data_5SC # _chem_comp.id 5SC _chem_comp.name "3-((3-bromo-5-o-tolylpyrazolo[1,5-a]pyrimidin-7-ylamino)methyl)pyridine 1-oxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 Br N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-09-20 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 410.267 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5SC _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 2R3Q _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 5SC C01 C01 C 0 1 Y N N -0.237 31.000 8.077 2.228 2.289 0.032 C01 5SC 1 5SC C02 C02 C 0 1 Y N N 0.202 29.699 8.184 1.612 1.046 -0.051 C02 5SC 2 5SC N03 N03 N 0 1 Y N N 1.318 29.620 7.458 0.261 1.276 -0.116 N03 5SC 3 5SC N04 N04 N 0 1 Y N N 1.631 30.807 6.842 0.063 2.661 -0.072 N04 5SC 4 5SC C05 C05 C 0 1 Y N N 0.692 31.656 7.230 1.231 3.254 0.022 C05 5SC 5 5SC N06 N06 N 0 1 Y N N -0.312 28.645 8.912 2.095 -0.202 -0.075 N06 5SC 6 5SC C07 C07 C 0 1 Y N N 0.400 27.546 8.876 1.283 -1.244 -0.161 C07 5SC 7 5SC C08 C08 C 0 1 Y N N 1.641 27.472 8.220 -0.108 -1.051 -0.230 C08 5SC 8 5SC C09 C09 C 0 1 Y N N 2.111 28.535 7.497 -0.609 0.219 -0.206 C09 5SC 9 5SC N10 N10 N 0 1 N N N 3.319 28.634 6.849 -1.969 0.436 -0.271 N10 5SC 10 5SC C11 C11 C 0 1 Y N N -0.080 26.384 9.618 1.842 -2.616 -0.185 C11 5SC 11 5SC C12 C12 C 0 1 N N N 4.427 27.678 7.188 -2.889 -0.700 -0.368 C12 5SC 12 5SC C13 C13 C 0 1 Y N N 4.598 26.655 6.064 -4.307 -0.195 -0.425 C13 5SC 13 5SC C14 C14 C 0 1 Y N N 4.633 27.032 4.747 -5.029 -0.003 0.738 C14 5SC 14 5SC N15 N15 N 1 1 Y N N 4.770 26.087 3.638 -6.270 0.444 0.696 N15 5SC 15 5SC C16 C16 C 0 1 Y N N 4.881 24.683 4.016 -6.868 0.723 -0.447 C16 5SC 16 5SC C17 C17 C 0 1 Y N N 4.855 24.286 5.331 -6.208 0.555 -1.650 C17 5SC 17 5SC C18 C18 C 0 1 Y N N 4.721 25.254 6.368 -4.903 0.088 -1.645 C18 5SC 18 5SC C19 C19 C 0 1 Y N N -0.375 26.459 11.001 1.579 -3.498 0.862 C19 5SC 19 5SC C20 C20 C 0 1 Y N N -0.825 25.296 11.659 2.101 -4.775 0.834 C20 5SC 20 5SC C21 C21 C 0 1 Y N N -0.945 24.110 10.972 2.884 -5.181 -0.232 C21 5SC 21 5SC C22 C22 C 0 1 Y N N -0.687 24.034 9.605 3.148 -4.311 -1.274 C22 5SC 22 5SC C23 C23 C 0 1 Y N N -0.232 25.172 8.929 2.627 -3.033 -1.260 C23 5SC 23 5SC BR24 BR24 BR 0 0 N N N -1.706 31.780 8.943 4.089 2.607 0.147 BR24 5SC 24 5SC C25 C25 C 0 1 N N N -0.243 27.746 11.790 0.726 -3.056 2.024 C25 5SC 25 5SC O26 O26 O -1 1 N N N 4.733 26.483 2.376 -6.978 0.627 1.908 O26 5SC 26 5SC H05 H05 H 0 1 N N N 0.641 32.696 6.943 1.390 4.321 0.075 H05 5SC 27 5SC H08 H08 H 0 1 N N N 2.229 26.568 8.287 -0.774 -1.899 -0.301 H08 5SC 28 5SC HN10 HN10 H 0 0 N N N 3.669 29.549 7.050 -2.317 1.342 -0.254 HN10 5SC 29 5SC H121 1H12 H 0 0 N N N 4.181 27.153 8.123 -2.669 -1.270 -1.270 H121 5SC 30 5SC H122 2H12 H 0 0 N N N 5.364 28.240 7.310 -2.766 -1.341 0.505 H122 5SC 31 5SC H14 H14 H 0 1 N N N 4.555 28.084 4.515 -4.572 -0.221 1.692 H14 5SC 32 5SC H16 H16 H 0 1 N N N 4.986 23.936 3.243 -7.885 1.086 -0.442 H16 5SC 33 5SC H17 H17 H 0 1 N N N 4.936 23.238 5.579 -6.703 0.785 -2.582 H17 5SC 34 5SC H18 H18 H 0 1 N N N 4.712 24.931 7.399 -4.361 -0.048 -2.569 H18 5SC 35 5SC H20 H20 H 0 1 N N N -1.077 25.336 12.708 1.898 -5.458 1.645 H20 5SC 36 5SC H21 H21 H 0 1 N N N -1.246 23.219 11.504 3.291 -6.181 -0.250 H21 5SC 37 5SC H22 H22 H 0 1 N N N -0.837 23.106 9.072 3.761 -4.633 -2.104 H22 5SC 38 5SC H23 H23 H 0 1 N N N 0.002 25.117 7.876 2.834 -2.355 -2.074 H23 5SC 39 5SC H251 1H25 H 0 0 N N N -0.211 27.516 12.865 -0.326 -3.195 1.776 H251 5SC 40 5SC H252 2H25 H 0 0 N N N 0.684 28.262 11.498 0.973 -3.652 2.903 H252 5SC 41 5SC H253 3H25 H 0 0 N N N -1.106 28.395 11.580 0.914 -2.003 2.234 H253 5SC 42 # 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 5SC O26 N15 SING N N 1 5SC N15 C16 DOUB Y N 2 5SC N15 C14 SING Y N 3 5SC C16 C17 SING Y N 4 5SC C14 C13 DOUB Y N 5 5SC C17 C18 DOUB Y N 6 5SC C13 C18 SING Y N 7 5SC C13 C12 SING N N 8 5SC N04 C05 DOUB Y N 9 5SC N04 N03 SING Y N 10 5SC N10 C12 SING N N 11 5SC N10 C09 SING N N 12 5SC C05 C01 SING Y N 13 5SC N03 C09 SING Y N 14 5SC N03 C02 SING Y N 15 5SC C09 C08 DOUB Y N 16 5SC C01 C02 DOUB Y N 17 5SC C01 BR24 SING N N 18 5SC C02 N06 SING Y N 19 5SC C08 C07 SING Y N 20 5SC C07 N06 DOUB Y N 21 5SC C07 C11 SING Y N 22 5SC C23 C22 DOUB Y N 23 5SC C23 C11 SING Y N 24 5SC C22 C21 SING Y N 25 5SC C11 C19 DOUB Y N 26 5SC C21 C20 DOUB Y N 27 5SC C19 C20 SING Y N 28 5SC C19 C25 SING N N 29 5SC C05 H05 SING N N 30 5SC C08 H08 SING N N 31 5SC N10 HN10 SING N N 32 5SC C12 H121 SING N N 33 5SC C12 H122 SING N N 34 5SC C14 H14 SING N N 35 5SC C16 H16 SING N N 36 5SC C17 H17 SING N N 37 5SC C18 H18 SING N N 38 5SC C20 H20 SING N N 39 5SC C21 H21 SING N N 40 5SC C22 H22 SING N N 41 5SC C23 H23 SING N N 42 5SC C25 H251 SING N N 43 5SC C25 H252 SING N N 44 5SC C25 H253 SING N N 45 # 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 5SC SMILES ACDLabs 10.04 "[O-][n+]1cccc(c1)CNc2cc(nc3c(Br)cnn23)c4ccccc4C" 5SC SMILES_CANONICAL CACTVS 3.341 "Cc1ccccc1c2cc(NCc3ccc[n+]([O-])c3)n4ncc(Br)c4n2" 5SC SMILES CACTVS 3.341 "Cc1ccccc1c2cc(NCc3ccc[n+]([O-])c3)n4ncc(Br)c4n2" 5SC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccccc1c2cc(n3c(n2)c(cn3)Br)NCc4ccc[n+](c4)[O-]" 5SC SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccccc1c2cc(n3c(n2)c(cn3)Br)NCc4ccc[n+](c4)[O-]" 5SC InChI InChI 1.03 "InChI=1S/C19H16BrN5O/c1-13-5-2-3-7-15(13)17-9-18(25-19(23-17)16(20)11-22-25)21-10-14-6-4-8-24(26)12-14/h2-9,11-12,21H,10H2,1H3" 5SC InChIKey InChI 1.03 DXUJQXZHHGJMFM-UHFFFAOYSA-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 5SC "SYSTEMATIC NAME" ACDLabs 10.04 "3-bromo-5-(2-methylphenyl)-N-[(1-oxidopyridin-3-yl)methyl]pyrazolo[1,5-a]pyrimidin-7-amine" 5SC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-bromo-5-(2-methylphenyl)-N-[(1-oxidopyridin-1-ium-3-yl)methyl]pyrazolo[5,1-b]pyrimidin-7-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5SC "Create component" 2007-09-20 RCSB 5SC "Modify aromatic_flag" 2011-06-04 RCSB 5SC "Modify descriptor" 2011-06-04 RCSB #