data_NLX # _chem_comp.id NLX _chem_comp.name "(5A,17R)-4,5-EPOXY-3,14-DIHYDROXY-17-METHYL-6-OXO-17-(2-PROPENYL)-MORPHINANIUM" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms N-METHYLNALOXONIUM _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2002-10-24 _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 342.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NLX _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.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 NLX O1 O1 O 0 1 N N N 4.343 1.303 -1.304 4.343 1.303 -1.304 O1 NLX 1 NLX O2 O2 O 0 1 N N N 2.116 -0.728 -1.472 2.116 -0.728 -1.472 O2 NLX 2 NLX O3 O3 O 0 1 N N N 2.727 -2.886 0.003 2.727 -2.886 0.003 O3 NLX 3 NLX O4 O4 O 0 1 N N N -1.664 -1.895 0.587 -1.664 -1.895 0.587 O4 NLX 4 NLX N1 N1 N 1 1 N N S -2.373 0.819 0.259 -2.373 0.819 0.259 N1 NLX 5 NLX C1 C1 C 0 1 Y N N 1.758 2.531 1.018 1.758 2.531 1.018 C1 NLX 6 NLX C2 C2 C 0 1 Y N N 2.924 2.425 0.277 2.924 2.425 0.277 C2 NLX 7 NLX C3 C3 C 0 1 Y N N 3.178 1.378 -0.607 3.178 1.378 -0.607 C3 NLX 8 NLX C4 C4 C 0 1 Y N N 2.179 0.408 -0.745 2.179 0.408 -0.745 C4 NLX 9 NLX C5 C5 C 0 1 N N R 1.048 -1.569 -0.938 1.048 -1.569 -0.938 C5 NLX 10 NLX C6 C6 C 0 1 N N N 1.639 -2.390 0.171 1.639 -2.390 0.171 C6 NLX 11 NLX C7 C7 C 0 1 N N N 0.940 -2.623 1.476 0.940 -2.623 1.476 C7 NLX 12 NLX C8 C8 C 0 1 N N N 0.256 -1.337 1.944 0.256 -1.337 1.944 C8 NLX 13 NLX C9 C9 C 0 1 N N R -1.430 0.404 1.304 -1.430 0.404 1.304 C9 NLX 14 NLX C10 C10 C 0 1 N N N -0.509 1.556 1.671 -0.509 1.556 1.671 C10 NLX 15 NLX C11 C11 C 0 1 Y N N 0.758 1.585 0.880 0.758 1.585 0.880 C11 NLX 16 NLX C12 C12 C 0 1 Y N N 1.001 0.587 -0.035 1.001 0.587 -0.035 C12 NLX 17 NLX C13 C13 C 0 1 N N S 0.063 -0.533 -0.413 0.063 -0.533 -0.413 C13 NLX 18 NLX C14 C14 C 0 1 N N S -0.706 -0.868 0.854 -0.706 -0.868 0.854 C14 NLX 19 NLX C15 C15 C 0 1 N N N -0.898 -0.057 -1.500 -0.898 -0.057 -1.500 C15 NLX 20 NLX C16 C16 C 0 1 N N N -1.659 1.166 -0.975 -1.659 1.166 -0.975 C16 NLX 21 NLX C17 C17 C 0 1 N N N -3.306 -0.282 -0.016 -3.306 -0.282 -0.016 C17 NLX 22 NLX C18 C18 C 0 1 N N N -4.387 0.196 -0.951 -4.387 0.196 -0.951 C18 NLX 23 NLX C19 C19 C 0 1 N N N -4.613 -0.443 -2.072 -4.613 -0.443 -2.072 C19 NLX 24 NLX C20 C20 C 0 1 N N N -3.130 1.988 0.725 -3.130 1.988 0.725 C20 NLX 25 NLX HO11 HO11 H 0 0 N N N 5.043 0.814 -0.848 5.043 0.814 -0.848 HO11 NLX 26 NLX HO41 HO41 H 0 0 N N N -2.200 -2.142 1.353 -2.200 -2.142 1.353 HO41 NLX 27 NLX H11 H11 H 0 1 N N N 1.630 3.354 1.705 1.630 3.354 1.705 H11 NLX 28 NLX H21 H21 H 0 1 N N N 3.675 3.194 0.390 3.675 3.194 0.390 H21 NLX 29 NLX H51 H51 H 0 1 N N N 0.610 -2.201 -1.711 0.610 -2.201 -1.711 H51 NLX 30 NLX H71 H71 H 0 1 N N N 0.191 -3.405 1.351 0.191 -3.405 1.351 H71 NLX 31 NLX H72 H72 H 0 1 N N N 1.667 -2.938 2.224 1.667 -2.938 2.224 H72 NLX 32 NLX H81 H81 H 0 1 N N N -0.298 -1.531 2.863 -0.298 -1.531 2.863 H81 NLX 33 NLX H82 H82 H 0 1 N N N 1.008 -0.568 2.124 1.008 -0.568 2.124 H82 NLX 34 NLX H91 H91 H 0 1 N N N -2.010 0.146 2.190 -2.010 0.146 2.190 H91 NLX 35 NLX H101 H101 H 0 0 N N N -1.042 2.493 1.510 -1.042 2.493 1.510 H101 NLX 36 NLX H102 H102 H 0 0 N N N -0.258 1.478 2.729 -0.258 1.478 2.729 H102 NLX 37 NLX H151 H151 H 0 0 N N N -0.335 0.218 -2.392 -0.335 0.218 -2.392 H151 NLX 38 NLX H152 H152 H 0 0 N N N -1.604 -0.853 -1.739 -1.604 -0.853 -1.739 H152 NLX 39 NLX H161 H161 H 0 0 N N N -2.376 1.497 -1.727 -2.376 1.497 -1.727 H161 NLX 40 NLX H162 H162 H 0 0 N N N -0.954 1.971 -0.770 -0.954 1.971 -0.770 H162 NLX 41 NLX H171 H171 H 0 0 N N N -2.766 -1.110 -0.477 -2.766 -1.110 -0.477 H171 NLX 42 NLX H172 H172 H 0 0 N N N -3.757 -0.618 0.918 -3.757 -0.618 0.918 H172 NLX 43 NLX H181 H181 H 0 0 N N N -4.975 1.065 -0.697 -4.975 1.065 -0.697 H181 NLX 44 NLX H191 H191 H 0 0 N N N -4.024 -1.313 -2.326 -4.024 -1.313 -2.326 H191 NLX 45 NLX H192 H192 H 0 0 N N N -5.387 -0.101 -2.743 -5.387 -0.101 -2.743 H192 NLX 46 NLX H201 H201 H 0 0 N N N -2.458 2.840 0.823 -2.458 2.840 0.823 H201 NLX 47 NLX H202 H202 H 0 0 N N N -3.914 2.224 0.006 -3.914 2.224 0.006 H202 NLX 48 NLX H203 H203 H 0 0 N N N -3.580 1.767 1.694 -3.580 1.767 1.694 H203 NLX 49 # # 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 NLX O1 C3 SING N N 1 NLX O1 HO11 SING N N 2 NLX O2 C4 SING N N 3 NLX O2 C5 SING N N 4 NLX O3 C6 DOUB N N 5 NLX O4 C14 SING N N 6 NLX O4 HO41 SING N N 7 NLX N1 C9 SING N N 8 NLX N1 C16 SING N N 9 NLX N1 C17 SING N N 10 NLX N1 C20 SING N N 11 NLX C1 C2 DOUB Y N 12 NLX C1 C11 SING Y N 13 NLX C1 H11 SING N N 14 NLX C2 C3 SING Y N 15 NLX C2 H21 SING N N 16 NLX C3 C4 DOUB Y N 17 NLX C4 C12 SING Y N 18 NLX C5 C6 SING N N 19 NLX C5 C13 SING N N 20 NLX C5 H51 SING N N 21 NLX C6 C7 SING N N 22 NLX C7 C8 SING N N 23 NLX C7 H71 SING N N 24 NLX C7 H72 SING N N 25 NLX C8 C14 SING N N 26 NLX C8 H81 SING N N 27 NLX C8 H82 SING N N 28 NLX C9 C10 SING N N 29 NLX C9 C14 SING N N 30 NLX C9 H91 SING N N 31 NLX C10 C11 SING N N 32 NLX C10 H101 SING N N 33 NLX C10 H102 SING N N 34 NLX C11 C12 DOUB Y N 35 NLX C12 C13 SING N N 36 NLX C13 C14 SING N N 37 NLX C13 C15 SING N N 38 NLX C15 C16 SING N N 39 NLX C15 H151 SING N N 40 NLX C15 H152 SING N N 41 NLX C16 H161 SING N N 42 NLX C16 H162 SING N N 43 NLX C17 C18 SING N N 44 NLX C17 H171 SING N N 45 NLX C17 H172 SING N N 46 NLX C18 C19 DOUB N N 47 NLX C18 H181 SING N N 48 NLX C19 H191 SING N N 49 NLX C19 H192 SING N N 50 NLX C20 H201 SING N N 51 NLX C20 H202 SING N N 52 NLX C20 H203 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 NLX SMILES ACDLabs 12.01 "O=C5C3Oc1c2c(ccc1O)CC4C(O)(C23CC[N+]4(C)C/C=C)CC5" NLX InChI InChI 1.03 "InChI=1S/C20H23NO4/c1-3-9-21(2)10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h3-5,15,18,24H,1,6-11H2,2H3/p+1/t15-,18+,19+,20-,21-/m1/s1" NLX InChIKey InChI 1.03 PCSQOABIHJXZMR-YNUHATHGSA-O NLX SMILES_CANONICAL CACTVS 3.385 "C[N@+]1(CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@]2(O)CCC4=O)c35)CC=C" NLX SMILES CACTVS 3.385 "C[N+]1(CC[C]23[CH]4Oc5c(O)ccc(C[CH]1[C]2(O)CCC4=O)c35)CC=C" NLX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[N@@+]1(CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@H]1C5)O)O)CC=C" NLX SMILES "OpenEye OEToolkits" 1.7.6 "C[N+]1(CCC23c4c5ccc(c4OC2C(=O)CCC3(C1C5)O)O)CC=C" # # 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 NLX "SYSTEMATIC NAME" ACDLabs 12.01 "(5alpha,17S)-3,14-dihydroxy-17-methyl-6-oxo-17-(prop-2-en-1-yl)-4,5-epoxymorphinan-17-ium" NLX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R,4R,4aS,7aR,12bS)-3-methyl-4a,9-bis(oxidanyl)-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-3-ium-7-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NLX "Create component" 2002-10-24 RCSB NLX "Modify descriptor" 2011-06-04 RCSB NLX "Modify descriptor" 2012-01-05 RCSB NLX "Modify coordinates" 2012-01-05 RCSB NLX "Other modification" 2015-02-25 RCSB NLX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NLX _pdbx_chem_comp_synonyms.name N-METHYLNALOXONIUM _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##