data_4RZ # _chem_comp.id 4RZ _chem_comp.name "N-[(4aS,6S,8aR)-2-amino-4a,5,6,7,8,8a-hexahydro-4H-3,1-benzothiazin-6-yl]-3-chlorobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 Cl N3 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-15 _chem_comp.pdbx_modified_date 2015-06-05 _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 323.841 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4RZ _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 4ZSP _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 4RZ O1 O1 O 0 1 N N N 26.549 57.262 83.242 -1.617 -1.888 0.266 O1 4RZ 1 4RZ C7 C1 C 0 1 N N S 24.376 56.874 85.106 0.897 -0.915 0.352 C7 4RZ 2 4RZ C6 C2 C 0 1 N N N 23.718 55.496 84.952 1.327 -1.386 -1.039 C6 4RZ 3 4RZ C1 C3 C 0 1 N N N 22.300 55.726 88.572 4.467 0.835 -0.853 C1 4RZ 4 4RZ N1 N1 N 0 1 N N N 22.018 55.331 87.341 4.114 -0.356 -1.159 N1 4RZ 5 4RZ C5 C4 C 0 1 N N N 22.201 55.584 84.908 2.583 -2.251 -0.918 C5 4RZ 6 4RZ C4 C5 C 0 1 N N R 21.670 56.196 86.205 3.708 -1.431 -0.283 C4 4RZ 7 4RZ C3 C6 C 0 1 N N S 22.278 57.580 86.321 3.281 -0.948 1.097 C3 4RZ 8 4RZ C2 C7 C 0 1 N N N 21.704 58.256 87.551 4.409 -0.107 1.709 C2 4RZ 9 4RZ N2 N2 N 0 1 N N N 22.649 54.858 89.496 4.842 1.681 -1.870 N2 4RZ 10 4RZ S1 S1 S 0 1 N N N 22.261 57.393 89.049 4.502 1.455 0.793 S1 4RZ 11 4RZ N3 N3 N 0 1 N N N 25.791 56.697 85.341 -0.310 -0.093 0.237 N3 4RZ 12 4RZ C8 C8 C 0 1 N N N 26.759 56.949 84.404 -1.524 -0.678 0.203 C8 4RZ 13 4RZ C9 C9 C 0 1 Y N N 28.146 56.852 84.919 -2.742 0.152 0.087 C9 4RZ 14 4RZ C10 C10 C 0 1 Y N N 28.440 56.001 85.965 -4.000 -0.451 0.051 C10 4RZ 15 4RZ C11 C11 C 0 1 Y N N 29.728 55.934 86.434 -5.133 0.330 -0.056 C11 4RZ 16 4RZ CL1 CL1 CL 0 0 N N N 30.098 54.867 87.745 -6.700 -0.417 -0.101 CL1 4RZ 17 4RZ C12 C12 C 0 1 Y N N 30.729 56.714 85.877 -5.023 1.709 -0.127 C12 4RZ 18 4RZ C13 C13 C 0 1 Y N N 30.433 57.564 84.833 -3.778 2.312 -0.092 C13 4RZ 19 4RZ C14 C14 C 0 1 Y N N 29.137 57.632 84.348 -2.639 1.542 0.020 C14 4RZ 20 4RZ C15 C15 C 0 1 N N N 23.805 57.646 86.277 2.020 -0.088 0.979 C15 4RZ 21 4RZ H1 H1 H 0 1 N N N 24.216 57.450 84.182 0.688 -1.781 0.980 H1 4RZ 22 4RZ H2 H2 H 0 1 N N N 24.011 54.866 85.805 0.525 -1.971 -1.489 H2 4RZ 23 4RZ H3 H3 H 0 1 N N N 24.073 55.037 84.018 1.541 -0.520 -1.666 H3 4RZ 24 4RZ H4 H4 H 0 1 N N N 21.898 56.214 84.058 2.369 -3.118 -0.294 H4 4RZ 25 4RZ H5 H5 H 0 1 N N N 21.782 54.575 84.784 2.892 -2.584 -1.909 H5 4RZ 26 4RZ H6 H6 H 0 1 N N N 20.576 56.290 86.132 4.569 -2.087 -0.156 H6 4RZ 27 4RZ H7 H7 H 0 1 N N N 21.918 58.153 85.454 3.079 -1.806 1.737 H7 4RZ 28 4RZ H8 H8 H 0 1 N N N 22.044 59.301 87.585 4.192 0.094 2.758 H8 4RZ 29 4RZ H9 H9 H 0 1 N N N 20.605 58.230 87.502 5.355 -0.641 1.623 H9 4RZ 30 4RZ H10 H10 H 0 1 N N N 22.704 53.885 89.273 5.115 2.590 -1.670 H10 4RZ 31 4RZ H11 H11 H 0 1 N N N 22.859 55.171 90.422 4.834 1.369 -2.789 H11 4RZ 32 4RZ H12 H12 H 0 1 N N N 26.081 56.371 86.241 -0.236 0.873 0.187 H12 4RZ 33 4RZ H13 H13 H 0 1 N N N 27.665 55.394 86.410 -4.087 -1.526 0.107 H13 4RZ 34 4RZ H14 H14 H 0 1 N N N 31.737 56.656 86.260 -5.912 2.316 -0.211 H14 4RZ 35 4RZ H15 H15 H 0 1 N N N 31.208 58.175 84.395 -3.699 3.387 -0.147 H15 4RZ 36 4RZ H16 H16 H 0 1 N N N 28.900 58.292 83.526 -1.668 2.015 0.048 H16 4RZ 37 4RZ H17 H17 H 0 1 N N N 24.205 57.222 87.210 2.229 0.778 0.350 H17 4RZ 38 4RZ H18 H18 H 0 1 N N N 24.112 58.699 86.191 1.715 0.247 1.970 H18 4RZ 39 # 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 4RZ O1 C8 DOUB N N 1 4RZ C14 C13 DOUB Y N 2 4RZ C14 C9 SING Y N 3 4RZ C8 C9 SING N N 4 4RZ C8 N3 SING N N 5 4RZ C13 C12 SING Y N 6 4RZ C5 C6 SING N N 7 4RZ C5 C4 SING N N 8 4RZ C9 C10 DOUB Y N 9 4RZ C6 C7 SING N N 10 4RZ C7 N3 SING N N 11 4RZ C7 C15 SING N N 12 4RZ C12 C11 DOUB Y N 13 4RZ C10 C11 SING Y N 14 4RZ C4 C3 SING N N 15 4RZ C4 N1 SING N N 16 4RZ C15 C3 SING N N 17 4RZ C3 C2 SING N N 18 4RZ C11 CL1 SING N N 19 4RZ N1 C1 DOUB N N 20 4RZ C2 S1 SING N N 21 4RZ C1 S1 SING N N 22 4RZ C1 N2 SING N N 23 4RZ C7 H1 SING N N 24 4RZ C6 H2 SING N N 25 4RZ C6 H3 SING N N 26 4RZ C5 H4 SING N N 27 4RZ C5 H5 SING N N 28 4RZ C4 H6 SING N N 29 4RZ C3 H7 SING N N 30 4RZ C2 H8 SING N N 31 4RZ C2 H9 SING N N 32 4RZ N2 H10 SING N N 33 4RZ N2 H11 SING N N 34 4RZ N3 H12 SING N N 35 4RZ C10 H13 SING N N 36 4RZ C12 H14 SING N N 37 4RZ C13 H15 SING N N 38 4RZ C14 H16 SING N N 39 4RZ C15 H17 SING N N 40 4RZ C15 H18 SING N N 41 # 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 4RZ SMILES ACDLabs 12.01 "O=C(NC2CC1C(N=C(SC1)N)CC2)c3cc(Cl)ccc3" 4RZ InChI InChI 1.03 "InChI=1S/C15H18ClN3OS/c16-11-3-1-2-9(6-11)14(20)18-12-4-5-13-10(7-12)8-21-15(17)19-13/h1-3,6,10,12-13H,4-5,7-8H2,(H2,17,19)(H,18,20)/t10-,12+,13-/m1/s1" 4RZ InChIKey InChI 1.03 TUSBLKXHGGIFCU-KGYLQXTDSA-N 4RZ SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@@H]2CC[C@@H](C[C@@H]2CS1)NC(=O)c3cccc(Cl)c3" 4RZ SMILES CACTVS 3.385 "NC1=N[CH]2CC[CH](C[CH]2CS1)NC(=O)c3cccc(Cl)c3" 4RZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)C(=O)N[C@H]2CC[C@@H]3[C@H](C2)CSC(=N3)N" 4RZ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)C(=O)NC2CCC3C(C2)CSC(=N3)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 4RZ "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4aS,6S,8aR)-2-amino-4a,5,6,7,8,8a-hexahydro-4H-3,1-benzothiazin-6-yl]-3-chlorobenzamide" 4RZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(4aS,6S,8aR)-2-azanyl-4a,5,6,7,8,8a-hexahydro-4H-3,1-benzothiazin-6-yl]-3-chloranyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4RZ "Create component" 2015-05-15 RCSB 4RZ "Initial release" 2015-06-10 RCSB #