data_097
# 
_chem_comp.id                                    097 
_chem_comp.name                                  (2S,3R)-N~4~-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N~1~,2-dihydroxy-3-(2-methylpropyl)butanediamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H29 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         MARIMASTAT 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-10-16 
_chem_comp.pdbx_modified_date                    2009-01-29 
_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                        331.408 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     097 
_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        1R55 
_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 
097 N1   N1   N 0 1 N N N 9.238  13.309 24.512 1.048  -0.145 -0.454 N1   097 1  
097 C2   C2   C 0 1 N N N 11.049 16.658 24.484 -1.904 1.769  1.776  C2   097 2  
097 O2   O2   O 0 1 N N N 11.137 12.504 22.523 3.052  1.313  -1.406 O2   097 3  
097 C4   C4   C 0 1 N N N 9.371  13.601 25.815 -0.083 -0.438 0.218  C4   097 4  
097 O3   O3   O 0 1 N N N 7.767  18.202 29.050 -5.843 0.507  -0.800 O3   097 5  
097 C5   C5   C 0 1 N N S 9.450  11.923 24.120 2.347  -0.251 0.216  C5   097 6  
097 C6   C6   C 0 1 N N N 8.289  11.453 23.234 2.937  -1.640 -0.033 C6   097 7  
097 C8   C8   C 0 1 N N N 8.158  12.386 22.015 3.231  -1.810 -1.525 C8   097 8  
097 C9   C9   C 0 1 N N N 8.545  10.013 22.759 4.235  -1.793 0.762  C9   097 9  
097 C10  C10  C 0 1 N N N 10.783 11.733 23.416 3.281  0.798  -0.332 C10  097 10 
097 C11  C11  C 0 1 N N N 12.767 10.381 23.221 5.221  2.254  -0.109 C11  097 11 
097 N3   N3   N 0 1 N N N 7.916  16.848 28.854 -4.546 0.457  -0.234 N3   097 12 
097 C12  C12  C 0 1 N N N 7.633  16.531 27.581 -3.851 -0.697 -0.241 C12  097 13 
097 O4   O4   O 0 1 N N N 7.161  17.341 26.787 -4.293 -1.667 -0.819 O4   097 14 
097 C13  C13  C 0 1 N N S 7.941  15.123 27.154 -2.525 -0.783 0.471  C13  097 15 
097 O5   O5   O 0 1 N N N 6.781  14.476 26.653 -2.241 -2.147 0.785  O5   097 16 
097 C14  C14  C 0 1 N N R 9.090  15.058 26.149 -1.424 -0.228 -0.435 C14  097 17 
097 C15  C15  C 0 1 N N N 10.353 15.717 26.720 -1.653 1.268  -0.659 C15  097 18 
097 C1   C1   C 0 1 N N N 11.496 15.880 25.706 -1.078 2.054  0.520  C1   097 19 
097 C3   C3   C 0 1 N N N 12.681 16.589 26.360 -1.126 3.551  0.207  C3   097 20 
097 O1   O1   O 0 1 N N N 9.676  12.795 26.694 -0.020 -0.872 1.349  O1   097 21 
097 C7   C7   C 0 1 N N N 6.990  11.501 24.058 1.937  -2.707 0.414  C7   097 22 
097 N2   N2   N 0 1 N N N 11.500 10.689 23.878 4.371  1.163  0.372  N2   097 23 
097 HN1  HN1  H 0 1 N N N 9.004  14.012 23.840 1.002  0.132  -1.382 HN1  097 24 
097 H21  H21  H 0 1 N N N 10.941 17.721 24.745 -1.608 0.807  2.195  H21  097 25 
097 H22  H22  H 0 1 N N N 11.799 16.551 23.687 -1.732 2.555  2.511  H22  097 26 
097 H23  H23  H 0 1 N N N 10.083 16.266 24.134 -2.963 1.741  1.515  H23  097 27 
097 HO3  HO3  H 0 1 N N N 7.733  18.386 29.981 -6.262 1.376  -0.748 HO3  097 28 
097 H5   H5   H 0 1 N N N 9.480  11.308 25.032 2.217  -0.098 1.287  H5   097 29 
097 H81  H81  H 0 1 N N N 8.127  13.432 22.355 3.944  -1.049 -1.844 H81  097 30 
097 H82  H82  H 0 1 N N N 9.022  12.243 21.349 3.651  -2.800 -1.703 H82  097 31 
097 H83  H83  H 0 1 N N N 7.232  12.150 21.471 2.306  -1.701 -2.092 H83  097 32 
097 H91  H91  H 0 1 N N N 8.606  9.994  21.661 4.018  -1.730 1.828  H91  097 33 
097 H92  H92  H 0 1 N N N 9.492  9.649  23.185 4.686  -2.760 0.540  H92  097 34 
097 H93  H93  H 0 1 N N N 7.720  9.365  23.091 4.927  -0.997 0.485  H93  097 35 
097 H111 H111 H 0 0 N N N 12.608 10.304 22.135 5.616  2.001  -1.093 H111 097 36 
097 H112 H112 H 0 0 N N N 13.492 11.182 23.429 4.634  3.170  -0.177 H112 097 37 
097 H113 H113 H 0 0 N N N 13.155 9.426  23.604 6.047  2.404  0.586  H113 097 38 
097 HN3  HN3  H 0 1 N N N 8.195  16.195 29.558 -4.158 1.255  0.160  HN3  097 39 
097 HO5  HO5  H 0 1 N N N 6.167  14.331 27.363 -2.188 -2.727 0.013  HO5  097 40 
097 H151 H151 H 0 0 N N N 10.077 16.718 27.082 -1.157 1.578  -1.579 H151 097 41 
097 H152 H152 H 0 0 N N N 10.726 15.054 27.514 -2.723 1.464  -0.739 H152 097 42 
097 H1   H1   H 0 1 N N N 11.800 14.874 25.381 -0.044 1.751  0.689  H1   097 43 
097 H31  H31  H 0 1 N N N 13.467 16.759 25.609 -0.715 4.111  1.048  H31  097 44 
097 H32  H32  H 0 1 N N N 12.350 17.555 26.770 -0.537 3.754  -0.687 H32  097 45 
097 H33  H33  H 0 1 N N N 13.080 15.963 27.172 -2.159 3.854  0.038  H33  097 46 
097 H71  H71  H 0 1 N N N 7.236  11.512 25.130 1.012  -2.599 -0.152 H71  097 47 
097 H72  H72  H 0 1 N N N 6.427  12.410 23.801 2.357  -3.697 0.237  H72  097 48 
097 H73  H73  H 0 1 N N N 6.379  10.615 23.831 1.728  -2.586 1.477  H73  097 49 
097 HN2  HN2  H 0 1 N N N 11.174 10.141 24.648 4.592  0.702  1.197  HN2  097 50 
097 H28  H28  H 0 1 N N N 8.275  14.582 28.052 -2.568 -0.199 1.390  ?    ?   51 
097 H29  H29  H 0 1 N N N 8.803  15.604 25.238 -1.446 -0.747 -1.394 ?    ?   52 
# 
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 
097 N1  C4   SING N N 1  
097 N1  C5   SING N N 2  
097 N1  HN1  SING N N 3  
097 C2  C1   SING N N 4  
097 C2  H21  SING N N 5  
097 C2  H22  SING N N 6  
097 C2  H23  SING N N 7  
097 O2  C10  DOUB N N 8  
097 C4  C14  SING N N 9  
097 C4  O1   DOUB N N 10 
097 O3  N3   SING N N 11 
097 O3  HO3  SING N N 12 
097 C5  C6   SING N N 13 
097 C5  C10  SING N N 14 
097 C5  H5   SING N N 15 
097 C6  C8   SING N N 16 
097 C6  C9   SING N N 17 
097 C6  C7   SING N N 18 
097 C8  H81  SING N N 19 
097 C8  H82  SING N N 20 
097 C8  H83  SING N N 21 
097 C9  H91  SING N N 22 
097 C9  H92  SING N N 23 
097 C9  H93  SING N N 24 
097 C10 N2   SING N N 25 
097 C11 N2   SING N N 26 
097 C11 H111 SING N N 27 
097 C11 H112 SING N N 28 
097 C11 H113 SING N N 29 
097 N3  C12  SING N N 30 
097 N3  HN3  SING N N 31 
097 C12 O4   DOUB N N 32 
097 C12 C13  SING N N 33 
097 C13 O5   SING N N 34 
097 C13 C14  SING N N 35 
097 O5  HO5  SING N N 36 
097 C14 C15  SING N N 37 
097 C15 C1   SING N N 38 
097 C15 H151 SING N N 39 
097 C15 H152 SING N N 40 
097 C1  C3   SING N N 41 
097 C1  H1   SING N N 42 
097 C3  H31  SING N N 43 
097 C3  H32  SING N N 44 
097 C3  H33  SING N N 45 
097 C7  H71  SING N N 46 
097 C7  H72  SING N N 47 
097 C7  H73  SING N N 48 
097 N2  HN2  SING N N 49 
097 C13 H28  SING N N 50 
097 C14 H29  SING N N 51 
# 
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 
097 InChI            InChI                1.02b InChI=1/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1/f/h16-18H 
097 InChIKey         InChI                1.02b OCSMOTCMPXTDND-JYRSSGSZDY                                                                                                                                      
097 SMILES_CANONICAL CACTVS               3.352 CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)C(C)(C)C                                                                                                      
097 SMILES           CACTVS               3.352 CNC(=O)[CH](NC(=O)[CH](CC(C)C)[CH](O)C(=O)NO)C(C)(C)C                                                                                                          
097 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 CC(C)C[C@H]([C@@H](C(=O)NO)O)C(=O)N[C@H](C(=O)NC)C(C)(C)C                                                                                                      
097 SMILES           "OpenEye OEToolkits" 1.6.1 CC(C)CC(C(C(=O)NO)O)C(=O)NC(C(=O)NC)C(C)(C)C                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           097 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.6.1 
_pdbx_chem_comp_identifier.identifier        "(2R,3S)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxo-butan-2-yl]-N',3-dihydroxy-2-(2-methylpropyl)butanediamide" 
# 
