data_F17
# 
_chem_comp.id                                    F17 
_chem_comp.name                                  N-{[4-(1,1-DIOXIDO-3-OXO-2,3-DIHYDROISOTHIAZOL-5-YL)PHENYL]ACETYL}-L-PHENYLALANYL-4-(1,1-DIOXIDO-3-OXO-2,3-DIHYDROISOTHIAZOL-5-YL)-L-PHENYLALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H29 N5 O9 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ISOTHIAZOLIDANONE ANALOGUE" 
_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                        691.731 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F17 
_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        2CMB 
_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 
F17 C1   C1   C 0 1 Y N N 12.109 34.775 14.654 -4.516 -1.221 1.651  C1   F17 1  
F17 C2   C2   C 0 1 Y N N 11.489 34.839 13.400 -5.602 -0.666 0.967  C2   F17 2  
F17 C3   C3   C 0 1 Y N N 12.252 35.100 12.253 -5.609 0.701  0.673  C3   F17 3  
F17 C4   C4   C 0 1 Y N N 13.637 35.289 12.359 -4.550 1.492  1.065  C4   F17 4  
F17 C5   C5   C 0 1 Y N N 14.258 35.214 13.613 -3.477 0.934  1.737  C5   F17 5  
F17 C6   C6   C 0 1 Y N N 13.493 34.963 14.760 -3.462 -0.418 2.031  C6   F17 6  
F17 C20  C20  C 0 1 N N N 15.763 35.387 13.728 -2.320 1.805  2.157  C20  F17 7  
F17 C21  C21  C 0 1 N N N 16.228 33.922 13.655 -1.288 1.833  1.059  C21  F17 8  
F17 O24  O24  O 0 1 N N N 15.628 33.043 14.272 -1.473 1.208  0.036  O24  F17 9  
F17 N25  N25  N 0 1 N N N 17.309 33.669 12.915 -0.160 2.554  1.213  N25  F17 10 
F17 C26  C26  C 0 1 N N S 17.829 32.293 12.913 0.844  2.581  0.146  C26  F17 11 
F17 C27  C27  C 0 1 N N N 19.207 32.386 13.531 2.195  2.894  0.735  C27  F17 12 
F17 O30  O30  O 0 1 N N N 20.039 33.174 13.087 2.309  3.076  1.928  O30  F17 13 
F17 N31  N31  N 0 1 N N N 19.448 31.581 14.573 3.277  2.971  -0.065 N31  F17 14 
F17 C32  C32  C 0 1 N N S 20.790 31.663 15.150 4.591  3.275  0.507  C32  F17 15 
F17 C33  C33  C 0 1 N N N 21.820 30.732 14.494 4.753  4.768  0.628  C33  F17 16 
F17 O34  O34  O 0 1 N N N 22.945 31.149 14.201 3.859  5.506  0.271  O34  F17 17 
F17 C35  C35  C 0 1 N N N 20.633 31.344 16.641 5.686  2.715  -0.403 C35  F17 18 
F17 N40  N40  N 0 1 N N N 21.405 29.475 14.297 5.891  5.284  1.133  N40  F17 19 
F17 C43  C43  C 0 1 Y N N 18.538 30.345 11.418 -0.821 3.280  -1.554 C43  F17 20 
F17 C46  C46  C 0 1 Y N N 17.744 29.230 11.719 -2.027 3.696  -1.022 C46  F17 21 
F17 C47  C47  C 0 1 Y N N 18.291 27.944 11.666 -3.213 3.351  -1.643 C47  F17 22 
F17 C48  C48  C 0 1 Y N N 19.637 27.792 11.310 -3.192 2.589  -2.797 C48  F17 23 
F17 C49  C49  C 0 1 Y N N 20.442 28.896 11.007 -1.986 2.174  -3.329 C49  F17 24 
F17 C50  C50  C 0 1 Y N N 19.884 30.179 11.063 -0.800 2.523  -2.710 C50  F17 25 
F17 C7   C7   C 0 1 N N N 17.932 31.753 11.479 0.471  3.656  -0.877 C7   F17 26 
F17 C71  C71  C 0 1 N N N 25.490 31.534 19.798 5.357  -3.024 -0.491 C71  F17 27 
F17 C72  C72  C 0 1 N N N 26.849 31.224 19.510 4.650  -3.818 -1.328 C72  F17 28 
F17 C73  C73  C 0 1 N N N 27.561 31.330 20.821 4.779  -5.237 -1.087 C73  F17 29 
F17 N74  N74  N 0 1 N N N 26.844 31.678 21.906 5.575  -5.628 -0.074 N74  F17 30 
F17 S75  S75  S 0 1 N N N 25.342 31.885 21.474 6.167  -4.202 0.571  S75  F17 31 
F17 O67  O67  O 0 1 N N N 24.918 33.226 21.693 7.554  -4.157 0.265  O67  F17 32 
F17 O77  O77  O 0 1 N N N 24.474 30.943 22.114 5.578  -4.056 1.856  O77  F17 33 
F17 O78  O78  O 0 1 N N N 28.758 31.054 20.870 4.190  -6.050 -1.775 O78  F17 34 
F17 C61  C61  C 0 1 Y N N 24.265 31.495 18.961 5.442  -1.554 -0.469 C61  F17 35 
F17 C62  C62  C 0 1 Y N N 23.673 30.264 18.662 4.727  -0.795 -1.400 C62  F17 36 
F17 C63  C63  C 0 1 Y N N 22.498 30.217 17.906 4.811  0.581  -1.373 C63  F17 37 
F17 C64  C64  C 0 1 Y N N 21.911 31.400 17.447 5.599  1.211  -0.426 C64  F17 38 
F17 C65  C65  C 0 1 Y N N 22.504 32.637 17.738 6.314  0.466  0.497  C65  F17 39 
F17 C66  C66  C 0 1 Y N N 23.684 32.686 18.498 6.236  -0.911 0.485  C66  F17 40 
F17 C8   C8   C 0 1 N N N 7.975  33.663 12.900 -8.133 -3.390 0.222  C8   F17 41 
F17 C9   C9   C 0 1 N N N 9.415  33.363 12.839 -6.903 -2.846 0.749  C9   F17 42 
F17 C10  C10  C 0 1 N N N 10.014 34.597 13.278 -6.731 -1.517 0.557  C10  F17 43 
F17 S1   S1   S 0 1 N N N 8.884  35.751 13.639 -8.217 -1.054 -0.308 S1   F17 44 
F17 N1   N1   N 0 1 N N N 7.552  34.905 13.310 -8.976 -2.543 -0.398 N1   F17 45 
F17 O1   O1   O 0 1 N N N 7.244  32.740 12.547 -8.398 -4.573 0.335  O1   F17 46 
F17 O2   O2   O 0 1 N N N 9.012  36.890 12.777 -8.986 -0.254 0.579  O2   F17 47 
F17 O3   O3   O 0 1 N N N 8.947  36.120 15.023 -7.823 -0.714 -1.630 O3   F17 48 
F17 H1   H1   H 0 1 N N N 11.521 34.581 15.539 -4.503 -2.276 1.881  H1   F17 49 
F17 H3   H3   H 0 1 N N N 11.772 35.155 11.287 -6.444 1.137  0.145  H3   F17 50 
F17 H4   H4   H 0 1 N N N 14.224 35.492 11.476 -4.554 2.548  0.839  H4   F17 51 
F17 H6   H6   H 0 1 N N N 13.971 34.914 15.727 -2.622 -0.845 2.560  H6   F17 52 
F17 H201 1H20 H 0 0 N N N 16.089 35.920 14.633 -1.873 1.403  3.065  H201 F17 53 
F17 H202 2H20 H 0 0 N N N 16.179 36.001 12.916 -2.678 2.818  2.345  H202 F17 54 
F17 H25  H25  H 0 1 N N N 17.750 34.390 12.380 -0.012 3.054  2.031  H25  F17 55 
F17 H26  H26  H 0 1 N N N 17.168 31.610 13.467 0.878  1.608  -0.346 H26  F17 56 
F17 H31  H31  H 0 1 N N N 18.752 30.961 14.935 3.186  2.825  -1.020 H31  F17 57 
F17 H32  H32  H 0 1 N N N 21.194 32.671 14.975 4.671  2.820  1.495  H32  F17 58 
F17 H351 1H35 H 0 0 N N N 20.275 30.305 16.699 5.552  3.102  -1.413 H351 F17 59 
F17 H352 2H35 H 0 0 N N N 19.937 32.081 17.068 6.662  3.017  -0.025 H352 F17 60 
F17 H401 1H40 H 0 0 N N N 21.951 28.744 13.888 5.995  6.245  1.210  H401 F17 61 
F17 H402 2H40 H 0 0 N N N 20.464 29.380 14.622 6.604  4.694  1.422  H402 F17 62 
F17 H46  H46  H 0 1 N N N 16.708 29.364 11.992 -2.043 4.291  -0.121 H46  F17 63 
F17 H47  H47  H 0 1 N N N 17.684 27.081 11.896 -4.155 3.675  -1.227 H47  F17 64 
F17 H48  H48  H 0 1 N N N 20.063 26.801 11.268 -4.118 2.319  -3.282 H48  F17 65 
F17 H49  H49  H 0 1 N N N 21.478 28.760 10.734 -1.970 1.578  -4.230 H49  F17 66 
F17 H50  H50  H 0 1 N N N 20.491 31.042 10.832 0.142  2.198  -3.127 H50  F17 67 
F17 H7C1 1H7C H 0 0 N N N 18.595 32.426 10.916 0.350  4.613  -0.369 H7C1 F17 68 
F17 H7C2 2H7C H 0 0 N N N 16.920 31.714 11.049 1.262  3.738  -1.622 H7C2 F17 69 
F17 H72  H72  H 0 1 N N N 27.274 30.967 18.551 4.032  -3.420 -2.119 H72  F17 70 
F17 H74  H74  H 0 1 N N N 27.204 31.787 22.832 5.765  -6.534 0.215  H74  F17 71 
F17 H62  H62  H 0 1 N N N 24.124 29.349 19.015 4.111  -1.285 -2.140 H62  F17 72 
F17 H63  H63  H 0 1 N N N 22.043 29.265 17.676 4.259  1.169  -2.092 H63  F17 73 
F17 H65  H65  H 0 1 N N N 22.054 33.551 17.378 6.927  0.965  1.232  H65  F17 74 
F17 H66  H66  H 0 1 N N N 24.143 33.637 18.725 6.791  -1.490 1.208  H66  F17 75 
F17 H9   H9   H 0 1 N N N 9.901  32.446 12.540 -6.172 -3.455 1.260  H9   F17 76 
F17 HA   HA   H 0 1 N N N 6.606  35.221 13.389 -9.833 -2.749 -0.803 HA   F17 77 
# 
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 
F17 C1  C2   DOUB Y N 1  
F17 C1  C6   SING Y N 2  
F17 C1  H1   SING N N 3  
F17 C2  C3   SING Y N 4  
F17 C2  C10  SING N N 5  
F17 C3  C4   DOUB Y N 6  
F17 C3  H3   SING N N 7  
F17 C4  C5   SING Y N 8  
F17 C4  H4   SING N N 9  
F17 C5  C6   DOUB Y N 10 
F17 C5  C20  SING N N 11 
F17 C6  H6   SING N N 12 
F17 C20 C21  SING N N 13 
F17 C20 H201 SING N N 14 
F17 C20 H202 SING N N 15 
F17 C21 O24  DOUB N N 16 
F17 C21 N25  SING N N 17 
F17 N25 C26  SING N N 18 
F17 N25 H25  SING N N 19 
F17 C26 C27  SING N N 20 
F17 C26 C7   SING N N 21 
F17 C26 H26  SING N N 22 
F17 C27 O30  DOUB N N 23 
F17 C27 N31  SING N N 24 
F17 N31 C32  SING N N 25 
F17 N31 H31  SING N N 26 
F17 C32 C33  SING N N 27 
F17 C32 C35  SING N N 28 
F17 C32 H32  SING N N 29 
F17 C33 O34  DOUB N N 30 
F17 C33 N40  SING N N 31 
F17 C35 C64  SING N N 32 
F17 C35 H351 SING N N 33 
F17 C35 H352 SING N N 34 
F17 N40 H401 SING N N 35 
F17 N40 H402 SING N N 36 
F17 C43 C46  DOUB Y N 37 
F17 C43 C50  SING Y N 38 
F17 C43 C7   SING N N 39 
F17 C46 C47  SING Y N 40 
F17 C46 H46  SING N N 41 
F17 C47 C48  DOUB Y N 42 
F17 C47 H47  SING N N 43 
F17 C48 C49  SING Y N 44 
F17 C48 H48  SING N N 45 
F17 C49 C50  DOUB Y N 46 
F17 C49 H49  SING N N 47 
F17 C50 H50  SING N N 48 
F17 C7  H7C1 SING N N 49 
F17 C7  H7C2 SING N N 50 
F17 C71 C72  DOUB N N 51 
F17 C71 S75  SING N N 52 
F17 C71 C61  SING N N 53 
F17 C72 C73  SING N N 54 
F17 C72 H72  SING N N 55 
F17 C73 N74  SING N N 56 
F17 C73 O78  DOUB N N 57 
F17 N74 S75  SING N N 58 
F17 N74 H74  SING N N 59 
F17 S75 O67  DOUB N N 60 
F17 S75 O77  DOUB N N 61 
F17 C61 C62  DOUB Y N 62 
F17 C61 C66  SING Y N 63 
F17 C62 C63  SING Y N 64 
F17 C62 H62  SING N N 65 
F17 C63 C64  DOUB Y N 66 
F17 C63 H63  SING N N 67 
F17 C64 C65  SING Y N 68 
F17 C65 C66  DOUB Y N 69 
F17 C65 H65  SING N N 70 
F17 C66 H66  SING N N 71 
F17 C8  C9   SING N N 72 
F17 C8  N1   SING N N 73 
F17 C8  O1   DOUB N N 74 
F17 C9  C10  DOUB N N 75 
F17 C9  H9   SING N N 76 
F17 C10 S1   SING N N 77 
F17 S1  N1   SING N N 78 
F17 S1  O2   DOUB N N 79 
F17 S1  O3   DOUB N N 80 
F17 N1  HA   SING N N 81 
# 
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 
F17 SMILES           ACDLabs              10.04 O=C5C=C(c1ccc(cc1)CC(=O)NC(C(=O)NC(C(=O)N)Cc3ccc(C2=CC(=O)NS2(=O)=O)cc3)Cc4ccccc4)S(=O)(=O)N5 
F17 InChI            InChI                1.02b 
;InChI=1/C32H29N5O9S2/c33-31(41)24(14-20-6-10-22(11-7-20)26-17-29(39)36-47(26,43)44)35-32(42)25(15-19-4-2-1-3-5-19)34-28(38)16-21-8-12-23(13-9-21)27-18-30(40)37-48(27,45)46/h1-13,17-18,24-25H,14-16H2,(H2,33,41)(H,34,38)(H,35,42)(H,36,39)(H,37,40)/t24-,25-/m0/s1/f/h34-37H,33H2
;
F17 InChIKey         InChI                1.02b UFODMKCMIALWNE-WSBITLKGDF 
F17 SMILES_CANONICAL CACTVS               3.341 NC(=O)[C@H](Cc1ccc(cc1)C2=CC(=O)N[S]2(=O)=O)NC(=O)[C@H](Cc3ccccc3)NC(=O)Cc4ccc(cc4)C5=CC(=O)N[S]5(=O)=O 
F17 SMILES           CACTVS               3.341 NC(=O)[CH](Cc1ccc(cc1)C2=CC(=O)N[S]2(=O)=O)NC(=O)[CH](Cc3ccccc3)NC(=O)Cc4ccc(cc4)C5=CC(=O)N[S]5(=O)=O 
F17 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H](C(=O)N[C@@H](Cc2ccc(cc2)C3=CC(=O)NS3(=O)=O)C(=O)N)NC(=O)Cc4ccc(cc4)C5=CC(=O)NS5(=O)=O 
F17 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)NC(Cc2ccc(cc2)C3=CC(=O)NS3(=O)=O)C(=O)N)NC(=O)Cc4ccc(cc4)C5=CC(=O)NS5(=O)=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 
F17 "SYSTEMATIC NAME" ACDLabs              10.04 N-{[4-(1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)phenyl]acetyl}-L-phenylalanyl-4-(1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide              
F17 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(2S)-1-amino-1-oxo-3-[4-(1,1,3-trioxo-1,2-thiazol-5-yl)phenyl]propan-2-yl]-3-phenyl-2-[2-[4-(1,1,3-trioxo-1,2-thiazol-5-yl)phenyl]ethanoylamino]propanamide 
# 
