data_T16
# 
_chem_comp.id                                    T16 
_chem_comp.name                                  BOROLOG2 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H32 B Br2 N3 O6" 
_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                        617.136 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T16 
_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        1A3E 
_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 
T16 BR1  BR1  BR 0 0 N N N 12.385 -9.870  23.381 -1.331 -1.246 -7.355 BR1  T16 1  
T16 BR2  BR2  BR 0 0 N N N 11.412 -12.142 23.000 -2.433 0.883  -5.221 BR2  T16 2  
T16 C1   C1   C  0 1 N N N 11.881 -10.870 21.966 -0.818 0.147  -6.067 C1   T16 3  
T16 C2   C2   C  0 1 N N N 13.208 -11.504 21.517 0.087  -0.458 -4.993 C2   T16 4  
T16 C3   C3   C  0 1 N N N 13.707 -10.651 20.348 0.486  0.627  -3.991 C3   T16 5  
T16 C4   C4   C  0 1 N N R 14.926 -11.104 19.550 1.393  0.021  -2.918 C4   T16 6  
T16 B    B    B  0 1 N N N 15.133 -10.165 18.302 2.682  -0.566 -3.593 B    T16 7  
T16 O1A  O1A  O  0 1 N N N 16.272 -10.358 17.579 3.547  0.282  -4.333 O1A  T16 8  
T16 O1B  O1B  O  0 1 N N N 14.026 -10.026 17.487 2.984  -1.948 -3.464 O1B  T16 9  
T16 N5   N5   N  0 1 N N N 16.166 -11.101 20.371 1.775  1.060  -1.958 N5   T16 10 
T16 O6   O6   O  0 1 N N N 16.492 -13.380 19.853 1.932  -0.420 -0.314 O6   T16 11 
T16 C6   C6   C  0 1 N N N 16.858 -12.411 20.497 2.024  0.733  -0.675 C6   T16 12 
T16 C7   C7   C  0 1 N N S 18.184 -12.451 21.219 2.417  1.802  0.312  C7   T16 13 
T16 C7A  C7A  C  0 1 N N N 19.407 -12.383 20.231 3.956  1.976  0.334  C7A  T16 14 
T16 C7B  C7B  C  0 1 N N N 20.209 -13.712 20.443 4.181  2.573  1.749  C7B  T16 15 
T16 C7C  C7C  C  0 1 N N N 19.383 -14.735 21.259 3.112  1.857  2.600  C7C  T16 16 
T16 N8   N8   N  0 1 N N N 18.299 -13.833 21.793 2.061  1.390  1.682  N8   T16 17 
T16 O9   O9   O  0 1 N N N 16.398 -13.433 23.019 0.107  0.452  1.208  O9   T16 18 
T16 C9   C9   C  0 1 N N N 17.437 -14.152 22.910 0.958  0.701  2.035  C9   T16 19 
T16 C10  C10  C  0 1 N N S 17.224 -15.319 23.881 0.783  0.239  3.459  C10  T16 20 
T16 N12  N12  N  0 1 N N N 16.548 -16.276 23.081 -0.643 0.059  3.742  N12  T16 21 
T16 C11  C11  C  0 1 N N N 18.224 -15.780 24.882 1.513  -1.090 3.657  C11  T16 22 
T16 C21  C21  C  0 1 Y N N 19.576 -15.117 24.944 1.458  -1.482 5.112  C21  T16 23 
T16 C22  C22  C  0 1 Y N N 20.673 -15.828 24.391 0.410  -2.252 5.581  C22  T16 24 
T16 C23  C23  C  0 1 Y N N 21.975 -15.307 24.529 0.360  -2.611 6.915  C23  T16 25 
T16 C24  C24  C  0 1 Y N N 22.189 -14.112 25.210 1.357  -2.200 7.779  C24  T16 26 
T16 C25  C25  C  0 1 Y N N 21.087 -13.407 25.780 2.405  -1.430 7.310  C25  T16 27 
T16 C26  C26  C  0 1 Y N N 19.788 -13.926 25.647 2.458  -1.075 5.975  C26  T16 28 
T16 O13  O13  O  0 1 N N N 17.082 -18.409 22.633 -0.351 0.565  5.882  O13  T16 29 
T16 C13  C13  C  0 1 N N N 16.154 -17.599 22.710 -1.111 0.247  4.992  C13  T16 30 
T16 C14  C14  C  0 1 N N N 14.759 -17.932 22.169 -2.578 0.063  5.283  C14  T16 31 
T16 C15  C15  C  0 1 N N N 14.668 -18.644 20.833 -2.842 0.335  6.765  C15  T16 32 
T16 C16  C16  C  0 1 N N N 14.874 -17.830 19.563 -4.331 0.148  7.060  C16  T16 33 
T16 C17  C17  C  0 1 N N N 13.667 -17.873 18.607 -4.592 0.416  8.520  C17  T16 34 
T16 O17  O17  O  0 1 N N N 13.149 -16.768 18.334 -5.350 1.296  8.847  O17  T16 35 
T16 H1   H1   H  0 1 N N N 11.246 -10.428 21.162 -0.285 0.943  -6.586 H1   T16 36 
T16 H21  1H2  H  0 1 N N N 13.952 -11.609 22.340 0.983  -0.866 -5.462 H21  T16 37 
T16 H22A 2H2  H  0 0 N N N 13.123 -12.588 21.272 -0.445 -1.254 -4.474 H22A T16 38 
T16 H31  1H3  H  0 1 N N N 12.860 -10.487 19.640 -0.408 1.035  -3.522 H31  T16 39 
T16 H32  2H3  H  0 1 N N N 13.889 -9.614  20.717 1.020  1.423  -4.511 H32  T16 40 
T16 H4   H4   H  0 1 N N N 14.731 -12.150 19.219 0.859  -0.774 -2.398 H4   T16 41 
T16 HO1A AHO1 H  0 0 N N N 16.396 -9.791  16.826 4.270  -0.270 -4.660 HO1A T16 42 
T16 HO1B BHO1 H  0 0 N N N 14.150 -9.459  16.734 3.808  -2.100 -3.947 HO1B T16 43 
T16 HN5  HN5  H  0 1 N N N 16.519 -10.255 20.818 1.848  1.983  -2.246 HN5  T16 44 
T16 H7   H7   H  0 1 N N N 18.208 -11.601 21.940 1.932  2.745  0.061  H7   T16 45 
T16 H7A1 1H7A H  0 0 N N N 19.112 -12.205 19.170 4.459  1.014  0.231  H7A1 T16 46 
T16 H7A2 2H7A H  0 0 N N N 20.027 -11.464 20.354 4.282  2.670  -0.439 H7A2 T16 47 
T16 H7B1 1H7B H  0 0 N N N 20.554 -14.142 19.474 5.183  2.340  2.111  H7B1 T16 48 
T16 H7B2 2H7B H  0 0 N N N 21.203 -13.521 20.909 4.013  3.650  1.744  H7B2 T16 49 
T16 H7C1 1H7C H  0 0 N N N 19.034 -15.634 20.699 3.558  1.007  3.117  H7C1 T16 50 
T16 H7C2 2H7C H  0 0 N N N 19.949 -15.318 22.022 2.688  2.552  3.324  H7C2 T16 51 
T16 H10  H10  H  0 1 N N N 16.659 -14.942 24.766 1.196  0.985  4.137  H10  T16 52 
T16 HN2  HN2  H  0 1 N N N 16.091 -15.683 22.387 -1.250 -0.193 3.029  HN2  T16 53 
T16 H111 1H11 H  0 0 N N N 17.759 -15.734 25.894 1.033  -1.862 3.055  H111 T16 54 
T16 H112 2H11 H  0 0 N N N 18.372 -16.877 24.755 2.553  -0.983 3.349  H112 T16 55 
T16 H22  H22  H  0 1 N N N 20.514 -16.780 23.857 -0.368 -2.573 4.906  H22  T16 56 
T16 H23  H23  H  0 1 N N N 22.838 -15.841 24.098 -0.458 -3.212 7.282  H23  T16 57 
T16 H24  H24  H  0 1 N N N 23.219 -13.728 25.296 1.317  -2.479 8.822  H24  T16 58 
T16 H25  H25  H  0 1 N N N 21.239 -12.459 26.324 3.184  -1.109 7.985  H25  T16 59 
T16 H26  H26  H  0 1 N N N 18.931 -13.396 26.096 3.276  -0.474 5.608  H26  T16 60 
T16 H141 1H14 H  0 0 N N N 14.199 -18.517 22.935 -3.159 0.759  4.677  H141 T16 61 
T16 H142 2H14 H  0 0 N N N 14.149 -16.999 22.129 -2.870 -0.958 5.043  H142 T16 62 
T16 H151 1H15 H  0 0 N N N 15.377 -19.504 20.831 -2.261 -0.360 7.371  H151 T16 63 
T16 H152 2H15 H  0 0 N N N 13.688 -19.173 20.769 -2.550 1.357  7.005  H152 T16 64 
T16 H161 1H16 H  0 0 N N N 15.147 -16.777 19.808 -4.912 0.843  6.454  H161 T16 65 
T16 H162 2H16 H  0 0 N N N 15.805 -18.145 19.038 -4.624 -0.873 6.821  H162 T16 66 
T16 H17  H17  H  0 1 N N N 13.161 -18.715 18.105 -4.099 -0.179 9.275  H17  T16 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 
T16 BR1 C1   SING N N 1  
T16 BR2 C1   SING N N 2  
T16 C1  C2   SING N N 3  
T16 C1  H1   SING N N 4  
T16 C2  C3   SING N N 5  
T16 C2  H21  SING N N 6  
T16 C2  H22A SING N N 7  
T16 C3  C4   SING N N 8  
T16 C3  H31  SING N N 9  
T16 C3  H32  SING N N 10 
T16 C4  B    SING N N 11 
T16 C4  N5   SING N N 12 
T16 C4  H4   SING N N 13 
T16 B   O1A  SING N N 14 
T16 B   O1B  SING N N 15 
T16 O1A HO1A SING N N 16 
T16 O1B HO1B SING N N 17 
T16 N5  C6   SING N N 18 
T16 N5  HN5  SING N N 19 
T16 O6  C6   DOUB N N 20 
T16 C6  C7   SING N N 21 
T16 C7  C7A  SING N N 22 
T16 C7  N8   SING N N 23 
T16 C7  H7   SING N N 24 
T16 C7A C7B  SING N N 25 
T16 C7A H7A1 SING N N 26 
T16 C7A H7A2 SING N N 27 
T16 C7B C7C  SING N N 28 
T16 C7B H7B1 SING N N 29 
T16 C7B H7B2 SING N N 30 
T16 C7C N8   SING N N 31 
T16 C7C H7C1 SING N N 32 
T16 C7C H7C2 SING N N 33 
T16 N8  C9   SING N N 34 
T16 O9  C9   DOUB N N 35 
T16 C9  C10  SING N N 36 
T16 C10 N12  SING N N 37 
T16 C10 C11  SING N N 38 
T16 C10 H10  SING N N 39 
T16 N12 C13  SING N N 40 
T16 N12 HN2  SING N N 41 
T16 C11 C21  SING N N 42 
T16 C11 H111 SING N N 43 
T16 C11 H112 SING N N 44 
T16 C21 C22  DOUB Y N 45 
T16 C21 C26  SING Y N 46 
T16 C22 C23  SING Y N 47 
T16 C22 H22  SING N N 48 
T16 C23 C24  DOUB Y N 49 
T16 C23 H23  SING N N 50 
T16 C24 C25  SING Y N 51 
T16 C24 H24  SING N N 52 
T16 C25 C26  DOUB Y N 53 
T16 C25 H25  SING N N 54 
T16 C26 H26  SING N N 55 
T16 O13 C13  DOUB N N 56 
T16 C13 C14  SING N N 57 
T16 C14 C15  SING N N 58 
T16 C14 H141 SING N N 59 
T16 C14 H142 SING N N 60 
T16 C15 C16  SING N N 61 
T16 C15 H151 SING N N 62 
T16 C15 H152 SING N N 63 
T16 C16 C17  SING N N 64 
T16 C16 H161 SING N N 65 
T16 C16 H162 SING N N 66 
T16 C17 O17  DOUB N N 67 
T16 C17 H17  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 
T16 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCC(Br)Br)C2N(C(=O)C(NC(=O)CCCC=O)Cc1ccccc1)CCC2 
T16 InChI            InChI                1.02b 
InChI=1/C23H32BBr2N3O6/c25-20(26)12-11-19(24(34)35)28-22(32)18-9-6-13-29(18)23(33)17(15-16-7-2-1-3-8-16)27-21(31)10-4-5-14-30/h1-3,7-8,14,17-20,34-35H,4-6,9-13,15H2,(H,27,31)(H,28,32)/t17-,18-,19-/m0/s1/f/h27-28H 
T16 InChIKey         InChI                1.02b UBBUVYGQLRDKJX-CQPFLWDDDJ 
T16 SMILES_CANONICAL CACTVS               3.341 OB(O)[C@H](CCC(Br)Br)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc2ccccc2)NC(=O)CCCC=O 
T16 SMILES           CACTVS               3.341 OB(O)[CH](CCC(Br)Br)NC(=O)[CH]1CCCN1C(=O)[CH](Cc2ccccc2)NC(=O)CCCC=O 
T16 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CCC(Br)Br)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc2ccccc2)NC(=O)CCCC=O)(O)O 
T16 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CCC(Br)Br)NC(=O)C1CCCN1C(=O)C(Cc2ccccc2)NC(=O)CCCC=O)(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 
T16 "SYSTEMATIC NAME" ACDLabs              10.04 N-(5-oxopentanoyl)-L-phenylalanyl-N-[(1R)-4,4-dibromo-1-(dihydroxyboranyl)butyl]-L-prolinamide                                   
T16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-4,4-dibromo-1-[[(2S)-1-[(2S)-2-(5-oxopentanoylamino)-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]butyl]boronic acid" 
# 
