data_1ZN # _chem_comp.id 1ZN _chem_comp.name "(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid" _chem_comp.type PEPTIDE-LIKE _chem_comp.pdbx_type ATOMP _chem_comp.formula "C20 H29 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-11 _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 331.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1ZN _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 2IAE _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 1ZN C1 C1 C 0 1 N N N N N N 1.131 0.163 0.893 -2.433 -0.539 2.134 C1 1ZN 1 1ZN O1 O1 O 0 1 N N N N N N -0.136 0.068 0.217 -2.885 0.628 1.444 O1 1ZN 2 1ZN C2 C2 C 0 1 N N S N N N -0.219 0.649 -1.110 -2.640 0.603 0.036 C2 1ZN 3 1ZN C3 C3 C 0 1 N N N N N N 0.268 -0.357 -2.210 -3.931 0.941 -0.712 C3 1ZN 4 1ZN C4 C4 C 0 1 Y N N N N N 1.725 -0.272 -2.524 -4.951 -0.140 -0.466 C4 1ZN 5 1ZN C5 C5 C 0 1 Y N N N N N 2.610 -1.341 -2.249 -5.819 -0.040 0.605 C5 1ZN 6 1ZN C6 C6 C 0 1 Y N N N N N 3.984 -1.228 -2.533 -6.756 -1.031 0.831 C6 1ZN 7 1ZN C7 C7 C 0 1 Y N N N N N 4.493 -0.049 -3.102 -6.825 -2.123 -0.014 C7 1ZN 8 1ZN C8 C8 C 0 1 Y N N N N N 3.624 1.018 -3.395 -5.957 -2.223 -1.086 C8 1ZN 9 1ZN C9 C9 C 0 1 Y N N N N N 2.251 0.899 -3.122 -5.024 -1.229 -1.314 C9 1ZN 10 1ZN C10 C10 C 0 1 N N S N N N -1.689 1.162 -1.345 -1.564 1.633 -0.313 C10 1ZN 11 1ZN C11 C11 C 0 1 N N N N N N -2.745 0.024 -1.193 -1.987 3.009 0.206 C11 1ZN 12 1ZN C12 C12 C 0 1 N N N N N N -2.051 2.399 -0.439 -0.259 1.234 0.328 C12 1ZN 13 1ZN C13 C13 C 0 1 N N N N N N -1.877 3.817 -1.092 0.828 1.080 -0.419 C13 1ZN 14 1ZN C14 C14 C 0 1 N N N N N N -0.415 4.109 -1.540 0.727 1.154 -1.921 C14 1ZN 15 1ZN C15 C15 C 0 1 N N N N N N -2.380 4.963 -0.147 2.132 0.838 0.219 C15 1ZN 16 1ZN C16 C16 C 0 1 N N N N N N -3.927 5.110 -0.066 3.219 0.684 -0.528 C16 1ZN 17 1ZN CA C17 C 0 1 N N S Y N N -4.388 6.355 0.752 4.554 0.436 0.126 C17 1ZN 18 1ZN N N1 N 0 1 N N N Y Y N -3.979 6.210 2.160 5.449 1.570 -0.142 N1 1ZN 19 1ZN C18 C18 C 0 1 N N S Y N N -5.923 6.627 0.637 5.170 -0.845 -0.442 C18 1ZN 20 1ZN C19 C19 C 0 1 N N N N N N -6.325 8.009 1.227 4.238 -2.026 -0.163 C19 1ZN 21 1ZN C C20 C 0 1 N N N Y N Y -6.728 5.567 1.228 6.505 -1.093 0.213 C20 1ZN 22 1ZN OXT OXT O 0 1 N Y N Y N Y -6.554 5.194 2.395 7.231 -2.168 -0.132 OXT 1ZN 23 1ZN O O3 O 0 1 N N N Y N Y -7.622 5.027 0.577 6.921 -0.324 1.047 O3 1ZN 24 1ZN H1 H1 H 0 1 N N N N N N 1.056 -0.313 1.882 -2.569 -0.402 3.206 H1 1ZN 25 1ZN H29 H2 H 0 1 N N N N N N 1.903 -0.347 0.298 -3.009 -1.403 1.802 H2 1ZN 26 1ZN H3 H3 H 0 1 N N N N N N 1.402 1.222 1.016 -1.377 -0.702 1.919 H3 1ZN 27 1ZN H4 H4 H 0 1 N N N N N N 0.461 1.510 -1.187 -2.300 -0.391 -0.256 H4 1ZN 28 1ZN H5 H5 H 0 1 N N N N N N 0.059 -1.376 -1.851 -4.319 1.895 -0.356 H5 1ZN 29 1ZN H6 H6 H 0 1 N N N N N N -0.289 -0.142 -3.134 -3.724 1.008 -1.781 H6 1ZN 30 1ZN H7 H7 H 0 1 N N N N N N 2.227 -2.254 -1.817 -5.766 0.813 1.266 H7 1ZN 31 1ZN H8 H8 H 0 1 N N N N N N 4.649 -2.050 -2.313 -7.433 -0.953 1.669 H8 1ZN 32 1ZN H9 H9 H 0 1 N N N N N N 5.548 0.038 -3.314 -7.556 -2.898 0.163 H9 1ZN 33 1ZN H10 H10 H 0 1 N N N N N N 4.012 1.928 -3.829 -6.010 -3.076 -1.746 H10 1ZN 34 1ZN H11 H11 H 0 1 N N N N N N 1.587 1.713 -3.372 -4.348 -1.306 -2.154 H11 1ZN 35 1ZN H12 H12 H 0 1 N N N N N N -1.723 1.505 -2.389 -1.439 1.676 -1.395 H12 1ZN 36 1ZN H13 H13 H 0 1 N N N N N N -3.752 0.432 -1.366 -2.112 2.966 1.288 H13 1ZN 37 1ZN H14 H14 H 0 1 N N N N N N -2.539 -0.768 -1.928 -1.220 3.743 -0.043 H14 1ZN 38 1ZN H15 H15 H 0 1 N N N N N N -2.689 -0.395 -0.177 -2.930 3.297 -0.257 H15 1ZN 39 1ZN H16 H16 H 0 1 N N N N N N -2.400 2.279 0.576 -0.209 1.073 1.395 H16 1ZN 40 1ZN H17 H17 H 0 1 N N N N N N -0.361 5.113 -1.987 0.799 2.194 -2.240 H17 1ZN 41 1ZN H18 H18 H 0 1 N N N N N N 0.252 4.060 -0.667 1.539 0.581 -2.369 H18 1ZN 42 1ZN H19 H19 H 0 1 N N N N N N -0.103 3.360 -2.283 -0.229 0.740 -2.242 H19 1ZN 43 1ZN H20 H20 H 0 1 N N N N N N -1.705 5.601 0.405 2.204 0.785 1.295 H20 1ZN 44 1ZN H21 H21 H 0 1 N N N N N N -4.614 4.418 -0.531 3.147 0.737 -1.605 H21 1ZN 45 1ZN HA H22 H 0 1 N N N Y N N -3.891 7.234 0.317 4.417 0.327 1.202 H22 1ZN 46 1ZN H H23 H 0 1 N N N Y Y N -4.278 7.011 2.679 6.328 1.458 0.340 H23 1ZN 47 1ZN H2 H24 H 0 1 N Y N Y Y N -4.398 5.388 2.546 5.592 1.691 -1.133 H24 1ZN 48 1ZN H25 H25 H 0 1 N N N Y N N -6.138 6.644 -0.442 5.307 -0.736 -1.518 H25 1ZN 49 1ZN H26 H26 H 0 1 N N N N N N -7.411 8.151 1.122 4.101 -2.134 0.913 H26 1ZN 50 1ZN H27 H27 H 0 1 N N N N N N -6.052 8.046 2.292 3.273 -1.846 -0.636 H27 1ZN 51 1ZN H28 H28 H 0 1 N N N N N N -5.797 8.807 0.684 4.677 -2.938 -0.567 H28 1ZN 52 1ZN HXT HXT H 0 1 N Y N Y N Y -7.179 4.510 2.606 8.081 -2.284 0.315 HXT 1ZN 53 # 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 1ZN C1 O1 SING N N 1 1ZN O1 C2 SING N N 2 1ZN C2 C3 SING N N 3 1ZN C3 C4 SING N N 4 1ZN C4 C5 DOUB Y N 5 1ZN C5 C6 SING Y N 6 1ZN C6 C7 DOUB Y N 7 1ZN C7 C8 SING Y N 8 1ZN C8 C9 DOUB Y N 9 1ZN C4 C9 SING Y N 10 1ZN C2 C10 SING N N 11 1ZN C10 C11 SING N N 12 1ZN C10 C12 SING N N 13 1ZN C12 C13 DOUB N N 14 1ZN C13 C14 SING N N 15 1ZN C13 C15 SING N N 16 1ZN C15 C16 DOUB N N 17 1ZN C16 CA SING N N 18 1ZN CA N SING N N 19 1ZN CA C18 SING N N 20 1ZN C18 C19 SING N N 21 1ZN C18 C SING N N 22 1ZN C OXT SING N N 23 1ZN C O DOUB N N 24 1ZN C1 H1 SING N N 25 1ZN C1 H29 SING N N 26 1ZN C1 H3 SING N N 27 1ZN C2 H4 SING N N 28 1ZN C3 H5 SING N E 29 1ZN C3 H6 SING N N 30 1ZN C5 H7 SING N N 31 1ZN C6 H8 SING N N 32 1ZN C7 H9 SING N N 33 1ZN C8 H10 SING N N 34 1ZN C9 H11 SING N N 35 1ZN C10 H12 SING N E 36 1ZN C11 H13 SING N N 37 1ZN C11 H14 SING N N 38 1ZN C11 H15 SING N N 39 1ZN C12 H16 SING N N 40 1ZN C14 H17 SING N N 41 1ZN C14 H18 SING N N 42 1ZN C14 H19 SING N N 43 1ZN C15 H20 SING N N 44 1ZN C16 H21 SING N N 45 1ZN CA HA SING N N 46 1ZN N H SING N N 47 1ZN N H2 SING N N 48 1ZN C18 H25 SING N N 49 1ZN C19 H26 SING N N 50 1ZN C19 H27 SING N N 51 1ZN C19 H28 SING N N 52 1ZN OXT HXT 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 1ZN SMILES ACDLabs 12.01 "O=C(O)C(C)C(N)/C=C/C(=C/C(C(OC)Cc1ccccc1)C)C" 1ZN SMILES_CANONICAL CACTVS 3.370 "CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@H](N)[C@H](C)C(O)=O" 1ZN SMILES CACTVS 3.370 "CO[CH](Cc1ccccc1)[CH](C)C=C(C)C=C[CH](N)[CH](C)C(O)=O" 1ZN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H](C=C(C)/C=C/[C@@H]([C@H](C)C(=O)O)N)[C@H](Cc1ccccc1)OC" 1ZN SMILES "OpenEye OEToolkits" 1.7.0 "CC(C=C(C)C=CC(C(C)C(=O)O)N)C(Cc1ccccc1)OC" 1ZN InChI InChI 1.03 "InChI=1S/C20H29NO3/c1-14(10-11-18(21)16(3)20(22)23)12-15(2)19(24-4)13-17-8-6-5-7-9-17/h5-12,15-16,18-19H,13,21H2,1-4H3,(H,22,23)/b11-10+,14-12+/t15-,16-,18-,19-/m0/s1" 1ZN InChIKey InChI 1.03 HJVCHYDYCYBBQX-HLTLHRPFSA-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 1ZN "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid" 1ZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,3S,4E,8S,9S)-3-azanyl-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic 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 1ZN "Create component" 2008-12-11 RCSB 1ZN "Modify aromatic_flag" 2011-06-04 RCSB 1ZN "Modify descriptor" 2011-06-04 RCSB 1ZN "Modify backbone" 2023-11-03 PDBE #