data_769 # _chem_comp.id 769 _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-[(E)-5-pyrrolo[3,2-c]pyridin-1-ylpent-3-enyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-fluoro-4,5-dihydroxy-N-[(3E)-5-(1H-pyrrolo[3,2-c]pyridin-1-yl)pent-3-en-1-yl][1,1'-biphenyl]-3-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-02 _chem_comp.pdbx_modified_date 2021-03-13 _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 431.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5P90 _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 769 C4 C1 C 0 1 Y N N 1.340 17.251 24.650 -6.405 1.378 -0.526 C4 769 1 769 C5 C2 C 0 1 Y N N 0.504 16.179 24.321 -5.084 1.128 -0.158 C5 769 2 769 C6 C3 C 0 1 Y N N -0.419 16.349 23.290 -4.282 2.172 0.298 C6 769 3 769 C7 C4 C 0 1 Y N N 0.609 14.913 25.060 -4.534 -0.247 -0.251 C7 769 4 769 C8 C5 C 0 1 Y N N 1.860 14.469 25.534 -5.339 -1.290 -0.714 C8 769 5 769 C10 C6 C 0 1 Y N N -0.497 14.124 25.286 -3.218 -0.494 0.116 C10 769 6 769 C13 C7 C 0 1 Y N N 0.836 12.479 26.459 -3.516 -2.832 -0.431 C13 769 7 769 C20 C8 C 0 1 N N N -3.194 9.365 25.471 1.525 -0.014 1.704 C20 769 8 769 C21 C9 C 0 1 N N N -4.341 8.430 25.622 2.953 -0.288 2.101 C21 769 9 769 C22 C10 C 0 1 N N N -5.011 8.105 26.759 3.928 0.391 1.549 C22 769 10 769 C26 C11 C 0 1 Y N N -4.813 4.088 28.324 7.161 -1.385 -0.822 C26 769 11 769 C28 C12 C 0 1 Y N N -6.029 4.270 29.081 7.390 0.034 -1.097 C28 769 12 769 C1 C13 C 0 1 Y N N -0.475 17.557 22.588 -4.798 3.448 0.384 C1 769 13 769 C2 C14 C 0 1 Y N N 0.401 18.574 22.947 -6.111 3.694 0.017 C2 769 14 769 C3 C15 C 0 1 Y N N 1.310 18.445 23.976 -6.911 2.659 -0.442 C3 769 15 769 C9 C16 C 0 1 Y N N -0.415 12.923 25.982 -2.702 -1.788 0.028 C9 769 16 769 C11 C17 C 0 1 N N N -1.650 12.118 26.143 -1.304 -2.056 0.417 C11 769 17 769 O12 O1 O 0 1 N N N -2.759 12.628 25.839 -0.857 -3.184 0.339 O12 769 18 769 C14 C18 C 0 1 Y N N 1.970 13.246 26.201 -4.833 -2.573 -0.802 C14 769 19 769 O15 O2 O 0 1 N N N 3.188 12.792 26.643 -5.622 -3.585 -1.253 O15 769 20 769 O16 O3 O 0 1 N N N 1.013 11.339 27.177 -3.019 -4.092 -0.519 O16 769 21 769 F17 F1 F 0 1 N N N 0.334 19.761 22.269 -6.612 4.945 0.103 F17 769 22 769 N18 N1 N 0 1 N N N -1.598 10.870 26.647 -0.523 -1.050 0.858 N18 769 23 769 C19 C19 C 0 1 N N N -2.767 10.025 26.806 0.865 -1.316 1.244 C19 769 24 769 C23 C20 C 0 1 N N N -6.165 7.151 26.785 5.356 0.118 1.946 C23 769 25 769 N24 N2 N 0 1 Y N N -5.849 5.989 27.607 6.144 -0.191 0.750 N24 769 26 769 C25 C21 C 0 1 Y N N -4.729 5.157 27.431 6.413 -1.453 0.290 C25 769 27 769 C27 C22 C 0 1 Y N N -6.631 5.486 28.609 6.729 0.739 -0.069 C27 769 28 769 C29 C23 C 0 1 Y N N -6.695 3.575 30.087 8.069 0.749 -2.081 C29 769 29 769 N30 N3 N 0 1 Y N N -7.844 4.013 30.596 8.089 2.065 -2.047 N30 769 30 769 C31 C24 C 0 1 Y N N -8.366 5.162 30.151 7.480 2.756 -1.097 C31 769 31 769 C32 C25 C 0 1 Y N N -7.830 5.934 29.129 6.787 2.131 -0.084 C32 769 32 769 H1 H1 H 0 1 N N N 2.037 17.134 25.467 -7.030 0.572 -0.880 H1 769 33 769 H2 H2 H 0 1 N N N -1.093 15.545 23.033 -3.258 1.981 0.585 H2 769 34 769 H3 H3 H 0 1 N N N 2.739 15.078 25.381 -6.361 -1.094 -1.003 H3 769 35 769 H4 H4 H 0 1 N N N -1.457 14.448 24.911 -2.594 0.314 0.470 H4 769 36 769 H5 H5 H 0 1 N N N -2.337 8.805 25.068 0.981 0.386 2.559 H5 769 37 769 H6 H6 H 0 1 N N N -3.480 10.158 24.764 1.507 0.710 0.890 H6 769 38 769 H7 H7 H 0 1 N N N -4.683 7.950 24.717 3.172 -1.044 2.840 H7 769 39 769 H8 H8 H 0 1 N N N -4.696 8.556 27.688 3.708 1.147 0.809 H8 769 40 769 H9 H9 H 0 1 N N N -4.104 3.280 28.429 7.522 -2.219 -1.407 H9 769 41 769 H10 H10 H 0 1 N N N -1.183 17.696 21.785 -4.178 4.257 0.742 H10 769 42 769 H11 H11 H 0 1 N N N 1.974 19.254 24.241 -7.934 2.855 -0.727 H11 769 43 769 H12 H12 H 0 1 N N N 3.077 11.951 27.071 -5.585 -3.716 -2.211 H12 769 44 769 H13 H13 H 0 1 N N N 1.933 11.239 27.391 -3.137 -4.618 0.284 H13 769 45 769 H14 H14 H 0 1 N N N -0.709 10.507 26.926 -0.879 -0.150 0.920 H14 769 46 769 H15 H15 H 0 1 N N N -3.600 10.638 27.181 1.410 -1.717 0.389 H15 769 47 769 H16 H16 H 0 1 N N N -2.537 9.234 27.535 0.884 -2.040 2.058 H16 769 48 769 H17 H17 H 0 1 N N N -7.046 7.660 27.202 5.771 0.998 2.437 H17 769 49 769 H18 H18 H 0 1 N N N -6.384 6.820 25.759 5.386 -0.730 2.631 H18 769 50 769 H19 H19 H 0 1 N N N -3.933 5.319 26.720 6.070 -2.367 0.752 H19 769 51 769 H20 H20 H 0 1 N N N -6.268 2.657 30.464 8.579 0.222 -2.874 H20 769 52 769 H21 H21 H 0 1 N N N -9.272 5.515 30.622 7.528 3.835 -1.116 H21 769 53 769 H22 H22 H 0 1 N N N -8.318 6.826 28.765 6.290 2.710 0.679 H22 769 54 # # 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 769 F17 C2 SING N N 1 769 C1 C2 DOUB Y N 2 769 C1 C6 SING Y N 3 769 C2 C3 SING Y N 4 769 C6 C5 DOUB Y N 5 769 C3 C4 DOUB Y N 6 769 C5 C4 SING Y N 7 769 C5 C7 SING N N 8 769 C7 C10 DOUB Y N 9 769 C7 C8 SING Y N 10 769 C10 C9 SING Y N 11 769 C20 C21 SING N N 12 769 C20 C19 SING N N 13 769 C8 C14 DOUB Y N 14 769 C21 C22 DOUB N E 15 769 O12 C11 DOUB N N 16 769 C9 C11 SING N N 17 769 C9 C13 DOUB Y N 18 769 C11 N18 SING N N 19 769 C14 C13 SING Y N 20 769 C14 O15 SING N N 21 769 C13 O16 SING N N 22 769 N18 C19 SING N N 23 769 C22 C23 SING N N 24 769 C23 N24 SING N N 25 769 C25 N24 SING Y N 26 769 C25 C26 DOUB Y N 27 769 N24 C27 SING Y N 28 769 C26 C28 SING Y N 29 769 C27 C28 SING Y N 30 769 C27 C32 DOUB Y N 31 769 C28 C29 DOUB Y N 32 769 C32 C31 SING Y N 33 769 C29 N30 SING Y N 34 769 C31 N30 DOUB Y N 35 769 C4 H1 SING N N 36 769 C6 H2 SING N N 37 769 C8 H3 SING N N 38 769 C10 H4 SING N N 39 769 C20 H5 SING N N 40 769 C20 H6 SING N N 41 769 C21 H7 SING N N 42 769 C22 H8 SING N N 43 769 C26 H9 SING N N 44 769 C1 H10 SING N N 45 769 C3 H11 SING N N 46 769 O15 H12 SING N N 47 769 O16 H13 SING N N 48 769 N18 H14 SING N N 49 769 C19 H15 SING N N 50 769 C19 H16 SING N N 51 769 C23 H17 SING N N 52 769 C23 H18 SING N N 53 769 C25 H19 SING N N 54 769 C29 H20 SING N N 55 769 C31 H21 SING N N 56 769 C32 H22 SING N N 57 # # 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 769 SMILES ACDLabs 12.01 "c4c(c1cc(c(O)c(c1)O)C(NCC\C=C\Cn2c3c(cc2)cncc3)=O)ccc(c4)F" 769 InChI InChI 1.03 "InChI=1S/C25H22FN3O3/c26-20-6-4-17(5-7-20)19-14-21(24(31)23(30)15-19)25(32)28-10-2-1-3-12-29-13-9-18-16-27-11-8-22(18)29/h1,3-9,11,13-16,30-31H,2,10,12H2,(H,28,32)/b3-1+" 769 InChIKey InChI 1.03 MYCHLIVPJDYHPD-HNQUOIGGSA-N 769 SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCC\C=C\Cn2ccc3cnccc23)c4ccc(F)cc4" 769 SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCC=CCn2ccc3cnccc23)c4ccc(F)cc4" 769 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCC/C=C/Cn3ccc4c3ccnc4)F" 769 SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCC=CCn3ccc4c3ccnc4)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 769 "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-[(3E)-5-(1H-pyrrolo[3,2-c]pyridin-1-yl)pent-3-en-1-yl][1,1'-biphenyl]-3-carboxamide" 769 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-(4-fluorophenyl)-2,3-bis(oxidanyl)-~{N}-[(~{E})-5-pyrrolo[3,2-c]pyridin-1-ylpent-3-enyl]benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 769 "Create component" 2016-09-02 RCSB 769 "Initial release" 2017-08-30 RCSB 769 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 769 _pdbx_chem_comp_synonyms.name "4'-fluoro-4,5-dihydroxy-N-[(3E)-5-(1H-pyrrolo[3,2-c]pyridin-1-yl)pent-3-en-1-yl][1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##