75G 8 75G C5 C5* C 0 1 N N N 53.247 104.864 31.034 -3.258 1.053 -1.599 C5 75G 9 75G C6 C4* C 0 1 N N R 54.683 105.099 31.053 -2.045 0.186 -1.322 C6 75G 10 75G O3 O4* O 0 1 N N N 55.321 104.147 30.061 -0.774 0.748 -1.640 O3 75G 11 75G C7 C1* C 0 1 N N R 56.668 104.894 29.704 0.194 -0.061 -0.927 C7 75G 12 75G C8 C2* C 0 1 N N R 56.479 106.295 30.153 -0.528 -0.653 0.309 C8 75G 13 75G O4 O2* O 0 1 N N N 57.370 106.585 31.242 -0.567 -2.080 0.235 O4 75G 14 75G C9 C3* C 0 1 N N S 55.081 106.421 30.594 -1.929 -0.048 0.209 C9 75G 15 75G O5 O3* O 0 1 N N N 54.854 107.404 31.542 -2.979 -0.957 0.553 O5 75G 16 75G N1 N9 N 0 1 Y N N 57.004 104.650 28.383 1.319 0.772 -0.496 N1 75G 17 75G C10 C8 C 0 1 Y N N 57.951 103.848 28.208 1.296 2.121 -0.300 C10 75G 18 75G N2 N7 N 0 1 Y N N 58.149 103.697 26.868 2.469 2.535 0.081 N2 75G 19 75G N3 N6 N 0 1 N N N 57.568 104.212 23.830 5.437 2.415 0.872 N3 75G 20 75G N4 N1 N 0 1 Y N N 55.807 105.683 24.696 5.198 0.105 0.460 N4 75G 21 75G CL1 CL2 CL 0 0 N N N 53.829 107.332 25.366 5.223 -2.508 0.083 CL1 75G 22 75G N5 N3 N 0 1 Y N N 55.445 105.958 27.047 3.202 -0.842 -0.226 N5 75G 23 75G H2 H2 H 0 1 N N N 52.887 104.879 29.995 -3.290 1.322 -2.654 H2 75G 24 75G H3 H3 H 0 1 N N N 53.031 103.883 31.482 -3.221 1.952 -0.984 H3 75G 25 75G H4 H4 H 0 1 N N N 55.088 104.906 32.058 -2.158 -0.772 -1.830 H4 75G 26 75G H5 H5 H 0 1 N N N 57.442 104.449 30.347 0.550 -0.866 -1.570 H5 75G 27 75G H6 H6 H 0 1 N N N 56.668 106.980 29.313 -0.043 -0.329 1.230 H6 75G 28 75G H7 H7 H 0 1 N N N 57.244 107.483 31.524 0.305 -2.497 0.223 H7 75G 29 75G H8 H8 H 0 1 N N N 54.479 106.655 29.703 -2.000 0.879 0.777 H8 75G 30 75G H9 H9 H 0 1 N N N 58.515 103.359 28.988 0.431 2.753 -0.442 H9 75G 31 75G H10 H10 H 0 1 N N N 57.198 104.528 22.957 5.041 3.300 0.897 H10 75G 32 75G H11 H11 H 0 1 N N N 58.532 104.468 23.896 6.370 2.294 1.108 H11 75G 33 75G H12 H12 H 0 1 N N N 51.775 109.631 31.090 -6.450 1.166 1.193 H12 75G 34 # 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 75G N3 C4 SING N N 1 75G N4 C4 DOUB Y N 2 75G N4 C1 SING Y N 3 75G C4 C3 SING Y N 4 75G CL1 C1 SING N N 5 75G C1 N5 DOUB Y N 6 75G C3 N2 SING Y N 7 75G C3 C2 DOUB Y N 8 75G N2 C10 DOUB Y N 9 75G N5 C2 SING Y N 10 75G C2 N1 SING Y N 11 75G C10 N1 SING Y N 12 75G N1 C7 SING N N 13 75G C7 O3 SING N N 14 75G C7 C8 SING N N 15 75G O3 C6 SING N N 16 75G C8 C9 SING N N 17 75G C8 O4 SING N N 18 75G S1 P1 SING N N 19 75G C9 C6 SING N N 20 75G C9 O5 SING N N 21 75G C5 C6 SING N N 22 75G C5 O2 SING N N 23 75G O5 P1 SING N N 24 75G P1 O2 SING N N 25 75G P1 O1 DOUB N N 26 75G C5 H2 SING N N 27 75G C5 H3 SING N N 28 75G C6 H4 SING N N 29 75G C7 H5 SING N N 30 75G C8 H6 SING N N 31 75G O4 H7 SING N N 32 75G C9 H8 SING N N 33 75G C10 H9 SING N N 34 75G N3 H10 SING N N 35 75G N3 H11 SING N N 36 75G S1 H12 SING N N 37 # 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 75G SMILES ACDLabs 12.01 "c4(nc3n(C2OC1COP(S)(=O)OC1C2O)cnc3c(N)n4)Cl" 75G InChI InChI 1.03 "InChI=1S/C10H11ClN5O5PS/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-5(17)6-3(20-9)1-19-22(18,23)21-6/h2-3,5-6,9,17H,1H2,(H,18,23)(H2,12,14,15)/t3-,5-,6-,9-,22+/m1/s1" 75G InChIKey InChI 1.03 PMTFGHJSNPKVBG-FHIGPPGSSA-N 75G SMILES_CANONICAL CACTVS 3.385 "Nc1nc(Cl)nc2n(cnc12)[C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O" 75G SMILES CACTVS 3.385 "Nc1nc(Cl)nc2n(cnc12)[CH]3O[CH]4CO[P](S)(=O)O[CH]4[CH]3O" 75G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1nc2c(nc(nc2n1[C@H]3[C@@H]([C@H]4[C@H](O3)CO[P@@](=O)(O4)S)O)Cl)N" 75G SMILES "OpenEye OEToolkits" 2.0.5 "c1nc2c(nc(nc2n1C3C(C4C(O3)COP(=O)(O4)S)O)Cl)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 75G "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,4aR,6R,7R,7aS)-6-(6-amino-2-chloro-9H-purin-9-yl)-7-hydroxy-2-sulfanyltetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-one" 75G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{S},4~{a}~{R},6~{R},7~{R},7~{a}~{S})-6-(6-azanyl-2-chloranyl-purin-9-yl)-2-oxidanylidene-2-sulfanyl-4~{a},6,7,7~{a}-tetrahydro-4~{H}-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 75G "Create component" 2016-08-29 RCSB 75G "Other modification" 2016-08-29 RCSB 75G "Initial release" 2016-10-12 RCSB 75G "Modify synonyms" 2020-02-12 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 75G Sp-2-Cl-cAMPS ? ? 2 75G ;2-Chloroadenosine-3', 5'-cyclic monophosphorothioate, Sp-isomer ; ? ? #