data_NCF # _chem_comp.id NCF _chem_comp.name "(2R)-2-{(1R)-2-OXO-1-[(2-THIENYLACETYL)AMINO]ETHYL}-5,6-DIHYDRO-2H-1,3-THIAZINE-4-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H14 N2 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "NITROCEFIN, open form without dinitrophenyl-ethenyl group; (2R)-2-[(1R)-2-oxo-1-{[(thiophen-2-yl)acetyl]amino}ethyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-01 _chem_comp.pdbx_modified_date 2021-09-06 _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 342.391 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NCF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1W8Y _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 NCF S1 S1 S 0 1 N N N -1.475 -0.305 38.986 -3.353 1.481 -0.658 S1 NCF 1 NCF C2 C2 C 0 1 N N N -3.264 -0.395 39.030 -4.799 0.451 -0.249 C2 NCF 2 NCF C3 C3 C 0 1 N N N -3.929 -1.688 39.390 -4.437 -1.005 -0.550 C3 NCF 3 NCF C4 C4 C 0 1 N N N -3.121 -2.984 39.234 -3.120 -1.380 0.039 C4 NCF 4 NCF "C4'" "C4'" C 0 1 N N N -3.703 -4.355 39.567 -2.893 -2.838 0.175 "C4'" NCF 5 NCF O4A O4A O 0 1 N N N -4.857 -4.514 39.980 -1.737 -3.294 0.695 O4A NCF 6 NCF O4B O4B O 0 1 N N N -2.905 -5.256 39.379 -3.749 -3.622 -0.181 O4B NCF 7 NCF N5 N5 N 0 1 N N N -1.808 -3.024 38.780 -2.179 -0.666 0.434 N5 NCF 8 NCF C6 C6 C 0 1 N N R -0.923 -1.943 38.364 -2.102 0.789 0.465 C6 NCF 9 NCF C7 C7 C 0 1 N N R -0.767 -1.993 36.738 -0.709 1.236 0.015 C7 NCF 10 NCF C8 C8 C 0 1 N N N -0.872 -3.505 36.335 -0.590 2.731 0.159 C8 NCF 11 NCF O9 O9 O 0 1 N N N -1.799 -3.913 35.594 0.255 3.203 0.882 O9 NCF 12 NCF N10 N10 N 0 1 N N N -1.915 -1.316 36.049 0.305 0.583 0.846 N10 NCF 13 NCF C11 C11 C 0 1 N N N -1.859 0.086 35.669 1.552 0.400 0.369 C11 NCF 14 NCF O12 O12 O 0 1 N N N -0.878 0.840 35.873 1.835 0.776 -0.749 O12 NCF 15 NCF C13 C13 C 0 1 N N N -3.130 0.605 34.996 2.596 -0.271 1.224 C13 NCF 16 NCF C14 C14 C 0 1 Y N N -2.795 1.213 33.666 3.894 -0.352 0.462 C14 NCF 17 NCF C15 C15 C 0 1 Y N N -2.755 0.550 32.339 4.851 0.576 0.474 C15 NCF 18 NCF C16 C16 C 0 1 Y N N -2.391 1.557 31.418 5.957 0.283 -0.305 C16 NCF 19 NCF C17 C17 C 0 1 Y N N -2.171 2.816 31.899 5.898 -0.883 -0.949 C17 NCF 20 NCF S19 S19 S 0 1 Y N N -2.416 2.836 33.605 4.380 -1.688 -0.573 S19 NCF 21 NCF H2C1 H2C1 H 0 0 N N N -3.604 0.354 39.760 -5.043 0.561 0.808 H2C1 NCF 22 NCF H2C2 H2C2 H 0 0 N N N -3.623 -0.119 38.028 -5.652 0.753 -0.858 H2C2 NCF 23 NCF H3C1 H3C1 H 0 0 N N N -4.232 -1.617 40.445 -5.208 -1.656 -0.137 H3C1 NCF 24 NCF H3C2 H3C2 H 0 0 N N N -4.824 -1.783 38.757 -4.396 -1.145 -1.630 H3C2 NCF 25 NCF H4A H4A H 0 1 N N N -5.017 -5.439 40.125 -1.635 -4.253 0.764 H4A NCF 26 NCF H6 H6 H 0 1 N N N 0.077 -2.098 38.795 -2.288 1.142 1.479 H6 NCF 27 NCF H7 H7 H 0 1 N N N 0.203 -1.570 36.437 -0.558 0.958 -1.028 H7 NCF 28 NCF H10 H10 H 0 1 N N N -2.740 -1.843 35.846 0.079 0.282 1.741 H10 NCF 29 NCF H131 H131 H 0 0 N N N -3.831 -0.230 34.849 2.745 0.307 2.136 H131 NCF 30 NCF H132 H132 H 0 0 N N N -3.597 1.367 35.638 2.263 -1.277 1.482 H132 NCF 31 NCF H15 H15 H 0 1 N N N -2.961 -0.488 32.122 4.770 1.488 1.048 H15 NCF 32 NCF H16 H16 H 0 1 N N N -2.290 1.338 30.365 6.804 0.949 -0.385 H16 NCF 33 NCF H17 H17 H 0 1 N N N -1.887 3.669 31.301 6.666 -1.274 -1.600 H17 NCF 34 NCF OXY OXY O 0 1 N Y N ? ? ? -1.424 3.538 -0.516 OXY NCF 35 NCF HXY HXY H 0 1 N Y N ? ? ? -1.309 4.490 -0.391 HXY NCF 36 # # 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 NCF S1 C2 SING N N 1 NCF S1 C6 SING N N 2 NCF C2 C3 SING N N 3 NCF C2 H2C1 SING N N 4 NCF C2 H2C2 SING N N 5 NCF C3 C4 SING N N 6 NCF C3 H3C1 SING N N 7 NCF C3 H3C2 SING N N 8 NCF C4 "C4'" SING N N 9 NCF C4 N5 DOUB N N 10 NCF "C4'" O4A SING N N 11 NCF "C4'" O4B DOUB N N 12 NCF O4A H4A SING N N 13 NCF N5 C6 SING N N 14 NCF C6 C7 SING N N 15 NCF C6 H6 SING N N 16 NCF C7 C8 SING N N 17 NCF C7 N10 SING N N 18 NCF C7 H7 SING N N 19 NCF C8 O9 DOUB N N 20 NCF N10 C11 SING N N 21 NCF N10 H10 SING N N 22 NCF C11 O12 DOUB N N 23 NCF C11 C13 SING N N 24 NCF C13 C14 SING N N 25 NCF C13 H131 SING N N 26 NCF C13 H132 SING N N 27 NCF C14 C15 DOUB Y N 28 NCF C14 S19 SING Y N 29 NCF C15 C16 SING Y N 30 NCF C15 H15 SING N N 31 NCF C16 C17 DOUB Y N 32 NCF C16 H16 SING N N 33 NCF C17 S19 SING Y N 34 NCF C17 H17 SING N N 35 NCF C8 OXY SING N N 36 NCF OXY HXY 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 NCF SMILES ACDLabs 12.01 "S1CCC(C(O)=O)=NC1C(C=O)NC(=O)Cc2cccs2" NCF InChI InChI 1.03 "InChI=1S/C13H14N2O5S2/c16-9(6-7-2-1-4-21-7)15-10(13(19)20)11-14-8(12(17)18)3-5-22-11/h1-2,4,10-11H,3,5-6H2,(H,15,16)(H,17,18)(H,19,20)/t10-,11+/m0/s1" NCF InChIKey InChI 1.03 LNPNJPUNJYVKHH-WDEREUQCSA-N NCF SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H](NC(=O)Cc1sccc1)[C@H]2SCCC(=N2)C(O)=O" NCF SMILES CACTVS 3.385 "OC(=O)[CH](NC(=O)Cc1sccc1)[CH]2SCCC(=N2)C(O)=O" NCF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(sc1)CC(=O)N[C@@H]([C@@H]2N=C(CCS2)C(=O)O)C(=O)O" NCF SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(sc1)CC(=O)NC(C2N=C(CCS2)C(=O)O)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 NCF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[(1R)-2-oxo-1-{[(thiophen-2-yl)acetyl]amino}ethyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" NCF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-2-[(1~{R})-2-oxidanyl-2-oxidanylidene-1-(2-thiophen-2-ylethanoylamino)ethyl]-5,6-dihydro-2~{H}-1,3-thiazine-4-carboxylic acid" # # 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 NCF "NITROCEFIN, open form without dinitrophenyl-ethenyl group" AUTHOR ? 2 NCF "(2R)-2-[(1R)-2-oxo-1-{[(thiophen-2-yl)acetyl]amino}ethyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NCF "Create component" 2004-10-01 EBI NCF "Modify descriptor" 2011-06-04 RCSB NCF "Modify synonyms" 2018-12-19 RCSB NCF "Modify synonyms" 2020-06-05 PDBE NCF "Modify leaving atom flag" 2021-09-06 PDBE ##