data_IZD
# 
_chem_comp.id                                    IZD 
_chem_comp.name                                  "ISOTHIAZOLIDINONE ANALOG" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H26 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        486.541 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IZD 
_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        2CM7 
_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 
IZD C1   C1   C 0 1 N N S 16.756 -1.422  -0.490  -3.010  1.458  -3.642 C1   IZD 1  
IZD C2   C2   C 0 1 N N N 17.478 -1.942  0.713   -3.519  1.542  -5.093 C2   IZD 2  
IZD C3   C3   C 0 1 N N N 16.920 -1.276  1.938   -3.945  0.133  -5.453 C3   IZD 3  
IZD N4   N4   N 0 1 N N N 15.713 -0.712  1.769   -4.408  -0.542 -4.279 N4   IZD 4  
IZD S5   S5   S 0 1 N N N 15.088 -1.118  0.111   -4.122  0.324  -2.809 S5   IZD 5  
IZD O6   O6   O 0 1 N N N 14.330 0.128   -0.688  -3.369  -0.507 -1.894 O6   IZD 6  
IZD O7   O7   O 0 1 N N N 14.269 -2.545  0.098   -5.340  1.004  -2.421 O7   IZD 7  
IZD O9   O9   O 0 1 N N N 17.486 -1.229  3.025   -3.909  -0.354 -6.571 O9   IZD 8  
IZD C11  C11  C 0 1 Y N N 16.754 -2.292  -1.738  -2.907  2.722  -2.832 C11  IZD 9  
IZD C12  C12  C 0 1 Y N N 16.802 -3.755  -1.628  -2.005  2.800  -1.772 C12  IZD 10 
IZD C13  C13  C 0 1 Y N N 16.791 -4.571  -2.847  -1.910  3.972  -1.022 C13  IZD 11 
IZD C14  C14  C 0 1 Y N N 16.721 -3.907  -4.169  -2.719  5.051  -1.341 C14  IZD 12 
IZD C15  C15  C 0 1 Y N N 16.708 -2.454  -4.263  -3.621  4.988  -2.392 C15  IZD 13 
IZD C16  C16  C 0 1 Y N N 16.719 -1.648  -3.055  -3.715  3.816  -3.142 C16  IZD 14 
IZD C21  C21  C 0 1 N N N 16.700 -4.724  -5.423  -2.615  6.320  -0.530 C21  IZD 15 
IZD C22  C22  C 0 1 N N S 17.902 -4.440  -6.327  -3.568  6.335  0.670  C22  IZD 16 
IZD C25  C25  C 0 1 N N N 19.144 -5.035  -5.714  -3.120  7.372  1.690  C25  IZD 17 
IZD O26  O26  O 0 1 N N N 19.878 -4.381  -4.991  -3.457  8.553  1.657  O26  IZD 18 
IZD N27  N27  N 0 1 N N N 19.379 -6.329  -5.924  -2.333  6.835  2.687  N27  IZD 19 
IZD N45  N45  N 0 1 N N N 17.633 -5.026  -7.645  -4.922  6.671  0.289  N45  IZD 20 
IZD C47  C47  C 0 1 N N N 18.470 -4.657  -8.611  -6.009  5.844  0.532  C47  IZD 21 
IZD C48  C48  C 0 1 N N S 18.269 -5.261  -9.980  -7.304  6.424  -0.026 C48  IZD 22 
IZD O49  O49  O 0 1 N N N 19.369 -3.864  -8.387  -5.952  4.750  1.089  O49  IZD 23 
IZD N51  N51  N 0 1 N N N 18.306 -4.225  -11.026 -8.080  5.322  -0.536 N51  IZD 24 
IZD C4   C4   C 0 1 N N N 19.373 -6.275  -10.250 -8.051  7.205  1.062  C4   IZD 25 
IZD C5   C5   C 0 1 Y N N 19.012 -7.261  -11.320 -9.073  8.161  0.496  C5   IZD 26 
IZD C30  C30  C 0 1 Y N N 18.332 -8.513  -10.958 -8.694  9.459  0.194  C30  IZD 27 
IZD C31  C31  C 0 1 Y N N 17.981 -9.478  -11.996 -9.639  10.343 -0.328 C31  IZD 28 
IZD C6   C6   C 0 1 Y N N 18.305 -9.193  -13.404 -10.950 9.916  -0.542 C6   IZD 29 
IZD C33  C33  C 0 1 Y N N 18.990 -7.943  -13.770 -11.316 8.606  -0.233 C33  IZD 30 
IZD C34  C34  C 0 1 Y N N 19.347 -6.978  -12.729 -10.371 7.723  0.289  C34  IZD 31 
IZD C67  C67  C 0 1 N N N 17.195 -3.871  -11.678 -7.940  4.823  -1.819 C67  IZD 32 
IZD O70  O70  O 0 1 N N N 16.103 -4.390  -11.395 -7.164  5.232  -2.676 O70  IZD 33 
IZD C71  C71  C 0 1 N N N 17.284 -2.871  -12.818 -8.845  3.678  -2.132 C71  IZD 34 
IZD H1   H1   H 0 1 N N N 17.206 -0.438  -0.760  -2.025  0.975  -3.634 H1   IZD 35 
IZD H2C1 1H2C H 0 0 N N N 18.584 -1.824  0.630   -2.736  1.895  -5.769 H2C1 IZD 36 
IZD H2C2 2H2C H 0 0 N N N 17.446 -3.055  0.781   -4.390  2.200  -5.178 H2C2 IZD 37 
IZD H4   H4   H 0 1 N N N 15.224 -0.145  2.462   -4.445  -1.568 -4.273 H4   IZD 38 
IZD H12  H12  H 0 1 N N N 16.846 -4.237  -0.637  -1.371  1.953  -1.524 H12  IZD 39 
IZD H13  H13  H 0 1 N N N 16.834 -5.671  -2.780  -1.204  4.025  -0.197 H13  IZD 40 
IZD H15  H15  H 0 1 N N N 16.690 -1.965  -5.252  -4.254  5.836  -2.641 H15  IZD 41 
IZD H16  H16  H 0 1 N N N 16.701 -0.548  -3.128  -4.421  3.764  -3.967 H16  IZD 42 
IZD H211 1H21 H 0 0 N N N 15.741 -4.587  -5.975  -1.579  6.460  -0.194 H211 IZD 43 
IZD H212 2H21 H 0 0 N N N 16.620 -5.812  -5.192  -2.821  7.170  -1.194 H212 IZD 44 
IZD H22  H22  H 0 1 N N N 18.033 -3.338  -6.432  -3.613  5.353  1.155  H22  IZD 45 
IZD H271 1H27 H 0 0 N N N 20.219 -6.732  -5.509  -1.998  7.444  3.427  H271 IZD 46 
IZD H272 2H27 H 0 0 N N N 18.765 -6.876  -6.528  -2.077  5.853  2.708  H272 IZD 47 
IZD H45  H45  H 0 1 N N N 16.859 -5.670  -7.809  -5.085  7.557  -0.180 H45  IZD 48 
IZD H48  H48  H 0 1 N N N 17.281 -5.778  -10.011 -7.069  7.064  -0.885 H48  IZD 49 
IZD H51  H51  H 0 1 N N N 19.191 -3.772  -11.255 -8.766  4.889  0.079  H51  IZD 50 
IZD H4C1 1H4C H 0 0 N N N 19.672 -6.797  -9.311  -7.339  7.755  1.692  H4C1 IZD 51 
IZD H4C2 2H4C H 0 0 N N N 20.335 -5.763  -10.488 -8.565  6.515  1.744  H4C2 IZD 52 
IZD H30  H30  H 0 1 N N N 18.087 -8.723  -9.903  -7.676  9.801  0.358  H30  IZD 53 
IZD H31  H31  H 0 1 N N N 17.474 -10.419 -11.726 -9.354  11.363 -0.568 H31  IZD 54 
IZD H6   H6   H 0 1 N N N 18.033 -9.920  -14.188 -11.685 10.604 -0.949 H6   IZD 55 
IZD H33  H33  H 0 1 N N N 19.234 -7.734  -14.825 -12.336 8.274  -0.400 H33  IZD 56 
IZD H34  H34  H 0 1 N N N 19.865 -6.042  -12.997 -10.666 6.704  0.527  H34  IZD 57 
IZD H711 1H71 H 0 0 N N N 16.357 -2.576  -13.362 -9.510  3.889  -2.985 H711 IZD 58 
IZD H712 2H71 H 0 0 N N N 18.029 -3.242  -13.560 -8.290  2.769  -2.413 H712 IZD 59 
IZD H713 3H71 H 0 0 N N N 17.787 -1.949  -12.444 -9.514  3.368  -1.313 H713 IZD 60 
# 
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 
IZD C1  C2   SING N N 1  
IZD C1  S5   SING N N 2  
IZD C1  C11  SING N N 3  
IZD C1  H1   SING N N 4  
IZD C2  C3   SING N N 5  
IZD C2  H2C1 SING N N 6  
IZD C2  H2C2 SING N N 7  
IZD C3  N4   SING N N 8  
IZD C3  O9   DOUB N N 9  
IZD N4  S5   SING N N 10 
IZD N4  H4   SING N N 11 
IZD S5  O6   DOUB N N 12 
IZD S5  O7   DOUB N N 13 
IZD C11 C12  SING Y N 14 
IZD C11 C16  DOUB Y N 15 
IZD C12 C13  DOUB Y N 16 
IZD C12 H12  SING N N 17 
IZD C13 C14  SING Y N 18 
IZD C13 H13  SING N N 19 
IZD C14 C15  DOUB Y N 20 
IZD C14 C21  SING N N 21 
IZD C15 C16  SING Y N 22 
IZD C15 H15  SING N N 23 
IZD C16 H16  SING N N 24 
IZD C21 C22  SING N N 25 
IZD C21 H211 SING N N 26 
IZD C21 H212 SING N N 27 
IZD C22 C25  SING N N 28 
IZD C22 N45  SING N N 29 
IZD C22 H22  SING N N 30 
IZD C25 O26  DOUB N N 31 
IZD C25 N27  SING N N 32 
IZD N27 H271 SING N N 33 
IZD N27 H272 SING N N 34 
IZD N45 C47  SING N N 35 
IZD N45 H45  SING N N 36 
IZD C47 C48  SING N N 37 
IZD C47 O49  DOUB N N 38 
IZD C48 N51  SING N N 39 
IZD C48 C4   SING N N 40 
IZD C48 H48  SING N N 41 
IZD N51 C67  SING N N 42 
IZD N51 H51  SING N N 43 
IZD C4  C5   SING N N 44 
IZD C4  H4C1 SING N N 45 
IZD C4  H4C2 SING N N 46 
IZD C5  C30  SING Y N 47 
IZD C5  C34  DOUB Y N 48 
IZD C30 C31  DOUB Y N 49 
IZD C30 H30  SING N N 50 
IZD C31 C6   SING Y N 51 
IZD C31 H31  SING N N 52 
IZD C6  C33  DOUB Y N 53 
IZD C6  H6   SING N N 54 
IZD C33 C34  SING Y N 55 
IZD C33 H33  SING N N 56 
IZD C34 H34  SING N N 57 
IZD C67 O70  DOUB N N 58 
IZD C67 C71  SING N N 59 
IZD C71 H711 SING N N 60 
IZD C71 H712 SING N N 61 
IZD C71 H713 SING N N 62 
# 
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 
IZD SMILES           ACDLabs              10.04 O=C3NS(=O)(=O)C(c1ccc(cc1)CC(C(=O)N)NC(=O)C(NC(=O)C)Cc2ccccc2)C3 
IZD InChI            InChI                1.02b 
InChI=1/C23H26N4O6S/c1-14(28)25-19(12-15-5-3-2-4-6-15)23(31)26-18(22(24)30)11-16-7-9-17(10-8-16)20-13-21(29)27-34(20,32)33/h2-10,18-20H,11-13H2,1H3,(H2,24,30)(H,25,28)(H,26,31)(H,27,29)/t18-,19-,20-/m0/s1/f/h25-27H,24H2 
IZD InChIKey         InChI                1.02b UILYPHAKDBTKQV-NDQDPXEVDH 
IZD SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2ccc(cc2)[C@@H]3CC(=O)N[S]3(=O)=O)C(N)=O 
IZD SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccccc1)C(=O)N[CH](Cc2ccc(cc2)[CH]3CC(=O)N[S]3(=O)=O)C(N)=O 
IZD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2ccc(cc2)[C@@H]3CC(=O)NS3(=O)=O)C(=O)N 
IZD SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccccc1)C(=O)NC(Cc2ccc(cc2)C3CC(=O)NS3(=O)=O)C(=O)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 
IZD "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-L-phenylalanyl-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]-L-phenylalaninamide                           
IZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-[[(2S)-2-acetamido-3-phenyl-propanoyl]amino]-3-[4-[(5S)-1,1,3-trioxo-1,2-thiazolidin-5-yl]phenyl]propanamide 
# 
