data_CIL # _chem_comp.id CIL _chem_comp.name CILASTATIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H26 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-02-06 _chem_comp.pdbx_modified_date 2012-01-05 _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 358.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CIL _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 1ITU _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 CIL C1 C1 C 0 1 N N N -11.943 11.023 5.061 5.559 -2.467 -0.934 C1 CIL 1 CIL C2 C2 C 0 1 N N S -13.254 11.167 4.351 4.156 -1.864 -0.838 C2 CIL 2 CIL C3 C3 C 0 1 N N N -12.863 12.162 5.395 4.534 -3.063 0.033 C3 CIL 3 CIL C4 C4 C 0 1 N N N -12.455 13.552 4.966 4.745 -2.813 1.528 C4 CIL 4 CIL C5 C5 C 0 1 N N N -13.599 12.124 6.708 3.926 -4.420 -0.330 C5 CIL 5 CIL C6 C6 C 0 1 N N N -13.265 11.556 2.947 4.019 -0.526 -0.157 C6 CIL 6 CIL N7 N7 N 0 1 N N N -14.478 11.491 2.294 3.687 0.565 -0.876 N7 CIL 7 CIL C8 C8 C 0 1 N N N -14.645 11.817 0.984 3.457 1.787 -0.230 C8 CIL 8 CIL C9 C9 C 0 1 N N N -15.549 12.733 0.608 2.271 2.391 -0.345 C9 CIL 9 CIL O10 O10 O 0 1 N N N -12.246 11.916 2.376 4.207 -0.431 1.037 O10 CIL 10 CIL C11 C11 C 0 1 N N N -13.814 11.152 -0.108 4.524 2.406 0.578 C11 CIL 11 CIL O12 O12 O 0 1 N N N -13.429 11.805 -1.082 4.334 3.622 1.126 O12 CIL 12 CIL O13 O13 O 0 1 N N N -13.531 9.971 -0.026 5.574 1.819 0.749 O13 CIL 13 CIL C14 C14 C 0 1 N N N -16.434 13.468 1.562 1.144 1.704 -1.073 C14 CIL 14 CIL C15 C15 C 0 1 N N N -16.062 14.942 1.522 -0.082 1.630 -0.160 C15 CIL 15 CIL C16 C16 C 0 1 N N N -17.139 15.770 2.218 -1.226 0.934 -0.899 C16 CIL 16 CIL C17 C17 C 0 1 N N N ? ? ? -2.452 0.860 0.014 C17 CIL 17 CIL C18 C18 C 0 1 N N N ? ? ? -5.149 0.042 0.361 C18 CIL 18 CIL C19 C19 C 0 1 N N N ? ? ? -6.387 -0.631 -0.235 C19 CIL 19 CIL C20 C20 C 0 1 N N N ? ? ? -7.500 -0.624 0.781 C20 CIL 20 CIL O22 O22 O 0 1 N N N ? ? ? -7.517 -1.538 1.764 O22 CIL 21 CIL O23 O23 O 0 1 N N N ? ? ? -8.377 0.204 0.711 O23 CIL 22 CIL N21 N21 N 0 1 N N N ? ? ? -6.814 0.102 -1.434 N21 CIL 23 CIL S S S 0 1 N N N ? ? ? -3.809 0.034 -0.862 S CIL 24 CIL H11 H11 H 0 1 N N N -11.545 10.209 5.685 5.799 -3.040 -1.829 H11 CIL 25 CIL H12A H12A H 0 0 N N N -10.889 10.916 4.766 6.383 -1.896 -0.506 H12A CIL 26 CIL H2 H2 H 0 1 N N N -14.128 10.519 4.189 3.474 -2.040 -1.669 H2 CIL 27 CIL H41 H41 H 0 1 N N N -12.356 14.196 5.853 5.550 -2.092 1.666 H41 CIL 28 CIL H42 H42 H 0 1 N N N -11.491 13.504 4.438 3.826 -2.420 1.963 H42 CIL 29 CIL H43 H43 H 0 1 N N N -13.221 13.968 4.295 5.007 -3.750 2.019 H43 CIL 30 CIL H51 H51 H 0 1 N N N -12.874 12.115 7.535 4.281 -5.176 0.370 H51 CIL 31 CIL H52 H52 H 0 1 N N N -14.242 13.013 6.794 2.839 -4.356 -0.277 H52 CIL 32 CIL H53 H53 H 0 1 N N N -14.219 11.217 6.754 4.225 -4.693 -1.342 H53 CIL 33 CIL H7 H7 H 0 1 N N N -15.278 11.188 2.812 3.608 0.504 -1.841 H7 CIL 34 CIL H9 H9 H 0 1 N N N -15.643 12.952 -0.445 2.120 3.371 0.083 H9 CIL 35 CIL H12 H12 H 0 1 N N N -12.932 11.243 -1.664 5.063 3.987 1.647 H12 CIL 36 CIL H141 H141 H 0 0 N N N -17.487 13.340 1.269 0.895 2.269 -1.971 H141 CIL 37 CIL H142 H142 H 0 0 N N N -16.303 13.073 2.580 1.451 0.696 -1.351 H142 CIL 38 CIL H151 H151 H 0 0 N N N -15.101 15.089 2.037 0.168 1.066 0.738 H151 CIL 39 CIL H152 H152 H 0 0 N N N -15.978 15.266 0.474 -0.389 2.639 0.118 H152 CIL 40 CIL H161 H161 H 0 0 N N N -17.668 16.663 2.583 -1.476 1.498 -1.797 H161 CIL 41 CIL H162 H162 H 0 0 N N N -18.130 16.189 2.445 -0.919 -0.074 -1.177 H162 CIL 42 CIL H171 H171 H 0 0 N N N ? ? ? -2.203 0.295 0.912 H171 CIL 43 CIL H172 H172 H 0 0 N N N ? ? ? -2.760 1.868 0.292 H172 CIL 44 CIL H181 H181 H 0 0 N N N ? ? ? -5.389 1.071 0.630 H181 CIL 45 CIL H182 H182 H 0 0 N N N ? ? ? -4.832 -0.502 1.251 H182 CIL 46 CIL H19 H19 H 0 1 N N N ? ? ? -6.147 -1.660 -0.504 H19 CIL 47 CIL H22 H22 H 0 1 N N N ? ? ? -8.251 -1.494 2.392 H22 CIL 48 CIL H211 H211 H 0 0 N N N ? ? ? -7.591 -0.360 -1.882 H211 CIL 49 CIL H122 H122 H 0 0 N N N ? ? ? -7.042 1.059 -1.210 H122 CIL 50 # 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 CIL C1 C2 SING N N 1 CIL C1 C3 SING N N 2 CIL C1 H11 SING N N 3 CIL C1 H12A SING N N 4 CIL C2 C3 SING N N 5 CIL C2 C6 SING N N 6 CIL C2 H2 SING N N 7 CIL C3 C4 SING N N 8 CIL C3 C5 SING N N 9 CIL C4 H41 SING N N 10 CIL C4 H42 SING N N 11 CIL C4 H43 SING N N 12 CIL C5 H51 SING N N 13 CIL C5 H52 SING N N 14 CIL C5 H53 SING N N 15 CIL C6 N7 SING N N 16 CIL C6 O10 DOUB N N 17 CIL N7 C8 SING N N 18 CIL N7 H7 SING N N 19 CIL C8 C9 DOUB N Z 20 CIL C8 C11 SING N N 21 CIL C9 C14 SING N N 22 CIL C9 H9 SING N N 23 CIL C11 O12 SING N N 24 CIL C11 O13 DOUB N N 25 CIL O12 H12 SING N N 26 CIL C14 C15 SING N N 27 CIL C14 H141 SING N N 28 CIL C14 H142 SING N N 29 CIL C15 C16 SING N N 30 CIL C15 H151 SING N N 31 CIL C15 H152 SING N N 32 CIL C16 C17 SING N N 33 CIL C16 H161 SING N N 34 CIL C16 H162 SING N N 35 CIL C17 S SING N N 36 CIL C17 H171 SING N N 37 CIL C17 H172 SING N N 38 CIL C18 C19 SING N N 39 CIL C18 S SING N N 40 CIL C18 H181 SING N N 41 CIL C18 H182 SING N N 42 CIL C19 C20 SING N N 43 CIL C19 N21 SING N N 44 CIL C19 H19 SING N N 45 CIL C20 O22 SING N N 46 CIL C20 O23 DOUB N N 47 CIL O22 H22 SING N N 48 CIL N21 H211 SING N N 49 CIL N21 H122 SING N N 50 # 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 CIL SMILES ACDLabs 10.04 "O=C(N\C(=C/CCCCSCC(C(=O)O)N)C(=O)O)C1CC1(C)C" CIL InChI InChI 1.03 "InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11?/m1/s1" CIL InChIKey InChI 1.03 DHSUYTOATWAVLW-MSSAFCDDSA-N CIL SMILES_CANONICAL CACTVS 3.385 "CC1(C)C[C@@H]1C(=O)N\C(=C/CCCCSCC(N)C(O)=O)C(O)=O" CIL SMILES CACTVS 3.385 "CC1(C)C[CH]1C(=O)NC(=CCCCCSCC(N)C(O)=O)C(O)=O" CIL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "CC1(C[C@@H]1C(=O)N/C(=C\CCCCSCC(C(=O)O)N)/C(=O)O)C" CIL SMILES "OpenEye OEToolkits" 1.7.5 "CC1(CC1C(=O)NC(=CCCCCSCC(C(=O)O)N)C(=O)O)C" # 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 CIL "SYSTEMATIC NAME" ACDLabs 10.04 "(2Z)-7-[(2-amino-2-carboxyethyl)sulfanyl]-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid" CIL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(Z)-7-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropyl]carbonylamino]hept-2-enoic 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 CIL "Create component" 2002-02-06 RCSB CIL "Modify descriptor" 2011-06-04 RCSB CIL "Modify descriptor" 2012-01-05 RCSB CIL "Modify coordinates" 2012-01-05 RCSB #