data_002
# 
_chem_comp.id                                    002 
_chem_comp.name                                  N-[(2R)-2-BENZYL-4-(HYDROXYAMINO)-4-OXOBUTANOYL]-L-ISOLEUCYL-L-LEUCINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H35 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        449.541 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     002 
_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        2FV9 
_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 
002 C1   C1   C 0 1 N N S 46.822 28.736 39.606 -1.036 0.293  0.447  C1   002 1  
002 C2   C2   C 0 1 N N S 47.362 28.034 38.343 -1.041 1.804  0.685  C2   002 2  
002 C3   C3   C 0 1 N N N 47.592 29.054 37.227 -2.288 2.191  1.482  C3   002 3  
002 C4   C4   C 0 1 N N N 48.413 28.490 36.077 -2.201 1.595  2.888  C4   002 4  
002 C5   C5   C 0 1 N N N 47.164 31.038 40.170 1.298  -0.400 0.528  C5   002 5  
002 C6   C6   C 0 1 N N N 46.616 27.699 40.714 -2.203 -0.081 -0.431 C6   002 6  
002 C7   C7   C 0 1 N N S 45.033 26.134 41.646 -4.574 -0.548 -0.745 C7   002 7  
002 C8   C8   C 0 1 N N N 44.110 26.453 42.830 -5.705 -1.025 0.168  C8   002 8  
002 C9   C9   C 0 1 N N N 49.255 34.145 39.314 3.102  1.743  -0.050 C9   002 9  
002 C10  C10  C 0 1 N N N 48.267 33.014 39.174 3.051  0.539  -0.954 C10  002 10 
002 C11  C11  C 0 1 N N N 44.371 25.081 40.768 -5.072 0.577  -1.616 C11  002 11 
002 C12  C12  C 0 1 N N N 46.362 26.955 37.909 -1.048 2.533  -0.660 C12  002 12 
002 N3   N3   N 0 1 N N N 47.721 29.826 39.993 0.214  -0.094 -0.212 N3   002 13 
002 O6   O6   O 0 1 N N N 47.572 27.258 41.353 -2.016 -0.388 -1.589 O6   002 14 
002 O1   O1   O 0 1 N N N 44.776 23.902 40.843 -4.546 1.663  -1.559 O1   002 15 
002 O2   O2   O 0 1 N N N 49.764 36.278 39.767 3.491  4.079  0.300  O2   002 16 
002 C13  C13  C 0 1 N N N 44.829 27.070 44.037 -5.227 -2.228 0.984  C13  002 17 
002 C20  C20  C 0 1 N N N 46.070 26.260 44.416 -6.295 -2.601 2.015  C20  002 18 
002 C21  C21  C 0 1 N N N 43.884 27.145 45.240 -4.984 -3.415 0.050  C21  002 19 
002 N1   N1   N 0 1 N N N 48.758 35.374 39.517 3.443  2.947  -0.549 N1   002 20 
002 O3   O3   O 0 1 N N N 50.462 33.928 39.241 2.836  1.629  1.128  O3   002 21 
002 C22  C22  C 0 1 N N R 48.164 32.160 40.439 2.615  -0.686 -0.148 C22  002 22 
002 C23  C23  C 0 1 N N N 47.734 32.989 41.662 3.673  -1.004 0.911  C23  002 23 
002 O4   O4   O 0 1 N N N 45.963 31.279 40.109 1.215  -0.446 1.737  O4   002 24 
002 N2   N2   N 0 1 N N N 45.328 27.357 40.908 -3.454 -0.074 0.071  N2   002 25 
002 O5   O5   O 0 1 N N N 43.450 25.442 40.002 -6.101 0.373  -2.453 O5   002 26 
002 C14  C14  C 0 1 Y N N 47.872 32.180 42.937 4.945  -1.443 0.233  C14  002 27 
002 C15  C15  C 0 1 Y N N 49.078 32.236 43.691 5.955  -0.528 0.000  C15  002 28 
002 C16  C16  C 0 1 Y N N 49.197 31.509 44.911 7.122  -0.931 -0.622 C16  002 29 
002 C17  C17  C 0 1 Y N N 48.108 30.717 45.376 7.280  -2.248 -1.010 C17  002 30 
002 C18  C18  C 0 1 Y N N 46.912 30.633 44.610 6.270  -3.163 -0.776 C18  002 31 
002 C19  C19  C 0 1 Y N N 46.792 31.365 43.390 5.105  -2.761 -0.151 C19  002 32 
002 H1   H1   H 0 1 N N N 45.842 29.195 39.406 -1.120 -0.226 1.402  H1   002 33 
002 H2   H2   H 0 1 N N N 48.329 27.559 38.563 -0.150 2.086  1.246  H2   002 34 
002 H31  1H3  H 0 1 N N N 48.153 29.898 37.656 -3.175 1.805  0.978  H31  002 35 
002 H32  2H3  H 0 1 N N N 46.613 29.366 36.835 -2.353 3.277  1.551  H32  002 36 
002 H41  1H4  H 0 1 N N N 48.839 27.520 36.372 -3.041 1.949  3.486  H41  002 37 
002 H42  2H4  H 0 1 N N N 49.226 29.188 35.830 -2.233 0.507  2.825  H42  002 38 
002 H43  3H4  H 0 1 N N N 47.767 28.354 35.197 -1.267 1.905  3.356  H43  002 39 
002 H7   H7   H 0 1 N N N 45.990 25.727 42.003 -4.241 -1.373 -1.374 H7   002 40 
002 H81  1H8  H 0 1 N N N 43.681 25.498 43.167 -5.992 -0.219 0.843  H81  002 41 
002 H82  2H8  H 0 1 N N N 43.351 27.170 42.485 -6.563 -1.315 -0.438 H82  002 42 
002 H101 1H10 H 0 0 N N N 48.618 32.363 38.359 4.039  0.361  -1.379 H101 002 43 
002 H102 2H10 H 0 0 N N N 47.276 33.442 38.963 2.337  0.718  -1.758 H102 002 44 
002 H121 1H12 H 0 0 N N N 45.442 27.047 38.505 -0.961 3.606  -0.493 H121 002 45 
002 H122 2H12 H 0 0 N N N 46.804 25.960 38.068 -0.208 2.189  -1.264 H122 002 46 
002 H123 3H12 H 0 0 N N N 46.123 27.084 36.843 -1.981 2.321  -1.182 H123 002 47 
002 HN3  HN3  H 0 1 N N N 48.702 29.676 40.120 0.261  -0.130 -1.180 HN3  002 48 
002 HO2  HO2  H 0 1 N N N 50.212 36.486 38.956 3.753  4.830  -0.249 HO2  002 49 
002 H13  H13  H 0 1 N N N 45.144 28.085 43.753 -4.300 -1.974 1.497  H13  002 50 
002 H201 1H20 H 0 0 N N N 45.761 25.304 44.864 -5.994 -3.509 2.537  H201 002 51 
002 H202 2H20 H 0 0 N N N 46.671 26.828 45.142 -6.406 -1.789 2.733  H202 002 52 
002 H203 3H20 H 0 0 N N N 46.671 26.066 43.515 -7.245 -2.770 1.509  H203 002 53 
002 H211 1H21 H 0 0 N N N 43.223 26.266 45.242 -4.224 -3.149 -0.685 H211 002 54 
002 H212 2H21 H 0 0 N N N 43.277 28.060 45.173 -4.644 -4.272 0.631  H212 002 55 
002 H213 3H21 H 0 0 N N N 44.473 27.163 46.169 -5.911 -3.669 -0.463 H213 002 56 
002 HN1  HN1  H 0 1 N N N 47.785 35.603 39.490 3.656  3.039  -1.491 HN1  002 57 
002 H22  H22  H 0 1 N N N 49.155 31.746 40.677 2.502  -1.540 -0.816 H22  002 58 
002 H231 1H23 H 0 0 N N N 46.680 33.278 41.540 3.868  -0.113 1.508  H231 002 59 
002 H232 2H23 H 0 0 N N N 48.373 33.882 41.733 3.311  -1.803 1.558  H232 002 60 
002 HN2  HN2  H 0 1 N N N 44.589 27.930 40.553 -3.612 0.245  0.974  HN2  002 61 
002 HO5  HO5  H 0 1 N N N 43.132 24.692 39.513 -6.421 1.094  -3.012 HO5  002 62 
002 H15  H15  H 0 1 N N N 49.906 32.832 43.337 5.832  0.501  0.303  H15  002 63 
002 H16  H16  H 0 1 N N N 50.112 31.558 45.483 7.911  -0.216 -0.804 H16  002 64 
002 H17  H17  H 0 1 N N N 48.190 30.180 46.310 8.191  -2.563 -1.496 H17  002 65 
002 H18  H18  H 0 1 N N N 46.095 30.015 44.951 6.393  -4.192 -1.080 H18  002 66 
002 H19  H19  H 0 1 N N N 45.883 31.302 42.810 4.316  -3.476 0.032  H19  002 67 
# 
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 
002 C1  C2   SING N N 1  
002 C1  C6   SING N N 2  
002 C1  N3   SING N N 3  
002 C1  H1   SING N N 4  
002 C2  C3   SING N N 5  
002 C2  C12  SING N N 6  
002 C2  H2   SING N N 7  
002 C3  C4   SING N N 8  
002 C3  H31  SING N N 9  
002 C3  H32  SING N N 10 
002 C4  H41  SING N N 11 
002 C4  H42  SING N N 12 
002 C4  H43  SING N N 13 
002 C5  N3   SING N N 14 
002 C5  C22  SING N N 15 
002 C5  O4   DOUB N N 16 
002 C6  O6   DOUB N N 17 
002 C6  N2   SING N N 18 
002 C7  C8   SING N N 19 
002 C7  C11  SING N N 20 
002 C7  N2   SING N N 21 
002 C7  H7   SING N N 22 
002 C8  C13  SING N N 23 
002 C8  H81  SING N N 24 
002 C8  H82  SING N N 25 
002 C9  C10  SING N N 26 
002 C9  N1   SING N N 27 
002 C9  O3   DOUB N N 28 
002 C10 C22  SING N N 29 
002 C10 H101 SING N N 30 
002 C10 H102 SING N N 31 
002 C11 O1   DOUB N N 32 
002 C11 O5   SING N N 33 
002 C12 H121 SING N N 34 
002 C12 H122 SING N N 35 
002 C12 H123 SING N N 36 
002 N3  HN3  SING N N 37 
002 O2  N1   SING N N 38 
002 O2  HO2  SING N N 39 
002 C13 C20  SING N N 40 
002 C13 C21  SING N N 41 
002 C13 H13  SING N N 42 
002 C20 H201 SING N N 43 
002 C20 H202 SING N N 44 
002 C20 H203 SING N N 45 
002 C21 H211 SING N N 46 
002 C21 H212 SING N N 47 
002 C21 H213 SING N N 48 
002 N1  HN1  SING N N 49 
002 C22 C23  SING N N 50 
002 C22 H22  SING N N 51 
002 C23 C14  SING N N 52 
002 C23 H231 SING N N 53 
002 C23 H232 SING N N 54 
002 N2  HN2  SING N N 55 
002 O5  HO5  SING N N 56 
002 C14 C15  DOUB Y N 57 
002 C14 C19  SING Y N 58 
002 C15 C16  SING Y N 59 
002 C15 H15  SING N N 60 
002 C16 C17  DOUB Y N 61 
002 C16 H16  SING N N 62 
002 C17 C18  SING Y N 63 
002 C17 H17  SING N N 64 
002 C18 C19  DOUB Y N 65 
002 C18 H18  SING N N 66 
002 C19 H19  SING N N 67 
# 
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 
002 SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)C(NC(=O)C(Cc1ccccc1)CC(=O)NO)C(C)CC)CC(C)C 
002 InChI            InChI                1.02b 
InChI=1/C23H35N3O6/c1-5-15(4)20(22(29)24-18(23(30)31)11-14(2)3)25-21(28)17(13-19(27)26-32)12-16-9-7-6-8-10-16/h6-10,14-15,17-18,20,32H,5,11-13H2,1-4H3,(H,24,29)(H,25,28)(H,26,27)(H,30,31)/t15-,17+,18-,20-/m0/s1/f/h24-26,30H 
002 InChIKey         InChI                1.02b MWZOULASPWUGJJ-YDRRCJRBDL 
002 SMILES_CANONICAL CACTVS               3.341 CC[C@H](C)[C@H](NC(=O)[C@@H](CC(=O)NO)Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(O)=O 
002 SMILES           CACTVS               3.341 CC[CH](C)[CH](NC(=O)[CH](CC(=O)NO)Cc1ccccc1)C(=O)N[CH](CC(C)C)C(O)=O 
002 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)O)NC(=O)[C@H](Cc1ccccc1)CC(=O)NO 
002 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(C(=O)NC(CC(C)C)C(=O)O)NC(=O)C(Cc1ccccc1)CC(=O)NO 
# 
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 
002 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(2R)-2-benzyl-4-(hydroxyamino)-4-oxobutanoyl]-L-isoleucyl-L-leucine                                                               
002 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S,3S)-2-[[(2R)-4-(hydroxyamino)-4-oxo-2-(phenylmethyl)butanoyl]amino]-3-methyl-pentanoyl]amino]-4-methyl-pentanoic acid" 
# 
