data_DFN # _chem_comp.id DFN _chem_comp.name "3-[3-(2,3-DIHYDROXY-PROPYLAMINO)-PHENYL]-4-(5-FLUORO-1-METHYL-1H-INDOL-3-YL)-PYRROLE-2,5-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-09-21 _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 409.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DFN _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 1R0E _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 DFN C28 C28 C 0 1 N N N 43.265 44.834 35.983 -2.208 3.093 -2.675 C28 DFN 1 DFN N22 N22 N 0 1 Y N N 43.484 43.419 35.713 -2.437 1.947 -1.792 N22 DFN 2 DFN C48 C48 C 0 1 Y N N 43.709 42.473 36.676 -1.757 0.775 -1.852 C48 DFN 3 DFN C21 C21 C 0 1 Y N N 43.515 42.833 34.470 -3.372 1.911 -0.776 C21 DFN 4 DFN C24 C24 C 0 1 Y N N 43.332 43.409 33.199 -4.306 2.833 -0.315 C24 DFN 5 DFN C31 C31 C 0 1 Y N N 43.407 42.568 32.081 -5.133 2.507 0.739 C31 DFN 6 DFN C29 C29 C 0 1 Y N N 43.653 41.211 32.265 -5.047 1.261 1.347 C29 DFN 7 DFN F39 F39 F 0 1 N N N 43.703 40.415 31.196 -5.864 0.958 2.379 F39 DFN 8 DFN C20 C20 C 0 1 Y N N 43.763 41.457 34.668 -3.290 0.650 -0.165 C20 DFN 9 DFN C23 C23 C 0 1 Y N N 43.836 40.639 33.528 -4.130 0.332 0.900 C23 DFN 10 DFN C19 C19 C 0 1 Y N N 43.870 41.234 36.083 -2.225 -0.079 -0.879 C19 DFN 11 DFN C01 C01 C 0 1 N N N 44.156 40.060 36.862 -1.758 -1.445 -0.607 C01 DFN 12 DFN C02 C02 C 0 1 N N N 44.945 38.978 36.627 -0.577 -1.814 0.023 C02 DFN 13 DFN C03 C03 C 0 1 N N N 44.908 38.127 37.841 -0.571 -3.288 0.054 C03 DFN 14 DFN O06 O06 O 0 1 N N N 45.506 37.054 37.997 0.306 -3.981 0.530 O06 DFN 15 DFN N04 N04 N 0 1 N N N 44.116 38.751 38.737 -1.694 -3.738 -0.529 N04 DFN 16 DFN C05 C05 C 0 1 N N N 43.633 39.905 38.247 -2.456 -2.710 -0.942 C05 DFN 17 DFN O07 O07 O 0 1 N N N 42.886 40.675 38.837 -3.529 -2.803 -1.503 O07 DFN 18 DFN C08 C08 C 0 1 Y N N 45.763 38.606 35.465 0.465 -0.911 0.553 C08 DFN 19 DFN C09 C09 C 0 1 Y N N 46.600 39.560 34.856 1.743 -0.911 -0.008 C09 DFN 20 DFN C10 C10 C 0 1 Y N N 47.412 39.241 33.745 2.714 -0.057 0.492 C10 DFN 21 DFN C11 C11 C 0 1 Y N N 47.409 37.931 33.265 2.417 0.787 1.556 C11 DFN 22 DFN C12 C12 C 0 1 Y N N 46.620 36.956 33.878 1.152 0.782 2.116 C12 DFN 23 DFN C13 C13 C 0 1 Y N N 45.810 37.290 34.974 0.177 -0.059 1.623 C13 DFN 24 DFN N15 N15 N 0 1 N N N 48.207 40.146 33.103 3.993 -0.049 -0.070 N15 DFN 25 DFN C26 C26 C 0 1 N N N 48.339 41.551 33.487 5.021 0.849 0.463 C26 DFN 26 DFN C34 C34 C 0 1 N N S 47.087 42.279 32.982 6.320 0.661 -0.324 C34 DFN 27 DFN O41 O41 O 0 1 N N N 47.155 42.400 31.553 6.760 -0.693 -0.201 O41 DFN 28 DFN C40 C40 C 0 1 N N N 46.988 43.655 33.634 7.393 1.599 0.232 C40 DFN 29 DFN O45 O45 O 0 1 N N N 48.057 44.486 33.190 8.569 1.509 -0.576 O45 DFN 30 DFN H281 1H28 H 0 0 N N N 44.133 45.187 36.588 -2.847 3.008 -3.554 H281 DFN 31 DFN H282 2H28 H 0 0 N N N 43.082 45.605 35.198 -2.443 4.015 -2.144 H282 DFN 32 DFN H283 3H28 H 0 0 N N N 42.419 44.899 36.706 -1.163 3.109 -2.986 H283 DFN 33 DFN H48 H48 H 0 1 N N N 43.754 42.677 37.759 -0.969 0.547 -2.556 H48 DFN 34 DFN H24 H24 H 0 1 N N N 43.136 44.488 33.083 -4.382 3.804 -0.780 H24 DFN 35 DFN H31 H31 H 0 1 N N N 43.273 42.971 31.063 -5.854 3.228 1.096 H31 DFN 36 DFN H23 H23 H 0 1 N N N 44.035 39.558 33.624 -4.064 -0.637 1.373 H23 DFN 37 DFN H04 H04 H 0 1 N N N 43.908 38.394 39.670 -1.926 -4.674 -0.633 H04 DFN 38 DFN H09 H09 H 0 1 N N N 46.620 40.586 35.261 1.972 -1.567 -0.835 H09 DFN 39 DFN H11 H11 H 0 1 N N N 48.034 37.665 32.396 3.176 1.448 1.947 H11 DFN 40 DFN H12 H12 H 0 1 N N N 46.637 35.921 33.496 0.927 1.440 2.942 H12 DFN 41 DFN H13 H13 H 0 1 N N N 45.202 36.507 35.457 -0.809 -0.059 2.062 H13 DFN 42 DFN H15 H15 H 0 1 N N N 47.938 40.131 32.119 4.201 -0.637 -0.812 H15 DFN 43 DFN H261 1H26 H 0 0 N N N 49.288 42.014 33.129 4.685 1.882 0.369 H261 DFN 44 DFN H262 2H26 H 0 0 N N N 48.515 41.691 34.579 5.196 0.618 1.513 H262 DFN 45 DFN H34 H34 H 0 1 N N N 46.176 41.696 33.254 6.144 0.892 -1.375 H34 DFN 46 DFN H41 H41 H 0 1 N N N 46.380 42.851 31.240 6.903 -0.855 0.741 H41 DFN 47 DFN H401 1H40 H 0 0 N N N 46.947 43.588 34.746 7.022 2.624 0.220 H401 DFN 48 DFN H402 2H40 H 0 0 N N N 45.993 44.128 33.462 7.632 1.311 1.255 H402 DFN 49 DFN H45 H45 H 0 1 N N N 47.995 45.343 33.596 9.218 2.114 -0.192 H45 DFN 50 # 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 DFN C28 N22 SING N N 1 DFN C28 H281 SING N N 2 DFN C28 H282 SING N N 3 DFN C28 H283 SING N N 4 DFN N22 C48 SING Y N 5 DFN N22 C21 SING Y N 6 DFN C48 C19 DOUB Y N 7 DFN C48 H48 SING N N 8 DFN C21 C24 DOUB Y N 9 DFN C21 C20 SING Y N 10 DFN C24 C31 SING Y N 11 DFN C24 H24 SING N N 12 DFN C31 C29 DOUB Y N 13 DFN C31 H31 SING N N 14 DFN C29 F39 SING N N 15 DFN C29 C23 SING Y N 16 DFN C20 C23 DOUB Y N 17 DFN C20 C19 SING Y N 18 DFN C23 H23 SING N N 19 DFN C19 C01 SING N N 20 DFN C01 C02 DOUB N N 21 DFN C01 C05 SING N N 22 DFN C02 C03 SING N N 23 DFN C02 C08 SING N N 24 DFN C03 O06 DOUB N N 25 DFN C03 N04 SING N N 26 DFN N04 C05 SING N N 27 DFN N04 H04 SING N N 28 DFN C05 O07 DOUB N N 29 DFN C08 C09 DOUB Y N 30 DFN C08 C13 SING Y N 31 DFN C09 C10 SING Y N 32 DFN C09 H09 SING N N 33 DFN C10 C11 DOUB Y N 34 DFN C10 N15 SING N N 35 DFN C11 C12 SING Y N 36 DFN C11 H11 SING N N 37 DFN C12 C13 DOUB Y N 38 DFN C12 H12 SING N N 39 DFN C13 H13 SING N N 40 DFN N15 C26 SING N N 41 DFN N15 H15 SING N N 42 DFN C26 C34 SING N N 43 DFN C26 H261 SING N N 44 DFN C26 H262 SING N N 45 DFN C34 O41 SING N N 46 DFN C34 C40 SING N N 47 DFN C34 H34 SING N N 48 DFN O41 H41 SING N N 49 DFN C40 O45 SING N N 50 DFN C40 H401 SING N N 51 DFN C40 H402 SING N N 52 DFN O45 H45 SING N N 53 # 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 DFN SMILES ACDLabs 10.04 "O=C4C(c1cccc(NCC(O)CO)c1)=C(c3c2cc(F)ccc2n(c3)C)C(=O)N4" DFN SMILES_CANONICAL CACTVS 3.341 "Cn1cc(c2cc(F)ccc12)C3=C(C(=O)NC3=O)c4cccc(NC[C@H](O)CO)c4" DFN SMILES CACTVS 3.341 "Cn1cc(c2cc(F)ccc12)C3=C(C(=O)NC3=O)c4cccc(NC[CH](O)CO)c4" DFN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1cc(c2c1ccc(c2)F)C3=C(C(=O)NC3=O)c4cccc(c4)NC[C@@H](CO)O" DFN SMILES "OpenEye OEToolkits" 1.5.0 "Cn1cc(c2c1ccc(c2)F)C3=C(C(=O)NC3=O)c4cccc(c4)NCC(CO)O" DFN InChI InChI 1.03 "InChI=1S/C22H20FN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)/t15-/m0/s1" DFN InChIKey InChI 1.03 RPGZQOOZHIEPJW-HNNXBMFYSA-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 DFN "SYSTEMATIC NAME" ACDLabs 10.04 "3-(3-{[(2S)-2,3-dihydroxypropyl]amino}phenyl)-4-(5-fluoro-1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione" DFN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[3-[[(2S)-2,3-dihydroxypropyl]amino]phenyl]-4-(5-fluoro-1-methyl-indol-3-yl)pyrrole-2,5-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DFN "Create component" 2003-09-21 RCSB DFN "Modify descriptor" 2011-06-04 RCSB #