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 2011-06-04 _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 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" 716 InChI InChI 1.03 "InChI=1S/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" 716 InChIKey InChI 1.03 NZMZDRVEUJTADA-HOTGVXAUSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 716 "Create component" 2005-05-18 RCSB 716 "Modify descriptor" 2011-06-04 RCSB #