data_281 # _chem_comp.id 281 _chem_comp.name "(2S)-2-[3-(AMINOMETHYL)PHENYL]-3-[(S)-{(1R)-1-[(2,1,3-BENZOTHIADIAZOL-4-YLSULFONYL)AMINO]-2-METHYLPROPYL}(HYDROXY)PHOSPHORYL]PROPANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H25 N4 O6 P S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-26 _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 512.539 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 281 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _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 281 C35 C35 C 0 1 Y N N 36.079 -0.305 11.983 -2.664 1.714 0.180 C35 281 1 281 N42 N42 N 0 1 Y N N 35.936 -0.224 10.648 -1.882 1.483 1.222 N42 281 2 281 S41 S41 S 0 1 Y N N 37.197 -1.025 9.989 -0.951 2.708 1.452 S41 281 3 281 N40 N40 N 0 1 Y N N 37.975 -1.509 11.321 -1.423 3.634 0.294 N40 281 4 281 C36 C36 C 0 1 Y N N 37.271 -1.060 12.380 -2.383 3.030 -0.389 C36 281 5 281 C37 C37 C 0 1 Y N N 37.544 -1.235 13.761 -3.127 3.452 -1.519 C37 281 6 281 C38 C38 C 0 1 Y N N 36.695 -0.697 14.751 -4.075 2.639 -2.046 C38 281 7 281 C39 C39 C 0 1 Y N N 35.549 0.031 14.366 -4.343 1.382 -1.503 C39 281 8 281 C34 C34 C 0 1 Y N N 35.245 0.226 12.994 -3.672 0.919 -0.420 C34 281 9 281 S32 S32 S 0 1 N N N 33.847 1.177 12.548 -4.049 -0.672 0.237 S32 281 10 281 O33 O33 O 0 1 N N N 33.038 1.395 13.709 -4.157 -0.509 1.645 O33 281 11 281 O32 O32 O 0 1 N N N 33.069 0.440 11.509 -5.096 -1.200 -0.567 O32 281 12 281 N31 N31 N 0 1 N N N 34.368 2.637 11.883 -2.728 -1.635 -0.023 N31 281 13 281 C27 C27 C 0 1 N N R 34.167 3.800 12.688 -1.467 -1.351 0.666 C27 281 14 281 C28 C28 C 0 1 N N N 35.472 4.478 13.193 -1.092 -2.538 1.555 C28 281 15 281 C30 C30 C 0 1 N N N 36.539 4.574 12.094 -2.116 -2.673 2.684 C30 281 16 281 C29 C29 C 0 1 N N N 36.048 3.709 14.387 -1.084 -3.819 0.718 C29 281 17 281 P24 P24 P 0 1 N N S 33.008 4.977 11.812 -0.151 -1.074 -0.565 P24 281 18 281 O25 O25 O 0 1 N N N 32.909 6.258 12.546 -0.450 0.285 -1.374 O25 281 19 281 O26 O26 O 0 1 N N N 31.778 4.176 11.614 -0.112 -2.213 -1.510 O26 281 20 281 C15 C15 C 0 1 N N N 33.764 5.325 10.176 1.456 -0.935 0.284 C15 281 21 281 C1 C1 C 0 1 N N S 32.701 5.829 9.144 2.574 -0.830 -0.754 C1 281 22 281 C2 C2 C 0 1 N N N 31.727 4.709 8.719 2.815 -2.183 -1.372 C2 281 23 281 O14 O14 O 0 1 N N N 30.563 5.055 8.436 2.159 -3.134 -1.018 O14 281 24 281 O13 O13 O 0 1 N N N 32.173 3.536 8.665 3.758 -2.332 -2.316 O13 281 25 281 C3 C3 C 0 1 Y N N 33.382 6.371 7.863 3.837 -0.351 -0.086 C3 281 26 281 C8 C8 C 0 1 Y N N 32.948 7.606 7.319 4.430 0.830 -0.492 C8 281 27 281 C4 C4 C 0 1 Y N N 34.366 5.604 7.170 4.400 -1.090 0.937 C4 281 28 281 C5 C5 C 0 1 Y N N 34.900 6.066 5.944 5.559 -0.651 1.551 C5 281 29 281 C6 C6 C 0 1 Y N N 34.460 7.296 5.399 6.155 0.527 1.140 C6 281 30 281 C7 C7 C 0 1 Y N N 33.486 8.068 6.084 5.588 1.269 0.121 C7 281 31 281 C9 C9 C 0 1 N N N 33.024 9.397 5.494 6.234 2.557 -0.323 C9 281 32 281 N10 N10 N 0 1 N N N 31.997 9.147 4.470 5.688 3.673 0.460 N10 281 33 281 H37 H37 H 0 1 N N N 38.420 -1.791 14.061 -2.940 4.421 -1.959 H37 281 34 281 H38 H38 H 0 1 N N N 36.921 -0.841 15.797 -4.635 2.972 -2.906 H38 281 35 281 H39 H39 H 0 1 N N N 34.898 0.443 15.122 -5.106 0.766 -1.954 H39 281 36 281 HN31 HN31 H 0 0 N N N 35.351 2.555 11.718 -2.789 -2.388 -0.632 HN31 281 37 281 H27 H27 H 0 1 N N N 33.691 3.468 13.622 -1.582 -0.459 1.281 H27 281 38 281 H28 H28 H 0 1 N N N 35.201 5.500 13.499 -0.102 -2.376 1.980 H28 281 39 281 H301 1H30 H 0 0 N N N 36.050 4.597 11.109 -3.098 -2.885 2.261 H301 281 40 281 H302 2H30 H 0 0 N N N 37.127 5.493 12.233 -1.822 -3.488 3.346 H302 281 41 281 H303 3H30 H 0 0 N N N 37.205 3.700 12.152 -2.158 -1.742 3.249 H303 281 42 281 H291 1H29 H 0 0 N N N 36.186 2.653 14.112 -0.228 -3.807 0.043 H291 281 43 281 H292 2H29 H 0 0 N N N 37.018 4.144 14.670 -1.015 -4.684 1.378 H292 281 44 281 H293 3H29 H 0 0 N N N 35.353 3.778 15.237 -2.004 -3.879 0.137 H293 281 45 281 HO25 HO25 H 0 0 N N N 32.888 6.087 13.480 -0.490 1.074 -0.817 HO25 281 46 281 H151 1H15 H 0 0 N N N 34.533 6.102 10.300 1.459 -0.044 0.913 H151 281 47 281 H152 2H15 H 0 0 N N N 34.201 4.391 9.793 1.617 -1.817 0.904 H152 281 48 281 H1 H1 H 0 1 N N N 32.142 6.628 9.652 2.284 -0.122 -1.531 H1 281 49 281 HO13 HO13 H 0 0 N N N 31.485 2.948 8.374 3.876 -3.219 -2.683 HO13 281 50 281 H8 H8 H 0 1 N N N 32.210 8.196 7.841 3.987 1.410 -1.289 H8 281 51 281 H4 H4 H 0 1 N N N 34.705 4.666 7.584 3.935 -2.010 1.258 H4 281 52 281 H5 H5 H 0 1 N N N 35.643 5.480 5.424 5.999 -1.228 2.351 H5 281 53 281 H6 H6 H 0 1 N N N 34.866 7.647 4.462 7.060 0.870 1.619 H6 281 54 281 H91 1H9 H 0 1 N N N 32.601 10.026 6.292 7.311 2.495 -0.167 H91 281 55 281 H92 2H9 H 0 1 N N N 33.881 9.913 5.036 6.029 2.720 -1.381 H92 281 56 281 H101 1H10 H 0 0 N N N 31.098 9.090 4.905 5.808 3.514 1.449 H101 281 57 281 H102 2H10 H 0 0 N N N 31.999 9.895 3.806 6.106 4.549 0.182 H102 281 58 # 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 281 C35 N42 DOUB Y N 1 281 C35 C36 SING Y N 2 281 C35 C34 SING Y N 3 281 N42 S41 SING Y N 4 281 S41 N40 SING Y N 5 281 N40 C36 DOUB Y N 6 281 C36 C37 SING Y N 7 281 C37 C38 DOUB Y N 8 281 C37 H37 SING N N 9 281 C38 C39 SING Y N 10 281 C38 H38 SING N N 11 281 C39 C34 DOUB Y N 12 281 C39 H39 SING N N 13 281 C34 S32 SING N N 14 281 S32 O32 DOUB N N 15 281 S32 N31 SING N N 16 281 S32 O33 DOUB N N 17 281 N31 C27 SING N N 18 281 N31 HN31 SING N N 19 281 C27 P24 SING N N 20 281 C27 C28 SING N N 21 281 C27 H27 SING N N 22 281 C28 C30 SING N N 23 281 C28 C29 SING N N 24 281 C28 H28 SING N N 25 281 C30 H301 SING N N 26 281 C30 H302 SING N N 27 281 C30 H303 SING N N 28 281 C29 H291 SING N N 29 281 C29 H292 SING N N 30 281 C29 H293 SING N N 31 281 P24 C15 SING N N 32 281 P24 O26 DOUB N N 33 281 P24 O25 SING N N 34 281 O25 HO25 SING N N 35 281 C15 C1 SING N N 36 281 C15 H151 SING N N 37 281 C15 H152 SING N N 38 281 C1 C3 SING N N 39 281 C1 C2 SING N N 40 281 C1 H1 SING N N 41 281 C2 O14 DOUB N N 42 281 C2 O13 SING N N 43 281 O13 HO13 SING N N 44 281 C3 C4 DOUB Y N 45 281 C3 C8 SING Y N 46 281 C8 C7 DOUB Y N 47 281 C8 H8 SING N N 48 281 C4 C5 SING Y N 49 281 C4 H4 SING N N 50 281 C5 C6 DOUB Y N 51 281 C5 H5 SING N N 52 281 C6 C7 SING Y N 53 281 C6 H6 SING N N 54 281 C7 C9 SING N N 55 281 C9 N10 SING N N 56 281 C9 H91 SING N N 57 281 C9 H92 SING N N 58 281 N10 H101 SING N N 59 281 N10 H102 SING N N 60 # 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 281 SMILES ACDLabs 10.04 "O=C(O)C(c1cccc(c1)CN)CP(=O)(O)C(NS(=O)(=O)c2cccc3nsnc23)C(C)C" 281 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](N[S](=O)(=O)c1cccc2nsnc12)[P@](O)(=O)C[C@H](C(O)=O)c3cccc(CN)c3" 281 SMILES CACTVS 3.341 "CC(C)[CH](N[S](=O)(=O)c1cccc2nsnc12)[P](O)(=O)C[CH](C(O)=O)c3cccc(CN)c3" 281 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@H](NS(=O)(=O)c1cccc2c1nsn2)[P@](=O)(C[C@@H](c3cccc(c3)CN)C(=O)O)O" 281 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(NS(=O)(=O)c1cccc2c1nsn2)P(=O)(CC(c3cccc(c3)CN)C(=O)O)O" 281 InChI InChI 1.03 "InChI=1S/C20H25N4O6PS2/c1-12(2)19(24-33(29,30)17-8-4-7-16-18(17)23-32-22-16)31(27,28)11-15(20(25)26)14-6-3-5-13(9-14)10-21/h3-9,12,15,19,24H,10-11,21H2,1-2H3,(H,25,26)(H,27,28)/t15-,19+/m0/s1" 281 InChIKey InChI 1.03 JQWWNMPDAALMKI-HNAYVOBHSA-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 281 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[3-(aminomethyl)phenyl]-3-[(S)-{(1R)-1-[(2,1,3-benzothiadiazol-4-ylsulfonyl)amino]-2-methylpropyl}(hydroxy)phosphoryl]propanoic acid" 281 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[3-(aminomethyl)phenyl]-3-[[(1R)-1-(2,1,3-benzothiadiazol-7-ylsulfonylamino)-2-methyl-propyl]-hydroxy-phosphoryl]propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 281 "Create component" 2007-04-26 RCSB 281 "Modify descriptor" 2011-06-04 RCSB #