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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h24-26H 
BAT InChIKey         InChI                1.02b XFILPEOLDIKJHX-OOIVNDIFDV                                                                                                                                                                                    
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                                                                                                                                                        
# 
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" 
# 
