data_WBT
# 
_chem_comp.id                                    WBT 
_chem_comp.name                                  3-FLUORO-5-MORPHOLIN-4-YL-N-[1-(2-PYRIDIN-4-YLETHYL)-1H-INDOL-6-YL]BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-05 
_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                        444.501 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WBT 
_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        1WBT 
_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 
WBT F1   F1   F 0 1 N N N 8.517  17.871 37.342 2.822  -2.162 4.752  F1   WBT 1  
WBT C2   C2   C 0 1 Y N N 7.778  16.786 37.680 2.029  -1.258 4.136  C2   WBT 2  
WBT C3   C3   C 0 1 Y N N 7.396  16.571 39.015 1.001  -0.651 4.837  C3   WBT 3  
WBT C4   C4   C 0 1 Y N N 6.634  15.446 39.404 0.181  0.278  4.210  C4   WBT 4  
WBT C5   C5   C 0 1 Y N N 6.239  14.584 38.383 0.390  0.600  2.877  C5   WBT 5  
WBT C6   C6   C 0 1 Y N N 6.601  14.797 37.030 1.426  -0.009 2.171  C6   WBT 6  
WBT C7   C7   C 0 1 Y N N 7.377  15.907 36.691 2.249  -0.938 2.810  C7   WBT 7  
WBT C8   C8   C 0 1 N N N 6.169  13.820 35.985 1.654  0.329  0.750  C8   WBT 8  
WBT O9   O9   O 0 1 N N N 5.192  13.117 36.215 0.939  1.141  0.196  O9   WBT 9  
WBT N10  N10  N 0 1 N N N 6.864  13.740 34.801 2.656  -0.262 0.069  N10  WBT 10 
WBT C11  C11  C 0 1 Y N N 6.604  12.800 33.792 2.801  -0.029 -1.302 C11  WBT 11 
WBT C12  C12  C 0 1 Y N N 7.623  11.927 33.383 4.075  -0.000 -1.868 C12  WBT 12 
WBT C13  C13  C 0 1 Y N N 7.447  10.974 32.407 4.234  0.224  -3.205 C13  WBT 13 
WBT C14  C14  C 0 1 Y N N 6.213  10.913 31.757 3.114  0.428  -4.014 C14  WBT 14 
WBT C15  C15  C 0 1 Y N N 5.664  10.075 30.682 2.927  0.689  -5.443 C15  WBT 15 
WBT C16  C16  C 0 1 Y N N 4.393  10.514 30.503 1.606  0.799  -5.653 C16  WBT 16 
WBT N17  N17  N 0 1 Y N N 4.086  11.553 31.369 0.931  0.630  -4.473 N17  WBT 17 
WBT C18  C18  C 0 1 N N N 2.802  12.272 31.477 -0.525 0.683  -4.322 C18  WBT 18 
WBT C19  C19  C 0 1 N N N 2.016  11.711 32.674 -1.110 -0.716 -4.519 C19  WBT 19 
WBT C20  C20  C 0 1 Y N N 1.687  10.269 32.417 -2.608 -0.660 -4.363 C20  WBT 20 
WBT C21  C21  C 0 1 Y N N 0.630  9.918  31.566 -3.427 -0.423 -5.456 C21  WBT 21 
WBT C22  C22  C 0 1 Y N N 0.378  8.567  31.338 -4.796 -0.380 -5.275 C22  WBT 22 
WBT N23  N23  N 0 1 Y N N 1.114  7.629  31.909 -5.324 -0.561 -4.080 N23  WBT 23 
WBT C24  C24  C 0 1 Y N N 2.139  7.934  32.700 -4.576 -0.789 -3.018 C24  WBT 24 
WBT C25  C25  C 0 1 Y N N 2.456  9.253  32.981 -3.200 -0.852 -3.124 C25  WBT 25 
WBT C26  C26  C 0 1 Y N N 5.178  11.821 32.144 1.825  0.401  -3.451 C26  WBT 26 
WBT C27  C27  C 0 1 Y N N 5.380  12.769 33.151 1.679  0.165  -2.089 C27  WBT 27 
WBT N28  N28  N 0 1 N N N 6.198  15.236 40.758 -0.855 0.887  4.921  N28  WBT 28 
WBT C29  C29  C 0 1 N N N 6.157  13.864 41.269 -0.811 0.339  6.283  C29  WBT 29 
WBT C30  C30  C 0 1 N N N 5.399  13.895 42.593 -2.025 0.832  7.072  C30  WBT 30 
WBT O31  O31  O 0 1 N N N 6.073  14.695 43.561 -3.223 0.347  6.466  O31  WBT 31 
WBT C32  C32  C 0 1 N N N 6.214  16.043 43.135 -3.292 0.913  5.157  C32  WBT 32 
WBT C33  C33  C 0 1 N N N 6.752  16.199 41.722 -2.111 0.422  4.319  C33  WBT 33 
WBT H3   H3   H 0 1 N N N 7.700  17.302 39.783 0.835  -0.901 5.875  H3   WBT 34 
WBT H5   H5   H 0 1 N N N 5.623  13.705 38.637 -0.246 1.323  2.389  H5   WBT 35 
WBT H7   H7   H 0 1 N N N 7.668  16.081 35.641 3.052  -1.413 2.266  H7   WBT 36 
WBT H10  H10  H 0 1 N N N 7.619  14.408 34.646 3.275  -0.849 0.529  H10  WBT 37 
WBT H12  H12  H 0 1 N N N 8.611  12.009 33.866 4.943  -0.157 -1.244 H12  WBT 38 
WBT H13  H13  H 0 1 N N N 8.260  10.276 32.145 5.224  0.246  -3.636 H13  WBT 39 
WBT H15  H15  H 0 1 N N N 6.175  9.263  30.138 3.705  0.777  -6.188 H15  WBT 40 
WBT H16  H16  H 0 1 N N N 3.691  10.097 29.761 1.144  0.994  -6.609 H16  WBT 41 
WBT H181 1H18 H 0 0 N N N 2.215  12.239 30.530 -0.773 1.044  -3.324 H181 WBT 42 
WBT H182 2H18 H 0 0 N N N 2.937  13.377 31.537 -0.943 1.360  -5.067 H182 WBT 43 
WBT H191 1H19 H 0 0 N N N 1.109  12.317 32.906 -0.861 -1.076 -5.517 H191 WBT 44 
WBT H192 2H19 H 0 0 N N N 2.554  11.857 33.639 -0.692 -1.392 -3.773 H192 WBT 45 
WBT H21  H21  H 0 1 N N N 0.011  10.695 31.087 -3.000 -0.273 -6.437 H21  WBT 46 
WBT H22  H22  H 0 1 N N N -0.450 8.275  30.670 -5.441 -0.196 -6.121 H22  WBT 47 
WBT H24  H24  H 0 1 N N N 2.746  7.124  33.139 -5.045 -0.932 -2.056 H24  WBT 48 
WBT H25  H25  H 0 1 N N N 3.305  9.495  33.642 -2.592 -1.039 -2.250 H25  WBT 49 
WBT H27  H27  H 0 1 N N N 4.580  13.476 33.428 0.695  0.135  -1.646 H27  WBT 50 
WBT H291 1H29 H 0 0 N N N 7.168  13.401 41.356 -0.827 -0.749 6.237  H291 WBT 51 
WBT H292 2H29 H 0 0 N N N 5.728  13.139 40.538 0.101  0.668  6.779  H292 WBT 52 
WBT H301 1H30 H 0 0 N N N 5.206  12.866 42.977 -1.964 0.467  8.097  H301 WBT 53 
WBT H302 2H30 H 0 0 N N N 4.344  14.227 42.452 -2.036 1.922  7.076  H302 WBT 54 
WBT H321 1H32 H 0 0 N N N 5.249  16.590 43.247 -4.225 0.611  4.681  H321 WBT 55 
WBT H322 2H32 H 0 0 N N N 6.842  16.616 43.856 -3.258 2.000  5.230  H322 WBT 56 
WBT H331 1H33 H 0 0 N N N 6.603  17.243 41.360 -2.196 0.815  3.306  H331 WBT 57 
WBT H332 2H33 H 0 0 N N N 7.866  16.156 41.721 -2.117 -0.667 4.288  H332 WBT 58 
# 
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 
WBT F1  C2   SING N N 1  
WBT C2  C3   DOUB Y N 2  
WBT C2  C7   SING Y N 3  
WBT C3  C4   SING Y N 4  
WBT C3  H3   SING N N 5  
WBT C4  C5   DOUB Y N 6  
WBT C4  N28  SING N N 7  
WBT C5  C6   SING Y N 8  
WBT C5  H5   SING N N 9  
WBT C6  C7   DOUB Y N 10 
WBT C6  C8   SING N N 11 
WBT C7  H7   SING N N 12 
WBT C8  O9   DOUB N N 13 
WBT C8  N10  SING N N 14 
WBT N10 C11  SING N N 15 
WBT N10 H10  SING N N 16 
WBT C11 C12  DOUB Y N 17 
WBT C11 C27  SING Y N 18 
WBT C12 C13  SING Y N 19 
WBT C12 H12  SING N N 20 
WBT C13 C14  DOUB Y N 21 
WBT C13 H13  SING N N 22 
WBT C14 C15  SING Y N 23 
WBT C14 C26  SING Y N 24 
WBT C15 C16  DOUB Y N 25 
WBT C15 H15  SING N N 26 
WBT C16 N17  SING Y N 27 
WBT C16 H16  SING N N 28 
WBT N17 C18  SING N N 29 
WBT N17 C26  SING Y N 30 
WBT C18 C19  SING N N 31 
WBT C18 H181 SING N N 32 
WBT C18 H182 SING N N 33 
WBT C19 C20  SING N N 34 
WBT C19 H191 SING N N 35 
WBT C19 H192 SING N N 36 
WBT C20 C21  DOUB Y N 37 
WBT C20 C25  SING Y N 38 
WBT C21 C22  SING Y N 39 
WBT C21 H21  SING N N 40 
WBT C22 N23  DOUB Y N 41 
WBT C22 H22  SING N N 42 
WBT N23 C24  SING Y N 43 
WBT C24 C25  DOUB Y N 44 
WBT C24 H24  SING N N 45 
WBT C25 H25  SING N N 46 
WBT C26 C27  DOUB Y N 47 
WBT C27 H27  SING N N 48 
WBT N28 C29  SING N N 49 
WBT N28 C33  SING N N 50 
WBT C29 C30  SING N N 51 
WBT C29 H291 SING N N 52 
WBT C29 H292 SING N N 53 
WBT C30 O31  SING N N 54 
WBT C30 H301 SING N N 55 
WBT C30 H302 SING N N 56 
WBT O31 C32  SING N N 57 
WBT C32 C33  SING N N 58 
WBT C32 H321 SING N N 59 
WBT C32 H322 SING N N 60 
WBT C33 H331 SING N N 61 
WBT C33 H332 SING N N 62 
# 
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 
WBT SMILES           ACDLabs              10.04 O=C(Nc2ccc1ccn(c1c2)CCc3ccncc3)c4cc(cc(F)c4)N5CCOCC5                                                                                                                          
WBT InChI            InChI                1.02b InChI=1/C26H25FN4O2/c27-22-15-21(16-24(17-22)30-11-13-33-14-12-30)26(32)29-23-2-1-20-6-10-31(25(20)18-23)9-5-19-3-7-28-8-4-19/h1-4,6-8,10,15-18H,5,9,11-14H2,(H,29,32)/f/h29H 
WBT InChIKey         InChI                1.02b CPFBZMFUCGHBAP-PKRZOPRNCB                                                                                                                                                     
WBT SMILES_CANONICAL CACTVS               3.341 Fc1cc(cc(c1)C(=O)Nc2ccc3ccn(CCc4ccncc4)c3c2)N5CCOCC5                                                                                                                          
WBT SMILES           CACTVS               3.341 Fc1cc(cc(c1)C(=O)Nc2ccc3ccn(CCc4ccncc4)c3c2)N5CCOCC5                                                                                                                          
WBT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1ccn2CCc3ccncc3)NC(=O)c4cc(cc(c4)F)N5CCOCC5                                                                                                                          
WBT SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1ccn2CCc3ccncc3)NC(=O)c4cc(cc(c4)F)N5CCOCC5                                                                                                                          
# 
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 
WBT "SYSTEMATIC NAME" ACDLabs              10.04 3-fluoro-5-morpholin-4-yl-N-[1-(2-pyridin-4-ylethyl)-1H-indol-6-yl]benzamide 
WBT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-fluoro-5-morpholin-4-yl-N-[1-(2-pyridin-4-ylethyl)indol-6-yl]benzamide     
# 
