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 
# 
