data_3ZN # _chem_comp.id 3ZN _chem_comp.name "(3S,4S)-4-({[4-methoxy-3-(3-methoxypropoxy)benzoyl](propan-2-yl)amino}methyl)pyrrolidin-3-yl benzylcarbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H39 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-22 _chem_comp.pdbx_modified_date 2015-03-20 _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 513.626 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3ZN _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 4RZ1 _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 3ZN C2 C2 C 0 1 N N N 42.940 108.554 9.146 0.669 1.913 2.022 C2 3ZN 1 3ZN C3 C3 C 0 1 N N S 42.275 107.945 10.397 1.520 0.943 1.181 C3 3ZN 2 3ZN C11 C11 C 0 1 N N N 44.994 108.968 14.087 -0.331 -2.784 -0.307 C11 3ZN 3 3ZN C12 C12 C 0 1 N N N 44.100 106.262 12.353 -1.614 -0.018 0.632 C12 3ZN 4 3ZN C13 C13 C 0 1 Y N N 45.325 105.456 12.749 -2.756 -0.924 0.401 C13 3ZN 5 3ZN C14 C14 C 0 1 Y N N 45.394 104.731 13.954 -2.587 -2.306 0.510 C14 3ZN 6 3ZN C15 C15 C 0 1 Y N N 47.667 103.983 13.389 -4.899 -2.631 -0.032 C15 3ZN 7 3ZN C16 C16 C 0 1 Y N N 47.587 104.686 12.168 -5.077 -1.252 -0.137 C16 3ZN 8 3ZN C17 C17 C 0 1 Y N N 46.558 104.002 14.279 -3.655 -3.150 0.294 C17 3ZN 9 3ZN C18 C18 C 0 1 Y N N 46.407 105.413 11.852 -4.011 -0.400 0.078 C18 3ZN 10 3ZN C21 C21 C 0 1 N N N 49.027 102.370 14.741 -5.698 -4.868 -0.114 C21 3ZN 11 3ZN C23 C23 C 0 1 N N N 48.854 105.362 10.097 -6.409 0.677 -0.542 C23 3ZN 12 3ZN C24 C24 C 0 1 N N N 49.437 106.785 10.320 -7.846 1.056 -0.903 C24 3ZN 13 3ZN C25 C25 C 0 1 N N N 49.572 107.566 8.983 -7.964 2.578 -0.999 C25 3ZN 14 3ZN C27 C27 C 0 1 N N N 49.926 106.732 6.739 -9.525 4.340 -1.452 C27 3ZN 15 3ZN C28 C28 C 0 1 N N N 38.897 106.838 9.729 4.871 1.322 -0.224 C28 3ZN 16 3ZN N1 N1 N 0 1 N N N 42.031 109.639 8.756 1.326 3.237 1.955 N1 3ZN 17 3ZN C4 C4 C 0 1 N N S 40.761 108.210 10.252 2.706 1.790 0.665 C4 3ZN 18 3ZN C5 C5 C 0 1 N N N 40.649 109.254 9.118 2.759 2.963 1.676 C5 3ZN 19 3ZN C6 C6 C 0 1 N N N 42.799 108.304 11.809 0.703 0.403 0.005 C6 3ZN 20 3ZN O7 O7 O 0 1 N N N 40.192 106.910 10.005 3.938 1.022 0.699 O7 3ZN 21 3ZN N8 N8 N 0 1 N N N 44.070 107.646 12.201 -0.353 -0.479 0.508 N8 3ZN 22 3ZN C9 C9 C 0 1 N N N 45.226 108.475 12.639 -0.039 -1.861 0.878 C9 3ZN 23 3ZN C10 C10 C 0 1 N N N 45.615 109.636 11.689 -0.898 -2.278 2.073 C10 3ZN 24 3ZN O19 O19 O 0 1 N N N 43.165 105.529 12.067 -1.810 1.143 0.934 O19 3ZN 25 3ZN O20 O20 O 0 1 N N N 48.863 103.269 13.624 -5.948 -3.467 -0.244 O20 3ZN 26 3ZN O22 O22 O 0 1 N N N 48.711 104.615 11.327 -6.299 -0.745 -0.452 O22 3ZN 27 3ZN O26 O26 O 0 1 N N N 50.459 106.884 8.063 -9.306 2.932 -1.336 O26 3ZN 28 3ZN N29 N29 N 0 1 N N N 38.678 106.631 8.409 6.037 0.647 -0.248 N29 3ZN 29 3ZN O30 O30 O 0 1 N N N 38.052 106.889 10.603 4.661 2.201 -1.036 O30 3ZN 30 3ZN C31 C31 C 0 1 N N N 37.315 106.533 7.904 7.052 0.973 -1.252 C31 3ZN 31 3ZN C32 C32 C 0 1 Y N N 36.688 107.928 7.718 8.252 0.080 -1.063 C32 3ZN 32 3ZN C33 C33 C 0 1 Y N N 35.347 108.172 8.096 8.321 -1.133 -1.723 C33 3ZN 33 3ZN C34 C34 C 0 1 Y N N 35.518 110.465 7.338 10.451 -1.558 -0.716 C34 3ZN 34 3ZN C35 C35 C 0 1 Y N N 36.873 110.244 6.985 10.385 -0.342 -0.061 C35 3ZN 35 3ZN C36 C36 C 0 1 Y N N 34.747 109.432 7.895 9.421 -1.952 -1.549 C36 3ZN 36 3ZN C37 C37 C 0 1 Y N N 37.457 108.979 7.173 9.284 0.477 -0.234 C37 3ZN 37 3ZN H1 H1 H 0 1 N N N 43.024 107.806 8.344 -0.338 1.977 1.609 H1 3ZN 38 3ZN H2 H2 H 0 1 N N N 43.939 108.947 9.386 0.625 1.569 3.055 H2 3ZN 39 3ZN H3 H3 H 0 1 N N N 42.398 106.856 10.301 1.880 0.122 1.800 H3 3ZN 40 3ZN H4 H4 H 0 1 N N N 44.721 108.115 14.726 0.547 -2.840 -0.950 H4 3ZN 41 3ZN H5 H5 H 0 1 N N N 45.916 109.431 14.469 -0.576 -3.781 0.061 H5 3ZN 42 3ZN H6 H6 H 0 1 N N N 44.180 109.708 14.096 -1.173 -2.390 -0.876 H6 3ZN 43 3ZN H7 H7 H 0 1 N N N 44.553 104.733 14.632 -1.619 -2.713 0.764 H7 3ZN 44 3ZN H8 H8 H 0 1 N N N 46.607 103.455 15.209 -3.522 -4.219 0.379 H8 3ZN 45 3ZN H9 H9 H 0 1 N N N 46.341 105.939 10.911 -4.147 0.668 -0.002 H9 3ZN 46 3ZN H10 H10 H 0 1 N N N 50.036 101.933 14.715 -4.934 -5.168 -0.831 H10 3ZN 47 3ZN H11 H11 H 0 1 N N N 48.892 102.925 15.681 -5.352 -5.082 0.897 H11 3ZN 48 3ZN H12 H12 H 0 1 N N N 48.278 101.567 14.678 -6.617 -5.421 -0.308 H12 3ZN 49 3ZN H13 H13 H 0 1 N N N 47.864 105.458 9.627 -5.732 1.045 -1.313 H13 3ZN 50 3ZN H14 H14 H 0 1 N N N 49.527 104.808 9.426 -6.145 1.123 0.417 H14 3ZN 51 3ZN H15 H15 H 0 1 N N N 50.431 106.695 10.782 -8.110 0.609 -1.862 H15 3ZN 52 3ZN H16 H16 H 0 1 N N N 48.769 107.343 10.993 -8.523 0.688 -0.132 H16 3ZN 53 3ZN H17 H17 H 0 1 N N N 49.974 108.568 9.192 -7.700 3.025 -0.041 H17 3ZN 54 3ZN H18 H18 H 0 1 N N N 48.578 107.659 8.520 -7.287 2.946 -1.770 H18 3ZN 55 3ZN H19 H19 H 0 1 N N N 50.657 106.207 6.107 -8.880 4.744 -2.232 H19 3ZN 56 3ZN H20 H20 H 0 1 N N N 48.995 106.148 6.784 -10.568 4.525 -1.709 H20 3ZN 57 3ZN H21 H21 H 0 1 N N N 49.717 107.724 6.312 -9.293 4.823 -0.503 H21 3ZN 58 3ZN H22 H22 H 0 1 N N N 42.091 109.790 7.769 1.216 3.739 2.823 H22 3ZN 59 3ZN H24 H24 H 0 1 N N N 40.372 108.640 11.187 2.510 2.157 -0.342 H24 3ZN 60 3ZN H25 H25 H 0 1 N N N 40.089 110.134 9.467 3.237 3.835 1.228 H25 3ZN 61 3ZN H26 H26 H 0 1 N N N 40.138 108.816 8.248 3.278 2.664 2.586 H26 3ZN 62 3ZN H27 H27 H 0 1 N N N 42.954 109.392 11.847 0.254 1.235 -0.538 H27 3ZN 63 3ZN H28 H28 H 0 1 N N N 42.029 108.018 12.540 1.356 -0.157 -0.664 H28 3ZN 64 3ZN H29 H29 H 0 1 N N N 46.099 107.807 12.679 1.015 -1.935 1.144 H29 3ZN 65 3ZN H30 H30 H 0 1 N N N 46.475 110.179 12.107 -1.901 -1.868 1.960 H30 3ZN 66 3ZN H31 H31 H 0 1 N N N 45.882 109.229 10.703 -0.953 -3.365 2.120 H31 3ZN 67 3ZN H32 H32 H 0 1 N N N 44.763 110.324 11.583 -0.451 -1.897 2.992 H32 3ZN 68 3ZN H33 H33 H 0 1 N N N 39.451 106.545 7.781 6.204 -0.055 0.400 H33 3ZN 69 3ZN H34 H34 H 0 1 N N N 36.708 105.959 8.619 6.639 0.820 -2.249 H34 3ZN 70 3ZN H35 H35 H 0 1 N N N 37.328 106.013 6.935 7.353 2.015 -1.140 H35 3ZN 71 3ZN H36 H36 H 0 1 N N N 34.771 107.378 8.547 7.516 -1.440 -2.374 H36 3ZN 72 3ZN H37 H37 H 0 1 N N N 35.075 111.437 7.177 11.311 -2.198 -0.579 H37 3ZN 73 3ZN H38 H38 H 0 1 N N N 37.459 111.051 6.570 11.192 -0.032 0.586 H38 3ZN 74 3ZN H39 H39 H 0 1 N N N 33.715 109.599 8.164 9.475 -2.899 -2.063 H39 3ZN 75 3ZN H40 H40 H 0 1 N N N 38.489 108.812 6.902 9.233 1.427 0.277 H40 3ZN 76 # 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 3ZN C27 O26 SING N N 1 3ZN C35 C37 DOUB Y N 2 3ZN C35 C34 SING Y N 3 3ZN C37 C32 SING Y N 4 3ZN C34 C36 DOUB Y N 5 3ZN C32 C31 SING N N 6 3ZN C32 C33 DOUB Y N 7 3ZN C36 C33 SING Y N 8 3ZN C31 N29 SING N N 9 3ZN O26 C25 SING N N 10 3ZN N29 C28 SING N N 11 3ZN N1 C5 SING N N 12 3ZN N1 C2 SING N N 13 3ZN C25 C24 SING N N 14 3ZN C5 C4 SING N N 15 3ZN C2 C3 SING N N 16 3ZN C28 O7 SING N N 17 3ZN C28 O30 DOUB N N 18 3ZN O7 C4 SING N N 19 3ZN C23 C24 SING N N 20 3ZN C23 O22 SING N N 21 3ZN C4 C3 SING N N 22 3ZN C3 C6 SING N N 23 3ZN O22 C16 SING N N 24 3ZN C10 C9 SING N N 25 3ZN C6 N8 SING N N 26 3ZN C18 C16 DOUB Y N 27 3ZN C18 C13 SING Y N 28 3ZN O19 C12 DOUB N N 29 3ZN C16 C15 SING Y N 30 3ZN N8 C12 SING N N 31 3ZN N8 C9 SING N N 32 3ZN C12 C13 SING N N 33 3ZN C9 C11 SING N N 34 3ZN C13 C14 DOUB Y N 35 3ZN C15 O20 SING N N 36 3ZN C15 C17 DOUB Y N 37 3ZN O20 C21 SING N N 38 3ZN C14 C17 SING Y N 39 3ZN C2 H1 SING N N 40 3ZN C2 H2 SING N N 41 3ZN C3 H3 SING N N 42 3ZN C11 H4 SING N N 43 3ZN C11 H5 SING N N 44 3ZN C11 H6 SING N N 45 3ZN C14 H7 SING N N 46 3ZN C17 H8 SING N N 47 3ZN C18 H9 SING N N 48 3ZN C21 H10 SING N N 49 3ZN C21 H11 SING N N 50 3ZN C21 H12 SING N N 51 3ZN C23 H13 SING N N 52 3ZN C23 H14 SING N N 53 3ZN C24 H15 SING N N 54 3ZN C24 H16 SING N N 55 3ZN C25 H17 SING N N 56 3ZN C25 H18 SING N N 57 3ZN C27 H19 SING N N 58 3ZN C27 H20 SING N N 59 3ZN C27 H21 SING N N 60 3ZN N1 H22 SING N N 61 3ZN C4 H24 SING N N 62 3ZN C5 H25 SING N N 63 3ZN C5 H26 SING N N 64 3ZN C6 H27 SING N N 65 3ZN C6 H28 SING N N 66 3ZN C9 H29 SING N N 67 3ZN C10 H30 SING N N 68 3ZN C10 H31 SING N N 69 3ZN C10 H32 SING N N 70 3ZN N29 H33 SING N N 71 3ZN C31 H34 SING N N 72 3ZN C31 H35 SING N N 73 3ZN C33 H36 SING N N 74 3ZN C34 H37 SING N N 75 3ZN C35 H38 SING N N 76 3ZN C36 H39 SING N N 77 3ZN C37 H40 SING N N 78 # 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 3ZN SMILES ACDLabs 12.01 "O=C(OC2C(CN(C(=O)c1ccc(OC)c(OCCCOC)c1)C(C)C)CNC2)NCc3ccccc3" 3ZN InChI InChI 1.03 "InChI=1S/C28H39N3O6/c1-20(2)31(27(32)22-11-12-24(35-4)25(15-22)36-14-8-13-34-3)19-23-17-29-18-26(23)37-28(33)30-16-21-9-6-5-7-10-21/h5-7,9-12,15,20,23,26,29H,8,13-14,16-19H2,1-4H3,(H,30,33)/t23-,26+/m0/s1" 3ZN InChIKey InChI 1.03 WGHJKYWWSVIRLL-JYFHCDHNSA-N 3ZN SMILES_CANONICAL CACTVS 3.385 "COCCCOc1cc(ccc1OC)C(=O)N(C[C@@H]2CNC[C@H]2OC(=O)NCc3ccccc3)C(C)C" 3ZN SMILES CACTVS 3.385 "COCCCOc1cc(ccc1OC)C(=O)N(C[CH]2CNC[CH]2OC(=O)NCc3ccccc3)C(C)C" 3ZN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)N(C[C@@H]1CNC[C@H]1OC(=O)NCc2ccccc2)C(=O)c3ccc(c(c3)OCCCOC)OC" 3ZN SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)N(CC1CNCC1OC(=O)NCc2ccccc2)C(=O)c3ccc(c(c3)OCCCOC)OC" # 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 3ZN "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4S)-4-({[4-methoxy-3-(3-methoxypropoxy)benzoyl](propan-2-yl)amino}methyl)pyrrolidin-3-yl benzylcarbamate" 3ZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3S,4S)-4-[[[4-methoxy-3-(3-methoxypropoxy)phenyl]carbonyl-propan-2-yl-amino]methyl]pyrrolidin-3-yl] N-(phenylmethyl)carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3ZN "Create component" 2014-12-22 RCSB 3ZN "Initial release" 2015-03-25 RCSB #