data_BBH # _chem_comp.id BBH _chem_comp.name "1-BENZYL-3-(4-METHOXY-BENZENESULFONYL)-6-OXO-HEXAHYDRO-PYRIMIDINE-4-CARBOXYLIC ACID HYDROXYAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-28 _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 419.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BBH _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 1D8M _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 BBH C1 C1 C 0 1 Y N N 3.216 48.273 54.677 0.316 -0.680 2.365 C1 BBH 1 BBH C2 C2 C 0 1 Y N N 3.802 48.935 55.826 0.004 0.382 3.192 C2 BBH 2 BBH C3 C3 C 0 1 Y N N 3.241 48.553 57.103 0.979 0.946 3.992 C3 BBH 3 BBH C4 C4 C 0 1 Y N N 2.179 47.553 57.126 2.273 0.445 3.964 C4 BBH 4 BBH C5 C5 C 0 1 Y N N 1.614 46.910 55.943 2.585 -0.617 3.129 C5 BBH 5 BBH C6 C6 C 0 1 Y N N 2.152 47.287 54.654 1.604 -1.181 2.336 C6 BBH 6 BBH O7 O7 O 0 1 N N N 1.703 47.116 58.294 3.234 0.997 4.750 O7 BBH 7 BBH C8 C8 C 0 1 N N N 2.223 47.236 59.519 4.440 0.272 4.500 C8 BBH 8 BBH S9 S9 S 0 1 N N N 3.844 48.730 53.064 -0.929 -1.396 1.346 S9 BBH 9 BBH O10 O10 O 0 1 N N N 3.257 47.568 51.933 -0.481 -2.713 1.056 O10 BBH 10 BBH O11 O11 O 0 1 N N N 5.573 48.761 53.048 -2.167 -1.065 1.960 O11 BBH 11 BBH N12 N12 N 0 1 N N N 3.165 50.313 52.723 -0.913 -0.587 -0.098 N12 BBH 12 BBH C13 C13 C 0 1 N N R 1.991 50.355 51.827 -1.847 0.519 -0.363 C13 BBH 13 BBH C14 C14 C 0 1 N N N 1.927 51.744 51.195 -1.012 1.786 -0.602 C14 BBH 14 BBH C15 C15 C 0 1 N N N 3.254 52.160 50.608 0.134 1.482 -1.522 C15 BBH 15 BBH N16 N16 N 0 1 N N N 4.337 51.969 51.349 0.614 0.256 -1.735 N16 BBH 16 BBH C17 C17 C 0 1 N N N 4.173 51.386 52.699 0.029 -0.953 -1.163 C17 BBH 17 BBH O18 O18 O 0 1 N N N 3.347 52.675 49.494 0.655 2.407 -2.108 O18 BBH 18 BBH C C C 0 1 N N N 0.720 50.080 52.611 -2.750 0.720 0.826 C BBH 19 BBH NA NA N 0 1 N N N 0.109 48.913 52.438 -4.032 0.309 0.776 NA BBH 20 BBH OA OA O 0 1 N N N -1.137 48.698 53.159 -4.881 0.499 1.894 OA BBH 21 BBH OB OB O 0 1 N N N 0.260 50.889 53.432 -2.322 1.253 1.828 OB BBH 22 BBH C7 C7 C 0 1 N N N 5.634 52.386 50.775 1.795 0.115 -2.590 C7 BBH 23 BBH C9 C9 C 0 1 Y N N 8.018 53.910 53.411 0.788 0.876 -6.149 C9 BBH 24 BBH C10 C10 C 0 1 Y N N 6.907 53.755 52.485 1.187 1.040 -4.835 C10 BBH 25 BBH C11 C11 C 0 1 Y N N 6.740 52.486 51.788 1.360 -0.063 -4.022 C11 BBH 26 BBH C12 C12 C 0 1 Y N N 7.630 51.350 51.971 1.138 -1.332 -4.523 C12 BBH 27 BBH C16 C16 C 0 1 Y N N 8.740 51.507 52.901 0.734 -1.497 -5.835 C16 BBH 28 BBH C18 C18 C 0 1 Y N N 8.914 52.774 53.597 0.561 -0.392 -6.648 C18 BBH 29 BBH HC21 1HC2 H 0 0 N N N 4.614 49.674 55.735 -1.002 0.772 3.214 HC21 BBH 30 BBH HC31 1HC3 H 0 0 N N N 3.613 49.012 58.034 0.735 1.776 4.639 HC31 BBH 31 BBH HC51 1HC5 H 0 0 N N N 0.806 46.163 56.020 3.591 -1.009 3.106 HC51 BBH 32 BBH HC61 1HC6 H 0 0 N N N 1.775 46.850 53.713 1.845 -2.012 1.689 HC61 BBH 33 BBH HC81 1HC8 H 0 0 N N N 1.825 46.871 60.494 5.244 0.682 5.111 HC81 BBH 34 BBH HC82 2HC8 H 0 0 N N N 3.251 46.813 59.444 4.291 -0.777 4.751 HC82 BBH 35 BBH HC83 3HC8 H 0 0 N N N 2.391 48.329 59.660 4.704 0.360 3.446 HC83 BBH 36 BBH H131 1H13 H 0 0 N N N 2.085 49.574 51.036 -2.446 0.299 -1.247 H131 BBH 37 BBH H141 1H14 H 0 0 N N N 1.111 51.806 50.436 -0.625 2.151 0.348 H141 BBH 38 BBH H142 2H14 H 0 0 N N N 1.550 52.501 51.921 -1.642 2.553 -1.052 H142 BBH 39 BBH H171 1H17 H 0 0 N N N 3.941 52.173 53.453 0.820 -1.578 -0.749 H171 BBH 40 BBH H172 2H17 H 0 0 N N N 5.148 51.032 53.106 -0.498 -1.504 -1.942 H172 BBH 41 BBH HNA HNA H 0 1 N N N 0.555 48.244 51.810 -4.374 -0.116 -0.025 HNA BBH 42 BBH HOA HOA H 0 1 N N N -1.573 47.863 53.035 -5.745 0.139 1.653 HOA BBH 43 BBH HC71 1HC7 H 0 0 N N N 5.928 51.711 49.937 2.412 1.010 -2.508 HC71 BBH 44 BBH HC72 2HC7 H 0 0 N N N 5.526 53.344 50.214 2.371 -0.753 -2.274 HC72 BBH 45 BBH HC91 1HC9 H 0 0 N N N 8.175 54.857 53.953 0.653 1.738 -6.784 HC91 BBH 46 BBH H101 1H10 H 0 0 N N N 6.202 54.586 52.314 1.365 2.031 -4.445 H101 BBH 47 BBH H121 1H12 H 0 0 N N N 7.469 50.405 51.425 1.273 -2.195 -3.887 H121 BBH 48 BBH H161 1H16 H 0 0 N N N 9.442 50.674 53.076 0.557 -2.488 -6.225 H161 BBH 49 BBH H181 1H18 H 0 0 N N N 9.761 52.877 54.295 0.249 -0.521 -7.674 H181 BBH 50 # 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 BBH C1 C2 DOUB Y N 1 BBH C1 C6 SING Y N 2 BBH C1 S9 SING N N 3 BBH C2 C3 SING Y N 4 BBH C2 HC21 SING N N 5 BBH C3 C4 DOUB Y N 6 BBH C3 HC31 SING N N 7 BBH C4 C5 SING Y N 8 BBH C4 O7 SING N N 9 BBH C5 C6 DOUB Y N 10 BBH C5 HC51 SING N N 11 BBH C6 HC61 SING N N 12 BBH O7 C8 SING N N 13 BBH C8 HC81 SING N N 14 BBH C8 HC82 SING N N 15 BBH C8 HC83 SING N N 16 BBH S9 O10 DOUB N N 17 BBH S9 O11 DOUB N N 18 BBH S9 N12 SING N N 19 BBH N12 C13 SING N N 20 BBH N12 C17 SING N N 21 BBH C13 C14 SING N N 22 BBH C13 C SING N N 23 BBH C13 H131 SING N N 24 BBH C14 C15 SING N N 25 BBH C14 H141 SING N N 26 BBH C14 H142 SING N N 27 BBH C15 N16 SING N N 28 BBH C15 O18 DOUB N N 29 BBH N16 C17 SING N N 30 BBH N16 C7 SING N N 31 BBH C17 H171 SING N N 32 BBH C17 H172 SING N N 33 BBH C NA SING N N 34 BBH C OB DOUB N N 35 BBH NA OA SING N N 36 BBH NA HNA SING N N 37 BBH OA HOA SING N N 38 BBH C7 C11 SING N N 39 BBH C7 HC71 SING N N 40 BBH C7 HC72 SING N N 41 BBH C9 C10 DOUB Y N 42 BBH C9 C18 SING Y N 43 BBH C9 HC91 SING N N 44 BBH C10 C11 SING Y N 45 BBH C10 H101 SING N N 46 BBH C11 C12 DOUB Y N 47 BBH C12 C16 SING Y N 48 BBH C12 H121 SING N N 49 BBH C16 C18 DOUB Y N 50 BBH C16 H161 SING N N 51 BBH C18 H181 SING N N 52 # 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 BBH SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(OC)cc1)N3C(C(=O)NO)CC(=O)N(Cc2ccccc2)C3" BBH SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N2CN(Cc3ccccc3)C(=O)C[C@@H]2C(=O)NO" BBH SMILES CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N2CN(Cc3ccccc3)C(=O)C[CH]2C(=O)NO" BBH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)[N@]2CN(C(=O)C[C@@H]2C(=O)NO)Cc3ccccc3" BBH SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)S(=O)(=O)N2CN(C(=O)CC2C(=O)NO)Cc3ccccc3" BBH InChI InChI 1.03 "InChI=1S/C19H21N3O6S/c1-28-15-7-9-16(10-8-15)29(26,27)22-13-21(12-14-5-3-2-4-6-14)18(23)11-17(22)19(24)20-25/h2-10,17,25H,11-13H2,1H3,(H,20,24)/t17-/m1/s1" BBH InChIKey InChI 1.03 SUSMVCKSLVPRCL-QGZVFWFLSA-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 BBH "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-1-benzyl-N-hydroxy-3-[(4-methoxyphenyl)sulfonyl]-6-oxohexahydropyrimidine-4-carboxamide" BBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,4R)-N-hydroxy-3-(4-methoxyphenyl)sulfonyl-6-oxo-1-(phenylmethyl)-1,3-diazinane-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BBH "Create component" 1999-10-28 RCSB BBH "Modify descriptor" 2011-06-04 RCSB #