data_682 # _chem_comp.id 682 _chem_comp.name "N~2~-(AMINOCARBONYL)-N~1~-{4-{[AMINO(IMINO)METHYL]AMINO}-1-[HYDROXY(1,3-THIAZOL-2-YL)METHYL]BUTYL}VALINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H27 N7 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-10 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 385.485 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 682 _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 2FDA _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 682 CX CX C 0 1 N N S 11.303 51.284 25.507 -0.160 2.499 -0.400 CX 682 1 682 CY CY C 0 1 N N S 11.559 51.401 23.988 0.656 1.305 0.098 CY 682 2 682 CZ CZ C 0 1 Y N N 11.685 52.530 26.319 -1.547 2.439 0.187 CZ 682 3 682 OX OX O 0 1 N N N 13.008 53.579 22.831 -1.450 -0.064 1.081 OX 682 4 682 N4 N4 N 0 1 N N N 13.013 51.539 23.806 0.119 0.071 -0.481 N4 682 5 682 O5 O5 O 0 1 N N N 9.913 51.002 25.633 0.476 3.713 0.006 O5 682 6 682 C6 C6 C 0 1 N N N 11.206 50.144 23.149 2.117 1.473 -0.326 C6 682 7 682 C7 C7 C 0 1 N N N 11.430 50.294 21.639 2.956 0.345 0.276 C7 682 8 682 C8 C8 C 0 1 N N N 11.100 48.997 20.916 4.416 0.513 -0.148 C8 682 9 682 N9 N9 N 0 1 N N N 11.288 49.223 19.474 5.220 -0.567 0.428 N9 682 10 682 C10 C10 C 0 1 N N N 11.096 48.317 18.503 6.572 -0.625 0.183 C10 682 11 682 N11 N11 N 0 1 N N N 10.710 47.067 18.804 7.138 0.282 -0.562 N11 682 12 682 N12 N12 N 0 1 N N N 11.288 48.677 17.227 7.326 -1.639 0.724 N12 682 13 682 N13 N13 N 0 1 Y N N 12.914 52.778 26.597 -1.907 2.302 1.442 N13 682 14 682 C14 C14 C 0 1 Y N N 13.017 53.952 27.336 -3.175 2.272 1.794 C14 682 15 682 C15 C15 C 0 1 Y N N 11.782 54.539 27.576 -4.117 2.374 0.822 C15 682 16 682 S16 S16 S 0 1 Y N N 10.502 53.644 26.894 -3.080 2.525 -0.625 S16 682 17 682 N17 N17 N 0 1 N N N 15.530 53.137 21.829 -2.291 -2.507 0.568 N17 682 18 682 C18 C18 C 0 1 N N S 15.151 52.543 23.125 -1.371 -1.902 -0.398 C18 682 19 682 C19 C19 C 0 1 N N N 13.624 52.600 23.247 -0.905 -0.566 0.121 C19 682 20 682 C20 C20 C 0 1 N N N 15.833 53.293 24.301 -2.091 -1.707 -1.734 C20 682 21 682 C21 C21 C 0 1 N N N 17.318 52.910 24.391 -3.326 -0.829 -1.525 C21 682 22 682 C22 C22 C 0 1 N N N 15.741 54.832 24.161 -1.146 -1.028 -2.728 C22 682 23 682 C23 C23 C 0 1 N N N 15.139 52.717 20.605 -2.446 -3.845 0.604 C23 682 24 682 N24 N24 N 0 1 N N N 15.700 53.529 19.436 -3.293 -4.402 1.493 N24 682 25 682 O25 O25 O 0 1 N N N 14.389 51.756 20.419 -1.823 -4.550 -0.166 O25 682 26 682 HX HX H 0 1 N N N 11.946 50.496 25.926 -0.224 2.468 -1.487 HX 682 27 682 HY HY H 0 1 N N N 10.930 52.238 23.651 0.597 1.252 1.185 HY 682 28 682 HN4 HN4 H 0 1 N N N 13.591 50.787 24.122 0.500 -0.288 -1.298 HN4 682 29 682 HO5 HO5 H 0 1 N N N 9.684 50.939 26.553 0.512 3.700 0.972 HO5 682 30 682 H61 1H6 H 0 1 N N N 10.129 49.967 23.289 2.186 1.437 -1.413 H61 682 31 682 H62 2H6 H 0 1 N N N 11.840 49.317 23.501 2.490 2.434 0.030 H62 682 32 682 H71 1H7 H 0 1 N N N 12.487 50.541 21.460 2.887 0.381 1.363 H71 682 33 682 H72 2H7 H 0 1 N N N 10.779 51.094 21.257 2.583 -0.615 -0.080 H72 682 34 682 H81 1H8 H 0 1 N N N 10.063 48.696 21.124 4.486 0.477 -1.235 H81 682 35 682 H82 2H8 H 0 1 N N N 11.767 48.194 21.261 4.790 1.474 0.208 H82 682 36 682 HN9 HN9 H 0 1 N N N 11.586 50.135 19.192 4.799 -1.242 0.983 HN9 682 37 682 H11 H11 H 0 1 N N N 10.613 46.522 17.971 8.092 0.242 -0.735 H11 682 38 682 H121 1H12 H 0 0 N N N 11.167 48.073 16.439 6.905 -2.314 1.279 H121 682 39 682 H122 2H12 H 0 0 N N N 11.569 49.635 17.174 8.280 -1.679 0.552 H122 682 40 682 H14 H14 H 0 1 N N N 13.954 54.361 27.684 -3.459 2.163 2.830 H14 682 41 682 H15 H15 H 0 1 N N N 11.648 55.456 28.130 -5.194 2.366 0.901 H15 682 42 682 H17 H17 H 0 1 N N N 16.138 53.931 21.859 -2.788 -1.945 1.182 H17 682 43 682 H18 H18 H 0 1 N N N 15.491 51.498 23.172 -0.511 -2.556 -0.541 H18 682 44 682 H20 H20 H 0 1 N N N 15.294 52.991 25.211 -2.396 -2.676 -2.127 H20 682 45 682 H211 1H21 H 0 0 N N N 17.417 51.949 24.916 -3.889 -0.765 -2.456 H211 682 46 682 H212 2H21 H 0 0 N N N 17.864 53.688 24.944 -3.955 -1.266 -0.749 H212 682 47 682 H213 3H21 H 0 0 N N N 17.736 52.818 23.378 -3.015 0.170 -1.219 H213 682 48 682 H221 1H22 H 0 0 N N N 14.822 55.096 23.616 -0.193 -1.557 -2.742 H221 682 49 682 H222 2H22 H 0 0 N N N 16.616 55.203 23.607 -1.588 -1.050 -3.724 H222 682 50 682 H223 3H22 H 0 0 N N N 15.719 55.291 25.160 -0.983 0.007 -2.426 H223 682 51 682 H241 1H24 H 0 0 N N N 16.311 54.318 19.500 -3.790 -3.840 2.107 H241 682 52 682 H242 2H24 H 0 0 N N N 15.340 53.122 18.596 -3.404 -5.365 1.518 H242 682 53 # 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 682 CX CY SING N N 1 682 CX CZ SING N N 2 682 CX O5 SING N N 3 682 CX HX SING N N 4 682 CY N4 SING N N 5 682 CY C6 SING N N 6 682 CY HY SING N N 7 682 CZ N13 DOUB Y N 8 682 CZ S16 SING Y N 9 682 OX C19 DOUB N N 10 682 N4 C19 SING N N 11 682 N4 HN4 SING N N 12 682 O5 HO5 SING N N 13 682 C6 C7 SING N N 14 682 C6 H61 SING N N 15 682 C6 H62 SING N N 16 682 C7 C8 SING N N 17 682 C7 H71 SING N N 18 682 C7 H72 SING N N 19 682 C8 N9 SING N N 20 682 C8 H81 SING N N 21 682 C8 H82 SING N N 22 682 N9 C10 SING N N 23 682 N9 HN9 SING N N 24 682 C10 N11 DOUB N E 25 682 C10 N12 SING N N 26 682 N11 H11 SING N N 27 682 N12 H121 SING N N 28 682 N12 H122 SING N N 29 682 N13 C14 SING Y N 30 682 C14 C15 DOUB Y N 31 682 C14 H14 SING N N 32 682 C15 S16 SING Y N 33 682 C15 H15 SING N N 34 682 N17 C18 SING N N 35 682 N17 C23 SING N N 36 682 N17 H17 SING N N 37 682 C18 C19 SING N N 38 682 C18 C20 SING N N 39 682 C18 H18 SING N N 40 682 C20 C21 SING N N 41 682 C20 C22 SING N N 42 682 C20 H20 SING N N 43 682 C21 H211 SING N N 44 682 C21 H212 SING N N 45 682 C21 H213 SING N N 46 682 C22 H221 SING N N 47 682 C22 H222 SING N N 48 682 C22 H223 SING N N 49 682 C23 N24 SING N N 50 682 C23 O25 DOUB N N 51 682 N24 H241 SING N N 52 682 N24 H242 SING N N 53 # 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 682 SMILES ACDLabs 10.04 "O=C(N)NC(C(=O)NC(C(O)c1nccs1)CCCNC(=[N@H])N)C(C)C" 682 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)[C@H](O)c1sccn1" 682 SMILES CACTVS 3.341 "CC(C)[CH](NC(N)=O)C(=O)N[CH](CCCNC(N)=N)[CH](O)c1sccn1" 682 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\N)/NCCC[C@@H]([C@@H](c1nccs1)O)NC(=O)[C@H](C(C)C)NC(=O)N" 682 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NCCCC(C(c1nccs1)O)NC(=O)C(C(C)C)NC(=O)N" 682 InChI InChI 1.03 "InChI=1S/C15H27N7O3S/c1-8(2)10(22-15(18)25)12(24)21-9(4-3-5-20-14(16)17)11(23)13-19-6-7-26-13/h6-11,23H,3-5H2,1-2H3,(H,21,24)(H4,16,17,20)(H3,18,22,25)/t9-,10-,11-/m0/s1" 682 InChIKey InChI 1.03 WOLWXHDYZAKRKB-DCAQKATOSA-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 682 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{(1S)-4-carbamimidamido-1-[(S)-hydroxy(1,3-thiazol-2-yl)methyl]butyl}-N~2~-carbamoyl-L-valinamide" 682 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(aminocarbonylamino)-N-[(1S,2S)-5-carbamimidamido-1-hydroxy-1-(1,3-thiazol-2-yl)pentan-2-yl]-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 682 "Create component" 2006-01-10 RCSB 682 "Modify descriptor" 2011-06-04 RCSB #