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 2011-06-04 _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 Y N 5 320 C27 C26 DOUB Y N 6 320 C26 C23 SING Y N 7 320 C23 C22 SING N N 8 320 C22 C21 SING N N 9 320 C21 O25 DOUB N 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 Y N 16 320 C14 C13 SING Y N 17 320 C15 C16 SING Y N 18 320 C16 F17 SING N N 19 320 C16 C11 DOUB Y N 20 320 C13 C12 DOUB Y N 21 320 C12 C11 SING Y N 22 320 C11 O10 SING N N 23 320 O10 C6 SING N N 24 320 C6 C5 DOUB Y N 25 320 C6 C1 SING Y N 26 320 C5 C4 SING Y N 27 320 C4 N3 DOUB Y N 28 320 N3 C2 SING Y N 29 320 C2 C1 DOUB Y N 30 320 C2 N9 SING Y N 31 320 C1 C7 SING Y N 32 320 N9 C8 SING Y N 33 320 C8 C7 DOUB Y N 34 320 C29 H29 SING N N 35 320 C30 H30 SING N N 36 320 C27 H27 SING N N 37 320 C26 H26 SING N N 38 320 C22 H22 SING N N 39 320 C22 H22A SING N N 40 320 N20 HN20 SING N N 41 320 N18 HN18 SING N N 42 320 C15 H15 SING N N 43 320 C13 H13 SING N N 44 320 C12 H12 SING N N 45 320 C5 H5 SING N N 46 320 C4 H4 SING N N 47 320 N9 HN9 SING N 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 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" 320 InChI InChI 1.03 "InChI=1S/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)" 320 InChIKey InChI 1.03 BMPOCDJEXAXXEZ-UHFFFAOYSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 320 "Create component" 2008-04-23 RCSB 320 "Modify aromatic_flag" 2011-06-04 RCSB 320 "Modify descriptor" 2011-06-04 RCSB #