data_320
# 
_chem_comp.id                                    320 
_chem_comp.name                                  2-(4-fluorophenyl)-N-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]carbamoyl}acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H16 F2 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-23 
_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                        422.384 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     320 
_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        3CTJ 
_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 
320 F31  F31  F 0 1 N N N -1.096 -1.049 56.225 9.454  2.383  0.061  F31  320 1  
320 C28  C28  C 0 1 Y N N -1.105 -0.183 55.219 8.504  1.427  -0.024 C28  320 2  
320 C29  C29  C 0 1 Y N N -2.163 0.824  55.127 8.102  0.746  1.112  C29  320 3  
320 C30  C30  C 0 1 Y N N -2.080 1.678  54.092 7.130  -0.232 1.023  C30  320 4  
320 C27  C27  C 0 1 Y N N -0.100 -0.270 54.328 7.927  1.130  -1.248 C27  320 5  
320 C26  C26  C 0 1 Y N N -0.067 0.682  53.242 6.955  0.152  -1.334 C26  320 6  
320 C23  C23  C 0 1 Y N N -0.966 1.606  53.085 6.559  -0.531 -0.200 C23  320 7  
320 C22  C22  C 0 1 N N N -0.874 2.594  51.887 5.499  -1.599 -0.295 C22  320 8  
320 C21  C21  C 0 1 N N N -0.609 3.975  52.560 4.141  -0.978 -0.097 C21  320 9  
320 O25  O25  O 0 1 N N N -0.200 4.199  53.747 4.043  0.214  0.103  O25  320 10 
320 N20  N20  N 0 1 N N N -0.894 5.148  51.854 3.035  -1.747 -0.141 N20  320 11 
320 C19  C19  C 0 1 N N N -0.400 6.358  52.153 1.820  -1.191 0.037  C19  320 12 
320 O24  O24  O 0 1 N N N -0.543 7.167  51.269 1.722  0.004  0.237  O24  320 13 
320 N18  N18  N 0 1 N N N 0.232  6.552  53.387 0.714  -1.961 -0.007 N18  320 14 
320 C14  C14  C 0 1 Y N N 0.357  7.797  54.055 -0.541 -1.398 0.259  C14  320 15 
320 C15  C15  C 0 1 Y N N 0.049  8.974  53.260 -0.817 -0.097 -0.139 C15  320 16 
320 C16  C16  C 0 1 Y N N 0.129  10.189 53.857 -2.057 0.457  0.124  C16  320 17 
320 F17  F17  F 0 1 N N N -0.176 11.371 53.147 -2.327 1.723  -0.263 F17  320 18 
320 C13  C13  C 0 1 Y N N 0.735  7.870  55.361 -1.511 -2.145 0.915  C13  320 19 
320 C12  C12  C 0 1 Y N N 0.858  9.128  55.988 -2.749 -1.591 1.177  C12  320 20 
320 C11  C11  C 0 1 Y N N 0.567  10.274 55.286 -3.024 -0.289 0.785  C11  320 21 
320 O10  O10  O 0 1 N N N 0.631  11.675 55.767 -4.243 0.255  1.044  O10  320 22 
320 C6   C6   C 0 1 Y N N -0.450 12.034 56.679 -5.198 0.164  0.085  C6   320 23 
320 C5   C5   C 0 1 Y N N -1.750 11.644 56.531 -4.910 -0.373 -1.163 C5   320 24 
320 C4   C4   C 0 1 Y N N -2.732 12.056 57.534 -5.912 -0.450 -2.116 C4   320 25 
320 N3   N3   N 0 1 Y N N -2.326 12.795 58.514 -7.134 -0.026 -1.869 N3   320 26 
320 C2   C2   C 0 1 Y N N -1.066 13.213 58.689 -7.470 0.497  -0.695 C2   320 27 
320 C1   C1   C 0 1 Y N N -0.137 12.855 57.818 -6.509 0.603  0.325  C1   320 28 
320 N9   N9   N 0 1 Y N N -0.493 14.015 59.741 -8.645 1.001  -0.194 N9   320 29 
320 C8   C8   C 0 1 Y N N 0.931  14.105 59.425 -8.461 1.424  1.096  C8   320 30 
320 C7   C7   C 0 1 Y N N 1.162  13.424 58.248 -7.192 1.203  1.472  C7   320 31 
320 H29  H29  H 0 1 N N N -2.964 0.878  55.849 8.548  0.979  2.068  H29  320 32 
320 H30  H30  H 0 1 N N N -2.837 2.440  53.980 6.816  -0.764 1.910  H30  320 33 
320 H27  H27  H 0 1 N N N 0.661  -1.031 54.422 8.237  1.664  -2.134 H27  320 34 
320 H26  H26  H 0 1 N N N 0.742  0.623  52.529 6.505  -0.079 -2.288 H26  320 35 
320 H22  H22  H 0 1 N N N -0.058 2.319  51.202 5.544  -2.068 -1.278 H22  320 36 
320 H22A H22A H 0 0 N N N -1.784 2.593  51.269 5.671  -2.351 0.475  H22A 320 37 
320 HN20 HN20 H 0 0 N N N -1.511 5.079  51.070 3.114  -2.700 -0.300 HN20 320 38 
320 HN18 HN18 H 0 0 N N N 0.627  5.749  53.833 0.788  -2.903 -0.223 HN18 320 39 
320 H15  H15  H 0 1 N N N -0.236 8.883  52.222 -0.065 0.482  -0.653 H15  320 40 
320 H13  H13  H 0 1 N N N 0.940  6.967  55.916 -1.298 -3.158 1.220  H13  320 41 
320 H12  H12  H 0 1 N N N 1.180  9.191  57.017 -3.503 -2.172 1.686  H12  320 42 
320 H5   H5   H 0 1 N N N -2.049 11.041 55.687 -3.915 -0.726 -1.389 H5   320 43 
320 H4   H4   H 0 1 N N N -3.765 11.752 57.458 -5.685 -0.868 -3.086 H4   320 44 
320 HN9  HN9  H 0 1 N N N -0.968 14.423 60.521 -9.482 1.051  -0.682 HN9  320 45 
320 H8   H8   H 0 1 N N N 1.677  14.618 60.014 -9.226 1.862  1.721  H8   320 46 
320 H7   H7   H 0 1 N N N 2.108  13.324 57.737 -6.755 1.434  2.432  H7   320 47 
# 
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 
320 F31 C28  SING N N 1  
320 C28 C29  DOUB Y N 2  
320 C28 C27  SING Y N 3  
320 C29 C30  SING Y N 4  
320 C30 C23  DOUB N N 5  
320 C27 C26  DOUB Y N 6  
320 C26 C23  SING N N 7  
320 C23 C22  SING Y N 8  
320 C22 C21  SING N N 9  
320 C21 O25  DOUB Y N 10 
320 C21 N20  SING N N 11 
320 N20 C19  SING N N 12 
320 C19 O24  DOUB N N 13 
320 C19 N18  SING N N 14 
320 N18 C14  SING N N 15 
320 C14 C15  DOUB N N 16 
320 C14 C13  SING N N 17 
320 C15 C16  SING N N 18 
320 C16 F17  SING N N 19 
320 C16 C11  DOUB N N 20 
320 C13 C12  DOUB N N 21 
320 C12 C11  SING N N 22 
320 C11 O10  SING N N 23 
320 O10 C6   SING Y N 24 
320 C6  C5   DOUB Y N 25 
320 C6  C1   SING Y N 26 
320 C5  C4   SING N N 27 
320 C4  N3   DOUB N N 28 
320 N3  C2   SING Y N 29 
320 C2  C1   DOUB Y N 30 
320 C2  N9   SING N N 31 
320 C1  C7   SING Y N 32 
320 N9  C8   SING N N 33 
320 C8  C7   DOUB N N 34 
320 C29 H29  SING N N 35 
320 C30 H30  SING Y N 36 
320 C27 H27  SING Y N 37 
320 C26 H26  SING Y N 38 
320 C22 H22  SING N N 39 
320 C22 H22A SING Y N 40 
320 N20 HN20 SING N N 41 
320 N18 HN18 SING Y N 42 
320 C15 H15  SING Y N 43 
320 C13 H13  SING Y N 44 
320 C12 H12  SING Y N 45 
320 C5  H5   SING Y N 46 
320 C4  H4   SING N N 47 
320 N9  HN9  SING Y N 48 
320 C8  H8   SING N N 49 
320 C7  H7   SING N N 50 
# 
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 
320 SMILES           ACDLabs              10.04 Fc1ccc(cc1)CC(=O)NC(=O)Nc4ccc(Oc2ccnc3c2ccn3)c(F)c4                                                                                                                         
320 InChI            InChI                1.02b InChI=1/C22H16F2N4O3/c23-14-3-1-13(2-4-14)11-20(29)28-22(30)27-15-5-6-19(17(24)12-15)31-18-8-10-26-21-16(18)7-9-25-21/h1-10,12H,11H2,(H,25,26)(H2,27,28,29,30)/f/h25,27-28H 
320 InChIKey         InChI                1.02b BMPOCDJEXAXXEZ-KFFIMNMHCR                                                                                                                                                   
320 SMILES_CANONICAL CACTVS               3.341 Fc1ccc(CC(=O)NC(=O)Nc2ccc(Oc3ccnc4[nH]ccc34)c(F)c2)cc1                                                                                                                      
320 SMILES           CACTVS               3.341 Fc1ccc(CC(=O)NC(=O)Nc2ccc(Oc3ccnc4[nH]ccc34)c(F)c2)cc1                                                                                                                      
320 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc4c3cc[nH]4)F                                                                                                                      
320 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc4c3cc[nH]4)F                                                                                                                      
# 
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 
320 "SYSTEMATIC NAME" ACDLabs              10.04 2-(4-fluorophenyl)-N-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]carbamoyl}acetamide  
320 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(4-fluorophenyl)-N-[[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]carbamoyl]ethanamide 
# 
