data_I03
# 
_chem_comp.id                                    I03 
_chem_comp.name                                  "(2S)-2-AMINO-2-BENZYL-3-HYDROXYPROPYL 3-({[(1R)-1-(4-FLUOROPHENYL)ETHYL]AMINO}CARBONYL)-5-[METHYL(METHYLSULFONYL)AMINO]BENZOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H32 F N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-[1-BENZYL-2-HYDROXY-1-(HYDROXYMETHYL)ETHYL]-N'-{[(1R)-1-(4-FLUOROPHENYL)ETHYL]-5-[N-METHYL-N-(METHYLSULFONYL)AMINO]}ISOPHTHALIMIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-25 
_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                        557.634 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I03 
_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                  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 
I03 C1   C1   C 0 1 Y N N 32.212 44.697 6.288  7.382  8.906  -0.578 C1   I03 1  
I03 C2   C2   C 0 1 Y N N 32.568 45.598 5.187  7.845  8.130  0.469  C2   I03 2  
I03 C3   C3   C 0 1 Y N N 32.513 47.044 5.278  8.213  6.808  0.285  C3   I03 3  
I03 C4   C4   C 0 1 Y N N 32.102 47.622 6.534  8.116  6.246  -0.988 C4   I03 4  
I03 C5   C5   C 0 1 Y N N 31.844 46.716 7.625  7.652  7.014  -2.056 C5   I03 5  
I03 C6   C6   C 0 1 Y N N 31.892 45.272 7.548  7.285  8.344  -1.851 C6   I03 6  
I03 C7   C7   C 0 1 N N R 33.042 45.036 3.875  7.950  8.740  1.850  C7   I03 7  
I03 N1   N1   N 0 1 N N N 32.034 44.236 3.180  6.895  9.699  2.087  N1   I03 8  
I03 C8   C8   C 0 1 N N N 31.298 44.676 2.110  5.642  9.358  2.608  C8   I03 9  
I03 C9   C9   C 0 1 Y N N 30.294 43.725 1.546  4.677  10.434 2.765  C9   I03 10 
I03 C10  C10  C 0 1 Y N N 30.461 42.283 1.407  4.746  11.558 1.941  C10  I03 11 
I03 C11  C11  C 0 1 Y N N 29.361 41.475 0.907  3.818  12.566 2.109  C11  I03 12 
I03 C12  C12  C 0 1 Y N N 28.130 42.085 0.579  2.825  12.500 3.065  C12  I03 13 
I03 C13  C13  C 0 1 Y N N 27.938 43.490 0.676  2.757  11.376 3.889  C13  I03 14 
I03 C14  C14  C 0 1 Y N N 29.037 44.295 1.157  3.682  10.343 3.739  C14  I03 15 
I03 N2   N2   N 0 1 N N N 26.702 43.986 0.295  1.738  11.283 4.885  N2   I03 16 
I03 S1   S1   S 0 1 N N N 25.919 45.156 1.106  0.233  10.576 4.419  S1   I03 17 
I03 C15  C15  C 0 1 N N N 26.201 46.716 0.285  -0.669 12.006 3.863  C15  I03 18 
I03 C16  C16  C 0 1 N N N 26.066 43.616 -0.982 1.706  12.339 5.937  C16  I03 19 
I03 O1   O1   O 0 1 N N N 31.464 45.805 1.656  5.340  8.190  2.911  O1   I03 20 
I03 O2   O2   O 0 1 N N N 26.493 45.217 2.410  -0.453 10.079 5.598  O2   I03 21 
I03 O3   O3   O 0 1 N N N 24.535 44.825 0.944  0.427  9.711  3.271  O3   I03 22 
I03 C17  C17  C 0 1 N N N 34.315 44.150 4.069  9.312  9.384  2.104  C17  I03 23 
I03 F1   F1   F 0 1 N N N 31.554 47.230 8.820  7.558  6.474  -3.278 F1   I03 24 
I03 C18  C18  C 0 1 N N N 29.423 40.040 0.640  3.891  13.761 1.231  C18  I03 25 
I03 O4   O4   O 0 1 N N N 30.283 39.423 1.472  4.407  13.435 0.014  O4   I03 26 
I03 O5   O5   O 0 1 N N N 28.781 39.484 -0.196 3.530  14.874 1.583  O5   I03 27 
I03 C19  C19  C 0 1 N N N 30.424 37.946 1.535  4.528  14.502 -0.918 C19  I03 28 
I03 C20  C20  C 0 1 N N S 31.539 37.637 2.494  5.120  14.037 -2.266 C20  I03 29 
I03 N3   N3   N 0 1 N N N 31.397 38.494 3.673  4.234  12.978 -2.792 N3   I03 30 
I03 C21  C21  C 0 1 N N N 31.234 36.215 2.892  5.054  15.212 -3.265 C21  I03 31 
I03 C22  C22  C 0 1 N N N 32.949 37.826 1.900  6.544  13.422 -2.133 C22  I03 32 
I03 C23  C23  C 0 1 Y N N 34.549 41.714 0.739  9.624  16.077 -0.794 C23  I03 33 
I03 C24  C24  C 0 1 Y N N 33.673 41.013 -0.191 8.884  15.342 0.133  C24  I03 34 
I03 C25  C25  C 0 1 Y N N 33.092 39.749 0.210  7.881  14.477 -0.303 C25  I03 35 
I03 C26  C26  C 0 1 Y N N 33.420 39.213 1.534  7.632  14.360 -1.660 C26  I03 36 
I03 C27  C27  C 0 1 Y N N 34.250 39.941 2.486  8.356  15.082 -2.593 C27  I03 37 
I03 C28  C28  C 0 1 Y N N 34.836 41.210 2.078  9.359  15.947 -2.157 C28  I03 38 
I03 O6   O6   O 0 1 N N N 32.039 35.857 3.843  3.735  15.735 -3.359 O6   I03 39 
I03 H1   H1   H 0 1 N N N 32.193 43.627 6.145  7.094  9.944  -0.428 H1   I03 40 
I03 H3   H3   H 0 1 N N N 32.771 47.667 4.434  8.576  6.203  1.111  H3   I03 41 
I03 H4   H4   H 0 1 N N N 31.992 48.690 6.652  8.401  5.211  -1.148 H4   I03 42 
I03 H6   H6   H 0 1 N N N 31.693 44.656 8.413  6.923  8.942  -2.683 H6   I03 43 
I03 H7   H7   H 0 1 N N N 33.268 45.916 3.255  7.806  7.954  2.602  H7   I03 44 
I03 HN1  HN1  H 0 1 N N N 31.871 43.305 3.507  7.068  10.656 1.797  HN1  I03 45 
I03 H10  H10  H 0 1 N N N 31.398 41.817 1.674  5.522  11.629 1.182  H10  I03 46 
I03 H12  H12  H 0 1 N N N 27.311 41.466 0.245  2.103  13.304 3.182  H12  I03 47 
I03 H14  H14  H 0 1 N N N 28.907 45.365 1.226  3.628  9.467  4.382  H14  I03 48 
I03 H151 1H15 H 0 0 N N N 26.259 47.520 1.034  -0.421 12.845 4.515  H151 I03 49 
I03 H152 2H15 H 0 0 N N N 27.146 46.669 -0.276 -0.374 12.221 2.835  H152 I03 50 
I03 H153 3H15 H 0 0 N N N 25.372 46.920 -0.408 -1.736 11.783 3.916  H153 I03 51 
I03 H161 1H16 H 0 0 N N N 24.979 43.524 -0.838 1.465  13.307 5.489  H161 I03 52 
I03 H162 2H16 H 0 0 N N N 26.272 44.393 -1.733 2.679  12.411 6.430  H162 I03 53 
I03 H163 3H16 H 0 0 N N N 26.472 42.654 -1.329 0.949  12.101 6.689  H163 I03 54 
I03 H171 1H17 H 0 0 N N N 34.770 43.942 3.090  9.214  10.464 2.260  H171 I03 55 
I03 H172 2H17 H 0 0 N N N 35.039 44.682 4.704  9.780  8.953  2.997  H172 I03 56 
I03 H173 3H17 H 0 0 N N N 34.032 43.202 4.550  10.003 9.224  1.269  H173 I03 57 
I03 H191 1H19 H 0 0 N N N 29.486 37.491 1.886  5.162  15.267 -0.459 H191 I03 58 
I03 H192 2H19 H 0 0 N N N 30.648 37.537 0.539  3.536  14.952 -1.050 H192 I03 59 
I03 HN31 1HN3 H 0 0 N N N 31.365 37.927 4.496  3.560  13.246 -3.465 HN31 I03 60 
I03 HN32 2HN3 H 0 0 N N N 32.177 39.117 3.728  4.221  12.117 -2.306 HN32 I03 61 
I03 H211 1H21 H 0 0 N N N 30.194 36.146 3.244  5.722  16.027 -2.959 H211 I03 62 
I03 H212 2H21 H 0 0 N N N 31.368 35.552 2.025  5.366  14.893 -4.266 H212 I03 63 
I03 H221 1H22 H 0 0 N N N 32.974 37.237 0.971  6.519  12.561 -1.450 H221 I03 64 
I03 H222 2H22 H 0 0 N N N 33.623 37.523 2.715  6.860  12.995 -3.096 H222 I03 65 
I03 H23  H23  H 0 1 N N N 35.003 42.642 0.425  10.405 16.751 -0.454 H23  I03 66 
I03 H28  H28  H 0 1 N N N 35.470 41.767 2.752  9.935  16.519 -2.879 H28  I03 67 
I03 H27  H27  H 0 1 N N N 34.427 39.546 3.476  8.157  14.987 -3.658 H27  I03 68 
I03 H25  H25  H 0 1 N N N 32.430 39.212 -0.453 7.310  13.909 0.426  H25  I03 69 
I03 H24  H24  H 0 1 N N N 33.460 41.430 -1.164 9.090  15.444 1.195  H24  I03 70 
I03 HO6  HO6  H 0 1 N N N 32.919 35.769 3.497  3.214  15.088 -3.861 HO6  I03 71 
# 
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 
I03 C1  C2   SING Y N 1  
I03 C1  C6   DOUB Y N 2  
I03 C1  H1   SING N N 3  
I03 C2  C7   SING N N 4  
I03 C2  C3   DOUB Y N 5  
I03 C3  C4   SING Y N 6  
I03 C3  H3   SING N N 7  
I03 C4  C5   DOUB Y N 8  
I03 C4  H4   SING N N 9  
I03 C5  C6   SING Y N 10 
I03 C5  F1   SING N N 11 
I03 C6  H6   SING N N 12 
I03 C7  N1   SING N N 13 
I03 C7  C17  SING N N 14 
I03 C7  H7   SING N N 15 
I03 N1  C8   SING N N 16 
I03 N1  HN1  SING N N 17 
I03 C8  C9   SING N N 18 
I03 C8  O1   DOUB N N 19 
I03 C9  C14  DOUB Y N 20 
I03 C9  C10  SING Y N 21 
I03 C10 C11  DOUB Y N 22 
I03 C10 H10  SING N N 23 
I03 C11 C12  SING Y N 24 
I03 C11 C18  SING N N 25 
I03 C12 C13  DOUB Y N 26 
I03 C12 H12  SING N N 27 
I03 C13 N2   SING N N 28 
I03 C13 C14  SING Y N 29 
I03 C14 H14  SING N N 30 
I03 N2  C16  SING N N 31 
I03 N2  S1   SING N N 32 
I03 S1  C15  SING N N 33 
I03 S1  O3   DOUB N N 34 
I03 S1  O2   DOUB N N 35 
I03 C15 H151 SING N N 36 
I03 C15 H152 SING N N 37 
I03 C15 H153 SING N N 38 
I03 C16 H161 SING N N 39 
I03 C16 H162 SING N N 40 
I03 C16 H163 SING N N 41 
I03 C17 H171 SING N N 42 
I03 C17 H172 SING N N 43 
I03 C17 H173 SING N N 44 
I03 C18 O5   DOUB N N 45 
I03 C18 O4   SING N N 46 
I03 O4  C19  SING N N 47 
I03 C19 C20  SING N N 48 
I03 C19 H191 SING N N 49 
I03 C19 H192 SING N N 50 
I03 C20 C22  SING N N 51 
I03 C20 C21  SING N N 52 
I03 C20 N3   SING N N 53 
I03 N3  HN31 SING N N 54 
I03 N3  HN32 SING N N 55 
I03 C21 O6   SING N N 56 
I03 C21 H211 SING N N 57 
I03 C21 H212 SING N N 58 
I03 C22 C26  SING N N 59 
I03 C22 H221 SING N N 60 
I03 C22 H222 SING N N 61 
I03 C23 C28  SING Y N 62 
I03 C23 C24  DOUB Y N 63 
I03 C23 H23  SING N N 64 
I03 C24 C25  SING Y N 65 
I03 C24 H24  SING N N 66 
I03 C25 C26  DOUB Y N 67 
I03 C25 H25  SING N N 68 
I03 C26 C27  SING Y N 69 
I03 C27 C28  DOUB Y N 70 
I03 C27 H27  SING N N 71 
I03 C28 H28  SING N N 72 
I03 O6  HO6  SING N N 73 
# 
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 
I03 SMILES           ACDLabs              10.04 O=S(=O)(N(c1cc(cc(c1)C(=O)OCC(N)(Cc2ccccc2)CO)C(=O)NC(c3ccc(F)cc3)C)C)C                                                                                                                                  
I03 InChI            InChI                1.02b InChI=1/C28H32FN3O6S/c1-19(21-9-11-24(29)12-10-21)31-26(34)22-13-23(15-25(14-22)32(2)39(3,36)37)27(35)38-18-28(30,17-33)16-20-7-5-4-6-8-20/h4-15,19,33H,16-18,30H2,1-3H3,(H,31,34)/t19-,28+/m1/s1/f/h31H 
I03 InChIKey         InChI                1.02b JVYHUOIVVLDSHT-WLYWJIPRDF                                                                                                                                                                                
I03 SMILES_CANONICAL CACTVS               3.341 C[C@@H](NC(=O)c1cc(cc(c1)C(=O)OC[C@@](N)(CO)Cc2ccccc2)N(C)[S](C)(=O)=O)c3ccc(F)cc3                                                                                                                       
I03 SMILES           CACTVS               3.341 C[CH](NC(=O)c1cc(cc(c1)C(=O)OC[C](N)(CO)Cc2ccccc2)N(C)[S](C)(=O)=O)c3ccc(F)cc3                                                                                                                           
I03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](c1ccc(cc1)F)NC(=O)c2cc(cc(c2)N(C)S(=O)(=O)C)C(=O)OC[C@](Cc3ccccc3)(CO)N                                                                                                                           
I03 SMILES           "OpenEye OEToolkits" 1.5.0 CC(c1ccc(cc1)F)NC(=O)c2cc(cc(c2)N(C)S(=O)(=O)C)C(=O)OCC(Cc3ccccc3)(CO)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 
I03 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-amino-2-benzyl-3-hydroxypropyl 3-{[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl}-5-[methyl(methylsulfonyl)amino]benzoate"            
I03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-2-amino-2-(hydroxymethyl)-3-phenyl-propyl] 3-[[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl]-5-(methyl-methylsulfonyl-amino)benzoate" 
# 
