data_T29
# 
_chem_comp.id                                    T29 
_chem_comp.name                                  "TRI166 (BIFUNCTIONAL BORONATE INHIBITOR)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H34 B N5 O5 S" 
_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                        491.412 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T29 
_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        1A3B 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
T29 N1A  N1A  N 0 1 N N N 18.429 -12.160 11.425 1.162  1.866  8.774  N1A  T29 1  
T29 N1B  N1B  N 0 1 N N N 17.981 -9.949  10.948 2.063  0.247  10.171 N1B  T29 2  
T29 C1   C1   C 0 1 N N N 17.654 -11.132 11.665 1.498  0.622  8.975  C1   T29 3  
T29 S2   S2   S 0 1 N N N 16.325 -10.815 12.825 1.227  -0.577 7.713  S2   T29 4  
T29 C3   C3   C 0 1 N N N 16.301 -12.333 13.687 0.492  0.471  6.434  C3   T29 5  
T29 C4   C4   C 0 1 N N N 15.041 -12.309 14.557 0.163  -0.378 5.205  C4   T29 6  
T29 C5   C5   C 0 1 N N N 14.867 -11.046 15.369 -0.458 0.507  4.124  C5   T29 7  
T29 C6   C6   C 0 1 N N R 13.663 -11.318 16.340 -0.787 -0.341 2.895  C6   T29 8  
T29 B    B    B 0 1 N N N 13.555 -10.261 17.448 -1.803 -1.469 3.295  B    T29 9  
T29 O1A  O1A  O 0 1 N N N 14.630 -9.966  18.356 -3.074 -1.125 3.824  O1A  T29 10 
T29 O1B  O1B  O 0 1 N N N 12.414 -10.338 18.254 -1.449 -2.835 3.128  O1B  T29 11 
T29 N7   N7   N 0 1 N N N 12.369 -11.237 15.555 -1.382 0.507  1.860  N7   T29 12 
T29 C8   C8   C 0 1 N N N 11.754 -12.533 15.352 -1.210 0.203  0.558  C8   T29 13 
T29 O8   O8   O 0 1 N N N 11.974 -13.597 15.952 -0.562 -0.772 0.243  O8   T29 14 
T29 C9   C9   C 0 1 N N S 10.411 -12.445 14.653 -1.823 1.076  -0.506 C9   T29 15 
T29 C9A  C9A  C 0 1 N N N 9.207  -12.277 15.676 -3.359 1.082  -0.360 C9A  T29 16 
T29 C9B  C9B  C 0 1 N N N 8.219  -13.499 15.383 -3.850 1.075  -1.832 C9B  T29 17 
T29 C9C  C9C  C 0 1 N N N 8.962  -14.549 14.519 -2.776 0.190  -2.514 C9C  T29 18 
T29 N10  N10  N 0 1 N N N 10.051 -13.696 13.964 -1.513 0.545  -1.841 N10  T29 19 
T29 C11  C11  C 0 1 N N N 11.039 -14.185 13.072 -0.279 0.400  -2.362 C11  T29 20 
T29 O11  O11  O 0 1 N N N 12.081 -13.534 12.783 0.693  0.726  -1.716 O11  T29 21 
T29 C12  C12  C 0 1 N N R 10.837 -15.550 12.458 -0.107 -0.166 -3.748 C12  T29 22 
T29 C13  C13  C 0 1 N N N 10.529 -15.489 10.880 -0.127 0.971  -4.771 C13  T29 23 
T29 C21  C21  C 0 1 Y N N 9.043  -15.041 10.757 0.044  0.404  -6.156 C21  T29 24 
T29 C22  C22  C 0 1 Y N N 8.757  -13.818 10.112 -1.065 0.033  -6.893 C22  T29 25 
T29 C23  C23  C 0 1 Y N N 7.446  -13.287 10.085 -0.907 -0.486 -8.164 C23  T29 26 
T29 C24  C24  C 0 1 Y N N 6.382  -14.026 10.700 0.358  -0.634 -8.699 C24  T29 27 
T29 C25  C25  C 0 1 Y N N 6.667  -15.289 11.310 1.467  -0.262 -7.962 C25  T29 28 
T29 C26  C26  C 0 1 Y N N 7.972  -15.772 11.340 1.310  0.261  -6.693 C26  T29 29 
T29 N14  N14  N 0 1 N N N 12.072 -16.239 12.569 1.171  -0.875 -3.831 N14  T29 30 
T29 C15  C15  C 0 1 N N N 12.011 -17.637 13.087 2.324  -0.214 -3.605 C15  T29 31 
T29 O15  O15  O 0 1 N N N 10.948 -18.201 12.843 2.302  0.967  -3.332 O15  T29 32 
T29 C16  C16  C 0 1 N N N 12.588 -17.900 14.497 3.640  -0.943 -3.690 C16  T29 33 
T29 C17  C17  C 0 1 N N N 14.120 -17.883 14.357 4.782  0.029  -3.392 C17  T29 34 
T29 HN1  HN1  H 0 1 N N N 18.037 -13.083 11.611 1.311  2.527  9.468  HN1  T29 35 
T29 HN11 1HN1 H 0 0 N N N 17.377 -9.148  11.134 2.211  0.908  10.866 HN11 T29 36 
T29 HN12 2HN1 H 0 0 N N N 18.009 -10.141 9.946  2.312  -0.678 10.321 HN12 T29 37 
T29 H31  1H3  H 0 1 N N N 16.362 -13.223 13.019 1.197  1.254  6.157  H31  T29 38 
T29 H32  2H3  H 0 1 N N N 17.234 -12.530 14.263 -0.422 0.924  6.818  H32  T29 39 
T29 H41  1H4  H 0 1 N N N 14.135 -12.499 13.935 -0.541 -1.161 5.483  H41  T29 40 
T29 H42  2H4  H 0 1 N N N 15.009 -13.205 15.219 1.077  -0.831 4.822  H42  T29 41 
T29 H51  1H5  H 0 1 N N N 15.796 -10.722 15.892 0.246  1.291  3.846  H51  T29 42 
T29 H52  2H5  H 0 1 N N N 14.737 -10.130 14.745 -1.372 0.961  4.507  H52  T29 43 
T29 H6   H6   H 0 1 N N N 13.835 -12.321 16.794 0.127  -0.794 2.511  H6   T29 44 
T29 HO1A AHO1 H 0 0 N N N 14.563 -9.311  19.041 -3.538 -1.955 4.001  HO1A T29 45 
T29 HO1B BHO1 H 0 0 N N N 12.347 -9.683  18.939 -0.555 -2.849 2.760  HO1B T29 46 
T29 HN7  HN7  H 0 1 N N N 11.947 -10.381 15.193 -1.900 1.287  2.111  HN7  T29 47 
T29 H9   H9   H 0 1 N N N 10.537 -11.577 13.963 -1.438 2.092  -0.418 H9   T29 48 
T29 H9A1 1H9A H 0 0 N N N 9.530  -12.209 16.740 -3.697 1.981  0.154  H9A1 T29 49 
T29 H9A2 2H9A H 0 0 N N N 8.712  -11.279 15.624 -3.697 0.187  0.162  H9A2 T29 50 
T29 H9B1 1H9B H 0 0 N N N 7.797  -13.938 16.317 -3.849 2.082  -2.249 H9B1 T29 51 
T29 H9B2 2H9B H 0 0 N N N 7.260  -13.168 14.919 -4.838 0.622  -1.912 H9B2 T29 52 
T29 H9C1 1H9C H 0 0 N N N 9.289  -15.473 15.049 -2.717 0.419  -3.578 H9C1 T29 53 
T29 H9C2 2H9C H 0 0 N N N 8.339  -15.093 13.770 -3.003 -0.864 -2.364 H9C2 T29 54 
T29 H12  H12  H 0 1 N N N 9.978  -16.031 12.981 -0.921 -0.859 -3.960 H12  T29 55 
T29 H131 1H13 H 0 0 N N N 11.238 -14.844 10.311 -1.079 1.499  -4.709 H131 T29 56 
T29 H132 2H13 H 0 0 N N N 10.754 -16.440 10.343 0.686  1.664  -4.558 H132 T29 57 
T29 H22  H22  H 0 1 N N N 9.574  -13.265 9.619  -2.054 0.149  -6.476 H22  T29 58 
T29 H23  H23  H 0 1 N N N 7.257  -12.317 9.594  -1.774 -0.777 -8.740 H23  T29 59 
T29 H24  H24  H 0 1 N N N 5.353  -13.626 10.703 0.481  -1.041 -9.692 H24  T29 60 
T29 H25  H25  H 0 1 N N N 5.868  -15.899 11.764 2.456  -0.378 -8.380 H25  T29 61 
T29 H26  H26  H 0 1 N N N 8.159  -16.742 11.830 2.176  0.552  -6.117 H26  T29 62 
T29 HN4  HN4  H 0 1 N N N 12.934 -15.767 12.298 1.189  -1.820 -4.049 HN4  T29 63 
T29 H161 1H16 H 0 0 N N N 12.208 -17.189 15.267 3.764  -1.353 -4.692 H161 T29 64 
T29 H162 2H16 H 0 0 N N N 12.198 -18.834 14.964 3.654  -1.754 -2.961 H162 T29 65 
T29 H171 1H17 H 0 0 N N N 14.536 -18.072 15.373 5.734  -0.498 -3.454 H171 T29 66 
T29 H172 2H17 H 0 0 N N N 14.499 -18.593 13.586 4.768  0.839  -4.120 H172 T29 67 
T29 H173 3H17 H 0 0 N N N 14.509 -16.948 13.889 4.658  0.439  -2.390 H173 T29 68 
# 
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 
T29 N1A C1   DOUB N N 1  
T29 N1A HN1  SING N N 2  
T29 N1B C1   SING N N 3  
T29 N1B HN11 SING N N 4  
T29 N1B HN12 SING N N 5  
T29 C1  S2   SING N N 6  
T29 S2  C3   SING N N 7  
T29 C3  C4   SING N N 8  
T29 C3  H31  SING N N 9  
T29 C3  H32  SING N N 10 
T29 C4  C5   SING N N 11 
T29 C4  H41  SING N N 12 
T29 C4  H42  SING N N 13 
T29 C5  C6   SING N N 14 
T29 C5  H51  SING N N 15 
T29 C5  H52  SING N N 16 
T29 C6  B    SING N N 17 
T29 C6  N7   SING N N 18 
T29 C6  H6   SING N N 19 
T29 B   O1A  SING N N 20 
T29 B   O1B  SING N N 21 
T29 O1A HO1A SING N N 22 
T29 O1B HO1B SING N N 23 
T29 N7  C8   SING N N 24 
T29 N7  HN7  SING N N 25 
T29 C8  O8   DOUB N N 26 
T29 C8  C9   SING N N 27 
T29 C9  C9A  SING N N 28 
T29 C9  N10  SING N N 29 
T29 C9  H9   SING N N 30 
T29 C9A C9B  SING N N 31 
T29 C9A H9A1 SING N N 32 
T29 C9A H9A2 SING N N 33 
T29 C9B C9C  SING N N 34 
T29 C9B H9B1 SING N N 35 
T29 C9B H9B2 SING N N 36 
T29 C9C N10  SING N N 37 
T29 C9C H9C1 SING N N 38 
T29 C9C H9C2 SING N N 39 
T29 N10 C11  SING N N 40 
T29 C11 O11  DOUB N N 41 
T29 C11 C12  SING N N 42 
T29 C12 C13  SING N N 43 
T29 C12 N14  SING N N 44 
T29 C12 H12  SING N N 45 
T29 C13 C21  SING N N 46 
T29 C13 H131 SING N N 47 
T29 C13 H132 SING N N 48 
T29 C21 C22  DOUB Y N 49 
T29 C21 C26  SING Y N 50 
T29 C22 C23  SING Y N 51 
T29 C22 H22  SING N N 52 
T29 C23 C24  DOUB Y N 53 
T29 C23 H23  SING N N 54 
T29 C24 C25  SING Y N 55 
T29 C24 H24  SING N N 56 
T29 C25 C26  DOUB Y N 57 
T29 C25 H25  SING N N 58 
T29 C26 H26  SING N N 59 
T29 N14 C15  SING N N 60 
T29 N14 HN4  SING N N 61 
T29 C15 O15  DOUB N N 62 
T29 C15 C16  SING N N 63 
T29 C16 C17  SING N N 64 
T29 C16 H161 SING N N 65 
T29 C16 H162 SING N N 66 
T29 C17 H171 SING N N 67 
T29 C17 H172 SING N N 68 
T29 C17 H173 SING N N 69 
# 
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 
T29 SMILES           ACDLabs              10.04 O=C(NC(B(O)O)CCCSC(=[N@H])N)C2N(C(=O)C(NC(=O)CC)Cc1ccccc1)CCC2 
T29 InChI            InChI                1.02b 
InChI=1/C22H34BN5O5S/c1-2-19(29)26-16(14-15-8-4-3-5-9-15)21(31)28-12-6-10-17(28)20(30)27-18(23(32)33)11-7-13-34-22(24)25/h3-5,8-9,16-18,32-33H,2,6-7,10-14H2,1H3,(H3,24,25)(H,26,29)(H,27,30)/t16-,17+,18+/m1/s1/f/h24,26-27H,25H2/b24-22- 
T29 InChIKey         InChI                1.02b IRTXHWTZQUYIAV-QKMPFPRFDY 
T29 SMILES_CANONICAL CACTVS               3.341 CCC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCSC(N)=N)B(O)O 
T29 SMILES           CACTVS               3.341 CCC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCSC(N)=N)B(O)O 
T29 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CCCSC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)CC)(O)O 
T29 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CCCSC(=N)N)NC(=O)C1CCCN1C(=O)C(Cc2ccccc2)NC(=O)CC)(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 
T29 "SYSTEMATIC NAME" ACDLabs              10.04 N-propanoyl-D-phenylalanyl-N-[(1R)-4-(carbamimidoylsulfanyl)-1-(dihydroxyboranyl)butyl]-L-prolinamide                                  
T29 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-4-carbamimidoylsulfanyl-1-[[(2S)-1-[(2R)-3-phenyl-2-(propanoylamino)propanoyl]pyrrolidin-2-yl]carbonylamino]butyl]boronic acid" 
# 
