data_HRB # _chem_comp.id HRB _chem_comp.name "N-ACETYL-1-[(2R,3S,5R)-5-HYDROXY-2-PENTYLTETRAHYDROFURAN-3-YL]-L-HISTIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-06 _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 353.413 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HRB _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 2DDQ _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 HRB CP5 CP5 C 0 1 N N N 46.490 -1.081 5.786 4.200 5.411 0.452 CP5 HRB 1 HRB CP4 CP4 C 0 1 N N N 47.557 -1.802 4.959 4.247 4.078 -0.299 CP4 HRB 2 HRB CP3 CP3 C 0 1 N N N 48.332 -0.803 4.101 3.471 3.021 0.490 CP3 HRB 3 HRB CP2 CP2 C 0 1 N N N 49.471 -1.494 3.347 3.518 1.689 -0.260 CP2 HRB 4 HRB CP1 CP1 C 0 1 N N N 50.257 -0.479 2.516 2.742 0.632 0.529 CP1 HRB 5 HRB C5 C5 C 0 1 N N R 51.413 -1.151 1.768 2.788 -0.701 -0.222 C5 HRB 6 HRB O1 O1 O 0 1 N N N 50.941 -2.124 0.814 4.126 -1.245 -0.209 O1 HRB 7 HRB C2 C2 C 0 1 N N R 51.233 -1.617 -0.503 4.007 -2.656 -0.453 C2 HRB 8 HRB O2 O2 O 0 1 N N N 50.196 -0.731 -0.945 5.018 -3.361 0.270 O2 HRB 9 HRB C3 C3 C 0 1 N N N 52.545 -0.859 -0.290 2.611 -3.090 0.035 C3 HRB 10 HRB C4 C4 C 0 1 N N S 52.137 -0.075 0.956 1.950 -1.774 0.519 C4 HRB 11 HRB NE2 NE2 N 0 1 Y N N 53.302 0.492 1.664 0.543 -1.716 0.117 NE2 HRB 12 HRB CD2 CD2 C 0 1 Y N N 54.295 -0.182 2.227 -0.536 -1.595 0.951 CD2 HRB 13 HRB CE1 CE1 C 0 1 Y N N 53.549 1.801 1.737 0.067 -1.778 -1.146 CE1 HRB 14 HRB ND1 ND1 N 0 1 Y N N 54.720 1.929 2.351 -1.235 -1.695 -1.107 ND1 HRB 15 HRB CG CG C 0 1 Y N N 55.185 0.715 2.646 -1.633 -1.578 0.169 CG HRB 16 HRB CB CB C 0 1 N N N 56.536 0.420 3.305 -3.057 -1.457 0.644 CB HRB 17 HRB CA CA C 0 1 N N S 57.670 1.177 2.606 -3.732 -0.280 -0.062 CA HRB 18 HRB C C C 0 1 N N N 58.957 1.075 3.429 -5.189 -0.233 0.320 C HRB 19 HRB O O O 0 1 N N N 59.181 1.998 4.240 -5.989 -1.277 0.047 O HRB 20 HRB OXT OXT O 0 1 N N N 59.695 0.083 3.222 -5.638 0.743 0.872 OXT HRB 21 HRB N N N 0 1 N N N 57.888 0.642 1.255 -3.082 0.970 0.340 N HRB 22 HRB CA1 CA1 C 0 1 N N N 57.988 1.430 0.183 -3.127 2.045 -0.471 CA1 HRB 23 HRB CA2 CA2 C 0 1 N N N 58.226 0.694 -1.136 -2.458 3.330 -0.057 CA2 HRB 24 HRB OA1 OA1 O 0 1 N N N 57.903 2.656 0.214 -3.706 1.978 -1.535 OA1 HRB 25 HRB HP51 1HP5 H 0 0 N N N 45.582 -1.701 5.833 4.753 6.164 -0.110 HP51 HRB 26 HRB HP52 2HP5 H 0 0 N N N 46.251 -0.116 5.315 3.164 5.729 0.563 HP52 HRB 27 HRB HP53 3HP5 H 0 0 N N N 46.869 -0.908 6.804 4.651 5.289 1.437 HP53 HRB 28 HRB HP41 1HP4 H 0 0 N N N 47.065 -2.532 4.300 3.796 4.200 -1.284 HP41 HRB 29 HRB HP42 2HP4 H 0 0 N N N 48.256 -2.313 5.638 5.284 3.760 -0.410 HP42 HRB 30 HRB HP31 1HP3 H 0 0 N N N 48.763 -0.034 4.760 3.922 2.900 1.475 HP31 HRB 31 HRB HP32 2HP3 H 0 0 N N N 47.644 -0.349 3.372 2.434 3.340 0.601 HP32 HRB 32 HRB HP21 1HP2 H 0 0 N N N 49.044 -2.252 2.673 3.067 1.810 -1.245 HP21 HRB 33 HRB HP22 2HP2 H 0 0 N N N 50.149 -1.967 4.073 4.554 1.371 -0.371 HP22 HRB 34 HRB HP11 1HP1 H 0 0 N N N 50.674 0.279 3.195 3.192 0.510 1.514 HP11 HRB 35 HRB HP12 2HP1 H 0 0 N N N 49.579 -0.017 1.783 1.705 0.950 0.640 HP12 HRB 36 HRB H5 H5 H 0 1 N N N 52.056 -1.644 2.512 2.434 -0.576 -1.245 H5 HRB 37 HRB H2 H2 H 0 1 N N N 51.304 -2.402 -1.271 4.105 -2.858 -1.519 H2 HRB 38 HRB HO2 HO2 H 0 1 N N N 49.616 -0.535 -0.219 5.870 -3.048 -0.064 HO2 HRB 39 HRB H31 1H3 H 0 1 N N N 52.894 -0.257 -1.142 2.037 -3.522 -0.785 H31 HRB 40 HRB H32 2H3 H 0 1 N N N 53.411 -1.518 -0.130 2.697 -3.800 0.857 H32 HRB 41 HRB H4 H4 H 0 1 N N N 51.517 0.810 0.749 2.049 -1.663 1.599 H4 HRB 42 HRB HD2 HD2 H 0 1 N N N 54.368 -1.255 2.327 -0.512 -1.521 2.028 HD2 HRB 43 HRB HE1 HE1 H 0 1 N N N 52.921 2.599 1.369 0.665 -1.879 -2.039 HE1 HRB 44 HRB HB1 1HB H 0 1 N N N 56.735 -0.659 3.226 -3.597 -2.376 0.415 HB1 HRB 45 HRB HB2 2HB H 0 1 N N N 56.495 0.733 4.359 -3.068 -1.289 1.721 HB2 HRB 46 HRB HA HA H 0 1 N N N 57.385 2.236 2.521 -3.644 -0.404 -1.141 HA HRB 47 HRB HO HO H 0 1 N N N 60.005 1.837 4.684 -6.924 -1.247 0.292 HO HRB 48 HRB HN HN H 0 1 N N N 57.964 -0.348 1.135 -2.618 1.023 1.191 HN HRB 49 HRB HA21 1HA2 H 0 0 N N N 57.396 -0.003 -1.322 -1.427 3.333 -0.412 HA21 HRB 50 HRB HA22 2HA2 H 0 0 N N N 59.170 0.133 -1.077 -2.994 4.174 -0.490 HA22 HRB 51 HRB HA23 3HA2 H 0 0 N N N 58.283 1.423 -1.958 -2.468 3.411 1.030 HA23 HRB 52 # 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 HRB CP5 CP4 SING N N 1 HRB CP5 HP51 SING N N 2 HRB CP5 HP52 SING N N 3 HRB CP5 HP53 SING N N 4 HRB CP4 CP3 SING N N 5 HRB CP4 HP41 SING N N 6 HRB CP4 HP42 SING N N 7 HRB CP3 CP2 SING N N 8 HRB CP3 HP31 SING N N 9 HRB CP3 HP32 SING N N 10 HRB CP2 CP1 SING N N 11 HRB CP2 HP21 SING N N 12 HRB CP2 HP22 SING N N 13 HRB CP1 C5 SING N N 14 HRB CP1 HP11 SING N N 15 HRB CP1 HP12 SING N N 16 HRB C5 O1 SING N N 17 HRB C5 C4 SING N N 18 HRB C5 H5 SING N N 19 HRB O1 C2 SING N N 20 HRB C2 O2 SING N N 21 HRB C2 C3 SING N N 22 HRB C2 H2 SING N N 23 HRB O2 HO2 SING N N 24 HRB C3 C4 SING N N 25 HRB C3 H31 SING N N 26 HRB C3 H32 SING N N 27 HRB C4 NE2 SING N N 28 HRB C4 H4 SING N N 29 HRB NE2 CD2 SING Y N 30 HRB NE2 CE1 SING Y N 31 HRB CD2 CG DOUB Y N 32 HRB CD2 HD2 SING N N 33 HRB CE1 ND1 DOUB Y N 34 HRB CE1 HE1 SING N N 35 HRB ND1 CG SING Y N 36 HRB CG CB SING N N 37 HRB CB CA SING N N 38 HRB CB HB1 SING N N 39 HRB CB HB2 SING N N 40 HRB CA C SING N N 41 HRB CA N SING N N 42 HRB CA HA SING N N 43 HRB C O SING N N 44 HRB C OXT DOUB N N 45 HRB O HO SING N N 46 HRB N CA1 SING N N 47 HRB N HN SING N N 48 HRB CA1 CA2 SING N N 49 HRB CA1 OA1 DOUB N N 50 HRB CA2 HA21 SING N N 51 HRB CA2 HA22 SING N N 52 HRB CA2 HA23 SING N N 53 # 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 HRB SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)C)Cc1ncn(c1)C2C(OC(O)C2)CCCCC" HRB SMILES_CANONICAL CACTVS 3.341 "CCCCC[C@H]1O[C@@H](O)C[C@@H]1n2cnc(C[C@H](NC(C)=O)C(O)=O)c2" HRB SMILES CACTVS 3.341 "CCCCC[CH]1O[CH](O)C[CH]1n2cnc(C[CH](NC(C)=O)C(O)=O)c2" HRB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCC[C@@H]1[C@H](C[C@@H](O1)O)n2cc(nc2)C[C@@H](C(=O)O)NC(=O)C" HRB SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCC1C(CC(O1)O)n2cc(nc2)CC(C(=O)O)NC(=O)C" HRB InChI InChI 1.03 "InChI=1S/C17H27N3O5/c1-3-4-5-6-15-14(8-16(22)25-15)20-9-12(18-10-20)7-13(17(23)24)19-11(2)21/h9-10,13-16,22H,3-8H2,1-2H3,(H,19,21)(H,23,24)/t13-,14-,15+,16+/m0/s1" HRB InChIKey InChI 1.03 INPAKWNFLOQYEI-CAOSSQGBSA-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 HRB "SYSTEMATIC NAME" ACDLabs 10.04 "N-acetyl-1-[(2R,3S,5R)-5-hydroxy-2-pentyltetrahydrofuran-3-yl]-L-histidine" HRB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-acetamido-3-[1-[(2R,3S,5R)-5-hydroxy-2-pentyl-oxolan-3-yl]imidazol-4-yl]propanoic 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 HRB "Create component" 2006-02-06 RCSB HRB "Modify descriptor" 2011-06-04 RCSB #