data_AQ4
# 
_chem_comp.id                                    AQ4 
_chem_comp.name                                  [6,7-BIS(2-METHOXY-ETHOXY)QUINAZOLINE-4-YL]-(3-ETHYNYLPHENYL)AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ERLOTINIB 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        393.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AQ4 
_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 
AQ4 C1  C1  C 0 1 N N N -1.534 -0.061 0.000 -1.808 -1.725 -7.314 C1  AQ4 1  
AQ4 C2  C2  C 0 1 N N N -0.687 0.322  0.000 -1.044 -1.088 -6.691 C2  AQ4 2  
AQ4 C3  C3  C 0 1 Y N N 0.133  0.969  0.000 -0.111 -0.311 -5.932 C3  AQ4 3  
AQ4 C4  C4  C 0 1 Y N N 0.832  0.532  0.000 -0.160 -0.325 -4.538 C4  AQ4 4  
AQ4 C5  C5  C 0 1 Y N N 1.591  0.849  0.000 0.741  0.434  -3.810 C5  AQ4 5  
AQ4 N1  N1  N 0 1 N N N 2.378  0.442  0.000 0.692  0.429  -2.412 N1  AQ4 6  
AQ4 C6  C6  C 0 1 Y N N 2.098  -0.357 0.000 -0.519 0.294  -1.765 C6  AQ4 7  
AQ4 C7  C7  C 0 1 Y N N 1.407  -0.851 0.000 -0.580 0.168  -0.357 C7  AQ4 8  
AQ4 C8  C8  C 0 1 Y N N 0.723  -0.452 0.000 0.571  0.176  0.438  C8  AQ4 9  
AQ4 C9  C9  C 0 1 Y N N -0.014 -0.801 0.000 0.458  0.058  1.794  C9  AQ4 10 
AQ4 O1  O1  O 0 1 N N N -0.800 -0.228 0.000 1.578  0.065  2.565  O1  AQ4 11 
AQ4 C10 C10 C 0 1 N N N -1.045 0.820  0.000 2.689  0.207  1.678  C10 AQ4 12 
AQ4 C11 C11 C 0 1 N N N -1.397 1.684  0.000 3.988  0.222  2.487  C11 AQ4 13 
AQ4 O2  O2  O 0 1 N N N -1.387 2.596  0.000 4.112  -1.001 3.213  O2  AQ4 14 
AQ4 C12 C12 C 0 1 N N N -0.740 3.225  0.000 5.338  -0.926 3.943  C12 AQ4 15 
AQ4 C13 C13 C 0 1 Y N N -0.028 -1.603 0.000 -0.798 -0.082 2.398  C13 AQ4 16 
AQ4 O3  O3  O 0 1 N N N -0.772 -2.059 0.000 -0.884 -0.203 3.749  O3  AQ4 17 
AQ4 C14 C14 C 0 1 N N N -1.661 -1.782 0.000 -2.273 -0.321 4.065  C14 AQ4 18 
AQ4 C15 C15 C 0 1 N N N -2.519 -1.419 0.000 -2.441 -0.462 5.579  C15 AQ4 19 
AQ4 O4  O4  O 0 1 N N N -3.123 -0.685 0.000 -1.901 0.690  6.227  O4  AQ4 20 
AQ4 C16 C16 C 0 1 N N N -3.361 0.262  0.000 -2.088 0.499  7.631  C16 AQ4 21 
AQ4 C17 C17 C 0 1 Y N N 0.673  -2.047 0.000 -1.947 -0.092 1.638  C17 AQ4 22 
AQ4 C18 C18 C 0 1 Y N N 1.407  -1.651 0.000 -1.855 0.033  0.247  C18 AQ4 23 
AQ4 N2  N2  N 0 1 Y N N 2.128  -2.019 0.000 -2.943 0.030  -0.537 N2  AQ4 24 
AQ4 C19 C19 C 0 1 Y N N 2.837  -1.564 0.000 -2.826 0.149  -1.838 C19 AQ4 25 
AQ4 N3  N3  N 0 1 Y N N 2.800  -0.730 0.000 -1.657 0.278  -2.446 N3  AQ4 26 
AQ4 C20 C20 C 0 1 Y N N 1.670  1.616  0.000 1.698  1.198  -4.469 C20 AQ4 27 
AQ4 C21 C21 C 0 1 Y N N 1.034  2.119  0.000 1.750  1.207  -5.849 C21 AQ4 28 
AQ4 C22 C22 C 0 1 Y N N 0.269  1.806  0.000 0.853  0.458  -6.584 C22 AQ4 29 
AQ4 H1  H1  H 0 1 N N N -2.094 -0.123 0.000 -2.492 -2.295 -7.871 H1  AQ4 30 
AQ4 H2  H2  H 0 1 N N N 0.305  0.246  0.000 -0.904 -0.919 -4.028 H2  AQ4 31 
AQ4 H3  H3  H 0 1 N N N 2.666  0.924  0.000 1.509  0.520  -1.898 H3  AQ4 32 
AQ4 H4  H4  H 0 1 N N N 1.212  -0.144 0.000 1.545  0.278  -0.018 H4  AQ4 33 
AQ4 H5  H5  H 0 1 N N N -1.608 0.783  0.000 2.595  1.141  1.124  H5  AQ4 34 
AQ4 H6  H6  H 0 1 N N N -0.403 0.761  0.000 2.706  -0.629 0.980  H6  AQ4 35 
AQ4 H7  H7  H 0 1 N N N -2.040 1.705  0.000 3.972  1.059  3.185  H7  AQ4 36 
AQ4 H8  H8  H 0 1 N N N -0.802 1.633  0.000 4.836  0.331  1.810  H8  AQ4 37 
AQ4 H9  H9  H 0 1 N N N -1.118 3.745  0.000 5.476  -1.843 4.516  H9  AQ4 38 
AQ4 H10 H10 H 0 1 N N N -0.546 2.656  0.000 6.168  -0.803 3.248  H10 AQ4 39 
AQ4 H11 H11 H 0 1 N N N -0.077 3.413  0.000 5.304  -0.075 4.623  H11 AQ4 40 
AQ4 H12 H12 H 0 1 N N N -1.796 -2.375 0.000 -2.685 -1.201 3.570  H12 AQ4 41 
AQ4 H13 H13 H 0 1 N N N -1.253 -1.316 0.000 -2.801 0.568  3.722  H13 AQ4 42 
AQ4 H14 H14 H 0 1 N N N -2.979 -1.825 0.000 -1.914 -1.352 5.922  H14 AQ4 43 
AQ4 H15 H15 H 0 1 N N N -2.128 -1.006 0.000 -3.500 -0.552 5.820  H15 AQ4 44 
AQ4 H16 H16 H 0 1 N N N -3.977 0.052  0.000 -1.689 1.359  8.171  H16 AQ4 45 
AQ4 H17 H17 H 0 1 N N N -2.799 0.494  0.000 -3.151 0.397  7.846  H17 AQ4 46 
AQ4 H18 H18 H 0 1 N N N -3.555 0.857  0.000 -1.565 -0.402 7.948  H18 AQ4 47 
AQ4 H19 H19 H 0 1 N N N 0.649  -2.643 0.000 -2.911 -0.196 2.112  H19 AQ4 48 
AQ4 H20 H20 H 0 1 N N N 3.362  -1.790 0.000 -3.722 0.142  -2.440 H20 AQ4 49 
AQ4 H21 H21 H 0 1 N N N 2.111  1.903  0.000 2.403  1.786  -3.899 H21 AQ4 50 
AQ4 H22 H22 H 0 1 N N N 0.992  2.708  0.000 2.496  1.801  -6.356 H22 AQ4 51 
AQ4 H23 H23 H 0 1 N N N 0.144  2.431  0.000 0.896  0.468  -7.663 H23 AQ4 52 
# 
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 
AQ4 C1  C2  TRIP N N 1  
AQ4 C1  H1  SING N N 2  
AQ4 C2  C3  SING N N 3  
AQ4 C3  C4  DOUB Y N 4  
AQ4 C3  C22 SING Y N 5  
AQ4 C4  C5  SING Y N 6  
AQ4 C4  H2  SING N N 7  
AQ4 C5  N1  SING N N 8  
AQ4 C5  C20 DOUB Y N 9  
AQ4 N1  C6  SING N N 10 
AQ4 N1  H3  SING N N 11 
AQ4 C6  C7  DOUB Y N 12 
AQ4 C6  N3  SING Y N 13 
AQ4 C7  C8  SING Y N 14 
AQ4 C7  C18 SING Y N 15 
AQ4 C8  C9  DOUB Y N 16 
AQ4 C8  H4  SING N N 17 
AQ4 C9  O1  SING N N 18 
AQ4 C9  C13 SING Y N 19 
AQ4 O1  C10 SING N N 20 
AQ4 C10 C11 SING N N 21 
AQ4 C10 H5  SING N N 22 
AQ4 C10 H6  SING N N 23 
AQ4 C11 O2  SING N N 24 
AQ4 C11 H7  SING N N 25 
AQ4 C11 H8  SING N N 26 
AQ4 O2  C12 SING N N 27 
AQ4 C12 H9  SING N N 28 
AQ4 C12 H10 SING N N 29 
AQ4 C12 H11 SING N N 30 
AQ4 C13 O3  SING N N 31 
AQ4 C13 C17 DOUB Y N 32 
AQ4 O3  C14 SING N N 33 
AQ4 C14 C15 SING N N 34 
AQ4 C14 H12 SING N N 35 
AQ4 C14 H13 SING N N 36 
AQ4 C15 O4  SING N N 37 
AQ4 C15 H14 SING N N 38 
AQ4 C15 H15 SING N N 39 
AQ4 O4  C16 SING N N 40 
AQ4 C16 H16 SING N N 41 
AQ4 C16 H17 SING N N 42 
AQ4 C16 H18 SING N N 43 
AQ4 C17 C18 SING Y N 44 
AQ4 C17 H19 SING N N 45 
AQ4 C18 N2  DOUB Y N 46 
AQ4 N2  C19 SING Y N 47 
AQ4 C19 N3  DOUB Y N 48 
AQ4 C19 H20 SING N N 49 
AQ4 C20 C21 SING Y N 50 
AQ4 C20 H21 SING N N 51 
AQ4 C21 C22 DOUB Y N 52 
AQ4 C21 H22 SING N N 53 
AQ4 C22 H23 SING N N 54 
# 
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 
AQ4 SMILES           ACDLabs              10.04 n2c1c(cc(OCCOC)c(OCCOC)c1)c(nc2)Nc3cc(C#C)ccc3                                                                                                            
AQ4 InChI            InChI                1.02b InChI=1/C22H23N3O4/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25)/f/h25H 
AQ4 InChIKey         InChI                1.02b AAKJLRGGTJKAMG-LNNLXFCOCG                                                                                                                                 
AQ4 SMILES_CANONICAL CACTVS               3.341 COCCOc1cc2ncnc(Nc3cccc(c3)C#C)c2cc1OCCOC                                                                                                                  
AQ4 SMILES           CACTVS               3.341 COCCOc1cc2ncnc(Nc3cccc(c3)C#C)c2cc1OCCOC                                                                                                                  
AQ4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COCCOc1cc2c(cc1OCCOC)ncnc2Nc3cccc(c3)C#C                                                                                                                  
AQ4 SMILES           "OpenEye OEToolkits" 1.5.0 COCCOc1cc2c(cc1OCCOC)ncnc2Nc3cccc(c3)C#C                                                                                                                  
# 
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 
AQ4 "SYSTEMATIC NAME" ACDLabs              10.04 N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine 
AQ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine 
# 
