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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h33,35H
;
IZF InChIKey         InChI                1.02b LZJDVHWALQMKBR-FRYTUOEQDO 
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 
# 
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" 
# 
