data_BK3 # _chem_comp.id BK3 _chem_comp.name "3-(naphthalen-1-ylmethyl)-1-(piperidin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-10 _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 372.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BK3 _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 3MWU _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 BK3 N1 N1 N 0 1 Y N N 27.501 6.521 6.629 0.389 4.185 -0.178 N1 BK3 1 BK3 C2 C2 C 0 1 Y N N 27.580 5.899 5.452 1.434 3.899 -0.935 C2 BK3 2 BK3 N3 N3 N 0 1 Y N N 27.005 6.360 4.371 1.843 2.667 -1.144 N3 BK3 3 BK3 C4 C4 C 0 1 Y N N 26.300 7.511 4.421 1.207 1.636 -0.589 C4 BK3 4 BK3 C5 C5 C 0 1 Y N N 26.181 8.217 5.601 0.087 1.889 0.227 C5 BK3 5 BK3 C6 C6 C 0 1 Y N N 26.808 7.673 6.741 -0.311 3.226 0.419 C6 BK3 6 BK3 NAA NAA N 0 1 N N N 26.766 8.237 7.942 -1.402 3.533 1.209 NAA BK3 7 BK3 NBB NBB N 0 1 Y N N 25.620 8.183 3.515 1.375 0.284 -0.609 NBB BK3 8 BK3 NAR NAR N 0 1 Y N N 25.093 9.226 3.965 0.375 -0.295 0.182 NAR BK3 9 BK3 NAS NAS N 0 1 N N N 21.690 6.245 0.725 5.600 -2.327 0.813 NAS BK3 10 BK3 CAB CAB C 0 1 Y N N 24.592 15.397 7.919 -3.608 -3.733 -0.618 CAB BK3 11 BK3 CAC CAC C 0 1 Y N N 23.650 14.421 7.548 -2.467 -3.486 0.144 CAC BK3 12 BK3 CAD CAD C 0 1 Y N N 28.171 12.289 6.829 -4.793 0.893 -0.338 CAD BK3 13 BK3 CAE CAE C 0 1 Y N N 27.236 11.326 6.440 -3.658 1.137 0.433 CAE BK3 14 BK3 CAG CAG C 0 1 Y N N 25.950 15.077 7.829 -4.469 -2.727 -0.936 CAG BK3 15 BK3 CAH CAH C 0 1 Y N N 27.733 13.529 7.293 -5.076 -0.359 -0.792 CAH BK3 16 BK3 CAI CAI C 0 1 Y N N 24.091 13.173 7.098 -2.185 -2.234 0.598 CAI BK3 17 BK3 CAJ CAJ C 0 1 N N N 22.893 5.662 0.150 5.989 -1.462 -0.307 CAJ BK3 18 BK3 CAK CAK C 0 1 N N N 21.820 6.425 2.196 4.540 -1.708 1.620 CAK BK3 19 BK3 CAL CAL C 0 1 N N N 24.051 6.675 0.362 4.787 -1.247 -1.229 CAL BK3 20 BK3 CAM CAM C 0 1 N N N 23.062 7.275 2.556 3.295 -1.500 0.755 CAM BK3 21 BK3 CAN CAN C 0 1 N N N 24.859 10.459 6.134 -1.573 0.418 1.581 CAN BK3 22 BK3 CAO CAO C 0 1 N N N 25.538 7.744 2.129 2.422 -0.440 -1.335 CAO BK3 23 BK3 CAU CAU C 0 1 Y N N 25.862 11.579 6.529 -2.795 0.133 0.746 CAU BK3 24 BK3 CAV CAV C 0 1 Y N N 25.372 9.322 5.265 -0.387 0.637 0.678 CAV BK3 25 BK3 CAW CAW C 0 1 Y N N 26.384 13.808 7.388 -4.210 -1.422 -0.485 CAW BK3 26 BK3 CAX CAX C 0 1 Y N N 25.448 12.842 7.002 -3.053 -1.173 0.295 CAX BK3 27 BK3 CBA CBA C 0 1 N N N 24.346 6.779 1.869 3.648 -0.602 -0.433 CBA BK3 28 BK3 H2 H2 H 0 1 N N N 28.141 4.978 5.389 1.973 4.710 -1.401 H2 BK3 29 BK3 HNAA HNAA H 0 0 N N N 27.284 7.679 8.591 -1.614 4.459 1.403 HNAA BK3 30 BK3 HNAB HNAB H 0 0 N N N 27.167 9.152 7.895 -1.955 2.823 1.568 HNAB BK3 31 BK3 HNAS HNAS H 0 0 N N N 21.532 7.138 0.304 5.318 -3.239 0.485 HNAS BK3 32 BK3 HAB HAB H 0 1 N N N 24.274 16.370 8.265 -3.809 -4.735 -0.965 HAB BK3 33 BK3 HAC HAC H 0 1 N N N 22.593 14.634 7.610 -1.798 -4.301 0.379 HAC BK3 34 BK3 HAD HAD H 0 1 N N N 29.228 12.074 6.771 -5.461 1.708 -0.576 HAD BK3 35 BK3 HAE HAE H 0 1 N N N 27.578 10.373 6.065 -3.457 2.140 0.780 HAE BK3 36 BK3 HAG HAG H 0 1 N N N 26.685 15.819 8.104 -5.346 -2.932 -1.531 HAG BK3 37 BK3 HAH HAH H 0 1 N N N 28.456 14.278 7.581 -5.962 -0.534 -1.386 HAH BK3 38 BK3 HAI HAI H 0 1 N N N 23.356 12.435 6.813 -1.297 -2.059 1.188 HAI BK3 39 BK3 HAJ HAJ H 0 1 N N N 23.127 4.710 0.648 6.328 -0.500 0.078 HAJ BK3 40 BK3 HAJA HAJA H 0 0 N N N 22.746 5.474 -0.924 6.796 -1.934 -0.867 HAJA BK3 41 BK3 HAK HAK H 0 1 N N N 20.921 6.935 2.572 4.295 -2.358 2.459 HAK BK3 42 BK3 HAKA HAKA H 0 0 N N N 21.919 5.436 2.667 4.886 -0.745 1.996 HAKA BK3 43 BK3 HAL HAL H 0 1 N N N 24.950 6.328 -0.169 5.072 -0.592 -2.052 HAL BK3 44 BK3 HALA HALA H 0 0 N N N 23.758 7.661 -0.028 4.456 -2.207 -1.625 HALA BK3 45 BK3 HAM HAM H 0 1 N N N 22.877 8.311 2.237 2.940 -2.464 0.390 HAM BK3 46 BK3 HAMA HAMA H 0 0 N N N 23.211 7.227 3.645 2.514 -1.027 1.350 HAMA BK3 47 BK3 HAN HAN H 0 1 N N N 24.045 10.944 5.575 -1.743 1.312 2.181 HAN BK3 48 BK3 HANA HANA H 0 0 N N N 24.503 10.007 7.071 -1.377 -0.428 2.239 HANA BK3 49 BK3 HAO HAO H 0 1 N N N 25.410 8.631 1.492 2.051 -1.424 -1.623 HAO BK3 50 BK3 HAOA HAOA H 0 0 N N N 26.471 7.218 1.877 2.699 0.120 -2.228 HAOA BK3 51 BK3 HBA HBA H 0 1 N N N 24.637 5.800 2.278 3.966 0.375 -0.070 HBA BK3 52 # 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 BK3 C2 N1 DOUB Y N 1 BK3 N1 C6 SING Y N 2 BK3 N3 C2 SING Y N 3 BK3 C2 H2 SING N N 4 BK3 N3 C4 DOUB Y N 5 BK3 NBB C4 SING Y N 6 BK3 C4 C5 SING Y N 7 BK3 CAV C5 SING Y N 8 BK3 C5 C6 DOUB Y N 9 BK3 C6 NAA SING N N 10 BK3 NAA HNAA SING N N 11 BK3 NAA HNAB SING N N 12 BK3 CAO NBB SING N N 13 BK3 NBB NAR SING Y N 14 BK3 NAR CAV DOUB Y N 15 BK3 CAJ NAS SING N N 16 BK3 NAS CAK SING N N 17 BK3 NAS HNAS SING N N 18 BK3 CAC CAB DOUB Y N 19 BK3 CAG CAB SING Y N 20 BK3 CAB HAB SING N N 21 BK3 CAI CAC SING Y N 22 BK3 CAC HAC SING N N 23 BK3 CAE CAD SING Y N 24 BK3 CAD CAH DOUB Y N 25 BK3 CAD HAD SING N N 26 BK3 CAE CAU DOUB Y N 27 BK3 CAE HAE SING N N 28 BK3 CAW CAG DOUB Y N 29 BK3 CAG HAG SING N N 30 BK3 CAH CAW SING Y N 31 BK3 CAH HAH SING N N 32 BK3 CAX CAI DOUB Y N 33 BK3 CAI HAI SING N N 34 BK3 CAJ CAL SING N N 35 BK3 CAJ HAJ SING N N 36 BK3 CAJ HAJA SING N N 37 BK3 CAK CAM SING N N 38 BK3 CAK HAK SING N N 39 BK3 CAK HAKA SING N N 40 BK3 CAL CBA SING N N 41 BK3 CAL HAL SING N N 42 BK3 CAL HALA SING N N 43 BK3 CBA CAM SING N N 44 BK3 CAM HAM SING N N 45 BK3 CAM HAMA SING N N 46 BK3 CAV CAN SING N N 47 BK3 CAN CAU SING N N 48 BK3 CAN HAN SING N N 49 BK3 CAN HANA SING N N 50 BK3 CBA CAO SING N N 51 BK3 CAO HAO SING N N 52 BK3 CAO HAOA SING N N 53 BK3 CAU CAX SING Y N 54 BK3 CAX CAW SING Y N 55 BK3 CBA HBA SING N N 56 # 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 BK3 SMILES ACDLabs 12.01 "n1c(c2c(nc1)n(nc2Cc4c3ccccc3ccc4)CC5CCNCC5)N" BK3 SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(CC3CCNCC3)nc(Cc4cccc5ccccc45)c12" BK3 SMILES CACTVS 3.370 "Nc1ncnc2n(CC3CCNCC3)nc(Cc4cccc5ccccc45)c12" BK3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)cccc2Cc3c4c(ncnc4n(n3)CC5CCNCC5)N" BK3 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)cccc2Cc3c4c(ncnc4n(n3)CC5CCNCC5)N" BK3 InChI InChI 1.03 "InChI=1S/C22H24N6/c23-21-20-19(12-17-6-3-5-16-4-1-2-7-18(16)17)27-28(22(20)26-14-25-21)13-15-8-10-24-11-9-15/h1-7,14-15,24H,8-13H2,(H2,23,25,26)" BK3 InChIKey InChI 1.03 MMRLNUFECMEMSQ-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 BK3 "SYSTEMATIC NAME" ACDLabs 12.01 "3-(naphthalen-1-ylmethyl)-1-(piperidin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" BK3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-(naphthalen-1-ylmethyl)-1-(piperidin-4-ylmethyl)pyrazolo[3,4-d]pyrimidin-4-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 BK3 "Create component" 2010-05-10 RCSB BK3 "Modify aromatic_flag" 2011-06-04 RCSB BK3 "Modify descriptor" 2011-06-04 RCSB #