data_ZZN # _chem_comp.id ZZN _chem_comp.name "2-{[4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]methyl}-5-methyl-3-(2-methylphenyl)quinazolin-4(3H)-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H22 F N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-09 _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 507.518 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZZN _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 2WXG _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 ZZN CAT CAT C 0 1 N N N 2.831 -34.065 -23.993 -3.194 1.740 -2.585 CAT ZZN 1 ZZN CAP CAP C 0 1 Y N N 3.599 -35.354 -23.836 -3.744 2.308 -1.302 CAP ZZN 2 ZZN CAQ CAQ C 0 1 Y N N 3.229 -36.494 -24.600 -4.315 3.565 -1.291 CAQ ZZN 3 ZZN CAR CAR C 0 1 Y N N 3.961 -37.663 -24.433 -4.820 4.087 -0.114 CAR ZZN 4 ZZN CAJ CAJ C 0 1 Y N N 5.047 -37.733 -23.556 -4.755 3.351 1.055 CAJ ZZN 5 ZZN CAI CAI C 0 1 Y N N 5.410 -36.610 -22.811 -4.185 2.093 1.051 CAI ZZN 6 ZZN CAH CAH C 0 1 Y N N 4.684 -35.406 -22.971 -3.682 1.565 -0.131 CAH ZZN 7 ZZN NAG NAG N 0 1 N N N 5.147 -34.341 -22.154 -3.109 0.287 -0.140 NAG ZZN 8 ZZN CAF CAF C 0 1 N N N 4.590 -34.175 -20.863 -3.884 -0.794 -0.387 CAF ZZN 9 ZZN OAB OAB O 0 1 N N N 3.651 -34.897 -20.563 -5.077 -0.681 -0.602 OAB ZZN 10 ZZN CAE CAE C 0 1 Y N N 5.065 -33.169 -20.002 -3.230 -2.111 -0.384 CAE ZZN 11 ZZN CAD CAD C 0 1 Y N N 4.526 -32.926 -18.718 -3.939 -3.286 -0.628 CAD ZZN 12 ZZN CAA CAA C 0 1 N N N 3.358 -33.728 -18.113 -5.420 -3.236 -0.904 CAA ZZN 13 ZZN CAC CAC C 0 1 Y N N 5.064 -31.894 -17.941 -3.276 -4.494 -0.614 CAC ZZN 14 ZZN CAK CAK C 0 1 Y N N 6.122 -31.129 -18.404 -1.912 -4.548 -0.361 CAK ZZN 15 ZZN CAL CAL C 0 1 Y N N 6.670 -31.366 -19.674 -1.193 -3.399 -0.118 CAL ZZN 16 ZZN CAM CAM C 0 1 Y N N 6.125 -32.376 -20.478 -1.843 -2.162 -0.127 CAM ZZN 17 ZZN NAN NAN N 0 1 N N N 6.661 -32.594 -21.714 -1.173 -1.006 0.107 NAN ZZN 18 ZZN CAO CAO C 0 1 N N N 6.222 -33.557 -22.545 -1.776 0.144 0.094 CAO ZZN 19 ZZN CAS CAS C 0 1 N N N 6.859 -33.751 -23.967 -0.959 1.383 0.356 CAS ZZN 20 ZZN NAV NAV N 0 1 Y N N 7.373 -32.410 -24.335 0.439 1.007 0.581 NAV ZZN 21 ZZN NAU NAU N 0 1 Y N N 8.508 -32.001 -24.019 1.417 0.901 -0.414 NAU ZZN 22 ZZN C6 C6 C 0 1 Y N N 6.676 -31.502 -24.984 0.990 0.713 1.792 C6 ZZN 23 ZZN N1 N1 N 0 1 Y N N 5.414 -31.521 -25.468 0.528 0.664 3.042 N1 ZZN 24 ZZN C2 C2 C 0 1 Y N N 4.941 -30.442 -26.076 1.321 0.338 4.038 C2 ZZN 25 ZZN N3 N3 N 0 1 Y N N 5.709 -29.344 -26.203 2.598 0.044 3.868 N3 ZZN 26 ZZN C4 C4 C 0 1 Y N N 6.954 -29.253 -25.746 3.152 0.064 2.659 C4 ZZN 27 ZZN NBK NBK N 0 1 N N N 7.609 -28.094 -25.939 4.487 -0.243 2.487 NBK ZZN 28 ZZN C5 C5 C 0 1 Y N N 7.495 -30.371 -25.081 2.344 0.407 1.562 C5 ZZN 29 ZZN CBD CBD C 0 1 Y N N 8.694 -30.750 -24.441 2.561 0.546 0.122 CBD ZZN 30 ZZN CBC CBC C 0 1 Y N N 9.911 -30.087 -24.181 3.838 0.329 -0.599 CBC ZZN 31 ZZN CBB CBB C 0 1 Y N N 10.749 -29.497 -25.118 4.625 -0.784 -0.306 CBB ZZN 32 ZZN CBJ CBJ C 0 1 Y N N 10.345 -30.111 -22.835 4.253 1.234 -1.575 CBJ ZZN 33 ZZN CBI CBI C 0 1 Y N N 11.556 -29.527 -22.449 5.444 1.028 -2.246 CBI ZZN 34 ZZN F F F 0 1 N N N 11.956 -29.535 -21.168 5.845 1.905 -3.191 F ZZN 35 ZZN CBH CBH C 0 1 Y N N 12.382 -28.917 -23.394 6.227 -0.075 -1.950 CBH ZZN 36 ZZN CBA CBA C 0 1 Y N N 11.955 -28.890 -24.714 5.817 -0.983 -0.983 CBA ZZN 37 ZZN OAZ OAZ O 0 1 N N N 12.776 -28.302 -25.617 6.586 -2.067 -0.700 OAZ ZZN 38 ZZN HAT1 HAT1 H 0 0 N N N 2.644 -33.626 -23.002 -2.145 2.019 -2.685 HAT1 ZZN 39 ZZN HAT2 HAT2 H 0 0 N N N 3.418 -33.361 -24.601 -3.282 0.654 -2.569 HAT2 ZZN 40 ZZN HAT3 HAT3 H 0 0 N N N 1.871 -34.269 -24.490 -3.757 2.138 -3.429 HAT3 ZZN 41 ZZN HAQ HAQ H 0 1 N N N 2.401 -36.453 -25.292 -4.368 4.142 -2.203 HAQ ZZN 42 ZZN HAR HAR H 0 1 N N N 3.683 -38.542 -24.996 -5.267 5.070 -0.108 HAR ZZN 43 ZZN HAJ HAJ H 0 1 N N N 5.603 -38.653 -23.455 -5.150 3.761 1.973 HAJ ZZN 44 ZZN HAI HAI H 0 1 N N N 6.237 -36.659 -22.119 -4.134 1.520 1.964 HAI ZZN 45 ZZN HAA1 HAA1 H 0 0 N N N 3.557 -33.919 -17.048 -5.585 -3.018 -1.959 HAA1 ZZN 46 ZZN HAA2 HAA2 H 0 0 N N N 2.426 -33.152 -18.214 -5.868 -4.199 -0.657 HAA2 ZZN 47 ZZN HAA3 HAA3 H 0 0 N N N 3.257 -34.686 -18.645 -5.877 -2.456 -0.295 HAA3 ZZN 48 ZZN HAC HAC H 0 1 N N N 4.648 -31.691 -16.965 -3.822 -5.406 -0.802 HAC ZZN 49 ZZN HAK HAK H 0 1 N N N 6.528 -30.344 -17.783 -1.408 -5.503 -0.354 HAK ZZN 50 ZZN HAL HAL H 0 1 N N N 7.503 -30.776 -20.028 -0.133 -3.453 0.078 HAL ZZN 51 ZZN HAS1 HAS1 H 0 0 N N N 7.671 -34.492 -23.939 -1.023 2.049 -0.504 HAS1 ZZN 52 ZZN HAS2 HAS2 H 0 0 N N N 6.131 -34.131 -24.699 -1.345 1.892 1.239 HAS2 ZZN 53 ZZN H2 H2 H 0 1 N N N 3.936 -30.444 -26.471 0.912 0.309 5.038 H2 ZZN 54 ZZN HBK1 HBK1 H 0 0 N N N 7.772 -27.652 -25.057 4.975 -0.698 3.192 HBK1 ZZN 55 ZZN HBK2 HBK2 H 0 0 N N N 8.484 -28.277 -26.387 4.938 -0.005 1.662 HBK2 ZZN 56 ZZN HBB HBB H 0 1 N N N 10.475 -29.503 -26.163 4.306 -1.489 0.446 HBB ZZN 57 ZZN HBJ HBJ H 0 1 N N N 9.728 -30.590 -22.089 3.643 2.095 -1.807 HBJ ZZN 58 ZZN HBH HBH H 0 1 N N N 13.326 -28.479 -23.106 7.157 -0.232 -2.476 HBH ZZN 59 ZZN HAZ HAZ H 0 1 N N N 12.306 -28.164 -26.431 6.380 -2.845 -1.235 HAZ ZZN 60 # 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 ZZN CAT CAP SING N N 1 ZZN CAP CAQ SING Y N 2 ZZN CAP CAH DOUB Y N 3 ZZN CAQ CAR DOUB Y N 4 ZZN CAR CAJ SING Y N 5 ZZN CAJ CAI DOUB Y N 6 ZZN CAI CAH SING Y N 7 ZZN CAH NAG SING N N 8 ZZN NAG CAF SING N N 9 ZZN NAG CAO SING N N 10 ZZN CAF OAB DOUB N N 11 ZZN CAF CAE SING N N 12 ZZN CAE CAD SING Y N 13 ZZN CAE CAM DOUB Y N 14 ZZN CAD CAA SING N N 15 ZZN CAD CAC DOUB Y N 16 ZZN CAC CAK SING Y N 17 ZZN CAK CAL DOUB Y N 18 ZZN CAL CAM SING Y N 19 ZZN CAM NAN SING N N 20 ZZN NAN CAO DOUB N N 21 ZZN CAO CAS SING N N 22 ZZN CAS NAV SING N N 23 ZZN NAV NAU SING Y N 24 ZZN NAV C6 SING Y N 25 ZZN NAU CBD DOUB Y N 26 ZZN C6 N1 SING Y N 27 ZZN C6 C5 DOUB Y N 28 ZZN N1 C2 DOUB Y N 29 ZZN C2 N3 SING Y N 30 ZZN N3 C4 DOUB Y N 31 ZZN C4 NBK SING N N 32 ZZN C4 C5 SING Y N 33 ZZN C5 CBD SING Y N 34 ZZN CBD CBC SING Y N 35 ZZN CBC CBB SING Y N 36 ZZN CBC CBJ DOUB Y N 37 ZZN CBB CBA DOUB Y N 38 ZZN CBJ CBI SING Y N 39 ZZN CBI F SING N N 40 ZZN CBI CBH DOUB Y N 41 ZZN CBH CBA SING Y N 42 ZZN CBA OAZ SING N N 43 ZZN CAT HAT1 SING N N 44 ZZN CAT HAT2 SING N N 45 ZZN CAT HAT3 SING N N 46 ZZN CAQ HAQ SING N N 47 ZZN CAR HAR SING N N 48 ZZN CAJ HAJ SING N N 49 ZZN CAI HAI SING N N 50 ZZN CAA HAA1 SING N N 51 ZZN CAA HAA2 SING N N 52 ZZN CAA HAA3 SING N N 53 ZZN CAC HAC SING N N 54 ZZN CAK HAK SING N N 55 ZZN CAL HAL SING N N 56 ZZN CAS HAS1 SING N N 57 ZZN CAS HAS2 SING N N 58 ZZN C2 H2 SING N N 59 ZZN NBK HBK1 SING N N 60 ZZN NBK HBK2 SING N N 61 ZZN CBB HBB SING N N 62 ZZN CBJ HBJ SING N N 63 ZZN CBH HBH SING N N 64 ZZN OAZ HAZ SING N N 65 # 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 ZZN SMILES ACDLabs 10.04 "Fc6cc(c2nn(c1ncnc(c12)N)CC4=Nc5cccc(c5C(=O)N4c3ccccc3C)C)cc(O)c6" ZZN SMILES_CANONICAL CACTVS 3.352 "Cc1ccccc1N2C(=Nc3cccc(C)c3C2=O)Cn4nc(c5cc(O)cc(F)c5)c6c(N)ncnc46" ZZN SMILES CACTVS 3.352 "Cc1ccccc1N2C(=Nc3cccc(C)c3C2=O)Cn4nc(c5cc(O)cc(F)c5)c6c(N)ncnc46" ZZN SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "Cc1ccccc1N2C(=Nc3cccc(c3C2=O)C)Cn4c5c(c(n4)c6cc(cc(c6)F)O)c(ncn5)N" ZZN SMILES "OpenEye OEToolkits" 1.6.1 "Cc1ccccc1N2C(=Nc3cccc(c3C2=O)C)Cn4c5c(c(n4)c6cc(cc(c6)F)O)c(ncn5)N" ZZN InChI InChI 1.03 "InChI=1S/C28H22FN7O2/c1-15-6-3-4-9-21(15)36-22(33-20-8-5-7-16(2)23(20)28(36)38)13-35-27-24(26(30)31-14-32-27)25(34-35)17-10-18(29)12-19(37)11-17/h3-12,14,37H,13H2,1-2H3,(H2,30,31,32)" ZZN InChIKey InChI 1.03 AUNMZFMPIXHYCD-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 ZZN "SYSTEMATIC NAME" ACDLabs 10.04 "2-{[4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]methyl}-5-methyl-3-(2-methylphenyl)quinazolin-4(3H)-one" ZZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[[4-amino-3-(3-fluoro-5-hydroxy-phenyl)pyrazolo[4,5-e]pyrimidin-1-yl]methyl]-5-methyl-3-(2-methylphenyl)quinazolin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZZN "Create component" 2009-11-09 EBI ZZN "Modify aromatic_flag" 2011-06-04 RCSB ZZN "Modify descriptor" 2011-06-04 RCSB #