data_IE8 # _chem_comp.id IE8 _chem_comp.name "5-[(1R)-2-amino-1-phenylethoxy]-2-(furan-3-yl)-3-{1H-pyrrolo[2,3-b]pyridin-3-yl}pyridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H20 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-10 _chem_comp.pdbx_modified_date 2013-06-28 _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 396.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IE8 _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 4BID _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 IE8 C C C 0 1 N N N -51.287 16.640 -4.770 3.204 0.971 1.827 C IE8 1 IE8 N N N 0 1 N N N -52.663 16.770 -5.262 1.816 0.970 2.308 N IE8 2 IE8 O O O 0 1 N N N -50.285 15.665 -6.700 2.785 -1.013 0.513 O IE8 3 IE8 C1 C1 C 0 1 N N R -50.628 15.327 -5.342 3.263 0.331 0.438 C1 IE8 4 IE8 N1 N1 N 0 1 Y N N -48.539 14.691 -9.702 -0.382 -2.682 0.240 N1 IE8 5 IE8 O1 O1 O 0 1 Y N N -47.207 11.210 -12.185 -4.674 -2.767 -0.093 O1 IE8 6 IE8 C2 C2 C 0 1 Y N N -49.452 14.903 -7.497 1.457 -1.209 0.300 C2 IE8 7 IE8 N2 N2 N 0 1 Y N N -46.790 9.538 -7.558 -2.608 2.346 -1.803 N2 IE8 8 IE8 C3 C3 C 0 1 Y N N -49.196 15.390 -8.767 0.903 -2.475 0.442 C3 IE8 9 IE8 N3 N3 N 0 1 Y N N -48.252 8.348 -6.004 -4.361 2.948 -0.158 N3 IE8 10 IE8 C4 C4 C 0 1 Y N N -48.127 13.445 -9.400 -1.203 -1.699 -0.105 C4 IE8 11 IE8 C5 C5 C 0 1 Y N N -47.569 12.749 -10.587 -2.641 -1.983 -0.320 C5 IE8 12 IE8 C6 C6 C 0 1 Y N N -46.753 13.288 -11.619 -3.494 -1.468 -1.397 C6 IE8 13 IE8 C7 C7 C 0 1 Y N N -46.570 12.350 -12.543 -4.714 -1.991 -1.187 C7 IE8 14 IE8 C8 C8 C 0 1 Y N N -47.811 11.467 -10.989 -3.443 -2.775 0.439 C8 IE8 15 IE8 C9 C9 C 0 1 Y N N -48.304 12.869 -8.130 -0.718 -0.391 -0.268 C9 IE8 16 IE8 C10 C10 C 0 1 Y N N -48.958 13.646 -7.171 0.640 -0.144 -0.060 C10 IE8 17 IE8 C11 C11 C 0 1 Y N N -47.934 11.477 -7.732 -1.633 0.708 -0.654 C11 IE8 18 IE8 C12 C12 C 0 1 Y N N -46.808 10.784 -8.132 -1.609 1.415 -1.811 C12 IE8 19 IE8 C13 C13 C 0 1 Y N N -47.895 9.403 -6.769 -3.321 2.273 -0.629 C13 IE8 20 IE8 C14 C14 C 0 1 Y N N -49.393 8.447 -5.297 -4.877 2.687 1.024 C14 IE8 21 IE8 C15 C15 C 0 1 Y N N -50.221 9.560 -5.319 -4.361 1.690 1.836 C15 IE8 22 IE8 C16 C16 C 0 1 Y N N -49.858 10.643 -6.106 -3.276 0.952 1.399 C16 IE8 23 IE8 C17 C17 C 0 1 Y N N -48.670 10.572 -6.837 -2.745 1.247 0.143 C17 IE8 24 IE8 C18 C18 C 0 1 Y N N -51.515 14.117 -5.180 4.687 0.332 -0.055 C18 IE8 25 IE8 C19 C19 C 0 1 Y N N -51.527 13.409 -3.983 5.135 1.355 -0.869 C19 IE8 26 IE8 C20 C20 C 0 1 Y N N -52.256 12.234 -3.860 6.442 1.355 -1.322 C20 IE8 27 IE8 C21 C21 C 0 1 Y N N -52.987 11.757 -4.927 7.299 0.333 -0.960 C21 IE8 28 IE8 C22 C22 C 0 1 Y N N -52.997 12.458 -6.118 6.850 -0.689 -0.145 C22 IE8 29 IE8 C23 C23 C 0 1 Y N N -52.275 13.634 -6.242 5.545 -0.687 0.312 C23 IE8 30 IE8 H H H 0 1 N N N -50.701 17.512 -5.095 3.568 1.997 1.770 H IE8 31 IE8 HA HA H 0 1 N N N -51.297 16.593 -3.671 3.827 0.401 2.516 HA IE8 32 IE8 HN HN H 0 1 N N N -53.072 17.605 -4.894 1.750 1.388 3.224 HN IE8 33 IE8 HNA HNA H 0 1 N N N -52.657 16.814 -6.261 1.206 1.437 1.653 HNA IE8 34 IE8 H1 H1 H 0 1 N N N -49.703 15.151 -4.773 2.639 0.901 -0.251 H1 IE8 35 IE8 HN2 HN2 H 0 1 N N N -46.084 8.843 -7.695 -2.788 2.972 -2.522 HN2 IE8 36 IE8 H3 H3 H 0 1 N N N -49.543 16.382 -9.016 1.537 -3.303 0.722 H3 IE8 37 IE8 H6 H6 H 0 1 N N N -46.350 14.290 -11.647 -3.202 -0.802 -2.196 H6 IE8 38 IE8 H7 H7 H 0 1 N N N -45.996 12.479 -13.449 -5.585 -1.816 -1.800 H7 IE8 39 IE8 H8 H8 H 0 1 N N N -48.401 10.752 -10.435 -3.141 -3.319 1.322 H8 IE8 40 IE8 H10 H10 H 0 1 N N N -49.081 13.266 -6.167 1.046 0.850 -0.177 H10 IE8 41 IE8 H12 H12 H 0 1 N N N -46.051 11.168 -8.800 -0.905 1.264 -2.616 H12 IE8 42 IE8 H14 H14 H 0 1 N N N -49.681 7.611 -4.676 -5.724 3.261 1.368 H14 IE8 43 IE8 H15 H15 H 0 1 N N N -51.129 9.583 -4.735 -4.800 1.492 2.803 H15 IE8 44 IE8 H16 H16 H 0 1 N N N -50.482 11.524 -6.153 -2.852 0.170 2.011 H16 IE8 45 IE8 H19 H19 H 0 1 N N N -50.963 13.778 -3.139 4.465 2.153 -1.152 H19 IE8 46 IE8 H20 H20 H 0 1 N N N -52.250 11.692 -2.926 6.792 2.154 -1.959 H20 IE8 47 IE8 H21 H21 H 0 1 N N N -53.549 10.840 -4.833 8.319 0.333 -1.314 H21 IE8 48 IE8 H22 H22 H 0 1 N N N -53.570 12.088 -6.955 7.520 -1.488 0.138 H22 IE8 49 IE8 H23 H23 H 0 1 N N N -52.302 14.182 -7.172 5.196 -1.484 0.951 H23 IE8 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 IE8 C N SING N N 1 IE8 C C1 SING N N 2 IE8 O C1 SING N N 3 IE8 O C2 SING N N 4 IE8 C1 C18 SING N N 5 IE8 N1 C3 DOUB Y N 6 IE8 N1 C4 SING Y N 7 IE8 O1 C7 SING Y N 8 IE8 O1 C8 SING Y N 9 IE8 C2 C3 SING Y N 10 IE8 C2 C10 DOUB Y N 11 IE8 N2 C12 SING Y N 12 IE8 N2 C13 SING Y N 13 IE8 N3 C13 DOUB Y N 14 IE8 N3 C14 SING Y N 15 IE8 C4 C5 SING N N 16 IE8 C4 C9 DOUB Y N 17 IE8 C5 C6 SING Y N 18 IE8 C5 C8 DOUB Y N 19 IE8 C6 C7 DOUB Y N 20 IE8 C9 C10 SING Y N 21 IE8 C9 C11 SING N N 22 IE8 C11 C12 DOUB Y N 23 IE8 C11 C17 SING Y N 24 IE8 C13 C17 SING Y N 25 IE8 C14 C15 DOUB Y N 26 IE8 C15 C16 SING Y N 27 IE8 C16 C17 DOUB Y N 28 IE8 C18 C19 DOUB Y N 29 IE8 C18 C23 SING Y N 30 IE8 C19 C20 SING Y N 31 IE8 C20 C21 DOUB Y N 32 IE8 C21 C22 SING Y N 33 IE8 C22 C23 DOUB Y N 34 IE8 C H SING N N 35 IE8 C HA SING N N 36 IE8 N HN SING N N 37 IE8 N HNA SING N N 38 IE8 C1 H1 SING N N 39 IE8 N2 HN2 SING N N 40 IE8 C3 H3 SING N N 41 IE8 C6 H6 SING N N 42 IE8 C7 H7 SING N N 43 IE8 C8 H8 SING N N 44 IE8 C10 H10 SING N N 45 IE8 C12 H12 SING N N 46 IE8 C14 H14 SING N N 47 IE8 C15 H15 SING N N 48 IE8 C16 H16 SING N N 49 IE8 C19 H19 SING N N 50 IE8 C20 H20 SING N N 51 IE8 C21 H21 SING N N 52 IE8 C22 H22 SING N N 53 IE8 C23 H23 SING N N 54 # 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 IE8 SMILES ACDLabs 12.01 "n2cc(OC(c1ccccc1)CN)cc(c2c3ccoc3)c5c4cccnc4nc5" IE8 InChI InChI 1.03 "InChI=1S/C24H20N4O2/c25-12-22(16-5-2-1-3-6-16)30-18-11-20(23(27-13-18)17-8-10-29-15-17)21-14-28-24-19(21)7-4-9-26-24/h1-11,13-15,22H,12,25H2,(H,26,28)/t22-/m0/s1" IE8 InChIKey InChI 1.03 GQBPIQNQRCHGPJ-QFIPXVFZSA-N IE8 SMILES_CANONICAL CACTVS 3.370 "NC[C@H](Oc1cnc(c2cocc2)c(c1)c3c[nH]c4ncccc34)c5ccccc5" IE8 SMILES CACTVS 3.370 "NC[CH](Oc1cnc(c2cocc2)c(c1)c3c[nH]c4ncccc34)c5ccccc5" IE8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@H](CN)Oc2cc(c(nc2)c3ccoc3)c4c[nH]c5c4cccn5" IE8 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(CN)Oc2cc(c(nc2)c3ccoc3)c4c[nH]c5c4cccn5" # 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 IE8 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-{[6-(furan-3-yl)-5-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl]oxy}-2-phenylethanamine" IE8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[6-(furan-3-yl)-5-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl]oxy-2-phenyl-ethanamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IE8 "Create component" 2013-04-10 EBI IE8 "Initial release" 2013-07-03 RCSB #