data_IZF # _chem_comp.id IZF _chem_comp.name "METHYL 2-{[5-({3-CHLORO-4-[(5S)-1,1-DIOXIDO-3-OXOISOTHIAZOLIDIN-5-YL]-N-(PHENYLSULFONYL)-L-PHENYLALANYL}AMINO)PENTYL]OXY}-6-HYDROXYBENZOATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H34 Cl N3 O10 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-05-21 _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 708.199 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IZF _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 ? _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 IZF C1 C1 C 0 1 N N S 18.979 16.751 82.081 -6.932 2.371 0.355 C1 IZF 1 IZF C2 C2 C 0 1 N N N 20.288 17.352 81.638 -7.993 2.203 1.475 C2 IZF 2 IZF C3 C3 C 0 1 N N N 21.396 16.613 82.288 -8.751 0.933 1.231 C3 IZF 3 IZF N4 N4 N 0 1 N N N 21.072 15.383 82.697 -8.716 0.393 0.003 N4 IZF 4 IZF S5 S5 S 0 1 N N N 19.360 14.985 82.343 -7.725 1.349 -0.953 S5 IZF 5 IZF O6 O6 O 0 1 N N N 18.498 14.597 83.720 -8.646 2.099 -1.733 O6 IZF 6 IZF O7 O7 O 0 1 N N N 19.082 14.118 80.917 -6.819 0.414 -1.524 O7 IZF 7 IZF O9 O9 O 0 1 N N N 22.514 17.071 82.485 -9.381 0.405 2.123 O9 IZF 8 IZF C11 C11 C 0 1 Y N N 17.789 16.980 81.146 -5.599 1.801 0.769 C11 IZF 9 IZF C12 C12 C 0 1 Y N N 17.976 16.951 79.695 -5.541 0.788 1.707 C12 IZF 10 IZF C13 C13 C 0 1 Y N N 16.822 17.147 78.810 -4.319 0.266 2.087 C13 IZF 11 IZF C14 C14 C 0 1 Y N N 15.489 17.369 79.387 -3.154 0.757 1.527 C14 IZF 12 IZF C15 C15 C 0 1 Y N N 15.314 17.401 80.833 -3.210 1.773 0.592 C15 IZF 13 IZF C16 C16 C 0 1 Y N N 16.455 17.209 81.709 -4.434 2.292 0.209 C16 IZF 14 IZF C21 C21 C 0 1 N N N 14.299 17.561 78.487 -1.821 0.187 1.941 C21 IZF 15 IZF C22 C22 C 0 1 N N S 13.696 18.960 78.636 -1.463 -0.988 1.029 C22 IZF 16 IZF N45 N45 N 0 1 N N N 12.388 18.982 77.962 -2.427 -2.073 1.228 N45 IZF 17 IZF S1 S1 S 0 1 N N N 11.244 20.270 78.218 -3.739 -2.208 0.227 S1 IZF 18 IZF O1 O1 O 0 1 N N N 9.642 19.625 78.016 -4.301 -0.905 0.148 O1 IZF 19 IZF O2 O2 O 0 1 N N N 11.524 20.818 79.774 -4.428 -3.377 0.649 O2 IZF 20 IZF C23 C23 C 0 1 N N N 15.624 21.019 76.043 2.348 -1.303 1.213 C23 IZF 21 IZF N11 N11 N 0 1 N N N 14.790 20.025 76.740 1.001 -0.825 0.889 N11 IZF 22 IZF C25 C25 C 0 1 N N N 14.674 19.971 78.063 -0.078 -1.479 1.362 C25 IZF 23 IZF C24 C24 C 0 1 Y N N 11.553 22.342 74.589 -2.483 -4.160 -3.053 C24 IZF 24 IZF C26 C26 C 0 1 Y N N 12.447 23.443 74.962 -2.186 -3.129 -3.924 C26 IZF 25 IZF C7 C7 C 0 1 Y N N 11.161 21.348 75.592 -2.958 -3.879 -1.785 C7 IZF 26 IZF C8 C8 C 0 1 Y N N 11.661 21.458 76.964 -3.135 -2.567 -1.389 C8 IZF 27 IZF C9 C9 C 0 1 Y N N 12.552 22.558 77.338 -2.843 -1.536 -2.262 C9 IZF 28 IZF C10 C10 C 0 1 Y N N 12.947 23.551 76.336 -2.364 -1.817 -3.528 C10 IZF 29 IZF C27 C27 C 0 1 N N N 16.884 19.385 74.509 4.791 -0.889 0.895 C27 IZF 30 IZF C18 C18 C 0 1 N N N 16.993 20.472 75.576 3.385 -0.390 0.556 C18 IZF 31 IZF O3 O3 O 0 1 N N N 15.355 20.690 78.789 0.065 -2.463 2.057 O3 IZF 32 IZF CL1 CL1 CL 0 0 N N N 16.249 17.264 83.370 -4.506 3.565 -0.970 CL1 IZF 33 IZF C4 C4 C 0 1 N N N 16.611 18.016 75.124 5.828 0.024 0.238 C4 IZF 34 IZF C5 C5 C 0 1 N N N 16.580 16.924 74.061 7.234 -0.474 0.577 C5 IZF 35 IZF C32 C32 C 0 1 Y N N 18.056 16.254 72.231 9.423 -0.111 0.298 C32 IZF 36 IZF C33 C33 C 0 1 Y N N 17.059 15.408 71.580 9.526 -1.239 1.095 C33 IZF 37 IZF C34 C34 C 0 1 Y N N 17.294 14.916 70.222 10.768 -1.739 1.437 C34 IZF 38 IZF C35 C35 C 0 1 Y N N 18.524 15.268 69.523 11.921 -1.125 0.984 C35 IZF 39 IZF C36 C36 C 0 1 Y N N 19.516 16.111 70.179 11.842 0.000 0.180 C36 IZF 40 IZF C37 C37 C 0 1 Y N N 19.275 16.605 71.535 10.586 0.517 -0.173 C37 IZF 41 IZF C38 C38 C 0 1 N N N 20.297 17.488 72.211 10.490 1.712 -1.026 C38 IZF 42 IZF O11 O11 O 0 1 N N N 21.476 17.034 72.417 10.439 1.593 -2.234 O11 IZF 43 IZF O4 O4 O 0 1 N N N 19.920 18.619 72.664 10.458 2.938 -0.467 O4 IZF 44 IZF C39 C39 C 0 1 N N N 20.806 19.324 73.386 10.363 4.117 -1.309 C39 IZF 45 IZF O14 O14 O 0 1 N N N 20.657 16.422 69.545 12.975 0.601 -0.263 O14 IZF 46 IZF O5 O5 O 0 1 N N N 17.850 16.697 73.478 8.203 0.378 -0.036 O5 IZF 47 IZF H1 H1 H 0 1 N N N 18.620 17.252 82.992 -6.839 3.412 0.047 H1 IZF 48 IZF H2C1 1H2C H 0 0 N N N 20.328 18.413 81.924 -7.498 2.154 2.445 H2C1 IZF 49 IZF H2C2 2H2C H 0 0 N N N 20.381 17.274 80.545 -8.681 3.049 1.458 H2C2 IZF 50 IZF H4 H4 H 0 1 N N N 21.709 14.758 83.148 -9.182 -0.409 -0.281 H4 IZF 51 IZF H12 H12 H 0 1 N N N 18.958 16.786 79.278 -6.451 0.405 2.144 H12 IZF 52 IZF H13 H13 H 0 1 N N N 16.952 17.128 77.738 -4.274 -0.525 2.820 H13 IZF 53 IZF H15 H15 H 0 1 N N N 14.333 17.568 81.254 -2.299 2.156 0.155 H15 IZF 54 IZF H211 1H21 H 0 0 N N N 13.532 16.824 78.769 -1.879 -0.159 2.973 H211 IZF 55 IZF H212 2H21 H 0 0 N N N 14.619 17.424 77.444 -1.055 0.958 1.859 H212 IZF 56 IZF H22 H22 H 0 1 N N N 13.528 19.224 79.690 -1.492 -0.662 -0.011 H22 IZF 57 IZF H45 H45 H 0 1 N N N 12.591 18.995 76.983 -2.297 -2.712 1.946 H45 IZF 58 IZF H231 1H23 H 0 0 N N N 15.828 21.827 76.761 2.472 -2.320 0.842 H231 IZF 59 IZF H232 2H23 H 0 0 N N N 15.074 21.362 75.154 2.486 -1.292 2.294 H232 IZF 60 IZF H11 H11 H 0 1 N N N 14.286 19.358 76.191 0.887 -0.039 0.333 H11 IZF 61 IZF H24 H24 H 0 1 N N N 11.184 22.264 73.577 -2.344 -5.186 -3.362 H24 IZF 62 IZF H26 H26 H 0 1 N N N 12.738 24.175 74.223 -1.815 -3.349 -4.914 H26 IZF 63 IZF H7 H7 H 0 1 N N N 10.504 20.535 75.320 -3.190 -4.685 -1.104 H7 IZF 64 IZF H9 H9 H 0 1 N N N 12.918 22.637 78.351 -2.982 -0.510 -1.953 H9 IZF 65 IZF H10 H10 H 0 1 N N N 13.606 24.362 76.609 -2.132 -1.011 -4.209 H10 IZF 66 IZF H271 1H27 H 0 0 N N N 17.841 19.335 73.970 4.915 -1.906 0.524 H271 IZF 67 IZF H272 2H27 H 0 0 N N N 16.057 19.638 73.830 4.930 -0.877 1.976 H272 IZF 68 IZF H181 1H18 H 0 0 N N N 17.479 20.019 76.453 3.261 0.627 0.928 H181 IZF 69 IZF H182 2H18 H 0 0 N N N 17.570 21.308 75.155 3.246 -0.401 -0.525 H182 IZF 70 IZF H4C1 1H4C H 0 0 N N N 15.629 18.047 75.618 5.704 1.042 0.610 H4C1 IZF 71 IZF H4C2 2H4C H 0 0 N N N 17.408 17.786 75.846 5.689 0.013 -0.843 H4C2 IZF 72 IZF H5C1 1H5C H 0 0 N N N 15.898 17.252 73.263 7.358 -1.492 0.206 H5C1 IZF 73 IZF H5C2 2H5C H 0 0 N N N 16.241 15.989 74.532 7.373 -0.463 1.658 H5C2 IZF 74 IZF H33 H33 H 0 1 N N N 16.150 15.146 72.100 8.632 -1.727 1.455 H33 IZF 75 IZF H34 H34 H 0 1 N N N 16.557 14.293 69.738 10.839 -2.617 2.063 H34 IZF 76 IZF H35 H35 H 0 1 N N N 18.700 14.905 68.521 12.887 -1.525 1.257 H35 IZF 77 IZF H391 1H39 H 0 0 N N N 21.086 18.752 74.283 11.222 4.156 -1.979 H391 IZF 78 IZF H392 2H39 H 0 0 N N N 20.355 20.281 73.687 9.446 4.071 -1.896 H392 IZF 79 IZF H393 3H39 H 0 0 N N N 21.703 19.517 72.780 10.350 5.010 -0.683 H393 IZF 80 IZF H14 H14 H 0 1 N N N 20.492 16.495 68.612 13.218 1.263 0.399 H14 IZF 81 # 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 IZF C1 C2 SING N N 1 IZF C1 S5 SING N N 2 IZF C1 C11 SING N N 3 IZF C1 H1 SING N N 4 IZF C2 C3 SING N N 5 IZF C2 H2C1 SING N N 6 IZF C2 H2C2 SING N N 7 IZF C3 N4 SING N N 8 IZF C3 O9 DOUB N N 9 IZF N4 S5 SING N N 10 IZF N4 H4 SING N N 11 IZF S5 O6 DOUB N N 12 IZF S5 O7 DOUB N N 13 IZF C11 C12 DOUB Y N 14 IZF C11 C16 SING Y N 15 IZF C12 C13 SING Y N 16 IZF C12 H12 SING N N 17 IZF C13 C14 DOUB Y N 18 IZF C13 H13 SING N N 19 IZF C14 C15 SING Y N 20 IZF C14 C21 SING N N 21 IZF C15 C16 DOUB Y N 22 IZF C15 H15 SING N N 23 IZF C16 CL1 SING N N 24 IZF C21 C22 SING N N 25 IZF C21 H211 SING N N 26 IZF C21 H212 SING N N 27 IZF C22 N45 SING N N 28 IZF C22 C25 SING N N 29 IZF C22 H22 SING N N 30 IZF N45 S1 SING N N 31 IZF N45 H45 SING N N 32 IZF S1 O1 DOUB N N 33 IZF S1 O2 DOUB N N 34 IZF S1 C8 SING N N 35 IZF C23 N11 SING N N 36 IZF C23 C18 SING N N 37 IZF C23 H231 SING N N 38 IZF C23 H232 SING N N 39 IZF N11 C25 SING N N 40 IZF N11 H11 SING N N 41 IZF C25 O3 DOUB N N 42 IZF C24 C26 DOUB Y N 43 IZF C24 C7 SING Y N 44 IZF C24 H24 SING N N 45 IZF C26 C10 SING Y N 46 IZF C26 H26 SING N N 47 IZF C7 C8 DOUB Y N 48 IZF C7 H7 SING N N 49 IZF C8 C9 SING Y N 50 IZF C9 C10 DOUB Y N 51 IZF C9 H9 SING N N 52 IZF C10 H10 SING N N 53 IZF C27 C18 SING N N 54 IZF C27 C4 SING N N 55 IZF C27 H271 SING N N 56 IZF C27 H272 SING N N 57 IZF C18 H181 SING N N 58 IZF C18 H182 SING N N 59 IZF C4 C5 SING N N 60 IZF C4 H4C1 SING N N 61 IZF C4 H4C2 SING N N 62 IZF C5 O5 SING N N 63 IZF C5 H5C1 SING N N 64 IZF C5 H5C2 SING N N 65 IZF C32 C33 DOUB Y N 66 IZF C32 C37 SING Y N 67 IZF C32 O5 SING N N 68 IZF C33 C34 SING Y N 69 IZF C33 H33 SING N N 70 IZF C34 C35 DOUB Y N 71 IZF C34 H34 SING N N 72 IZF C35 C36 SING Y N 73 IZF C35 H35 SING N N 74 IZF C36 C37 DOUB Y N 75 IZF C36 O14 SING N N 76 IZF C37 C38 SING N N 77 IZF C38 O11 DOUB N N 78 IZF C38 O4 SING N N 79 IZF O4 C39 SING N N 80 IZF C39 H391 SING N N 81 IZF C39 H392 SING N N 82 IZF C39 H393 SING N N 83 IZF O14 H14 SING N N 84 # 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 IZF SMILES ACDLabs 10.04 "O=C4NS(=O)(=O)C(c1ccc(cc1Cl)CC(C(=O)NCCCCCOc2cccc(O)c2C(=O)OC)NS(=O)(=O)c3ccccc3)C4" IZF SMILES_CANONICAL CACTVS 3.341 "COC(=O)c1c(O)cccc1OCCCCCNC(=O)[C@H](Cc2ccc([C@@H]3CC(=O)N[S]3(=O)=O)c(Cl)c2)N[S](=O)(=O)c4ccccc4" IZF SMILES CACTVS 3.341 "COC(=O)c1c(O)cccc1OCCCCCNC(=O)[CH](Cc2ccc([CH]3CC(=O)N[S]3(=O)=O)c(Cl)c2)N[S](=O)(=O)c4ccccc4" IZF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)c1c(cccc1OCCCCCNC(=O)[C@H](Cc2ccc(c(c2)Cl)[C@@H]3CC(=O)NS3(=O)=O)NS(=O)(=O)c4ccccc4)O" IZF SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)c1c(cccc1OCCCCCNC(=O)C(Cc2ccc(c(c2)Cl)C3CC(=O)NS3(=O)=O)NS(=O)(=O)c4ccccc4)O" IZF InChI InChI 1.03 ;InChI=1S/C31H34ClN3O10S2/c1-44-31(39)29-25(36)11-8-12-26(29)45-16-7-3-6-15-33-30(38)24(34-46(40,41)21-9-4-2-5-10-21)18-20-13-14-22(23(32)17-20)27-19-28(37)35-47(27,42)43/h2,4-5,8-14,17,24,27,34,36H,3,6-7,15-16,18-19H2,1H3,(H,33,38)(H,35,37)/t24-,27-/m0/s1 ; IZF InChIKey InChI 1.03 LZJDVHWALQMKBR-IGKIAQTJSA-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 IZF "SYSTEMATIC NAME" ACDLabs 10.04 "methyl 2-{[5-({3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]-N-(phenylsulfonyl)-L-phenylalanyl}amino)pentyl]oxy}-6-hydroxybenzoate" IZF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 2-[5-[[(2S)-3-[3-chloro-4-[(5S)-1,1,3-trioxo-1,2-thiazolidin-5-yl]phenyl]-2-(phenylsulfonylamino)propanoyl]amino]pentoxy]-6-hydroxy-benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IZF "Create component" 2006-05-21 EBI IZF "Modify descriptor" 2011-06-04 RCSB #