data_IRE
# 
_chem_comp.id                                    IRE 
_chem_comp.name                                  3-CHLORO-4-FLUORO-N-[(4Z)-7-METHOXY-6-(3-MORPHOLIN-4-YLPROPOXY)QUINAZOLIN-4(1H)-YLIDENE]ANILINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 Cl F N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-25 
_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                        446.902 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IRE 
_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                  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 
IRE CAO  CAO  C  0 1 N N N -45.480 -2.716 -15.745 6.195  -1.307 0.736  CAO  IRE 1  
IRE CAL  CAL  C  0 1 N N N -44.406 -3.592 -15.075 7.598  -1.905 0.845  CAL  IRE 2  
IRE OAU  OAU  O  0 1 N N N -43.457 -4.022 -16.108 7.508  -3.322 0.994  OAU  IRE 3  
IRE CAM  CAM  C  0 1 N N N -44.075 -4.866 -17.134 6.906  -3.833 -0.195 CAM  IRE 4  
IRE CAP  CAP  C  0 1 N N N -45.255 -4.173 -17.846 5.485  -3.284 -0.332 CAP  IRE 5  
IRE NBE  NBE  N  0 1 N N N -46.131 -3.393 -16.914 5.534  -1.823 -0.471 NBE  IRE 6  
IRE CAN  CAN  C  0 1 N N N -46.751 -2.319 -17.717 4.145  -1.347 -0.427 CAN  IRE 7  
IRE CAJ  CAJ  C  0 1 N N N -48.276 -2.469 -17.821 4.132  0.179  -0.316 CAJ  IRE 8  
IRE CAK  CAK  C  0 1 N N N -48.831 -1.483 -18.875 2.685  0.674  -0.270 CAK  IRE 9  
IRE OAV  OAV  O  0 1 N N N -49.194 -0.154 -18.361 2.672  2.099  -0.167 OAV  IRE 10 
IRE CBA  CBA  C  0 1 Y N N -50.235 0.478  -19.000 1.366  2.479  -0.130 CBA  IRE 11 
IRE CAZ  CAZ  C  0 1 Y N N -51.131 1.201  -18.216 1.038  3.832  -0.021 CAZ  IRE 12 
IRE CAH  CAH  C  0 1 Y N N -52.195 1.859  -18.839 -0.286 4.233  0.016  CAH  IRE 13 
IRE OAT  OAT  O  0 1 N N N -50.948 1.228  -16.851 2.027  4.762  0.044  OAT  IRE 14 
IRE CAA  CAA  C  0 1 N N N -51.165 2.487  -16.195 1.389  6.036  0.144  CAA  IRE 15 
IRE CAI  CAI  C  0 1 Y N N -50.399 0.437  -20.394 0.370  1.524  -0.193 CAI  IRE 16 
IRE C5   C5   C  0 1 Y N N -51.458 1.101  -21.003 -0.964 1.921  -0.155 C5   IRE 17 
IRE C4   C4   C  0 1 Y N N -52.352 1.807  -20.222 -1.294 3.285  -0.050 C4   IRE 18 
IRE N3   N3   N  0 1 Y N N -53.370 2.446  -20.819 -2.634 3.638  -0.017 N3   IRE 19 
IRE C2   C2   C  0 1 Y N N -53.559 2.411  -22.131 -3.596 2.687  -0.083 C2   IRE 20 
IRE N1   N1   N  0 1 Y N N -52.731 1.745  -22.905 -3.338 1.415  -0.180 N1   IRE 21 
IRE C6   C6   C  0 1 Y N N -51.681 1.085  -22.378 -2.070 0.947  -0.223 C6   IRE 22 
IRE NAS  NAS  N  0 1 N N N -50.876 0.406  -23.183 -1.828 -0.349 -0.323 NAS  IRE 23 
IRE CAY  CAY  C  0 1 Y N N -50.978 0.472  -24.509 -2.866 -1.235 -0.384 CAY  IRE 24 
IRE CAG  CAG  C  0 1 Y N N -50.925 1.714  -25.133 -3.947 -1.111 0.492  CAG  IRE 25 
IRE CAX  CAX  C  0 1 Y N N -51.007 1.806  -26.512 -4.995 -2.007 0.422  CAX  IRE 26 
IRE CL   CL   CL 0 0 N N N -50.943 3.360  -27.240 -6.342 -1.851 1.505  CL   IRE 27 
IRE CAW  CAW  C  0 1 Y N N -51.141 0.667  -27.293 -4.971 -3.034 -0.510 CAW  IRE 28 
IRE FAB  FAB  F  0 1 N N N -51.218 0.793  -28.634 -5.996 -3.911 -0.570 FAB  IRE 29 
IRE CAD  CAD  C  0 1 Y N N -51.189 -0.585 -26.674 -3.899 -3.165 -1.378 CAD  IRE 30 
IRE CAE  CAE  C  0 1 Y N N -51.103 -0.682 -25.280 -2.848 -2.273 -1.321 CAE  IRE 31 
IRE HAO1 1HAO H  0 0 N N N -46.261 -2.515 -14.997 6.267  -0.221 0.674  HAO1 IRE 32 
IRE HAO2 2HAO H  0 0 N N N -45.002 -1.791 -16.101 5.613  -1.583 1.615  HAO2 IRE 33 
IRE HAL1 1HAL H  0 0 N N N -44.872 -4.467 -14.599 8.106  -1.481 1.712  HAL1 IRE 34 
IRE HAL2 2HAL H  0 0 N N N -43.880 -3.014 -14.301 8.164  -1.671 -0.056 HAL2 IRE 35 
IRE HAM1 1HAM H  0 0 N N N -44.468 -5.764 -16.635 6.871  -4.921 -0.145 HAM1 IRE 36 
IRE HAM2 2HAM H  0 0 N N N -43.312 -5.112 -17.887 7.496  -3.529 -1.060 HAM2 IRE 37 
IRE HAP1 1HAP H  0 0 N N N -45.875 -4.961 -18.298 4.908  -3.545 0.555  HAP1 IRE 38 
IRE HAP2 2HAP H  0 0 N N N -44.846 -3.479 -18.595 5.012  -3.717 -1.213 HAP2 IRE 39 
IRE HAN1 1HAN H  0 0 N N N -46.337 -2.378 -18.734 3.640  -1.779 0.437  HAN1 IRE 40 
IRE HAN2 2HAN H  0 0 N N N -46.527 -1.353 -17.240 3.629  -1.650 -1.338 HAN2 IRE 41 
IRE HAJ1 1HAJ H  0 0 N N N -48.729 -2.248 -16.844 4.636  0.610  -1.180 HAJ1 IRE 42 
IRE HAJ2 2HAJ H  0 0 N N N -48.521 -3.499 -18.121 4.648  0.481  0.595  HAJ2 IRE 43 
IRE HAK1 1HAK H  0 0 N N N -49.761 -1.930 -19.256 2.180  0.242  0.594  HAK1 IRE 44 
IRE HAK2 2HAK H  0 0 N N N -48.054 -1.342 -19.640 2.168  0.371  -1.181 HAK2 IRE 45 
IRE HAH  HAH  H  0 1 N N N -52.903 2.414  -18.242 -0.533 5.282  0.097  HAH  IRE 46 
IRE HAA1 1HAA H  0 0 N N N -52.108 2.927  -16.550 2.146  6.818  0.199  HAA1 IRE 47 
IRE HAA2 2HAA H  0 0 N N N -50.332 3.168  -16.425 0.762  6.198  -0.733 HAA2 IRE 48 
IRE HAA3 3HAA H  0 0 N N N -51.220 2.330  -15.108 0.771  6.065  1.042  HAA3 IRE 49 
IRE HAI  HAI  H  0 1 N N N -49.696 -0.116 -20.999 0.624  0.477  -0.274 HAI  IRE 50 
IRE H3   H3   H  0 1 N N N -54.009 2.968  -20.254 -2.884 4.572  0.056  H3   IRE 51 
IRE H2   H2   H  0 1 N N N -54.398 2.933  -22.566 -4.629 3.000  -0.053 H2   IRE 52 
IRE HAG  HAG  H  0 1 N N N -50.819 2.610  -24.539 -3.966 -0.311 1.218  HAG  IRE 53 
IRE HAD  HAD  H  0 1 N N N -51.293 -1.479 -27.272 -3.886 -3.967 -2.101 HAD  IRE 54 
IRE HAE  HAE  H  0 1 N N N -51.134 -1.650 -24.803 -2.013 -2.376 -1.998 HAE  IRE 55 
# 
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 
IRE CAO CAL  SING N N 1  
IRE CAO NBE  SING N N 2  
IRE CAO HAO1 SING N N 3  
IRE CAO HAO2 SING N N 4  
IRE CAL OAU  SING N N 5  
IRE CAL HAL1 SING N N 6  
IRE CAL HAL2 SING N N 7  
IRE OAU CAM  SING N N 8  
IRE CAM CAP  SING N N 9  
IRE CAM HAM1 SING N N 10 
IRE CAM HAM2 SING N N 11 
IRE CAP NBE  SING N N 12 
IRE CAP HAP1 SING N N 13 
IRE CAP HAP2 SING N N 14 
IRE NBE CAN  SING N N 15 
IRE CAN CAJ  SING N N 16 
IRE CAN HAN1 SING N N 17 
IRE CAN HAN2 SING N N 18 
IRE CAJ CAK  SING N N 19 
IRE CAJ HAJ1 SING N N 20 
IRE CAJ HAJ2 SING N N 21 
IRE CAK OAV  SING N N 22 
IRE CAK HAK1 SING N N 23 
IRE CAK HAK2 SING N N 24 
IRE OAV CBA  SING N N 25 
IRE CBA CAZ  DOUB Y N 26 
IRE CBA CAI  SING Y N 27 
IRE CAZ CAH  SING Y N 28 
IRE CAZ OAT  SING N N 29 
IRE CAH C4   DOUB Y N 30 
IRE CAH HAH  SING N N 31 
IRE OAT CAA  SING N N 32 
IRE CAA HAA1 SING N N 33 
IRE CAA HAA2 SING N N 34 
IRE CAA HAA3 SING N N 35 
IRE CAI C5   DOUB Y N 36 
IRE CAI HAI  SING N N 37 
IRE C5  C4   SING Y N 38 
IRE C5  C6   SING Y N 39 
IRE C4  N3   SING Y N 40 
IRE N3  C2   SING Y N 41 
IRE N3  H3   SING N N 42 
IRE C2  N1   DOUB Y N 43 
IRE C2  H2   SING N N 44 
IRE N1  C6   SING Y N 45 
IRE C6  NAS  DOUB N Z 46 
IRE NAS CAY  SING N N 47 
IRE CAY CAG  DOUB Y N 48 
IRE CAY CAE  SING Y N 49 
IRE CAG CAX  SING Y N 50 
IRE CAG HAG  SING N N 51 
IRE CAX CL   SING N N 52 
IRE CAX CAW  DOUB Y N 53 
IRE CAW FAB  SING N N 54 
IRE CAW CAD  SING Y N 55 
IRE CAD CAE  DOUB Y N 56 
IRE CAD HAD  SING N N 57 
IRE CAE HAE  SING N N 58 
# 
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 
IRE SMILES           ACDLabs              10.04 Fc4ccc(\N=C3/N=CNc2c3cc(OCCCN1CCOCC1)c(OC)c2)cc4Cl                                                                                                                          
IRE InChI            InChI                1.02b InChI=1/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)/f/h25H/b27-22- 
IRE InChIKey         InChI                1.02b XGALLCVXEZPNRQ-GQUGTPNXDR                                                                                                                                                   
IRE SMILES_CANONICAL CACTVS               3.341 COc1cc2NC=NC(=Nc3ccc(F)c(Cl)c3)c2cc1OCCCN4CCOCC4                                                                                                                            
IRE SMILES           CACTVS               3.341 COc1cc2NC=NC(=Nc3ccc(F)c(Cl)c3)c2cc1OCCCN4CCOCC4                                                                                                                            
IRE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc2c(cc1OCCCN3CCOCC3)/C(=N/c4ccc(c(c4)Cl)F)/N=CN2                                                                                                                       
IRE SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc2c(cc1OCCCN3CCOCC3)C(=Nc4ccc(c(c4)Cl)F)N=CN2                                                                                                                          
# 
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 
IRE "SYSTEMATIC NAME" ACDLabs              10.04 3-chloro-4-fluoro-N-[(4Z)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(1H)-ylidene]aniline 
IRE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(3-chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)-1H-quinazolin-4-imine        
# 
