data_BD3
# 
_chem_comp.id                                    BD3 
_chem_comp.name                                  "Nalpha-[(3-tert-butyl-1-methyl-1H-pyrazol-5-yl)carbonyl]-N-[(2E)-2-iminoethyl]-3-{5-[(Z)-iminomethyl]-1,3,4-oxadiazol-2-yl}-L-phenylalaninamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H28 N8 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-06-19 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        464.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BD3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3HWN 
_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 
BD3 C1   C1   C 0 1 Y N N 31.345 -25.752 -13.764 -1.249 -2.445 -0.202 C1   BD3 1  
BD3 C2   C2   C 0 1 Y N N 31.181 -25.808 -15.149 -1.463 -3.281 -1.283 C2   BD3 2  
BD3 C3   C3   C 0 1 Y N N 30.337 -25.205 -12.966 0.033  -2.205 0.245  C3   BD3 3  
BD3 C4   C4   C 0 1 Y N N 30.029 -25.314 -15.747 -0.394 -3.887 -1.920 C4   BD3 4  
BD3 C5   C5   C 0 1 Y N N 29.181 -24.706 -13.568 1.117  -2.813 -0.392 C5   BD3 5  
BD3 C6   C6   C 0 1 Y N N 29.030 -24.761 -14.963 0.893  -3.661 -1.479 C6   BD3 6  
BD3 C7   C7   C 0 1 Y N N 28.068 -24.143 -12.797 2.493  -2.561 0.081  C7   BD3 7  
BD3 C12  C12  C 0 1 N N N 24.805 -23.211 -13.044 6.070  -2.865 0.098  C12  BD3 8  
BD3 N13  N13  N 0 1 N N N 24.237 -21.904 -12.679 6.950  -2.324 0.881  N13  BD3 9  
BD3 C15  C15  C 0 1 N N S 32.853 -27.791 -13.498 -2.713 -0.443 -0.182 C15  BD3 10 
BD3 C17  C17  C 0 1 N N N 31.035 -29.341 -14.177 -1.358 1.474  -0.831 C17  BD3 11 
BD3 C18  C18  C 0 1 Y N N 29.900 -30.210 -13.766 -0.160 2.317  -0.682 C18  BD3 12 
BD3 N22  N22  N 0 1 N N N 35.279 -28.069 -13.085 -5.128 -0.507 0.348  N22  BD3 13 
BD3 C23  C23  C 0 1 N N N 36.509 -28.536 -12.441 -6.338 0.075  0.935  C23  BD3 14 
BD3 C24  C24  C 0 1 N N N 37.302 -27.327 -11.913 -7.501 -0.857 0.716  C24  BD3 15 
BD3 C30  C30  C 0 1 N N N 28.637 -30.285 -15.937 -0.413 3.691  -2.771 C30  BD3 16 
BD3 C31  C31  C 0 1 N N N 27.858 -32.276 -11.476 2.924  3.603  0.859  C31  BD3 17 
BD3 C32  C32  C 0 1 N N N 28.475 -32.110 -10.077 2.539  3.687  2.337  C32  BD3 18 
BD3 C33  C33  C 0 1 N N N 27.906 -33.750 -11.876 3.480  4.952  0.399  C33  BD3 19 
BD3 C34  C34  C 0 1 N N N 26.381 -31.879 -11.405 3.991  2.522  0.671  C34  BD3 20 
BD3 N25  N25  N 0 1 N N N 38.599 -27.486 -11.765 -8.195 -1.259 1.713  N25  BD3 21 
BD3 C20  C20  C 0 1 N N N 33.992 -28.377 -12.700 -3.957 0.155  0.423  C20  BD3 22 
BD3 O21  O21  O 0 1 N N N 33.764 -29.109 -11.757 -3.904 1.233  0.976  O21  BD3 23 
BD3 N16  N16  N 0 1 N N N 31.714 -28.663 -13.211 -1.582 0.463  0.031  N16  BD3 24 
BD3 O19  O19  O 0 1 N N N 31.379 -29.202 -15.332 -2.145 1.691  -1.732 O19  BD3 25 
BD3 C29  C29  C 0 1 Y N N 29.708 -30.740 -12.510 0.765  2.270  0.347  C29  BD3 26 
BD3 C28  C28  C 0 1 Y N N 28.535 -31.452 -12.572 1.707  3.255  0.041  C28  BD3 27 
BD3 N27  N27  N 0 1 Y N N 28.065 -31.344 -13.841 1.346  3.822  -1.081 N27  BD3 28 
BD3 N26  N26  N 0 1 Y N N 28.849 -30.618 -14.519 0.264  3.297  -1.533 N26  BD3 29 
BD3 C14  C14  C 0 1 N N N 32.607 -26.313 -13.118 -2.420 -1.789 0.484  C14  BD3 30 
BD3 O11  O11  O 0 1 Y N N 27.024 -23.953 -13.357 3.622  -3.075 -0.442 O11  BD3 31 
BD3 C10  C10  C 0 1 Y N N 26.224 -23.514 -12.568 4.641  -2.583 0.294  C10  BD3 32 
BD3 N9   N9   N 0 1 Y N N 26.795 -23.389 -11.345 4.121  -1.805 1.219  N9   BD3 33 
BD3 N8   N8   N 0 1 Y N N 27.984 -23.811 -11.492 2.841  -1.787 1.089  N8   BD3 34 
BD3 H2   H2   H 0 1 N N N 31.958 -26.240 -15.762 -2.469 -3.463 -1.632 H2   BD3 35 
BD3 H3   H3   H 0 1 N N N 30.451 -25.169 -11.893 0.199  -1.548 1.087  H3   BD3 36 
BD3 H4   H4   H 0 1 N N N 29.912 -25.361 -16.820 -0.568 -4.539 -2.763 H4   BD3 37 
BD3 H6   H6   H 0 1 N N N 28.135 -24.372 -15.425 1.727  -4.135 -1.976 H6   BD3 38 
BD3 H12  H12  H 0 1 N N N 24.242 -23.927 -13.625 6.387  -3.522 -0.698 H12  BD3 39 
BD3 HN13 HN13 H 0 0 N N N 24.943 -21.432 -12.151 6.666  -1.733 1.596  HN13 BD3 40 
BD3 H15  H15  H 0 1 N N N 33.057 -27.760 -14.579 -2.864 -0.592 -1.251 H15  BD3 41 
BD3 HN22 HN22 H 0 0 N N N 35.383 -27.470 -13.879 -5.171 -1.369 -0.095 HN22 BD3 42 
BD3 H23  H23  H 0 1 N N N 36.254 -29.202 -11.603 -6.187 0.224  2.004  H23  BD3 43 
BD3 H23A H23A H 0 0 N N N 37.120 -29.085 -13.172 -6.547 1.034  0.461  H23A BD3 44 
BD3 H24  H24  H 0 1 N N N 36.816 -26.392 -11.675 -7.750 -1.186 -0.282 H24  BD3 45 
BD3 H30  H30  H 0 1 N N N 28.584 -29.192 -16.054 -1.082 4.528  -2.568 H30  BD3 46 
BD3 H30A H30A H 0 0 N N N 29.473 -30.677 -16.535 0.329  3.991  -3.511 H30A BD3 47 
BD3 H30B H30B H 0 0 N N N 27.695 -30.736 -16.283 -0.990 2.849  -3.154 H30B BD3 48 
BD3 H32  H32  H 0 1 N N N 29.571 -32.070 -10.161 3.419  3.938  2.929  H32  BD3 49 
BD3 H32A H32A H 0 0 N N N 28.108 -31.177 -9.623  1.779  4.457  2.471  H32A BD3 50 
BD3 H32B H32B H 0 0 N N N 28.187 -32.964 -9.446  2.143  2.726  2.665  H32B BD3 51 
BD3 H33  H33  H 0 1 N N N 27.918 -33.833 -12.973 3.755  4.892  -0.654 H33  BD3 52 
BD3 H33A H33A H 0 0 N N N 28.815 -34.212 -11.464 2.720  5.722  0.533  H33A BD3 53 
BD3 H33B H33B H 0 0 N N N 27.020 -34.266 -11.479 4.360  5.203  0.991  H33B BD3 54 
BD3 H34  H34  H 0 1 N N N 26.077 -31.784 -10.352 3.595  1.560  0.999  H34  BD3 55 
BD3 H34A H34A H 0 0 N N N 26.235 -30.916 -11.917 4.266  2.461  -0.382 H34A BD3 56 
BD3 H34B H34B H 0 0 N N N 25.770 -32.652 -11.895 4.871  2.773  1.263  H34B BD3 57 
BD3 HN25 HN25 H 0 0 N N N 38.974 -26.626 -11.419 -8.944 -1.859 1.572  HN25 BD3 58 
BD3 HN16 HN16 H 0 0 N N N 31.420 -28.766 -12.261 -0.994 0.335  0.792  HN16 BD3 59 
BD3 H29  H29  H 0 1 N N N 30.350 -30.620 -11.650 0.759  1.613  1.204  H29  BD3 60 
BD3 H14  H14  H 0 1 N N N 33.468 -25.717 -13.456 -3.296 -2.433 0.403  H14  BD3 61 
BD3 H14A H14A H 0 0 N N N 32.480 -26.261 -12.027 -2.182 -1.631 1.536  H14A BD3 62 
# 
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 
BD3 C2  C1   DOUB Y N 1  
BD3 C1  C14  SING N N 2  
BD3 C1  C3   SING Y N 3  
BD3 C4  C2   SING Y N 4  
BD3 C2  H2   SING N N 5  
BD3 C5  C3   DOUB Y N 6  
BD3 C3  H3   SING N N 7  
BD3 C4  C6   DOUB Y N 8  
BD3 C4  H4   SING N N 9  
BD3 C6  C5   SING Y N 10 
BD3 C5  C7   SING Y N 11 
BD3 C6  H6   SING N N 12 
BD3 O11 C7   SING Y N 13 
BD3 C7  N8   DOUB Y N 14 
BD3 C12 N13  DOUB N N 15 
BD3 C12 C10  SING N N 16 
BD3 C12 H12  SING N N 17 
BD3 N13 HN13 SING N N 18 
BD3 C15 N16  SING N N 19 
BD3 C15 C14  SING N N 20 
BD3 C15 C20  SING N N 21 
BD3 C15 H15  SING N N 22 
BD3 O19 C17  DOUB N N 23 
BD3 C17 C18  SING N N 24 
BD3 C17 N16  SING N N 25 
BD3 N26 C18  SING Y N 26 
BD3 C18 C29  DOUB Y N 27 
BD3 N22 C20  SING N N 28 
BD3 N22 C23  SING N N 29 
BD3 N22 HN22 SING N N 30 
BD3 C23 C24  SING N N 31 
BD3 C23 H23  SING N N 32 
BD3 C23 H23A SING N N 33 
BD3 C24 N25  DOUB N N 34 
BD3 C24 H24  SING N N 35 
BD3 C30 N26  SING N N 36 
BD3 C30 H30  SING N N 37 
BD3 C30 H30A SING N N 38 
BD3 C30 H30B SING N N 39 
BD3 C28 C31  SING N N 40 
BD3 C33 C31  SING N N 41 
BD3 C31 C34  SING N N 42 
BD3 C31 C32  SING N N 43 
BD3 C32 H32  SING N N 44 
BD3 C32 H32A SING N N 45 
BD3 C32 H32B SING N N 46 
BD3 C33 H33  SING N N 47 
BD3 C33 H33A SING N N 48 
BD3 C33 H33B SING N N 49 
BD3 C34 H34  SING N N 50 
BD3 C34 H34A SING N N 51 
BD3 C34 H34B SING N N 52 
BD3 N25 HN25 SING N N 53 
BD3 C20 O21  DOUB N N 54 
BD3 N16 HN16 SING N N 55 
BD3 C28 C29  SING Y N 56 
BD3 C29 H29  SING N N 57 
BD3 N27 C28  DOUB Y N 58 
BD3 N26 N27  SING Y N 59 
BD3 C14 H14  SING N N 60 
BD3 C14 H14A SING N N 61 
BD3 O11 C10  SING Y N 62 
BD3 C10 N9   DOUB Y N 63 
BD3 N8  N9   SING Y N 64 
# 
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 
BD3 SMILES           ACDLabs              10.04 "O=C(NCC=[N@H])C(NC(=O)c1cc(nn1C)C(C)(C)C)Cc3cc(c2nnc(o2)C=[N@H])ccc3"                                                                                                                                        
BD3 SMILES_CANONICAL CACTVS               3.341 "Cn1nc(cc1C(=O)N[C@@H](Cc2cccc(c2)c3oc(C=N)nn3)C(=O)NCC=N)C(C)(C)C"                                                                                                                                           
BD3 SMILES           CACTVS               3.341 "Cn1nc(cc1C(=O)N[CH](Cc2cccc(c2)c3oc(C=N)nn3)C(=O)NCC=N)C(C)(C)C"                                                                                                                                             
BD3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C/CNC(=O)[C@H](Cc1cccc(c1)c2nnc(o2)\C=N/[H])NC(=O)c3cc(nn3C)C(C)(C)C"                                                                                                                                  
BD3 SMILES           "OpenEye OEToolkits" 1.5.0 "[H]N=CCNC(=O)C(Cc1cccc(c1)c2nnc(o2)C=N[H])NC(=O)c3cc(nn3C)C(C)(C)C"                                                                                                                                          
BD3 InChI            InChI                1.03  "InChI=1S/C23H28N8O3/c1-23(2,3)18-12-17(31(4)30-18)21(33)27-16(20(32)26-9-8-24)11-14-6-5-7-15(10-14)22-29-28-19(13-25)34-22/h5-8,10,12-13,16,24-25H,9,11H2,1-4H3,(H,26,32)(H,27,33)/b24-8+,25-13-/t16-/m0/s1" 
BD3 InChIKey         InChI                1.03  TVWDSIGUOHNHHP-TTWIPJPDSA-N                                                                                                                                                                                   
# 
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 
BD3 "SYSTEMATIC NAME" ACDLabs              10.04 "Nalpha-[(3-tert-butyl-1-methyl-1H-pyrazol-5-yl)carbonyl]-N-[(2E)-2-iminoethyl]-3-{5-[(Z)-iminomethyl]-1,3,4-oxadiazol-2-yl}-L-phenylalaninamide"  
BD3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-tert-butyl-N-[(2S)-1-(2-iminoethylamino)-3-[3-[5-(iminomethyl)-1,3,4-oxadiazol-2-yl]phenyl]-1-oxo-propan-2-yl]-2-methyl-pyrazole-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
BD3 "Create component"     2009-06-19 RCSB 
BD3 "Modify aromatic_flag" 2011-06-04 RCSB 
BD3 "Modify descriptor"    2011-06-04 RCSB 
# 
