data_CKJ # _chem_comp.id CKJ _chem_comp.name "1-[(trans-4-aminocyclohexyl)methyl]-N-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 F N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-23 _chem_comp.pdbx_modified_date 2012-06-15 _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 396.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CKJ _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 3TCP _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 CKJ C C C 0 1 Y N N 3.203 -17.363 12.952 3.655 -1.964 -0.308 C CKJ 1 CKJ F F F 0 1 N N N 0.758 -17.499 10.284 4.968 -5.319 -0.724 F CKJ 2 CKJ N N N 0 1 Y N N 4.191 -17.269 15.715 1.772 0.030 1.002 N CKJ 3 CKJ C01 C01 C 0 1 N N N 5.068 -15.799 18.423 0.758 3.178 0.564 C01 CKJ 4 CKJ N01 N01 N 0 1 N N N 2.944 -21.291 19.740 -3.965 -0.239 0.206 N01 CKJ 5 CKJ C02 C02 C 0 1 N N N 3.764 -20.911 20.881 -4.921 -1.226 -0.301 C02 CKJ 6 CKJ N02 N02 N 0 1 Y N N 4.551 -17.705 16.985 0.626 0.813 1.174 N02 CKJ 7 CKJ C03 C03 C 0 1 N N N 3.427 -19.553 21.496 -6.335 -0.645 -0.241 C03 CKJ 8 CKJ C04 C04 C 0 1 N N N 4.320 -19.250 22.695 -7.334 -1.676 -0.771 C04 CKJ 9 CKJ C05 C05 C 0 1 N N N 5.638 -18.638 22.277 -8.748 -1.094 -0.711 C05 CKJ 10 CKJ C06 C06 C 0 1 Y N N 2.500 -17.976 13.994 2.378 -2.244 0.177 C06 CKJ 11 CKJ C07 C07 C 0 1 Y N N 1.195 -18.426 13.789 1.980 -3.568 0.355 C07 CKJ 12 CKJ C08 C08 C 0 1 Y N N 0.611 -18.266 12.534 2.850 -4.594 0.052 C08 CKJ 13 CKJ C09 C09 C 0 1 Y N N 1.321 -17.654 11.494 4.118 -4.311 -0.429 C09 CKJ 14 CKJ C10 C10 C 0 1 Y N N 2.620 -17.206 11.699 4.516 -2.997 -0.613 C10 CKJ 15 CKJ C23 C23 C 0 1 Y N N 2.047 -20.118 16.468 -0.936 -2.072 -0.154 C23 CKJ 16 CKJ N24 N24 N 0 1 Y N N 2.079 -20.834 17.607 -2.213 -1.734 -0.174 N24 CKJ 17 CKJ C25 C25 C 0 1 Y N N 2.943 -20.558 18.604 -2.615 -0.541 0.250 C25 CKJ 18 CKJ N26 N26 N 0 1 Y N N 3.811 -19.528 18.483 -1.773 0.368 0.710 N26 CKJ 19 CKJ C27 C27 C 0 1 Y N N 2.931 -19.055 16.333 -0.007 -1.147 0.323 C27 CKJ 20 CKJ C28 C28 C 0 1 Y N N 3.769 -18.782 17.310 -0.469 0.111 0.765 C28 CKJ 21 CKJ C31 C31 C 0 1 Y N N 3.181 -18.110 15.317 1.446 -1.137 0.502 C31 CKJ 22 CKJ C32 C32 C 0 1 N N N 5.586 -17.108 17.827 0.606 2.176 1.710 C32 CKJ 23 CKJ C33 C33 C 0 1 N N N 3.735 -15.977 19.166 0.612 4.601 1.107 C33 CKJ 24 CKJ C35 C35 C 0 1 N N N 6.108 -15.252 19.399 2.138 3.015 -0.075 C35 CKJ 25 CKJ C36 C36 C 0 1 N N N 5.661 -13.915 19.998 2.290 4.017 -1.222 C36 CKJ 26 CKJ C37 C37 C 0 1 N N N 4.310 -14.026 20.713 2.145 5.440 -0.679 C37 CKJ 27 CKJ C38 C38 C 0 1 N N N 3.249 -14.665 19.802 0.764 5.602 -0.040 C38 CKJ 28 CKJ N39 N39 N 0 1 N N N 3.911 -12.691 21.115 2.291 6.401 -1.780 N39 CKJ 29 CKJ H H H 0 1 N N N 4.209 -17.008 13.122 3.967 -0.939 -0.447 H CKJ 30 CKJ H01 H01 H 0 1 N N N 4.895 -15.101 17.590 -0.013 2.994 -0.184 H01 CKJ 31 CKJ HN01 HN01 H 0 0 N N N 2.000 -21.282 20.069 -4.278 0.627 0.512 HN01 CKJ 32 CKJ H02 H02 H 0 1 N N N 3.625 -21.674 21.661 -4.674 -1.475 -1.333 H02 CKJ 33 CKJ H02A H02A H 0 0 N N N 4.810 -20.874 20.543 -4.873 -2.127 0.312 H02A CKJ 34 CKJ H03 H03 H 0 1 N N N 3.575 -18.772 20.736 -6.583 -0.396 0.791 H03 CKJ 35 CKJ H03A H03A H 0 0 N N N 2.378 -19.563 21.827 -6.384 0.256 -0.854 H03A CKJ 36 CKJ H04 H04 H 0 1 N N N 3.796 -18.542 23.354 -7.086 -1.924 -1.803 H04 CKJ 37 CKJ H04A H04A H 0 0 N N N 4.522 -20.190 23.230 -7.285 -2.576 -0.158 H04A CKJ 38 CKJ H05 H05 H 0 1 N N N 6.249 -18.436 23.169 -9.459 -1.829 -1.088 H05 CKJ 39 CKJ H05A H05A H 0 0 N N N 6.173 -19.336 21.617 -8.995 -0.845 0.321 H05A CKJ 40 CKJ H05B H05B H 0 0 N N N 5.451 -17.696 21.740 -8.796 -0.194 -1.323 H05B CKJ 41 CKJ H07 H07 H 0 1 N N N 0.645 -18.892 14.593 0.991 -3.790 0.730 H07 CKJ 42 CKJ H08 H08 H 0 1 N N N -0.396 -18.616 12.362 2.542 -5.621 0.189 H08 CKJ 43 CKJ H10 H10 H 0 1 N N N 3.171 -16.741 10.895 5.504 -2.781 -0.992 H10 CKJ 44 CKJ H23 H23 H 0 1 N N N 1.352 -20.364 15.679 -0.617 -3.044 -0.501 H23 CKJ 45 CKJ H32 H32 H 0 1 N N N 6.480 -16.905 17.220 1.428 2.302 2.414 H32 CKJ 46 CKJ H32A H32A H 0 0 N N N 5.844 -17.804 18.639 -0.341 2.351 2.222 H32A CKJ 47 CKJ H33 H33 H 0 1 N N N 2.976 -16.321 18.448 -0.372 4.717 1.562 H33 CKJ 48 CKJ H33A H33A H 0 0 N N N 3.874 -16.723 19.962 1.383 4.785 1.855 H33A CKJ 49 CKJ H35 H35 H 0 1 N N N 6.247 -15.978 20.214 2.909 3.199 0.673 H35 CKJ 50 CKJ H35A H35A H 0 0 N N N 7.056 -15.102 18.861 2.242 2.001 -0.462 H35A CKJ 51 CKJ H36 H36 H 0 1 N N N 6.417 -13.586 20.726 3.274 3.901 -1.678 H36 CKJ 52 CKJ H36A H36A H 0 0 N N N 5.568 -13.180 19.185 1.520 3.832 -1.970 H36A CKJ 53 CKJ H37 H37 H 0 1 N N N 4.404 -14.677 21.595 2.915 5.624 0.069 H37 CKJ 54 CKJ H38 H38 H 0 1 N N N 3.007 -13.955 18.997 -0.007 5.418 -0.788 H38 CKJ 55 CKJ H38A H38A H 0 0 N N N 2.355 -14.880 20.405 0.660 6.616 0.347 H38A CKJ 56 CKJ HN39 HN39 H 0 0 N N N 3.030 -12.734 21.586 2.198 7.349 -1.447 HN39 CKJ 57 CKJ HN3A HN3A H 0 0 N N N 4.600 -12.309 21.731 3.169 6.271 -2.260 HN3A CKJ 58 # 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 CKJ C10 C DOUB Y N 1 CKJ C C06 SING Y N 2 CKJ C H SING N N 3 CKJ F C09 SING N N 4 CKJ C31 N DOUB Y N 5 CKJ N N02 SING Y N 6 CKJ C32 C01 SING N N 7 CKJ C01 C33 SING N N 8 CKJ C01 C35 SING N N 9 CKJ C01 H01 SING N N 10 CKJ C25 N01 SING N N 11 CKJ N01 C02 SING N N 12 CKJ N01 HN01 SING N N 13 CKJ C02 C03 SING N N 14 CKJ C02 H02 SING N N 15 CKJ C02 H02A SING N N 16 CKJ N02 C28 SING Y N 17 CKJ N02 C32 SING N N 18 CKJ C03 C04 SING N N 19 CKJ C03 H03 SING N N 20 CKJ C03 H03A SING N N 21 CKJ C05 C04 SING N N 22 CKJ C04 H04 SING N N 23 CKJ C04 H04A SING N N 24 CKJ C05 H05 SING N N 25 CKJ C05 H05A SING N N 26 CKJ C05 H05B SING N N 27 CKJ C07 C06 DOUB Y N 28 CKJ C06 C31 SING N N 29 CKJ C08 C07 SING Y N 30 CKJ C07 H07 SING N N 31 CKJ C09 C08 DOUB Y N 32 CKJ C08 H08 SING N N 33 CKJ C09 C10 SING Y N 34 CKJ C10 H10 SING N N 35 CKJ C27 C23 DOUB Y N 36 CKJ C23 N24 SING Y N 37 CKJ C23 H23 SING N N 38 CKJ N24 C25 DOUB Y N 39 CKJ N26 C25 SING Y N 40 CKJ C28 N26 DOUB Y N 41 CKJ C31 C27 SING Y N 42 CKJ C27 C28 SING Y N 43 CKJ C32 H32 SING N N 44 CKJ C32 H32A SING N N 45 CKJ C33 C38 SING N N 46 CKJ C33 H33 SING N N 47 CKJ C33 H33A SING N N 48 CKJ C35 C36 SING N N 49 CKJ C35 H35 SING N N 50 CKJ C35 H35A SING N N 51 CKJ C36 C37 SING N N 52 CKJ C36 H36 SING N N 53 CKJ C36 H36A SING N N 54 CKJ C38 C37 SING N N 55 CKJ C37 N39 SING N N 56 CKJ C37 H37 SING N N 57 CKJ C38 H38 SING N N 58 CKJ C38 H38A SING N N 59 CKJ N39 HN39 SING N N 60 CKJ N39 HN3A SING N N 61 # 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 CKJ SMILES ACDLabs 12.01 "Fc4ccc(c2nn(c1nc(ncc12)NCCCC)CC3CCC(N)CC3)cc4" CKJ InChI InChI 1.03 "InChI=1S/C22H29FN6/c1-2-3-12-25-22-26-13-19-20(16-6-8-17(23)9-7-16)28-29(21(19)27-22)14-15-4-10-18(24)11-5-15/h6-9,13,15,18H,2-5,10-12,14,24H2,1H3,(H,25,26,27)/t15-,18-" CKJ InChIKey InChI 1.03 OGEBRHQLRGFBNV-RZDIXWSQSA-N CKJ SMILES_CANONICAL CACTVS 3.370 "CCCCNc1ncc2c(n1)n(C[C@@H]3CC[C@@H](N)CC3)nc2c4ccc(F)cc4" CKJ SMILES CACTVS 3.370 "CCCCNc1ncc2c(n1)n(C[CH]3CC[CH](N)CC3)nc2c4ccc(F)cc4" CKJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCCCNc1ncc2c(nn(c2n1)CC3CCC(CC3)N)c4ccc(cc4)F" CKJ SMILES "OpenEye OEToolkits" 1.7.2 "CCCCNc1ncc2c(nn(c2n1)CC3CCC(CC3)N)c4ccc(cc4)F" # 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 CKJ "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(trans-4-aminocyclohexyl)methyl]-N-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine" CKJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "1-[(4-azanylcyclohexyl)methyl]-N-butyl-3-(4-fluorophenyl)pyrazolo[3,4-d]pyrimidin-6-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 CKJ "Create component" 2011-08-23 RCSB #