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                    2008-10-14 
_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 Y N 1  
5SC N15 C16  DOUB N 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 Y N 8  
5SC N04 C05  DOUB N N 9  
5SC N04 N03  SING Y N 10 
5SC N10 C12  SING N N 11 
5SC N10 C09  SING Y N 12 
5SC C05 C01  SING N N 13 
5SC N03 C09  SING Y N 14 
5SC N03 C02  SING N N 15 
5SC C09 C08  DOUB N N 16 
5SC C01 C02  DOUB N N 17 
5SC C01 BR24 SING Y N 18 
5SC C02 N06  SING N N 19 
5SC C08 C07  SING N N 20 
5SC C07 N06  DOUB Y N 21 
5SC C07 C11  SING N N 22 
5SC C23 C22  DOUB Y N 23 
5SC C23 C11  SING N 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 N N 28 
5SC C19 C25  SING Y N 29 
5SC C05 H05  SING N N 30 
5SC C08 H08  SING N N 31 
5SC N10 HN10 SING Y N 32 
5SC C12 H121 SING N N 33 
5SC C12 H122 SING N N 34 
5SC C14 H14  SING Y N 35 
5SC C16 H16  SING N N 36 
5SC C17 H17  SING Y N 37 
5SC C18 H18  SING N N 38 
5SC C20 H20  SING Y N 39 
5SC C21 H21  SING Y 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 InChI            InChI                1.02b InChI=1/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                1.02b DXUJQXZHHGJMFM-UHFFFAOYAY                                                                                                     
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-]                                                                             
# 
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 
# 
