data_1BH
# 
_chem_comp.id                                    1BH 
_chem_comp.name                                  N-BENZYLOXYCARBONYL-ALA-PRO-3-AMINO-4-PHENYL-BUTAN-2-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H33 N3 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                        467.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1BH 
_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        1BH6 
_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 
1BH C1   C1   C 0 1 N N N 35.288 13.833 29.592 -0.943 0.049  -5.745 C1   1BH 1  
1BH C3   C3   C 0 1 N N N 33.585 15.095 28.967 -1.503 -0.134 -3.394 C3   1BH 2  
1BH O4   O4   O 0 1 N N N 29.502 18.840 25.109 -1.057 -1.075 2.714  O4   1BH 3  
1BH O5   O5   O 0 1 N N N 27.983 18.734 20.803 1.000  -2.339 6.349  O5   1BH 4  
1BH C7   C7   C 0 1 N N N 29.328 17.593 24.967 -0.890 0.069  3.079  C7   1BH 5  
1BH C8   C8   C 0 1 N N S 29.430 17.760 22.551 0.877  -0.722 4.557  C8   1BH 6  
1BH C9   C9   C 0 1 N N R 28.105 18.028 21.968 0.197  -1.290 5.804  C9   1BH 7  
1BH C21  C21  C 0 1 Y N N 36.365 12.979 28.941 0.267  -0.106 -6.627 C21  1BH 8  
1BH C22  C22  C 0 1 Y N N 36.286 12.644 27.598 0.562  -1.337 -7.185 C22  1BH 9  
1BH C24  C24  C 0 1 Y N N 38.345 11.424 27.577 2.490  -0.393 -8.246 C24  1BH 10 
1BH N1   N1   N 0 1 N N N 33.443 16.138 28.149 -1.161 -0.380 -2.113 N1   1BH 11 
1BH C4   C4   C 0 1 N N S 32.358 17.079 28.236 -2.171 -0.293 -1.056 C4   1BH 12 
1BH C41  C41  C 0 1 N N N 32.759 18.472 27.789 -2.837 -1.658 -0.872 C41  1BH 13 
1BH C5   C5   C 0 1 N N N 31.361 16.692 27.076 -1.513 0.122  0.234  C5   1BH 14 
1BH O3   O3   O 0 1 N N N 31.710 16.036 26.075 -0.352 -0.159 0.440  O3   1BH 15 
1BH N2   N2   N 0 1 N N N 30.069 16.958 27.308 -2.214 0.808  1.158  N2   1BH 16 
1BH CD   CD   C 0 1 N N N 29.409 17.634 28.429 -3.586 1.314  0.992  CD   1BH 17 
1BH C6   C6   C 0 1 N N S 29.121 16.618 26.189 -1.737 1.174  2.504  C6   1BH 18 
1BH C61  C61  C 0 1 N N N 27.754 16.905 26.820 -3.024 1.361  3.346  C61  1BH 19 
1BH CG   CG   C 0 1 N N N 27.944 17.645 28.105 -3.982 2.009  2.312  CG   1BH 20 
1BH N3   N3   N 0 1 N N N 29.274 16.948 23.803 0.053  0.352  3.998  N3   1BH 21 
1BH C81  C81  C 0 1 N N N 30.352 16.917 21.614 2.252  -0.168 4.934  C81  1BH 22 
1BH C82  C82  C 0 1 Y N N 31.802 17.038 21.939 2.922  0.391  3.705  C82  1BH 23 
1BH C83  C83  C 0 1 Y N N 32.716 16.114 21.433 2.738  1.717  3.361  C83  1BH 24 
1BH C87  C87  C 0 1 Y N N 32.256 18.095 22.739 3.725  -0.420 2.926  C87  1BH 25 
1BH C84  C84  C 0 1 Y N N 34.076 16.144 21.659 3.353  2.230  2.234  C84  1BH 26 
1BH C86  C86  C 0 1 Y N N 33.623 18.115 22.996 4.337  0.091  1.797  C86  1BH 27 
1BH C85  C85  C 0 1 Y N N 34.507 17.220 22.471 4.152  1.417  1.451  C85  1BH 28 
1BH CC   CC   C 0 1 N N N 26.975 18.514 22.798 -1.177 -1.845 5.427  CC   1BH 29 
1BH O1   O1   O 0 1 N N N 34.614 14.447 28.466 -0.575 -0.215 -4.366 O1   1BH 30 
1BH C26  C26  C 0 1 Y N N 37.472 12.514 29.647 1.081  0.981  -6.884 C26  1BH 31 
1BH C23  C23  C 0 1 Y N N 37.227 11.881 26.899 1.674  -1.480 -7.994 C23  1BH 32 
1BH C25  C25  C 0 1 Y N N 38.400 11.727 28.939 2.195  0.836  -7.689 C25  1BH 33 
1BH O2   O2   O 0 1 N N N 33.548 15.246 30.230 -2.649 0.159  -3.671 O2   1BH 34 
1BH H11  1H1  H 0 1 N N N 34.614 13.277 30.285 -1.714 -0.655 -6.057 H11  1BH 35 
1BH H12  2H1  H 0 1 N N N 35.668 14.555 30.351 -1.326 1.066  -5.830 H12  1BH 36 
1BH HO5  HO5  H 0 1 N N N 27.128 18.906 20.426 1.080  -3.016 5.663  HO5  1BH 37 
1BH H8   H8   H 0 1 N N N 29.889 18.759 22.730 0.995  -1.513 3.816  H8   1BH 38 
1BH H9   H9   H 0 1 N N N 28.023 16.929 21.796 0.079  -0.500 6.545  H9   1BH 39 
1BH H22  H22  H 0 1 N N N 35.407 13.012 27.043 -0.074 -2.186 -6.988 H22  1BH 40 
1BH H24  H24  H 0 1 N N N 39.139 10.855 27.065 3.359  -0.505 -8.878 H24  1BH 41 
1BH HN1  HN1  H 0 1 N N N 34.176 16.217 27.444 -0.247 -0.615 -1.892 HN1  1BH 42 
1BH H4   H4   H 0 1 N N N 31.985 17.060 29.286 -2.925 0.444  -1.333 H4   1BH 43 
1BH H411 1H41 H 0 0 N N N 31.918 19.201 27.856 -2.105 -2.371 -0.492 H411 1BH 44 
1BH H412 2H41 H 0 0 N N N 33.649 18.833 28.354 -3.659 -1.568 -0.161 H412 1BH 45 
1BH H413 3H41 H 0 0 N N N 33.193 18.454 26.762 -3.221 -2.007 -1.830 H413 1BH 46 
1BH HD1  1HD  H 0 1 N N N 29.641 17.179 29.420 -4.266 0.487  0.790  HD1  1BH 47 
1BH HD2  2HD  H 0 1 N N N 29.823 18.646 28.643 -3.618 2.032  0.171  HD2  1BH 48 
1BH H6   H6   H 0 1 N N N 29.252 15.579 25.806 -1.171 2.105  2.466  H6   1BH 49 
1BH H611 1H61 H 0 0 N N N 27.071 17.442 26.121 -3.410 0.401  3.688  H611 1BH 50 
1BH H612 2H61 H 0 0 N N N 27.148 15.978 26.952 -2.846 2.031  4.187  H612 1BH 51 
1BH HG1  1HG  H 0 1 N N N 27.314 17.242 28.932 -5.021 1.797  2.563  HG1  1BH 52 
1BH HG2  2HG  H 0 1 N N N 27.514 18.673 28.079 -3.811 3.084  2.248  HG2  1BH 53 
1BH HN3  HN3  H 0 1 N N N 29.128 15.940 23.863 0.187  1.267  4.290  HN3  1BH 54 
1BH H811 1H81 H 0 0 N N N 30.036 15.847 21.608 2.135  0.622  5.675  H811 1BH 55 
1BH H812 2H81 H 0 0 N N N 30.165 17.170 20.544 2.865  -0.967 5.350  H812 1BH 56 
1BH H83  H83  H 0 1 N N N 32.332 15.293 20.803 2.114  2.352  3.972  H83  1BH 57 
1BH H87  H87  H 0 1 N N N 31.577 18.865 23.142 3.870  -1.456 3.195  H87  1BH 58 
1BH H84  H84  H 0 1 N N N 34.751 15.383 21.232 3.208  3.266  1.964  H84  1BH 59 
1BH H86  H86  H 0 1 N N N 34.033 18.893 23.661 4.961  -0.543 1.185  H86  1BH 60 
1BH H85  H85  H 0 1 N N N 35.575 17.367 22.704 4.631  1.818  0.571  H85  1BH 61 
1BH HC1  1HC  H 0 1 N N N 27.074 17.938 23.747 -1.662 -2.250 6.316  HC1  1BH 62 
1BH HC2  2HC  H 0 1 N N N 26.946 19.620 22.932 -1.790 -1.045 5.011  HC2  1BH 63 
1BH HC3  3HC  H 0 1 N N N 25.976 18.426 22.310 -1.060 -2.635 4.686  HC3  1BH 64 
1BH H26  H26  H 0 1 N N N 37.607 12.757 30.714 0.850  1.942  -6.449 H26  1BH 65 
1BH H23  H23  H 0 1 N N N 37.089 11.643 25.830 1.905  -2.441 -8.429 H23  1BH 66 
1BH H25  H25  H 0 1 N N N 39.249 11.308 29.504 2.832  1.685  -7.886 H25  1BH 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 
1BH C1  C21  SING N N 1  
1BH C1  O1   SING N N 2  
1BH C1  H11  SING N N 3  
1BH C1  H12  SING N N 4  
1BH C3  N1   SING N N 5  
1BH C3  O1   SING N N 6  
1BH C3  O2   DOUB N N 7  
1BH O4  C7   DOUB N N 8  
1BH O5  C9   SING N N 9  
1BH O5  HO5  SING N N 10 
1BH C7  C6   SING N N 11 
1BH C7  N3   SING N N 12 
1BH C8  C9   SING N N 13 
1BH C8  N3   SING N N 14 
1BH C8  C81  SING N N 15 
1BH C8  H8   SING N N 16 
1BH C9  CC   SING N N 17 
1BH C9  H9   SING N N 18 
1BH C21 C22  DOUB Y N 19 
1BH C21 C26  SING Y N 20 
1BH C22 C23  SING Y N 21 
1BH C22 H22  SING N N 22 
1BH C24 C23  DOUB Y N 23 
1BH C24 C25  SING Y N 24 
1BH C24 H24  SING N N 25 
1BH N1  C4   SING N N 26 
1BH N1  HN1  SING N N 27 
1BH C4  C41  SING N N 28 
1BH C4  C5   SING N N 29 
1BH C4  H4   SING N N 30 
1BH C41 H411 SING N N 31 
1BH C41 H412 SING N N 32 
1BH C41 H413 SING N N 33 
1BH C5  O3   DOUB N N 34 
1BH C5  N2   SING N N 35 
1BH N2  CD   SING N N 36 
1BH N2  C6   SING N N 37 
1BH CD  CG   SING N N 38 
1BH CD  HD1  SING N N 39 
1BH CD  HD2  SING N N 40 
1BH C6  C61  SING N N 41 
1BH C6  H6   SING N N 42 
1BH C61 CG   SING N N 43 
1BH C61 H611 SING N N 44 
1BH C61 H612 SING N N 45 
1BH CG  HG1  SING N N 46 
1BH CG  HG2  SING N N 47 
1BH N3  HN3  SING N N 48 
1BH C81 C82  SING N N 49 
1BH C81 H811 SING N N 50 
1BH C81 H812 SING N N 51 
1BH C82 C83  DOUB Y N 52 
1BH C82 C87  SING Y N 53 
1BH C83 C84  SING Y N 54 
1BH C83 H83  SING N N 55 
1BH C87 C86  DOUB Y N 56 
1BH C87 H87  SING N N 57 
1BH C84 C85  DOUB Y N 58 
1BH C84 H84  SING N N 59 
1BH C86 C85  SING Y N 60 
1BH C86 H86  SING N N 61 
1BH C85 H85  SING N N 62 
1BH CC  HC1  SING N N 63 
1BH CC  HC2  SING N N 64 
1BH CC  HC3  SING N N 65 
1BH C26 C25  DOUB Y N 66 
1BH C26 H26  SING N N 67 
1BH C23 H23  SING N N 68 
1BH C25 H25  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 
1BH SMILES           ACDLabs              10.04 O=C(NC(Cc1ccccc1)C(O)C)C3N(C(=O)C(NC(=O)OCc2ccccc2)C)CCC3 
1BH InChI            InChI                1.02b 
InChI=1/C26H33N3O5/c1-18(27-26(33)34-17-21-12-7-4-8-13-21)25(32)29-15-9-14-23(29)24(31)28-22(19(2)30)16-20-10-5-3-6-11-20/h3-8,10-13,18-19,22-23,30H,9,14-17H2,1-2H3,(H,27,33)(H,28,31)/t18-,19+,22-,23-/m0/s1/f/h27-28H 
1BH InChIKey         InChI                1.02b MACLRJNEKXUAJK-FLPCLOFIDL 
1BH SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)[C@@H]2CCCN2C(=O)[C@H](C)NC(=O)OCc3ccccc3 
1BH SMILES           CACTVS               3.341 C[CH](O)[CH](Cc1ccccc1)NC(=O)[CH]2CCCN2C(=O)[CH](C)NC(=O)OCc3ccccc3 
1BH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]([C@H](Cc1ccccc1)NC(=O)[C@@H]2CCCN2C(=O)[C@H](C)NC(=O)OCc3ccccc3)O 
1BH SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(Cc1ccccc1)NC(=O)C2CCCN2C(=O)C(C)NC(=O)OCc3ccccc3)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 
1BH "SYSTEMATIC NAME" ACDLabs              10.04 N-[(benzyloxy)carbonyl]-L-alanyl-N-[(1S,2R)-1-benzyl-2-hydroxypropyl]-L-prolinamide                                             
1BH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S)-1-[(2S)-2-[[(2S,3R)-3-hydroxy-1-phenyl-butan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxo-propan-2-yl]carbamate" 
# 
