data_DI4
# 
_chem_comp.id                                    DI4 
_chem_comp.name                                  AC-(D)PHE-PRO-BOROHOMOLYS-OH 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H35 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                        446.348 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DI4 
_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        1LHF 
_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 
DI4 B1   B1   B 0 1 N N N 14.655 -10.045 18.755 -1.418 1.384  -3.846  B1   DI4 1  
DI4 C    C    C 0 1 N N R 14.444 -11.037 19.924 -0.472 0.214  -3.399  C    DI4 2  
DI4 C2   C2   C 0 1 N N N 13.303 -10.497 20.820 -0.169 -0.684 -4.600  C2   DI4 3  
DI4 C3   C3   C 0 1 N N N 12.235 -11.505 21.230 0.517  0.137  -5.692  C3   DI4 4  
DI4 C4   C4   C 0 1 N N N 12.341 -12.008 22.652 0.819  -0.760 -6.893  C4   DI4 5  
DI4 C5   C5   C 0 1 N N N 11.136 -11.651 23.408 1.506  0.061  -7.985  C5   DI4 6  
DI4 C6   C6   C 0 1 N N N 10.641 -12.357 24.540 1.808  -0.837 -9.186  C6   DI4 7  
DI4 C7   C7   C 0 1 N N S 17.624 -12.806 21.361 -1.639 -1.054 0.018   C7   DI4 8  
DI4 C8   C8   C 0 1 N N N 16.362 -12.512 20.497 -0.963 -0.244 -1.057  C8   DI4 9  
DI4 C9   C9   C 0 1 N N N 18.907 -12.745 20.495 -3.171 -0.981 -0.154  C9   DI4 10 
DI4 C10  C10  C 0 1 N N N 19.397 -14.169 20.258 -3.685 -0.908 1.307   C10  DI4 11 
DI4 C11  C11  C 0 1 N N N 18.633 -15.063 21.211 -2.576 -0.065 1.985   C11  DI4 12 
DI4 C12  C12  C 0 1 N N N 16.901 -14.589 22.967 -0.091 -0.412 1.884   C12  DI4 13 
DI4 C13  C13  C 0 1 N N N 17.412 -15.978 25.138 -0.011 -0.926 4.309   C13  DI4 14 
DI4 C14  C14  C 0 1 N N R 17.000 -16.011 23.616 0.087  0.181  3.257   C14  DI4 15 
DI4 C15  C15  C 0 1 N N N 15.633 -17.949 22.933 2.520  0.094  3.156   C15  DI4 16 
DI4 C16  C16  C 0 1 N N N 14.266 -18.608 22.893 3.872  0.754  3.246   C16  DI4 17 
DI4 C17  C17  C 0 1 Y N N 21.215 -15.301 24.964 1.595  0.305  7.495   C17  DI4 18 
DI4 C18  C18  C 0 1 Y N N 21.354 -14.265 25.873 0.496  0.756  8.202   C18  DI4 19 
DI4 C19  C19  C 0 1 Y N N 20.237 -13.775 26.552 -0.767 0.662  7.649   C19  DI4 20 
DI4 C20  C20  C 0 1 Y N N 18.977 -14.325 26.308 -0.931 0.117  6.389   C20  DI4 21 
DI4 C21  C21  C 0 1 Y N N 18.825 -15.376 25.406 0.167  -0.332 5.682   C21  DI4 22 
DI4 C22  C22  C 0 1 Y N N 19.955 -15.853 24.718 1.430  -0.243 6.237   C22  DI4 23 
DI4 N    N    N 0 1 N N N 15.660 -11.375 20.734 -1.129 -0.573 -2.353  N    DI4 24 
DI4 N1   N1   N 0 1 N N N 10.299 -11.670 25.730 2.468  -0.047 -10.234 N1   DI4 25 
DI4 N2   N2   N 0 1 N N N 17.688 -14.187 21.936 -1.323 -0.504 1.345   N2   DI4 26 
DI4 N3   N3   N 0 1 N N N 15.699 -16.691 23.419 1.401  0.822  3.345   N3   DI4 27 
DI4 O    O    O 0 1 N N N 13.434 -10.008 17.959 -2.698 1.094  -4.388  O    DI4 28 
DI4 O1   O1   O 0 1 N N N 15.724 -10.326 17.830 -0.994 2.732  -3.708  O1   DI4 29 
DI4 O2   O2   O 0 1 N N N 16.048 -13.328 19.611 -0.268 0.703  -0.756  O2   DI4 30 
DI4 O3   O3   O 0 1 N N N 16.084 -13.815 23.464 0.872  -0.807 1.264   O3   DI4 31 
DI4 O4   O4   O 0 1 N N N 16.651 -18.546 22.528 2.438  -1.091 2.915   O4   DI4 32 
DI4 H    H    H 0 1 N N N 14.175 -12.014 19.459 0.458  0.627  -3.011  H    DI4 33 
DI4 H21  1H2  H 0 1 N N N 13.733 -10.013 21.727 0.487  -1.497 -4.289  H21  DI4 34 
DI4 H22A 2H2  H 0 0 N N N 12.823 -9.617  20.330 -1.100 -1.098 -4.987  H22A DI4 35 
DI4 H31  1H3  H 0 1 N N N 11.218 -11.084 21.045 -0.139 0.950  -6.002  H31  DI4 36 
DI4 H32  2H3  H 0 1 N N N 12.223 -12.363 20.518 1.448  0.551  -5.304  H32  DI4 37 
DI4 H41  1H4  H 0 1 N N N 12.548 -13.102 22.691 1.476  -1.573 -6.582  H41  DI4 38 
DI4 H42  2H4  H 0 1 N N N 13.269 -11.646 23.153 -0.111 -1.174 -7.280  H42  DI4 39 
DI4 H51  1H5  H 0 1 N N N 11.257 -10.588 23.721 0.849  0.873  -8.295  H51  DI4 40 
DI4 H52  2H5  H 0 1 N N N 10.299 -11.599 22.672 2.437  0.475  -7.597  H52  DI4 41 
DI4 H61  1H6  H 0 1 N N N 9.756  -12.954 24.217 2.465  -1.649 -8.875  H61  DI4 42 
DI4 H62  2H6  H 0 1 N N N 11.373 -13.156 24.798 0.877  -1.250 -9.574  H62  DI4 43 
DI4 H7   H7   H 0 1 N N N 17.557 -12.038 22.167 -1.309 -2.091 -0.035  H7   DI4 44 
DI4 H91  1H9  H 0 1 N N N 18.756 -12.180 19.545 -3.548 -1.874 -0.651  H91  DI4 45 
DI4 H92  2H9  H 0 1 N N N 19.692 -12.090 20.938 -3.451 -0.084 -0.706  H92  DI4 46 
DI4 H101 1H10 H 0 0 N N N 19.313 -14.490 19.193 -3.745 -1.902 1.750   H101 DI4 47 
DI4 H102 2H10 H 0 0 N N N 20.503 -14.273 20.350 -4.648 -0.401 1.358   H102 DI4 48 
DI4 H111 1H11 H 0 0 N N N 18.138 -15.926 20.707 -2.547 -0.267 3.056   H111 DI4 49 
DI4 H112 2H11 H 0 0 N N N 19.292 -15.656 21.885 -2.743 0.996  1.804   H112 DI4 50 
DI4 H131 1H13 H 0 0 N N N 16.640 -15.443 25.739 -0.989 -1.403 4.243   H131 DI4 51 
DI4 H132 2H13 H 0 0 N N N 17.330 -16.995 25.586 0.767  -1.667 4.129   H132 DI4 52 
DI4 H14  H14  H 0 1 N N N 17.819 -16.576 23.113 -0.691 0.922  3.437   H14  DI4 53 
DI4 H161 1H16 H 0 0 N N N 14.211 -19.646 22.491 4.650  0.012  3.067   H161 DI4 54 
DI4 H162 2H16 H 0 0 N N N 13.811 -18.580 23.910 3.942  1.543  2.498   H162 DI4 55 
DI4 H163 3H16 H 0 0 N N N 13.557 -17.956 22.330 4.001  1.183  4.240   H163 DI4 56 
DI4 H17  H17  H 0 1 N N N 22.104 -15.685 24.437 2.582  0.379  7.927   H17  DI4 57 
DI4 H18  H18  H 0 1 N N N 22.351 -13.831 26.055 0.624  1.182  9.186   H18  DI4 58 
DI4 H19  H19  H 0 1 N N N 20.349 -12.954 27.280 -1.626 1.014  8.201   H19  DI4 59 
DI4 H20  H20  H 0 1 N N N 18.093 -13.925 26.832 -1.918 0.043  5.957   H20  DI4 60 
DI4 H22  H22  H 0 1 N N N 19.852 -16.666 23.979 2.289  -0.595 5.685   H22  DI4 61 
DI4 HN   HN   H 0 1 N N N 16.030 -10.798 21.489 -1.685 -1.331 -2.593  HN   DI4 62 
DI4 HN11 1HN1 H 0 0 N N N 9.944  -12.176 26.541 2.647  -0.677 -11.002 HN11 DI4 63 
DI4 HN12 2HN1 H 0 0 N N N 9.628  -10.938 25.493 1.789  0.623  -10.562 HN12 DI4 64 
DI4 HN3  HN3  H 0 1 N N N 14.795 -16.268 23.630 1.466  1.770  3.538   HN3  DI4 65 
DI4 HO   HO   H 0 1 N N N 13.563 -9.399  17.241 -3.112 1.943  -4.596  HO   DI4 66 
DI4 HO1  HO1  H 0 1 N N N 15.853 -9.717  17.112 -0.107 2.708  -3.324  HO1  DI4 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 
DI4 B1  C    SING N N 1  
DI4 B1  O    SING N N 2  
DI4 B1  O1   SING N N 3  
DI4 C   C2   SING N N 4  
DI4 C   N    SING N N 5  
DI4 C   H    SING N N 6  
DI4 C2  C3   SING N N 7  
DI4 C2  H21  SING N N 8  
DI4 C2  H22A SING N N 9  
DI4 C3  C4   SING N N 10 
DI4 C3  H31  SING N N 11 
DI4 C3  H32  SING N N 12 
DI4 C4  C5   SING N N 13 
DI4 C4  H41  SING N N 14 
DI4 C4  H42  SING N N 15 
DI4 C5  C6   SING N N 16 
DI4 C5  H51  SING N N 17 
DI4 C5  H52  SING N N 18 
DI4 C6  N1   SING N N 19 
DI4 C6  H61  SING N N 20 
DI4 C6  H62  SING N N 21 
DI4 C7  C8   SING N N 22 
DI4 C7  C9   SING N N 23 
DI4 C7  N2   SING N N 24 
DI4 C7  H7   SING N N 25 
DI4 C8  N    SING N N 26 
DI4 C8  O2   DOUB N N 27 
DI4 C9  C10  SING N N 28 
DI4 C9  H91  SING N N 29 
DI4 C9  H92  SING N N 30 
DI4 C10 C11  SING N N 31 
DI4 C10 H101 SING N N 32 
DI4 C10 H102 SING N N 33 
DI4 C11 N2   SING N N 34 
DI4 C11 H111 SING N N 35 
DI4 C11 H112 SING N N 36 
DI4 C12 C14  SING N N 37 
DI4 C12 N2   SING N N 38 
DI4 C12 O3   DOUB N N 39 
DI4 C13 C14  SING N N 40 
DI4 C13 C21  SING N N 41 
DI4 C13 H131 SING N N 42 
DI4 C13 H132 SING N N 43 
DI4 C14 N3   SING N N 44 
DI4 C14 H14  SING N N 45 
DI4 C15 C16  SING N N 46 
DI4 C15 N3   SING N N 47 
DI4 C15 O4   DOUB N N 48 
DI4 C16 H161 SING N N 49 
DI4 C16 H162 SING N N 50 
DI4 C16 H163 SING N N 51 
DI4 C17 C18  DOUB Y N 52 
DI4 C17 C22  SING Y N 53 
DI4 C17 H17  SING N N 54 
DI4 C18 C19  SING Y N 55 
DI4 C18 H18  SING N N 56 
DI4 C19 C20  DOUB Y N 57 
DI4 C19 H19  SING N N 58 
DI4 C20 C21  SING Y N 59 
DI4 C20 H20  SING N N 60 
DI4 C21 C22  DOUB Y N 61 
DI4 C22 H22  SING N N 62 
DI4 N   HN   SING N N 63 
DI4 N1  HN11 SING N N 64 
DI4 N1  HN12 SING N N 65 
DI4 N3  HN3  SING N N 66 
DI4 O   HO   SING N N 67 
DI4 O1  HO1  SING N N 68 
# 
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 
DI4 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCCCCN)C2N(C(=O)C(NC(=O)C)Cc1ccccc1)CCC2 
DI4 InChI            InChI                1.02b 
InChI=1/C22H35BN4O5/c1-16(28)25-18(15-17-9-4-2-5-10-17)22(30)27-14-8-11-19(27)21(29)26-20(23(31)32)12-6-3-7-13-24/h2,4-5,9-10,18-20,31-32H,3,6-8,11-15,24H2,1H3,(H,25,28)(H,26,29)/t18-,19+,20+/m1/s1/f/h25-26H 
DI4 InChIKey         InChI                1.02b AILSWIBFGYYZTK-KEKPESGIDO 
DI4 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCCN)B(O)O 
DI4 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCCCN)B(O)O 
DI4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CCCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)C)(O)O 
DI4 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CCCCCN)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 
DI4 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-D-phenylalanyl-N-[(1R)-6-amino-1-(dihydroxyboranyl)hexyl]-L-prolinamide                                  
DI4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-6-amino-hexyl]boronic acid" 
# 
