data_KCP # _chem_comp.id KCP _chem_comp.name "2-[CARBOXY-(2-THIOPHEN-2-YL-ACETYLAMINO)-METHYL]-5-METHYL-3,6-DIHYDRO-2H-[1,3]THIAZINE-4-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H16 N2 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "HYDROLYZED CEPHALOTHIN" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-02-07 _chem_comp.pdbx_modified_date 2021-03-01 _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 356.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KCP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1KVL _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 KCP S1 S1 S 0 1 N N N 37.698 6.294 -0.357 1.812 0.255 1.368 S1 KCP 1 KCP C2 C2 C 0 1 N N N 39.397 6.540 0.432 2.337 0.811 3.018 C2 KCP 2 KCP C3 C3 C 0 1 N N N 40.548 6.713 -0.633 1.444 0.213 4.064 C3 KCP 3 KCP "C3'" "C3'" C 0 1 N N N 41.804 7.120 -0.212 2.000 0.096 5.460 "C3'" KCP 4 KCP C4 C4 C 0 1 N N N 40.309 6.313 -2.141 0.216 -0.212 3.868 C4 KCP 5 KCP "C4'" "C4'" C 0 1 N N N 41.333 6.509 -3.263 -0.498 -0.751 5.039 "C4'" KCP 6 KCP O4A O4A O 0 1 N N N 40.908 6.592 -4.437 -1.760 -1.205 4.908 O4A KCP 7 KCP O4B O4B O 0 1 N N N 42.559 6.612 -2.985 0.050 -0.787 6.123 O4B KCP 8 KCP N5 N5 N 0 1 N N N 39.126 5.652 -2.493 -0.470 -0.201 2.659 N5 KCP 9 KCP C6 C6 C 0 1 N N S 38.265 5.011 -1.517 0.028 0.583 1.522 C6 KCP 10 KCP C7 C7 C 0 1 N N R 37.238 4.138 -2.257 -0.691 0.156 0.241 C7 KCP 11 KCP C8 C8 C 0 1 N N N 37.882 2.724 -2.281 -2.172 0.390 0.395 C8 KCP 12 KCP O9A O9A O 0 1 N N N 39.044 2.560 -1.883 -2.878 -0.481 0.842 O9A KCP 13 KCP O9B O9B O 0 1 N N N 37.251 1.759 -2.716 -2.706 1.568 0.036 O9B KCP 14 KCP N10 N10 N 0 1 N N N 35.888 4.036 -1.678 -0.187 0.943 -0.886 N10 KCP 15 KCP C11 C11 C 0 1 N N N 34.825 3.688 -2.446 -0.171 0.412 -2.125 C11 KCP 16 KCP O12 O12 O 0 1 N N N 34.920 3.442 -3.682 -0.574 -0.717 -2.305 O12 KCP 17 KCP C13 C13 C 0 1 N N N 33.498 3.564 -1.743 0.346 1.221 -3.286 C13 KCP 18 KCP C14 C14 C 0 1 Y N N 32.743 4.793 -1.409 0.256 0.403 -4.548 C14 KCP 19 KCP C15 C15 C 0 1 Y N N 31.438 5.018 -1.813 -0.766 0.309 -5.433 C15 KCP 20 KCP C16 C16 C 0 1 Y N N 31.056 6.230 -1.115 -0.624 -0.510 -6.537 C16 KCP 21 KCP C17 C17 C 0 1 Y N N 31.952 6.819 -0.420 0.528 -1.204 -6.696 C17 KCP 22 KCP S19 S19 S 0 1 Y N N 33.383 5.973 -0.478 1.465 -0.698 -5.263 S19 KCP 23 KCP H21 1H2 H 0 1 N N N 39.384 7.394 1.148 2.283 1.899 3.067 H21 KCP 24 KCP H22 2H2 H 0 1 N N N 39.631 5.712 1.141 3.364 0.492 3.197 H22 KCP 25 KCP "H3'1" "1H3'" H 0 0 N N N 42.617 7.242 -0.964 3.019 0.484 5.479 "H3'1" KCP 26 KCP "H3'2" "2H3'" H 0 0 N N N 41.698 8.072 0.358 1.380 0.672 6.148 "H3'2" KCP 27 KCP "H3'3" "3H3'" H 0 0 N N N 42.156 6.425 0.585 2.004 -0.950 5.763 "H3'3" KCP 28 KCP HO4 HO4 H 0 1 N N N 41.543 6.713 -5.132 -2.229 -1.559 5.676 HO4 KCP 29 KCP H5 H5 H 0 1 N N N 39.362 4.954 -3.198 -1.287 -0.716 2.566 H5 KCP 30 KCP H6 H6 H 0 1 N N N 38.761 4.266 -0.852 -0.137 1.645 1.704 H6 KCP 31 KCP H7 H7 H 0 1 N N N 37.047 4.612 -3.247 -0.508 -0.901 0.057 H7 KCP 32 KCP HO9 HO9 H 0 1 N N N 37.644 0.894 -2.730 -3.656 1.718 0.135 HO9 KCP 33 KCP H10 H10 H 0 1 N N N 35.678 4.215 -0.695 0.134 1.847 -0.742 H10 KCP 34 KCP H131 1H13 H 0 0 N N N 32.839 2.888 -2.337 -0.252 2.125 -3.395 H131 KCP 35 KCP H132 2H13 H 0 0 N N N 33.639 2.966 -0.812 1.385 1.494 -3.103 H132 KCP 36 KCP H15 H15 H 0 1 N N N 30.854 4.393 -2.510 -1.675 0.873 -5.282 H15 KCP 37 KCP H16 H16 H 0 1 N N N 30.064 6.713 -1.112 -1.422 -0.599 -7.259 H16 KCP 38 KCP H17 H17 H 0 1 N N N 31.606 7.746 0.066 0.808 -1.885 -7.486 H17 KCP 39 # # 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 KCP S1 C2 SING N N 1 KCP S1 C6 SING N N 2 KCP C2 C3 SING N N 3 KCP C2 H21 SING N N 4 KCP C2 H22 SING N N 5 KCP C3 "C3'" SING N N 6 KCP C3 C4 DOUB N N 7 KCP "C3'" "H3'1" SING N N 8 KCP "C3'" "H3'2" SING N N 9 KCP "C3'" "H3'3" SING N N 10 KCP C4 "C4'" SING N N 11 KCP C4 N5 SING N N 12 KCP "C4'" O4A SING N N 13 KCP "C4'" O4B DOUB N N 14 KCP O4A HO4 SING N N 15 KCP N5 C6 SING N N 16 KCP N5 H5 SING N N 17 KCP C6 C7 SING N N 18 KCP C6 H6 SING N N 19 KCP C7 C8 SING N N 20 KCP C7 N10 SING N N 21 KCP C7 H7 SING N N 22 KCP C8 O9A DOUB N N 23 KCP C8 O9B SING N N 24 KCP O9B HO9 SING N N 25 KCP N10 C11 SING N N 26 KCP N10 H10 SING N N 27 KCP C11 O12 DOUB N N 28 KCP C11 C13 SING N N 29 KCP C13 C14 SING N N 30 KCP C13 H131 SING N N 31 KCP C13 H132 SING N N 32 KCP C14 C15 DOUB Y N 33 KCP C14 S19 SING Y N 34 KCP C15 C16 SING Y N 35 KCP C15 H15 SING N N 36 KCP C16 C17 DOUB Y N 37 KCP C16 H16 SING N N 38 KCP C17 S19 SING Y N 39 KCP C17 H17 SING N N 40 # # 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 KCP SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)Cc1sccc1)C2SCC(=C(N2)C(=O)O)C" KCP SMILES_CANONICAL CACTVS 3.341 "CC1=C(N[C@@H](SC1)[C@H](NC(=O)Cc2sccc2)C(O)=O)C(O)=O" KCP SMILES CACTVS 3.341 "CC1=C(N[CH](SC1)[CH](NC(=O)Cc2sccc2)C(O)=O)C(O)=O" KCP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(N[C@@H](SC1)[C@@H](C(=O)O)NC(=O)Cc2cccs2)C(=O)O" KCP SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(NC(SC1)C(C(=O)O)NC(=O)Cc2cccs2)C(=O)O" KCP InChI InChI 1.03 "InChI=1S/C14H16N2O5S2/c1-7-6-23-12(16-10(7)13(18)19)11(14(20)21)15-9(17)5-8-3-2-4-22-8/h2-4,11-12,16H,5-6H2,1H3,(H,15,17)(H,18,19)(H,20,21)/t11-,12-/m0/s1" KCP InChIKey InChI 1.03 JRYZEMHNDUZNMI-RYUDHWBXSA-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 KCP "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-{(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl}-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" KCP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[(1R)-2-hydroxy-2-oxo-1-(2-thiophen-2-ylethanoylamino)ethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-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 KCP "Create component" 2002-02-07 RCSB KCP "Modify descriptor" 2011-06-04 RCSB KCP "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KCP _pdbx_chem_comp_synonyms.name "HYDROLYZED CEPHALOTHIN" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##