data_DSX
# 
_chem_comp.id                                    DSX 
_chem_comp.name                                  BATIMASTAT 
_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                         BB-99 
_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                   OBS 
_chem_comp.pdbx_replaced_by                      BAT 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        477.640 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DSX 
_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        1DTH 
_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 
DSX C1   C1   C 0 1 Y N N -3.866 20.639 50.156 -2.952 -1.081 -3.027 C1   DSX 1  
DSX C2   C2   C 0 1 Y N N -2.885 21.106 49.283 -2.434 -1.928 -2.065 C2   DSX 2  
DSX C3   C3   C 0 1 Y N N -2.987 22.394 48.730 -2.701 -1.700 -0.728 C3   DSX 3  
DSX C4   C4   C 0 1 Y N N -4.072 23.212 49.054 -3.486 -0.626 -0.353 C4   DSX 4  
DSX C5   C5   C 0 1 Y N N -5.053 22.742 49.927 -4.009 0.216  -1.316 C5   DSX 5  
DSX C6   C6   C 0 1 Y N N -4.951 21.454 50.482 -3.738 -0.008 -2.652 C6   DSX 6  
DSX C10  C10  C 0 1 N N N -4.194 24.588 48.425 -3.778 -0.378 1.104  C10  DSX 7  
DSX C13  C13  C 0 1 N N S -4.842 24.468 47.038 -2.699 0.534  1.691  C13  DSX 8  
DSX C14  C14  C 0 1 N N N -5.577 25.659 46.395 -2.990 0.782  3.149  C14  DSX 9  
DSX O15  O15  O 0 1 N N N -6.221 25.491 45.362 -3.660 1.737  3.479  O15  DSX 10 
DSX N16  N16  N 0 1 N N N -5.476 26.852 46.991 -2.506 -0.057 4.085  N16  DSX 11 
DSX C17  C17  C 0 1 N N N -6.167 27.981 46.391 -2.694 0.243  5.507  C17  DSX 12 
DSX N18  N18  N 0 1 N N N -3.864 24.018 46.070 -1.389 -0.109 1.558  N18  DSX 13 
DSX C19  C19  C 0 1 N N N -2.767 24.716 45.742 -0.269 0.639  1.534  C19  DSX 14 
DSX O20  O20  O 0 1 N N N -2.412 25.733 46.352 -0.350 1.849  1.508  O20  DSX 15 
DSX C21  C21  C 0 1 N N R -1.886 24.037 44.674 1.082  -0.025 1.540  C21  DSX 16 
DSX C22  C22  C 0 1 N N N -0.886 23.011 45.297 1.781  0.251  2.872  C22  DSX 17 
DSX C23  C23  C 0 1 N N N 0.027  23.477 46.456 2.765  -0.879 3.177  C23  DSX 18 
DSX C24  C24  C 0 1 N N N 1.380  24.096 46.069 3.431  -0.625 4.531  C24  DSX 19 
DSX C25  C25  C 0 1 N N N 0.452  22.189 47.187 2.014  -2.211 3.220  C25  DSX 20 
DSX C27  C27  C 0 1 N N S -1.587 25.068 43.546 1.929  0.531  0.394  C27  DSX 21 
DSX C28  C28  C 0 1 N N N -1.482 24.465 42.140 1.230  0.254  -0.937 C28  DSX 22 
DSX S29  S29  S 0 1 N N N -0.313 23.086 41.987 2.121  1.097  -2.274 S29  DSX 23 
DSX C30  C30  C 0 1 Y N N -0.008 22.748 40.309 1.129  0.620  -3.650 C30  DSX 24 
DSX S31  S31  S 0 1 Y N N 0.451  21.158 39.771 -0.332 -0.403 -3.682 S31  DSX 25 
DSX C32  C32  C 0 1 Y N N 0.537  21.727 38.140 -0.647 -0.340 -5.438 C32  DSX 26 
DSX C33  C33  C 0 1 Y N N 0.229  23.087 37.988 0.364  0.442  -5.880 C33  DSX 27 
DSX C34  C34  C 0 1 Y N N -0.096 23.696 39.281 1.275  0.943  -4.967 C34  DSX 28 
DSX C35  C35  C 0 1 N N N -0.400 26.031 43.748 3.281  -0.134 0.400  C35  DSX 29 
DSX O36  O36  O 0 1 N N N 0.780  25.854 43.603 3.368  -1.332 0.234  O36  DSX 30 
DSX N37  N37  N 0 1 N N N -1.060 27.235 43.946 4.394  0.602  0.589  N37  DSX 31 
DSX O38  O38  O 0 1 N N N -0.585 28.431 44.011 5.661  -0.028 0.640  O38  DSX 32 
DSX H1   H1   H 0 1 N N N -3.783 19.627 50.587 -2.743 -1.259 -4.072 H1   DSX 33 
DSX H2   H2   H 0 1 N N N -2.029 20.457 49.030 -1.820 -2.766 -2.358 H2   DSX 34 
DSX H3   H3   H 0 1 N N N -2.211 22.764 48.038 -2.296 -2.361 0.023  H3   DSX 35 
DSX H5   H5   H 0 1 N N N -5.909 23.389 50.178 -4.623 1.055  -1.023 H5   DSX 36 
DSX H6   H6   H 0 1 N N N -5.724 21.081 51.175 -4.143 0.653  -3.404 H6   DSX 37 
DSX H101 1H10 H 0 0 N N N -4.740 25.303 49.083 -3.783 -1.327 1.640  H101 DSX 38 
DSX H102 2H10 H 0 0 N N N -3.215 25.120 48.386 -4.752 0.100  1.203  H102 DSX 39 
DSX H13  H13  H 0 1 N N N -5.662 23.752 47.279 -2.694 1.482  1.155  H13  DSX 40 
DSX HN6  HN6  H 0 1 N N N -4.913 26.897 47.840 -2.033 -0.861 3.818  HN6  DSX 41 
DSX H171 1H17 H 0 0 N N N -6.082 28.975 46.887 -2.238 -0.542 6.108  H171 DSX 42 
DSX H172 2H17 H 0 0 N N N -5.849 28.078 45.326 -2.223 1.198  5.741  H172 DSX 43 
DSX H173 3H17 H 0 0 N N N -7.245 27.724 46.269 -3.759 0.299  5.729  H173 DSX 44 
DSX HN8  HN8  H 0 1 N N N -3.956 23.130 45.575 -1.329 -1.074 1.486  HN8  DSX 45 
DSX H21  H21  H 0 1 N N N -2.345 23.252 44.028 0.958  -1.100 1.411  H21  DSX 46 
DSX H221 1H22 H 0 0 N N N -1.451 22.107 45.623 2.321  1.196  2.810  H221 DSX 47 
DSX H222 2H22 H 0 0 N N N -0.251 22.586 44.484 1.037  0.310  3.667  H222 DSX 48 
DSX H23  H23  H 0 1 N N N -0.564 24.245 47.006 3.527  -0.917 2.399  H23  DSX 49 
DSX H241 1H24 H 0 0 N N N 2.037  24.431 46.904 4.132  -1.431 4.748  H241 DSX 50 
DSX H242 2H24 H 0 0 N N N 1.940  23.388 45.414 3.966  0.323  4.501  H242 DSX 51 
DSX H243 3H24 H 0 0 N N N 1.214  24.942 45.361 2.668  -0.587 5.309  H243 DSX 52 
DSX H251 1H25 H 0 0 N N N 1.109  22.524 48.022 1.178  -2.135 3.916  H251 DSX 53 
DSX H252 2H25 H 0 0 N N N -0.405 21.557 47.517 1.637  -2.448 2.225  H252 DSX 54 
DSX H253 3H25 H 0 0 N N N 0.924  21.430 46.520 2.690  -3.000 3.549  H253 DSX 55 
DSX H27  H27  H 0 1 N N N -2.511 25.684 43.634 2.053  1.606  0.523  H27  DSX 56 
DSX H281 1H28 H 0 0 N N N -2.490 24.158 41.775 1.222  -0.819 -1.127 H281 DSX 57 
DSX H282 2H28 H 0 0 N N N -1.240 25.259 41.396 0.206  0.623  -0.894 H282 DSX 58 
DSX H32  H32  H 0 1 N N N 0.789  21.220 37.193 -1.440 -0.808 -6.003 H32  DSX 59 
DSX H33  H33  H 0 1 N N N 0.240  23.595 37.009 0.457  0.677  -6.930 H33  DSX 60 
DSX H34  H34  H 0 1 N N N -0.375 24.748 39.460 2.092  1.570  -5.292 H34  DSX 61 
DSX HN7  HN7  H 0 1 N N N -2.073 27.242 44.064 4.327  1.564  0.691  HN7  DSX 62 
DSX HO8  HO8  H 0 1 N N N -1.037 29.255 44.146 6.315  0.669  0.781  HO8  DSX 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 
DSX C1  C2   DOUB Y N 1  
DSX C1  C6   SING Y N 2  
DSX C1  H1   SING N N 3  
DSX C2  C3   SING Y N 4  
DSX C2  H2   SING N N 5  
DSX C3  C4   DOUB Y N 6  
DSX C3  H3   SING N N 7  
DSX C4  C5   SING Y N 8  
DSX C4  C10  SING N N 9  
DSX C5  C6   DOUB Y N 10 
DSX C5  H5   SING N N 11 
DSX C6  H6   SING N N 12 
DSX C10 C13  SING N N 13 
DSX C10 H101 SING N N 14 
DSX C10 H102 SING N N 15 
DSX C13 C14  SING N N 16 
DSX C13 N18  SING N N 17 
DSX C13 H13  SING N N 18 
DSX C14 O15  DOUB N N 19 
DSX C14 N16  SING N N 20 
DSX N16 C17  SING N N 21 
DSX N16 HN6  SING N N 22 
DSX C17 H171 SING N N 23 
DSX C17 H172 SING N N 24 
DSX C17 H173 SING N N 25 
DSX N18 C19  SING N N 26 
DSX N18 HN8  SING N N 27 
DSX C19 O20  DOUB N N 28 
DSX C19 C21  SING N N 29 
DSX C21 C22  SING N N 30 
DSX C21 C27  SING N N 31 
DSX C21 H21  SING N N 32 
DSX C22 C23  SING N N 33 
DSX C22 H221 SING N N 34 
DSX C22 H222 SING N N 35 
DSX C23 C24  SING N N 36 
DSX C23 C25  SING N N 37 
DSX C23 H23  SING N N 38 
DSX C24 H241 SING N N 39 
DSX C24 H242 SING N N 40 
DSX C24 H243 SING N N 41 
DSX C25 H251 SING N N 42 
DSX C25 H252 SING N N 43 
DSX C25 H253 SING N N 44 
DSX C27 C28  SING N N 45 
DSX C27 C35  SING N N 46 
DSX C27 H27  SING N N 47 
DSX C28 S29  SING N N 48 
DSX C28 H281 SING N N 49 
DSX C28 H282 SING N N 50 
DSX S29 C30  SING N N 51 
DSX C30 S31  SING Y N 52 
DSX C30 C34  DOUB Y N 53 
DSX S31 C32  SING Y N 54 
DSX C32 C33  DOUB Y N 55 
DSX C32 H32  SING N N 56 
DSX C33 C34  SING Y N 57 
DSX C33 H33  SING N N 58 
DSX C34 H34  SING N N 59 
DSX C35 O36  DOUB N N 60 
DSX C35 N37  SING N N 61 
DSX N37 O38  SING N N 62 
DSX N37 HN7  SING N N 63 
DSX O38 HO8  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 
DSX SMILES           ACDLabs              10.04 O=C(NC)C(NC(=O)C(C(C(=O)NO)CSc1sccc1)CC(C)C)Cc2ccccc2                                                                                                                                                        
DSX 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 
DSX InChIKey         InChI                1.02b XFILPEOLDIKJHX-OOIVNDIFDV                                                                                                                                                                                    
DSX SMILES_CANONICAL CACTVS               3.341 CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)[C@H](CSc2sccc2)C(=O)NO                                                                                                                                            
DSX SMILES           CACTVS               3.341 CNC(=O)[CH](Cc1ccccc1)NC(=O)[CH](CC(C)C)[CH](CSc2sccc2)C(=O)NO                                                                                                                                               
DSX 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                                                                                                                                           
DSX 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 
DSX "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 
DSX "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" 
# 
