data_DP7
# 
_chem_comp.id                                    DP7 
_chem_comp.name                                  AC-(D)PHE-PRO-BOROARG-OH 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H33 B N6 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                        460.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DP7 
_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        1LHC 
_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 
DP7 C1   C1   C 0 1 N N R 14.920 -11.605 19.624 -0.588 0.287  -3.111  C1   DP7 1  
DP7 B2   B2   B 0 1 N N N 15.152 -10.778 18.321 -1.566 1.444  -3.523  B2   DP7 2  
DP7 C3   C3   C 0 1 N N N 13.868 -10.977 20.578 -0.291 -0.588 -4.330  C3   DP7 3  
DP7 C4   C4   C 0 1 N N N 13.024 -11.960 21.387 0.357  0.263  -5.423  C4   DP7 4  
DP7 C5   C5   C 0 1 N N N 12.460 -11.372 22.658 0.655  -0.612 -6.642  C5   DP7 5  
DP7 C6   C6   C 0 1 N N N 10.687 -12.055 24.408 1.634  -0.371 -8.886  C6   DP7 6  
DP7 C7   C7   C 0 1 N N S 18.149 -13.130 21.224 -1.663 -1.051 0.309   C7   DP7 7  
DP7 C8   C8   C 0 1 N N N 16.813 -12.965 20.430 -1.024 -0.213 -0.767  C8   DP7 8  
DP7 C9   C9   C 0 1 N N N 19.361 -13.057 20.279 -3.199 -1.007 0.167   C9   DP7 9  
DP7 C10  C10  C 0 1 N N N 20.042 -14.422 20.284 -3.686 -0.966 1.639   C10  DP7 10 
DP7 C11  C11  C 0 1 N N N 19.481 -15.175 21.410 -2.582 -0.109 2.308   C11  DP7 11 
DP7 C12  C12  C 0 1 N N N 17.453 -14.893 22.866 -0.093 -0.404 2.154   C12  DP7 12 
DP7 C13  C13  C 0 1 N N N 18.153 -16.147 25.063 0.044  -0.950 4.569   C13  DP7 13 
DP7 C14  C14  C 0 1 N N R 17.610 -16.278 23.595 0.100  0.173  3.532   C14  DP7 14 
DP7 C15  C15  C 0 1 N N N 15.802 -17.859 22.886 2.531  0.138  3.384   C15  DP7 15 
DP7 C16  C16  C 0 1 N N N 14.344 -18.279 23.107 3.871  0.824  3.457   C16  DP7 16 
DP7 C17  C17  C 0 1 Y N N 21.952 -15.683 24.623 1.687  0.270  7.742   C17  DP7 17 
DP7 C18  C18  C 0 1 Y N N 22.202 -14.566 25.420 0.592  0.688  8.476   C18  DP7 18 
DP7 C19  C19  C 0 1 Y N N 21.159 -13.976 26.102 -0.678 0.576  7.946   C19  DP7 19 
DP7 C20  C20  C 0 1 Y N N 19.853 -14.467 25.980 -0.856 0.045  6.682   C20  DP7 20 
DP7 C21  C21  C 0 1 Y N N 19.589 -15.582 25.185 0.238  -0.371 5.947   C21  DP7 21 
DP7 C22  C22  C 0 1 Y N N 20.657 -16.208 24.498 1.509  -0.264 6.480   C22  DP7 22 
DP7 N1   N1   N 0 1 N N N 16.206 -11.767 20.380 -1.209 -0.527 -2.064  N1   DP7 23 
DP7 N2   N2   N 0 1 N N N 11.632 -12.334 23.395 1.276  0.202  -7.689  N2   DP7 24 
DP7 N3   N3   N 0 1 N N N 9.948  -12.974 24.834 2.217  0.393  -9.868  N3   DP7 25 
DP7 N4   N4   N 0 1 N N N 10.554 -10.749 24.957 1.421  -1.641 -9.089  N4   DP7 26 
DP7 N5   N5   N 0 1 N N N 18.314 -14.444 21.917 -1.333 -0.514 1.637   N5   DP7 27 
DP7 N6   N6   N 0 1 N N N 16.240 -16.849 23.665 1.402  0.840  3.604   N6   DP7 28 
DP7 O1   O1   O 0 1 N N N 16.312 -11.019 17.508 -2.850 1.135  -4.045  O1   DP7 29 
DP7 O2   O2   O 0 1 N N N 14.040 -10.647 17.329 -1.167 2.798  -3.374  O2   DP7 30 
DP7 O3   O3   O 0 1 N N N 16.348 -13.961 19.864 -0.343 0.744  -0.466  O3   DP7 31 
DP7 O4   O4   O 0 1 N N N 16.482 -14.191 23.209 0.866  -0.771 1.510   O4   DP7 32 
DP7 O5   O5   O 0 1 N N N 16.513 -18.438 22.050 2.469  -1.045 3.127   O5   DP7 33 
DP7 H1   H1   H 0 1 N N N 14.527 -12.592 19.285 0.341  0.714  -2.735  H1   DP7 34 
DP7 H31  1H3  H 0 1 N N N 14.365 -10.252 21.263 0.388  -1.391 -4.044  H31  DP7 35 
DP7 H32  2H3  H 0 1 N N N 13.202 -10.288 20.006 -1.220 -1.015 -4.706  H32  DP7 36 
DP7 H41  1H4  H 0 1 N N N 12.210 -12.390 20.757 -0.321 1.066  -5.710  H41  DP7 37 
DP7 H42  2H4  H 0 1 N N N 13.602 -12.888 21.605 1.287  0.690  -5.047  H42  DP7 38 
DP7 H51  1H5  H 0 1 N N N 13.268 -10.958 23.304 1.334  -1.415 -6.356  H51  DP7 39 
DP7 H52  2H5  H 0 1 N N N 11.898 -10.431 22.452 -0.274 -1.039 -7.018  H52  DP7 40 
DP7 H7   H7   H 0 1 N N N 18.099 -12.304 21.972 -1.313 -2.081 0.234   H7   DP7 41 
DP7 H91  1H9  H 0 1 N N N 19.089 -12.713 19.253 -3.568 -1.902 -0.335  H91  DP7 42 
DP7 H92  2H9  H 0 1 N N N 20.058 -12.225 20.534 -3.508 -0.109 -0.366  H92  DP7 43 
DP7 H101 1H10 H 0 0 N N N 19.955 -14.959 19.310 -3.718 -1.967 2.069   H101 DP7 44 
DP7 H102 2H10 H 0 0 N N N 21.154 -14.356 20.311 -4.658 -0.478 1.715   H102 DP7 45 
DP7 H111 1H11 H 0 0 N N N 19.243 -16.231 21.144 -2.528 -0.326 3.374   H111 DP7 46 
DP7 H112 2H11 H 0 0 N N N 20.234 -15.384 22.204 -2.774 0.951  2.144   H112 DP7 47 
DP7 H131 1H13 H 0 0 N N N 17.448 -15.542 25.680 -0.924 -1.446 4.516   H131 DP7 48 
DP7 H132 2H13 H 0 0 N N N 18.080 -17.127 25.588 0.834  -1.672 4.364   H132 DP7 49 
DP7 H14  H14  H 0 1 N N N 18.341 -16.905 23.034 -0.689 0.896  3.737   H14  DP7 50 
DP7 H161 1H16 H 0 0 N N N 13.981 -19.114 22.462 4.661  0.101  3.253   H161 DP7 51 
DP7 H162 2H16 H 0 0 N N N 14.176 -18.525 24.181 3.911  1.624  2.719   H162 DP7 52 
DP7 H163 3H16 H 0 0 N N N 13.672 -17.395 23.000 4.011  1.242  4.454   H163 DP7 53 
DP7 H17  H17  H 0 1 N N N 22.789 -16.157 24.084 2.680  0.358  8.156   H17  DP7 54 
DP7 H18  H18  H 0 1 N N N 23.220 -14.151 25.510 0.731  1.103  9.463   H18  DP7 55 
DP7 H19  H19  H 0 1 N N N 21.370 -13.107 26.748 -1.533 0.903  8.519   H19  DP7 56 
DP7 H20  H20  H 0 1 N N N 19.025 -13.971 26.514 -1.849 -0.041 6.267   H20  DP7 57 
DP7 H22  H22  H 0 1 N N N 20.481 -17.097 23.870 2.364  -0.591 5.906   H22  DP7 58 
DP7 HN1  HN1  H 0 1 N N N 16.691 -11.025 20.885 -1.754 -1.293 -2.305  HN1  DP7 59 
DP7 HN2  HN2  H 0 1 N N N 12.280 -13.011 23.796 1.434  1.147  -7.538  HN2  DP7 60 
DP7 HN31 1HN3 H 0 0 N N N 9.265  -12.772 25.565 2.470  -0.012 -10.712 HN31 DP7 61 
DP7 HN32 2HN3 H 0 0 N N N 10.536 -13.748 25.142 2.376  1.337  -9.717  HN32 DP7 62 
DP7 HN4  HN4  H 0 1 N N N 11.317 -10.198 24.563 1.674  -2.047 -9.933  HN4  DP7 63 
DP7 HN6  HN6  H 0 1 N N N 15.527 -16.513 24.313 1.452  1.787  3.810   HN6  DP7 64 
DP7 HO1  HO1  H 0 1 N N N 16.453 -10.515 16.714 -3.285 1.978  -4.232  HO1  DP7 65 
DP7 HO2  HO2  H 0 1 N N N 14.181 -10.143 16.535 -0.272 2.787  -3.008  HO2  DP7 66 
# 
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 
DP7 C1  B2   SING N N 1  
DP7 C1  C3   SING N N 2  
DP7 C1  N1   SING N N 3  
DP7 C1  H1   SING N N 4  
DP7 B2  O1   SING N N 5  
DP7 B2  O2   SING N N 6  
DP7 C3  C4   SING N N 7  
DP7 C3  H31  SING N N 8  
DP7 C3  H32  SING N N 9  
DP7 C4  C5   SING N N 10 
DP7 C4  H41  SING N N 11 
DP7 C4  H42  SING N N 12 
DP7 C5  N2   SING N N 13 
DP7 C5  H51  SING N N 14 
DP7 C5  H52  SING N N 15 
DP7 C6  N2   SING N N 16 
DP7 C6  N3   SING N N 17 
DP7 C6  N4   DOUB N Z 18 
DP7 C7  C8   SING N N 19 
DP7 C7  C9   SING N N 20 
DP7 C7  N5   SING N N 21 
DP7 C7  H7   SING N N 22 
DP7 C8  N1   SING N N 23 
DP7 C8  O3   DOUB N N 24 
DP7 C9  C10  SING N N 25 
DP7 C9  H91  SING N N 26 
DP7 C9  H92  SING N N 27 
DP7 C10 C11  SING N N 28 
DP7 C10 H101 SING N N 29 
DP7 C10 H102 SING N N 30 
DP7 C11 N5   SING N N 31 
DP7 C11 H111 SING N N 32 
DP7 C11 H112 SING N N 33 
DP7 C12 C14  SING N N 34 
DP7 C12 N5   SING N N 35 
DP7 C12 O4   DOUB N N 36 
DP7 C13 C14  SING N N 37 
DP7 C13 C21  SING N N 38 
DP7 C13 H131 SING N N 39 
DP7 C13 H132 SING N N 40 
DP7 C14 N6   SING N N 41 
DP7 C14 H14  SING N N 42 
DP7 C15 C16  SING N N 43 
DP7 C15 N6   SING N N 44 
DP7 C15 O5   DOUB N N 45 
DP7 C16 H161 SING N N 46 
DP7 C16 H162 SING N N 47 
DP7 C16 H163 SING N N 48 
DP7 C17 C18  DOUB Y N 49 
DP7 C17 C22  SING Y N 50 
DP7 C17 H17  SING N N 51 
DP7 C18 C19  SING Y N 52 
DP7 C18 H18  SING N N 53 
DP7 C19 C20  DOUB Y N 54 
DP7 C19 H19  SING N N 55 
DP7 C20 C21  SING Y N 56 
DP7 C20 H20  SING N N 57 
DP7 C21 C22  DOUB Y N 58 
DP7 C22 H22  SING N N 59 
DP7 N1  HN1  SING N N 60 
DP7 N2  HN2  SING N N 61 
DP7 N3  HN31 SING N N 62 
DP7 N3  HN32 SING N N 63 
DP7 N4  HN4  SING N N 64 
DP7 N6  HN6  SING N N 65 
DP7 O1  HO1  SING N N 66 
DP7 O2  HO2  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 
DP7 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCCNC(=[N@H])N)C2N(C(=O)C(NC(=O)C)Cc1ccccc1)CCC2 
DP7 InChI            InChI                1.02b 
InChI=1/C21H33BN6O5/c1-14(29)26-16(13-15-7-3-2-4-8-15)20(31)28-12-6-9-17(28)19(30)27-18(22(32)33)10-5-11-25-21(23)24/h2-4,7-8,16-18,32-33H,5-6,9-13H2,1H3,(H,26,29)(H,27,30)(H4,23,24,25)/t16-,17+,18+/m1/s1/f/h23,25-27H,24H2/b23-21- 
DP7 InChIKey         InChI                1.02b FXFYPTZERULUBS-RFLVYAKODD 
DP7 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(N)=N)B(O)O 
DP7 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCNC(N)=N)B(O)O 
DP7 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/N)\NCCC[C@@H](B(O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)C 
DP7 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCCCC(B(O)O)NC(=O)C1CCCN1C(=O)C(Cc2ccccc2)NC(=O)C 
# 
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 
DP7 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-D-phenylalanyl-N-[(1R)-4-carbamimidamido-1-(dihydroxyboranyl)butyl]-L-prolinamide                                  
DP7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-4-carbamimidamido-butyl]boronic acid" 
# 
