data_BEH
# 
_chem_comp.id                                    BEH 
_chem_comp.name                                  "2,5-DIBENZYLOXY-3,4-DIHYDROXY-HEXANEDIOIC ACID BENZYLAMIDE (2-HYDROXY-INDAN-1-YL)-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H38 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "INHIBITOR BEA435" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-05 
_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                        610.696 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BEH 
_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        1D4H 
_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 
BEH C01  C01  C 0 1 N N R 13.883 22.983 5.004  -0.329 0.172  0.280  C01  BEH 1  
BEH O02  O02  O 0 1 N N N 14.365 22.667 3.660  -0.693 -0.437 1.521  O02  BEH 2  
BEH C03  C03  C 0 1 N N R 14.960 22.721 6.028  -0.645 1.668  0.335  C03  BEH 3  
BEH O04  O04  O 0 1 N N N 14.517 23.066 7.369  -0.168 2.299  -0.856 O04  BEH 4  
BEH C05  C05  C 0 1 N N N 15.619 23.410 8.248  0.218  3.627  -0.493 C05  BEH 5  
BEH C06  C06  C 0 1 Y N N 16.326 22.203 8.848  0.628  4.385  -1.729 C06  BEH 6  
BEH C07  C07  C 0 1 Y N N 15.564 21.204 9.583  -0.312 5.102  -2.444 C07  BEH 7  
BEH C08  C08  C 0 1 Y N N 16.210 20.002 10.042 0.064  5.798  -3.578 C08  BEH 8  
BEH C09  C09  C 0 1 Y N N 17.609 19.797 9.784  1.382  5.777  -3.996 C09  BEH 9  
BEH C10  C10  C 0 1 Y N N 18.373 20.789 9.070  2.323  5.061  -3.280 C10  BEH 10 
BEH C11  C11  C 0 1 Y N N 17.739 21.990 8.603  1.947  4.369  -2.144 C11  BEH 11 
BEH C12  C12  C 0 1 N N N 15.155 21.244 5.914  -2.135 1.863  0.445  C12  BEH 12 
BEH O13  O13  O 0 1 N N N 14.225 20.473 6.169  -2.744 2.402  -0.455 O13  BEH 13 
BEH N14  N14  N 0 1 N N N 16.395 20.777 5.525  -2.791 1.439  1.543  N14  BEH 14 
BEH C15  C15  C 0 1 N N S 16.662 19.363 5.380  -4.240 1.628  1.650  C15  BEH 15 
BEH C16  C16  C 0 1 Y N N 16.580 18.898 3.946  -4.972 0.470  0.995  C16  BEH 16 
BEH C17  C17  C 0 1 Y N N 15.710 19.334 2.886  -4.738 -0.173 -0.209 C17  BEH 17 
BEH C18  C18  C 0 1 Y N N 15.826 18.736 1.576  -5.548 -1.218 -0.607 C18  BEH 18 
BEH C19  C19  C 0 1 Y N N 16.812 17.713 1.337  -6.596 -1.624 0.197  C19  BEH 19 
BEH C20  C20  C 0 1 Y N N 17.691 17.275 2.388  -6.832 -0.984 1.398  C20  BEH 20 
BEH C21  C21  C 0 1 Y N N 17.563 17.879 3.686  -6.021 0.064  1.799  C21  BEH 21 
BEH C22  C22  C 0 1 N N N 18.359 17.605 4.916  -6.067 0.917  3.049  C22  BEH 22 
BEH C23  C23  C 0 1 N N R 18.071 18.874 5.757  -4.681 1.592  3.129  C23  BEH 23 
BEH O24  O24  O 0 1 N N N 19.007 19.905 5.441  -3.778 0.808  3.910  O24  BEH 24 
BEH C31  C31  C 0 1 N N R 13.353 24.394 5.020  1.169  -0.024 0.036  C31  BEH 25 
BEH O32  O32  O 0 1 N N N 14.387 25.231 4.432  1.909  0.627  1.070  O32  BEH 26 
BEH C33  C33  C 0 1 N N R 12.026 24.570 4.279  1.495  -1.519 0.040  C33  BEH 27 
BEH O34  O34  O 0 1 N N N 11.809 23.544 3.268  0.663  -2.190 -0.909 O34  BEH 28 
BEH C35  C35  C 0 1 N N N 11.160 24.060 2.079  0.448  -3.511 -0.408 C35  BEH 29 
BEH C36  C36  C 0 1 Y N N 9.643  24.159 2.171  -0.330 -4.311 -1.420 C36  BEH 30 
BEH C37  C37  C 0 1 Y N N 8.972  25.382 1.789  0.337  -5.037 -2.389 C37  BEH 31 
BEH C38  C38  C 0 1 Y N N 7.543  25.503 1.936  -0.376 -5.771 -3.318 C38  BEH 32 
BEH C39  C39  C 0 1 Y N N 6.780  24.403 2.459  -1.758 -5.780 -3.277 C39  BEH 33 
BEH C40  C40  C 0 1 Y N N 7.437  23.177 2.836  -2.426 -5.055 -2.308 C40  BEH 34 
BEH C41  C41  C 0 1 Y N N 8.864  23.048 2.693  -1.712 -4.325 -1.377 C41  BEH 35 
BEH C42  C42  C 0 1 N N N 10.912 24.511 5.307  2.942  -1.719 -0.330 C42  BEH 36 
BEH O43  O43  O 0 1 N N N 10.742 23.512 6.023  3.231  -2.294 -1.358 O43  BEH 37 
BEH N44  N44  N 0 1 N N N 10.041 25.575 5.391  3.914  -1.259 0.482  N44  BEH 38 
BEH C45  C45  C 0 1 N N N 8.949  25.569 6.344  5.321  -1.453 0.122  C45  BEH 39 
BEH C46  C46  C 0 1 Y N N 8.927  26.524 7.415  6.200  -0.851 1.188  C46  BEH 40 
BEH C47  C47  C 0 1 Y N N 7.739  27.326 7.645  6.609  -1.619 2.262  C47  BEH 41 
BEH C48  C48  C 0 1 Y N N 7.719  28.279 8.725  7.415  -1.067 3.240  C48  BEH 42 
BEH C49  C49  C 0 1 Y N N 8.872  28.434 9.571  7.813  0.254  3.143  C49  BEH 43 
BEH C50  C50  C 0 1 Y N N 10.054 27.641 9.346  7.405  1.021  2.068  C50  BEH 44 
BEH C51  C51  C 0 1 Y N N 10.084 26.687 8.270  6.602  0.468  1.088  C51  BEH 45 
BEH H011 1H01 H 0 0 N N N 13.048 22.323 5.282  -0.893 -0.289 -0.530 H011 BEH 46 
BEH H021 1H02 H 0 0 N N N 13.627 22.598 3.066  -0.173 -0.001 2.210  H021 BEH 47 
BEH H031 1H03 H 0 0 N N N 15.871 23.313 5.856  -0.155 2.112  1.202  H031 BEH 48 
BEH H051 1H05 H 0 0 N N N 15.197 23.986 9.085  -0.623 4.133  -0.019 H051 BEH 49 
BEH H052 2H05 H 0 0 N N N 16.356 23.981 7.664  1.056  3.584  0.202  H052 BEH 50 
BEH H071 1H07 H 0 0 N N N 14.515 21.364 9.784  -1.342 5.119  -2.118 H071 BEH 51 
BEH H081 1H08 H 0 0 N N N 15.644 19.255 10.579 -0.671 6.358  -4.137 H081 BEH 52 
BEH H091 1H09 H 0 0 N N N 18.091 18.894 10.127 1.676  6.320  -4.882 H091 BEH 53 
BEH H101 1H10 H 0 0 N N N 19.425 20.629 8.886  3.352  5.044  -3.607 H101 BEH 54 
BEH H111 1H11 H 0 0 N N N 18.314 22.733 8.070  2.682  3.809  -1.585 H111 BEH 55 
BEH H141 1H14 H 0 0 N N N 17.127 21.433 5.339  -2.303 1.008  2.263  H141 BEH 56 
BEH H151 1H15 H 0 0 N N N 15.897 18.965 6.063  -4.532 2.571  1.188  H151 BEH 57 
BEH H171 1H17 H 0 0 N N N 14.975 20.104 3.069  -3.919 0.144  -0.838 H171 BEH 58 
BEH H181 1H18 H 0 0 N N N 15.174 19.056 0.776  -5.362 -1.718 -1.547 H181 BEH 59 
BEH H191 1H19 H 0 0 N N N 16.892 17.269 0.356  -7.230 -2.442 -0.113 H191 BEH 60 
BEH H201 1H20 H 0 0 N N N 18.431 16.509 2.206  -7.651 -1.302 2.026  H201 BEH 61 
BEH H221 1H22 H 0 0 N N N 19.428 17.429 4.726  -6.235 0.293  3.927  H221 BEH 62 
BEH H222 2H22 H 0 0 N N N 18.035 16.685 5.425  -6.850 1.670  2.964  H222 BEH 63 
BEH H231 1H23 H 0 0 N N N 18.150 18.639 6.829  -4.765 2.601  3.533  H231 BEH 64 
BEH H241 1H24 H 0 0 N N N 19.215 20.396 6.227  -4.131 0.789  4.810  H241 BEH 65 
BEH H311 1H31 H 0 0 N N N 13.128 24.678 6.059  1.439  0.404  -0.929 H311 BEH 66 
BEH H321 1H32 H 0 0 N N N 14.170 25.413 3.525  1.641  0.220  1.905  H321 BEH 67 
BEH H331 1H33 H 0 0 N N N 12.044 25.536 3.753  1.314  -1.928 1.034  H331 BEH 68 
BEH H351 1H35 H 0 0 N N N 11.378 23.348 1.270  1.409  -3.992 -0.226 H351 BEH 69 
BEH H352 2H35 H 0 0 N N N 11.551 25.072 1.896  -0.115 -3.459 0.524  H352 BEH 70 
BEH H371 1H37 H 0 0 N N N 9.544  26.208 1.392  1.417  -5.030 -2.421 H371 BEH 71 
BEH H381 1H38 H 0 0 N N N 7.046  26.419 1.653  0.145  -6.337 -4.075 H381 BEH 72 
BEH H391 1H39 H 0 0 N N N 5.710  24.496 2.570  -2.316 -6.353 -4.003 H391 BEH 73 
BEH H401 1H40 H 0 0 N N N 6.858  22.353 3.227  -3.506 -5.062 -2.277 H401 BEH 74 
BEH H411 1H41 H 0 0 N N N 9.355  22.128 2.973  -2.234 -3.758 -0.619 H411 BEH 75 
BEH H441 1H44 H 0 0 N N N 10.164 26.362 4.786  3.683  -0.799 1.304  H441 BEH 76 
BEH H451 1H45 H 0 0 N N N 9.059  24.603 6.859  5.531  -2.520 0.038  H451 BEH 77 
BEH H452 2H45 H 0 0 N N N 8.033  25.744 5.760  5.523  -0.967 -0.833 H452 BEH 78 
BEH H471 1H47 H 0 0 N N N 6.874  27.209 7.009  6.298  -2.651 2.338  H471 BEH 79 
BEH H481 1H48 H 0 0 N N N 6.837  28.878 8.900  7.733  -1.667 4.079  H481 BEH 80 
BEH H491 1H49 H 0 0 N N N 8.852  29.149 10.380 8.442  0.685  3.907  H491 BEH 81 
BEH H501 1H50 H 0 0 N N N 10.916 27.763 9.985  7.715  2.053  1.993  H501 BEH 82 
BEH H511 1H51 H 0 0 N N N 10.969 26.092 8.100  6.284  1.068  0.249  H511 BEH 83 
# 
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 
BEH C01 O02  SING N N 1  
BEH C01 C03  SING N N 2  
BEH C01 C31  SING N N 3  
BEH C01 H011 SING N N 4  
BEH O02 H021 SING N N 5  
BEH C03 O04  SING N N 6  
BEH C03 C12  SING N N 7  
BEH C03 H031 SING N N 8  
BEH O04 C05  SING N N 9  
BEH C05 C06  SING N N 10 
BEH C05 H051 SING N N 11 
BEH C05 H052 SING N N 12 
BEH C06 C07  DOUB Y N 13 
BEH C06 C11  SING Y N 14 
BEH C07 C08  SING Y N 15 
BEH C07 H071 SING N N 16 
BEH C08 C09  DOUB Y N 17 
BEH C08 H081 SING N N 18 
BEH C09 C10  SING Y N 19 
BEH C09 H091 SING N N 20 
BEH C10 C11  DOUB Y N 21 
BEH C10 H101 SING N N 22 
BEH C11 H111 SING N N 23 
BEH C12 O13  DOUB N N 24 
BEH C12 N14  SING N N 25 
BEH N14 C15  SING N N 26 
BEH N14 H141 SING N N 27 
BEH C15 C16  SING N N 28 
BEH C15 C23  SING N N 29 
BEH C15 H151 SING N N 30 
BEH C16 C17  DOUB Y N 31 
BEH C16 C21  SING Y N 32 
BEH C17 C18  SING Y N 33 
BEH C17 H171 SING N N 34 
BEH C18 C19  DOUB Y N 35 
BEH C18 H181 SING N N 36 
BEH C19 C20  SING Y N 37 
BEH C19 H191 SING N N 38 
BEH C20 C21  DOUB Y N 39 
BEH C20 H201 SING N N 40 
BEH C21 C22  SING N N 41 
BEH C22 C23  SING N N 42 
BEH C22 H221 SING N N 43 
BEH C22 H222 SING N N 44 
BEH C23 O24  SING N N 45 
BEH C23 H231 SING N N 46 
BEH O24 H241 SING N N 47 
BEH C31 O32  SING N N 48 
BEH C31 C33  SING N N 49 
BEH C31 H311 SING N N 50 
BEH O32 H321 SING N N 51 
BEH C33 O34  SING N N 52 
BEH C33 C42  SING N N 53 
BEH C33 H331 SING N N 54 
BEH O34 C35  SING N N 55 
BEH C35 C36  SING N N 56 
BEH C35 H351 SING N N 57 
BEH C35 H352 SING N N 58 
BEH C36 C37  DOUB Y N 59 
BEH C36 C41  SING Y N 60 
BEH C37 C38  SING Y N 61 
BEH C37 H371 SING N N 62 
BEH C38 C39  DOUB Y N 63 
BEH C38 H381 SING N N 64 
BEH C39 C40  SING Y N 65 
BEH C39 H391 SING N N 66 
BEH C40 C41  DOUB Y N 67 
BEH C40 H401 SING N N 68 
BEH C41 H411 SING N N 69 
BEH C42 O43  DOUB N N 70 
BEH C42 N44  SING N N 71 
BEH N44 C45  SING N N 72 
BEH N44 H441 SING N N 73 
BEH C45 C46  SING N N 74 
BEH C45 H451 SING N N 75 
BEH C45 H452 SING N N 76 
BEH C46 C47  DOUB Y N 77 
BEH C46 C51  SING Y N 78 
BEH C47 C48  SING Y N 79 
BEH C47 H471 SING N N 80 
BEH C48 C49  DOUB Y N 81 
BEH C48 H481 SING N N 82 
BEH C49 C50  SING Y N 83 
BEH C49 H491 SING N N 84 
BEH C50 C51  DOUB Y N 85 
BEH C50 H501 SING N N 86 
BEH C51 H511 SING N N 87 
# 
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 
BEH SMILES           ACDLabs              10.04 O=C(NCc1ccccc1)C(OCc2ccccc2)C(O)C(O)C(OCc3ccccc3)C(=O)NC5c4ccccc4CC5O 
BEH InChI            InChI                1.02b 
InChI=1/C36H38N2O7/c39-29-20-27-18-10-11-19-28(27)30(29)38-36(43)34(45-23-26-16-8-3-9-17-26)32(41)31(40)33(44-22-25-14-6-2-7-15-25)35(42)37-21-24-12-4-1-5-13-24/h1-19,29-34,39-41H,20-23H2,(H,37,42)(H,38,43)/t29-,30+,31-,32-,33-,34-/m1/s1/f/h37-38H 
BEH InChIKey         InChI                1.02b KMCYORONTQQGJB-ZBDFQUCLDM 
BEH SMILES_CANONICAL CACTVS               3.341 O[C@@H]1Cc2ccccc2[C@@H]1NC(=O)[C@H](OCc3ccccc3)[C@H](O)[C@@H](O)[C@@H](OCc4ccccc4)C(=O)NCc5ccccc5 
BEH SMILES           CACTVS               3.341 O[CH]1Cc2ccccc2[CH]1NC(=O)[CH](OCc3ccccc3)[CH](O)[CH](O)[CH](OCc4ccccc4)C(=O)NCc5ccccc5 
BEH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNC(=O)[C@@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]2c3ccccc3C[C@H]2O)OCc4ccccc4)O)O)OCc5ccccc5 
BEH SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNC(=O)C(C(C(C(C(=O)NC2c3ccccc3CC2O)OCc4ccccc4)O)O)OCc5ccccc5 
# 
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 
BEH "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R,3R,4R,5R)-N-benzyl-2,5-bis(benzyloxy)-3,4-dihydroxy-N'-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide (non-preferred name)
;
BEH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4R,5R)-3,4-dihydroxy-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(phenylmethoxy)-N'-(phenylmethyl)hexanediamide"          
# 
