data_3ZH # _chem_comp.id 3ZH _chem_comp.name "11-{4-[(2S)-2-amino-2-carboxyethyl]-3-(8-phenyloctyl)-2,3-dihydro-1H-imidazol-1-yl}undecanoic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C31 H51 N3 O4" _chem_comp.mon_nstd_parent_comp_id HIS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-12 _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 529.754 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3ZH _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 4X9W _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 3ZH CA C8 C 0 1 N N S Y N N 37.596 24.780 15.822 1.938 -5.427 0.357 C8 3ZH 1 3ZH C C7 C 0 1 N N N Y N Y 37.441 24.479 14.341 2.935 -6.039 1.308 C7 3ZH 2 3ZH C9 C9 C 0 1 N N N N N N 36.246 24.966 16.518 1.423 -4.108 0.938 C9 3ZH 3 3ZH C11 C11 C 0 1 N N N N N N 35.040 26.350 14.719 -0.790 -3.550 -0.081 C11 3ZH 4 3ZH O O7 O 0 1 N N N Y N Y 37.822 25.300 13.498 2.594 -6.931 2.049 O7 3ZH 5 3ZH N N5 N 0 1 N N N Y Y N 38.431 25.961 15.952 0.812 -6.351 0.166 N5 3ZH 6 3ZH C43 C43 C 0 1 N N N N N N 33.759 28.341 13.597 -2.772 -2.691 -1.456 C43 3ZH 7 3ZH N3 N3 N 0 1 N N N N N N 34.425 27.621 14.687 -1.349 -2.806 -1.128 N3 3ZH 8 3ZH C12 C12 C 0 1 N N N N N N 34.497 28.250 16.004 -0.229 -2.162 -1.832 C12 3ZH 9 3ZH N4 N4 N 0 1 N N N N N N 35.332 27.307 16.737 0.969 -2.605 -1.100 N4 3ZH 10 3ZH C10 C10 C 0 1 N N N N N N 35.530 26.133 15.971 0.521 -3.436 -0.066 C10 3ZH 11 3ZH C13 C13 C 0 1 N N N N N N 35.763 27.649 18.092 2.358 -2.247 -1.396 C13 3ZH 12 3ZH C14 C14 C 0 1 N N N N N N 34.636 27.524 19.081 2.732 -0.978 -0.627 C14 3ZH 13 3ZH C15 C15 C 0 1 N N N N N N 35.108 27.396 20.485 4.183 -0.604 -0.937 C15 3ZH 14 3ZH C16 C16 C 0 1 N N N N N N 34.090 26.741 21.338 4.558 0.665 -0.168 C16 3ZH 15 3ZH C17 C17 C 0 1 N N N N N N 34.451 26.709 22.772 6.009 1.039 -0.477 C17 3ZH 16 3ZH C18 C18 C 0 1 N N N N N N 33.301 26.341 23.618 6.383 2.307 0.292 C18 3ZH 17 3ZH C19 C19 C 0 1 N N N N N N 32.768 24.920 23.343 7.834 2.682 -0.017 C19 3ZH 18 3ZH C20 C20 C 0 1 N N N N N N 31.797 24.471 24.428 8.209 3.950 0.752 C20 3ZH 19 3ZH C21 C21 C 0 1 Y N N N N N 32.429 24.511 25.796 9.638 4.319 0.447 C21 3ZH 20 3ZH C26 C26 C 0 1 Y N N N N N 33.359 23.557 26.177 9.924 5.156 -0.615 C26 3ZH 21 3ZH C25 C25 C 0 1 Y N N N N N 33.947 23.600 27.429 11.235 5.494 -0.894 C25 3ZH 22 3ZH C24 C24 C 0 1 Y N N N N N 33.620 24.601 28.312 12.260 4.995 -0.112 C24 3ZH 23 3ZH C23 C23 C 0 1 Y N N N N N 32.694 25.552 27.949 11.973 4.159 0.951 C23 3ZH 24 3ZH C22 C22 C 0 1 Y N N N N N 32.100 25.506 26.702 10.662 3.824 1.233 C22 3ZH 25 3ZH C33 C33 C 0 1 N N N N N N 41.336 27.424 15.166 -13.203 3.826 0.621 C33 3ZH 26 3ZH O5 O5 O 0 1 N N N N N N 42.195 26.726 15.709 -13.711 3.043 -0.148 O5 3ZH 27 3ZH C34 C34 C 0 1 N N N N N N 41.397 27.713 13.685 -11.740 3.707 0.959 C34 3ZH 28 3ZH C35 C35 C 0 1 N N N N N N 40.834 29.061 13.275 -11.135 2.524 0.201 C35 3ZH 29 3ZH C36 C36 C 0 1 N N N N N N 40.824 29.209 11.764 -9.649 2.404 0.544 C36 3ZH 30 3ZH C37 C37 C 0 1 N N N N N N 39.519 28.766 11.139 -9.044 1.220 -0.213 C37 3ZH 31 3ZH C38 C38 C 0 1 N N N N N N 38.419 29.791 11.317 -7.558 1.100 0.130 C38 3ZH 32 3ZH C39 C39 C 0 1 N N N N N N 37.102 29.246 11.854 -6.954 -0.084 -0.628 C39 3ZH 33 3ZH C40 C40 C 0 1 N N N N N N 36.044 29.037 10.798 -5.468 -0.204 -0.284 C40 3ZH 34 3ZH C41 C41 C 0 1 N N N N N N 34.630 29.102 11.334 -4.863 -1.387 -1.042 C41 3ZH 35 3ZH C42 C42 C 0 1 N N N N N N 34.268 27.943 12.222 -3.377 -1.508 -0.699 C42 3ZH 36 3ZH HA H3 H 0 1 N N N Y N N 38.106 23.927 16.293 2.420 -5.238 -0.602 H3 3ZH 37 3ZH H15 H15 H 0 1 N N N N N N 35.635 24.064 16.366 0.864 -4.308 1.852 H15 3ZH 38 3ZH H16 H16 H 0 1 N N N N N N 36.413 25.118 17.595 2.266 -3.456 1.162 H16 3ZH 39 3ZH H17 H17 H 0 1 N N N N N N 35.110 25.664 13.888 -1.360 -4.137 0.624 H17 3ZH 40 3ZH H H41 H 0 1 N N N Y Y N 38.549 26.181 16.920 1.117 -7.206 -0.276 H41 3ZH 41 3ZH H71 H71 H 0 1 N N N N N N 33.928 29.419 13.735 -2.885 -2.532 -2.529 H71 3ZH 42 3ZH H70 H70 H 0 1 N N N N N N 32.680 28.130 13.646 -3.287 -3.608 -1.169 H70 3ZH 43 3ZH H18 H18 H 0 1 N N N N N N 34.967 29.243 15.949 -0.188 -2.497 -2.868 H18 3ZH 44 3ZH H19 H19 H 0 1 N N N N N N 33.500 28.341 16.460 -0.324 -1.077 -1.786 H19 3ZH 45 3ZH H20 H20 H 0 1 N N N N N N 36.576 26.970 18.390 3.016 -3.062 -1.095 H20 3ZH 46 3ZH H21 H21 H 0 1 N N N N N N 36.130 28.686 18.099 2.467 -2.069 -2.466 H21 3ZH 47 3ZH H22 H22 H 0 1 N N N N N N 34.001 28.419 19.005 2.075 -0.163 -0.929 H22 3ZH 48 3ZH H23 H23 H 0 1 N N N N N N 34.044 26.632 18.827 2.623 -1.156 0.442 H23 3ZH 49 3ZH H25 H25 H 0 1 N N N N N N 36.029 26.794 20.500 4.841 -1.419 -0.635 H25 3ZH 50 3ZH H24 H24 H 0 1 N N N N N N 35.319 28.399 20.885 4.292 -0.426 -2.006 H24 3ZH 51 3ZH H26 H26 H 0 1 N N N N N N 33.142 27.288 21.230 3.900 1.480 -0.469 H26 3ZH 52 3ZH H27 H27 H 0 1 N N N N N N 33.958 25.706 20.989 4.449 0.487 0.902 H27 3ZH 53 3ZH H28 H28 H 0 1 N N N N N N 35.253 25.971 22.921 6.667 0.224 -0.175 H28 3ZH 54 3ZH H29 H29 H 0 1 N N N N N N 34.809 27.705 23.071 6.118 1.217 -1.547 H29 3ZH 55 3ZH H30 H30 H 0 1 N N N N N N 33.611 26.399 24.672 5.726 3.123 -0.009 H30 3ZH 56 3ZH H31 H31 H 0 1 N N N N N N 32.489 27.060 23.434 6.274 2.129 1.362 H31 3ZH 57 3ZH H33 H33 H 0 1 N N N N N N 32.249 24.914 22.373 8.492 1.867 0.284 H33 3ZH 58 3ZH H32 H32 H 0 1 N N N N N N 33.616 24.220 23.309 7.943 2.860 -1.087 H32 3ZH 59 3ZH H34 H34 H 0 1 N N N N N N 30.922 25.137 24.420 7.551 4.766 0.450 H34 3ZH 60 3ZH H35 H35 H 0 1 N N N N N N 31.476 23.441 24.214 8.100 3.772 1.822 H35 3ZH 61 3ZH H40 H40 H 0 1 N N N N N N 33.628 22.770 25.488 9.124 5.546 -1.227 H40 3ZH 62 3ZH H39 H39 H 0 1 N N N N N N 34.665 22.845 27.713 11.459 6.148 -1.725 H39 3ZH 63 3ZH H38 H38 H 0 1 N N N N N N 34.087 24.641 29.285 13.284 5.259 -0.330 H38 3ZH 64 3ZH H37 H37 H 0 1 N N N N N N 32.430 26.338 28.642 12.774 3.769 1.562 H37 3ZH 65 3ZH H36 H36 H 0 1 N N N N N N 31.371 26.255 26.431 10.438 3.174 2.066 H36 3ZH 66 3ZH H52 H52 H 0 1 N N N N N N 40.829 26.931 13.160 -11.225 4.624 0.671 H52 3ZH 67 3ZH H53 H53 H 0 1 N N N N N N 42.451 27.673 13.372 -11.626 3.548 2.031 H53 3ZH 68 3ZH H55 H55 H 0 1 N N N N N N 41.455 29.858 13.710 -11.650 1.607 0.489 H55 3ZH 69 3ZH H54 H54 H 0 1 N N N N N N 39.805 29.151 13.652 -11.248 2.683 -0.871 H54 3ZH 70 3ZH H57 H57 H 0 1 N N N N N N 41.639 28.599 11.346 -9.134 3.320 0.257 H57 3ZH 71 3ZH H56 H56 H 0 1 N N N N N N 40.992 30.267 11.514 -9.535 2.245 1.617 H56 3ZH 72 3ZH H59 H59 H 0 1 N N N N N N 39.203 27.823 11.610 -9.559 0.303 0.074 H59 3ZH 73 3ZH H58 H58 H 0 1 N N N N N N 39.680 28.603 10.063 -9.158 1.379 -1.286 H58 3ZH 74 3ZH H61 H61 H 0 1 N N N N N N 38.780 30.559 12.017 -7.044 2.017 -0.158 H61 3ZH 75 3ZH H60 H60 H 0 1 N N N N N N 38.222 30.252 10.338 -7.445 0.941 1.202 H60 3ZH 76 3ZH H62 H62 H 0 1 N N N N N N 36.712 29.957 12.598 -7.468 -1.000 -0.340 H62 3ZH 77 3ZH H63 H63 H 0 1 N N N N N N 37.301 28.279 12.340 -7.067 0.075 -1.700 H63 3ZH 78 3ZH H64 H64 H 0 1 N N N N N N 36.198 28.047 10.343 -4.953 0.713 -0.572 H64 3ZH 79 3ZH H65 H65 H 0 1 N N N N N N 36.161 29.816 10.030 -5.354 -0.363 0.788 H65 3ZH 80 3ZH H66 H66 H 0 1 N N N N N N 34.520 30.031 11.913 -5.378 -2.304 -0.754 H66 3ZH 81 3ZH H67 H67 H 0 1 N N N N N N 33.935 29.117 10.481 -4.976 -1.228 -2.114 H67 3ZH 82 3ZH H68 H68 H 0 1 N N N N N N 33.483 27.358 11.721 -3.263 -1.666 0.374 H68 3ZH 83 3ZH H69 H69 H 0 1 N N N N N N 35.164 27.318 12.354 -2.862 -0.591 -0.986 H69 3ZH 84 3ZH OXT OXT O 0 1 N Y N Y N Y 36.862 23.319 14.026 4.201 -5.593 1.332 OXT 3ZH 85 3ZH HXT HXT H 0 1 N Y N Y N Y 36.799 23.242 13.081 4.803 -6.017 1.958 HXT 3ZH 86 3ZH O1 O1 O 0 1 N Y N N N N 40.290 27.929 15.826 -13.943 4.800 1.173 O1 3ZH 87 3ZH H1 H1 H 0 1 N Y N N N N 40.332 27.664 16.737 -14.877 4.835 0.925 H1 3ZH 88 3ZH H2 H2 H 0 1 N Y N Y Y N 39.324 25.784 15.539 0.349 -6.542 1.042 H2 3ZH 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 3ZH C40 C41 SING N N 1 3ZH C40 C39 SING N N 2 3ZH C37 C38 SING N N 3 3ZH C37 C36 SING N N 4 3ZH C38 C39 SING N N 5 3ZH C41 C42 SING N N 6 3ZH C36 C35 SING N N 7 3ZH C42 C43 SING N N 8 3ZH C35 C34 SING N N 9 3ZH O C DOUB N N 10 3ZH C43 N3 SING N N 11 3ZH C34 C33 SING N N 12 3ZH C CA SING N N 13 3ZH N3 C11 SING N N 14 3ZH N3 C12 SING N N 15 3ZH C11 C10 DOUB N N 16 3ZH C33 O5 DOUB N N 17 3ZH CA N SING N N 18 3ZH CA C9 SING N N 19 3ZH C10 C9 SING N N 20 3ZH C10 N4 SING N N 21 3ZH C12 N4 SING N N 22 3ZH N4 C13 SING N N 23 3ZH C13 C14 SING N N 24 3ZH C14 C15 SING N N 25 3ZH C15 C16 SING N N 26 3ZH C16 C17 SING N N 27 3ZH C17 C18 SING N N 28 3ZH C19 C18 SING N N 29 3ZH C19 C20 SING N N 30 3ZH C20 C21 SING N N 31 3ZH C21 C26 DOUB Y N 32 3ZH C21 C22 SING Y N 33 3ZH C26 C25 SING Y N 34 3ZH C22 C23 DOUB Y N 35 3ZH C25 C24 DOUB Y N 36 3ZH C23 C24 SING Y N 37 3ZH CA HA SING N N 38 3ZH C9 H15 SING N N 39 3ZH C9 H16 SING N N 40 3ZH C11 H17 SING N N 41 3ZH N H SING N N 42 3ZH C43 H71 SING N N 43 3ZH C43 H70 SING N N 44 3ZH C12 H18 SING N N 45 3ZH C12 H19 SING N N 46 3ZH C13 H20 SING N N 47 3ZH C13 H21 SING N N 48 3ZH C14 H22 SING N N 49 3ZH C14 H23 SING N N 50 3ZH C15 H25 SING N N 51 3ZH C15 H24 SING N N 52 3ZH C16 H26 SING N N 53 3ZH C16 H27 SING N N 54 3ZH C17 H28 SING N N 55 3ZH C17 H29 SING N N 56 3ZH C18 H30 SING N N 57 3ZH C18 H31 SING N N 58 3ZH C19 H33 SING N N 59 3ZH C19 H32 SING N N 60 3ZH C20 H34 SING N N 61 3ZH C20 H35 SING N N 62 3ZH C26 H40 SING N N 63 3ZH C25 H39 SING N N 64 3ZH C24 H38 SING N N 65 3ZH C23 H37 SING N N 66 3ZH C22 H36 SING N N 67 3ZH C34 H52 SING N N 68 3ZH C34 H53 SING N N 69 3ZH C35 H55 SING N N 70 3ZH C35 H54 SING N N 71 3ZH C36 H57 SING N N 72 3ZH C36 H56 SING N N 73 3ZH C37 H59 SING N N 74 3ZH C37 H58 SING N N 75 3ZH C38 H61 SING N N 76 3ZH C38 H60 SING N N 77 3ZH C39 H62 SING N N 78 3ZH C39 H63 SING N N 79 3ZH C40 H64 SING N N 80 3ZH C40 H65 SING N N 81 3ZH C41 H66 SING N N 82 3ZH C41 H67 SING N N 83 3ZH C42 H68 SING N N 84 3ZH C42 H69 SING N N 85 3ZH C OXT SING N N 86 3ZH OXT HXT SING N N 87 3ZH C33 O1 SING N N 88 3ZH O1 H1 SING N N 89 3ZH N H2 SING N N 90 # 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 3ZH SMILES ACDLabs 12.01 "O=C(O)C(N)CC1=CN(CCCCCCCCCCC(=O)O)CN1CCCCCCCCc2ccccc2" 3ZH InChI InChI 1.03 "InChI=1S/C31H51N3O4/c32-29(31(37)38)24-28-25-33(22-16-9-5-2-1-3-8-15-21-30(35)36)26-34(28)23-17-10-6-4-7-12-18-27-19-13-11-14-20-27/h11,13-14,19-20,25,29H,1-10,12,15-18,21-24,26,32H2,(H,35,36)(H,37,38)/t29-/m0/s1" 3ZH InChIKey InChI 1.03 XLNHNIRWMHVKSE-LJAQVGFWSA-N 3ZH SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CC1=CN(CCCCCCCCCCC(O)=O)CN1CCCCCCCCc2ccccc2)C(O)=O" 3ZH SMILES CACTVS 3.385 "N[CH](CC1=CN(CCCCCCCCCCC(O)=O)CN1CCCCCCCCc2ccccc2)C(O)=O" 3ZH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCCCCCCN2CN(C=C2C[C@@H](C(=O)O)N)CCCCCCCCCCC(=O)O" 3ZH SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CCCCCCCCN2CN(C=C2CC(C(=O)O)N)CCCCCCCCCCC(=O)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 3ZH "SYSTEMATIC NAME" ACDLabs 12.01 "11-{4-[(2S)-2-amino-2-carboxyethyl]-3-(8-phenyloctyl)-2,3-dihydro-1H-imidazol-1-yl}undecanoic acid" 3ZH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "11-[4-[(2S)-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]-3-(8-phenyloctyl)-2H-imidazol-1-yl]undecanoic 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 3ZH "Create component" 2014-12-12 RCSB 3ZH "Initial release" 2015-07-29 RCSB 3ZH "Modify backbone" 2023-11-03 PDBE #