data_XXZ
# 
_chem_comp.id                                    XXZ 
_chem_comp.name                                  "1-[4-(AMINOMETHYL)BENZOYL]-5'-FLUORO-1'H-SPIRO[PIPERIDINE-4,2'-QUINAZOLIN]-4'-AMINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 F N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         AR-C120011 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        367.420 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XXZ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
XXZ F1   F1   F 0 1 N N N 124.986 114.799 96.084 5.455  -1.696 1.218  F1   XXZ 1  
XXZ C2   C2   C 0 1 Y N N 125.861 114.059 95.422 4.673  -1.482 0.137  C2   XXZ 2  
XXZ C3   C3   C 0 1 Y N N 126.002 112.718 95.757 4.766  -2.311 -0.967 C3   XXZ 3  
XXZ C4   C4   C 0 1 Y N N 126.898 111.918 95.077 3.968  -2.095 -2.077 C4   XXZ 4  
XXZ C1   C1   C 0 1 Y N N 127.657 112.458 94.051 3.063  -1.049 -2.099 C1   XXZ 5  
XXZ C6   C6   C 0 1 Y N N 127.517 113.799 93.700 2.956  -0.213 -1.004 C6   XXZ 6  
XXZ C7   C7   C 0 1 Y N N 126.609 114.644 94.387 3.766  -0.425 0.125  C7   XXZ 7  
XXZ CG   CG   C 0 1 N N N 126.834 116.131 94.153 3.628  0.499  1.268  CG   XXZ 8  
XXZ N20  N20  N 0 1 N N N 127.387 116.517 92.966 2.591  1.285  1.342  N20  XXZ 9  
XXZ N21  N21  N 0 1 N N N 126.450 117.065 94.997 4.593  0.532  2.251  N21  XXZ 10 
XXZ N1   N1   N 0 1 N N N 128.337 114.432 92.546 2.062  0.854  -0.966 N1   XXZ 11 
XXZ C5   C5   C 0 1 N N N 127.786 115.569 91.927 1.527  1.263  0.340  C5   XXZ 12 
XXZ C10  C10  C 0 1 N N N 128.897 116.012 91.017 0.916  2.662  0.214  C10  XXZ 13 
XXZ C11  C11  C 0 1 N N N 128.458 117.245 90.209 -0.173 2.644  -0.863 C11  XXZ 14 
XXZ N12  N12  N 0 1 N N N 127.214 116.944 89.442 -1.144 1.590  -0.536 N12  XXZ 15 
XXZ C13  C13  C 0 1 N N N 126.105 116.510 90.285 -0.652 0.227  -0.296 C13  XXZ 16 
XXZ C14  C14  C 0 1 N N N 126.570 115.221 91.018 0.441  0.272  0.769  C14  XXZ 17 
XXZ C15  C15  C 0 1 N N N 127.031 117.044 88.064 -2.459 1.871  -0.453 C15  XXZ 18 
XXZ O16  O16  O 0 1 N N N 125.939 116.792 87.554 -2.842 3.022  -0.533 O16  XXZ 19 
XXZ C18  C18  C 0 1 Y N N 128.020 118.515 86.318 -3.341 -0.388 -1.025 C18  XXZ 20 
XXZ NH   NH   N 0 1 N N N 132.763 118.063 85.197 -5.775 -3.306 1.312  NH   XXZ 21 
XXZ CB   CB   C 0 1 N N N 131.462 118.500 84.678 -6.267 -2.381 0.282  CB   XXZ 22 
XXZ C8   C8   C 0 1 Y N N 130.312 118.118 85.580 -5.269 -1.268 0.090  C8   XXZ 23 
XXZ CD1  CD1  C 0 1 Y N N 130.463 117.037 86.477 -5.374 -0.112 0.843  CD1  XXZ 24 
XXZ CE1  CE1  C 0 1 Y N N 129.373 116.695 87.302 -4.461 0.909  0.675  CE1  XXZ 25 
XXZ CD2  CD2  C 0 1 Y N N 129.106 118.854 85.494 -4.257 -1.403 -0.843 CD2  XXZ 26 
XXZ CZ   CZ   C 0 1 Y N N 128.162 117.445 87.213 -3.438 0.779  -0.264 CZ   XXZ 27 
XXZ H3   H3   H 0 1 N N N 125.407 112.299 96.555 5.467  -3.132 -0.963 H3   XXZ 28 
XXZ H4   H4   H 0 1 N N N 127.007 110.877 95.343 4.052  -2.749 -2.933 H4   XXZ 29 
XXZ H1   H1   H 0 1 N N N 128.362 111.835 93.520 2.443  -0.886 -2.968 H1   XXZ 30 
XXZ H211 1H21 H 0 0 N N N 126.546 118.052 94.870 5.365  -0.053 2.194  H211 XXZ 31 
XXZ H212 2H21 H 0 0 N N N 126.044 116.607 95.788 4.500  1.140  3.002  H212 XXZ 32 
XXZ HN1  HN1  H 0 1 N N N 129.221 114.704 92.927 1.800  1.315  -1.778 HN1  XXZ 33 
XXZ H101 1H10 H 0 0 N N N 129.142 115.195 90.323 1.692  3.374  -0.065 H101 XXZ 34 
XXZ H102 2H10 H 0 0 N N N 129.780 116.269 91.621 0.479  2.955  1.168  H102 XXZ 35 
XXZ H111 1H11 H 0 0 N N N 129.258 117.515 89.504 0.277  2.437  -1.834 H111 XXZ 36 
XXZ H112 2H11 H 0 0 N N N 128.265 118.080 90.899 -0.677 3.610  -0.890 H112 XXZ 37 
XXZ H131 1H13 H 0 0 N N N 125.207 116.315 89.681 -1.472 -0.403 0.049  H131 XXZ 38 
XXZ H132 2H13 H 0 0 N N N 125.850 117.293 91.014 -0.244 -0.177 -1.223 H132 XXZ 39 
XXZ H141 1H14 H 0 0 N N N 125.748 114.824 91.631 0.880  -0.720 0.884  H141 XXZ 40 
XXZ H142 2H14 H 0 0 N N N 126.865 114.461 90.279 0.010  0.592  1.717  H142 XXZ 41 
XXZ H18  H18  H 0 1 N N N 127.094 119.068 86.263 -2.551 -0.495 -1.753 H18  XXZ 42 
XXZ HNH1 1HNH H 0 0 N N N 133.110 118.743 85.843 -5.769 -2.795 2.182  HNH1 XXZ 43 
XXZ HNH2 2HNH H 0 0 N N N 133.408 117.964 84.440 -6.471 -4.031 1.406  HNH2 XXZ 44 
XXZ HB1  1HB  H 0 1 N N N 131.305 118.001 83.710 -6.397 -2.919 -0.657 HB1  XXZ 45 
XXZ HB2  2HB  H 0 1 N N N 131.478 119.596 84.582 -7.223 -1.962 0.597  HB2  XXZ 46 
XXZ HD1  HD1  H 0 1 N N N 131.391 116.486 86.529 -6.167 -0.012 1.570  HD1  XXZ 47 
XXZ HE1  HE1  H 0 1 N N N 129.453 115.872 87.996 -4.542 1.809  1.267  HE1  XXZ 48 
XXZ HD2  HD2  H 0 1 N N N 129.021 119.674 84.797 -4.183 -2.307 -1.431 HD2  XXZ 49 
# 
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 
XXZ F1  C2   SING N N 1  
XXZ C2  C3   SING Y N 2  
XXZ C2  C7   DOUB Y N 3  
XXZ C3  C4   DOUB Y N 4  
XXZ C3  H3   SING N N 5  
XXZ C4  C1   SING Y N 6  
XXZ C4  H4   SING N N 7  
XXZ C1  C6   DOUB Y N 8  
XXZ C1  H1   SING N N 9  
XXZ C6  C7   SING Y N 10 
XXZ C6  N1   SING N N 11 
XXZ C7  CG   SING N N 12 
XXZ CG  N20  DOUB N N 13 
XXZ CG  N21  SING N N 14 
XXZ N20 C5   SING N N 15 
XXZ N21 H211 SING N N 16 
XXZ N21 H212 SING N N 17 
XXZ N1  C5   SING N N 18 
XXZ N1  HN1  SING N N 19 
XXZ C5  C10  SING N N 20 
XXZ C5  C14  SING N N 21 
XXZ C10 C11  SING N N 22 
XXZ C10 H101 SING N N 23 
XXZ C10 H102 SING N N 24 
XXZ C11 N12  SING N N 25 
XXZ C11 H111 SING N N 26 
XXZ C11 H112 SING N N 27 
XXZ N12 C13  SING N N 28 
XXZ N12 C15  SING N N 29 
XXZ C13 C14  SING N N 30 
XXZ C13 H131 SING N N 31 
XXZ C13 H132 SING N N 32 
XXZ C14 H141 SING N N 33 
XXZ C14 H142 SING N N 34 
XXZ C15 O16  DOUB N N 35 
XXZ C15 CZ   SING N N 36 
XXZ C18 CD2  SING Y N 37 
XXZ C18 CZ   DOUB Y N 38 
XXZ C18 H18  SING N N 39 
XXZ NH  CB   SING N N 40 
XXZ NH  HNH1 SING N N 41 
XXZ NH  HNH2 SING N N 42 
XXZ CB  C8   SING N N 43 
XXZ CB  HB1  SING N N 44 
XXZ CB  HB2  SING N N 45 
XXZ C8  CD1  SING Y N 46 
XXZ C8  CD2  DOUB Y N 47 
XXZ CD1 CE1  DOUB Y N 48 
XXZ CD1 HD1  SING N N 49 
XXZ CE1 CZ   SING Y N 50 
XXZ CE1 HE1  SING N N 51 
XXZ CD2 HD2  SING N N 52 
# 
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 
XXZ SMILES           ACDLabs              10.04 O=C(c1ccc(cc1)CN)N4CCC3(N=C(c2c(cccc2F)N3)N)CC4                                                                                               
XXZ InChI            InChI                1.02b InChI=1/C20H22FN5O/c21-15-2-1-3-16-17(15)18(23)25-20(24-16)8-10-26(11-9-20)19(27)14-6-4-13(12-22)5-7-14/h1-7,24H,8-12,22H2,(H2,23,25)/f/h23H2 
XXZ InChIKey         InChI                1.02b SFPCNWQWKOUNRT-TWSYTRIPCB                                                                                                                     
XXZ SMILES_CANONICAL CACTVS               3.341 NCc1ccc(cc1)C(=O)N2CCC3(CC2)Nc4cccc(F)c4C(=N3)N                                                                                               
XXZ SMILES           CACTVS               3.341 NCc1ccc(cc1)C(=O)N2CCC3(CC2)Nc4cccc(F)c4C(=N3)N                                                                                               
XXZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)F)C(=NC3(N2)CCN(CC3)C(=O)c4ccc(cc4)CN)N                                                                                           
XXZ SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)F)C(=NC3(N2)CCN(CC3)C(=O)c4ccc(cc4)CN)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 
XXZ "SYSTEMATIC NAME" ACDLabs              10.04 "1-{[4-(aminomethyl)phenyl]carbonyl}-5'-fluoro-1'H-spiro[piperidine-4,2'-quinazolin]-4'-amine"    
XXZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4-amino-5-fluoro-spiro[1H-quinazoline-2,4'-piperidine]-1'-yl)-[4-(aminomethyl)phenyl]methanone" 
# 
