data_M18 # _chem_comp.id M18 _chem_comp.name "{(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 Cl N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(3-Chloro-Phenyl)-acetic acid (S)-1-(2-tert-butoxycarbonylamino-acetyl)-pyrrolidin-2-ylmethyl ester" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 410.892 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M18 _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 3EGK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 M18 C1 C1 C 0 1 N N N 13.934 -10.417 20.629 -3.106 -0.025 1.127 C1 M18 1 M18 C2 C2 C 0 1 N N N 14.919 -11.526 20.801 -2.470 -0.649 -0.088 C2 M18 2 M18 O1 O1 O 0 1 N N N 15.084 -12.319 22.104 -2.815 -0.306 -1.194 O1 M18 3 M18 O2 O2 O 0 1 N N N 15.686 -11.785 19.664 -1.520 -1.586 0.058 O2 M18 4 M18 C3 C3 C 0 1 N N N 16.492 -12.976 19.751 -0.951 -2.143 -1.156 C3 M18 5 M18 C4 C4 C 0 1 N N S 17.727 -12.707 20.653 0.107 -3.187 -0.792 C4 M18 6 M18 C5 C5 C 0 1 N N N 18.718 -11.707 20.008 -0.498 -4.233 0.169 C5 M18 7 M18 C6 C6 C 0 1 N N N 20.129 -12.211 20.377 0.668 -4.515 1.153 C6 M18 8 M18 C7 C7 C 0 1 N N N 19.970 -13.745 20.334 1.325 -3.117 1.266 C7 M18 9 M18 N1 N1 N 0 1 N N N 18.581 -13.893 20.755 1.224 -2.542 -0.087 N1 M18 10 M18 C8 C8 C 0 1 N N N 18.218 -15.019 21.440 2.024 -1.583 -0.595 C8 M18 11 M18 C9 C9 C 0 1 N N N 19.174 -16.194 21.606 3.136 -1.008 0.243 C9 M18 12 M18 N2 N2 N 0 1 N N N 19.979 -16.054 22.817 3.855 0.008 -0.529 N2 M18 13 M18 C10 C10 C 0 1 N N N 19.376 -16.183 24.018 4.897 0.662 0.022 C10 M18 14 M18 O3 O3 O 0 1 N N N 19.733 -15.294 24.940 5.557 1.596 -0.689 O3 M18 15 M18 C11 C11 C 0 1 N N N 20.241 -14.069 24.797 6.669 2.260 -0.032 C11 M18 16 M18 C12 C12 C 0 1 N N N 19.923 -13.364 26.121 7.722 1.222 0.362 C12 M18 17 M18 C13 C13 C 0 1 N N N 21.747 -14.270 24.678 7.291 3.280 -0.987 C13 M18 18 M18 C14 C14 C 0 1 N N N 19.788 -13.195 23.688 6.166 2.977 1.223 C14 M18 19 M18 O4 O4 O 0 1 N N N 18.554 -17.072 24.237 5.240 0.409 1.159 O4 M18 20 M18 O5 O5 O 0 1 N N N 17.336 -14.983 22.293 1.849 -1.184 -1.727 O5 M18 21 M18 C15 C15 C 0 1 Y N N 12.897 -10.295 21.752 -4.133 0.989 0.692 C15 M18 22 M18 C16 C16 C 0 1 Y N N 12.951 -9.185 22.603 -5.444 0.601 0.491 C16 M18 23 M18 C17 C17 C 0 1 Y N N 12.035 -9.040 23.652 -6.387 1.532 0.092 C17 M18 24 M18 CL1 CL1 CL 0 0 N N N 12.126 -7.628 24.694 -8.034 1.046 -0.161 CL1 M18 25 M18 C18 C18 C 0 1 Y N N 11.017 -9.982 23.815 -6.016 2.850 -0.105 C18 M18 26 M18 C19 C19 C 0 1 Y N N 10.972 -11.102 22.980 -4.704 3.237 0.097 C19 M18 27 M18 C20 C20 C 0 1 Y N N 11.922 -11.278 21.962 -3.764 2.307 0.501 C20 M18 28 M18 H1 H1 H 0 1 N N N 14.497 -9.473 20.589 -3.589 -0.800 1.722 H1 M18 29 M18 H1A H1A H 0 1 N N N 13.373 -10.638 19.709 -2.340 0.468 1.726 H1A M18 30 M18 H3 H3 H 0 1 N N N 15.894 -13.791 20.184 -1.739 -2.614 -1.743 H3 M18 31 M18 H3A H3A H 0 1 N N N 16.831 -13.261 18.744 -0.490 -1.347 -1.740 H3A M18 32 M18 H4 H4 H 0 1 N N N 17.290 -12.362 21.602 0.469 -3.678 -1.695 H4 M18 33 M18 H5 H5 H 0 1 N N N 18.588 -11.681 18.916 -1.357 -3.821 0.697 H5 M18 34 M18 H5A H5A H 0 1 N N N 18.549 -10.683 20.372 -0.774 -5.139 -0.372 H5A M18 35 M18 H6 H6 H 0 1 N N N 20.887 -11.860 19.661 0.291 -4.850 2.119 H6 M18 36 M18 H6A H6A H 0 1 N N N 20.478 -11.841 21.352 1.365 -5.241 0.735 H6A M18 37 M18 H7 H7 H 0 1 N N N 20.150 -14.157 19.330 0.782 -2.500 1.982 H7 M18 38 M18 H7A H7A H 0 1 N N N 20.691 -14.290 20.961 2.370 -3.211 1.562 H7A M18 39 M18 H9 H9 H 0 1 N N N 18.588 -17.123 21.673 2.717 -0.553 1.141 H9 M18 40 M18 H9A H9A H 0 1 N N N 19.850 -16.219 20.739 3.826 -1.803 0.527 H9A M18 41 M18 HN2 HN2 H 0 1 N N N 20.959 -15.866 22.757 3.581 0.211 -1.438 HN2 M18 42 M18 H12 H12 H 0 1 N N N 19.847 -14.110 26.925 8.080 0.711 -0.532 H12 M18 43 M18 H12A H12A H 0 0 N N N 20.726 -12.650 26.358 8.557 1.720 0.855 H12A M18 44 M18 H12B H12B H 0 0 N N N 18.968 -12.826 26.029 7.279 0.495 1.043 H12B M18 45 M18 H13 H13 H 0 1 N N N 22.028 -14.318 23.616 6.541 4.019 -1.268 H13 M18 46 M18 H13A H13A H 0 0 N N N 22.268 -13.428 25.157 8.125 3.778 -0.494 H13A M18 47 M18 H13B H13B H 0 0 N N N 22.032 -15.209 25.176 7.649 2.769 -1.881 H13B M18 48 M18 H14 H14 H 0 1 N N N 19.676 -12.164 24.055 5.723 2.250 1.904 H14 M18 49 M18 H14A H14A H 0 0 N N N 20.531 -13.216 22.877 7.000 3.475 1.716 H14A M18 50 M18 H14B H14B H 0 0 N N N 18.821 -13.556 23.309 5.416 3.716 0.942 H14B M18 51 M18 H16 H16 H 0 1 N N N 13.709 -8.431 22.449 -5.732 -0.428 0.644 H16 M18 52 M18 H18 H18 H 0 1 N N N 10.269 -9.846 24.582 -6.752 3.577 -0.417 H18 M18 53 M18 H19 H19 H 0 1 N N N 10.197 -11.841 23.120 -4.415 4.266 -0.057 H19 M18 54 M18 H20 H20 H 0 1 N N N 11.901 -12.165 21.345 -2.740 2.611 0.663 H20 M18 55 # # 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 M18 C1 C2 SING N N 1 M18 C1 C15 SING N N 2 M18 C2 O1 DOUB N N 3 M18 C2 O2 SING N N 4 M18 O2 C3 SING N N 5 M18 C3 C4 SING N N 6 M18 C4 C5 SING N N 7 M18 C4 N1 SING N N 8 M18 C5 C6 SING N N 9 M18 C6 C7 SING N N 10 M18 C7 N1 SING N N 11 M18 N1 C8 SING N N 12 M18 C8 C9 SING N N 13 M18 C8 O5 DOUB N N 14 M18 C9 N2 SING N N 15 M18 N2 C10 SING N N 16 M18 C10 O3 SING N N 17 M18 C10 O4 DOUB N N 18 M18 O3 C11 SING N N 19 M18 C11 C12 SING N N 20 M18 C11 C13 SING N N 21 M18 C11 C14 SING N N 22 M18 C15 C16 DOUB Y N 23 M18 C15 C20 SING Y N 24 M18 C16 C17 SING Y N 25 M18 C17 CL1 SING N N 26 M18 C17 C18 DOUB Y N 27 M18 C18 C19 SING Y N 28 M18 C19 C20 DOUB Y N 29 M18 C1 H1 SING N N 30 M18 C1 H1A SING N N 31 M18 C3 H3 SING N N 32 M18 C3 H3A SING N N 33 M18 C4 H4 SING N N 34 M18 C5 H5 SING N N 35 M18 C5 H5A SING N N 36 M18 C6 H6 SING N N 37 M18 C6 H6A SING N N 38 M18 C7 H7 SING N N 39 M18 C7 H7A SING N N 40 M18 C9 H9 SING N N 41 M18 C9 H9A SING N N 42 M18 N2 HN2 SING N N 43 M18 C12 H12 SING N N 44 M18 C12 H12A SING N N 45 M18 C12 H12B SING N N 46 M18 C13 H13 SING N N 47 M18 C13 H13A SING N N 48 M18 C13 H13B SING N N 49 M18 C14 H14 SING N N 50 M18 C14 H14A SING N N 51 M18 C14 H14B SING N N 52 M18 C16 H16 SING N N 53 M18 C18 H18 SING N N 54 M18 C19 H19 SING N N 55 M18 C20 H20 SING N N 56 # # 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 M18 SMILES ACDLabs 10.04 "O=C(N1CCCC1COC(=O)Cc2cccc(Cl)c2)CNC(=O)OC(C)(C)C" M18 SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)OC(=O)NCC(=O)N1CCC[C@H]1COC(=O)Cc2cccc(Cl)c2" M18 SMILES CACTVS 3.341 "CC(C)(C)OC(=O)NCC(=O)N1CCC[CH]1COC(=O)Cc2cccc(Cl)c2" M18 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)OC(=O)NCC(=O)N1CCC[C@H]1COC(=O)Cc2cccc(c2)Cl" M18 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)OC(=O)NCC(=O)N1CCCC1COC(=O)Cc2cccc(c2)Cl" M18 InChI InChI 1.03 "InChI=1S/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/t16-/m0/s1" M18 InChIKey InChI 1.03 ONXGIEJBNQLITK-INIZCTEOSA-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 M18 "SYSTEMATIC NAME" ACDLabs 10.04 "{(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate" M18 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethanoyl]pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)ethanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M18 "Create component" 2008-09-11 PDBJ M18 "Modify aromatic_flag" 2011-06-04 RCSB M18 "Modify descriptor" 2011-06-04 RCSB M18 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M18 _pdbx_chem_comp_synonyms.name "(3-Chloro-Phenyl)-acetic acid (S)-1-(2-tert-butoxycarbonylamino-acetyl)-pyrrolidin-2-ylmethyl ester" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##