data_SMZ # _chem_comp.id SMZ _chem_comp.name "N~5~-[(E)-imino(methylsulfanyl)methyl]-L-ornithine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C7 H15 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms S-methyl-L-thiocitrulline _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-01-15 _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 205.278 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SMZ _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 3BPB _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 SMZ C8 C8 C 0 1 N N N 17.004 45.629 -13.658 5.715 0.502 -0.249 C8 SMZ 1 SMZ S1 S1 S 0 1 N N N 17.037 47.240 -14.538 4.472 -0.663 0.361 S1 SMZ 2 SMZ C2 C2 C 0 1 N N S 21.898 48.838 -11.123 -3.169 -0.502 0.337 C2 SMZ 3 SMZ O2 O2 O 0 1 N N N 23.680 50.372 -11.069 -4.803 1.250 0.937 O2 SMZ 4 SMZ C4 C4 C 0 1 N N N 20.675 49.003 -13.357 -0.672 -0.437 0.284 C4 SMZ 5 SMZ C5 C5 C 0 1 N N N 19.960 47.654 -13.502 0.548 0.380 -0.147 C5 SMZ 6 SMZ O1 O1 O 0 1 N N N 23.694 48.844 -12.700 -5.088 0.067 -0.908 O1 SMZ 7 SMZ C1 C1 C 0 1 N N N 23.194 49.393 -11.684 -4.423 0.292 0.076 C1 SMZ 8 SMZ N2 N2 N 0 1 N N N 21.852 49.223 -9.701 -3.215 -1.755 -0.429 N2 SMZ 9 SMZ C3 C3 C 0 1 N N N 20.733 49.476 -11.894 -1.950 0.315 -0.094 C3 SMZ 10 SMZ N6 N6 N 0 1 N N N 19.735 47.416 -14.928 1.771 -0.341 0.216 N6 SMZ 11 SMZ C7 C7 C 0 1 N N N 18.541 47.246 -15.461 3.001 0.203 -0.074 C7 SMZ 12 SMZ N8 N8 N 0 1 N N N 18.491 47.045 -16.758 3.078 1.360 -0.672 N8 SMZ 13 SMZ H8 H8 H 0 1 N N N 16.997 44.810 -14.392 5.585 0.642 -1.322 H8 SMZ 14 SMZ H8A H8A H 0 1 N N N 17.895 45.542 -13.019 5.597 1.458 0.259 H8A SMZ 15 SMZ H8B H8B H 0 1 N N N 16.099 45.570 -13.035 6.711 0.106 -0.053 H8B SMZ 16 SMZ H2 H2 H 0 1 N N N 21.830 47.744 -11.221 -3.097 -0.729 1.401 H2 SMZ 17 SMZ HO2 HO2 H 0 1 N N N 24.489 50.640 -11.488 -5.614 1.732 0.727 HO2 SMZ 18 SMZ H4 H4 H 0 1 N N N 21.704 48.896 -13.732 -0.658 -1.404 -0.218 H4 SMZ 19 SMZ H4A H4A H 0 1 N N N 20.109 49.750 -13.933 -0.646 -0.588 1.363 H4A SMZ 20 SMZ H5 H5 H 0 1 N N N 20.582 46.851 -13.080 0.521 0.530 -1.226 H5 SMZ 21 SMZ H5A H5A H 0 1 N N N 19.003 47.668 -12.961 0.533 1.347 0.356 H5A SMZ 22 SMZ HN2 HN2 H 0 1 N N N 21.842 48.400 -9.133 -3.975 -2.341 -0.117 HN2 SMZ 23 SMZ HN2A HN2A H 0 0 N N N 22.658 49.772 -9.478 -3.282 -1.571 -1.419 HN2A SMZ 24 SMZ H3 H3 H 0 1 N N N 19.791 49.198 -11.398 -1.976 0.466 -1.173 H3 SMZ 25 SMZ H3A H3A H 0 1 N N N 20.884 50.566 -11.896 -1.964 1.282 0.408 H3A SMZ 26 SMZ HN6 HN6 H 0 1 N N N 20.531 47.380 -15.532 1.713 -1.201 0.660 HN6 SMZ 27 SMZ HN8 HN8 H 0 1 N N N 17.526 46.927 -16.993 3.945 1.743 -0.877 HN8 SMZ 28 # # 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 SMZ S1 C8 SING N N 1 SMZ C8 H8 SING N N 2 SMZ C8 H8A SING N N 3 SMZ C8 H8B SING N N 4 SMZ C7 S1 SING N N 5 SMZ C3 C2 SING N N 6 SMZ C1 C2 SING N N 7 SMZ C2 N2 SING N N 8 SMZ C2 H2 SING N N 9 SMZ C1 O2 SING N N 10 SMZ O2 HO2 SING N N 11 SMZ C5 C4 SING N N 12 SMZ C4 C3 SING N N 13 SMZ C4 H4 SING N N 14 SMZ C4 H4A SING N N 15 SMZ N6 C5 SING N N 16 SMZ C5 H5 SING N N 17 SMZ C5 H5A SING N N 18 SMZ O1 C1 DOUB N N 19 SMZ N2 HN2 SING N N 20 SMZ N2 HN2A SING N N 21 SMZ C3 H3 SING N N 22 SMZ C3 H3A SING N N 23 SMZ C7 N6 SING N N 24 SMZ N6 HN6 SING N N 25 SMZ N8 C7 DOUB N N 26 SMZ N8 HN8 SING N N 27 # # 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 SMZ SMILES ACDLabs 10.04 "O=C(O)C(N)CCCNC(=[N@H])SC" SMZ SMILES_CANONICAL CACTVS 3.341 "CSC(=N)NCCC[C@H](N)C(O)=O" SMZ SMILES CACTVS 3.341 "CSC(=N)NCCC[CH](N)C(O)=O" SMZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/NCCC[C@@H](C(=O)O)N)\SC" SMZ SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(NCCCC(C(=O)O)N)SC" SMZ InChI InChI 1.03 "InChI=1S/C7H15N3O2S/c1-13-7(9)10-4-2-3-5(8)6(11)12/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12)/t5-/m0/s1" SMZ InChIKey InChI 1.03 NGVMVBQRKZPFLB-YFKPBYRVSA-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 SMZ "SYSTEMATIC NAME" ACDLabs 10.04 "N~5~-[(Z)-imino(methylsulfanyl)methyl]-L-ornithine" SMZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-5-[(methylsulfanylcarbonimidoyl)amino]pentanoic 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 SMZ "Create component" 2008-01-15 RCSB SMZ "Modify descriptor" 2011-06-04 RCSB SMZ "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SMZ _pdbx_chem_comp_synonyms.name S-methyl-L-thiocitrulline _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##