data_REC # _chem_comp.id REC _chem_comp.name CEPHALOSPORIN _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C15 H21 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2R)-2-[(R)-{[(6R)-6-amino-6-carboxyhexanoyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxy lic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-14 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 387.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code REC _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 2VGJ _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 REC O14 O14 O 0 1 N N N -4.090 -3.039 41.284 -4.385 -3.823 -0.052 O14 REC 1 REC C13 C13 C 0 1 N N N -2.979 -3.061 40.723 -3.534 -2.970 0.088 C13 REC 2 REC O15 O15 O 0 1 N N N -2.361 -4.155 40.574 -2.242 -3.324 0.221 O15 REC 3 REC C4 C4 C 0 1 N N N -2.406 -1.803 40.227 -3.917 -1.533 0.105 C4 REC 4 REC N5 N5 N 0 1 N N N -1.494 -1.945 39.345 -2.997 -0.695 0.387 N5 REC 5 REC C3 C3 C 0 1 N N N -2.844 -0.456 40.658 -5.315 -1.215 -0.209 C3 REC 6 REC C16 C16 C 0 1 N N N -3.592 -0.251 41.770 -6.114 -2.142 -0.729 C16 REC 7 REC C2 C2 C 0 1 N N N -2.435 0.748 39.806 -5.838 0.181 0.065 C2 REC 8 REC S1 S1 S 0 1 N N N -0.749 0.637 39.286 -4.537 1.342 -0.465 S1 REC 9 REC C6 C6 C 0 1 N N R -0.439 -1.038 38.848 -3.112 0.751 0.491 C6 REC 10 REC C7 C7 C 0 1 N N R -0.364 -1.239 37.319 -1.836 1.400 -0.050 C7 REC 11 REC C8 C8 C 0 1 N N N -0.492 -2.709 36.988 -1.900 2.890 0.169 C8 REC 12 REC O9 O9 O 0 1 N N N -1.420 -3.177 36.363 -1.060 3.438 0.843 O9 REC 13 REC N10 N10 N 0 1 N N N -1.499 -0.604 36.653 -0.674 0.852 0.654 N10 REC 14 REC C11 C11 C 0 1 N N N -1.482 0.458 35.831 0.537 0.860 0.062 C11 REC 15 REC O12 O12 O 0 1 N N N -0.501 1.140 35.527 0.664 1.321 -1.053 O12 REC 16 REC CA1 CA1 C 0 1 N N N -2.841 0.828 35.302 1.733 0.297 0.785 CA1 REC 17 REC CB1 CB1 C 0 1 N N N -2.770 1.270 33.852 2.973 0.427 -0.101 CB1 REC 18 REC CG1 CG1 C 0 1 N N N -3.659 2.476 33.560 4.187 -0.145 0.634 CG1 REC 19 REC CD1 CD1 C 0 1 N N N -3.346 2.925 32.126 5.428 -0.015 -0.253 CD1 REC 20 REC CE1 CE1 C 0 1 N N R -4.447 3.672 31.337 6.642 -0.587 0.482 CE1 REC 21 REC NZ1 NZ1 N 0 1 N N N -3.853 4.283 30.137 6.457 -2.030 0.682 NZ1 REC 22 REC CZ1 CZ1 C 0 1 N N N -5.544 2.775 30.870 7.883 -0.348 -0.338 CZ1 REC 23 REC OH1 OH1 O 0 1 N N N -5.460 2.322 29.738 8.342 -1.239 -1.014 OH1 REC 24 REC O O O 0 1 N N N -6.526 2.523 31.570 8.480 0.854 -0.318 O REC 25 REC OXT OXT O 0 1 N Y N 0.495 -3.579 37.362 -2.889 3.608 -0.385 OXT REC 26 REC H15 H15 H 0 1 N N N -2.876 -4.863 40.942 -2.042 -4.270 0.199 H15 REC 27 REC H6 H6 H 0 1 N N N 0.529 -1.277 39.313 -3.239 1.028 1.537 H6 REC 28 REC H161 1H16 H 0 0 N N N -3.782 0.807 41.873 -5.709 -3.097 -1.030 H161 REC 29 REC H162 2H16 H 0 0 N N N -3.941 -1.020 42.443 -7.168 -1.940 -0.849 H162 REC 30 REC H2C1 1H2C H 0 0 N N N -3.078 0.785 38.914 -6.750 0.357 -0.506 H2C1 REC 31 REC H2C2 2H2C H 0 0 N N N -2.548 1.656 40.416 -6.035 0.303 1.130 H2C2 REC 32 REC H7 H7 H 0 1 N N N 0.593 -0.811 36.987 -1.747 1.193 -1.116 H7 REC 33 REC H10 H10 H 0 1 N N N -2.396 -1.009 36.831 -0.776 0.484 1.545 H10 REC 34 REC HOT HOT H 0 1 N N N 0.281 -4.452 37.055 -2.888 4.560 -0.217 HOT REC 35 REC HA11 1HA1 H 0 0 N N N -3.501 -0.049 35.374 1.890 0.848 1.713 HA11 REC 36 REC HA12 2HA1 H 0 0 N N N -3.231 1.664 35.901 1.558 -0.755 1.013 HA12 REC 37 REC HB11 1HB1 H 0 0 N N N -1.729 1.542 33.622 2.817 -0.124 -1.028 HB11 REC 38 REC HB12 2HB1 H 0 0 N N N -3.125 0.435 33.230 3.148 1.479 -0.328 HB12 REC 39 REC HG11 1HG1 H 0 0 N N N -4.720 2.200 33.651 4.344 0.406 1.561 HG11 REC 40 REC HG12 2HG1 H 0 0 N N N -3.466 3.288 34.276 4.012 -1.197 0.861 HG12 REC 41 REC HD11 1HD1 H 0 0 N N N -2.486 3.608 32.190 5.271 -0.566 -1.180 HD11 REC 42 REC HD12 2HD1 H 0 0 N N N -3.192 1.989 31.569 5.603 1.037 -0.480 HD12 REC 43 REC HE1 HE1 H 0 1 N N N -4.871 4.418 32.026 6.746 -0.096 1.449 HE1 REC 44 REC HZ11 1HZ1 H 0 0 N N N -3.718 5.262 30.293 6.359 -2.508 -0.201 HZ11 REC 45 REC HZ12 2HZ1 H 0 0 N N N -2.971 3.852 29.945 7.216 -2.420 1.222 HZ12 REC 46 REC H H H 0 1 N N N -7.125 1.966 31.087 9.274 0.960 -0.861 H REC 47 # # 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 REC O14 C13 DOUB N N 1 REC C13 O15 SING N N 2 REC C13 C4 SING N N 3 REC C4 N5 DOUB N N 4 REC C4 C3 SING N N 5 REC N5 C6 SING N N 6 REC C3 C16 DOUB N N 7 REC C3 C2 SING N N 8 REC C2 S1 SING N N 9 REC S1 C6 SING N N 10 REC C6 C7 SING N N 11 REC C7 C8 SING N N 12 REC C7 N10 SING N N 13 REC C8 O9 DOUB N N 14 REC C8 OXT SING N N 15 REC N10 C11 SING N N 16 REC C11 O12 DOUB N N 17 REC C11 CA1 SING N N 18 REC CA1 CB1 SING N N 19 REC CB1 CG1 SING N N 20 REC CG1 CD1 SING N N 21 REC CD1 CE1 SING N N 22 REC CE1 NZ1 SING N N 23 REC CE1 CZ1 SING N N 24 REC CZ1 OH1 DOUB N N 25 REC CZ1 O SING N N 26 REC O15 H15 SING N N 27 REC C6 H6 SING N N 28 REC C16 H161 SING N N 29 REC C16 H162 SING N N 30 REC C2 H2C1 SING N N 31 REC C2 H2C2 SING N N 32 REC C7 H7 SING N N 33 REC N10 H10 SING N N 34 REC OXT HOT SING N N 35 REC CA1 HA11 SING N N 36 REC CA1 HA12 SING N N 37 REC CB1 HB11 SING N N 38 REC CB1 HB12 SING N N 39 REC CG1 HG11 SING N N 40 REC CG1 HG12 SING N N 41 REC CD1 HD11 SING N N 42 REC CD1 HD12 SING N N 43 REC CE1 HE1 SING N N 44 REC NZ1 HZ11 SING N N 45 REC NZ1 HZ12 SING N N 46 REC O H SING N N 47 # # 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 REC SMILES ACDLabs 10.04 "O=C(O)C(N)CCCCC(=O)NC(C(=O)O)C1N=C(\C(=C)CS1)C(=O)O" REC SMILES_CANONICAL CACTVS 3.341 "N[C@H](CCCCC(=O)N[C@@H]([C@H]1SCC(=C)C(=N1)C(O)=O)C(O)=O)C(O)=O" REC SMILES CACTVS 3.341 "N[CH](CCCCC(=O)N[CH]([CH]1SCC(=C)C(=N1)C(O)=O)C(O)=O)C(O)=O" REC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C=C1CS[C@@H](N=C1C(=O)O)[C@@H](C(=O)O)NC(=O)CCCC[C@H](C(=O)O)N" REC SMILES "OpenEye OEToolkits" 1.5.0 "C=C1CSC(N=C1C(=O)O)C(C(=O)O)NC(=O)CCCCC(C(=O)O)N" REC InChI InChI 1.03 "InChI=1S/C15H21N3O7S/c1-7-6-26-12(18-10(7)14(22)23)11(15(24)25)17-9(19)5-3-2-4-8(16)13(20)21/h8,11-12H,1-6,16H2,(H,17,19)(H,20,21)(H,22,23)(H,24,25)/t8-,11+,12-/m1/s1" REC InChIKey InChI 1.03 JGKXEMYIHDYWCZ-JFUSQASVSA-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 REC "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-[(R)-{[(6R)-6-amino-6-carboxyhexanoyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" REC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-1-[[(6R)-6-amino-7-hydroxy-7-oxo-heptanoyl]amino]-2-hydroxy-2-oxo-ethyl]-5-methylidene-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 REC "Create component" 2007-11-14 EBI REC "Modify descriptor" 2011-06-04 RCSB REC "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id REC _pdbx_chem_comp_synonyms.name "(2R)-2-[(R)-{[(6R)-6-amino-6-carboxyhexanoyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##