data_3SC
# 
_chem_comp.id                                    3SC 
_chem_comp.name                                  5-(2,3-dichlorophenyl)-N-(pyridin-4-ylmethyl)-3-thiocyanatopyrazolo[1,5-a]pyrimidin-7-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H12 Cl2 N6 S" 
_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                        427.310 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3SC 
_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        2R3P 
_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 
3SC C01  C01  C  0 1 Y N N -0.581 31.127 8.039  0.659  2.962  -0.001 C01  3SC 1  
3SC C02  C02  C  0 1 Y N N -0.002 29.929 8.368  0.401  1.593  -0.000 C02  3SC 2  
3SC N03  N03  N  0 1 Y N N 1.254  29.924 7.752  -0.965 1.447  -0.001 N03  3SC 3  
3SC N04  N04  N  0 1 Y N N 1.492  31.093 7.048  -1.531 2.727  -0.001 N04  3SC 4  
3SC C05  C05  C  0 1 Y N N 0.372  31.813 7.231  -0.567 3.620  0.005  C05  3SC 5  
3SC N06  N06  N  0 1 Y N N -0.457 28.883 9.112  1.203  0.522  -0.000 N06  3SC 6  
3SC C07  C07  C  0 1 Y N N 0.326  27.881 9.243  0.702  -0.703 -0.000 C07  3SC 7  
3SC C08  C08  C  0 1 Y N N 1.689  27.774 8.656  -0.693 -0.896 -0.001 C08  3SC 8  
3SC C09  C09  C  0 1 Y N N 2.118  28.834 7.912  -1.518 0.190  -0.001 C09  3SC 9  
3SC N10  N10  N  0 1 N N N 3.352  28.923 7.290  -2.888 0.028  -0.001 N10  3SC 10 
3SC C11  C11  C  0 1 Y N N -0.092 26.731 10.077 1.610  -1.873 -0.000 C11  3SC 11 
3SC C12  C12  C  0 1 N N N 4.513  28.109 7.541  -3.467 -1.318 -0.001 C12  3SC 12 
3SC C13  C13  C  0 1 Y N N 4.534  26.987 6.551  -4.970 -1.218 -0.000 C13  3SC 13 
3SC C14  C14  C  0 1 Y N N 4.621  27.242 5.186  -5.678 -1.166 1.191  C14  3SC 14 
3SC C15  C15  C  0 1 Y N N 4.635  26.167 4.325  -7.056 -1.069 1.152  C15  3SC 15 
3SC N16  N16  N  0 1 Y N N 4.574  24.862 4.716  -7.697 -1.027 0.000  N16  3SC 16 
3SC C17  C17  C  0 1 Y N N 4.489  24.638 6.030  -7.057 -1.075 -1.152 C17  3SC 17 
3SC C18  C18  C  0 1 Y N N 4.470  25.654 6.983  -5.679 -1.171 -1.191 C18  3SC 18 
3SC C19  C19  C  0 1 Y N N -0.366 26.889 11.449 2.993  -1.686 0.000  C19  3SC 19 
3SC C20  C20  C  0 1 Y N N -0.742 25.777 12.210 3.835  -2.782 0.000  C20  3SC 20 
3SC C21  C21  C  0 1 Y N N -0.836 24.529 11.607 3.308  -4.062 -0.000 C21  3SC 21 
3SC C22  C22  C  0 1 Y N N -0.569 24.379 10.252 1.938  -4.252 -0.001 C22  3SC 22 
3SC C23  C23  C  0 1 Y N N -0.186 25.475 9.478  1.087  -3.165 0.005  C23  3SC 23 
3SC S24  S24  S  0 1 N N N -2.160 31.724 8.502  2.249  3.722  -0.000 S24  3SC 24 
3SC C25  C25  C  0 1 N N N -2.843 30.317 9.215  1.764  5.466  -0.001 C25  3SC 25 
3SC N26  N26  N  0 1 N N N -3.278 29.317 9.717  1.460  6.560  -0.001 N26  3SC 26 
3SC CL27 CL27 CL 0 0 N N N -0.249 28.422 12.169 3.655  -0.081 -0.000 CL27 3SC 27 
3SC CL28 CL28 CL 0 0 N N N -1.086 25.857 13.901 5.556  -2.554 -0.000 CL28 3SC 28 
3SC H05  H05  H  0 1 N N N 0.213  32.797 6.814  -0.704 4.691  0.007  H05  3SC 29 
3SC H08  H08  H  0 1 N N N 2.307  26.902 8.811  -1.105 -1.895 -0.002 H08  3SC 30 
3SC HN10 HN10 H  0 0 N N N 3.660  29.852 7.496  -3.469 0.805  -0.000 HN10 3SC 31 
3SC H121 1H12 H  0 0 N N N 4.468  27.703 8.562  -3.138 -1.854 -0.891 H121 3SC 32 
3SC H122 2H12 H  0 0 N N N 5.425  28.715 7.440  -3.138 -1.855 0.889  H122 3SC 33 
3SC H14  H14  H  0 1 N N N 4.676  28.254 4.812  -5.159 -1.201 2.137  H14  3SC 34 
3SC H15  H15  H  0 1 N N N 4.699  26.372 3.267  -7.615 -1.028 2.075  H15  3SC 35 
3SC H17  H17  H  0 1 N N N 4.432  23.615 6.372  -7.616 -1.038 -2.075 H17  3SC 36 
3SC H18  H18  H  0 1 N N N 4.407  25.420 8.035  -5.160 -1.205 -2.138 H18  3SC 37 
3SC H21  H21  H  0 1 N N N -1.119 23.669 12.196 3.969  -4.916 -0.001 H21  3SC 38 
3SC H22  H22  H  0 1 N N N -0.659 23.405 9.794  1.533  -5.253 -0.001 H22  3SC 39 
3SC H23  H23  H  0 1 N N N 0.035  25.352 8.428  0.018  -3.316 0.010  H23  3SC 40 
# 
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 
3SC C15 N16  DOUB Y N 1  
3SC C15 C14  SING N N 2  
3SC N16 C17  SING Y N 3  
3SC C14 C13  DOUB Y N 4  
3SC C17 C18  DOUB Y N 5  
3SC C13 C18  SING Y N 6  
3SC C13 C12  SING Y N 7  
3SC N04 C05  DOUB Y N 8  
3SC N04 N03  SING N N 9  
3SC C05 C01  SING Y N 10 
3SC N10 C12  SING N N 11 
3SC N10 C09  SING Y N 12 
3SC N03 C09  SING N N 13 
3SC N03 C02  SING Y N 14 
3SC C09 C08  DOUB N N 15 
3SC C01 C02  DOUB N N 16 
3SC C01 S24  SING N N 17 
3SC C02 N06  SING Y N 18 
3SC S24 C25  SING N N 19 
3SC C08 C07  SING N N 20 
3SC N06 C07  DOUB Y N 21 
3SC C25 N26  TRIP N N 22 
3SC C07 C11  SING Y N 23 
3SC C23 C11  DOUB N N 24 
3SC C23 C22  SING Y N 25 
3SC C11 C19  SING Y N 26 
3SC C22 C21  DOUB N N 27 
3SC C19 CL27 SING Y N 28 
3SC C19 C20  DOUB Y N 29 
3SC C21 C20  SING N N 30 
3SC C20 CL28 SING N N 31 
3SC C05 H05  SING N N 32 
3SC C08 H08  SING Y N 33 
3SC N10 HN10 SING N N 34 
3SC C12 H121 SING Y N 35 
3SC C12 H122 SING N N 36 
3SC C14 H14  SING Y N 37 
3SC C15 H15  SING N N 38 
3SC C17 H17  SING Y N 39 
3SC C18 H18  SING Y N 40 
3SC C21 H21  SING N N 41 
3SC C22 H22  SING N N 42 
3SC C23 H23  SING N N 43 
# 
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 
3SC SMILES           ACDLabs              10.04 Clc4cccc(c1nc3c(SC#N)cnn3c(c1)NCc2ccncc2)c4Cl                                                                                
3SC InChI            InChI                1.02b InChI=1/C19H12Cl2N6S/c20-14-3-1-2-13(18(14)21)15-8-17(24-9-12-4-6-23-7-5-12)27-19(26-15)16(10-25-27)28-11-22/h1-8,10,24H,9H2 
3SC InChIKey         InChI                1.02b AHPKUZJCNHGFQA-UHFFFAOYAW                                                                                                    
3SC SMILES_CANONICAL CACTVS               3.341 Clc1cccc(c1Cl)c2cc(NCc3ccncc3)n4ncc(SC#N)c4n2                                                                                
3SC SMILES           CACTVS               3.341 Clc1cccc(c1Cl)c2cc(NCc3ccncc3)n4ncc(SC#N)c4n2                                                                                
3SC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)Cl)Cl)c2cc(n3c(n2)c(cn3)SC#N)NCc4ccncc4                                                                          
3SC SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(c(c1)Cl)Cl)c2cc(n3c(n2)c(cn3)SC#N)NCc4ccncc4                                                                          
# 
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 
3SC "SYSTEMATIC NAME" ACDLabs              10.04 "5-(2,3-dichlorophenyl)-7-[(pyridin-4-ylmethyl)amino]pyrazolo[1,5-a]pyrimidin-3-yl thiocyanate" 
3SC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-(2,3-dichlorophenyl)-N-(pyridin-4-ylmethyl)-3-thiocyanato-pyrazolo[5,1-b]pyrimidin-7-amine    
# 
