data_716
# 
_chem_comp.id                                    716 
_chem_comp.name                                  2-[2-(3-CHLORO-PHENYL)-2-HYDROXY-ACETYLAMINO]-N-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYL]-3-METHYL-BUTYRAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H27 Cl N6 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-18 
_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                        507.006 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     716 
_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        1ZPC 
_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 
716 CX   CX   C  0 1 N N N 11.373 51.063 25.088 3.664  1.542  -0.582 CX   716 1  
716 CY   CY   C  0 1 N N S 11.704 51.125 23.559 3.005  0.296  -0.049 CY   716 2  
716 CZ   CZ   C  0 1 Y N N 11.582 52.313 25.802 4.862  2.073  0.070  CZ   716 3  
716 OX   OX   O  0 1 N N N 9.992  50.717 25.140 3.201  2.106  -1.552 OX   716 4  
716 N2   N2   N  0 1 N N N 13.174 51.328 23.473 1.662  0.171  -0.620 N2   716 5  
716 C3   C3   C  0 1 N N N 11.470 49.808 22.789 3.839  -0.927 -0.434 C3   716 6  
716 C4   C4   C  0 1 N N N 12.105 49.733 21.414 3.239  -2.178 0.212  C4   716 7  
716 C5   C5   C  0 1 N N N 11.508 48.602 20.640 4.074  -3.401 -0.173 C5   716 8  
716 N6   N6   N  0 1 N N N 11.529 48.998 19.230 3.500  -4.598 0.445  N6   716 9  
716 C7   C7   C  0 1 N N N 11.319 48.175 18.184 4.084  -5.826 0.239  C7   716 10 
716 N8   N8   N  0 1 N N N 11.064 46.867 18.378 3.545  -6.949 0.820  N8   716 11 
716 N9   N9   N  0 1 N N N 11.371 48.682 16.945 5.149  -5.924 -0.506 N9   716 12 
716 N10  N10  N  0 1 Y N N 12.630 52.562 26.495 5.516  1.615  1.134  N10  716 13 
716 C11  C11  C  0 1 Y N N 12.568 53.822 27.068 6.579  2.236  1.562  C11  716 14 
716 C12  C12  C  0 1 Y N N 11.413 54.491 26.757 7.011  3.363  0.922  C12  716 15 
716 S13  S13  S  0 1 Y N N 10.406 53.565 25.759 5.833  3.513  -0.346 S13  716 16 
716 N14  N14  N  0 1 N N N 15.755 53.118 21.833 -1.758 1.064  0.351  N14  716 17 
716 C15  C15  C  0 1 N N S 15.347 52.403 23.055 -0.753 0.707  -0.654 C15  716 18 
716 C16  C16  C  0 1 N N N 13.796 52.447 23.068 0.623  0.810  -0.047 C16  716 19 
716 O17  O17  O  0 1 N N N 13.173 53.463 22.709 0.795  1.468  0.957  O17  716 20 
716 C18  C18  C  0 1 N N N 15.935 53.089 24.348 -0.859 1.664  -1.843 C18  716 21 
716 C19  C19  C  0 1 N N N 17.455 53.023 24.319 -2.217 1.482  -2.524 C19  716 22 
716 C20  C20  C  0 1 N N N 15.574 54.592 24.498 -0.724 3.106  -1.351 C20  716 23 
716 C21  C21  C  0 1 N N N 15.452 52.776 20.548 -3.014 0.588  0.246  C21  716 24 
716 C22  C22  C  0 1 N N N 16.000 53.744 19.461 -4.038 0.951  1.270  C22  716 25 
716 O23  O23  O  0 1 N N N 14.782 51.774 20.245 -3.313 -0.136 -0.681 O23  716 26 
716 O24  O24  O  0 1 N N N 14.989 53.926 18.478 -3.716 1.591  2.250  O24  716 27 
716 C25  C25  C  0 1 Y N N 17.306 53.204 18.811 -5.440 0.534  1.091  C25  716 28 
716 C26  C26  C  0 1 Y N N 18.471 52.949 19.660 -6.426 0.982  1.977  C26  716 29 
716 C27  C27  C  0 1 Y N N 19.699 52.447 19.090 -7.735 0.588  1.803  C27  716 30 
716 C28  C28  C  0 1 Y N N 19.814 52.184 17.683 -8.077 -0.249 0.754  C28  716 31 
716 C29  C29  C  0 1 Y N N 18.698 52.417 16.802 -7.107 -0.697 -0.128 C29  716 32 
716 C30  C30  C  0 1 Y N N 17.438 52.928 17.360 -5.793 -0.307 0.030  C30  716 33 
716 CL31 CL31 CL 0 0 N N N 18.887 52.082 15.135 -7.548 -1.746 -1.440 CL31 716 34 
716 HY   HY   H  0 1 N N N 11.059 51.904 23.126 2.933  0.360  1.037  HY   716 35 
716 HN2  HN2  H  0 1 N N N 13.754 50.559 23.742 1.520  -0.372 -1.412 HN2  716 36 
716 H31  1H3  H  0 1 N N N 10.384 49.738 22.628 3.837  -1.041 -1.518 H31  716 37 
716 H32  2H3  H  0 1 N N N 11.893 48.992 23.393 4.863  -0.793 -0.084 H32  716 38 
716 H41  1H4  H  0 1 N N N 13.187 49.567 21.523 3.241  -2.063 1.296  H41  716 39 
716 H42  2H4  H  0 1 N N N 11.925 50.676 20.878 2.216  -2.311 -0.138 H42  716 40 
716 H51  1H5  H  0 1 N N N 10.481 48.394 20.975 4.072  -3.515 -1.257 H51  716 41 
716 H52  2H5  H  0 1 N N N 12.095 47.684 20.789 5.098  -3.267 0.176  H52  716 42 
716 HN6  HN6  H  0 1 N N N 11.715 49.959 19.027 2.707  -4.525 0.999  HN6  716 43 
716 HN81 1HN8 H  0 0 N N N 11.012 46.421 19.272 2.752  -6.876 1.374  HN81 716 44 
716 HN82 2HN8 H  0 0 N N N 10.934 46.405 17.501 3.957  -7.815 0.674  HN82 716 45 
716 HN9  HN9  H  0 1 N N N 11.570 49.661 16.979 5.561  -6.790 -0.651 HN9  716 46 
716 H11  H11  H  0 1 N N N 13.347 54.233 27.693 7.114  1.863  2.423  H11  716 47 
716 H12  H12  H  0 1 N N N 11.175 55.485 27.105 7.860  3.993  1.146  H12  716 48 
716 H14  H14  H  0 1 N N N 16.312 53.939 21.959 -1.518 1.642  1.092  H14  716 49 
716 H15  H15  H  0 1 N N N 15.728 51.371 23.056 -0.925 -0.315 -0.993 H15  716 50 
716 H18  H18  H  0 1 N N N 15.490 52.535 25.188 -0.063 1.447  -2.556 H18  716 51 
716 H191 1H19 H  0 0 N N N 17.792 52.110 24.831 -2.292 2.164  -3.371 H191 716 52 
716 H192 2H19 H  0 0 N N N 17.870 53.904 24.830 -2.313 0.455  -2.875 H192 716 53 
716 H193 3H19 H  0 0 N N N 17.802 53.007 23.275 -3.013 1.699  -1.811 H193 716 54 
716 H201 1H20 H  0 0 N N N 14.615 54.790 23.997 0.223  3.223  -0.824 H201 716 55 
716 H202 2H20 H  0 0 N N N 16.362 55.206 24.038 -0.752 3.785  -2.203 H202 716 56 
716 H203 3H20 H  0 0 N N N 15.489 54.844 25.565 -1.547 3.338  -0.674 H203 716 57 
716 H26  H26  H  0 1 N N N 18.411 53.138 20.722 -6.162 1.634  2.796  H26  716 58 
716 H27  H27  H  0 1 N N N 20.547 52.266 19.734 -8.497 0.933  2.486  H27  716 59 
716 H28  H28  H  0 1 N N N 20.744 51.809 17.282 -9.105 -0.555 0.624  H28  716 60 
716 H30  H30  H  0 1 N N N 16.598 53.105 16.705 -5.038 -0.656 -0.659 H30  716 61 
# 
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 
716 CX  CY   SING N N 1  
716 CX  CZ   SING N N 2  
716 CX  OX   DOUB N N 3  
716 CY  N2   SING N N 4  
716 CY  C3   SING N N 5  
716 CY  HY   SING N N 6  
716 CZ  N10  DOUB Y N 7  
716 CZ  S13  SING Y N 8  
716 N2  C16  SING N N 9  
716 N2  HN2  SING N N 10 
716 C3  C4   SING N N 11 
716 C3  H31  SING N N 12 
716 C3  H32  SING N N 13 
716 C4  C5   SING N N 14 
716 C4  H41  SING N N 15 
716 C4  H42  SING N N 16 
716 C5  N6   SING N N 17 
716 C5  H51  SING N N 18 
716 C5  H52  SING N N 19 
716 N6  C7   SING N N 20 
716 N6  HN6  SING N N 21 
716 C7  N8   SING N N 22 
716 C7  N9   DOUB N N 23 
716 N8  HN81 SING N N 24 
716 N8  HN82 SING N N 25 
716 N9  HN9  SING N N 26 
716 N10 C11  SING Y N 27 
716 C11 C12  DOUB Y N 28 
716 C11 H11  SING N N 29 
716 C12 S13  SING Y N 30 
716 C12 H12  SING N N 31 
716 N14 C15  SING N N 32 
716 N14 C21  SING N N 33 
716 N14 H14  SING N N 34 
716 C15 C16  SING N N 35 
716 C15 C18  SING N N 36 
716 C15 H15  SING N N 37 
716 C16 O17  DOUB N N 38 
716 C18 C19  SING N N 39 
716 C18 C20  SING N N 40 
716 C18 H18  SING N N 41 
716 C19 H191 SING N N 42 
716 C19 H192 SING N N 43 
716 C19 H193 SING N N 44 
716 C20 H201 SING N N 45 
716 C20 H202 SING N N 46 
716 C20 H203 SING N N 47 
716 C21 C22  SING N N 48 
716 C21 O23  DOUB N N 49 
716 C22 O24  DOUB N N 50 
716 C22 C25  SING N N 51 
716 C25 C26  DOUB Y N 52 
716 C25 C30  SING Y N 53 
716 C26 C27  SING Y N 54 
716 C26 H26  SING N N 55 
716 C27 C28  DOUB Y N 56 
716 C27 H27  SING N N 57 
716 C28 C29  SING Y N 58 
716 C28 H28  SING N N 59 
716 C29 C30  DOUB Y N 60 
716 C29 CL31 SING N N 61 
716 C30 H30  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 
716 SMILES           ACDLabs              10.04 O=C(c1nccs1)C(NC(=O)C(NC(=O)C(=O)c2cccc(Cl)c2)C(C)C)CCCNC(=[N@H])N 
716 InChI            InChI                1.02b 
InChI=1/C22H27ClN6O4S/c1-12(2)16(29-20(33)17(30)13-5-3-6-14(23)11-13)19(32)28-15(7-4-8-27-22(24)25)18(31)21-26-9-10-34-21/h3,5-6,9-12,15-16H,4,7-8H2,1-2H3,(H,28,32)(H,29,33)(H4,24,25,27)/t15-,16-/m0/s1/f/h24,27-29H,25H2/b24-22- 
716 InChIKey         InChI                1.02b NZMZDRVEUJTADA-GTYUDWBMDY 
716 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)C(=O)c1cccc(Cl)c1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)c2sccn2 
716 SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)C(=O)c1cccc(Cl)c1)C(=O)N[CH](CCCNC(N)=N)C(=O)c2sccn2 
716 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/N)\NCCC[C@@H](C(=O)c1nccs1)NC(=O)[C@H](C(C)C)NC(=O)C(=O)c2cccc(c2)Cl 
716 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCCCC(C(=O)c1nccs1)NC(=O)C(C(C)C)NC(=O)C(=O)c2cccc(c2)Cl 
# 
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 
716 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-1-{[(1S)-4-carbamimidamido-1-(1,3-thiazol-2-ylcarbonyl)butyl]carbamoyl}-2-methylpropyl]-2-(3-chlorophenyl)-2-oxoacetamide      
716 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(2S)-5-carbamimidamido-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-2-[[2-(3-chlorophenyl)-2-oxo-ethanoyl]amino]-3-methyl-butanamide 
# 
