data_DI5
# 
_chem_comp.id                                    DI5 
_chem_comp.name                                  AC-(D)PHE-PRO-BOROHOMOORNITHINE-OH 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H31 B N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        418.295 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DI5 
_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        1LHG 
_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 
DI5 B1   B1   B 0 1 N N N 14.888 -10.479 18.717 -0.788 1.319  -4.628 B1   DI5 1  
DI5 C    C    C 0 1 N N R 14.620 -11.489 19.912 0.063  0.121  -4.077 C    DI5 2  
DI5 C2   C2   C 0 1 N N N 13.629 -10.777 20.857 0.438  -0.810 -5.231 C2   DI5 3  
DI5 C3   C3   C 0 1 N N N 13.203 -11.453 22.152 1.257  -0.037 -6.266 C3   DI5 4  
DI5 C4   C4   C 0 1 N N N 12.263 -12.645 21.984 1.632  -0.969 -7.420 C4   DI5 5  
DI5 C6   C6   C 0 1 N N N 16.533 -12.983 20.601 -0.661 -0.273 -1.785 C6   DI5 6  
DI5 C5   C5   C 0 1 N N S 17.916 -13.083 21.325 -1.467 -1.035 -0.765 C5   DI5 7  
DI5 C7   C7   C 0 1 N N N 19.065 -12.995 20.291 -2.972 -0.905 -1.081 C7   DI5 8  
DI5 C8   C8   C 0 1 N N N 19.767 -14.358 20.256 -3.616 -0.784 0.324  C8   DI5 9  
DI5 C9   C9   C 0 1 N N N 19.366 -15.082 21.534 -2.541 0.026  1.090  C9   DI5 10 
DI5 C10  C10  C 0 1 N N N 17.393 -14.808 23.050 -0.074 -0.420 1.227  C10  DI5 11 
DI5 C11  C11  C 0 1 N N N 18.318 -15.848 25.235 -0.240 -0.891 3.656  C11  DI5 12 
DI5 C12  C12  C 0 1 N N R 17.665 -16.164 23.828 0.000  0.191  2.602  C12  DI5 13 
DI5 C13  C13  C 0 1 N N N 15.855 -17.769 23.201 2.426  0.006  2.730  C13  DI5 14 
DI5 C14  C14  C 0 1 N N N 14.449 -18.314 23.451 3.790  0.613  2.936  C14  DI5 15 
DI5 C15  C15  C 0 1 Y N N 22.124 -15.625 24.547 1.112  0.335  6.960  C15  DI5 16 
DI5 C16  C16  C 0 1 Y N N 22.488 -14.572 25.372 -0.028 0.842  7.554  C16  DI5 17 
DI5 C17  C17  C 0 1 Y N N 21.522 -13.920 26.155 -1.237 0.788  6.887  C17  DI5 18 
DI5 C18  C18  C 0 1 Y N N 20.189 -14.323 26.087 -1.306 0.226  5.625  C18  DI5 19 
DI5 C19  C19  C 0 1 Y N N 19.802 -15.389 25.257 -0.165 -0.279 5.031  C19  DI5 20 
DI5 C20  C20  C 0 1 Y N N 20.796 -16.043 24.494 1.042  -0.229 5.700  C20  DI5 21 
DI5 N    N    N 0 1 N N N 15.910 -11.792 20.619 -0.720 -0.619 -3.086 N    DI5 22 
DI5 N1   N1   N 0 1 N N N 11.206 -12.596 23.031 2.418  -0.226 -8.414 N1   DI5 23 
DI5 N2   N2   N 0 1 N N N 18.188 -14.369 22.047 -1.253 -0.473 0.576  N2   DI5 24 
DI5 N3   N3   N 0 1 N N N 16.327 -16.794 24.012 1.326  0.781  2.802  N3   DI5 25 
DI5 O    O    O 0 1 N N N 13.695 -10.282 17.926 -2.023 1.070  -5.284 O    DI5 26 
DI5 O1   O1   O 0 1 N N N 15.916 -10.909 17.812 -0.323 2.652  -4.472 O1   DI5 27 
DI5 O2   O2   O 0 1 N N N 16.063 -13.978 20.048 0.040  0.651  -1.434 O2   DI5 28 
DI5 O3   O3   O 0 1 N N N 16.423 -14.144 23.419 0.926  -0.864 0.705  O3   DI5 29 
DI5 O4   O4   O 0 1 N N N 16.518 -18.258 22.273 2.319  -1.179 2.500  O4   DI5 30 
DI5 H    H    H 0 1 N N N 14.202 -12.459 19.554 0.970  0.505  -3.610 H    DI5 31 
DI5 H21  1H2  H 0 1 N N N 14.035 -9.767  21.101 1.030  -1.642 -4.848 H21  DI5 32 
DI5 H22  2H2  H 0 1 N N N 12.713 -10.513 20.277 -0.468 -1.194 -5.698 H22  DI5 33 
DI5 H31  1H3  H 0 1 N N N 14.100 -11.752 22.742 0.666  0.794  -6.649 H31  DI5 34 
DI5 H32  2H3  H 0 1 N N N 12.753 -10.704 22.845 2.164  0.346  -5.799 H32  DI5 35 
DI5 H41  1H4  H 0 1 N N N 11.835 -12.702 20.955 2.224  -1.801 -7.037 H41  DI5 36 
DI5 H42  2H4  H 0 1 N N N 12.810 -13.616 21.983 0.725  -1.352 -7.887 H42  DI5 37 
DI5 H5   H5   H 0 1 N N N 17.871 -12.247 22.061 -1.176 -2.085 -0.772 H5   DI5 38 
DI5 H71  1H7  H 0 1 N N N 18.718 -12.660 19.285 -3.338 -1.792 -1.599 H71  DI5 39 
DI5 H72  2H7  H 0 1 N N N 19.766 -12.151 20.493 -3.162 -0.008 -1.671 H72  DI5 40 
DI5 H81  1H8  H 0 1 N N N 19.551 -14.942 19.331 -3.758 -1.767 0.774  H81  DI5 41 
DI5 H82  2H8  H 0 1 N N N 20.870 -14.283 20.118 -4.558 -0.238 0.277  H82  DI5 42 
DI5 H91  1H9  H 0 1 N N N 19.198 -16.175 21.393 -2.620 -0.156 2.161  H91  DI5 43 
DI5 H92  2H9  H 0 1 N N N 20.193 -15.167 22.276 -2.647 1.090  0.878  H92  DI5 44 
DI5 H111 1H11 H 0 0 N N N 17.692 -15.094 25.768 -1.227 -1.330 3.507  H111 DI5 45 
DI5 H112 2H11 H 0 0 N N N 18.197 -16.732 25.902 0.520  -1.666 3.561  H112 DI5 46 
DI5 H12  H12  H 0 1 N N N 18.362 -16.834 23.273 -0.760 0.966  2.697  H12  DI5 47 
DI5 H141 1H14 H 0 0 N N N 14.060 -19.117 22.782 4.551  -0.161 2.842  H141 DI5 48 
DI5 H142 2H14 H 0 0 N N N 14.378 -18.658 24.509 3.961  1.385  2.186  H142 DI5 49 
DI5 H143 3H14 H 0 0 N N N 13.727 -17.464 23.452 3.844  1.056  3.931  H143 DI5 50 
DI5 H15  H15  H 0 1 N N N 22.889 -16.129 23.933 2.057  0.378  7.481  H15  DI5 51 
DI5 H16  H16  H 0 1 N N N 23.543 -14.253 25.405 0.025  1.281  8.539  H16  DI5 52 
DI5 H17  H17  H 0 1 N N N 21.810 -13.091 26.823 -2.128 1.184  7.350  H17  DI5 53 
DI5 H18  H18  H 0 1 N N N 19.435 -13.794 26.694 -2.251 0.184  5.104  H18  DI5 54 
DI5 H20  H20  H 0 1 N N N 20.530 -16.894 23.845 1.933  -0.626 5.236  H20  DI5 55 
DI5 HN   HN   H 0 1 N N N 16.423 -11.109 21.176 -1.281 -1.359 -3.366 HN   DI5 56 
DI5 HN11 1HN1 H 0 0 N N N 10.578 -13.392 22.918 2.642  -0.877 -9.152 HN11 DI5 57 
DI5 HN12 2HN1 H 0 0 N N N 10.705 -11.707 23.031 1.801  0.464  -8.814 HN12 DI5 58 
DI5 HN3  HN3  H 0 1 N N N 15.679 -16.535 24.756 1.412  1.729  2.987  HN3  DI5 59 
DI5 HO   HO   H 0 1 N N N 13.855 -9.677  17.210 -2.381 1.931  -5.542 HO   DI5 60 
DI5 HO1  HO1  H 0 1 N N N 16.076 -10.304 17.096 0.522  2.600  -4.006 HO1  DI5 61 
# 
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 
DI5 B1  C    SING N N 1  
DI5 B1  O    SING N N 2  
DI5 B1  O1   SING N N 3  
DI5 C   C2   SING N N 4  
DI5 C   N    SING N N 5  
DI5 C   H    SING N N 6  
DI5 C2  C3   SING N N 7  
DI5 C2  H21  SING N N 8  
DI5 C2  H22  SING N N 9  
DI5 C3  C4   SING N N 10 
DI5 C3  H31  SING N N 11 
DI5 C3  H32  SING N N 12 
DI5 C4  N1   SING N N 13 
DI5 C4  H41  SING N N 14 
DI5 C4  H42  SING N N 15 
DI5 C6  C5   SING N N 16 
DI5 C6  N    SING N N 17 
DI5 C6  O2   DOUB N N 18 
DI5 C5  C7   SING N N 19 
DI5 C5  N2   SING N N 20 
DI5 C5  H5   SING N N 21 
DI5 C7  C8   SING N N 22 
DI5 C7  H71  SING N N 23 
DI5 C7  H72  SING N N 24 
DI5 C8  C9   SING N N 25 
DI5 C8  H81  SING N N 26 
DI5 C8  H82  SING N N 27 
DI5 C9  N2   SING N N 28 
DI5 C9  H91  SING N N 29 
DI5 C9  H92  SING N N 30 
DI5 C10 C12  SING N N 31 
DI5 C10 N2   SING N N 32 
DI5 C10 O3   DOUB N N 33 
DI5 C11 C12  SING N N 34 
DI5 C11 C19  SING N N 35 
DI5 C11 H111 SING N N 36 
DI5 C11 H112 SING N N 37 
DI5 C12 N3   SING N N 38 
DI5 C12 H12  SING N N 39 
DI5 C13 C14  SING N N 40 
DI5 C13 N3   SING N N 41 
DI5 C13 O4   DOUB N N 42 
DI5 C14 H141 SING N N 43 
DI5 C14 H142 SING N N 44 
DI5 C14 H143 SING N N 45 
DI5 C15 C16  DOUB Y N 46 
DI5 C15 C20  SING Y N 47 
DI5 C15 H15  SING N N 48 
DI5 C16 C17  SING Y N 49 
DI5 C16 H16  SING N N 50 
DI5 C17 C18  DOUB Y N 51 
DI5 C17 H17  SING N N 52 
DI5 C18 C19  SING Y N 53 
DI5 C18 H18  SING N N 54 
DI5 C19 C20  DOUB Y N 55 
DI5 C20 H20  SING N N 56 
DI5 N   HN   SING N N 57 
DI5 N1  HN11 SING N N 58 
DI5 N1  HN12 SING N N 59 
DI5 N3  HN3  SING N N 60 
DI5 O   HO   SING N N 61 
DI5 O1  HO1  SING N N 62 
# 
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 
DI5 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCCN)C2N(C(=O)C(NC(=O)C)Cc1ccccc1)CCC2                                                                                                                                                 
DI5 InChI            InChI                1.02b InChI=1/C20H31BN4O5/c1-14(26)23-16(13-15-7-3-2-4-8-15)20(28)25-12-6-9-17(25)19(27)24-18(21(29)30)10-5-11-22/h2-4,7-8,16-18,29-30H,5-6,9-13,22H2,1H3,(H,23,26)(H,24,27)/t16-,17+,18+/m1/s1/f/h23-24H 
DI5 InChIKey         InChI                1.02b YKWKWNKWBGQECF-KIZBMFOTDP                                                                                                                                                                           
DI5 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN)B(O)O                                                                                                                                      
DI5 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCN)B(O)O                                                                                                                                          
DI5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)C)(O)O                                                                                                                                   
DI5 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CCCN)NC(=O)C1CCCN1C(=O)C(Cc2ccccc2)NC(=O)C)(O)O                                                                                                                                                 
# 
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 
DI5 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-D-phenylalanyl-N-[(1R)-4-amino-1-(dihydroxyboranyl)butyl]-L-prolinamide                                  
DI5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-4-amino-butyl]boronic acid" 
# 
