data_7H3 # _chem_comp.id 7H3 _chem_comp.name "N-{3-[(4aR,7aR)-2-amino-4,4a,5,6-tetrahydro-7aH-furo[2,3-d][1,3]thiazin-7a-yl]-4-fluorophenyl}-5-bromopyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 Br F N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-10-24 _chem_comp.pdbx_modified_date 2016-11-18 _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 451.313 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7H3 _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 5TOL _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 7H3 C13 C1 C 0 1 Y N N -24.919 47.699 27.124 -5.582 -0.173 -0.030 C13 7H3 1 7H3 C18 C2 C 0 1 N N R -25.671 53.591 18.503 4.951 -0.025 -0.894 C18 7H3 2 7H3 C17 C3 C 0 1 N N R -26.577 53.831 19.714 4.210 -0.005 0.449 C17 7H3 3 7H3 C19 C4 C 0 1 N N N -25.554 55.016 17.948 6.379 -0.429 -0.460 C19 7H3 4 7H3 C20 C5 C 0 1 N N N -26.990 55.513 18.139 6.501 0.275 0.911 C20 7H3 5 7H3 C22 C6 C 0 1 N N N -24.304 52.991 18.808 4.370 -1.030 -1.871 C22 7H3 6 7H3 C24 C7 C 0 1 N N N -24.862 54.304 21.351 3.905 -2.458 0.390 C24 7H3 7 7H3 C11 C8 C 0 1 Y N N -25.874 49.441 25.694 -4.045 1.354 -1.022 C11 7H3 8 7H3 C12 C9 C 0 1 Y N N -25.252 49.048 26.893 -5.342 0.883 -0.897 C12 7H3 9 7H3 C1 C10 C 0 1 Y N N -28.304 49.990 20.998 0.815 2.584 0.191 C1 7H3 10 7H3 C2 C11 C 0 1 Y N N -28.750 50.632 19.825 2.091 3.113 0.171 C2 7H3 11 7H3 C3 C12 C 0 1 Y N N -28.186 51.862 19.416 3.190 2.275 0.254 C3 7H3 12 7H3 C4 C13 C 0 1 Y N N -27.179 52.494 20.170 3.012 0.905 0.359 C4 7H3 13 7H3 C5 C14 C 0 1 Y N N -26.748 51.826 21.324 1.738 0.373 0.380 C5 7H3 14 7H3 C6 C15 C 0 1 Y N N -27.278 50.600 21.750 0.635 1.212 0.296 C6 7H3 15 7H3 N7 N1 N 0 1 N N N -26.792 50.073 22.890 -0.657 0.674 0.324 N7 7H3 16 7H3 C8 C16 C 0 1 N N N -26.834 48.836 23.441 -1.641 1.247 -0.398 C8 7H3 17 7H3 O9 O1 O 0 1 N N N -27.482 47.936 22.911 -1.386 2.168 -1.150 O9 7H3 18 7H3 C10 C17 C 0 1 Y N N -26.155 48.494 24.718 -3.032 0.755 -0.276 C10 7H3 19 7H3 C14 C18 C 0 1 Y N N -25.240 46.799 26.097 -4.525 -0.719 0.684 C14 7H3 20 7H3 N15 N2 N 0 1 Y N N -25.834 47.207 24.944 -3.304 -0.252 0.546 N15 7H3 21 7H3 BR16 BR1 BR 0 0 N N N -24.115 47.082 28.730 -7.332 -0.857 0.181 BR16 7H3 22 7H3 O21 O2 O 0 1 N N N -27.595 54.693 19.166 5.173 0.540 1.380 O21 7H3 23 7H3 S23 S1 S 0 1 N N N -23.593 53.829 20.231 4.588 -2.705 -1.214 S23 7H3 24 7H3 N25 N3 N 0 1 N N N -26.014 54.577 20.840 3.804 -1.305 0.927 N25 7H3 25 7H3 N26 N4 N 0 1 N N N -24.486 55.035 22.408 3.453 -3.553 1.089 N26 7H3 26 7H3 F27 F1 F 0 1 N N N -28.662 52.410 18.284 4.437 2.794 0.233 F27 7H3 27 7H3 H1 H1 H 0 1 N N N -26.196 52.957 17.773 4.947 0.970 -1.338 H1 7H3 28 7H3 H2 H2 H 0 1 N N N -25.263 55.015 16.887 6.464 -1.510 -0.353 H2 7H3 29 7H3 H3 H3 H 0 1 N N N -24.836 55.618 18.525 7.122 -0.048 -1.161 H3 7H3 30 7H3 H4 H4 H 0 1 N N N -26.985 56.567 18.453 7.018 -0.376 1.616 H4 7H3 31 7H3 H5 H5 H 0 1 N N N -27.551 55.413 17.198 7.048 1.211 0.800 H5 7H3 32 7H3 H6 H6 H 0 1 N N N -24.414 51.919 19.030 3.308 -0.830 -2.011 H6 7H3 33 7H3 H7 H7 H 0 1 N N N -23.644 53.120 17.938 4.885 -0.946 -2.828 H7 7H3 34 7H3 H9 H9 H 0 1 N N N -26.132 50.477 25.533 -3.822 2.175 -1.688 H9 7H3 35 7H3 H10 H10 H 0 1 N N N -25.027 49.789 27.645 -6.148 1.328 -1.462 H10 7H3 36 7H3 H11 H11 H 0 1 N N N -28.738 49.053 21.314 -0.042 3.239 0.131 H11 7H3 37 7H3 H12 H12 H 0 1 N N N -29.531 50.179 19.232 2.231 4.181 0.089 H12 7H3 38 7H3 H13 H13 H 0 1 N N N -25.967 52.279 21.916 1.600 -0.695 0.462 H13 7H3 39 7H3 H14 H14 H 0 1 N N N -26.294 50.736 23.449 -0.845 -0.110 0.863 H14 7H3 40 7H3 H15 H15 H 0 1 N N N -25.009 45.752 26.226 -4.708 -1.539 1.363 H15 7H3 41 7H3 H18 H18 H 0 1 N N N -23.525 55.283 22.528 3.514 -4.438 0.697 H18 7H3 42 7H3 H19 H19 H 0 1 N N N -25.167 55.333 23.077 3.072 -3.440 1.974 H19 7H3 43 # 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 7H3 C19 C20 SING N N 1 7H3 C19 C18 SING N N 2 7H3 C20 O21 SING N N 3 7H3 F27 C3 SING N N 4 7H3 C18 C22 SING N N 5 7H3 C18 C17 SING N N 6 7H3 C22 S23 SING N N 7 7H3 O21 C17 SING N N 8 7H3 C3 C2 DOUB Y N 9 7H3 C3 C4 SING Y N 10 7H3 C17 C4 SING N N 11 7H3 C17 N25 SING N N 12 7H3 C2 C1 SING Y N 13 7H3 C4 C5 DOUB Y N 14 7H3 S23 C24 SING N N 15 7H3 N25 C24 DOUB N N 16 7H3 C1 C6 DOUB Y N 17 7H3 C5 C6 SING Y N 18 7H3 C24 N26 SING N N 19 7H3 C6 N7 SING N N 20 7H3 N7 C8 SING N N 21 7H3 O9 C8 DOUB N N 22 7H3 C8 C10 SING N N 23 7H3 C10 N15 SING Y N 24 7H3 C10 C11 DOUB Y N 25 7H3 N15 C14 DOUB Y N 26 7H3 C11 C12 SING Y N 27 7H3 C14 C13 SING Y N 28 7H3 C12 C13 DOUB Y N 29 7H3 C13 BR16 SING N N 30 7H3 C18 H1 SING N N 31 7H3 C19 H2 SING N N 32 7H3 C19 H3 SING N N 33 7H3 C20 H4 SING N N 34 7H3 C20 H5 SING N N 35 7H3 C22 H6 SING N N 36 7H3 C22 H7 SING N N 37 7H3 C11 H9 SING N N 38 7H3 C12 H10 SING N N 39 7H3 C1 H11 SING N N 40 7H3 C2 H12 SING N N 41 7H3 C5 H13 SING N N 42 7H3 N7 H14 SING N N 43 7H3 C14 H15 SING N N 44 7H3 N26 H18 SING N N 45 7H3 N26 H19 SING N N 46 # 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 7H3 SMILES ACDLabs 12.01 "c4(Br)ccc(C(Nc3ccc(c(C12C(CSC(N)=N1)CCO2)c3)F)=O)nc4" 7H3 InChI InChI 1.03 "InChI=1S/C18H16BrFN4O2S/c19-11-1-4-15(22-8-11)16(25)23-12-2-3-14(20)13(7-12)18-10(5-6-26-18)9-27-17(21)24-18/h1-4,7-8,10H,5-6,9H2,(H2,21,24)(H,23,25)/t10-,18+/m0/s1" 7H3 InChIKey InChI 1.03 DACRJCISVSMZQT-XTZNXHDOSA-N 7H3 SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]2(OCC[C@H]2CS1)c3cc(NC(=O)c4ccc(Br)cn4)ccc3F" 7H3 SMILES CACTVS 3.385 "NC1=N[C]2(OCC[CH]2CS1)c3cc(NC(=O)c4ccc(Br)cn4)ccc3F" 7H3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)Br)[C@@]34[C@@H](CCO3)CSC(=N4)N)F" 7H3 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)Br)C34C(CCO3)CSC(=N4)N)F" # 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 7H3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4aR,7aR)-2-amino-4,4a,5,6-tetrahydro-7aH-furo[2,3-d][1,3]thiazin-7a-yl]-4-fluorophenyl}-5-bromopyridine-2-carboxamide" 7H3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[(4~{a}~{R},7~{a}~{R})-2-azanyl-4,4~{a},5,6-tetrahydrofuro[2,3-d][1,3]thiazin-7~{a}-yl]-4-fluoranyl-phenyl]-5-bromanyl-pyridine-2-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 7H3 "Create component" 2016-10-24 RCSB 7H3 "Initial release" 2016-11-23 RCSB #