data_4SB # _chem_comp.id 4SB _chem_comp.name "(2R)-4-amino-N'-[(1E)-(3-bromo-4-hydroxyphenyl)methylidene]-2-phenylbutanehydrazide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 Br N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-01 _chem_comp.pdbx_modified_date 2011-09-23 _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 376.248 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4SB _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3P0M _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 4SB C C C 0 1 N N N 22.019 8.833 -1.384 5.747 1.831 -0.888 C 4SB 1 4SB N N N 0 1 N N N 22.451 7.542 -0.846 6.247 2.548 -2.069 N 4SB 2 4SB O O O 0 1 N N N 33.499 10.143 -3.100 -6.357 0.647 0.381 O 4SB 3 4SB BR BR BR 0 0 N N N 31.838 10.069 -5.595 -4.635 -1.651 -0.635 BR 4SB 4 4SB C01 C01 C 0 1 Y N N 29.448 10.095 -2.256 -2.340 1.582 0.600 C01 4SB 5 4SB N01 N01 N 0 1 N N N 27.338 10.064 -0.881 -0.017 1.055 0.288 N01 4SB 6 4SB O01 O01 O 0 1 N N N 25.712 10.202 1.127 1.920 -0.562 -0.561 O01 4SB 7 4SB C02 C02 C 0 1 N N N 27.959 10.071 -2.155 -0.906 1.916 0.679 C02 4SB 8 4SB N02 N02 N 0 1 N N N 25.994 10.125 -1.137 1.345 1.372 0.363 N02 4SB 9 4SB C03 C03 C 0 1 N N N 25.153 10.191 0.028 2.269 0.479 -0.043 C03 4SB 10 4SB C04 C04 C 0 1 N N R 23.647 10.260 -0.125 3.735 0.771 0.146 C04 4SB 11 4SB C05 C05 C 0 1 Y N N 23.181 11.669 0.167 4.470 -0.512 0.437 C05 4SB 12 4SB C06 C06 C 0 1 Y N N 30.320 10.129 -1.172 -3.299 2.507 1.021 C06 4SB 13 4SB C07 C07 C 0 1 Y N N 31.703 10.143 -1.418 -4.639 2.191 0.945 C07 4SB 14 4SB C08 C08 C 0 1 Y N N 32.155 10.126 -2.738 -5.036 0.955 0.453 C08 4SB 15 4SB C09 C09 C 0 1 Y N N 31.250 10.103 -3.772 -4.086 0.031 0.034 C09 4SB 16 4SB C10 C10 C 0 1 Y N N 29.905 10.078 -3.556 -2.744 0.342 0.100 C10 4SB 17 4SB C11 C11 C 0 1 Y N N 23.543 12.718 -0.677 4.456 -1.541 -0.487 C11 4SB 18 4SB C12 C12 C 0 1 Y N N 23.114 14.010 -0.400 5.130 -2.718 -0.221 C12 4SB 19 4SB C13 C13 C 0 1 Y N N 22.329 14.274 0.708 5.819 -2.866 0.969 C13 4SB 20 4SB C14 C14 C 0 1 Y N N 21.954 13.240 1.550 5.833 -1.837 1.892 C14 4SB 21 4SB C15 C15 C 0 1 Y N N 22.380 11.939 1.278 5.163 -0.659 1.624 C15 4SB 22 4SB C16 C16 C 0 1 N N N 23.193 9.796 -1.512 4.297 1.404 -1.128 C16 4SB 23 4SB H H H 0 1 N N N 21.272 9.270 -0.705 6.361 0.948 -0.712 H 4SB 24 4SB HA HA H 0 1 N N N 21.577 8.675 -2.379 5.794 2.486 -0.019 HA 4SB 25 4SB HN HN H 0 1 N N N 21.663 6.931 -0.772 7.204 2.841 -1.935 HN 4SB 26 4SB HNA HNA H 0 1 N N N 23.131 7.137 -1.457 6.155 1.985 -2.901 HNA 4SB 27 4SB HO HO H 0 1 N N N 33.573 10.126 -4.047 -6.774 0.894 -0.456 HO 4SB 28 4SB H02 H02 H 0 1 N N N 27.356 10.059 -3.051 -0.596 2.876 1.062 H02 4SB 29 4SB HN02 HN02 H 0 0 N N N 25.624 10.124 -2.066 1.624 2.235 0.707 HN02 4SB 30 4SB H04 H04 H 0 1 N N N 23.187 9.571 0.598 3.863 1.460 0.981 H04 4SB 31 4SB H06 H06 H 0 1 N N N 29.941 10.144 -0.161 -2.991 3.468 1.405 H06 4SB 32 4SB H07 H07 H 0 1 N N N 32.406 10.167 -0.598 -5.380 2.906 1.270 H07 4SB 33 4SB H10 H10 H 0 1 N N N 29.213 10.046 -4.384 -2.006 -0.375 -0.231 H10 4SB 34 4SB H11 H11 H 0 1 N N N 24.156 12.526 -1.545 3.918 -1.425 -1.416 H11 4SB 35 4SB H12 H12 H 0 1 N N N 23.397 14.818 -1.058 5.119 -3.522 -0.942 H12 4SB 36 4SB H13 H13 H 0 1 N N N 22.009 15.284 0.916 6.345 -3.786 1.177 H13 4SB 37 4SB H14 H14 H 0 1 N N N 21.335 13.439 2.412 6.371 -1.953 2.821 H14 4SB 38 4SB H15 H15 H 0 1 N N N 22.087 11.133 1.934 5.177 0.147 2.343 H15 4SB 39 4SB H16 H16 H 0 1 N N N 24.028 9.286 -2.015 3.701 2.276 -1.394 H16 4SB 40 4SB H16A H16A H 0 0 N N N 22.883 10.670 -2.103 4.262 0.678 -1.940 H16A 4SB 41 # 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 4SB C16 C SING N N 1 4SB C N SING N N 2 4SB C H SING N N 3 4SB C HA SING N N 4 4SB N HN SING N N 5 4SB N HNA SING N N 6 4SB O C08 SING N N 7 4SB O HO SING N N 8 4SB BR C09 SING N N 9 4SB C10 C01 DOUB Y N 10 4SB C01 C02 SING N E 11 4SB C01 C06 SING Y N 12 4SB C02 N01 DOUB N N 13 4SB N02 N01 SING N N 14 4SB C03 O01 DOUB N N 15 4SB C02 H02 SING N N 16 4SB N02 C03 SING N N 17 4SB N02 HN02 SING N N 18 4SB C04 C03 SING N N 19 4SB C16 C04 SING N N 20 4SB C04 C05 SING N N 21 4SB C04 H04 SING N N 22 4SB C11 C05 DOUB Y N 23 4SB C05 C15 SING Y N 24 4SB C07 C06 DOUB Y N 25 4SB C06 H06 SING N N 26 4SB C08 C07 SING Y N 27 4SB C07 H07 SING N N 28 4SB C09 C08 DOUB Y N 29 4SB C09 C10 SING Y N 30 4SB C10 H10 SING N N 31 4SB C11 C12 SING Y N 32 4SB C11 H11 SING N N 33 4SB C12 C13 DOUB Y N 34 4SB C12 H12 SING N N 35 4SB C13 C14 SING Y N 36 4SB C13 H13 SING N N 37 4SB C15 C14 DOUB Y N 38 4SB C14 H14 SING N N 39 4SB C15 H15 SING N N 40 4SB C16 H16 SING N N 41 4SB C16 H16A SING N N 42 # 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 4SB SMILES ACDLabs 12.01 "Brc2cc(/C=N/NC(=O)C(c1ccccc1)CCN)ccc2O" 4SB SMILES_CANONICAL CACTVS 3.370 "NCC[C@@H](C(=O)N/N=C/c1ccc(O)c(Br)c1)c2ccccc2" 4SB SMILES CACTVS 3.370 "NCC[CH](C(=O)NN=Cc1ccc(O)c(Br)c1)c2ccccc2" 4SB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)[C@@H](CCN)C(=O)N/N=C/c2ccc(c(c2)Br)O" 4SB SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(CCN)C(=O)NN=Cc2ccc(c(c2)Br)O" 4SB InChI InChI 1.03 "InChI=1S/C17H18BrN3O2/c18-15-10-12(6-7-16(15)22)11-20-21-17(23)14(8-9-19)13-4-2-1-3-5-13/h1-7,10-11,14,22H,8-9,19H2,(H,21,23)/b20-11+/t14-/m1/s1" 4SB InChIKey InChI 1.03 KNVUNNKRDYNEOP-XLTHYULKSA-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 4SB "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-4-amino-N'-[(E)-(3-bromo-4-hydroxyphenyl)methylidene]-2-phenylbutanehydrazide" 4SB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R)-4-azanyl-N-[(E)-(3-bromo-4-hydroxy-phenyl)methylideneamino]-2-phenyl-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 4SB "Create component" 2010-10-01 RCSB 4SB "Modify aromatic_flag" 2011-06-04 RCSB 4SB "Modify descriptor" 2011-06-04 RCSB #