data_DI5 # _chem_comp.id DI5 _chem_comp.name "AC-(D)PHE-PRO-BOROHOMOORNITHINE-OH" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H31 B N4 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 418.295 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DI5 _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 1LHG _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 DI5 B1 B1 B 0 1 N N N 14.888 -10.479 18.717 -0.788 1.319 -4.628 B1 DI5 1 DI5 C C C 0 1 N N R 14.620 -11.489 19.912 0.063 0.121 -4.077 C DI5 2 DI5 C2 C2 C 0 1 N N N 13.629 -10.777 20.857 0.438 -0.810 -5.231 C2 DI5 3 DI5 C3 C3 C 0 1 N N N 13.203 -11.453 22.152 1.257 -0.037 -6.266 C3 DI5 4 DI5 C4 C4 C 0 1 N N N 12.263 -12.645 21.984 1.632 -0.969 -7.420 C4 DI5 5 DI5 C6 C6 C 0 1 N N N 16.533 -12.983 20.601 -0.661 -0.273 -1.785 C6 DI5 6 DI5 C5 C5 C 0 1 N N S 17.916 -13.083 21.325 -1.467 -1.035 -0.765 C5 DI5 7 DI5 C7 C7 C 0 1 N N N 19.065 -12.995 20.291 -2.972 -0.905 -1.081 C7 DI5 8 DI5 C8 C8 C 0 1 N N N 19.767 -14.358 20.256 -3.616 -0.784 0.324 C8 DI5 9 DI5 C9 C9 C 0 1 N N N 19.366 -15.082 21.534 -2.541 0.026 1.090 C9 DI5 10 DI5 C10 C10 C 0 1 N N N 17.393 -14.808 23.050 -0.074 -0.420 1.227 C10 DI5 11 DI5 C11 C11 C 0 1 N N N 18.318 -15.848 25.235 -0.240 -0.891 3.656 C11 DI5 12 DI5 C12 C12 C 0 1 N N R 17.665 -16.164 23.828 0.000 0.191 2.602 C12 DI5 13 DI5 C13 C13 C 0 1 N N N 15.855 -17.769 23.201 2.426 0.006 2.730 C13 DI5 14 DI5 C14 C14 C 0 1 N N N 14.449 -18.314 23.451 3.790 0.613 2.936 C14 DI5 15 DI5 C15 C15 C 0 1 Y N N 22.124 -15.625 24.547 1.112 0.335 6.960 C15 DI5 16 DI5 C16 C16 C 0 1 Y N N 22.488 -14.572 25.372 -0.028 0.842 7.554 C16 DI5 17 DI5 C17 C17 C 0 1 Y N N 21.522 -13.920 26.155 -1.237 0.788 6.887 C17 DI5 18 DI5 C18 C18 C 0 1 Y N N 20.189 -14.323 26.087 -1.306 0.226 5.625 C18 DI5 19 DI5 C19 C19 C 0 1 Y N N 19.802 -15.389 25.257 -0.165 -0.279 5.031 C19 DI5 20 DI5 C20 C20 C 0 1 Y N N 20.796 -16.043 24.494 1.042 -0.229 5.700 C20 DI5 21 DI5 N N N 0 1 N N N 15.910 -11.792 20.619 -0.720 -0.619 -3.086 N DI5 22 DI5 N1 N1 N 0 1 N N N 11.206 -12.596 23.031 2.418 -0.226 -8.414 N1 DI5 23 DI5 N2 N2 N 0 1 N N N 18.188 -14.369 22.047 -1.253 -0.473 0.576 N2 DI5 24 DI5 N3 N3 N 0 1 N N N 16.327 -16.794 24.012 1.326 0.781 2.802 N3 DI5 25 DI5 O O O 0 1 N N N 13.695 -10.282 17.926 -2.023 1.070 -5.284 O DI5 26 DI5 O1 O1 O 0 1 N N N 15.916 -10.909 17.812 -0.323 2.652 -4.472 O1 DI5 27 DI5 O2 O2 O 0 1 N N N 16.063 -13.978 20.048 0.040 0.651 -1.434 O2 DI5 28 DI5 O3 O3 O 0 1 N N N 16.423 -14.144 23.419 0.926 -0.864 0.705 O3 DI5 29 DI5 O4 O4 O 0 1 N N N 16.518 -18.258 22.273 2.319 -1.179 2.500 O4 DI5 30 DI5 H H H 0 1 N N N 14.202 -12.459 19.554 0.970 0.505 -3.610 H DI5 31 DI5 H21 1H2 H 0 1 N N N 14.035 -9.767 21.101 1.030 -1.642 -4.848 H21 DI5 32 DI5 H22 2H2 H 0 1 N N N 12.713 -10.513 20.277 -0.468 -1.194 -5.698 H22 DI5 33 DI5 H31 1H3 H 0 1 N N N 14.100 -11.752 22.742 0.666 0.794 -6.649 H31 DI5 34 DI5 H32 2H3 H 0 1 N N N 12.753 -10.704 22.845 2.164 0.346 -5.799 H32 DI5 35 DI5 H41 1H4 H 0 1 N N N 11.835 -12.702 20.955 2.224 -1.801 -7.037 H41 DI5 36 DI5 H42 2H4 H 0 1 N N N 12.810 -13.616 21.983 0.725 -1.352 -7.887 H42 DI5 37 DI5 H5 H5 H 0 1 N N N 17.871 -12.247 22.061 -1.176 -2.085 -0.772 H5 DI5 38 DI5 H71 1H7 H 0 1 N N N 18.718 -12.660 19.285 -3.338 -1.792 -1.599 H71 DI5 39 DI5 H72 2H7 H 0 1 N N N 19.766 -12.151 20.493 -3.162 -0.008 -1.671 H72 DI5 40 DI5 H81 1H8 H 0 1 N N N 19.551 -14.942 19.331 -3.758 -1.767 0.774 H81 DI5 41 DI5 H82 2H8 H 0 1 N N N 20.870 -14.283 20.118 -4.558 -0.238 0.277 H82 DI5 42 DI5 H91 1H9 H 0 1 N N N 19.198 -16.175 21.393 -2.620 -0.156 2.161 H91 DI5 43 DI5 H92 2H9 H 0 1 N N N 20.193 -15.167 22.276 -2.647 1.090 0.878 H92 DI5 44 DI5 H111 1H11 H 0 0 N N N 17.692 -15.094 25.768 -1.227 -1.330 3.507 H111 DI5 45 DI5 H112 2H11 H 0 0 N N N 18.197 -16.732 25.902 0.520 -1.666 3.561 H112 DI5 46 DI5 H12 H12 H 0 1 N N N 18.362 -16.834 23.273 -0.760 0.966 2.697 H12 DI5 47 DI5 H141 1H14 H 0 0 N N N 14.060 -19.117 22.782 4.551 -0.161 2.842 H141 DI5 48 DI5 H142 2H14 H 0 0 N N N 14.378 -18.658 24.509 3.961 1.385 2.186 H142 DI5 49 DI5 H143 3H14 H 0 0 N N N 13.727 -17.464 23.452 3.844 1.056 3.931 H143 DI5 50 DI5 H15 H15 H 0 1 N N N 22.889 -16.129 23.933 2.057 0.378 7.481 H15 DI5 51 DI5 H16 H16 H 0 1 N N N 23.543 -14.253 25.405 0.025 1.281 8.539 H16 DI5 52 DI5 H17 H17 H 0 1 N N N 21.810 -13.091 26.823 -2.128 1.184 7.350 H17 DI5 53 DI5 H18 H18 H 0 1 N N N 19.435 -13.794 26.694 -2.251 0.184 5.104 H18 DI5 54 DI5 H20 H20 H 0 1 N N N 20.530 -16.894 23.845 1.933 -0.626 5.236 H20 DI5 55 DI5 HN HN H 0 1 N N N 16.423 -11.109 21.176 -1.281 -1.359 -3.366 HN DI5 56 DI5 HN11 1HN1 H 0 0 N N N 10.578 -13.392 22.918 2.642 -0.877 -9.152 HN11 DI5 57 DI5 HN12 2HN1 H 0 0 N N N 10.705 -11.707 23.031 1.801 0.464 -8.814 HN12 DI5 58 DI5 HN3 HN3 H 0 1 N N N 15.679 -16.535 24.756 1.412 1.729 2.987 HN3 DI5 59 DI5 HO HO H 0 1 N N N 13.855 -9.677 17.210 -2.381 1.931 -5.542 HO DI5 60 DI5 HO1 HO1 H 0 1 N N N 16.076 -10.304 17.096 0.522 2.600 -4.006 HO1 DI5 61 # 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 DI5 B1 C SING N N 1 DI5 B1 O SING N N 2 DI5 B1 O1 SING N N 3 DI5 C C2 SING N N 4 DI5 C N SING N N 5 DI5 C H SING N N 6 DI5 C2 C3 SING N N 7 DI5 C2 H21 SING N N 8 DI5 C2 H22 SING N N 9 DI5 C3 C4 SING N N 10 DI5 C3 H31 SING N N 11 DI5 C3 H32 SING N N 12 DI5 C4 N1 SING N N 13 DI5 C4 H41 SING N N 14 DI5 C4 H42 SING N N 15 DI5 C6 C5 SING N N 16 DI5 C6 N SING N N 17 DI5 C6 O2 DOUB N N 18 DI5 C5 C7 SING N N 19 DI5 C5 N2 SING N N 20 DI5 C5 H5 SING N N 21 DI5 C7 C8 SING N N 22 DI5 C7 H71 SING N N 23 DI5 C7 H72 SING N N 24 DI5 C8 C9 SING N N 25 DI5 C8 H81 SING N N 26 DI5 C8 H82 SING N N 27 DI5 C9 N2 SING N N 28 DI5 C9 H91 SING N N 29 DI5 C9 H92 SING N N 30 DI5 C10 C12 SING N N 31 DI5 C10 N2 SING N N 32 DI5 C10 O3 DOUB N N 33 DI5 C11 C12 SING N N 34 DI5 C11 C19 SING N N 35 DI5 C11 H111 SING N N 36 DI5 C11 H112 SING N N 37 DI5 C12 N3 SING N N 38 DI5 C12 H12 SING N N 39 DI5 C13 C14 SING N N 40 DI5 C13 N3 SING N N 41 DI5 C13 O4 DOUB N N 42 DI5 C14 H141 SING N N 43 DI5 C14 H142 SING N N 44 DI5 C14 H143 SING N N 45 DI5 C15 C16 DOUB Y N 46 DI5 C15 C20 SING Y N 47 DI5 C15 H15 SING N N 48 DI5 C16 C17 SING Y N 49 DI5 C16 H16 SING N N 50 DI5 C17 C18 DOUB Y N 51 DI5 C17 H17 SING N N 52 DI5 C18 C19 SING Y N 53 DI5 C18 H18 SING N N 54 DI5 C19 C20 DOUB Y N 55 DI5 C20 H20 SING N N 56 DI5 N HN SING N N 57 DI5 N1 HN11 SING N N 58 DI5 N1 HN12 SING N N 59 DI5 N3 HN3 SING N N 60 DI5 O HO SING N N 61 DI5 O1 HO1 SING N N 62 # 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 DI5 SMILES ACDLabs 10.04 "O=C(NC(B(O)O)CCCN)C2N(C(=O)C(NC(=O)C)Cc1ccccc1)CCC2" DI5 SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN)B(O)O" DI5 SMILES CACTVS 3.341 "CC(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCN)B(O)O" DI5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "B([C@H](CCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)NC(=O)C)(O)O" DI5 SMILES "OpenEye OEToolkits" 1.5.0 "B(C(CCCN)NC(=O)C1CCCN1C(=O)C(Cc2ccccc2)NC(=O)C)(O)O" DI5 InChI InChI 1.03 "InChI=1S/C20H31BN4O5/c1-14(26)23-16(13-15-7-3-2-4-8-15)20(28)25-12-6-9-17(25)19(27)24-18(21(29)30)10-5-11-22/h2-4,7-8,16-18,29-30H,5-6,9-13,22H2,1H3,(H,23,26)(H,24,27)/t16-,17+,18+/m1/s1" DI5 InChIKey InChI 1.03 YKWKWNKWBGQECF-SQNIBIBYSA-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 DI5 "SYSTEMATIC NAME" ACDLabs 10.04 "N-acetyl-D-phenylalanyl-N-[(1R)-4-amino-1-(dihydroxyboranyl)butyl]-L-prolinamide" DI5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-4-amino-butyl]boronic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DI5 "Create component" 1999-07-08 RCSB DI5 "Modify descriptor" 2011-06-04 RCSB #