data_CEP # _chem_comp.id CEP _chem_comp.name "CEPHALOTHIN GROUP" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H18 N2 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 398.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CEP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CEG _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 CEP S1 S1 S 0 1 N N N 18.102 -13.190 41.850 -4.472 -0.955 2.243 S1 CEP 1 CEP C2 C2 C 0 1 N N N 18.415 -12.183 43.401 -4.280 0.809 1.858 C2 CEP 2 CEP C3 C3 C 0 1 N N N 18.805 -10.707 43.085 -2.881 1.207 1.424 C3 CEP 3 CEP "C3'" "C3'" C 0 1 N N N 19.064 -9.843 44.128 -2.608 2.676 1.638 "C3'" CEP 4 CEP "C2'" "C2'" C 0 1 N N N ? ? ? -2.008 2.904 3.000 "C2'" CEP 5 CEP "O1'" "O1'" O 0 1 N N N ? ? ? -1.750 2.047 3.834 "O1'" CEP 6 CEP "O2'" "O2'" O 0 1 N N N ? ? ? -1.817 4.250 3.153 "O2'" CEP 7 CEP "C1'" "C1'" C 0 1 N N N ? ? ? -1.266 4.655 4.410 "C1'" CEP 8 CEP C4 C4 C 0 1 N N N 18.814 -10.193 41.605 -2.018 0.316 0.885 C4 CEP 9 CEP "C4'" "C4'" C 0 1 N N N 19.748 -9.063 41.096 -0.644 0.716 0.529 "C4'" CEP 10 CEP O4A O4A O 0 1 N N N 19.231 -8.015 40.633 -0.017 1.581 1.102 O4A CEP 11 CEP O4B O4B O 0 1 N N N 20.989 -9.249 41.101 -0.222 -0.025 -0.513 O4B CEP 12 CEP N5 N5 N 0 1 N N N 17.928 -10.725 40.666 -2.306 -1.010 0.635 N5 CEP 13 CEP C6 C6 C 0 1 N N R 17.161 -11.969 40.869 -3.608 -1.627 0.788 C6 CEP 14 CEP C7 C7 C 0 1 N N S 16.787 -12.511 39.467 -3.449 -3.133 0.948 C7 CEP 15 CEP C8 C8 C 0 1 N N N 16.316 -11.312 38.639 -2.773 -3.753 -0.250 C8 CEP 16 CEP O9 O9 O 0 1 N N N 17.089 -10.774 37.846 -3.248 -3.732 -1.383 O9 CEP 17 CEP N10 N10 N 0 1 N N N 17.933 -13.087 38.772 -2.655 -3.452 2.101 N10 CEP 18 CEP C11 C11 C 0 1 N N N 18.138 -14.395 38.730 -3.125 -4.241 3.148 C11 CEP 19 CEP O12 O12 O 0 1 N N N 17.429 -15.202 39.349 -4.247 -4.740 3.199 O12 CEP 20 CEP C13 C13 C 0 1 N N N 19.342 -14.859 37.945 -2.079 -4.421 4.231 C13 CEP 21 CEP C14 C14 C 0 1 Y N N 20.526 -15.341 38.713 -2.169 -3.391 5.326 C14 CEP 22 CEP C15 C15 C 0 1 Y N N 21.526 -14.516 39.206 -3.235 -3.126 6.130 C15 CEP 23 CEP C16 C16 C 0 1 Y N N 22.124 -15.313 40.271 -2.938 -2.078 7.048 C16 CEP 24 CEP C17 C17 C 0 1 Y N N 21.852 -16.573 40.281 -1.655 -1.600 6.891 C17 CEP 25 CEP S19 S19 S 0 1 Y N N 20.697 -16.912 39.115 -0.815 -2.415 5.641 S19 CEP 26 CEP H21 1H2 H 0 1 N N N 17.496 -12.179 44.005 -4.548 1.352 2.771 H21 CEP 27 CEP H22 2H2 H 0 1 N N N 19.256 -12.645 43.938 -5.002 1.091 1.084 H22 CEP 28 CEP "H3'1" "1H3'" H 0 0 N N N 18.740 -9.741 45.174 -3.550 3.215 1.565 "H3'1" CEP 29 CEP "H3'2" "2H3'" H 0 0 N N N 19.884 -9.530 44.791 -1.918 3.005 0.866 "H3'2" CEP 30 CEP "H1'1" "1H1'" H 0 0 N N N ? ? ? -0.586 3.883 4.777 "H1'1" CEP 31 CEP "H1'2" "2H1'" H 0 0 N N N ? ? ? -2.074 4.815 5.129 "H1'2" CEP 32 CEP "H1'3" "3H1'" H 0 0 N N N ? ? ? -0.714 5.588 4.272 "H1'3" CEP 33 CEP HO4 HO4 H 0 1 N N N 21.424 -8.498 40.715 0.691 0.214 -0.779 HO4 CEP 34 CEP H6 H6 H 0 1 N N N 16.249 -11.768 41.450 -4.217 -1.428 -0.100 H6 CEP 35 CEP H7 H7 H 0 1 N N N 16.024 -13.294 39.586 -4.419 -3.616 1.083 H7 CEP 36 CEP H88 8H8 H 0 1 N N N 15.308 -10.939 38.750 -1.758 -4.157 -0.088 H88 CEP 37 CEP HN1 HN1 H 0 1 N N N 18.581 -12.478 38.315 -1.705 -3.085 2.156 HN1 CEP 38 CEP H131 1H13 H 0 0 N N N 19.008 -15.697 37.316 -1.084 -4.383 3.771 H131 CEP 39 CEP H132 2H13 H 0 0 N N N 19.695 -13.964 37.412 -2.187 -5.427 4.658 H132 CEP 40 CEP H15 H15 H 0 1 N N N 21.797 -13.523 38.880 -4.185 -3.642 6.079 H15 CEP 41 CEP H16 H16 H 0 1 N N N 22.765 -14.868 41.017 -3.630 -1.694 7.787 H16 CEP 42 CEP H17 H17 H 0 1 N N N 22.301 -17.300 40.941 -1.171 -0.813 7.452 H17 CEP 43 CEP HN2 HN2 H 0 1 N N N 17.236 -10.015 40.534 -1.577 -1.550 0.178 HN2 CEP 44 # 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 CEP S1 C2 SING N N 1 CEP S1 C6 SING N N 2 CEP C2 C3 SING N N 3 CEP C2 H21 SING N N 4 CEP C2 H22 SING N N 5 CEP C3 "C3'" SING N N 6 CEP C3 C4 DOUB N N 7 CEP "C3'" "C2'" SING N N 8 CEP "C3'" "H3'1" SING N N 9 CEP "C3'" "H3'2" SING N N 10 CEP "C2'" "O1'" DOUB N N 11 CEP "C2'" "O2'" SING N N 12 CEP "O2'" "C1'" SING N N 13 CEP "C1'" "H1'1" SING N N 14 CEP "C1'" "H1'2" SING N N 15 CEP "C1'" "H1'3" SING N N 16 CEP C4 "C4'" SING N N 17 CEP C4 N5 SING N N 18 CEP "C4'" O4A DOUB N N 19 CEP "C4'" O4B SING N N 20 CEP O4B HO4 SING N N 21 CEP N5 C6 SING N N 22 CEP C6 C7 SING N N 23 CEP C6 H6 SING N N 24 CEP C7 C8 SING N N 25 CEP C7 N10 SING N N 26 CEP C7 H7 SING N N 27 CEP C8 O9 DOUB N N 28 CEP C8 H88 SING N N 29 CEP N10 C11 SING N N 30 CEP N10 HN1 SING N N 31 CEP C11 O12 DOUB N N 32 CEP C11 C13 SING N N 33 CEP C13 C14 SING N N 34 CEP C13 H131 SING N N 35 CEP C13 H132 SING N N 36 CEP C14 C15 DOUB Y N 37 CEP C14 S19 SING Y N 38 CEP C15 C16 SING Y N 39 CEP C15 H15 SING N N 40 CEP C16 C17 DOUB Y N 41 CEP C16 H16 SING N N 42 CEP C17 S19 SING Y N 43 CEP C17 H17 SING N N 44 CEP HN2 N5 SING N N 45 # 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 CEP SMILES ACDLabs 10.04 "O=C(OC)CC1=C(NC(SC1)C(NC(=O)Cc2sccc2)C=O)C(=O)O" CEP SMILES_CANONICAL CACTVS 3.341 "COC(=O)CC1=C(N[C@H](SC1)[C@H](NC(=O)Cc2sccc2)C=O)C(O)=O" CEP SMILES CACTVS 3.341 "COC(=O)CC1=C(N[CH](SC1)[CH](NC(=O)Cc2sccc2)C=O)C(O)=O" CEP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)CC1=C(N[C@H](SC1)[C@@H](C=O)NC(=O)Cc2cccs2)C(=O)O" CEP SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)CC1=C(NC(SC1)C(C=O)NC(=O)Cc2cccs2)C(=O)O" CEP InChI InChI 1.03 "InChI=1S/C16H18N2O6S2/c1-24-13(21)5-9-8-26-15(18-14(9)16(22)23)11(7-19)17-12(20)6-10-3-2-4-25-10/h2-4,7,11,15,18H,5-6,8H2,1H3,(H,17,20)(H,22,23)/t11-,15-/m1/s1" CEP InChIKey InChI 1.03 UUWFGEKEQSCSMB-IAQYHMDHSA-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 CEP "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-5-(2-methoxy-2-oxoethyl)-2-{(1R)-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" CEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-5-(2-methoxy-2-oxo-ethyl)-2-[(1R)-2-oxo-1-(2-thiophen-2-ylethanoylamino)ethyl]-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 CEP "Create component" 1999-07-08 RCSB CEP "Modify descriptor" 2011-06-04 RCSB #