data_S80
# 
_chem_comp.id                                    S80 
_chem_comp.name                                  N1-HYDROXY-2-(3-HYDROXY-PROPYL)-3-ISOBUTYL-N4-[1-(2-METHOXY-ETHYL)-2-OXO-AZEPAN-3-YL]-SUCCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H37 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "A DISUBSTITUTED SUCCINYL CAPROLACTAM HYDROXYMATE MMP3 INHIBITOR" 
_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                         ? 
_chem_comp.formula_weight                        415.524 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S80 
_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        1BIW 
_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 
S80 C10  C10  C 0 1 N N N 7.728  48.886 54.726 -0.178 0.517  -2.689 C10  S80 1  
S80 O4   O4   O 0 1 N N N 7.130  48.743 55.791 -1.316 0.175  -2.444 O4   S80 2  
S80 N3   N3   N 0 1 N N N 9.064  48.664 54.596 0.093  1.153  -3.829 N3   S80 3  
S80 C9   C9   C 0 1 N N N 9.791  48.595 53.328 1.468  1.581  -4.134 C9   S80 4  
S80 C8   C8   C 0 1 N N N 10.053 49.967 52.700 2.304  0.344  -4.469 C8   S80 5  
S80 C7   C7   C 0 1 N N N 8.812  50.588 52.072 2.874  -0.280 -3.209 C7   S80 6  
S80 C6   C6   C 0 1 N N N 7.601  50.734 52.927 1.823  -0.881 -2.293 C6   S80 7  
S80 C5   C5   C 0 1 N N S 6.983  49.568 53.607 0.929  0.212  -1.703 C5   S80 8  
S80 N2   N2   N 0 1 N N N 5.534  49.607 53.814 0.353  -0.251 -0.438 N2   S80 9  
S80 C4   C4   C 0 1 N N N 4.606  48.810 53.217 0.037  0.636  0.523  C4   S80 10 
S80 C3   C3   C 0 1 N N R 3.200  48.767 53.650 -0.506 0.155  1.844  C3   S80 11 
S80 C2   C2   C 0 1 N N S 2.208  49.360 52.688 0.108  0.977  2.979  C2   S80 12 
S80 C1   C1   C 0 1 N N N 0.827  49.461 53.234 -0.436 0.495  4.299  C1   S80 13 
S80 O1   O1   O 0 1 N N N 0.653  50.279 54.111 -0.728 -0.672 4.445  O1   S80 14 
S80 N1   N1   N 0 1 N N N -0.204 48.721 52.807 -0.598 1.363  5.318  N1   S80 15 
S80 O2   O2   O 0 1 N N N -1.400 48.907 53.485 -1.015 0.894  6.587  O2   S80 16 
S80 C11  C11  C 0 1 N N N 2.509  50.118 51.389 1.629  0.810  2.963  C11  S80 17 
S80 C12  C12  C 0 1 N N N 2.764  51.595 51.761 1.980  -0.675 3.061  C12  S80 18 
S80 C13  C13  C 0 1 N N N 2.782  52.507 50.514 3.498  -0.834 3.161  C13  S80 19 
S80 O5   O5   O 0 1 N N N 1.468  52.561 49.959 3.827  -2.222 3.252  O5   S80 20 
S80 C14  C14  C 0 1 N N N 2.790  47.739 54.616 -2.027 0.322  1.860  C14  S80 21 
S80 C15  C15  C 0 1 N N N 3.131  47.559 56.000 -2.687 -1.040 2.082  C15  S80 22 
S80 C17  C17  C 0 1 N N N 3.012  48.656 57.009 -4.204 -0.863 2.175  C17  S80 23 
S80 C16  C16  C 0 1 N N N 3.042  46.187 56.639 -2.353 -1.966 0.911  C16  S80 24 
S80 O3   O3   O 0 1 N N N 4.846  48.031 52.331 0.190  1.823  0.327  O3   S80 25 
S80 C18  C18  C 0 1 N N N 9.933  48.575 55.786 -0.983 1.434  -4.781 C18  S80 26 
S80 C19  C19  C 0 1 N N N 9.977  47.193 56.431 -1.110 0.269  -5.765 C19  S80 27 
S80 O6   O6   O 0 1 N N N 10.511 46.228 55.542 -1.408 -0.930 -5.048 O6   S80 28 
S80 C20  C20  C 0 1 N N N 10.472 44.929 56.141 -1.513 -1.975 -6.017 C20  S80 29 
S80 H91  1H9  H 0 1 N N N 10.743 48.027 53.449 1.460  2.259  -4.987 H91  S80 30 
S80 H92  2H9  H 0 1 N N N 9.266  47.924 52.607 1.895  2.087  -3.267 H92  S80 31 
S80 H81  1H8  H 0 1 N N N 10.511 50.661 53.442 1.674  -0.385 -4.978 H81  S80 32 
S80 H82  2H8  H 0 1 N N N 10.885 49.911 51.960 3.122  0.632  -5.128 H82  S80 33 
S80 H71  1H7  H 0 1 N N N 9.077  51.580 51.638 3.574  -1.064 -3.496 H71  S80 34 
S80 H72  2H7  H 0 1 N N N 8.544  50.020 51.150 3.420  0.484  -2.657 H72  S80 35 
S80 H61  1H6  H 0 1 N N N 7.820  51.505 53.701 1.208  -1.579 -2.861 H61  S80 36 
S80 H62  2H6  H 0 1 N N N 6.811  51.233 52.319 2.317  -1.416 -1.482 H62  S80 37 
S80 H5   H5   H 0 1 N N N 7.139  48.855 52.763 1.518  1.112  -1.528 H5   S80 38 
S80 HN2  HN2  H 0 1 N N N 5.116  50.277 54.459 0.199  -1.198 -0.294 HN2  S80 39 
S80 H3   H3   H 0 1 N N N 3.153  49.554 54.438 -0.255 -0.896 1.979  H3   S80 40 
S80 H2   H2   H 0 1 N N N 2.538  48.588 51.953 -0.143 2.028  2.844  H2   S80 41 
S80 HN1  HN1  H 0 1 N N N -0.088 48.070 52.030 -0.429 2.308  5.181  HN1  S80 42 
S80 HO2  HO2  H 0 1 N N N -2.131 48.382 53.182 -1.068 1.667  7.166  HO2  S80 43 
S80 H111 1H11 H 0 0 N N N 3.345  49.666 50.806 2.029  1.218  2.035  H111 S80 44 
S80 H112 2H11 H 0 0 N N N 1.711  49.995 50.619 2.061  1.342  3.810  H112 S80 45 
S80 H121 1H12 H 0 0 N N N 2.028  51.955 52.516 1.511  -1.102 3.947  H121 S80 46 
S80 H122 2H12 H 0 0 N N N 3.698  51.707 52.359 1.618  -1.193 2.173  H122 S80 47 
S80 H131 1H13 H 0 0 N N N 3.191  53.520 50.734 3.968  -0.408 2.274  H131 S80 48 
S80 H132 2H13 H 0 0 N N N 3.545  52.189 49.766 3.860  -0.316 4.049  H132 S80 49 
S80 HO5  HO5  H 0 1 N N N 1.479  53.121 49.192 4.790  -2.278 3.313  HO5  S80 50 
S80 H141 1H14 H 0 0 N N N 1.675  47.760 54.598 -2.310 0.998  2.666  H141 S80 51 
S80 H142 2H14 H 0 0 N N N 3.053  46.770 54.130 -2.358 0.734  0.907  H142 S80 52 
S80 H15  H15  H 0 1 N N N 4.175  47.686 55.630 -2.315 -1.477 3.008  H15  S80 53 
S80 H171 1H17 H 0 0 N N N 3.276  48.516 58.083 -4.674 -1.833 2.333  H171 S80 54 
S80 H172 2H17 H 0 0 N N N 3.596  49.526 56.629 -4.442 -0.203 3.010  H172 S80 55 
S80 H173 3H17 H 0 0 N N N 1.965  49.038 56.967 -4.576 -0.426 1.249  H173 S80 56 
S80 H161 1H16 H 0 0 N N N 3.306  46.047 57.713 -2.766 -1.552 -0.008 H161 S80 57 
S80 H162 2H16 H 0 0 N N N 2.012  45.791 56.477 -1.270 -2.054 0.815  H162 S80 58 
S80 H163 3H16 H 0 0 N N N 3.652  45.477 56.032 -2.783 -2.950 1.091  H163 S80 59 
S80 H181 1H18 H 0 0 N N N 10.963 48.923 55.542 -0.755 2.348  -5.328 H181 S80 60 
S80 H182 2H18 H 0 0 N N N 9.643  49.346 56.537 -1.922 1.557  -4.242 H182 S80 61 
S80 H191 1H19 H 0 0 N N N 10.531 47.210 57.398 -0.171 0.145  -6.305 H191 S80 62 
S80 H192 2H19 H 0 0 N N N 8.975  46.887 56.813 -1.911 0.477  -6.474 H192 S80 63 
S80 H201 1H20 H 0 0 N N N 10.892 44.169 55.441 -1.741 -2.915 -5.514 H201 S80 64 
S80 H202 2H20 H 0 0 N N N 10.984 44.911 57.131 -2.310 -1.738 -6.722 H202 S80 65 
S80 H203 3H20 H 0 0 N N N 9.445  44.658 56.482 -0.569 -2.070 -6.553 H203 S80 66 
# 
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 
S80 C10 O4   DOUB N N 1  
S80 C10 N3   SING N N 2  
S80 C10 C5   SING N N 3  
S80 N3  C9   SING N N 4  
S80 N3  C18  SING N N 5  
S80 C9  C8   SING N N 6  
S80 C9  H91  SING N N 7  
S80 C9  H92  SING N N 8  
S80 C8  C7   SING N N 9  
S80 C8  H81  SING N N 10 
S80 C8  H82  SING N N 11 
S80 C7  C6   SING N N 12 
S80 C7  H71  SING N N 13 
S80 C7  H72  SING N N 14 
S80 C6  C5   SING N N 15 
S80 C6  H61  SING N N 16 
S80 C6  H62  SING N N 17 
S80 C5  N2   SING N N 18 
S80 C5  H5   SING N N 19 
S80 N2  C4   SING N N 20 
S80 N2  HN2  SING N N 21 
S80 C4  C3   SING N N 22 
S80 C4  O3   DOUB N N 23 
S80 C3  C2   SING N N 24 
S80 C3  C14  SING N N 25 
S80 C3  H3   SING N N 26 
S80 C2  C1   SING N N 27 
S80 C2  C11  SING N N 28 
S80 C2  H2   SING N N 29 
S80 C1  O1   DOUB N N 30 
S80 C1  N1   SING N N 31 
S80 N1  O2   SING N N 32 
S80 N1  HN1  SING N N 33 
S80 O2  HO2  SING N N 34 
S80 C11 C12  SING N N 35 
S80 C11 H111 SING N N 36 
S80 C11 H112 SING N N 37 
S80 C12 C13  SING N N 38 
S80 C12 H121 SING N N 39 
S80 C12 H122 SING N N 40 
S80 C13 O5   SING N N 41 
S80 C13 H131 SING N N 42 
S80 C13 H132 SING N N 43 
S80 O5  HO5  SING N N 44 
S80 C14 C15  SING N N 45 
S80 C14 H141 SING N N 46 
S80 C14 H142 SING N N 47 
S80 C15 C17  SING N N 48 
S80 C15 C16  SING N N 49 
S80 C15 H15  SING N N 50 
S80 C17 H171 SING N N 51 
S80 C17 H172 SING N N 52 
S80 C17 H173 SING N N 53 
S80 C16 H161 SING N N 54 
S80 C16 H162 SING N N 55 
S80 C16 H163 SING N N 56 
S80 C18 C19  SING N N 57 
S80 C18 H181 SING N N 58 
S80 C18 H182 SING N N 59 
S80 C19 O6   SING N N 60 
S80 C19 H191 SING N N 61 
S80 C19 H192 SING N N 62 
S80 O6  C20  SING N N 63 
S80 C20 H201 SING N N 64 
S80 C20 H202 SING N N 65 
S80 C20 H203 SING N N 66 
# 
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 
S80 SMILES           ACDLabs              10.04 O=C(NO)C(CCCO)C(C(=O)NC1C(=O)N(CCOC)CCCC1)CC(C)C                                                                                                                                
S80 InChI            InChI                1.02b InChI=1/C20H37N3O6/c1-14(2)13-16(15(7-6-11-24)19(26)22-28)18(25)21-17-8-4-5-9-23(20(17)27)10-12-29-3/h14-17,24,28H,4-13H2,1-3H3,(H,21,25)(H,22,26)/t15-,16+,17-/m0/s1/f/h21-22H 
S80 InChIKey         InChI                1.02b JLEGVELHGVWFGG-DBTUOXHXDH                                                                                                                                                       
S80 SMILES_CANONICAL CACTVS               3.341 COCCN1CCCC[C@H](NC(=O)[C@H](CC(C)C)[C@H](CCCO)C(=O)NO)C1=O                                                                                                                      
S80 SMILES           CACTVS               3.341 COCCN1CCCC[CH](NC(=O)[CH](CC(C)C)[CH](CCCO)C(=O)NO)C1=O                                                                                                                         
S80 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@H](C(CCCO)C(=O)NO)C(=O)N[C@H]1CCCCN(C1=O)CCOC                                                                                                                          
S80 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C(CCCO)C(=O)NO)C(=O)NC1CCCCN(C1=O)CCOC                                                                                                                                  
# 
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 
S80 "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3R)-N~1~-hydroxy-2-(3-hydroxypropyl)-N~4~-[(3S)-1-(2-methoxyethyl)-2-oxoazepan-3-yl]-3-(2-methylpropyl)butanediamide 
S80 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-N-hydroxy-2-(3-hydroxypropyl)-N'-[(3S)-1-(2-methoxyethyl)-2-oxo-azepan-3-yl]-3-(2-methylpropyl)butanediamide"      
# 
