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 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 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 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" 1BH InChI InChI 1.03 "InChI=1S/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" 1BH InChIKey InChI 1.03 MACLRJNEKXUAJK-YDLSIGKMSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1BH "Create component" 1999-07-08 RCSB 1BH "Modify descriptor" 2011-06-04 RCSB #