data_BSD
# 
_chem_comp.id                                    BSD 
_chem_comp.name                                  "N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-5-[methyl(methylsulfonyl)amino]-N'-[(1R)-1-phenylethyl]benzene-1,3-dicarboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C36 H42 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-04 
_chem_comp.pdbx_modified_date                    2008-12-12 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        658.807 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BSD 
_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        2VKM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
BSD C11  C11  C 0 1 Y N N 4.413   -5.195 33.100 4.413   -5.195 33.100 C11  BSD 1  
BSD C12  C12  C 0 1 Y N N 5.242   -4.360 33.890 5.242   -4.360 33.890 C12  BSD 2  
BSD C13  C13  C 0 1 Y N N 4.698   -3.639 34.980 4.698   -3.639 34.980 C13  BSD 3  
BSD C14  C14  C 0 1 Y N N 3.321   -3.745 35.288 3.321   -3.745 35.288 C14  BSD 4  
BSD C15  C15  C 0 1 Y N N 2.488   -4.580 34.498 2.488   -4.580 34.498 C15  BSD 5  
BSD C16  C16  C 0 1 Y N N 3.036   -5.316 33.394 3.036   -5.316 33.394 C16  BSD 6  
BSD C17  C17  C 0 1 N N R 2.170   -6.227 32.507 2.170   -6.227 32.507 C17  BSD 7  
BSD C18  C18  C 0 1 N N N 1.462   -7.367 33.260 1.462   -7.367 33.260 C18  BSD 8  
BSD N21  N21  N 0 1 N N N 1.128   -5.432 31.829 1.128   -5.432 31.829 N21  BSD 9  
BSD C21  C21  C 0 1 N N N 1.156   -5.118 30.515 1.156   -5.118 30.515 C21  BSD 10 
BSD O21  O21  O 0 1 N N N 2.081   -5.499 29.799 2.081   -5.499 29.799 O21  BSD 11 
BSD C23  C23  C 0 1 Y N N 0.027   -4.264 29.999 0.027   -4.264 29.999 C23  BSD 12 
BSD C24  C24  C 0 1 Y N N 0.242   -3.343 28.916 0.242   -3.343 28.916 C24  BSD 13 
BSD C25  C25  C 0 1 Y N N -0.823  -2.498 28.421 -0.823  -2.498 28.421 C25  BSD 14 
BSD C26  C26  C 0 1 Y N N -2.097  -2.613 29.044 -2.097  -2.613 29.044 C26  BSD 15 
BSD C27  C27  C 0 1 Y N N -2.329  -3.525 30.121 -2.329  -3.525 30.121 C27  BSD 16 
BSD C28  C28  C 0 1 Y N N -1.259  -4.325 30.569 -1.259  -4.325 30.569 C28  BSD 17 
BSD N22  N22  N 0 1 N N N -0.584  -1.581 27.291 -0.584  -1.581 27.291 N22  BSD 18 
BSD C29  C29  C 0 1 N N N -1.678  -0.621 26.926 -1.678  -0.621 26.926 C29  BSD 19 
BSD S2   S2   S 0 1 N N N 0.957   -0.719 27.297 0.957   -0.719 27.297 S2   BSD 20 
BSD O23  O23  O 0 1 N N N 0.776   0.712  26.708 0.776   0.712  26.708 O23  BSD 21 
BSD O24  O24  O 0 1 N N N 1.584   -0.590 28.742 1.584   -0.590 28.742 O24  BSD 22 
BSD C20  C20  C 0 1 N N N 2.088   -1.563 26.176 2.088   -1.563 26.176 C20  BSD 23 
BSD C22  C22  C 0 1 N N N -3.683  -3.604 30.733 -3.683  -3.604 30.733 C22  BSD 24 
BSD O22  O22  O 0 1 N N N -4.701  -3.616 30.004 -4.701  -3.616 30.004 O22  BSD 25 
BSD N3   N3   N 0 1 N N N -3.751  -3.681 32.104 -3.751  -3.681 32.104 N3   BSD 26 
BSD C31  C31  C 0 1 N N S -4.946  -4.149 32.894 -4.946  -4.149 32.894 C31  BSD 27 
BSD C32  C32  C 0 1 N N N -4.581  -5.503 33.611 -4.581  -5.503 33.611 C32  BSD 28 
BSD C33  C33  C 0 1 Y N N -3.767  -6.594 32.893 -3.767  -6.594 32.893 C33  BSD 29 
BSD C34  C34  C 0 1 Y N N -4.052  -6.960 31.549 -4.052  -6.960 31.549 C34  BSD 30 
BSD C35  C35  C 0 1 Y N N -3.291  -7.985 30.912 -3.291  -7.985 30.912 C35  BSD 31 
BSD C36  C36  C 0 1 Y N N -2.257  -8.638 31.616 -2.257  -8.638 31.616 C36  BSD 32 
BSD C37  C37  C 0 1 Y N N -1.961  -8.276 32.966 -1.961  -8.276 32.966 C37  BSD 33 
BSD C38  C38  C 0 1 Y N N -2.717  -7.255 33.599 -2.717  -7.255 33.599 C38  BSD 34 
BSD C39  C39  C 0 1 N N R -5.379  -3.187 34.045 -5.379  -3.187 34.045 C39  BSD 35 
BSD O3   O3   O 0 1 N N N -6.681  -3.444 34.529 -6.681  -3.444 34.529 O3   BSD 36 
BSD C30  C30  C 0 1 N N N -5.309  -1.689 33.764 -5.309  -1.689 33.764 C30  BSD 37 
BSD N4   N4   N 0 1 N N N -6.057  -1.129 32.636 -6.057  -1.129 32.636 N4   BSD 38 
BSD C41  C41  C 0 1 N N N -7.250  -0.262 32.922 -7.250  -0.262 32.922 C41  BSD 39 
BSD C42  C42  C 0 1 Y N N -8.512  -0.924 32.368 -8.512  -0.924 32.368 C42  BSD 40 
BSD C43  C43  C 0 1 Y N N -9.279  -1.751 33.213 -9.279  -1.751 33.213 C43  BSD 41 
BSD C44  C44  C 0 1 Y N N -10.418 -2.419 32.741 -10.418 -2.419 32.741 C44  BSD 42 
BSD C45  C45  C 0 1 Y N N -10.799 -2.253 31.380 -10.799 -2.253 31.380 C45  BSD 43 
BSD C46  C46  C 0 1 Y N N -10.048 -1.426 30.515 -10.048 -1.426 30.515 C46  BSD 44 
BSD C47  C47  C 0 1 Y N N -8.893  -0.757 31.010 -8.893  -0.757 31.010 C47  BSD 45 
BSD O4   O4   O 0 1 N N N -11.212 -3.259 33.501 -11.212 -3.259 33.501 O4   BSD 46 
BSD C48  C48  C 0 1 N N N -11.902 -2.836 34.688 -11.902 -2.836 34.688 C48  BSD 47 
BSD H11  H11  H 0 1 N N N 4.835   -5.741 32.270 4.835   -5.741 32.270 H11  BSD 48 
BSD H12  H12  H 0 1 N N N 6.294   -4.273 33.659 6.293   -4.273 33.659 H12  BSD 49 
BSD H13  H13  H 0 1 N N N 5.336   -3.006 35.579 5.336   -3.006 35.579 H13  BSD 50 
BSD H14  H14  H 0 1 N N N 2.906   -3.194 36.119 2.906   -3.194 36.119 H14  BSD 51 
BSD H15  H15  H 0 1 N N N 1.436   -4.662 34.729 1.436   -4.662 34.729 H15  BSD 52 
BSD H17  H17  H 0 1 N N N 2.876   -6.683 31.797 2.876   -6.683 31.798 H17  BSD 53 
BSD H181 1H18 H 0 0 N N N 1.293   -8.211 32.574 1.293   -8.210 32.575 H181 BSD 54 
BSD H182 2H18 H 0 0 N N N 2.091   -7.698 34.100 2.091   -7.698 34.100 H182 BSD 55 
BSD H183 3H18 H 0 0 N N N 0.496   -7.008 33.644 0.496   -7.008 33.644 H183 BSD 56 
BSD H21  H21  H 0 1 N N N 0.355   -5.106 32.374 0.356   -5.106 32.374 H21  BSD 57 
BSD H24  H24  H 0 1 N N N 1.220   -3.281 28.462 1.220   -3.281 28.462 H24  BSD 58 
BSD H28  H28  H 0 1 N N N -1.432  -5.013 31.383 -1.433  -5.013 31.383 H28  BSD 59 
BSD H26  H26  H 0 1 N N N -2.911  -1.995 28.694 -2.911  -1.995 28.694 H26  BSD 60 
BSD H291 1H29 H 0 0 N N N -2.274  -0.386 27.820 -2.274  -0.386 27.820 H291 BSD 61 
BSD H292 2H29 H 0 0 N N N -1.236  0.304  26.527 -1.236  0.304  26.527 H292 BSD 62 
BSD H293 3H29 H 0 0 N N N -2.326  -1.077 26.163 -2.326  -1.077 26.163 H293 BSD 63 
BSD H201 1H20 H 0 0 N N N 1.588   -1.735 25.211 1.589   -1.735 25.211 H201 BSD 64 
BSD H202 2H20 H 0 0 N N N 2.982   -0.941 26.020 2.982   -0.941 26.020 H202 BSD 65 
BSD H203 3H20 H 0 0 N N N 2.384   -2.528 26.612 2.384   -2.528 26.612 H203 BSD 66 
BSD H3   H3   H 0 1 N N N -2.940  -3.403 32.620 -2.940  -3.404 32.620 H3   BSD 67 
BSD H31  H31  H 0 1 N N N -5.764  -4.222 32.162 -5.764  -4.222 32.162 H31  BSD 68 
BSD H321 1H32 H 0 0 N N N -3.988  -5.222 34.494 -3.988  -5.222 34.494 H321 BSD 69 
BSD H322 2H32 H 0 0 N N N -5.562  -5.980 33.751 -5.562  -5.980 33.751 H322 BSD 70 
BSD H39  H39  H 0 1 N N N -4.607  -3.424 34.792 -4.607  -3.424 34.792 H39  BSD 71 
BSD H34  H34  H 0 1 N N N -4.845  -6.462 31.010 -4.845  -6.462 31.010 H34  BSD 72 
BSD H38  H38  H 0 1 N N N -2.497  -6.977 34.619 -2.497  -6.977 34.619 H38  BSD 73 
BSD H35  H35  H 0 1 N N N -3.506  -8.261 29.890 -3.506  -8.261 29.890 H35  BSD 74 
BSD H36  H36  H 0 1 N N N -1.686  -9.416 31.131 -1.686  -9.416 31.131 H36  BSD 75 
BSD H37  H37  H 0 1 N N N -1.167  -8.776 33.501 -1.167  -8.776 33.501 H37  BSD 76 
BSD HA   HA   H 0 1 N N N -6.661  -3.502 35.477 -6.661  -3.502 35.477 HA   BSD 77 
BSD H301 1H30 H 0 0 N N N -5.692  -1.189 34.666 -5.692  -1.189 34.666 H301 BSD 78 
BSD H302 2H30 H 0 0 N N N -4.257  -1.521 33.492 -4.256  -1.521 33.492 H302 BSD 79 
BSD H4   H4   H 0 1 N N N -5.413  -0.565 32.120 -5.413  -0.565 32.120 H4   BSD 80 
BSD H411 1H41 H 0 0 N N N -7.354  -0.130 34.009 -7.354  -0.130 34.009 H411 BSD 81 
BSD H412 2H41 H 0 0 N N N -7.112  0.718  32.442 -7.112  0.718  32.442 H412 BSD 82 
BSD H43  H43  H 0 1 N N N -8.984  -1.873 34.245 -8.984  -1.873 34.245 H43  BSD 83 
BSD H47  H47  H 0 1 N N N -8.309  -0.126 30.356 -8.309  -0.126 30.356 H47  BSD 84 
BSD H45  H45  H 0 1 N N N -11.672 -2.765 31.004 -11.672 -2.765 31.004 H45  BSD 85 
BSD H46  H46  H 0 1 N N N -10.348 -1.302 29.485 -10.348 -1.302 29.485 H46  BSD 86 
BSD H481 1H48 H 0 0 N N N -11.182 -2.728 35.512 -11.182 -2.728 35.513 H481 BSD 87 
BSD H482 2H48 H 0 0 N N N -12.393 -1.870 34.502 -12.393 -1.870 34.502 H482 BSD 88 
BSD H483 3H48 H 0 0 N N N -12.659 -3.587 34.959 -12.659 -3.587 34.959 H483 BSD 89 
# 
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 
BSD C11 C12  SING Y N 1  
BSD C11 C16  DOUB Y N 2  
BSD C12 C13  DOUB N N 3  
BSD C13 C14  SING Y N 4  
BSD C14 C15  DOUB N N 5  
BSD C15 C16  SING Y N 6  
BSD C16 C17  SING N N 7  
BSD C17 C18  SING Y N 8  
BSD C17 N21  SING N N 9  
BSD N21 C21  SING Y N 10 
BSD C21 O21  DOUB N N 11 
BSD C21 C23  SING N N 12 
BSD C23 C24  SING N N 13 
BSD C23 C28  DOUB N N 14 
BSD C24 C25  DOUB N N 15 
BSD C25 C26  SING N N 16 
BSD C25 N22  SING N N 17 
BSD C26 C27  DOUB N N 18 
BSD C27 C28  SING N N 19 
BSD C27 C22  SING N N 20 
BSD N22 C29  SING N N 21 
BSD N22 S2   SING N N 22 
BSD S2  O23  DOUB Y N 23 
BSD S2  O24  DOUB Y N 24 
BSD S2  C20  SING Y N 25 
BSD C22 O22  DOUB N N 26 
BSD C22 N3   SING Y N 27 
BSD N3  C31  SING N N 28 
BSD C31 C32  SING Y N 29 
BSD C31 C39  SING N N 30 
BSD C32 C33  SING Y N 31 
BSD C33 C34  SING N N 32 
BSD C33 C38  DOUB N N 33 
BSD C34 C35  DOUB N N 34 
BSD C35 C36  SING N N 35 
BSD C36 C37  DOUB N N 36 
BSD C37 C38  SING N N 37 
BSD C39 O3   SING N N 38 
BSD C39 C30  SING N N 39 
BSD C30 N4   SING N N 40 
BSD N4  C41  SING N N 41 
BSD C41 C42  SING N N 42 
BSD C42 C43  SING N N 43 
BSD C42 C47  DOUB N N 44 
BSD C43 C44  DOUB N N 45 
BSD C44 C45  SING N N 46 
BSD C44 O4   SING N N 47 
BSD C45 C46  DOUB N N 48 
BSD C46 C47  SING N N 49 
BSD O4  C48  SING N N 50 
BSD C11 H11  SING N N 51 
BSD C12 H12  SING N N 52 
BSD C13 H13  SING N N 53 
BSD C14 H14  SING N N 54 
BSD C15 H15  SING Y N 55 
BSD C17 H17  SING Y N 56 
BSD C18 H181 SING Y N 57 
BSD C18 H182 SING N N 58 
BSD C18 H183 SING Y N 59 
BSD N21 H21  SING N N 60 
BSD C24 H24  SING Y N 61 
BSD C28 H28  SING N N 62 
BSD C26 H26  SING Y N 63 
BSD C29 H291 SING N N 64 
BSD C29 H292 SING N N 65 
BSD C29 H293 SING N N 66 
BSD C20 H201 SING N N 67 
BSD C20 H202 SING N N 68 
BSD C20 H203 SING N N 69 
BSD N3  H3   SING N N 70 
BSD C31 H31  SING N N 71 
BSD C32 H321 SING N N 72 
BSD C32 H322 SING N N 73 
BSD C39 H39  SING N N 74 
BSD C34 H34  SING N N 75 
BSD C38 H38  SING N N 76 
BSD C35 H35  SING N N 77 
BSD C36 H36  SING Y N 78 
BSD C37 H37  SING Y N 79 
BSD O3  HA   SING Y N 80 
BSD C30 H301 SING N N 81 
BSD C30 H302 SING Y N 82 
BSD N4  H4   SING N N 83 
BSD C41 H411 SING Y N 84 
BSD C41 H412 SING N N 85 
BSD C43 H43  SING Y N 86 
BSD C47 H47  SING N N 87 
BSD C45 H45  SING N N 88 
BSD C46 H46  SING N N 89 
BSD C48 H481 SING N N 90 
BSD C48 H482 SING N N 91 
BSD C48 H483 SING N N 92 
# 
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 
BSD SMILES           ACDLabs              10.04 O=S(=O)(N(c2cc(cc(C(=O)NC(c1ccccc1)C)c2)C(=O)NC(Cc3ccccc3)C(O)CNCc4cc(OC)ccc4)C)C 
BSD InChI            InChI                1.02b 
;InChI=1/C36H42N4O6S/c1-25(28-15-9-6-10-16-28)38-35(42)29-20-30(22-31(21-29)40(2)47(4,44)45)36(43)39-33(19-26-12-7-5-8-13-26)34(41)24-37-23-27-14-11-17-32(18-27)46-3/h5-18,20-22,25,33-34,37,41H,19,23-24H2,1-4H3,(H,38,42)(H,39,43)/t25-,33+,34-/m1/s1/f/h38-39H
;
BSD InChIKey         InChI                1.02b HIQWWDCRULXYDF-TUUAVZTODT 
BSD SMILES_CANONICAL CACTVS               3.341 COc1cccc(CNC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c3cc(cc(c3)C(=O)N[C@H](C)c4ccccc4)N(C)[S](C)(=O)=O)c1 
BSD SMILES           CACTVS               3.341 COc1cccc(CNC[CH](O)[CH](Cc2ccccc2)NC(=O)c3cc(cc(c3)C(=O)N[CH](C)c4ccccc4)N(C)[S](C)(=O)=O)c1 
BSD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](c1ccccc1)NC(=O)c2cc(cc(c2)[N@@](C)S(=O)(=O)C)C(=O)N[C@@H](Cc3ccccc3)[C@@H](CNCc4cccc(c4)OC)O 
BSD SMILES           "OpenEye OEToolkits" 1.5.0 CC(c1ccccc1)NC(=O)c2cc(cc(c2)N(C)S(=O)(=O)C)C(=O)NC(Cc3ccccc3)C(CNCc4cccc(c4)OC)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 
BSD "SYSTEMATIC NAME" ACDLabs              10.04 "N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-5-[methyl(methylsulfonyl)amino]-N'-[(1R)-1-phenylethyl]benzene-1,3-dicarboxamide"            
BSD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-[(2S,3R)-3-hydroxy-4-[(3-methoxyphenyl)methylamino]-1-phenyl-butan-2-yl]-5-(methyl-methylsulfonyl-amino)-N-[(1R)-1-phenylethyl]benzene-1,3-dicarboxamide" 
# 
