data_ZZO
# 
_chem_comp.id                                    ZZO 
_chem_comp.name                                  "2-{[4-amino-3-(3-fluoro-4-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                     ZZO 
_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        2WXH 
_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 
ZZO CAT  CAT  C 0 1 N N N -3.303  -33.683 23.961 -3.328 1.226  -2.849 CAT  ZZO 1  
ZZO CAL  CAL  C 0 1 Y N N -4.053  -34.975 23.839 -3.901 1.972  -1.671 CAL  ZZO 2  
ZZO CAM  CAM  C 0 1 Y N N -3.697  -36.084 24.640 -4.527 3.188  -1.862 CAM  ZZO 3  
ZZO CAE  CAE  C 0 1 Y N N -4.423  -37.263 24.514 -5.053 3.873  -0.782 CAE  ZZO 4  
ZZO CAD  CAD  C 0 1 Y N N -5.490  -37.372 23.619 -4.953 3.344  0.491  CAD  ZZO 5  
ZZO CAC  CAC  C 0 1 Y N N -5.846  -36.265 22.847 -4.328 2.129  0.689  CAC  ZZO 6  
ZZO CAK  CAK  C 0 1 Y N N -5.105  -35.070 22.970 -3.804 1.435  -0.394 CAK  ZZO 7  
ZZO NAJ  NAJ  N 0 1 N N N -5.513  -33.996 22.149 -3.174 0.199  -0.199 NAJ  ZZO 8  
ZZO CAI  CAI  C 0 1 N N N -4.944  -33.855 20.874 -3.901 -0.940 -0.257 CAI  ZZO 9  
ZZO OAB  OAB  O 0 1 N N N -4.031  -34.641 20.568 -5.098 -0.916 -0.478 OAB  ZZO 10 
ZZO CAH  CAH  C 0 1 Y N N -5.375  -32.798 20.050 -3.190 -2.209 -0.045 CAH  ZZO 11 
ZZO CAG  CAG  C 0 1 Y N N -4.839  -32.559 18.758 -3.846 -3.438 -0.085 CAG  ZZO 12 
ZZO CAA  CAA  C 0 1 N N N -3.706  -33.408 18.130 -5.328 -3.499 -0.352 CAA  ZZO 13 
ZZO CAF  CAF  C 0 1 Y N N -5.332  -31.491 18.003 -3.130 -4.597 0.121  CAF  ZZO 14 
ZZO CAN  CAN  C 0 1 Y N N -6.361  -30.694 18.466 -1.764 -4.549 0.367  CAN  ZZO 15 
ZZO CAO  CAO  C 0 1 Y N N -6.899  -30.940 19.738 -1.097 -3.345 0.411  CAO  ZZO 16 
ZZO CAP  CAP  C 0 1 Y N N -6.411  -31.980 20.524 -1.801 -2.157 0.206  CAP  ZZO 17 
ZZO NAQ  NAQ  N 0 1 N N N -6.969  -32.169 21.752 -1.183 -0.949 0.240  NAQ  ZZO 18 
ZZO CAR  CAR  C 0 1 N N N -6.541  -33.175 22.549 -1.836 0.155  0.043  CAR  ZZO 19 
ZZO CAS  CAS  C 0 1 N N N -7.176  -33.371 23.938 -1.075 1.455  0.092  CAS  ZZO 20 
ZZO NAV  NAV  N 0 1 Y N N -7.640  -32.011 24.333 0.339  1.183  0.363  NAV  ZZO 21 
ZZO NAU  NAU  N 0 1 Y N N -8.782  -31.584 24.058 1.319  0.957  -0.610 NAU  ZZO 22 
ZZO C6   C6   C 0 1 Y N N -6.902  -31.129 25.000 0.905  1.116  1.601  C6   ZZO 23 
ZZO N1   N1   N 0 1 Y N N -5.629  -31.167 25.461 0.447  1.253  2.845  N1   ZZO 24 
ZZO C2   C2   C 0 1 Y N N -5.117  -30.103 26.075 1.255  1.130  3.875  C2   ZZO 25 
ZZO N3   N3   N 0 1 Y N N -5.910  -29.017 26.239 2.544  0.869  3.744  N3   ZZO 26 
ZZO C4   C4   C 0 1 Y N N -7.145  -28.913 25.800 3.094  0.715  2.543  C4   ZZO 27 
ZZO NBG  NBG  N 0 1 N N N -7.864  -27.789 26.019 4.442  0.442  2.412  NBG  ZZO 28 
ZZO C5   C5   C 0 1 Y N N -7.707  -30.001 25.141 2.271  0.837  1.412  C5   ZZO 29 
ZZO CAZ  CAZ  C 0 1 Y N N -8.931  -30.327 24.527 2.479  0.746  -0.033 CAZ  ZZO 30 
ZZO CBE  CBE  C 0 1 Y N N -10.156 -29.676 24.311 3.763  0.469  -0.720 CBE  ZZO 31 
ZZO CBD  CBD  C 0 1 Y N N -10.592 -29.624 22.968 4.600  -0.545 -0.255 CBD  ZZO 32 
ZZO CBH  CBH  C 0 1 Y N N -11.834 -29.050 22.724 5.795  -0.800 -0.897 CBH  ZZO 33 
ZZO F    F    F 0 1 N N N -12.353 -28.931 21.480 6.606  -1.783 -0.448 F    ZZO 34 
ZZO CBI  CBI  C 0 1 Y N N -12.590 -28.553 23.762 6.164  -0.046 -2.006 CBI  ZZO 35 
ZZO OBL  OBL  O 0 1 N N N -13.761 -27.997 23.475 7.341  -0.299 -2.637 OBL  ZZO 36 
ZZO CBJ  CBJ  C 0 1 Y N N -12.185 -28.580 25.068 5.332  0.963  -2.470 CBJ  ZZO 37 
ZZO CBF  CBF  C 0 1 Y N N -10.958 -29.176 25.318 4.135  1.219  -1.835 CBF  ZZO 38 
ZZO HAT1 HAT1 H 0 0 N N N -3.119  -33.464 25.023 -2.292 1.529  -3.002 HAT1 ZZO 39 
ZZO HAT2 HAT2 H 0 0 N N N -2.342  -33.766 23.432 -3.368 0.154  -2.654 HAT2 ZZO 40 
ZZO HAT3 HAT3 H 0 0 N N N -3.897  -32.871 23.517 -3.909 1.454  -3.742 HAT3 ZZO 41 
ZZO HAM  HAM  H 0 1 N N N -2.875  -36.017 25.338 -4.607 3.604  -2.855 HAM  ZZO 42 
ZZO HAE  HAE  H 0 1 N N N -4.156  -38.114 25.122 -5.542 4.824  -0.934 HAE  ZZO 43 
ZZO HAD  HAD  H 0 1 N N N -6.033  -38.301 23.526 -5.365 3.882  1.333  HAD  ZZO 44 
ZZO HAC  HAC  H 0 1 N N N -6.680  -36.322 22.163 -4.250 1.716  1.684  HAC  ZZO 45 
ZZO HAA1 HAA1 H 0 0 N N N -3.940  -33.609 17.074 -5.505 -3.465 -1.427 HAA1 ZZO 46 
ZZO HAA2 HAA2 H 0 0 N N N -2.756  -32.858 18.196 -5.733 -4.426 0.054  HAA2 ZZO 47 
ZZO HAA3 HAA3 H 0 0 N N N -3.617  -34.360 18.674 -5.818 -2.649 0.123  HAA3 ZZO 48 
ZZO HAF  HAF  H 0 1 N N N -4.899  -31.284 17.036 -3.635 -5.551 0.091  HAF  ZZO 49 
ZZO HAN  HAN  H 0 1 N N N -6.747  -29.891 17.856 -1.218 -5.467 0.527  HAN  ZZO 50 
ZZO HAO  HAO  H 0 1 N N N -7.699  -30.317 20.111 -0.035 -3.320 0.604  HAO  ZZO 51 
ZZO HAS1 HAS1 H 0 0 N N N -8.016  -34.080 23.894 -1.169 1.967  -0.866 HAS1 ZZO 52 
ZZO HAS2 HAS2 H 0 0 N N N -6.466  -33.795 24.663 -1.481 2.085  0.882  HAS2 ZZO 53 
ZZO H2   H2   H 0 1 N N N -4.098  -30.105 26.432 0.850  1.248  4.869  H2   ZZO 54 
ZZO HBG1 HBG1 H 0 0 N N N -8.042  -27.692 26.998 4.951  0.132  3.178  HBG1 ZZO 55 
ZZO HBG2 HBG2 H 0 0 N N N -7.350  -26.996 25.693 4.880  0.562  1.555  HBG2 ZZO 56 
ZZO HBD  HBD  H 0 1 N N N -9.985  -30.014 22.164 4.313  -1.130 0.607  HBD  ZZO 57 
ZZO HBF  HBF  H 0 1 N N N -10.616 -29.252 26.340 3.487  2.002  -2.199 HBF  ZZO 58 
ZZO HBL  HBL  H 0 1 N N N -14.254 -27.864 24.276 7.274  -0.951 -3.348 HBL  ZZO 59 
ZZO HBJ  HBJ  H 0 1 N N N -12.787 -28.161 25.860 5.622  1.546  -3.331 HBJ  ZZO 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 
ZZO CAT CAL  SING N N 1  
ZZO CAL CAM  SING Y N 2  
ZZO CAL CAK  DOUB Y N 3  
ZZO CAM CAE  DOUB Y N 4  
ZZO CAE CAD  SING Y N 5  
ZZO CAD CAC  DOUB Y N 6  
ZZO CAC CAK  SING Y N 7  
ZZO CAK NAJ  SING N N 8  
ZZO NAJ CAI  SING N N 9  
ZZO NAJ CAR  SING N N 10 
ZZO CAI OAB  DOUB N N 11 
ZZO CAI CAH  SING N N 12 
ZZO CAH CAG  SING Y N 13 
ZZO CAH CAP  DOUB Y N 14 
ZZO CAG CAA  SING N N 15 
ZZO CAG CAF  DOUB Y N 16 
ZZO CAF CAN  SING Y N 17 
ZZO CAN CAO  DOUB Y N 18 
ZZO CAO CAP  SING Y N 19 
ZZO CAP NAQ  SING N N 20 
ZZO NAQ CAR  DOUB N N 21 
ZZO CAR CAS  SING N N 22 
ZZO CAS NAV  SING N N 23 
ZZO NAV NAU  SING Y N 24 
ZZO NAV C6   SING Y N 25 
ZZO NAU CAZ  DOUB Y N 26 
ZZO C6  N1   SING Y N 27 
ZZO C6  C5   DOUB Y N 28 
ZZO N1  C2   DOUB Y N 29 
ZZO C2  N3   SING Y N 30 
ZZO N3  C4   DOUB Y N 31 
ZZO C4  NBG  SING N N 32 
ZZO C4  C5   SING Y N 33 
ZZO C5  CAZ  SING Y N 34 
ZZO CAZ CBE  SING Y N 35 
ZZO CBE CBD  SING Y N 36 
ZZO CBE CBF  DOUB Y N 37 
ZZO CBD CBH  DOUB Y N 38 
ZZO CBH F    SING N N 39 
ZZO CBH CBI  SING Y N 40 
ZZO CBI OBL  SING N N 41 
ZZO CBI CBJ  DOUB Y N 42 
ZZO CBJ CBF  SING Y N 43 
ZZO CAT HAT1 SING N N 44 
ZZO CAT HAT2 SING N N 45 
ZZO CAT HAT3 SING N N 46 
ZZO CAM HAM  SING N N 47 
ZZO CAE HAE  SING N N 48 
ZZO CAD HAD  SING N N 49 
ZZO CAC HAC  SING N N 50 
ZZO CAA HAA1 SING N N 51 
ZZO CAA HAA2 SING N N 52 
ZZO CAA HAA3 SING N N 53 
ZZO CAF HAF  SING N N 54 
ZZO CAN HAN  SING N N 55 
ZZO CAO HAO  SING N N 56 
ZZO CAS HAS1 SING N N 57 
ZZO CAS HAS2 SING N N 58 
ZZO C2  H2   SING N N 59 
ZZO NBG HBG1 SING N N 60 
ZZO NBG HBG2 SING N N 61 
ZZO CBD HBD  SING N N 62 
ZZO CBF HBF  SING N N 63 
ZZO OBL HBL  SING N N 64 
ZZO CBJ HBJ  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 
ZZO SMILES           ACDLabs              10.04 "Fc6c(O)ccc(c2nn(c1ncnc(c12)N)CC4=Nc5cccc(c5C(=O)N4c3ccccc3C)C)c6"                                                                                                                       
ZZO SMILES_CANONICAL CACTVS               3.352 "Cc1ccccc1N2C(=Nc3cccc(C)c3C2=O)Cn4nc(c5ccc(O)c(F)c5)c6c(N)ncnc46"                                                                                                                       
ZZO SMILES           CACTVS               3.352 "Cc1ccccc1N2C(=Nc3cccc(C)c3C2=O)Cn4nc(c5ccc(O)c(F)c5)c6c(N)ncnc46"                                                                                                                       
ZZO SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "Cc1ccccc1N2C(=Nc3cccc(c3C2=O)C)Cn4c5c(c(n4)c6ccc(c(c6)F)O)c(ncn5)N"                                                                                                                     
ZZO SMILES           "OpenEye OEToolkits" 1.6.1 "Cc1ccccc1N2C(=Nc3cccc(c3C2=O)C)Cn4c5c(c(n4)c6ccc(c(c6)F)O)c(ncn5)N"                                                                                                                     
ZZO InChI            InChI                1.03  "InChI=1S/C28H22FN7O2/c1-15-6-3-4-9-20(15)36-22(33-19-8-5-7-16(2)23(19)28(36)38)13-35-27-24(26(30)31-14-32-27)25(34-35)17-10-11-21(37)18(29)12-17/h3-12,14,37H,13H2,1-2H3,(H2,30,31,32)" 
ZZO InChIKey         InChI                1.03  TYLTZPAGUBOPCU-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 
ZZO "SYSTEMATIC NAME" ACDLabs              10.04 "2-{[4-amino-3-(3-fluoro-4-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]methyl}-5-methyl-3-(2-methylphenyl)quinazolin-4(3H)-one" 
ZZO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[[4-amino-3-(3-fluoro-4-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 
ZZO "Create component"     2009-11-09 EBI  
ZZO "Modify aromatic_flag" 2011-06-04 RCSB 
ZZO "Modify descriptor"    2011-06-04 RCSB 
# 
