data_3S3 # _chem_comp.id 3S3 _chem_comp.name "(1R)-2-({(R)-carboxy[(2R,5S)-4-carboxy-5-methyl-5,6-dihydro-2H-1,3-thiazin-2-yl]methyl}amino)-2-oxo-1-phenylethanaminium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2014-10-15 _chem_comp.pdbx_modified_date 2014-11-14 _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 366.412 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3S3 _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 4RL2 _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 3S3 OAK OAK O 0 1 N N N -20.700 15.903 -23.009 1.550 -2.149 1.339 OAK 3S3 1 3S3 CAI CAI C 0 1 N N N -21.105 16.425 -24.047 1.672 -1.680 0.228 CAI 3S3 2 3S3 CAG CAG C 0 1 N N R -22.543 16.224 -24.584 3.046 -1.431 -0.339 CAG 3S3 3 3S3 CAF CAF C 0 1 Y N N -22.618 15.271 -25.627 3.393 0.028 -0.192 CAF 3S3 4 3S3 CAA CAA C 0 1 Y N N -23.793 15.215 -26.386 3.261 0.881 -1.272 CAA 3S3 5 3S3 CAB CAB C 0 1 Y N N -23.938 14.311 -27.430 3.580 2.220 -1.137 CAB 3S3 6 3S3 CAC CAC C 0 1 Y N N -22.896 13.437 -27.729 4.031 2.704 0.076 CAC 3S3 7 3S3 CAD CAD C 0 1 Y N N -21.724 13.487 -26.987 4.163 1.850 1.156 CAD 3S3 8 3S3 CAE CAE C 0 1 Y N N -21.578 14.402 -25.936 3.838 0.513 1.023 CAE 3S3 9 3S3 NAH NAH N 1 1 N N N -23.432 15.811 -23.498 4.030 -2.245 0.388 NAH 3S3 10 3S3 N N N 0 1 N N N -20.366 17.206 -24.830 0.578 -1.386 -0.503 N 3S3 11 3S3 CA CA C 0 1 N N R -18.975 17.577 -24.593 -0.758 -1.633 0.045 CA 3S3 12 3S3 C C C 0 1 N N N -18.817 19.024 -25.093 -1.149 -3.066 -0.211 C 3S3 13 3S3 OXT OXT O 0 1 N N N -19.808 19.598 -25.609 -0.390 -3.805 -0.792 OXT 3S3 14 3S3 O O O 0 1 N N N -17.707 19.531 -24.939 -2.341 -3.522 0.206 O 3S3 15 3S3 CB CB C 0 1 N N R -18.050 16.625 -25.368 -1.766 -0.701 -0.628 CB 3S3 16 3S3 NAQ NAQ N 0 1 N N N -16.731 17.221 -25.677 -1.326 0.680 -0.481 NAQ 3S3 17 3S3 SAU SAU S 0 1 N N N -18.747 16.138 -26.962 -3.395 -0.900 0.156 SAU 3S3 18 3S3 CAT CAT C 0 1 N N N -17.412 15.103 -27.462 -4.254 0.593 -0.436 CAT 3S3 19 3S3 CAS CAS C 0 1 N N S -16.415 16.128 -27.883 -3.473 1.811 0.064 CAS 3S3 20 3S3 CAY CAY C 0 1 N N N -16.976 16.909 -29.092 -3.682 1.953 1.573 CAY 3S3 21 3S3 CAR CAR C 0 1 N N N -16.019 16.970 -26.804 -2.014 1.684 -0.216 CAR 3S3 22 3S3 CAV CAV C 0 1 N N N -14.736 17.511 -26.881 -1.259 2.959 -0.169 CAV 3S3 23 3S3 OAW OAW O 0 1 N N N -13.936 17.245 -25.963 0.066 2.967 -0.406 OAW 3S3 24 3S3 OAX OAX O 0 1 N N N -14.382 18.218 -27.862 -1.837 3.997 0.082 OAX 3S3 25 3S3 HAG HAG H 0 1 N N N -22.889 17.197 -24.963 3.058 -1.704 -1.395 HAG 3S3 26 3S3 HAA HAA H 0 1 N N N -24.604 15.889 -26.155 2.909 0.503 -2.220 HAA 3S3 27 3S3 HAB HAB H 0 1 N N N -24.852 14.286 -28.005 3.478 2.887 -1.980 HAB 3S3 28 3S3 HAC HAC H 0 1 N N N -22.999 12.724 -28.534 4.281 3.750 0.181 HAC 3S3 29 3S3 HAD HAD H 0 1 N N N -20.914 12.812 -27.223 4.516 2.229 2.104 HAD 3S3 30 3S3 HAE HAE H 0 1 N N N -20.660 14.432 -25.368 3.941 -0.154 1.866 HAE 3S3 31 3S3 HBP HBP H 0 1 N N N -23.385 16.480 -22.756 3.797 -3.222 0.290 HBP 3S3 32 3S3 HAH HAH H 0 1 N N N -24.371 15.756 -23.838 4.950 -2.078 0.008 HAH 3S3 33 3S3 HBO HBO H 0 1 N N N -23.148 14.915 -23.157 4.018 -1.993 1.365 HBO 3S3 34 3S3 H H H 0 1 N N N -20.802 17.571 -25.653 0.675 -1.011 -1.392 H 3S3 35 3S3 HA HA H 0 1 N N N -18.738 17.530 -23.520 -0.750 -1.446 1.119 HA 3S3 36 3S3 H1 H1 H 0 1 N N N -17.716 20.421 -25.270 -2.547 -4.448 0.019 H1 3S3 37 3S3 HB HB H 0 1 N N N -17.919 15.697 -24.792 -1.840 -0.948 -1.687 HB 3S3 38 3S3 HBL HBL H 0 1 N N N -17.698 14.447 -28.298 -4.284 0.595 -1.525 HBL 3S3 39 3S3 HAT HAT H 0 1 N N N -17.038 14.492 -26.628 -5.269 0.617 -0.039 HAT 3S3 40 3S3 HAS HAS H 0 1 N N N -15.525 15.590 -28.241 -3.853 2.704 -0.432 HAS 3S3 41 3S3 HBN HBN H 0 1 N N N -16.246 17.668 -29.409 -3.323 1.055 2.075 HBN 3S3 42 3S3 HBM HBM H 0 1 N N N -17.165 16.213 -29.922 -3.128 2.818 1.936 HBM 3S3 43 3S3 HAY HAY H 0 1 N N N -17.917 17.402 -28.805 -4.743 2.087 1.781 HAY 3S3 44 3S3 H2 H2 H 0 1 N N N -13.096 17.648 -26.148 0.515 3.822 -0.364 H2 3S3 45 # 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 3S3 CAY CAS SING N N 1 3S3 CAS CAT SING N N 2 3S3 CAS CAR SING N N 3 3S3 OAX CAV DOUB N N 4 3S3 CAC CAB DOUB Y N 5 3S3 CAC CAD SING Y N 6 3S3 CAT SAU SING N N 7 3S3 CAB CAA SING Y N 8 3S3 CAD CAE DOUB Y N 9 3S3 SAU CB SING N N 10 3S3 CAV CAR SING N N 11 3S3 CAV OAW SING N N 12 3S3 CAR NAQ DOUB N N 13 3S3 CAA CAF DOUB Y N 14 3S3 CAE CAF SING Y N 15 3S3 NAQ CB SING N N 16 3S3 CAF CAG SING N N 17 3S3 OXT C DOUB N N 18 3S3 CB CA SING N N 19 3S3 C O SING N N 20 3S3 C CA SING N N 21 3S3 N CA SING N N 22 3S3 N CAI SING N N 23 3S3 CAG CAI SING N N 24 3S3 CAG NAH SING N N 25 3S3 CAI OAK DOUB N N 26 3S3 CAG HAG SING N N 27 3S3 CAA HAA SING N N 28 3S3 CAB HAB SING N N 29 3S3 CAC HAC SING N N 30 3S3 CAD HAD SING N N 31 3S3 CAE HAE SING N N 32 3S3 NAH HBP SING N N 33 3S3 NAH HAH SING N N 34 3S3 NAH HBO SING N N 35 3S3 N H SING N N 36 3S3 CA HA SING N N 37 3S3 O H1 SING N N 38 3S3 CB HB SING N N 39 3S3 CAT HBL SING N N 40 3S3 CAT HAT SING N N 41 3S3 CAS HAS SING N N 42 3S3 CAY HBN SING N N 43 3S3 CAY HBM SING N N 44 3S3 CAY HAY SING N N 45 3S3 OAW H2 SING N N 46 # 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 3S3 SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(c1ccccc1)[NH3+])C2N=C(C(=O)O)C(C)CS2" 3S3 InChI InChI 1.03 "InChI=1S/C16H19N3O5S/c1-8-7-25-14(19-11(8)15(21)22)12(16(23)24)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,8,10,12,14H,7,17H2,1H3,(H,18,20)(H,21,22)(H,23,24)/p+1/t8-,10-,12+,14-/m1/s1" 3S3 InChIKey InChI 1.03 IEICSSILTYFRBD-QLXFMQRKSA-O 3S3 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CS[C@@H](N=C1C(O)=O)[C@H](NC(=O)[C@H]([NH3+])c2ccccc2)C(O)=O" 3S3 SMILES CACTVS 3.385 "C[CH]1CS[CH](N=C1C(O)=O)[CH](NC(=O)[CH]([NH3+])c2ccccc2)C(O)=O" 3S3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1CS[C@@H](N=C1C(=O)O)[C@@H](C(=O)O)NC(=O)[C@@H](c2ccccc2)[NH3+]" 3S3 SMILES "OpenEye OEToolkits" 1.7.6 "CC1CSC(N=C1C(=O)O)C(C(=O)O)NC(=O)C(c2ccccc2)[NH3+]" # 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 3S3 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R)-2-({(R)-carboxy[(2R,5S)-4-carboxy-5-methyl-5,6-dihydro-2H-1,3-thiazin-2-yl]methyl}amino)-2-oxo-1-phenylethanaminium" 3S3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R)-2-[[(1R)-1-[(2R,5S)-4-carboxy-5-methyl-5,6-dihydro-2H-1,3-thiazin-2-yl]-2-oxidanyl-2-oxidanylidene-ethyl]amino]-2-oxidanylidene-1-phenyl-ethyl]azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3S3 "Create component" 2014-10-15 RCSB 3S3 "Initial release" 2014-11-19 RCSB #