data_2SO # _chem_comp.id 2SO _chem_comp.name "3-{3-[(3R)-3,4-dihydroxybutyl]-1-(8-phenyloctyl)-1H-imidazol-3-ium-5-yl}-L-alanine" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C24 H38 N3 O4" _chem_comp.mon_nstd_parent_comp_id HIS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2014-01-23 _chem_comp.pdbx_modified_date 2023-11-03 _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 432.576 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SO _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 ? _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 2SO C C C 0 1 N N N Y N Y 10.932 12.420 13.770 1.203 4.273 0.077 C 2SO 1 2SO CA CA C 0 1 N N S Y N N 10.957 12.750 12.310 1.878 2.990 -0.333 CA 2SO 2 2SO CB CB C 0 1 N N N N N N 12.384 13.023 11.835 2.567 2.366 0.882 CB 2SO 3 2SO C12 C12 C 0 1 Y N N N N N 12.906 14.330 12.365 3.137 1.024 0.502 C12 2SO 4 2SO C13 C13 C 0 1 Y N N N N N 13.426 14.570 13.588 4.334 0.793 -0.070 C13 2SO 5 2SO N14 N14 N 1 1 Y N N N N N 13.757 15.888 13.617 4.463 -0.531 -0.244 N14 2SO 6 2SO C15 C15 C 0 1 Y N N N N N 13.454 16.432 12.471 3.391 -1.129 0.199 C15 2SO 7 2SO N16 N16 N 0 1 Y N N N N N 12.921 15.510 11.653 2.540 -0.196 0.678 N16 2SO 8 2SO C17 C17 C 0 1 N N N N N N 12.447 15.704 10.282 1.224 -0.442 1.272 C17 2SO 9 2SO C18 C18 C 0 1 N N N N N N 13.618 15.355 9.379 0.144 -0.294 0.198 C18 2SO 10 2SO C19 C19 C 0 1 N N N N N N 13.204 15.430 7.925 -1.230 -0.550 0.818 C19 2SO 11 2SO C20 C20 C 0 1 N N N N N N 14.432 15.037 7.099 -2.310 -0.403 -0.255 C20 2SO 12 2SO C21 C21 C 0 1 N N N N N N 13.944 14.723 5.700 -3.685 -0.660 0.365 C21 2SO 13 2SO C22 C22 C 0 1 N N N N N N 15.157 14.402 4.811 -4.765 -0.511 -0.709 C22 2SO 14 2SO C23 C23 C 0 1 N N N N N N 15.545 12.927 5.026 -6.140 -0.768 -0.088 C23 2SO 15 2SO C24 C24 C 0 1 N N N N N N 16.615 12.510 3.988 -7.220 -0.620 -1.162 C24 2SO 16 2SO C25 C25 C 0 1 Y N N N N N 16.076 12.507 2.567 -8.574 -0.873 -0.551 C25 2SO 17 2SO C26 C26 C 0 1 Y N N N N N 15.149 11.555 2.195 -9.295 0.175 -0.009 C26 2SO 18 2SO C27 C27 C 0 1 Y N N N N N 14.638 11.526 0.915 -10.537 -0.058 0.551 C27 2SO 19 2SO C28 C28 C 0 1 Y N N N N N 15.058 12.459 -0.007 -11.058 -1.338 0.570 C28 2SO 20 2SO C29 C29 C 0 1 Y N N N N N 15.984 13.417 0.351 -10.337 -2.386 0.028 C29 2SO 21 2SO C30 C30 C 0 1 Y N N N N N 16.496 13.448 1.634 -9.097 -2.153 -0.536 C30 2SO 22 2SO N N N 0 1 N N N Y Y N 9.960 13.831 12.154 2.877 3.272 -1.371 N 2SO 23 2SO O O O 0 1 N N N Y N Y 10.447 13.185 14.604 1.734 5.335 -0.149 O 2SO 24 2SO CCA CCA C 0 1 N N N N N N 14.364 16.595 14.770 5.623 -1.200 -0.838 CCA 2SO 25 2SO OXT OXT O 0 1 N Y N Y N Y 11.352 11.482 14.102 0.008 4.238 0.688 OXT 2SO 26 2SO HA HA H 0 1 N N N Y N N 10.591 11.870 11.761 1.133 2.297 -0.724 HA 2SO 27 2SO HB2 HB2 H 0 1 N N N N N N 13.038 12.210 12.184 3.372 3.020 1.219 HB2 2SO 28 2SO HB3 HB3 H 0 1 N N N N N N 12.394 13.055 10.736 1.842 2.238 1.686 HB3 2SO 29 2SO H13 H13 H 0 1 N N N N N N 13.554 13.855 14.387 5.063 1.542 -0.342 H13 2SO 30 2SO H15 H15 H 0 1 N N N N N N 13.609 17.470 12.217 3.214 -2.194 0.187 H15 2SO 31 2SO H17 H17 H 0 1 N N N N N N 11.594 15.041 10.075 1.193 -1.451 1.681 H17 2SO 32 2SO H17A H17A H 0 0 N N N N N N 12.144 16.750 10.127 1.045 0.280 2.069 H17A 2SO 33 2SO H18 H18 H 0 1 N N N N N N 14.439 16.065 9.559 0.175 0.716 -0.212 H18 2SO 34 2SO H18A H18A H 0 0 N N N N N N 13.959 14.334 9.606 0.324 -1.015 -0.600 H18A 2SO 35 2SO H19 H19 H 0 1 N N N N N N 12.376 14.732 7.730 -1.261 -1.560 1.228 H19 2SO 36 2SO H19A H19A H 0 0 N N N N N N 12.889 16.453 7.673 -1.410 0.171 1.616 H19A 2SO 37 2SO H20 H20 H 0 1 N N N N N N 15.150 15.870 7.070 -2.280 0.607 -0.665 H20 2SO 38 2SO H20A H20A H 0 0 N N N N N N 14.915 14.152 7.538 -2.131 -1.124 -1.053 H20A 2SO 39 2SO H21 H21 H 0 1 N N N N N N 13.268 13.856 5.730 -3.716 -1.669 0.775 H21 2SO 40 2SO H21A H21A H 0 0 N N N N N N 13.407 15.592 5.292 -3.864 0.062 1.163 H21A 2SO 41 2SO H22 H22 H 0 1 N N N N N N 14.897 14.567 3.755 -4.734 0.498 -1.118 H22 2SO 42 2SO H22A H22A H 0 0 N N N N N N 16.001 15.051 5.087 -4.586 -1.232 -1.506 H22A 2SO 43 2SO H23 H23 H 0 1 N N N N N N 15.951 12.800 6.040 -6.170 -1.778 0.321 H23 2SO 44 2SO H23A H23A H 0 0 N N N N N N 14.654 12.294 4.906 -6.319 -0.047 0.709 H23A 2SO 45 2SO H24 H24 H 0 1 N N N N N N 17.456 13.217 4.045 -7.189 0.389 -1.571 H24 2SO 46 2SO H24A H24A H 0 0 N N N N N N 16.969 11.498 4.233 -7.040 -1.341 -1.959 H24A 2SO 47 2SO H26 H26 H 0 1 N N N N N N 14.819 10.822 2.917 -8.887 1.175 -0.024 H26 2SO 48 2SO H27 H27 H 0 1 N N N N N N 13.912 10.776 0.637 -11.099 0.761 0.975 H27 2SO 49 2SO H28 H28 H 0 1 N N N N N N 14.662 12.441 -1.012 -12.028 -1.519 1.009 H28 2SO 50 2SO H29 H29 H 0 1 N N N N N N 16.310 14.147 -0.375 -10.745 -3.386 0.043 H29 2SO 51 2SO H30 H30 H 0 1 N N N N N N 17.220 14.200 1.911 -8.536 -2.971 -0.963 H30 2SO 52 2SO H H H 0 1 N N N Y Y N 9.917 14.110 11.195 2.438 3.625 -2.209 H 2SO 53 2SO H2 H2 H 0 1 N Y N Y Y N 9.062 13.501 12.445 3.579 3.914 -1.033 H2 2SO 54 2SO C32 C32 C 0 1 N N N N N N 14.690 18.097 14.668 6.630 -1.546 0.261 C32 2SO 55 2SO C33 C33 C 0 1 N N R N N N 15.321 18.831 15.865 7.842 -2.244 -0.358 C33 2SO 56 2SO C34 C34 C 0 1 N N N N N N 15.646 20.333 15.763 8.790 -2.701 0.752 C34 2SO 57 2SO O3 O3 O 0 1 N N N N N N 16.277 21.067 16.961 9.862 -3.454 0.182 O3 2SO 58 2SO O4 O4 O 0 1 N N N N N N 16.222 18.288 16.187 8.524 -1.335 -1.224 O4 2SO 59 2SO HCA HCA H 0 1 N N N N N N 13.670 16.477 15.616 5.300 -2.114 -1.336 HCA 2SO 60 2SO HCAA HCAA H 0 0 N N N N N N 15.309 16.080 14.997 6.092 -0.536 -1.564 HCAA 2SO 61 2SO HXT HXT H 0 1 N Y N Y N Y 11.265 11.412 15.045 -0.386 5.087 0.932 HXT 2SO 62 2SO H32 H32 H 0 1 N N N N N N 15.383 18.215 13.822 6.952 -0.631 0.759 H32 2SO 63 2SO H33 H33 H 0 1 N N N N N N 13.745 18.612 14.442 6.160 -2.209 0.988 H33 2SO 64 2SO H34 H34 H 0 1 N N N N N N 14.551 18.777 16.649 7.509 -3.110 -0.931 H34 2SO 65 2SO H35 H35 H 0 1 N N N N N N 16.339 20.451 14.917 9.192 -1.829 1.268 H35 2SO 66 2SO H36 H36 H 0 1 N N N N N N 14.701 20.848 15.537 8.245 -3.324 1.461 H36 2SO 67 2SO H37 H37 H 0 1 N N N N N N 16.413 21.980 16.737 10.504 -3.777 0.830 H37 2SO 68 2SO H38 H38 H 0 1 N N N N N N 16.616 18.737 16.926 8.849 -0.539 -0.780 H38 2SO 69 # 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 2SO C CA SING N N 1 2SO C O DOUB N N 2 2SO C OXT SING N N 3 2SO CA CB SING N N 4 2SO CA N SING N N 5 2SO CA HA SING N N 6 2SO CB C12 SING N N 7 2SO CB HB2 SING N N 8 2SO CB HB3 SING N N 9 2SO C12 C13 DOUB Y N 10 2SO C12 N16 SING Y N 11 2SO C13 N14 SING Y N 12 2SO C13 H13 SING N N 13 2SO N14 C15 DOUB Y N 14 2SO N14 CCA SING N N 15 2SO C15 N16 SING Y N 16 2SO C15 H15 SING N N 17 2SO N16 C17 SING N N 18 2SO C17 C18 SING N N 19 2SO C17 H17 SING N N 20 2SO C17 H17A SING N N 21 2SO C18 C19 SING N N 22 2SO C18 H18 SING N N 23 2SO C18 H18A SING N N 24 2SO C19 C20 SING N N 25 2SO C19 H19 SING N N 26 2SO C19 H19A SING N N 27 2SO C20 C21 SING N N 28 2SO C20 H20 SING N N 29 2SO C20 H20A SING N N 30 2SO C21 C22 SING N N 31 2SO C21 H21 SING N N 32 2SO C21 H21A SING N N 33 2SO C22 C23 SING N N 34 2SO C22 H22 SING N N 35 2SO C22 H22A SING N N 36 2SO C23 C24 SING N N 37 2SO C23 H23 SING N N 38 2SO C23 H23A SING N N 39 2SO C24 C25 SING N N 40 2SO C24 H24 SING N N 41 2SO C24 H24A SING N N 42 2SO C25 C26 DOUB Y N 43 2SO C25 C30 SING Y N 44 2SO C26 C27 SING Y N 45 2SO C26 H26 SING N N 46 2SO C27 C28 DOUB Y N 47 2SO C27 H27 SING N N 48 2SO C28 C29 SING Y N 49 2SO C28 H28 SING N N 50 2SO C29 C30 DOUB Y N 51 2SO C29 H29 SING N N 52 2SO C30 H30 SING N N 53 2SO N H SING N N 54 2SO N H2 SING N N 55 2SO CCA C32 SING N N 56 2SO C32 C33 SING N N 57 2SO C33 C34 SING N N 58 2SO C34 O3 SING N N 59 2SO C33 O4 SING N N 60 2SO CCA HCA SING N N 61 2SO CCA HCAA SING N N 62 2SO OXT HXT SING N N 63 2SO C32 H32 SING N N 64 2SO C32 H33 SING N N 65 2SO C33 H34 SING N N 66 2SO C34 H35 SING N N 67 2SO C34 H36 SING N N 68 2SO O3 H37 SING N N 69 2SO O4 H38 SING N N 70 # 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 2SO SMILES ACDLabs 12.01 "O=C(O)C(N)Cc1c[n+](cn1CCCCCCCCc2ccccc2)CCC(O)CO" 2SO InChI InChI 1.03 "InChI=1S/C24H37N3O4/c25-23(24(30)31)16-21-17-26(15-13-22(29)18-28)19-27(21)14-9-4-2-1-3-6-10-20-11-7-5-8-12-20/h5,7-8,11-12,17,19,22-23,28-29H,1-4,6,9-10,13-16,18,25H2/p+1/t22-,23+/m1/s1" 2SO InChIKey InChI 1.03 PZWWHPFQBVZCHO-PKTZIBPZSA-O 2SO SMILES_CANONICAL CACTVS 3.370 "N[C@@H](Cc1c[n+](CC[C@@H](O)CO)cn1CCCCCCCCc2ccccc2)C(O)=O" 2SO SMILES CACTVS 3.370 "N[CH](Cc1c[n+](CC[CH](O)CO)cn1CCCCCCCCc2ccccc2)C(O)=O" 2SO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCCCCCCCn2c[n+](cc2C[C@@H](C(=O)O)N)CC[C@H](CO)O" 2SO SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCCCCCCCn2c[n+](cc2CC(C(=O)O)N)CCC(CO)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 2SO "SYSTEMATIC NAME" ACDLabs 12.01 "3-{3-[(3R)-3,4-dihydroxybutyl]-1-(8-phenyloctyl)-1H-imidazol-3-ium-5-yl}-L-alanine" 2SO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-3-[1-[(3R)-3,4-bis(oxidanyl)butyl]-3-(8-phenyloctyl)imidazol-1-ium-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 2SO "Create component" 2014-01-23 RCSB 2SO "Initial release" 2014-01-29 RCSB 2SO "Modify backbone" 2023-11-03 PDBE #