data_R4N # _chem_comp.id R4N _chem_comp.name "4-[(3-chlorophenyl)methyl]-N-[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methyl]-3-oxidanylidene-1,4-benzothiazine-6-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 Cl N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-08 _chem_comp.pdbx_modified_date 2015-05-08 _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 480.963 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R4N _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 5ALG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 R4N C1 C1 C 0 1 Y N N -9.920 -10.865 20.028 -8.832 -0.993 0.794 C1 R4N 1 R4N C2 C2 C 0 1 Y N N -10.590 -9.764 19.524 -7.921 -2.027 0.692 C2 R4N 2 R4N C3 C3 C 0 1 Y N N -20.776 -10.168 13.012 6.409 1.888 0.447 C3 R4N 3 R4N C4 C4 C 0 1 Y N N -14.192 -11.045 14.649 -0.193 -1.300 0.745 C4 R4N 4 R4N C5 C5 C 0 1 Y N N -19.458 -9.789 12.909 5.930 0.914 -0.409 C5 R4N 5 R4N C6 C6 C 0 1 Y N N -10.615 -12.004 20.390 -8.442 0.304 0.519 C6 R4N 6 R4N C7 C7 C 0 1 Y N N -11.963 -9.779 19.374 -6.617 -1.768 0.315 C7 R4N 7 R4N C8 C8 C 0 1 Y N N -13.887 -10.869 13.315 0.768 -2.120 1.294 C8 R4N 8 R4N C9 C9 C 0 1 Y N N -21.745 -9.194 13.085 5.545 2.824 0.982 C9 R4N 9 R4N C10 C10 C 0 1 Y N N -16.294 -9.955 14.282 1.413 -0.529 -0.895 C10 R4N 10 R4N C11 C11 C 0 1 Y N N -20.069 -7.478 12.938 3.721 1.812 -0.197 C11 R4N 11 R4N C12 C12 C 0 1 Y N N -15.406 -10.592 15.127 0.125 -0.499 -0.356 C12 R4N 12 R4N C13 C13 C 0 1 Y N N -19.101 -8.454 12.869 4.586 0.876 -0.731 C13 R4N 13 R4N C14 C14 C 0 1 Y N N -15.974 -9.770 12.944 2.380 -1.352 -0.342 C14 R4N 14 R4N C15 C15 C 0 1 Y N N -11.988 -12.025 20.239 -7.135 0.572 0.141 C15 R4N 15 R4N C16 C16 C 0 1 Y N N -12.656 -10.918 19.732 -6.219 -0.468 0.037 C16 R4N 16 R4N C17 C17 C 0 1 Y N N -14.761 -10.225 12.457 2.048 -2.152 0.757 C17 R4N 17 R4N C18 C18 C 0 1 Y N N -21.390 -7.863 13.047 4.200 2.787 0.660 C18 R4N 18 R4N C19 C19 C 0 1 N N N -16.988 -9.298 10.701 4.551 -2.345 -0.771 C19 R4N 19 R4N C20 C20 C 0 1 N N N -15.755 -10.752 16.547 -0.902 0.379 -0.948 C20 R4N 20 R4N C21 C21 C 0 1 N N N -15.953 -10.138 10.017 4.295 -3.606 0.006 C21 R4N 21 R4N C22 C22 C 0 1 N N N -13.602 -13.364 19.515 -5.549 2.036 -0.857 C22 R4N 22 R4N C23 C23 C 0 1 N N S -14.599 -12.224 19.542 -4.476 1.124 -0.244 C23 R4N 23 R4N C24 C24 C 0 1 N N N -17.671 -8.060 12.741 4.065 -0.186 -1.664 C24 R4N 24 R4N C25 C25 C 0 1 N N N -15.610 -12.323 18.433 -3.165 1.280 -1.016 C25 R4N 25 R4N N26 N26 N 0 1 N N N -16.868 -9.080 12.085 3.661 -1.362 -0.890 N26 R4N 26 R4N N27 N27 N 0 1 N N N -15.131 -11.798 17.184 -2.145 0.408 -0.428 N27 R4N 27 R4N O28 O28 O 0 1 N N N -17.897 -8.879 10.001 5.625 -2.216 -1.321 O28 R4N 28 R4N O29 O29 O 0 1 N N N -16.494 -9.931 17.063 -0.627 1.077 -1.905 O29 R4N 29 R4N O30 O30 O 0 1 N N N -12.694 -13.165 20.594 -6.764 1.855 -0.120 O30 R4N 30 R4N O31 O31 O 0 1 N N N -14.033 -10.906 19.562 -4.933 -0.229 -0.338 O31 R4N 31 R4N S32 S32 S 0 1 N N N -14.312 -9.978 10.755 3.275 -3.209 1.457 S32 R4N 32 R4N CL33 CL33 CL 0 0 N N N -22.648 -6.697 13.130 3.113 3.962 1.332 CL33 R4N 33 R4N H1 H1 H 0 1 N N N -8.846 -10.834 20.139 -9.852 -1.199 1.083 H1 R4N 34 R4N H2 H2 H 0 1 N N N -10.033 -8.882 19.245 -8.228 -3.040 0.908 H2 R4N 35 R4N H6 H6 H 0 1 N N N -10.093 -12.863 20.784 -9.156 1.111 0.599 H6 R4N 36 R4N H7 H7 H 0 1 N N N -12.484 -8.917 18.984 -5.906 -2.578 0.238 H7 R4N 37 R4N H3 H3 H 0 1 N N N -21.046 -11.213 13.035 7.459 1.914 0.701 H3 R4N 38 R4N H5 H5 H 0 1 N N N -18.690 -10.546 12.859 6.606 0.182 -0.827 H5 R4N 39 R4N H9 H9 H 0 1 N N N -22.785 -9.473 13.172 5.919 3.585 1.651 H9 R4N 40 R4N H4 H4 H 0 1 N N N -13.490 -11.531 15.311 -1.190 -1.280 1.160 H4 R4N 41 R4N H8 H8 H 0 1 N N N -12.948 -11.241 12.933 0.525 -2.740 2.145 H8 R4N 42 R4N H10 H10 H 0 1 N N N -17.240 -9.600 14.663 1.655 0.092 -1.745 H10 R4N 43 R4N H11 H11 H 0 1 N N N -19.800 -6.432 12.907 2.671 1.783 -0.449 H11 R4N 44 R4N H241 H241 H 0 0 N N N -17.612 -7.132 12.153 3.205 0.201 -2.211 H241 R4N 45 R4N H242 H242 H 0 0 N N N -17.263 -7.883 13.747 4.847 -0.467 -2.369 H242 R4N 46 R4N H211 H211 H 0 0 N N N -16.262 -11.192 10.076 3.769 -4.323 -0.624 H211 R4N 47 R4N H212 H212 H 0 0 N N N -15.894 -9.831 8.962 5.244 -4.032 0.333 H212 R4N 48 R4N H27 H27 H 0 1 N N N -14.319 -12.206 16.766 -2.365 -0.148 0.336 H27 R4N 49 R4N H221 H221 H 0 0 N N N -14.126 -14.324 19.637 -5.231 3.077 -0.788 H221 R4N 50 R4N H222 H222 H 0 0 N N N -13.056 -13.363 18.560 -5.707 1.768 -1.901 H222 R4N 51 R4N H23 H23 H 0 1 N N N -15.164 -12.341 20.478 -4.321 1.390 0.802 H23 R4N 52 R4N H251 H251 H 0 0 N N N -15.871 -13.382 18.291 -3.322 1.004 -2.059 H251 R4N 53 R4N H252 H252 H 0 0 N N N -16.508 -11.761 18.727 -2.832 2.317 -0.961 H252 R4N 54 # 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 R4N C1 C2 SING Y N 1 R4N C1 C6 DOUB Y N 2 R4N C2 C7 DOUB Y N 3 R4N C3 C5 SING Y N 4 R4N C3 C9 DOUB Y N 5 R4N C4 C8 SING Y N 6 R4N C4 C12 DOUB Y N 7 R4N C5 C13 DOUB Y N 8 R4N C6 C15 SING Y N 9 R4N C7 C16 SING Y N 10 R4N C8 C17 DOUB Y N 11 R4N C9 C18 SING Y N 12 R4N C10 C12 SING Y N 13 R4N C10 C14 DOUB Y N 14 R4N C11 C13 SING Y N 15 R4N C11 C18 DOUB Y N 16 R4N C12 C20 SING N N 17 R4N C13 C24 SING N N 18 R4N C14 C17 SING Y N 19 R4N C14 N26 SING N N 20 R4N C15 C16 DOUB Y N 21 R4N C15 O30 SING N N 22 R4N C16 O31 SING N N 23 R4N C17 S32 SING N N 24 R4N C18 CL33 SING N N 25 R4N C19 C21 SING N N 26 R4N C19 N26 SING N N 27 R4N C19 O28 DOUB N N 28 R4N C20 N27 SING N N 29 R4N C20 O29 DOUB N N 30 R4N C21 S32 SING N N 31 R4N C22 C23 SING N N 32 R4N C22 O30 SING N N 33 R4N C23 C25 SING N N 34 R4N C23 O31 SING N N 35 R4N C24 N26 SING N N 36 R4N C25 N27 SING N N 37 R4N C1 H1 SING N N 38 R4N C2 H2 SING N N 39 R4N C6 H6 SING N N 40 R4N C7 H7 SING N N 41 R4N C3 H3 SING N N 42 R4N C5 H5 SING N N 43 R4N C9 H9 SING N N 44 R4N C4 H4 SING N N 45 R4N C8 H8 SING N N 46 R4N C10 H10 SING N N 47 R4N C11 H11 SING N N 48 R4N C24 H241 SING N N 49 R4N C24 H242 SING N N 50 R4N C21 H211 SING N N 51 R4N C21 H212 SING N N 52 R4N N27 H27 SING N N 53 R4N C22 H221 SING N N 54 R4N C22 H222 SING N N 55 R4N C23 H23 SING N N 56 R4N C25 H251 SING N N 57 R4N C25 H252 SING N N 58 # 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 R4N InChI InChI 1.03 "InChI=1S/C25H21ClN2O4S/c26-18-5-3-4-16(10-18)13-28-20-11-17(8-9-23(20)33-15-24(28)29)25(30)27-12-19-14-31-21-6-1-2-7-22(21)32-19/h1-11,19H,12-15H2,(H,27,30)/t19-/m0/s1" R4N InChIKey InChI 1.03 JDJXOOKBURTXCO-IBGZPJMESA-N R4N SMILES_CANONICAL CACTVS 3.385 "Clc1cccc(CN2C(=O)CSc3ccc(cc23)C(=O)NC[C@H]4COc5ccccc5O4)c1" R4N SMILES CACTVS 3.385 "Clc1cccc(CN2C(=O)CSc3ccc(cc23)C(=O)NC[CH]4COc5ccccc5O4)c1" R4N SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)OC[C@@H](O2)CNC(=O)c3ccc4c(c3)N(C(=O)CS4)Cc5cccc(c5)Cl" R4N SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)OCC(O2)CNC(=O)c3ccc4c(c3)N(C(=O)CS4)Cc5cccc(c5)Cl" # 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 R4N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[(3-chlorophenyl)methyl]-N-[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methyl]-3-oxidanylidene-1,4-benzothiazine-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R4N "Create component" 2015-03-08 EBI R4N "Initial release" 2015-05-13 RCSB #