data_KSK # _chem_comp.id KSK _chem_comp.name "7-[(2-amino-2-methylpropyl)amino]-5-cyclopropyl-2-[(3,5-dimethoxyphenyl)amino]pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-12 _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 439.511 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KSK _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 3AC8 _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 KSK N1 N1 N 0 1 Y N N -3.077 1.726 7.789 1.378 0.228 0.112 N1 KSK 1 KSK C2 C2 C 0 1 Y N N -2.513 2.760 7.154 2.162 -0.892 0.163 C2 KSK 2 KSK C3 C3 C 0 1 Y N N -1.116 2.827 7.097 3.537 -0.745 0.151 C3 KSK 3 KSK C4 C4 C 0 1 Y N N -0.324 1.841 7.690 4.080 0.534 0.090 C4 KSK 4 KSK N5 N5 N 0 1 Y N N -0.925 0.811 8.325 3.291 1.589 0.043 N5 KSK 5 KSK C6 C6 C 0 1 Y N N -2.276 0.805 8.343 1.964 1.460 0.053 C6 KSK 6 KSK C7 C7 C 0 1 Y N N -3.211 -0.156 8.942 0.920 2.405 0.012 C7 KSK 7 KSK C8 C8 C 0 1 Y N N -4.551 0.384 8.639 -0.293 1.678 0.050 C8 KSK 8 KSK N9 N9 N 0 1 Y N N -4.480 1.535 7.924 -0.010 0.399 0.103 N9 KSK 9 KSK C10 C10 C 0 1 N N N -2.807 -1.371 9.699 1.062 3.859 -0.056 C10 KSK 10 KSK O11 O11 O 0 1 N N N -3.694 -2.039 10.206 1.119 4.415 -1.138 O11 KSK 11 KSK N12 N12 N 0 1 N N N -1.515 -1.681 9.826 1.132 4.583 1.078 N12 KSK 12 KSK N13 N13 N 0 1 N N N -5.667 -0.267 9.039 -1.572 2.228 0.028 N13 KSK 13 KSK C14 C14 C 0 1 Y N N -6.928 0.218 9.013 -2.690 1.394 -0.049 C14 KSK 14 KSK C15 C15 C 0 1 Y N N -7.288 1.340 8.269 -3.915 1.826 0.443 C15 KSK 15 KSK C16 C16 C 0 1 Y N N -8.609 1.780 8.285 -5.024 0.997 0.366 C16 KSK 16 KSK C17 C17 C 0 1 Y N N -9.566 1.095 9.033 -4.910 -0.264 -0.202 C17 KSK 17 KSK C18 C18 C 0 1 Y N N -9.200 -0.026 9.775 -3.687 -0.696 -0.693 C18 KSK 18 KSK C19 C19 C 0 1 Y N N -7.883 -0.456 9.758 -2.579 0.134 -0.623 C19 KSK 19 KSK O20 O20 O 0 1 N N N -10.116 -0.726 10.525 -3.576 -1.931 -1.249 O20 KSK 20 KSK C21 C21 C 0 1 N N N -11.368 -0.142 10.884 -4.760 -2.731 -1.294 C21 KSK 21 KSK O22 O22 O 0 1 N N N -8.970 2.883 7.557 -6.222 1.419 0.848 O22 KSK 22 KSK C23 C23 C 0 1 N N N -8.005 3.891 7.264 -7.322 0.513 0.735 C23 KSK 23 KSK C24 C24 C 0 1 N N N 1.156 1.927 7.623 5.576 0.714 0.077 C24 KSK 24 KSK C25 C25 C 0 1 N N N 1.707 0.811 6.743 6.116 2.145 0.127 C25 KSK 25 KSK N26 N26 N 0 1 N N N -3.274 3.721 6.584 1.592 -2.144 0.223 N26 KSK 26 KSK C27 C27 C 0 1 N N N -2.776 5.079 6.443 2.444 -3.335 0.277 C27 KSK 27 KSK C28 C28 C 0 1 N N N -2.942 5.912 7.722 1.566 -4.587 0.339 C28 KSK 28 KSK N29 N29 N 0 1 N N N -2.540 7.287 7.418 0.639 -4.479 1.473 N29 KSK 29 KSK C30 C30 C 0 1 N N N 1.796 0.695 8.259 6.202 1.340 -1.171 C30 KSK 30 KSK C31 C31 C 0 1 N N N -2.057 5.391 8.851 0.770 -4.716 -0.961 C31 KSK 31 KSK C32 C32 C 0 1 N N N -4.395 5.948 8.186 2.452 -5.821 0.520 C32 KSK 32 KSK H3 H3 H 0 1 N N N -0.643 3.653 6.587 4.180 -1.612 0.190 H3 KSK 33 KSK HN12 HN12 H 0 0 N N N -1.244 -2.487 10.352 1.087 4.140 1.940 HN12 KSK 34 KSK HN1A HN1A H 0 0 N N N -0.818 -1.107 9.395 1.226 5.547 1.033 HN1A KSK 35 KSK HN13 HN13 H 0 0 N N N -5.547 -1.197 9.388 -1.687 3.191 0.066 HN13 KSK 36 KSK H15 H15 H 0 1 N N N -6.547 1.865 7.684 -4.004 2.807 0.885 H15 KSK 37 KSK H17 H17 H 0 1 N N N -10.592 1.434 9.037 -5.774 -0.909 -0.262 H17 KSK 38 KSK H19 H19 H 0 1 N N N -7.597 -1.326 10.331 -1.628 -0.201 -1.010 H19 KSK 39 KSK H21 H21 H 0 1 N N N -11.951 -0.860 11.479 -5.524 -2.215 -1.875 H21 KSK 40 KSK H21A H21A H 0 0 N N N -11.192 0.768 11.477 -4.534 -3.689 -1.760 H21A KSK 41 KSK H21B H21B H 0 0 N N N -11.926 0.117 9.972 -5.125 -2.897 -0.280 H21B KSK 42 KSK H23 H23 H 0 1 N N N -8.477 4.691 6.675 -8.216 0.973 1.157 H23 KSK 43 KSK H23A H23A H 0 0 N N N -7.615 4.309 8.204 -7.494 0.280 -0.315 H23A KSK 44 KSK H23B H23B H 0 0 N N N -7.179 3.450 6.687 -7.094 -0.403 1.279 H23B KSK 45 KSK H24 H24 H 0 1 N N N 1.304 3.014 7.702 6.148 -0.057 0.594 H24 KSK 46 KSK H25 H25 H 0 1 N N N 1.210 0.169 6.001 5.389 2.956 0.169 H25 KSK 47 KSK H25A H25A H 0 0 N N N 2.495 0.823 5.975 7.042 2.315 0.676 H25A KSK 48 KSK HN26 HN26 H 0 0 N N N -3.466 3.403 5.656 0.627 -2.237 0.231 HN26 KSK 49 KSK H27 H27 H 0 1 N N N -1.705 5.031 6.198 3.070 -3.374 -0.615 H27 KSK 50 KSK H27A H27A H 0 0 N N N -3.336 5.571 5.634 3.076 -3.290 1.163 H27A KSK 51 KSK HN29 HN29 H 0 0 N N N -2.639 7.852 8.237 0.005 -5.264 1.497 HN29 KSK 52 KSK HN2A HN2A H 0 0 N N N -1.586 7.297 7.120 1.141 -4.392 2.344 HN2A KSK 53 KSK H30 H30 H 0 1 N N N 2.667 0.598 8.924 7.185 0.980 -1.476 H30 KSK 54 KSK H30A H30A H 0 0 N N N 1.384 -0.056 8.950 5.532 1.621 -1.983 H30A KSK 55 KSK H31 H31 H 0 1 N N N -2.203 6.011 9.748 1.459 -4.796 -1.803 H31 KSK 56 KSK H31A H31A H 0 0 N N N -2.328 4.349 9.078 0.145 -5.608 -0.917 H31A KSK 57 KSK H31B H31B H 0 0 N N N -1.003 5.437 8.541 0.139 -3.837 -1.090 H31B KSK 58 KSK H32 H32 H 0 1 N N N -4.473 6.552 9.102 3.019 -5.729 1.446 H32 KSK 59 KSK H32A H32A H 0 0 N N N -5.020 6.394 7.398 1.827 -6.713 0.564 H32A KSK 60 KSK H32B H32B H 0 0 N N N -4.739 4.924 8.392 3.140 -5.901 -0.322 H32B KSK 61 # 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 KSK N1 C2 SING Y N 1 KSK N1 C6 SING Y N 2 KSK N1 N9 SING Y N 3 KSK C2 C3 DOUB Y N 4 KSK C2 N26 SING N N 5 KSK C3 C4 SING Y N 6 KSK C4 N5 DOUB Y N 7 KSK C4 C24 SING N N 8 KSK N5 C6 SING Y N 9 KSK C6 C7 DOUB Y N 10 KSK C7 C8 SING Y N 11 KSK C7 C10 SING N N 12 KSK C8 N9 DOUB Y N 13 KSK C8 N13 SING N N 14 KSK C10 O11 DOUB N N 15 KSK C10 N12 SING N N 16 KSK N13 C14 SING N N 17 KSK C14 C15 DOUB Y N 18 KSK C14 C19 SING Y N 19 KSK C15 C16 SING Y N 20 KSK C16 C17 DOUB Y N 21 KSK C16 O22 SING N N 22 KSK C17 C18 SING Y N 23 KSK C18 C19 DOUB Y N 24 KSK C18 O20 SING N N 25 KSK O20 C21 SING N N 26 KSK O22 C23 SING N N 27 KSK C24 C25 SING N N 28 KSK C24 C30 SING N N 29 KSK C25 C30 SING N N 30 KSK N26 C27 SING N N 31 KSK C27 C28 SING N N 32 KSK C28 N29 SING N N 33 KSK C28 C31 SING N N 34 KSK C28 C32 SING N N 35 KSK C3 H3 SING N N 36 KSK N12 HN12 SING N N 37 KSK N12 HN1A SING N N 38 KSK N13 HN13 SING N N 39 KSK C15 H15 SING N N 40 KSK C17 H17 SING N N 41 KSK C19 H19 SING N N 42 KSK C21 H21 SING N N 43 KSK C21 H21A SING N N 44 KSK C21 H21B SING N N 45 KSK C23 H23 SING N N 46 KSK C23 H23A SING N N 47 KSK C23 H23B SING N N 48 KSK C24 H24 SING N N 49 KSK C25 H25 SING N N 50 KSK C25 H25A SING N N 51 KSK N26 HN26 SING N N 52 KSK C27 H27 SING N N 53 KSK C27 H27A SING N N 54 KSK N29 HN29 SING N N 55 KSK N29 HN2A SING N N 56 KSK C30 H30 SING N N 57 KSK C30 H30A SING N N 58 KSK C31 H31 SING N N 59 KSK C31 H31A SING N N 60 KSK C31 H31B SING N N 61 KSK C32 H32 SING N N 62 KSK C32 H32A SING N N 63 KSK C32 H32B SING N N 64 # 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 KSK SMILES_CANONICAL CACTVS 3.352 "COc1cc(Nc2nn3c(NCC(C)(C)N)cc(nc3c2C(N)=O)C4CC4)cc(OC)c1" KSK SMILES CACTVS 3.352 "COc1cc(Nc2nn3c(NCC(C)(C)N)cc(nc3c2C(N)=O)C4CC4)cc(OC)c1" KSK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)(CNc1cc(nc2n1nc(c2C(=O)N)Nc3cc(cc(c3)OC)OC)C4CC4)N" KSK SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)(CNc1cc(nc2n1nc(c2C(=O)N)Nc3cc(cc(c3)OC)OC)C4CC4)N" KSK InChI InChI 1.03 "InChI=1S/C22H29N7O3/c1-22(2,24)11-25-17-10-16(12-5-6-12)27-21-18(19(23)30)20(28-29(17)21)26-13-7-14(31-3)9-15(8-13)32-4/h7-10,12,25H,5-6,11,24H2,1-4H3,(H2,23,30)(H,26,28)" KSK InChIKey InChI 1.03 XNYWWKRLFGHJRZ-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 KSK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "7-[(2-azanyl-2-methyl-propyl)amino]-5-cyclopropyl-2-[(3,5-dimethoxyphenyl)amino]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 KSK "Create component" 2010-01-12 PDBJ KSK "Modify aromatic_flag" 2011-06-04 RCSB KSK "Modify descriptor" 2011-06-04 RCSB #