data_24R # _chem_comp.id 24R _chem_comp.name "N-[(1S,2R)-2-aminocyclohexyl]-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N7 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-16 _chem_comp.pdbx_modified_date 2016-02-12 _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 421.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 24R _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 3SEG _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 24R C C C 0 1 Y N N 61.796 46.895 0.004 -4.581 1.326 -0.177 C 24R 1 24R C1 C1 C 0 1 Y N N 61.916 46.628 -1.356 -4.911 0.033 0.111 C1 24R 2 24R C2 C2 C 0 1 Y N N 62.774 47.504 -1.997 -3.886 -0.888 0.417 C2 24R 3 24R N N N 0 1 Y N N 63.449 48.522 -1.428 -2.633 -0.501 0.423 N 24R 4 24R C3 C3 C 0 1 Y N N 63.273 48.708 -0.101 -2.301 0.764 0.141 C3 24R 5 24R N4 N4 N 0 1 Y N N 62.457 47.905 0.612 -3.265 1.692 -0.162 N4 24R 6 24R N5 N5 N 0 1 Y N N 62.406 48.226 1.903 -2.624 2.911 -0.408 N5 24R 7 24R C6 C6 C 0 1 Y N N 63.800 49.629 0.791 -1.070 1.425 0.078 C6 24R 8 24R C7 C7 C 0 1 Y N N 63.216 49.286 2.007 -1.328 2.754 -0.266 C7 24R 9 24R C8 C8 C 0 1 Y N N 64.742 50.768 0.555 0.265 0.825 0.330 C8 24R 10 24R C9 C9 C 0 1 Y N N 65.232 51.573 1.579 0.542 0.085 1.436 C9 24R 11 24R S S S 0 1 Y N N 66.275 52.794 0.986 2.160 -0.453 1.415 S 24R 12 24R C10 C10 C 0 1 Y N N 66.064 52.286 -0.636 2.464 0.342 -0.122 C10 24R 13 24R C11 C11 C 0 1 Y N N 65.210 51.183 -0.702 1.328 0.969 -0.544 C11 24R 14 24R C12 C12 C 0 1 N N N 66.772 53.013 -1.734 3.741 0.331 -0.842 C12 24R 15 24R N13 N13 N 0 1 N N N 66.563 52.641 -3.000 4.798 -0.329 -0.329 N13 24R 16 24R O O O 0 1 N N N 67.533 53.936 -1.492 3.846 0.916 -1.904 O 24R 17 24R C14 C14 C 0 1 Y N N 61.220 45.539 -2.083 -6.332 -0.400 0.104 C14 24R 18 24R C15 C15 C 0 1 Y N N 60.522 44.486 -1.523 -6.896 -1.300 -0.751 C15 24R 19 24R N16 N16 N 0 1 Y N N 60.063 43.755 -2.561 -8.200 -1.412 -0.424 N16 24R 20 24R N17 N17 N 0 1 Y N N 60.389 44.244 -3.756 -8.454 -0.561 0.658 N17 24R 21 24R C18 C18 C 0 1 Y N N 61.098 45.348 -3.449 -7.341 0.042 0.982 C18 24R 22 24R C19 C19 C 0 1 N N N 59.264 42.530 -2.468 -9.182 -2.273 -1.088 C19 24R 23 24R C20 C20 C 0 1 N N S 67.340 53.229 -4.082 6.074 -0.340 -1.048 C20 24R 24 24R C21 C21 C 0 1 N N R 66.576 53.363 -5.405 6.874 -1.582 -0.648 C21 24R 25 24R N22 N22 N 0 1 N N N 65.352 54.211 -5.287 6.109 -2.788 -0.989 N22 24R 26 24R C23 C23 C 0 1 N N N 68.633 52.431 -4.284 6.871 0.916 -0.694 C23 24R 27 24R C24 C24 C 0 1 N N N 68.470 51.115 -5.057 7.136 0.944 0.813 C24 24R 28 24R C25 C25 C 0 1 N N N 67.515 51.186 -6.261 7.936 -0.297 1.213 C25 24R 29 24R C26 C26 C 0 1 N N N 66.242 52.017 -6.053 7.139 -1.554 0.859 C26 24R 30 24R H H H 0 1 N N N 61.147 46.269 0.599 -5.348 2.047 -0.419 H 24R 31 24R H2 H2 H 0 1 N N N 62.917 47.357 -3.057 -4.134 -1.914 0.648 H2 24R 32 24R H7 H7 H 0 1 N N N 63.396 49.816 2.931 -0.584 3.525 -0.395 H7 24R 33 24R H9 H9 H 0 1 N N N 64.984 51.443 2.622 -0.167 -0.133 2.221 H9 24R 34 24R H11 H11 H 0 1 N N N 64.937 50.698 -1.627 1.266 1.525 -1.468 H11 24R 35 24R HN13 HN13 H 0 0 N N N 65.867 51.953 -3.206 4.714 -0.795 0.518 HN13 24R 36 24R H15 H15 H 0 1 N N N 60.374 44.289 -0.472 -6.390 -1.829 -1.545 H15 24R 37 24R H18 H18 H 0 1 N N N 61.524 46.011 -4.187 -7.216 0.757 1.782 H18 24R 38 24R H19 H19 H 0 1 N N N 59.032 42.165 -3.480 -9.197 -3.249 -0.601 H19 24R 39 24R H19A H19A H 0 0 N N N 59.832 41.762 -1.923 -10.170 -1.818 -1.020 H19A 24R 40 24R H19B H19B H 0 0 N N N 58.327 42.743 -1.932 -8.909 -2.395 -2.136 H19B 24R 41 24R H20 H20 H 0 1 N N N 67.572 54.259 -3.773 5.885 -0.360 -2.122 H20 24R 42 24R H21 H21 H 0 1 N N N 67.276 53.881 -6.077 7.823 -1.590 -1.184 H21 24R 43 24R HN22 HN22 H 0 0 N N N 64.895 54.264 -6.175 6.616 -3.622 -0.734 HN22 24R 44 24R HN2A HN2A H 0 0 N N N 64.730 53.807 -4.616 5.197 -2.773 -0.555 HN2A 24R 45 24R H23 H23 H 0 1 N N N 69.332 53.065 -4.849 7.821 0.908 -1.229 H23 24R 46 24R H23A H23A H 0 0 N N N 69.033 52.186 -3.289 6.301 1.801 -0.979 H23A 24R 47 24R H24 H24 H 0 1 N N N 69.462 50.823 -5.433 7.704 1.840 1.066 H24 24R 48 24R H24A H24A H 0 0 N N N 68.073 50.364 -4.359 6.187 0.953 1.349 H24A 24R 49 24R H25 H25 H 0 1 N N N 68.071 51.637 -7.096 8.885 -0.306 0.678 H25 24R 50 24R H25A H25A H 0 0 N N N 67.203 50.158 -6.495 8.125 -0.277 2.287 H25A 24R 51 24R H26 H26 H 0 1 N N N 65.554 51.463 -5.397 6.189 -1.545 1.394 H26 24R 52 24R H26A H26A H 0 0 N N N 65.766 52.196 -7.028 7.708 -2.438 1.144 H26A 24R 53 # 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 24R C C1 DOUB Y N 1 24R C N4 SING Y N 2 24R C1 C2 SING Y N 3 24R C1 C14 SING N N 4 24R C2 N DOUB Y N 5 24R N C3 SING Y N 6 24R C3 N4 SING Y N 7 24R C3 C6 DOUB Y N 8 24R N4 N5 SING Y N 9 24R N5 C7 DOUB Y N 10 24R C6 C7 SING Y N 11 24R C6 C8 SING N N 12 24R C8 C9 DOUB Y N 13 24R C8 C11 SING Y N 14 24R C9 S SING Y N 15 24R S C10 SING Y N 16 24R C10 C11 DOUB Y N 17 24R C10 C12 SING N N 18 24R C12 N13 SING N N 19 24R C12 O DOUB N N 20 24R N13 C20 SING N N 21 24R C14 C15 DOUB Y N 22 24R C14 C18 SING Y N 23 24R C15 N16 SING Y N 24 24R N16 N17 SING Y N 25 24R N16 C19 SING N N 26 24R N17 C18 DOUB Y N 27 24R C20 C21 SING N N 28 24R C20 C23 SING N N 29 24R C21 N22 SING N N 30 24R C21 C26 SING N N 31 24R C23 C24 SING N N 32 24R C24 C25 SING N N 33 24R C25 C26 SING N N 34 24R C H SING N N 35 24R C2 H2 SING N N 36 24R C7 H7 SING N N 37 24R C9 H9 SING N N 38 24R C11 H11 SING N N 39 24R N13 HN13 SING N N 40 24R C15 H15 SING N N 41 24R C18 H18 SING N N 42 24R C19 H19 SING N N 43 24R C19 H19A SING N N 44 24R C19 H19B SING N N 45 24R C20 H20 SING N N 46 24R C21 H21 SING N N 47 24R N22 HN22 SING N N 48 24R N22 HN2A SING N N 49 24R C23 H23 SING N N 50 24R C23 H23A SING N N 51 24R C24 H24 SING N N 52 24R C24 H24A SING N N 53 24R C25 H25 SING N N 54 24R C25 H25A SING N N 55 24R C26 H26 SING N N 56 24R C26 H26A SING N N 57 # 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 24R SMILES ACDLabs 12.01 "O=C(c4scc(c3cnn2cc(c1cn(nc1)C)cnc23)c4)NC5CCCCC5N" 24R InChI InChI 1.03 "InChI=1S/C21H23N7OS/c1-27-10-15(8-24-27)14-7-23-20-16(9-25-28(20)11-14)13-6-19(30-12-13)21(29)26-18-5-3-2-4-17(18)22/h6-12,17-18H,2-5,22H2,1H3,(H,26,29)/t17-,18+/m1/s1" 24R InChIKey InChI 1.03 LYADGAGFYYXXIO-MSOLQXFVSA-N 24R SMILES_CANONICAL CACTVS 3.370 "Cn1cc(cn1)c2cnc3n(c2)ncc3c4csc(c4)C(=O)N[C@H]5CCCC[C@H]5N" 24R SMILES CACTVS 3.370 "Cn1cc(cn1)c2cnc3n(c2)ncc3c4csc(c4)C(=O)N[CH]5CCCC[CH]5N" 24R SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cn1cc(cn1)c2cnc3c(cnn3c2)c4cc(sc4)C(=O)N[C@H]5CCCC[C@H]5N" 24R SMILES "OpenEye OEToolkits" 1.7.2 "Cn1cc(cn1)c2cnc3c(cnn3c2)c4cc(sc4)C(=O)NC5CCCCC5N" # 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 24R "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S,2R)-2-aminocyclohexyl]-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-carboxamide" 24R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(1S,2R)-2-azanylcyclohexyl]-4-[6-(1-methylpyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-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 24R "Create component" 2011-06-16 RCSB 24R "Initial release" 2016-02-17 RCSB #