data_KSC # _chem_comp.id KSC _chem_comp.name "7-[(cyclopropylmethyl)amino]-2-[(4-methoxyphenyl)amino]-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-01 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 366.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KSC _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 3AD6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 KSC C1 C1 C 0 1 Y N N 27.393 36.323 9.043 0.477 1.519 0.033 C1 KSC 1 KSC N2 N2 N 0 1 Y N N 27.296 35.288 8.171 -0.026 0.308 0.010 N2 KSC 2 KSC N3 N3 N 0 1 Y N N 25.988 35.430 7.641 -1.423 0.383 -0.024 N3 KSC 3 KSC C4 C4 C 0 1 Y N N 25.258 36.459 8.093 -1.783 1.701 -0.022 C4 KSC 4 KSC C5 C5 C 0 1 Y N N 26.160 37.134 9.051 -0.589 2.449 0.014 C5 KSC 5 KSC C6 C6 C 0 1 Y N N 25.470 34.591 6.733 -2.391 -0.582 -0.057 C6 KSC 6 KSC C7 C7 C 0 1 Y N N 24.172 34.830 6.277 -3.718 -0.196 -0.087 C7 KSC 7 KSC C8 C8 C 0 1 Y N N 23.445 35.916 6.772 -4.028 1.160 -0.083 C8 KSC 8 KSC N9 N9 N 0 1 Y N N 23.995 36.745 7.696 -3.066 2.061 -0.051 N9 KSC 9 KSC C10 C10 C 0 1 N N N 22.052 36.159 6.263 -5.469 1.601 -0.116 C10 KSC 10 KSC N11 N11 N 0 1 N N N 26.203 33.548 6.269 -2.050 -1.916 -0.060 N11 KSC 11 KSC C12 C12 C 0 1 N N N 25.732 32.175 6.374 -3.097 -2.940 -0.095 C12 KSC 12 KSC C13 C13 C 0 1 N N N 25.729 31.699 7.824 -2.453 -4.328 -0.091 C13 KSC 13 KSC C14 C14 C 0 1 N N N 25.331 30.228 7.881 -3.379 -5.536 -0.243 C14 KSC 14 KSC C15 C15 C 0 1 N N N 24.310 31.311 8.223 -2.733 -5.233 1.110 C15 KSC 15 KSC N16 N16 N 0 1 N N N 28.498 36.603 9.773 1.832 1.836 0.075 N16 KSC 16 KSC C17 C17 C 0 1 Y N N 29.733 36.323 9.277 2.791 0.822 -0.026 C17 KSC 17 KSC C18 C18 C 0 1 Y N N 30.814 37.138 9.621 2.507 -0.335 -0.740 C18 KSC 18 KSC C19 C19 C 0 1 Y N N 32.084 36.856 9.117 3.454 -1.335 -0.839 C19 KSC 19 KSC C20 C20 C 0 1 Y N N 32.281 35.756 8.278 4.689 -1.185 -0.225 C20 KSC 20 KSC C21 C21 C 0 1 Y N N 31.202 34.941 7.931 4.973 -0.030 0.489 C21 KSC 21 KSC C22 C22 C 0 1 Y N N 29.934 35.221 8.433 4.030 0.974 0.584 C22 KSC 22 KSC C23 C23 C 0 1 N N N 25.800 38.339 9.833 -0.475 3.906 0.035 C23 KSC 23 KSC O24 O24 O 0 1 N N N 26.691 39.053 10.242 -0.398 4.525 -1.011 O24 KSC 24 KSC N25 N25 N 0 1 N N N 24.523 38.586 10.092 -0.454 4.564 1.211 N25 KSC 25 KSC O26 O26 O 0 1 N N N 33.534 35.481 7.786 5.621 -2.170 -0.323 O26 KSC 26 KSC C27 C27 C 0 1 N N N 34.585 35.059 8.659 6.871 -1.949 0.334 C27 KSC 27 KSC H7 H7 H 0 1 N N N 23.730 34.175 5.541 -4.503 -0.937 -0.114 H7 KSC 28 KSC H10 H10 H 0 1 N N N 21.633 37.052 6.751 -5.842 1.698 0.903 H10 KSC 29 KSC H10A H10A H 0 0 N N N 22.082 36.316 5.175 -5.543 2.562 -0.624 H10A KSC 30 KSC H10B H10B H 0 0 N N N 21.421 35.287 6.491 -6.063 0.860 -0.651 H10B KSC 31 KSC HN11 HN11 H 0 0 N N N 26.321 33.717 5.291 -1.116 -2.178 -0.039 HN11 KSC 32 KSC H12 H12 H 0 1 N N N 24.707 32.120 5.979 -3.738 -2.834 0.780 H12 KSC 33 KSC H12A H12A H 0 0 N N N 26.398 31.525 5.788 -3.693 -2.819 -0.999 H12A KSC 34 KSC H13 H13 H 0 1 N N N 26.531 32.311 8.263 -1.466 -4.390 -0.549 H13 KSC 35 KSC H14 H14 H 0 1 N N N 25.325 29.452 7.101 -4.447 -5.343 -0.346 H14 KSC 36 KSC H14A H14A H 0 0 N N N 25.728 29.397 8.482 -3.001 -6.393 -0.801 H14A KSC 37 KSC H15 H15 H 0 1 N N N 23.744 31.501 9.147 -1.930 -5.891 1.443 H15 KSC 38 KSC H15A H15A H 0 0 N N N 23.340 31.557 7.766 -3.376 -4.840 1.898 H15A KSC 39 KSC HN16 HN16 H 0 0 N N N 28.406 37.017 10.679 2.111 2.760 0.174 HN16 KSC 40 KSC H18 H18 H 0 1 N N N 30.667 37.984 10.276 1.546 -0.452 -1.218 H18 KSC 41 KSC H19 H19 H 0 1 N N N 32.918 37.491 9.376 3.234 -2.235 -1.394 H19 KSC 42 KSC H21 H21 H 0 1 N N N 31.350 34.096 7.275 5.935 0.086 0.968 H21 KSC 43 KSC H22 H22 H 0 1 N N N 29.101 34.586 8.171 4.252 1.873 1.140 H22 KSC 44 KSC HN25 HN25 H 0 0 N N N 24.269 39.382 10.641 -0.515 4.070 2.044 HN25 KSC 45 KSC HN2A HN2A H 0 0 N N N 23.814 37.976 9.739 -0.378 5.531 1.224 HN2A KSC 46 KSC H27 H27 H 0 1 N N N 35.502 34.891 8.075 6.700 -1.811 1.402 H27 KSC 47 KSC H27A H27A H 0 0 N N N 34.769 35.837 9.414 7.521 -2.809 0.178 H27A KSC 48 KSC H27B H27B H 0 0 N N N 34.293 34.124 9.159 7.344 -1.056 -0.076 H27B KSC 49 # 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 KSC N2 C1 DOUB Y N 1 KSC C1 C5 SING Y N 2 KSC C1 N16 SING N N 3 KSC N3 N2 SING Y N 4 KSC C6 N3 SING Y N 5 KSC N3 C4 SING Y N 6 KSC N9 C4 SING Y N 7 KSC C4 C5 DOUB Y N 8 KSC C5 C23 SING N N 9 KSC N11 C6 SING N N 10 KSC C7 C6 DOUB Y N 11 KSC C7 C8 SING Y N 12 KSC C7 H7 SING N N 13 KSC C10 C8 SING N N 14 KSC C8 N9 DOUB Y N 15 KSC C10 H10 SING N N 16 KSC C10 H10A SING N N 17 KSC C10 H10B SING N N 18 KSC N11 C12 SING N N 19 KSC N11 HN11 SING N N 20 KSC C12 C13 SING N N 21 KSC C12 H12 SING N N 22 KSC C12 H12A SING N N 23 KSC C13 C14 SING N N 24 KSC C13 C15 SING N N 25 KSC C13 H13 SING N N 26 KSC C14 C15 SING N N 27 KSC C14 H14 SING N N 28 KSC C14 H14A SING N N 29 KSC C15 H15 SING N N 30 KSC C15 H15A SING N N 31 KSC C17 N16 SING N N 32 KSC N16 HN16 SING N N 33 KSC C22 C17 DOUB Y N 34 KSC C17 C18 SING Y N 35 KSC C19 C18 DOUB Y N 36 KSC C18 H18 SING N N 37 KSC C20 C19 SING Y N 38 KSC C19 H19 SING N N 39 KSC O26 C20 SING N N 40 KSC C21 C20 DOUB Y N 41 KSC C21 C22 SING Y N 42 KSC C21 H21 SING N N 43 KSC C22 H22 SING N N 44 KSC C23 N25 SING N N 45 KSC C23 O24 DOUB N N 46 KSC N25 HN25 SING N N 47 KSC N25 HN2A SING N N 48 KSC O26 C27 SING N N 49 KSC C27 H27 SING N N 50 KSC C27 H27A SING N N 51 KSC C27 H27B SING N N 52 # 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 KSC SMILES_CANONICAL CACTVS 3.352 "COc1ccc(Nc2nn3c(NCC4CC4)cc(C)nc3c2C(N)=O)cc1" KSC SMILES CACTVS 3.352 "COc1ccc(Nc2nn3c(NCC4CC4)cc(C)nc3c2C(N)=O)cc1" KSC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(n2c(n1)c(c(n2)Nc3ccc(cc3)OC)C(=O)N)NCC4CC4" KSC SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(n2c(n1)c(c(n2)Nc3ccc(cc3)OC)C(=O)N)NCC4CC4" KSC InChI InChI 1.03 "InChI=1S/C19H22N6O2/c1-11-9-15(21-10-12-3-4-12)25-19(22-11)16(17(20)26)18(24-25)23-13-5-7-14(27-2)8-6-13/h5-9,12,21H,3-4,10H2,1-2H3,(H2,20,26)(H,23,24)" KSC InChIKey InChI 1.03 MQQLFCCVKCAWKZ-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 KSC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "7-(cyclopropylmethylamino)-2-[(4-methoxyphenyl)amino]-5-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KSC "Create component" 2010-02-01 PDBJ KSC "Modify aromatic_flag" 2011-06-04 RCSB KSC "Modify descriptor" 2011-06-04 RCSB #