data_DI2
# 
_chem_comp.id                                    DI2 
_chem_comp.name                                  AC-(D)PHE-PRO-BOROLYS-OH 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H33 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                        432.322 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DI2 
_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        1LHD 
_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 
DI2 B1   B1   B 0 1 N N N 14.990 -10.558 17.999 -1.147 1.380  -4.244  B1   DI2 1  
DI2 C    C    C 0 1 N N R 14.683 -11.526 19.203 -0.224 0.209  -3.753  C    DI2 2  
DI2 C2   C2   C 0 1 N N N 13.478 -10.931 19.943 0.129  -0.691 -4.939  C2   DI2 3  
DI2 C3   C3   C 0 1 N N N 13.088 -11.440 21.324 0.866  0.128  -6.000  C3   DI2 4  
DI2 C4   C4   C 0 1 N N N 11.877 -12.372 21.293 1.220  -0.772 -7.185  C4   DI2 5  
DI2 C5   C5   C 0 1 N N N 11.561 -12.879 22.616 1.957  0.047  -8.246  C5   DI2 6  
DI2 C6   C6   C 0 1 N N S 17.851 -12.845 21.077 -1.546 -1.053 -0.390  C6   DI2 7  
DI2 C7   C7   C 0 1 N N N 16.610 -12.802 20.126 -0.820 -0.246 -1.435  C7   DI2 8  
DI2 C8   C8   C 0 1 N N N 19.161 -12.617 20.306 -3.068 -0.978 -0.632  C8   DI2 9  
DI2 C9   C9   C 0 1 N N N 19.835 -13.971 20.148 -3.647 -0.903 0.805   C9   DI2 10 
DI2 C10  C10  C 0 1 N N N 19.241 -14.887 21.204 -2.569 -0.060 1.531   C10  DI2 11 
DI2 C11  C11  C 0 1 N N N 17.128 -14.732 22.549 -0.082 -0.412 1.542   C11  DI2 12 
DI2 C12  C12  C 0 1 N N N 17.820 -16.093 24.689 -0.111 -0.924 3.968   C12  DI2 13 
DI2 C13  C13  C 0 1 N N R 17.267 -16.140 23.201 0.035  0.182  2.921   C13  DI2 14 
DI2 C14  C14  C 0 1 N N N 15.750 -18.007 22.601 2.470  0.091  2.930   C14  DI2 15 
DI2 C15  C15  C 0 1 N N N 14.332 -18.578 22.625 3.818  0.748  3.079   C15  DI2 16 
DI2 C16  C16  C 0 1 Y N N 21.604 -15.385 24.351 1.352  0.308  7.222   C16  DI2 17 
DI2 C17  C17  C 0 1 Y N N 21.735 -14.232 25.108 0.223  0.761  7.879   C17  DI2 18 
DI2 C18  C18  C 0 1 Y N N 20.620 -13.681 25.741 -1.014 0.669  7.270   C18  DI2 19 
DI2 C19  C19  C 0 1 Y N N 19.362 -14.266 25.600 -1.122 0.123  6.004   C19  DI2 20 
DI2 C20  C20  C 0 1 Y N N 19.218 -15.430 24.835 0.006  -0.329 5.348   C20  DI2 21 
DI2 C21  C21  C 0 1 Y N N 20.352 -15.995 24.212 1.243  -0.241 5.959   C21  DI2 22 
DI2 N    N    N 0 1 N N N 15.882 -11.661 20.120 -0.929 -0.576 -2.737  N    DI2 23 
DI2 N1   N1   N 0 1 N N N 10.425 -12.606 23.397 2.297  -0.816 -9.384  N1   DI2 24 
DI2 N2   N2   N 0 1 N N N 18.047 -14.213 21.697 -1.289 -0.503 0.948   N2   DI2 25 
DI2 N3   N3   N 0 1 N N N 15.936 -16.803 23.177 1.345  0.821  3.067   N3   DI2 26 
DI2 O    O    O 0 1 N N N 13.820 -10.488 17.157 -2.402 1.092  -4.843  O    DI2 27 
DI2 O1   O1   O 0 1 N N N 16.091 -10.868 17.168 -0.727 2.727  -4.088  O1   DI2 28 
DI2 O2   O2   O 0 1 N N N 16.397 -13.794 19.407 -0.138 0.700  -1.104  O2   DI2 29 
DI2 O3   O3   O 0 1 N N N 16.137 -14.053 22.865 0.907  -0.810 0.966   O3   DI2 30 
DI2 O4   O4   O 0 1 N N N 16.656 -18.651 22.038 2.397  -1.094 2.685   O4   DI2 31 
DI2 H    H    H 0 1 N N N 14.456 -12.555 18.838 0.688  0.621  -3.325  H    DI2 32 
DI2 H21A 1H2  H 0 0 N N N 13.617 -9.826  20.004 0.770  -1.504 -4.598  H21A DI2 33 
DI2 H22  2H2  H 0 1 N N N 12.586 -11.009 19.277 -0.783 -1.103 -5.367  H22  DI2 34 
DI2 H31  1H3  H 0 1 N N N 13.954 -11.928 21.828 0.225  0.941  -6.340  H31  DI2 35 
DI2 H32  2H3  H 0 1 N N N 12.921 -10.592 22.029 1.779  0.540  -5.571  H32  DI2 36 
DI2 H41  1H4  H 0 1 N N N 10.994 -11.878 20.824 1.861  -1.585 -6.844  H41  DI2 37 
DI2 H42  2H4  H 0 1 N N N 12.019 -13.201 20.561 0.307  -1.184 -7.614  H42  DI2 38 
DI2 H51  1H5  H 0 1 N N N 11.612 -13.989 22.534 1.316  0.861  -8.586  H51  DI2 39 
DI2 H52  2H5  H 0 1 N N N 12.437 -12.622 23.255 2.870  0.460  -7.817  H52  DI2 40 
DI2 H6   H6   H 0 1 N N N 17.646 -12.055 21.837 -1.216 -2.091 -0.428  H6   DI2 41 
DI2 H81  1H8  H 0 1 N N N 19.009 -12.089 19.335 -3.425 -1.871 -1.145  H81  DI2 42 
DI2 H82  2H8  H 0 1 N N N 19.820 -11.854 20.783 -3.321 -0.081 -1.197  H82  DI2 43 
DI2 H91  1H9  H 0 1 N N N 19.754 -14.382 19.115 -3.729 -1.896 1.246   H91  DI2 44 
DI2 H92  2H9  H 0 1 N N N 20.947 -13.914 20.192 -4.611 -0.393 0.812   H92  DI2 45 
DI2 H101 1H10 H 0 0 N N N 19.047 -15.921 20.836 -2.587 -0.262 2.602   H101 DI2 46 
DI2 H102 2H10 H 0 0 N N N 19.961 -15.161 22.009 -2.725 1.001  1.341   H102 DI2 47 
DI2 H121 1H12 H 0 0 N N N 17.082 -15.596 25.362 -1.086 -1.399 3.860   H121 DI2 48 
DI2 H122 2H12 H 0 0 N N N 17.826 -17.115 25.133 0.672  -1.667 3.824   H122 DI2 49 
DI2 H13  H13  H 0 1 N N N 18.016 -16.714 22.608 -0.748 0.925  3.065   H13  DI2 50 
DI2 H151 1H15 H 0 0 N N N 14.178 -19.574 22.148 4.602  0.005  2.936   H151 DI2 51 
DI2 H152 2H15 H 0 0 N N N 13.961 -18.607 23.676 3.923  1.536  2.334   H152 DI2 52 
DI2 H153 3H15 H 0 0 N N N 13.626 -17.839 22.177 3.903  1.178  4.077   H153 DI2 53 
DI2 H16  H16  H 0 1 N N N 22.493 -15.815 23.860 2.319  0.380  7.698   H16  DI2 54 
DI2 H17  H17  H 0 1 N N N 22.724 -13.754 25.206 0.308  1.189  8.867   H17  DI2 55 
DI2 H18  H18  H 0 1 N N N 20.734 -12.774 26.358 -1.896 1.023  7.782   H18  DI2 56 
DI2 H19  H19  H 0 1 N N N 18.485 -13.810 26.090 -2.089 0.051  5.528   H19  DI2 57 
DI2 H21  H21  H 0 1 N N N 20.259 -16.917 23.614 2.125  -0.595 5.446   H21  DI2 58 
DI2 HN   HN   H 0 1 N N N 16.216 -10.946 20.766 -1.475 -1.333 -3.002  HN   DI2 59 
DI2 HN11 1HN1 H 0 0 N N N 10.203 -12.962 24.326 2.778  -0.237 -10.055 HN11 DI2 60 
DI2 HN12 2HN1 H 0 0 N N N 9.623  -12.841 22.811 2.969  -1.489 -9.046  HN12 DI2 61 
DI2 HN3  HN3  H 0 1 N N N 15.090 -16.403 23.584 1.404  1.769  3.262   HN3  DI2 62 
DI2 HO   HO   H 0 1 N N N 14.005 -9.904  16.430 -2.805 1.941  -5.069  HO   DI2 63 
DI2 HO1  HO1  H 0 1 N N N 16.276 -10.284 16.441 0.141  2.702  -3.665  HO1  DI2 64 
# 
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 
DI2 B1  C    SING N N 1  
DI2 B1  O    SING N N 2  
DI2 B1  O1   SING N N 3  
DI2 C   C2   SING N N 4  
DI2 C   N    SING N N 5  
DI2 C   H    SING N N 6  
DI2 C2  C3   SING N N 7  
DI2 C2  H21A SING N N 8  
DI2 C2  H22  SING N N 9  
DI2 C3  C4   SING N N 10 
DI2 C3  H31  SING N N 11 
DI2 C3  H32  SING N N 12 
DI2 C4  C5   SING N N 13 
DI2 C4  H41  SING N N 14 
DI2 C4  H42  SING N N 15 
DI2 C5  N1   SING N N 16 
DI2 C5  H51  SING N N 17 
DI2 C5  H52  SING N N 18 
DI2 C6  C7   SING N N 19 
DI2 C6  C8   SING N N 20 
DI2 C6  N2   SING N N 21 
DI2 C6  H6   SING N N 22 
DI2 C7  N    SING N N 23 
DI2 C7  O2   DOUB N N 24 
DI2 C8  C9   SING N N 25 
DI2 C8  H81  SING N N 26 
DI2 C8  H82  SING N N 27 
DI2 C9  C10  SING N N 28 
DI2 C9  H91  SING N N 29 
DI2 C9  H92  SING N N 30 
DI2 C10 N2   SING N N 31 
DI2 C10 H101 SING N N 32 
DI2 C10 H102 SING N N 33 
DI2 C11 C13  SING N N 34 
DI2 C11 N2   SING N N 35 
DI2 C11 O3   DOUB N N 36 
DI2 C12 C13  SING N N 37 
DI2 C12 C20  SING N N 38 
DI2 C12 H121 SING N N 39 
DI2 C12 H122 SING N N 40 
DI2 C13 N3   SING N N 41 
DI2 C13 H13  SING N N 42 
DI2 C14 C15  SING N N 43 
DI2 C14 N3   SING N N 44 
DI2 C14 O4   DOUB N N 45 
DI2 C15 H151 SING N N 46 
DI2 C15 H152 SING N N 47 
DI2 C15 H153 SING N N 48 
DI2 C16 C17  DOUB Y N 49 
DI2 C16 C21  SING Y N 50 
DI2 C16 H16  SING N N 51 
DI2 C17 C18  SING Y N 52 
DI2 C17 H17  SING N N 53 
DI2 C18 C19  DOUB Y N 54 
DI2 C18 H18  SING N N 55 
DI2 C19 C20  SING Y N 56 
DI2 C19 H19  SING N N 57 
DI2 C20 C21  DOUB Y N 58 
DI2 C21 H21  SING N N 59 
DI2 N   HN   SING N N 60 
DI2 N1  HN11 SING N N 61 
DI2 N1  HN12 SING N N 62 
DI2 N3  HN3  SING N N 63 
DI2 O   HO   SING N N 64 
DI2 O1  HO1  SING N N 65 
# 
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 
DI2 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCCCN)C2N(C(=O)C(NC(=O)C)Cc1ccccc1)CCC2                                                                                                                                                    
DI2 InChI            InChI                1.02b InChI=1/C21H33BN4O5/c1-15(27)24-17(14-16-8-3-2-4-9-16)21(29)26-13-7-10-18(26)20(28)25-19(22(30)31)11-5-6-12-23/h2-4,8-9,17-19,30-31H,5-7,10-14,23H2,1H3,(H,24,27)(H,25,28)/t17-,18+,19+/m1/s1/f/h24-25H 
DI2 InChIKey         InChI                1.02b UCQIHCRMWNRFNP-HKRVHMBVDJ                                                                                                                                                                               
DI2 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCN)B(O)O                                                                                                                                         
DI2 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCCN)B(O)O                                                                                                                                             
DI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)C)(O)O                                                                                                                                      
DI2 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CCCCN)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 
DI2 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-D-phenylalanyl-N-[(1R)-5-amino-1-(dihydroxyboranyl)pentyl]-L-prolinamide                                  
DI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-5-amino-pentyl]boronic acid" 
# 
