data_BAT # _chem_comp.id BAT _chem_comp.name "4-(N-HYDROXYAMINO)-2R-ISOBUTYL-2S-(2-THIENYLTHIOMETHYL)SUCCINYL-L-PHENYLALANINE-N-METHYLAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 N3 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "BATIMASTAT; BB94" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces DSX _chem_comp.formula_weight 477.640 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BAT _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 1MMB _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 BAT C1 C1 C 0 1 N N S 27.708 60.098 53.041 1.929 0.531 0.394 C1 BAT 1 BAT C2 C2 C 0 1 N N N 26.715 59.558 54.051 3.281 -0.134 0.400 C2 BAT 2 BAT C3 C3 C 0 1 N N N 28.993 60.507 53.769 1.230 0.254 -0.937 C3 BAT 3 BAT C4 C4 C 0 1 Y N N 28.763 61.083 56.360 1.129 0.620 -3.650 C4 BAT 4 BAT C5 C5 C 0 1 Y N N 29.851 60.554 57.038 1.275 0.943 -4.967 C5 BAT 5 BAT C6 C6 C 0 1 Y N N 29.570 59.980 58.276 0.364 0.442 -5.880 C6 BAT 6 BAT C7 C7 C 0 1 Y N N 28.214 60.011 58.656 -0.647 -0.340 -5.438 C7 BAT 7 BAT C8 C8 C 0 1 N N R 28.046 59.040 51.928 1.082 -0.025 1.540 C8 BAT 8 BAT C9 C9 C 0 1 N N N 26.772 58.546 51.177 1.781 0.251 2.872 C9 BAT 9 BAT C10 C10 C 0 1 N N N 26.852 57.535 50.011 2.765 -0.879 3.177 C10 BAT 10 BAT C11 C11 C 0 1 N N N 27.041 56.147 50.502 3.431 -0.625 4.531 C11 BAT 11 BAT C12 C12 C 0 1 N N N 25.599 57.557 49.172 2.014 -2.211 3.220 C12 BAT 12 BAT C13 C13 C 0 1 N N N 29.008 59.785 50.968 -0.269 0.639 1.534 C13 BAT 13 BAT C14 C14 C 0 1 N N S 31.228 59.834 49.965 -2.699 0.534 1.691 C14 BAT 14 BAT C15 C15 C 0 1 N N N 31.362 59.078 48.637 -2.990 0.782 3.149 C15 BAT 15 BAT C16 C16 C 0 1 N N N 31.784 59.234 46.218 -2.694 0.243 5.507 C16 BAT 16 BAT C17 C17 C 0 1 N N N 32.592 59.850 50.692 -3.778 -0.378 1.104 C17 BAT 17 BAT C18 C18 C 0 1 Y N N 32.513 60.070 52.208 -3.486 -0.626 -0.353 C18 BAT 18 BAT C19 C19 C 0 1 Y N N 31.904 59.115 53.053 -2.701 -1.700 -0.728 C19 BAT 19 BAT C20 C20 C 0 1 Y N N 31.912 59.258 54.458 -2.434 -1.928 -2.065 C20 BAT 20 BAT C21 C21 C 0 1 Y N N 32.527 60.357 55.021 -2.952 -1.081 -3.027 C21 BAT 21 BAT C22 C22 C 0 1 Y N N 33.134 61.324 54.197 -3.738 -0.008 -2.652 C22 BAT 22 BAT C23 C23 C 0 1 Y N N 33.123 61.178 52.801 -4.009 0.216 -1.316 C23 BAT 23 BAT N1 N1 N 0 1 N N N 25.577 60.204 54.178 4.394 0.602 0.589 N1 BAT 24 BAT N2 N2 N 0 1 N N N 30.207 59.221 50.799 -1.389 -0.109 1.558 N2 BAT 25 BAT N3 N3 N 0 1 N N N 31.623 59.819 47.552 -2.506 -0.057 4.085 N3 BAT 26 BAT O1 O1 O 0 1 N N N 26.985 58.616 54.744 3.368 -1.332 0.234 O1 BAT 27 BAT O2 O2 O 0 1 N N N 24.509 59.567 54.830 5.661 -0.028 0.640 O2 BAT 28 BAT O3 O3 O 0 1 N N N 28.680 60.871 50.440 -0.350 1.849 1.508 O3 BAT 29 BAT O4 O4 O 0 1 N N N 31.228 57.844 48.606 -3.660 1.737 3.479 O4 BAT 30 BAT S1 S1 S 0 1 N N N 28.819 61.917 54.832 2.121 1.097 -2.274 S1 BAT 31 BAT S2 S2 S 0 1 Y N N 27.262 60.837 57.316 -0.332 -0.403 -3.682 S2 BAT 32 BAT H1 H1 H 0 1 N N N 27.246 60.980 52.539 2.053 1.606 0.523 H1 BAT 33 BAT H31 1H3 H 0 1 N N N 29.410 59.642 54.336 1.222 -0.819 -1.127 H31 BAT 34 BAT H32 2H3 H 0 1 N N N 29.818 60.671 53.037 0.206 0.623 -0.894 H32 BAT 35 BAT H5 H5 H 0 1 N N N 30.871 60.587 56.620 2.092 1.570 -5.292 H5 BAT 36 BAT H6 H6 H 0 1 N N N 30.359 59.535 58.905 0.457 0.677 -6.930 H6 BAT 37 BAT H7 H7 H 0 1 N N N 27.984 59.558 59.635 -1.440 -0.808 -6.003 H7 BAT 38 BAT H8 H8 H 0 1 N N N 28.499 58.118 52.361 0.958 -1.100 1.411 H8 BAT 39 BAT H91 1H9 H 0 1 N N N 26.067 58.134 51.936 2.321 1.196 2.810 H91 BAT 40 BAT H92 2H9 H 0 1 N N N 26.222 59.444 50.811 1.037 0.310 3.667 H92 BAT 41 BAT H10 H10 H 0 1 N N N 27.729 57.844 49.396 3.527 -0.917 2.399 H10 BAT 42 BAT H111 1H11 H 0 0 N N N 27.098 55.417 49.660 4.132 -1.431 4.748 H111 BAT 43 BAT H112 2H11 H 0 0 N N N 27.930 56.069 51.169 3.966 0.323 4.501 H112 BAT 44 BAT H113 3H11 H 0 0 N N N 26.249 55.862 51.233 2.668 -0.587 5.309 H113 BAT 45 BAT H121 1H12 H 0 0 N N N 25.656 56.827 48.330 1.178 -2.135 3.916 H121 BAT 46 BAT H122 2H12 H 0 0 N N N 24.688 57.390 49.794 1.637 -2.448 2.225 H122 BAT 47 BAT H123 3H12 H 0 0 N N N 25.372 58.585 48.805 2.690 -3.000 3.549 H123 BAT 48 BAT H14 H14 H 0 1 N N N 30.917 60.884 49.757 -2.694 1.482 1.155 H14 BAT 49 BAT H161 1H16 H 0 0 N N N 32.001 59.850 45.314 -2.238 -0.542 6.108 H161 BAT 50 BAT H162 2H16 H 0 0 N N N 32.573 58.449 46.287 -2.223 1.198 5.741 H162 BAT 51 BAT H163 3H16 H 0 0 N N N 30.870 58.631 46.002 -3.759 0.299 5.729 H163 BAT 52 BAT H171 1H17 H 0 0 N N N 33.160 58.917 50.466 -3.783 -1.327 1.640 H171 BAT 53 BAT H172 2H17 H 0 0 N N N 33.267 60.605 50.227 -4.752 0.100 1.203 H172 BAT 54 BAT H19 H19 H 0 1 N N N 31.410 58.236 52.604 -2.296 -2.361 0.023 H19 BAT 55 BAT H20 H20 H 0 1 N N N 31.437 58.510 55.116 -1.820 -2.766 -2.358 H20 BAT 56 BAT H21 H21 H 0 1 N N N 32.533 60.461 56.119 -2.743 -1.259 -4.072 H21 BAT 57 BAT H22 H22 H 0 1 N N N 33.622 62.203 54.649 -4.143 0.653 -3.404 H22 BAT 58 BAT H23 H23 H 0 1 N N N 33.598 61.942 52.163 -4.623 1.055 -1.023 H23 BAT 59 BAT HN1 HN1 H 0 1 N N N 25.552 61.138 53.835 4.327 1.564 0.691 HN1 BAT 60 BAT HN2 HN2 H 0 1 N N N 30.384 58.350 51.211 -1.329 -1.074 1.486 HN2 BAT 61 BAT HN3 HN3 H 0 1 N N N 31.680 60.792 47.667 -2.033 -0.861 3.818 HN3 BAT 62 BAT HO2 HO2 H 0 1 N N N 24.070 60.188 55.431 6.315 0.669 0.781 HO2 BAT 63 # # 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 BAT C1 C2 SING N N 1 BAT C1 C3 SING N N 2 BAT C1 C8 SING N N 3 BAT C1 H1 SING N N 4 BAT C2 N1 SING N N 5 BAT C2 O1 DOUB N N 6 BAT C3 S1 SING N N 7 BAT C3 H31 SING N N 8 BAT C3 H32 SING N N 9 BAT C4 C5 DOUB Y N 10 BAT C4 S1 SING N N 11 BAT C4 S2 SING Y N 12 BAT C5 C6 SING Y N 13 BAT C5 H5 SING N N 14 BAT C6 C7 DOUB Y N 15 BAT C6 H6 SING N N 16 BAT C7 S2 SING Y N 17 BAT C7 H7 SING N N 18 BAT C8 C9 SING N N 19 BAT C8 C13 SING N N 20 BAT C8 H8 SING N N 21 BAT C9 C10 SING N N 22 BAT C9 H91 SING N N 23 BAT C9 H92 SING N N 24 BAT C10 C11 SING N N 25 BAT C10 C12 SING N N 26 BAT C10 H10 SING N N 27 BAT C11 H111 SING N N 28 BAT C11 H112 SING N N 29 BAT C11 H113 SING N N 30 BAT C12 H121 SING N N 31 BAT C12 H122 SING N N 32 BAT C12 H123 SING N N 33 BAT C13 N2 SING N N 34 BAT C13 O3 DOUB N N 35 BAT C14 C15 SING N N 36 BAT C14 C17 SING N N 37 BAT C14 N2 SING N N 38 BAT C14 H14 SING N N 39 BAT C15 N3 SING N N 40 BAT C15 O4 DOUB N N 41 BAT C16 N3 SING N N 42 BAT C16 H161 SING N N 43 BAT C16 H162 SING N N 44 BAT C16 H163 SING N N 45 BAT C17 C18 SING N N 46 BAT C17 H171 SING N N 47 BAT C17 H172 SING N N 48 BAT C18 C19 DOUB Y N 49 BAT C18 C23 SING Y N 50 BAT C19 C20 SING Y N 51 BAT C19 H19 SING N N 52 BAT C20 C21 DOUB Y N 53 BAT C20 H20 SING N N 54 BAT C21 C22 SING Y N 55 BAT C21 H21 SING N N 56 BAT C22 C23 DOUB Y N 57 BAT C22 H22 SING N N 58 BAT C23 H23 SING N N 59 BAT N1 O2 SING N N 60 BAT N1 HN1 SING N N 61 BAT N2 HN2 SING N N 62 BAT N3 HN3 SING N N 63 BAT O2 HO2 SING N N 64 # # 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 BAT SMILES ACDLabs 10.04 "O=C(NC)C(NC(=O)C(C(C(=O)NO)CSc1sccc1)CC(C)C)Cc2ccccc2" BAT SMILES_CANONICAL CACTVS 3.341 "CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)[C@H](CSc2sccc2)C(=O)NO" BAT SMILES CACTVS 3.341 "CNC(=O)[CH](Cc1ccccc1)NC(=O)[CH](CC(C)C)[CH](CSc2sccc2)C(=O)NO" BAT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@H]([C@H](CSc1cccs1)C(=O)NO)C(=O)N[C@@H](Cc2ccccc2)C(=O)NC" BAT SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(CSc1cccs1)C(=O)NO)C(=O)NC(Cc2ccccc2)C(=O)NC" BAT InChI InChI 1.03 "InChI=1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1" BAT InChIKey InChI 1.03 XFILPEOLDIKJHX-QYZOEREBSA-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 BAT "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3S)-N~1~-[(1S)-1-benzyl-2-(methylamino)-2-oxoethyl]-N~4~-hydroxy-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide" BAT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-N-hydroxy-N'-[(2S)-1-methylamino-1-oxo-3-phenyl-propan-2-yl]-3-(2-methylpropyl)-2-(thiophen-2-ylsulfanylmethyl)butanediamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BAT "Create component" 1999-07-08 RCSB BAT "Modify descriptor" 2011-06-04 RCSB BAT "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 BAT BATIMASTAT ? ? 2 BAT BB94 ? ? ##