data_DI3
# 
_chem_comp.id                                    DI3 
_chem_comp.name                                  AC-(D)PHE-PRO-BORO-N-BUTYL-AMIDINO-GLYCINE-OH 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H34 B N5 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                        459.347 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DI3 
_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        1LHE 
_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 
DI3 B1   B1   B 0 1 N N N 15.227 -10.739 18.420 -1.582 1.477  -3.524  B1   DI3 1  
DI3 C    C    C 0 1 N N R 15.020 -11.802 19.550 -0.579 0.338  -3.122  C    DI3 2  
DI3 C2   C2   C 0 1 N N N 13.651 -11.649 20.169 -0.259 -0.517 -4.349  C2   DI3 3  
DI3 C3   C3   C 0 1 N N N 13.403 -10.760 21.373 0.372  0.360  -5.432  C3   DI3 4  
DI3 C4   C4   C 0 1 N N N 11.989 -11.026 21.985 0.692  -0.495 -6.659  C4   DI3 5  
DI3 C5   C5   C 0 1 N N N 12.106 -12.062 23.144 1.324  0.382  -7.742  C5   DI3 6  
DI3 C6   C6   C 0 1 N N N 11.057 -11.897 24.226 1.639  -0.460 -8.951  C6   DI3 7  
DI3 C7   C7   C 0 1 N N S 18.369 -13.015 21.207 -1.632 -1.061 0.281   C7   DI3 8  
DI3 C8   C8   C 0 1 N N N 17.060 -12.931 20.329 -1.009 -0.197 -0.784  C8   DI3 9  
DI3 C9   C9   C 0 1 N N N 19.574 -12.986 20.210 -3.169 -1.050 0.134   C9   DI3 10 
DI3 C10  C10  C 0 1 N N N 20.351 -14.275 20.342 -3.660 -1.035 1.606   C10  DI3 11 
DI3 C11  C11  C 0 1 N N N 19.645 -15.148 21.359 -2.577 -0.161 2.287   C11  DI3 12 
DI3 C12  C12  C 0 1 N N N 17.688 -14.761 22.869 -0.082 -0.399 2.137   C12  DI3 13 
DI3 C13  C13  C 0 1 N N N 18.408 -16.150 24.975 0.062  -0.967 4.546   C13  DI3 14 
DI3 C14  C14  C 0 1 N N R 17.797 -16.176 23.546 0.095  0.168  3.522   C14  DI3 15 
DI3 C15  C15  C 0 1 N N N 16.008 -17.805 22.920 2.527  0.188  3.379   C15  DI3 16 
DI3 C16  C16  C 0 1 N N N 14.528 -18.184 23.017 3.851  0.903  3.464   C16  DI3 17 
DI3 C17  C17  C 0 1 Y N N 22.177 -15.342 24.813 1.669  0.254  7.736   C17  DI3 18 
DI3 C18  C18  C 0 1 Y N N 22.257 -14.210 25.602 0.564  0.640  8.472   C18  DI3 19 
DI3 C19  C19  C 0 1 Y N N 21.100 -13.684 26.189 -0.703 0.505  7.937   C19  DI3 20 
DI3 C20  C20  C 0 1 Y N N 19.864 -14.296 25.968 -0.865 -0.015 6.667   C20  DI3 21 
DI3 C21  C21  C 0 1 Y N N 19.767 -15.448 25.189 0.239  -0.400 5.931   C21  DI3 22 
DI3 C22  C22  C 0 1 Y N N 20.944 -15.966 24.605 1.506  -0.270 6.468   C22  DI3 23 
DI3 N    N    N 0 1 N N N 16.218 -11.874 20.452 -1.184 -0.501 -2.086  N    DI3 24 
DI3 N1   N1   N 0 1 N N N 10.356 -12.883 24.578 1.366  -1.724 -8.947  N1   DI3 25 
DI3 N2   N2   N 0 1 N N N 10.839 -10.652 24.859 2.215  0.112  -10.054 N2   DI3 26 
DI3 N3   N3   N 0 1 N N N 18.544 -14.347 21.889 -1.317 -0.531 1.616   N3   DI3 27 
DI3 N4   N4   N 0 1 N N N 16.399 -16.699 23.579 1.382  0.862  3.604   N4   DI3 28 
DI3 O    O    O 0 1 N N N 13.981 -10.621 17.672 -2.857 1.146  -4.053  O    DI3 29 
DI3 O1   O1   O 0 1 N N N 16.296 -11.027 17.522 -1.213 2.838  -3.360  O1   DI3 30 
DI3 O2   O2   O 0 1 N N N 16.875 -13.874 19.537 -0.351 0.771  -0.471  O2   DI3 31 
DI3 O3   O3   O 0 1 N N N 16.752 -14.042 23.241 0.887  -0.737 1.491   O3   DI3 32 
DI3 O4   O4   O 0 1 N N N 16.798 -18.523 22.277 2.492  -0.993 3.109   O4   DI3 33 
DI3 H    H    H 0 1 N N N 14.986 -12.838 19.141 0.339  0.782  -2.739  H    DI3 34 
DI3 H21  1H2  H 0 1 N N N 12.948 -11.331 19.363 0.436  -1.307 -4.070  H21  DI3 35 
DI3 H22A 2H2  H 0 0 N N N 13.276 -12.669 20.418 -1.178 -0.960 -4.732  H22A DI3 36 
DI3 H31  1H3  H 0 1 N N N 14.208 -10.868 22.136 -0.323 1.150  -5.711  H31  DI3 37 
DI3 H32  2H3  H 0 1 N N N 13.547 -9.682  21.125 1.291  0.803  -5.049  H32  DI3 38 
DI3 H41  1H4  H 0 1 N N N 11.488 -10.084 22.311 1.388  -1.285 -6.380  H41  DI3 39 
DI3 H42  2H4  H 0 1 N N N 11.249 -11.341 21.212 -0.226 -0.938 -7.042  H42  DI3 40 
DI3 H51  1H5  H 0 1 N N N 12.094 -13.102 22.742 0.628  1.172  -8.021  H51  DI3 41 
DI3 H52  2H5  H 0 1 N N N 13.129 -12.042 23.585 2.243  0.825  -7.359  H52  DI3 42 
DI3 H7   H7   H 0 1 N N N 18.311 -12.192 21.957 -1.259 -2.082 0.195   H7   DI3 43 
DI3 H91  1H9  H 0 1 N N N 19.252 -12.789 19.160 -3.516 -1.947 -0.378  H91  DI3 44 
DI3 H92  2H9  H 0 1 N N N 20.217 -12.085 20.347 -3.496 -0.152 -0.390  H92  DI3 45 
DI3 H101 1H10 H 0 0 N N N 20.501 -14.789 19.364 -3.670 -2.041 2.025   H101 DI3 46 
DI3 H102 2H10 H 0 0 N N N 21.424 -14.107 20.590 -4.643 -0.570 1.685   H102 DI3 47 
DI3 H111 1H11 H 0 0 N N N 19.319 -16.132 20.948 -2.520 -0.388 3.351   H111 DI3 48 
DI3 H112 2H11 H 0 0 N N N 20.323 -15.546 22.148 -2.792 0.895  2.134   H112 DI3 49 
DI3 H131 1H13 H 0 0 N N N 17.661 -15.712 25.678 -0.895 -1.484 4.485   H131 DI3 50 
DI3 H132 2H13 H 0 0 N N N 18.478 -17.195 25.356 0.868  -1.670 4.336   H132 DI3 51 
DI3 H14  H14  H 0 1 N N N 18.495 -16.821 22.963 -0.711 0.870  3.732   H14  DI3 52 
DI3 H161 1H16 H 0 0 N N N 14.204 -19.100 22.470 4.657  0.200  3.253   H161 DI3 53 
DI3 H162 2H16 H 0 0 N N N 14.234 -18.266 24.089 3.874  1.712  2.734   H162 DI3 54 
DI3 H163 3H16 H 0 0 N N N 13.900 -17.319 22.697 3.979  1.313  4.466   H163 DI3 55 
DI3 H17  H17  H 0 1 N N N 23.093 -15.745 24.351 2.659  0.359  8.154   H17  DI3 56 
DI3 H18  H18  H 0 1 N N N 23.237 -13.729 25.762 0.690  1.047  9.464   H18  DI3 57 
DI3 H19  H19  H 0 1 N N N 21.162 -12.786 26.826 -1.566 0.806  8.511   H19  DI3 58 
DI3 H20  H20  H 0 1 N N N 18.952 -13.863 26.414 -1.856 -0.120 6.249   H20  DI3 59 
DI3 H22  H22  H 0 1 N N N 20.899 -16.871 23.976 2.369  -0.572 5.893   H22  DI3 60 
DI3 HN   HN   H 0 1 N N N 16.465 -11.188 21.165 -1.711 -1.276 -2.336  HN   DI3 61 
DI3 HN1  HN1  H 0 1 N N N 9.381  -12.790 24.293 1.569  -2.266 -9.725  HN1  DI3 62 
DI3 HN21 1HN2 H 0 0 N N N 10.133 -10.541 25.587 2.418  -0.429 -10.832 HN21 DI3 63 
DI3 HN22 2HN2 H 0 0 N N N 10.653 -9.959  24.133 2.420  1.060  -10.057 HN22 DI3 64 
DI3 HN4  HN4  H 0 1 N N N 15.640 -16.259 24.100 1.410  1.807  3.820   HN4  DI3 65 
DI3 HO   HO   H 0 1 N N N 14.106 -9.975  16.986 -3.311 1.980  -4.232  HO   DI3 66 
DI3 HO1  HO1  H 0 1 N N N 16.421 -10.381 16.836 -0.319 2.843  -2.991  HO1  DI3 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 
DI3 B1  C    SING N N 1  
DI3 B1  O    SING N N 2  
DI3 B1  O1   SING N N 3  
DI3 C   C2   SING N N 4  
DI3 C   N    SING N N 5  
DI3 C   H    SING N N 6  
DI3 C2  C3   SING N N 7  
DI3 C2  H21  SING N N 8  
DI3 C2  H22A SING N N 9  
DI3 C3  C4   SING N N 10 
DI3 C3  H31  SING N N 11 
DI3 C3  H32  SING N N 12 
DI3 C4  C5   SING N N 13 
DI3 C4  H41  SING N N 14 
DI3 C4  H42  SING N N 15 
DI3 C5  C6   SING N N 16 
DI3 C5  H51  SING N N 17 
DI3 C5  H52  SING N N 18 
DI3 C6  N1   DOUB N N 19 
DI3 C6  N2   SING N N 20 
DI3 C7  C8   SING N N 21 
DI3 C7  C9   SING N N 22 
DI3 C7  N3   SING N N 23 
DI3 C7  H7   SING N N 24 
DI3 C8  N    SING N N 25 
DI3 C8  O2   DOUB N N 26 
DI3 C9  C10  SING N N 27 
DI3 C9  H91  SING N N 28 
DI3 C9  H92  SING N N 29 
DI3 C10 C11  SING N N 30 
DI3 C10 H101 SING N N 31 
DI3 C10 H102 SING N N 32 
DI3 C11 N3   SING N N 33 
DI3 C11 H111 SING N N 34 
DI3 C11 H112 SING N N 35 
DI3 C12 C14  SING N N 36 
DI3 C12 N3   SING N N 37 
DI3 C12 O3   DOUB N N 38 
DI3 C13 C14  SING N N 39 
DI3 C13 C21  SING N N 40 
DI3 C13 H131 SING N N 41 
DI3 C13 H132 SING N N 42 
DI3 C14 N4   SING N N 43 
DI3 C14 H14  SING N N 44 
DI3 C15 C16  SING N N 45 
DI3 C15 N4   SING N N 46 
DI3 C15 O4   DOUB N N 47 
DI3 C16 H161 SING N N 48 
DI3 C16 H162 SING N N 49 
DI3 C16 H163 SING N N 50 
DI3 C17 C18  DOUB Y N 51 
DI3 C17 C22  SING Y N 52 
DI3 C17 H17  SING N N 53 
DI3 C18 C19  SING Y N 54 
DI3 C18 H18  SING N N 55 
DI3 C19 C20  DOUB Y N 56 
DI3 C19 H19  SING N N 57 
DI3 C20 C21  SING Y N 58 
DI3 C20 H20  SING N N 59 
DI3 C21 C22  DOUB Y N 60 
DI3 C22 H22  SING N N 61 
DI3 N   HN   SING N N 62 
DI3 N1  HN1  SING N N 63 
DI3 N2  HN21 SING N N 64 
DI3 N2  HN22 SING N N 65 
DI3 N4  HN4  SING N N 66 
DI3 O   HO   SING N N 67 
DI3 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 
DI3 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCCCC(=[N@H])N)C2N(C(=O)C(NC(=O)C)Cc1ccccc1)CCC2 
DI3 InChI            InChI                1.02b 
InChI=1/C22H34BN5O5/c1-15(29)26-17(14-16-8-3-2-4-9-16)22(31)28-13-7-10-18(28)21(30)27-19(23(32)33)11-5-6-12-20(24)25/h2-4,8-9,17-19,32-33H,5-7,10-14H2,1H3,(H3,24,25)(H,26,29)(H,27,30)/t17-,18+,19+/m1/s1/f/h24,26-27H,25H2 
DI3 InChIKey         InChI                1.02b HRJAZDKYNLOJRB-FGYXDPEJDB 
DI3 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCC(N)=N)B(O)O 
DI3 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCCC(N)=N)B(O)O 
DI3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CCCCC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)C)(O)O 
DI3 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CCCCC(=N)N)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 
DI3 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-D-phenylalanyl-N-[(1R,6Z)-6-amino-1-(dihydroxyboranyl)-6-iminohexyl]-L-prolinamide                               
DI3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-6-amino-6-imino-hexyl]boronic acid" 
# 
