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 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 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 Y 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 N N 7 3SC N04 C05 DOUB Y N 8 3SC N04 N03 SING Y N 9 3SC C05 C01 SING Y N 10 3SC N10 C12 SING N N 11 3SC N10 C09 SING N N 12 3SC N03 C09 SING Y N 13 3SC N03 C02 SING Y N 14 3SC C09 C08 DOUB Y N 15 3SC C01 C02 DOUB Y 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 Y 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 Y N 24 3SC C23 C22 SING Y N 25 3SC C11 C19 SING Y N 26 3SC C22 C21 DOUB Y N 27 3SC C19 CL27 SING N N 28 3SC C19 C20 DOUB Y N 29 3SC C21 C20 SING Y N 30 3SC C20 CL28 SING N N 31 3SC C05 H05 SING N N 32 3SC C08 H08 SING N N 33 3SC N10 HN10 SING N N 34 3SC C12 H121 SING N N 35 3SC C12 H122 SING N N 36 3SC C14 H14 SING N N 37 3SC C15 H15 SING N N 38 3SC C17 H17 SING N N 39 3SC C18 H18 SING N 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 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" 3SC InChI InChI 1.03 "InChI=1S/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 1.03 AHPKUZJCNHGFQA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3SC "Create component" 2007-09-20 RCSB 3SC "Modify aromatic_flag" 2011-06-04 RCSB 3SC "Modify descriptor" 2011-06-04 RCSB #