data_AD5 # _chem_comp.id AD5 _chem_comp.name "N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H27 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Reversine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-15 _chem_comp.pdbx_modified_date 2022-10-26 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 393.485 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AD5 _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 2VGO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 AD5 CAK CAK C 0 1 N N N 7.433 0.443 2.439 7.433 0.443 2.439 CAK AD5 1 AD5 CAG CAG C 0 1 N N N 6.201 1.280 2.064 6.201 1.280 2.064 CAG AD5 2 AD5 CAF CAF C 0 1 N N N 5.030 1.033 3.031 5.030 1.033 3.031 CAF AD5 3 AD5 CAH CAH C 0 1 N N N 5.507 0.412 4.354 5.507 0.412 4.354 CAH AD5 4 AD5 CAL CAL C 0 1 N N N 6.800 1.079 4.835 6.800 1.079 4.835 CAL AD5 5 AD5 CBB CBB C 0 1 N N N 7.955 0.834 3.835 7.955 0.834 3.835 CBB AD5 6 AD5 N6 N6 N 0 1 N N N 8.777 2.049 3.730 8.777 2.049 3.730 N6 AD5 7 AD5 C6 C6 C 0 1 Y N N 9.929 2.184 4.400 9.929 2.184 4.400 C6 AD5 8 AD5 N1 N1 N 0 1 Y N N 10.887 1.245 4.362 10.887 1.245 4.362 N1 AD5 9 AD5 C5 C5 C 0 1 Y N N 10.078 3.298 5.113 10.078 3.298 5.113 C5 AD5 10 AD5 N7 N7 N 0 1 Y N N 9.290 4.351 5.307 9.290 4.351 5.307 N7 AD5 11 AD5 C8 C8 C 0 1 Y N N 9.927 5.193 6.115 9.927 5.193 6.115 C8 AD5 12 AD5 N9 N9 N 0 1 Y N N 11.107 4.658 6.419 11.107 4.658 6.419 N9 AD5 13 AD5 C4 C4 C 0 1 Y N N 11.204 3.487 5.802 11.204 3.487 5.802 C4 AD5 14 AD5 N3 N3 N 0 1 Y N N 12.177 2.560 5.773 12.177 2.560 5.773 N3 AD5 15 AD5 C2 C2 C 0 1 Y N N 12.029 1.430 5.048 12.029 1.430 5.048 C2 AD5 16 AD5 N2 N2 N 0 1 N N N 13.027 0.522 5.065 13.027 0.522 5.065 N2 AD5 17 AD5 CAV CAV C 0 1 Y N N 13.218 -0.431 4.123 13.218 -0.431 4.123 CAV AD5 18 AD5 CAB CAB C 0 1 Y N N 14.508 -0.948 4.014 14.508 -0.948 4.014 CAB AD5 19 AD5 CAD CAD C 0 1 Y N N 14.809 -1.940 3.092 14.809 -1.940 3.092 CAD AD5 20 AD5 CAA CAA C 0 1 Y N N 12.214 -0.938 3.290 12.214 -0.938 3.290 CAA AD5 21 AD5 CAC CAC C 0 1 Y N N 12.511 -1.929 2.351 12.511 -1.929 2.351 CAC AD5 22 AD5 CAW CAW C 0 1 Y N N 13.811 -2.437 2.254 13.811 -2.437 2.254 CAW AD5 23 AD5 NBC NBC N 0 1 N N N 14.131 -3.389 1.355 14.131 -3.389 1.355 NBC AD5 24 AD5 CAM CAM C 0 1 N N N 13.476 -4.730 1.393 13.476 -4.730 1.393 CAM AD5 25 AD5 CAI CAI C 0 1 N N N 14.429 -5.838 0.934 14.429 -5.838 0.934 CAI AD5 26 AD5 OAU OAU O 0 1 N N N 15.133 -5.423 -0.265 15.133 -5.423 -0.265 OAU AD5 27 AD5 CAJ CAJ C 0 1 N N N 16.011 -4.303 -0.003 16.011 -4.303 -0.003 CAJ AD5 28 AD5 CAN CAN C 0 1 N N N 15.160 -3.075 0.318 15.160 -3.075 0.318 CAN AD5 29 AD5 HAK1 1HAK H 0 0 N N N 7.155 -0.621 2.445 7.155 -0.621 2.445 HAK1 AD5 30 AD5 HAK2 2HAK H 0 0 N N N 8.226 0.630 1.700 8.226 0.630 1.700 HAK2 AD5 31 AD5 HAG1 1HAG H 0 0 N N N 6.472 2.345 2.103 6.472 2.345 2.102 HAG1 AD5 32 AD5 HAG2 2HAG H 0 0 N N N 5.880 0.987 1.053 5.880 0.987 1.053 HAG2 AD5 33 AD5 HBB HBB H 0 1 N N N 8.558 -0.004 4.215 8.558 -0.004 4.215 HBB AD5 34 AD5 HAF1 1HAF H 0 0 N N N 4.542 1.995 3.248 4.542 1.995 3.248 HAF1 AD5 35 AD5 HAF2 2HAF H 0 0 N N N 4.331 0.331 2.553 4.331 0.331 2.553 HAF2 AD5 36 AD5 HAH1 1HAH H 0 0 N N N 4.727 0.551 5.117 4.727 0.551 5.117 HAH1 AD5 37 AD5 HAH2 2HAH H 0 0 N N N 5.702 -0.658 4.191 5.702 -0.658 4.191 HAH2 AD5 38 AD5 HAL1 1HAL H 0 0 N N N 6.631 2.162 4.927 6.631 2.162 4.927 HAL1 AD5 39 AD5 HAL2 2HAL H 0 0 N N N 7.079 0.645 5.807 7.079 0.645 5.807 HAL2 AD5 40 AD5 H6 H6 H 0 1 N N N 9.019 2.125 2.763 9.019 2.125 2.763 H6 AD5 41 AD5 H8 H8 H 0 1 N N N 9.553 6.144 6.463 9.553 6.144 6.464 H8 AD5 42 AD5 H9 H9 H 0 1 N N N 11.801 5.068 7.011 11.801 5.068 7.011 H9 AD5 43 AD5 H2 H2 H 0 1 N N N 13.672 0.556 5.829 13.672 0.556 5.828 H2 AD5 44 AD5 HAB HAB H 0 1 N N N 15.287 -0.569 4.659 15.287 -0.570 4.659 HAB AD5 45 AD5 HAA HAA H 0 1 N N N 11.205 -0.561 3.373 11.205 -0.562 3.374 HAA AD5 46 AD5 HAD HAD H 0 1 N N N 15.815 -2.327 3.023 15.815 -2.327 3.023 HAD AD5 47 AD5 HAC HAC H 0 1 N N N 11.736 -2.304 1.699 11.736 -2.303 1.699 HAC AD5 48 AD5 HAM1 1HAM H 0 0 N N N 13.161 -4.940 2.426 13.161 -4.940 2.426 HAM1 AD5 49 AD5 HAM2 2HAM H 0 0 N N N 12.614 -4.712 0.710 12.614 -4.712 0.710 HAM2 AD5 50 AD5 HAN1 1HAN H 0 0 N N N 14.652 -2.743 -0.600 14.652 -2.743 -0.600 HAN1 AD5 51 AD5 HAN2 2HAN H 0 0 N N N 15.819 -2.285 0.707 15.819 -2.284 0.707 HAN2 AD5 52 AD5 HAI1 1HAI H 0 0 N N N 15.159 -6.043 1.731 15.159 -6.043 1.731 HAI1 AD5 53 AD5 HAI2 2HAI H 0 0 N N N 13.848 -6.746 0.715 13.848 -6.746 0.715 HAI2 AD5 54 AD5 HAJ1 1HAJ H 0 0 N N N 16.664 -4.535 0.851 16.664 -4.536 0.851 HAJ1 AD5 55 AD5 HAJ2 2HAJ H 0 0 N N N 16.636 -4.104 -0.886 16.636 -4.104 -0.886 HAJ2 AD5 56 # 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 AD5 CAK CAG SING N N 1 AD5 CAK CBB SING N N 2 AD5 CAG CAF SING N N 3 AD5 CAF CAH SING N N 4 AD5 CAH CAL SING N N 5 AD5 CAL CBB SING N N 6 AD5 CBB N6 SING N N 7 AD5 N6 C6 SING N N 8 AD5 C6 N1 SING Y N 9 AD5 C6 C5 DOUB Y N 10 AD5 N1 C2 DOUB Y N 11 AD5 C5 N7 SING Y N 12 AD5 C5 C4 SING Y N 13 AD5 N7 C8 DOUB Y N 14 AD5 C8 N9 SING Y N 15 AD5 N9 C4 SING Y N 16 AD5 C4 N3 DOUB Y N 17 AD5 N3 C2 SING Y N 18 AD5 C2 N2 SING N N 19 AD5 N2 CAV SING N N 20 AD5 CAV CAB SING Y N 21 AD5 CAV CAA DOUB Y N 22 AD5 CAB CAD DOUB Y N 23 AD5 CAD CAW SING Y N 24 AD5 CAA CAC SING Y N 25 AD5 CAC CAW DOUB Y N 26 AD5 CAW NBC SING N N 27 AD5 NBC CAM SING N N 28 AD5 NBC CAN SING N N 29 AD5 CAM CAI SING N N 30 AD5 CAI OAU SING N N 31 AD5 OAU CAJ SING N N 32 AD5 CAJ CAN SING N N 33 AD5 CAK HAK1 SING N N 34 AD5 CAK HAK2 SING N N 35 AD5 CAG HAG1 SING N N 36 AD5 CAG HAG2 SING N N 37 AD5 CBB HBB SING N N 38 AD5 CAF HAF1 SING N N 39 AD5 CAF HAF2 SING N N 40 AD5 CAH HAH1 SING N N 41 AD5 CAH HAH2 SING N N 42 AD5 CAL HAL1 SING N N 43 AD5 CAL HAL2 SING N N 44 AD5 N6 H6 SING N N 45 AD5 C8 H8 SING N N 46 AD5 N9 H9 SING N N 47 AD5 N2 H2 SING N N 48 AD5 CAB HAB SING N N 49 AD5 CAA HAA SING N N 50 AD5 CAD HAD SING N N 51 AD5 CAC HAC SING N N 52 AD5 CAM HAM1 SING N N 53 AD5 CAM HAM2 SING N N 54 AD5 CAN HAN1 SING N N 55 AD5 CAN HAN2 SING N N 56 AD5 CAI HAI1 SING N N 57 AD5 CAI HAI2 SING N N 58 AD5 CAJ HAJ1 SING N N 59 AD5 CAJ HAJ2 SING N N 60 # 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 AD5 SMILES ACDLabs 10.04 "n2c1ncnc1c(nc2Nc4ccc(N3CCOCC3)cc4)NC5CCCCC5" AD5 SMILES_CANONICAL CACTVS 3.341 "C1CCC(CC1)Nc2nc(Nc3ccc(cc3)N4CCOCC4)nc5[nH]cnc25" AD5 SMILES CACTVS 3.341 "C1CCC(CC1)Nc2nc(Nc3ccc(cc3)N4CCOCC4)nc5[nH]cnc25" AD5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1Nc2nc3c(c(n2)NC4CCCCC4)nc[nH]3)N5CCOCC5" AD5 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1Nc2nc3c(c(n2)NC4CCCCC4)nc[nH]3)N5CCOCC5" AD5 InChI InChI 1.03 "InChI=1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)" AD5 InChIKey InChI 1.03 ZFLJHSQHILSNCM-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 AD5 "SYSTEMATIC NAME" ACDLabs 10.04 "N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine" AD5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-cyclohexyl-N-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AD5 "Create component" 2007-11-15 EBI AD5 "Modify aromatic_flag" 2011-06-04 RCSB AD5 "Modify descriptor" 2011-06-04 RCSB AD5 "Modify synonyms" 2022-10-26 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AD5 _pdbx_chem_comp_synonyms.name Reversine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #