data_SCZ # _chem_comp.id SCZ _chem_comp.name "3-cyclopropyl-5-phenyl-N-(pyridin-3-ylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N5" _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 341.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SCZ _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 2R3N _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 SCZ C01 C01 C 0 1 Y N N -0.170 30.525 8.271 2.182 2.604 0.134 C01 SCZ 1 SCZ C02 C02 C 0 1 Y N N 0.529 29.348 8.507 1.672 1.312 0.094 C02 SCZ 2 SCZ N03 N03 N 0 1 Y N N 1.720 29.475 7.782 0.305 1.424 0.074 N03 SCZ 3 SCZ N04 N04 N 0 1 Y N N 1.776 30.671 7.087 -0.009 2.788 0.102 N04 SCZ 4 SCZ C05 C05 C 0 1 Y N N 0.643 31.291 7.417 1.106 3.480 0.142 C05 SCZ 5 SCZ N06 N06 N 0 1 Y N N 0.267 28.214 9.225 2.260 0.109 0.075 N06 SCZ 6 SCZ C07 C07 C 0 1 Y N N 1.205 27.261 9.209 1.538 -0.999 0.035 C07 SCZ 7 SCZ C08 C08 C 0 1 Y N N 2.465 27.318 8.468 0.134 -0.928 0.013 C08 SCZ 8 SCZ C09 C09 C 0 1 Y N N 2.700 28.455 7.778 -0.472 0.296 0.034 C09 SCZ 9 SCZ N10 N10 N 0 1 N N N 3.818 28.698 7.051 -1.848 0.395 0.013 N10 SCZ 10 SCZ C11 C11 C 0 1 Y N N 0.973 26.006 9.970 2.211 -2.319 0.014 C11 SCZ 11 SCZ C12 C12 C 0 1 N N N 5.088 27.997 7.058 -2.669 -0.817 -0.030 C12 SCZ 12 SCZ C13 C13 C 0 1 Y N N 5.123 26.841 6.096 -4.127 -0.436 -0.045 C13 SCZ 13 SCZ C14 C14 C 0 1 Y N N 5.107 27.066 4.733 -4.823 -0.282 1.139 C14 SCZ 14 SCZ N15 N15 N 0 1 Y N N 5.178 26.077 3.797 -6.097 0.056 1.134 N15 SCZ 15 SCZ C16 C16 C 0 1 Y N N 5.254 24.812 4.258 -6.756 0.261 0.010 C16 SCZ 16 SCZ C17 C17 C 0 1 Y N N 5.249 24.480 5.603 -6.126 0.125 -1.213 C17 SCZ 17 SCZ C18 C18 C 0 1 Y N N 5.179 25.512 6.536 -4.786 -0.230 -1.248 C18 SCZ 18 SCZ C19 C19 C 0 1 Y N N -0.318 25.713 10.391 1.455 -3.490 -0.033 C19 SCZ 19 SCZ C20 C20 C 0 1 Y N N -0.589 24.544 11.108 2.088 -4.716 -0.053 C20 SCZ 20 SCZ C21 C21 C 0 1 Y N N 0.448 23.680 11.445 3.469 -4.786 -0.026 C21 SCZ 21 SCZ C22 C22 C 0 1 Y N N 1.757 23.969 11.029 4.224 -3.628 0.022 C22 SCZ 22 SCZ C23 C23 C 0 1 Y N N 2.021 25.133 10.288 3.603 -2.396 0.036 C23 SCZ 23 SCZ C24 C24 C 0 1 N N N -1.531 30.966 8.755 3.640 2.984 0.169 C24 SCZ 24 SCZ C25 C25 C 0 1 N N N -2.524 29.957 9.242 4.172 3.847 -0.977 C25 SCZ 25 SCZ C26 C26 C 0 1 N N N -1.888 30.927 10.216 3.980 4.456 0.413 C26 SCZ 26 SCZ H05 H05 H 0 1 N N N 0.378 32.277 7.066 1.174 4.558 0.171 H05 SCZ 27 SCZ H08 H08 H 0 1 N N N 3.167 26.498 8.472 -0.458 -1.830 -0.019 H08 SCZ 28 SCZ HN10 HN10 H 0 0 N N N 4.067 29.630 7.316 -2.272 1.268 0.027 HN10 SCZ 29 SCZ H121 1H12 H 0 0 N N N 5.264 27.609 8.072 -2.433 -1.385 -0.930 H121 SCZ 30 SCZ H122 2H12 H 0 0 N N N 5.864 28.712 6.747 -2.463 -1.428 0.849 H122 SCZ 31 SCZ H14 H14 H 0 1 N N N 5.034 28.087 4.388 -4.317 -0.441 2.080 H14 SCZ 32 SCZ H16 H16 H 0 1 N N N 5.323 24.011 3.537 -7.799 0.537 0.045 H16 SCZ 33 SCZ H17 H17 H 0 1 N N N 5.298 23.449 5.920 -6.671 0.293 -2.131 H17 SCZ 34 SCZ H18 H18 H 0 1 N N N 5.168 25.289 7.593 -4.267 -0.339 -2.188 H18 SCZ 35 SCZ H19 H19 H 0 1 N N N -1.122 26.397 10.162 0.377 -3.437 -0.054 H19 SCZ 36 SCZ H20 H20 H 0 1 N N N -1.602 24.312 11.400 1.503 -5.624 -0.090 H20 SCZ 37 SCZ H21 H21 H 0 1 N N N 0.247 22.791 12.024 3.960 -5.748 -0.041 H21 SCZ 38 SCZ H22 H22 H 0 1 N N N 2.563 23.295 11.279 5.302 -3.688 0.044 H22 SCZ 39 SCZ H23 H23 H 0 1 N N N 3.028 25.354 9.965 4.194 -1.492 0.068 H23 SCZ 40 SCZ H24 H24 H 0 1 N N N -1.531 31.750 7.984 4.311 2.236 0.589 H24 SCZ 41 SCZ H251 1H25 H 0 0 N N N -3.578 29.794 8.972 5.194 3.666 -1.311 H251 SCZ 42 SCZ H252 2H25 H 0 0 N N N -2.641 28.865 9.175 3.467 4.140 -1.756 H252 SCZ 43 SCZ H261 1H26 H 0 0 N N N -1.269 30.756 11.109 3.150 5.149 0.549 H261 SCZ 44 SCZ H262 2H26 H 0 0 N N N -2.244 31.648 10.967 4.876 4.675 0.994 H262 SCZ 45 # 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 SCZ N15 C16 DOUB Y N 1 SCZ N15 C14 SING Y N 2 SCZ C16 C17 SING Y N 3 SCZ C14 C13 DOUB Y N 4 SCZ C17 C18 DOUB Y N 5 SCZ C13 C18 SING Y N 6 SCZ C13 C12 SING N N 7 SCZ N10 C12 SING N N 8 SCZ N10 C09 SING N N 9 SCZ N04 C05 DOUB Y N 10 SCZ N04 N03 SING Y N 11 SCZ C05 C01 SING Y N 12 SCZ C09 N03 SING Y N 13 SCZ C09 C08 DOUB Y N 14 SCZ N03 C02 SING Y N 15 SCZ C01 C02 DOUB Y N 16 SCZ C01 C24 SING N N 17 SCZ C08 C07 SING Y N 18 SCZ C02 N06 SING Y N 19 SCZ C24 C25 SING N N 20 SCZ C24 C26 SING N N 21 SCZ C07 N06 DOUB Y N 22 SCZ C07 C11 SING Y N 23 SCZ C25 C26 SING N N 24 SCZ C11 C23 DOUB Y N 25 SCZ C11 C19 SING Y N 26 SCZ C23 C22 SING Y N 27 SCZ C19 C20 DOUB Y N 28 SCZ C22 C21 DOUB Y N 29 SCZ C20 C21 SING Y N 30 SCZ C05 H05 SING N N 31 SCZ C08 H08 SING N N 32 SCZ N10 HN10 SING N N 33 SCZ C12 H121 SING N N 34 SCZ C12 H122 SING N N 35 SCZ C14 H14 SING N N 36 SCZ C16 H16 SING N N 37 SCZ C17 H17 SING N N 38 SCZ C18 H18 SING N N 39 SCZ C19 H19 SING N N 40 SCZ C20 H20 SING N N 41 SCZ C21 H21 SING N N 42 SCZ C22 H22 SING N N 43 SCZ C23 H23 SING N N 44 SCZ C24 H24 SING N N 45 SCZ C25 H251 SING N N 46 SCZ C25 H252 SING N N 47 SCZ C26 H261 SING N N 48 SCZ C26 H262 SING N N 49 # 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 SCZ SMILES ACDLabs 10.04 "n1c(cc(n2ncc(c12)C3CC3)NCc4cccnc4)c5ccccc5" SCZ SMILES_CANONICAL CACTVS 3.341 "C1CC1c2cnn3c(NCc4cccnc4)cc(nc23)c5ccccc5" SCZ SMILES CACTVS 3.341 "C1CC1c2cnn3c(NCc4cccnc4)cc(nc23)c5ccccc5" SCZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cc(n3c(n2)c(cn3)C4CC4)NCc5cccnc5" SCZ SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2cc(n3c(n2)c(cn3)C4CC4)NCc5cccnc5" SCZ InChI InChI 1.03 "InChI=1S/C21H19N5/c1-2-6-17(7-3-1)19-11-20(23-13-15-5-4-10-22-12-15)26-21(25-19)18(14-24-26)16-8-9-16/h1-7,10-12,14,16,23H,8-9,13H2" SCZ InChIKey InChI 1.03 CCDIUVLNHCGSMH-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 SCZ "SYSTEMATIC NAME" ACDLabs 10.04 "3-cyclopropyl-5-phenyl-N-(pyridin-3-ylmethyl)pyrazolo[1,5-a]pyrimidin-7-amine" SCZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-cyclopropyl-5-phenyl-N-(pyridin-3-ylmethyl)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 SCZ "Create component" 2007-09-20 EBI SCZ "Modify aromatic_flag" 2011-06-04 RCSB SCZ "Modify descriptor" 2011-06-04 RCSB #