data_22K # _chem_comp.id 22K _chem_comp.name "5-[(1R,3S)-3-aminocyclohexyl]-6-bromo-3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 Br N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-14 _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 390.281 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 22K _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 3OT3 _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 22K C01 C01 C 0 1 Y N N 14.599 -1.059 10.049 2.491 -1.399 -0.200 C01 22K 1 22K C02 C02 C 0 1 Y N N 15.706 -1.794 10.234 1.126 -1.122 -0.082 C02 22K 2 22K N03 N03 N 0 1 Y N N 16.732 -1.152 9.553 0.474 -2.328 -0.108 N03 22K 3 22K N04 N04 N 0 1 Y N N 16.276 0.009 9.004 1.436 -3.334 -0.242 N04 22K 4 22K C05 C05 C 0 1 Y N N 14.982 0.034 9.326 2.627 -2.786 -0.301 C05 22K 5 22K N06 N06 N 0 1 Y N N 15.891 -2.952 10.911 0.441 0.021 0.041 N06 22K 6 22K C07 C07 C 0 1 Y N N 17.086 -3.419 10.913 -0.871 0.019 0.139 C07 22K 7 22K C08 C08 C 0 1 Y N N 18.273 -2.773 10.229 -1.578 -1.184 0.117 C08 22K 8 22K C09 C09 C 0 1 Y N N 18.046 -1.635 9.539 -0.893 -2.363 -0.008 C09 22K 9 22K BR10 BR10 BR 0 0 N N N 20.027 -3.433 10.417 -3.464 -1.186 0.259 BR10 22K 10 22K N11 N11 N 0 1 N N N 19.038 -0.917 8.884 -1.567 -3.565 -0.033 N11 22K 11 22K C12 C12 C 0 1 Y N N 13.332 -1.261 10.711 3.592 -0.403 -0.221 C12 22K 12 22K C13 C13 C 0 1 Y N N 12.331 -0.270 10.920 3.658 0.748 -1.030 C13 22K 13 22K N14 N14 N 0 1 Y N N 11.331 -0.735 11.701 4.776 1.371 -0.763 N14 22K 14 22K N15 N15 N 0 1 Y N N 11.730 -2.025 12.054 5.464 0.648 0.219 N15 22K 15 22K C16 C16 C 0 1 Y N N 12.948 -2.349 11.527 4.721 -0.434 0.543 C16 22K 16 22K C17 C17 C 0 1 N N N 10.922 -2.887 12.942 6.761 1.005 0.798 C17 22K 17 22K C18 C18 C 0 1 N N R 17.320 -4.695 11.700 -1.614 1.323 0.275 C18 22K 18 22K C19 C19 C 0 1 N N N 17.238 -4.301 13.204 -0.611 2.471 0.398 C19 22K 19 22K C20 C20 C 0 1 N N S 17.359 -5.516 14.093 -1.366 3.795 0.537 C20 22K 20 22K C21 C21 C 0 1 N N N 16.236 -6.515 13.830 -2.243 4.014 -0.698 C21 22K 21 22K C22 C22 C 0 1 N N N 16.269 -6.932 12.342 -3.246 2.865 -0.820 C22 22K 22 22K C23 C23 C 0 1 N N N 16.161 -5.708 11.425 -2.492 1.541 -0.959 C23 22K 23 22K N24 N24 N 0 1 N N N 17.143 -5.033 15.506 -0.403 4.898 0.654 N24 22K 24 22K H05 H05 H 0 1 N N N 14.310 0.832 9.045 3.560 -3.320 -0.405 H05 22K 25 22K HN11 HN11 H 0 0 N N N 19.910 -1.398 8.970 -1.074 -4.396 -0.121 HN11 22K 26 22K HN1A HN1A H 0 0 N N N 18.801 -0.828 7.917 -2.534 -3.581 0.038 HN1A 22K 27 22K H13 H13 H 0 1 N N N 12.367 0.727 10.507 2.913 1.062 -1.746 H13 22K 28 22K H16 H16 H 0 1 N N N 13.507 -3.257 11.700 4.977 -1.188 1.273 H16 22K 29 22K H17 H17 H 0 1 N N N 10.012 -2.350 13.246 6.607 1.635 1.674 H17 22K 30 22K H17A H17A H 0 0 N N N 10.643 -3.806 12.406 7.290 0.098 1.091 H17A 22K 31 22K H17B H17B H 0 0 N N N 11.510 -3.147 13.835 7.352 1.548 0.060 H17B 22K 32 22K H18 H18 H 0 1 N N N 18.283 -5.148 11.424 -2.242 1.292 1.166 H18 22K 33 22K H19 H19 H 0 1 N N N 18.059 -3.606 13.436 0.014 2.316 1.277 H19 22K 34 22K H19A H19A H 0 0 N N N 16.269 -3.816 13.393 0.016 2.503 -0.493 H19A 22K 35 22K H20 H20 H 0 1 N N N 18.334 -5.993 13.915 -1.993 3.764 1.428 H20 22K 36 22K H21 H21 H 0 1 N N N 16.375 -7.402 14.465 -2.781 4.957 -0.599 H21 22K 37 22K H21A H21A H 0 0 N N N 15.266 -6.050 14.061 -1.616 4.045 -1.588 H21A 22K 38 22K H22 H22 H 0 1 N N N 17.218 -7.449 12.137 -3.874 2.834 0.071 H22 22K 39 22K H22A H22A H 0 0 N N N 15.423 -7.605 12.141 -3.872 3.021 -1.699 H22A 22K 40 22K H23 H23 H 0 1 N N N 15.199 -5.208 11.609 -1.864 1.572 -1.850 H23 22K 41 22K H23A H23A H 0 0 N N N 16.218 -6.040 10.378 -3.206 0.723 -1.046 H23A 22K 42 22K HN24 HN24 H 0 0 N N N 17.214 -5.805 16.137 -0.877 5.784 0.747 HN24 22K 43 22K HN2A HN2A H 0 0 N N N 17.838 -4.351 15.735 0.231 4.744 1.425 HN2A 22K 44 # 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 22K C05 C01 SING Y N 1 22K C01 C02 DOUB Y N 2 22K C01 C12 SING Y N 3 22K N03 C02 SING Y N 4 22K C02 N06 SING Y N 5 22K N04 N03 SING Y N 6 22K C09 N03 SING Y N 7 22K N04 C05 DOUB Y N 8 22K C05 H05 SING N N 9 22K N06 C07 DOUB Y N 10 22K C08 C07 SING Y N 11 22K C07 C18 SING N N 12 22K C09 C08 DOUB Y N 13 22K C08 BR10 SING N N 14 22K N11 C09 SING N N 15 22K N11 HN11 SING N N 16 22K N11 HN1A SING N N 17 22K C12 C13 SING Y N 18 22K C12 C16 DOUB Y N 19 22K C13 N14 DOUB Y N 20 22K C13 H13 SING N N 21 22K N14 N15 SING Y N 22 22K C16 N15 SING Y N 23 22K N15 C17 SING N N 24 22K C16 H16 SING N N 25 22K C17 H17 SING N N 26 22K C17 H17A SING N N 27 22K C17 H17B SING N N 28 22K C23 C18 SING N N 29 22K C18 C19 SING N N 30 22K C18 H18 SING N N 31 22K C19 C20 SING N N 32 22K C19 H19 SING N N 33 22K C19 H19A SING N N 34 22K C21 C20 SING N N 35 22K C20 N24 SING N N 36 22K C20 H20 SING N N 37 22K C22 C21 SING N N 38 22K C21 H21 SING N N 39 22K C21 H21A SING N N 40 22K C23 C22 SING N N 41 22K C22 H22 SING N N 42 22K C22 H22A SING N N 43 22K C23 H23 SING N N 44 22K C23 H23A SING N N 45 22K N24 HN24 SING N N 46 22K N24 HN2A SING N N 47 # 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 22K SMILES ACDLabs 12.01 "Brc1c(N)n3ncc(c3nc1C2CCCC(N)C2)c4cn(nc4)C" 22K SMILES_CANONICAL CACTVS 3.370 "Cn1cc(cn1)c2cnn3c(N)c(Br)c(nc23)[C@@H]4CCC[C@H](N)C4" 22K SMILES CACTVS 3.370 "Cn1cc(cn1)c2cnn3c(N)c(Br)c(nc23)[CH]4CCC[CH](N)C4" 22K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cn1cc(cn1)c2cnn3c2nc(c(c3N)Br)[C@@H]4CCC[C@@H](C4)N" 22K SMILES "OpenEye OEToolkits" 1.7.0 "Cn1cc(cn1)c2cnn3c2nc(c(c3N)Br)C4CCCC(C4)N" 22K InChI InChI 1.03 "InChI=1S/C16H20BrN7/c1-23-8-10(6-20-23)12-7-21-24-15(19)13(17)14(22-16(12)24)9-3-2-4-11(18)5-9/h6-9,11H,2-5,18-19H2,1H3/t9-,11+/m1/s1" 22K InChIKey InChI 1.03 CKLKHZYNDIKOOE-KOLCDFICSA-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 22K "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(1R,3S)-3-aminocyclohexyl]-6-bromo-3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine" 22K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[(1R,3S)-3-azanylcyclohexyl]-6-bromo-3-(1-methylpyrazol-4-yl)pyrazolo[1,5-a]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 22K "Create component" 2010-09-14 RCSB 22K "Modify aromatic_flag" 2011-06-04 RCSB 22K "Modify descriptor" 2011-06-04 RCSB #