data_351 # _chem_comp.id 351 _chem_comp.name "1-(3-{5-[4-(aminomethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}phenyl)-3-(2-phenoxyphenyl)urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H27 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-16 _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 525.600 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 351 _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 3ETA _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 351 N1 N1 N 0 1 N N N 46.236 21.909 0.136 -9.016 5.067 0.109 N1 351 1 351 C2 C2 C 0 1 N N N 47.236 22.850 0.667 -9.158 4.027 -0.919 C2 351 2 351 C3 C3 C 0 1 Y N N 48.143 22.114 1.581 -8.362 2.812 -0.519 C3 351 3 351 C4 C4 C 0 1 Y N N 47.750 21.829 2.871 -8.956 1.819 0.240 C4 351 4 351 C5 C5 C 0 1 Y N N 48.612 21.149 3.706 -8.231 0.704 0.609 C5 351 5 351 C6 C6 C 0 1 Y N N 49.859 20.752 3.265 -6.900 0.580 0.217 C6 351 6 351 C7 C7 C 0 1 Y N N 50.232 21.037 1.967 -6.307 1.583 -0.546 C7 351 7 351 C8 C8 C 0 1 Y N N 49.381 21.715 1.126 -7.043 2.691 -0.915 C8 351 8 351 C9 C9 C 0 1 Y N N 50.774 20.045 4.123 -6.116 -0.617 0.612 C9 351 9 351 C10 C10 C 0 1 Y N N 52.131 20.163 3.915 -6.703 -1.627 1.378 C10 351 10 351 N11 N11 N 0 1 Y N N 53.096 19.559 4.609 -6.026 -2.694 1.738 N11 351 11 351 C12 C12 C 0 1 Y N N 52.592 18.781 5.567 -4.756 -2.868 1.394 C12 351 12 351 N13 N13 N 0 1 Y N N 53.351 18.044 6.425 -3.849 -3.872 1.640 N13 351 13 351 C14 C14 C 0 1 Y N N 52.548 17.360 7.287 -2.648 -3.579 1.061 C14 351 14 351 C15 C15 C 0 1 Y N N 51.241 17.665 6.982 -2.725 -2.386 0.423 C15 351 15 351 C16 C16 C 0 1 Y N N 50.140 17.096 7.717 -1.641 -1.711 -0.330 C16 351 16 351 C17 C17 C 0 1 Y N N 48.960 17.792 7.847 -1.876 -1.236 -1.620 C17 351 17 351 C18 C18 C 0 1 Y N N 47.915 17.234 8.547 -0.865 -0.607 -2.319 C18 351 18 351 C19 C19 C 0 1 Y N N 48.041 15.984 9.112 0.381 -0.446 -1.744 C19 351 19 351 C20 C20 C 0 1 Y N N 49.217 15.280 8.987 0.625 -0.917 -0.459 C20 351 20 351 N21 N21 N 0 1 N N N 49.313 14.009 9.586 1.889 -0.752 0.119 N21 351 21 351 C22 C22 C 0 1 N N N 49.964 12.937 9.009 2.991 -0.764 -0.657 C22 351 22 351 O23 O23 O 0 1 N N N 50.375 12.918 7.855 2.883 -0.764 -1.868 O23 351 23 351 N24 N24 N 0 1 N N N 50.100 11.891 9.904 4.214 -0.777 -0.090 N24 351 24 351 C25 C25 C 0 1 Y N N 50.406 10.571 9.527 5.356 -0.616 -0.884 C25 351 25 351 C26 C26 C 0 1 Y N N 51.468 10.290 8.695 5.366 -1.082 -2.190 C26 351 26 351 C27 C27 C 0 1 Y N N 51.747 8.981 8.354 6.495 -0.922 -2.973 C27 351 27 351 C28 C28 C 0 1 Y N N 50.969 7.949 8.836 7.615 -0.297 -2.457 C28 351 28 351 C29 C29 C 0 1 Y N N 49.907 8.223 9.669 7.612 0.171 -1.155 C29 351 29 351 C30 C30 C 0 1 Y N N 49.641 9.533 10.014 6.484 0.019 -0.366 C30 351 30 351 O31 O31 O 0 1 N N N 48.584 9.853 10.843 6.478 0.482 0.911 O31 351 31 351 C32 C32 C 0 1 Y N N 48.476 9.149 12.028 7.545 1.212 1.330 C32 351 32 351 C33 C33 C 0 1 Y N N 49.588 8.721 12.721 7.660 2.546 0.969 C33 351 33 351 C34 C34 C 0 1 Y N N 49.413 8.029 13.903 8.746 3.286 1.396 C34 351 34 351 C35 C35 C 0 1 Y N N 48.143 7.775 14.380 9.719 2.696 2.182 C35 351 35 351 C36 C36 C 0 1 Y N N 47.038 8.208 13.679 9.607 1.366 2.544 C36 351 36 351 C37 C37 C 0 1 Y N N 47.205 8.900 12.499 8.520 0.624 2.125 C37 351 37 351 C38 C38 C 0 1 Y N N 50.268 15.845 8.289 -0.386 -1.545 0.252 C38 351 38 351 C39 C39 C 0 1 Y N N 51.265 18.570 5.885 -4.097 -1.893 0.622 C39 351 39 351 C40 C40 C 0 1 Y N N 50.307 19.230 5.134 -4.785 -0.751 0.219 C40 351 40 351 HN1 HN1 H 0 1 N N N 45.567 21.696 0.848 -8.044 5.289 0.266 HN1 351 41 351 HN1A HN1A H 0 0 N N N 45.770 22.324 -0.645 -9.541 5.893 -0.137 HN1A 351 42 351 H2 H2 H 0 1 N N N 47.815 23.283 -0.162 -10.210 3.756 -1.019 H2 351 43 351 H2A H2A H 0 1 N N N 46.733 23.662 1.212 -8.789 4.406 -1.872 H2A 351 44 351 H4 H4 H 0 1 N N N 46.777 22.135 3.225 -9.988 1.916 0.543 H4 351 45 351 H5 H5 H 0 1 N N N 48.308 20.924 4.718 -8.696 -0.071 1.202 H5 351 46 351 H7 H7 H 0 1 N N N 51.202 20.725 1.608 -5.276 1.492 -0.853 H7 351 47 351 H8 H8 H 0 1 N N N 49.682 21.934 0.112 -6.586 3.467 -1.511 H8 351 48 351 H10 H10 H 0 1 N N N 52.444 20.810 3.109 -7.735 -1.528 1.681 H10 351 49 351 HN13 HN13 H 0 0 N N N 54.350 18.010 6.422 -4.036 -4.674 2.153 HN13 351 50 351 H14 H14 H 0 1 N N N 52.879 16.695 8.072 -1.768 -4.204 1.105 H14 351 51 351 H17 H17 H 0 1 N N N 48.855 18.771 7.402 -2.849 -1.360 -2.072 H17 351 52 351 H18 H18 H 0 1 N N N 46.989 17.780 8.654 -1.049 -0.240 -3.317 H18 351 53 351 H19 H19 H 0 1 N N N 47.213 15.554 9.656 1.169 0.046 -2.296 H19 351 54 351 HN21 HN21 H 0 0 N N N 48.885 13.875 10.480 1.971 -0.629 1.077 HN21 351 55 351 HN24 HN24 H 0 0 N N N 49.973 12.085 10.877 4.302 -0.898 0.869 HN24 351 56 351 H26 H26 H 0 1 N N N 52.081 11.092 8.310 4.493 -1.571 -2.596 H26 351 57 351 H27 H27 H 0 1 N N N 52.582 8.764 7.704 6.502 -1.286 -3.989 H27 351 58 351 H28 H28 H 0 1 N N N 51.192 6.929 8.561 8.494 -0.174 -3.071 H28 351 59 351 H29 H29 H 0 1 N N N 49.289 7.422 10.048 8.489 0.658 -0.755 H29 351 60 351 H33 H33 H 0 1 N N N 50.580 8.924 12.346 6.901 3.007 0.354 H33 351 61 351 H34 H34 H 0 1 N N N 50.274 7.685 14.457 8.836 4.325 1.115 H34 351 62 351 H35 H35 H 0 1 N N N 48.015 7.235 15.306 10.567 3.276 2.515 H35 351 63 351 H36 H36 H 0 1 N N N 46.045 8.006 14.053 10.368 0.908 3.158 H36 351 64 351 H37 H37 H 0 1 N N N 46.344 9.245 11.946 8.430 -0.413 2.412 H37 351 65 351 H38 H38 H 0 1 N N N 51.197 15.304 8.190 -0.200 -1.908 1.252 H38 351 66 351 H40 H40 H 0 1 N N N 49.251 19.113 5.329 -4.302 0.009 -0.377 H40 351 67 # 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 351 N1 C2 SING N N 1 351 C2 C3 SING N N 2 351 C3 C4 DOUB Y N 3 351 C3 C8 SING Y N 4 351 C4 C5 SING Y N 5 351 C5 C6 DOUB Y N 6 351 C6 C7 SING Y N 7 351 C6 C9 SING Y N 8 351 C7 C8 DOUB Y N 9 351 C9 C10 DOUB Y N 10 351 C9 C40 SING Y N 11 351 C10 N11 SING Y N 12 351 N11 C12 DOUB Y N 13 351 C12 N13 SING Y N 14 351 C12 C39 SING Y N 15 351 N13 C14 SING Y N 16 351 C14 C15 DOUB Y N 17 351 C15 C16 SING Y N 18 351 C15 C39 SING Y N 19 351 C16 C17 DOUB Y N 20 351 C16 C38 SING Y N 21 351 C17 C18 SING Y N 22 351 C18 C19 DOUB Y N 23 351 C19 C20 SING Y N 24 351 C20 N21 SING N N 25 351 C20 C38 DOUB Y N 26 351 N21 C22 SING N N 27 351 C22 O23 DOUB N N 28 351 C22 N24 SING N N 29 351 N24 C25 SING N N 30 351 C25 C26 DOUB Y N 31 351 C25 C30 SING Y N 32 351 C26 C27 SING Y N 33 351 C27 C28 DOUB Y N 34 351 C28 C29 SING Y N 35 351 C29 C30 DOUB Y N 36 351 C30 O31 SING N N 37 351 O31 C32 SING N N 38 351 C32 C33 DOUB Y N 39 351 C32 C37 SING Y N 40 351 C33 C34 SING Y N 41 351 C34 C35 DOUB Y N 42 351 C35 C36 SING Y N 43 351 C36 C37 DOUB Y N 44 351 C39 C40 DOUB Y N 45 351 N1 HN1 SING N N 46 351 N1 HN1A SING N N 47 351 C2 H2 SING N N 48 351 C2 H2A SING N N 49 351 C4 H4 SING N N 50 351 C5 H5 SING N N 51 351 C7 H7 SING N N 52 351 C8 H8 SING N N 53 351 C10 H10 SING N N 54 351 N13 HN13 SING N N 55 351 C14 H14 SING N N 56 351 C17 H17 SING N N 57 351 C18 H18 SING N N 58 351 C19 H19 SING N N 59 351 N21 HN21 SING N N 60 351 N24 HN24 SING N N 61 351 C26 H26 SING N N 62 351 C27 H27 SING N N 63 351 C28 H28 SING N N 64 351 C29 H29 SING N N 65 351 C33 H33 SING N N 66 351 C34 H34 SING N N 67 351 C35 H35 SING N N 68 351 C36 H36 SING N N 69 351 C37 H37 SING N N 70 351 C38 H38 SING N N 71 351 C40 H40 SING N N 72 # 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 351 SMILES ACDLabs 10.04 "O=C(Nc2ccccc2Oc1ccccc1)Nc6cccc(c4c3cc(cnc3nc4)c5ccc(cc5)CN)c6" 351 SMILES_CANONICAL CACTVS 3.341 "NCc1ccc(cc1)c2cnc3[nH]cc(c4cccc(NC(=O)Nc5ccccc5Oc6ccccc6)c4)c3c2" 351 SMILES CACTVS 3.341 "NCc1ccc(cc1)c2cnc3[nH]cc(c4cccc(NC(=O)Nc5ccccc5Oc6ccccc6)c4)c3c2" 351 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Oc2ccccc2NC(=O)Nc3cccc(c3)c4c[nH]c5c4cc(cn5)c6ccc(cc6)CN" 351 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Oc2ccccc2NC(=O)Nc3cccc(c3)c4c[nH]c5c4cc(cn5)c6ccc(cc6)CN" 351 InChI InChI 1.03 "InChI=1S/C33H27N5O2/c34-19-22-13-15-23(16-14-22)25-18-28-29(21-36-32(28)35-20-25)24-7-6-8-26(17-24)37-33(39)38-30-11-4-5-12-31(30)40-27-9-2-1-3-10-27/h1-18,20-21H,19,34H2,(H,35,36)(H2,37,38,39)" 351 InChIKey InChI 1.03 KSTUYVHCHCYOAB-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 351 "SYSTEMATIC NAME" ACDLabs 10.04 "1-(3-{5-[4-(aminomethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}phenyl)-3-(2-phenoxyphenyl)urea" 351 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[3-[5-[4-(aminomethyl)phenyl]-1H-pyrrolo[5,4-b]pyridin-3-yl]phenyl]-3-(2-phenoxyphenyl)urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 351 "Create component" 2008-10-16 RCSB 351 "Modify aromatic_flag" 2011-06-04 RCSB 351 "Modify descriptor" 2011-06-04 RCSB #