data_27S # _chem_comp.id 27S _chem_comp.name "(5R,9R,10S)-10-(acetylamino)-2-amino-4-oxo-9-(pentan-3-yloxy)-1-thia-3-azaspiro[4.5]deca-2,6-diene-7-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H23 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-06 _chem_comp.pdbx_modified_date 2014-01-10 _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 369.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 27S _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 4MJU _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 27S OAG OAG O 0 1 N N N 113.473 107.313 129.055 -0.253 0.344 2.263 OAG 27S 1 27S CAT CAT C 0 1 N N N 113.381 107.564 127.856 0.830 0.033 1.807 CAT 27S 2 27S NAM NAM N 0 1 N N N 113.007 106.598 126.996 1.944 0.056 2.494 NAM 27S 3 27S CAS CAS C 0 1 N N N 112.938 107.009 125.734 3.095 -0.288 1.966 CAS 27S 4 27S NAD NAD N 0 1 N N N 113.084 106.222 124.675 4.297 -0.292 2.611 NAD 27S 5 27S SAP SAP S 0 1 N N N 112.726 108.665 125.712 2.835 -0.734 0.322 SAP 27S 6 27S CAY CAY C 0 1 N N R 113.635 108.839 127.291 1.041 -0.430 0.385 CAY 27S 7 27S CAX CAX C 0 1 N N S 115.138 109.080 127.112 0.662 0.673 -0.595 CAX 27S 8 27S NAN NAN N 0 1 N N N 115.634 108.254 126.008 1.218 0.369 -1.916 NAN 27S 9 27S CAQ CAQ C 0 1 N N N 116.441 107.200 126.210 1.464 1.366 -2.790 CAQ 27S 10 27S OAE OAE O 0 1 N N N 116.832 106.846 127.318 1.225 2.514 -2.482 OAE 27S 11 27S CAC CAC C 0 1 N N N 116.846 106.444 124.940 2.036 1.053 -4.148 CAC 27S 12 27S CAI CAI C 0 1 N N N 113.061 109.839 128.084 0.289 -1.692 0.106 CAI 27S 13 27S CAU CAU C 0 1 N N N 113.622 111.097 128.331 -0.790 -1.741 -0.651 CAU 27S 14 27S CAR CAR C 0 1 N N N 112.789 112.106 128.834 -1.446 -3.042 -0.841 CAR 27S 15 27S OAH OAH O 0 1 N N N 111.630 111.836 129.221 -2.551 -3.133 -1.608 OAH 27S 16 27S OAF OAF O 0 1 N N N 113.190 113.292 128.908 -0.993 -4.035 -0.308 OAF 27S 17 27S CAL CAL C 0 1 N N N 114.877 111.465 127.824 -1.383 -0.540 -1.328 CAL 27S 18 27S CAW CAW C 0 1 N N R 115.432 110.524 126.761 -0.868 0.746 -0.680 CAW 27S 19 27S OAO OAO O 0 1 N N N 116.863 110.677 126.661 -1.416 0.874 0.633 OAO 27S 20 27S CAV CAV C 0 1 N N N 117.300 111.053 125.339 -2.651 1.591 0.681 CAV 27S 21 27S CAK CAK C 0 1 N N N 116.723 112.416 124.925 -3.595 0.914 1.677 CAK 27S 22 27S CAB CAB C 0 1 N N N 117.552 113.589 125.470 -3.965 -0.479 1.163 CAB 27S 23 27S CAJ CAJ C 0 1 N N N 118.839 111.096 125.288 -2.389 3.031 1.125 CAJ 27S 24 27S CAA CAA C 0 1 N N N 119.422 109.788 125.825 -1.547 3.746 0.067 CAA 27S 25 27S H2 H2 H 0 1 N N N 113.072 106.614 123.755 4.349 -0.023 3.541 H2 27S 26 27S H3 H3 H 0 1 N N N 115.659 108.817 128.044 1.056 1.627 -0.243 H3 27S 27 27S H4 H4 H 0 1 N N N 115.362 108.483 125.073 1.410 -0.549 -2.162 H4 27S 28 27S H5 H5 H 0 1 N N N 117.498 105.599 125.208 2.183 -0.023 -4.242 H5 27S 29 27S H6 H6 H 0 1 N N N 115.945 106.066 124.435 1.346 1.394 -4.920 H6 27S 30 27S H7 H7 H 0 1 N N N 117.386 107.124 124.265 2.993 1.562 -4.266 H7 27S 31 27S H8 H8 H 0 1 N N N 112.108 109.622 128.543 0.649 -2.610 0.547 H8 27S 32 27S H9 H9 H 0 1 N N N 111.207 112.628 129.532 -2.948 -4.010 -1.704 H9 27S 33 27S H10 H10 H 0 1 N N N 115.590 111.496 128.661 -1.108 -0.548 -2.382 H10 27S 34 27S H11 H11 H 0 1 N N N 114.788 112.468 127.382 -2.469 -0.576 -1.238 H11 27S 35 27S H12 H12 H 0 1 N N N 114.961 110.761 125.796 -1.161 1.604 -1.286 H12 27S 36 27S H13 H13 H 0 1 N N N 116.955 110.301 124.614 -3.108 1.593 -0.309 H13 27S 37 27S H14 H14 H 0 1 N N N 116.707 112.474 123.827 -3.101 0.825 2.644 H14 27S 38 27S H15 H15 H 0 1 N N N 115.697 112.498 125.312 -4.499 1.513 1.785 H15 27S 39 27S H16 H16 H 0 1 N N N 117.100 114.539 125.148 -4.516 -0.387 0.227 H16 27S 40 27S H17 H17 H 0 1 N N N 117.570 113.546 126.569 -3.056 -1.057 0.993 H17 27S 41 27S H18 H18 H 0 1 N N N 118.580 113.522 125.084 -4.586 -0.986 1.902 H18 27S 42 27S H19 H19 H 0 1 N N N 119.164 111.238 124.247 -3.338 3.552 1.247 H19 27S 43 27S H20 H20 H 0 1 N N N 119.200 111.934 125.903 -1.852 3.026 2.074 H20 27S 44 27S H21 H21 H 0 1 N N N 120.520 109.831 125.783 -0.597 3.225 -0.055 H21 27S 45 27S H22 H22 H 0 1 N N N 119.100 109.644 126.867 -2.083 3.751 -0.882 H22 27S 46 27S H23 H23 H 0 1 N N N 119.065 108.948 125.211 -1.360 4.772 0.383 H23 27S 47 27S H1 H1 H 0 1 N N N 113.205 105.237 124.797 5.100 -0.562 2.138 H1 27S 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 27S NAD CAS SING N N 1 27S CAK CAV SING N N 2 27S CAK CAB SING N N 3 27S CAC CAQ SING N N 4 27S CAJ CAV SING N N 5 27S CAJ CAA SING N N 6 27S CAV OAO SING N N 7 27S SAP CAS SING N N 8 27S SAP CAY SING N N 9 27S CAS NAM DOUB N N 10 27S NAN CAQ SING N N 11 27S NAN CAX SING N N 12 27S CAQ OAE DOUB N N 13 27S OAO CAW SING N N 14 27S CAW CAX SING N N 15 27S CAW CAL SING N N 16 27S NAM CAT SING N N 17 27S CAX CAY SING N N 18 27S CAY CAT SING N N 19 27S CAY CAI SING N N 20 27S CAL CAU SING N N 21 27S CAT OAG DOUB N N 22 27S CAI CAU DOUB N N 23 27S CAU CAR SING N N 24 27S CAR OAF DOUB N N 25 27S CAR OAH SING N N 26 27S NAD H2 SING N N 27 27S CAX H3 SING N N 28 27S NAN H4 SING N N 29 27S CAC H5 SING N N 30 27S CAC H6 SING N N 31 27S CAC H7 SING N N 32 27S CAI H8 SING N N 33 27S OAH H9 SING N N 34 27S CAL H10 SING N N 35 27S CAL H11 SING N N 36 27S CAW H12 SING N N 37 27S CAV H13 SING N N 38 27S CAK H14 SING N N 39 27S CAK H15 SING N N 40 27S CAB H16 SING N N 41 27S CAB H17 SING N N 42 27S CAB H18 SING N N 43 27S CAJ H19 SING N N 44 27S CAJ H20 SING N N 45 27S CAA H21 SING N N 46 27S CAA H22 SING N N 47 27S CAA H23 SING N N 48 27S NAD H1 SING N N 49 # 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 27S SMILES ACDLabs 12.01 "O=C(O)C2=CC1(SC(=NC1=O)N)C(NC(=O)C)C(OC(CC)CC)C2" 27S InChI InChI 1.03 "InChI=1S/C16H23N3O5S/c1-4-10(5-2)24-11-6-9(13(21)22)7-16(12(11)18-8(3)20)14(23)19-15(17)25-16/h7,10-12H,4-6H2,1-3H3,(H,18,20)(H,21,22)(H2,17,19,23)/t11-,12+,16-/m1/s1" 27S InChIKey InChI 1.03 YPLGHUGDNRYXJS-BFQNTYOBSA-N 27S SMILES_CANONICAL CACTVS 3.385 "CCC(CC)O[C@@H]1CC(=C[C@@]2(SC(=NC2=O)N)[C@H]1NC(C)=O)C(O)=O" 27S SMILES CACTVS 3.385 "CCC(CC)O[CH]1CC(=C[C]2(SC(=NC2=O)N)[CH]1NC(C)=O)C(O)=O" 27S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(CC)O[C@@H]1CC(=C[C@@]2([C@H]1NC(=O)C)C(=O)N=C(S2)N)C(=O)O" 27S SMILES "OpenEye OEToolkits" 1.7.6 "CCC(CC)OC1CC(=CC2(C1NC(=O)C)C(=O)N=C(S2)N)C(=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 27S "SYSTEMATIC NAME" ACDLabs 12.01 "(5R,9R,10S)-10-(acetylamino)-2-amino-4-oxo-9-(pentan-3-yloxy)-1-thia-3-azaspiro[4.5]deca-2,6-diene-7-carboxylic acid" 27S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(6R,9R,10S)-10-acetamido-2-azanyl-4-oxidanylidene-9-pentan-3-yloxy-1-thia-3-azaspiro[4.5]deca-2,6-diene-7-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 27S "Create component" 2013-09-06 RCSB 27S "Initial release" 2014-01-15 RCSB #