data_2EA # _chem_comp.id 2EA _chem_comp.name "(1S)-2-(1H-INDOL-3-YL)-1-{[(5-ISOQUINOLIN-6-YLPYRIDIN-3-YL)OXY]METHYL}ETHYLAMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-22 _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 394.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2EA _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 2F7E _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 2EA C1 C1 C 0 1 Y N N 7.194 9.874 1.401 4.063 0.089 -0.293 C1 2EA 1 2EA C2 C2 C 0 1 Y N N 7.139 10.070 2.816 4.838 -1.032 -0.059 C2 2EA 2 2EA C3 C3 C 0 1 Y N N 5.871 10.063 3.488 6.199 -0.875 0.229 C3 2EA 3 2EA C4 C4 C 0 1 Y N N 4.641 9.860 2.745 6.761 0.428 0.286 C4 2EA 4 2EA C5 C5 C 0 1 Y N N 4.699 9.667 1.339 5.945 1.546 0.048 C5 2EA 5 2EA C6 C6 C 0 1 Y N N 5.966 9.676 0.685 4.627 1.374 -0.234 C6 2EA 6 2EA C7 C7 C 0 1 Y N N 5.808 10.256 4.894 7.043 -1.975 0.473 C7 2EA 7 2EA C8 C8 C 0 1 Y N N 4.527 10.238 5.500 8.356 -1.743 0.752 C8 2EA 8 2EA N1 N1 N 0 1 Y N N 3.372 10.044 4.787 8.854 -0.515 0.799 N1 2EA 9 2EA C9 C9 C 0 1 Y N N 3.396 9.855 3.428 8.127 0.556 0.582 C9 2EA 10 2EA C10 C10 C 0 1 Y N N 12.897 13.701 0.345 -8.493 -1.556 -0.079 C10 2EA 11 2EA C11 C11 C 0 1 Y N N 13.782 12.975 -0.509 -7.912 -1.208 1.122 C11 2EA 12 2EA C12 C12 C 0 1 Y N N 14.327 11.774 -0.061 -6.606 -0.709 1.149 C12 2EA 13 2EA C13 C13 C 0 1 Y N N 14.034 11.241 1.219 -5.912 -0.577 -0.061 C13 2EA 14 2EA C14 C14 C 0 1 Y N N 13.127 11.979 2.104 -6.499 -0.924 -1.249 C14 2EA 15 2EA C15 C15 C 0 1 Y N N 12.569 13.207 1.648 -7.793 -1.417 -1.264 C15 2EA 16 2EA N2 N2 N 0 1 N N N 15.198 10.905 -0.701 -5.817 -0.298 2.187 N2 2EA 17 2EA C16 C16 C 0 1 N N N 15.459 9.846 0.130 -4.651 0.107 1.830 C16 2EA 18 2EA C17 C17 C 0 1 N N R 14.762 10.015 1.320 -4.561 -0.020 0.323 C17 2EA 19 2EA C18 C18 C 0 1 Y N N 10.927 9.903 -0.761 -0.011 -0.422 -1.226 C18 2EA 20 2EA N3 N3 N 0 1 Y N N 9.827 10.509 -1.277 0.903 -1.238 -1.714 N3 2EA 21 2EA C19 C19 C 0 1 Y N N 8.653 10.497 -0.589 2.183 -1.096 -1.435 C19 2EA 22 2EA C20 C20 C 0 1 Y N N 8.512 9.870 0.669 2.620 -0.066 -0.604 C20 2EA 23 2EA C21 C21 C 0 1 Y N N 9.668 9.237 1.200 1.681 0.820 -0.072 C21 2EA 24 2EA C22 C22 C 0 1 Y N N 10.904 9.244 0.489 0.342 0.628 -0.390 C22 2EA 25 2EA O1 O1 O 0 1 N N N 12.111 8.653 0.897 -0.609 1.462 0.107 O1 2EA 26 2EA C24 C24 C 0 1 N N N 12.299 8.213 2.242 -1.864 1.008 -0.403 C24 2EA 27 2EA C23 C23 C 0 1 N N S 13.801 7.852 2.394 -2.984 1.908 0.121 C23 2EA 28 2EA C25 C25 C 0 1 N N N 14.755 9.079 2.521 -4.338 1.350 -0.323 C25 2EA 29 2EA N4 N4 N 0 1 N N N 14.194 7.014 1.252 -2.814 3.265 -0.417 N4 2EA 30 2EA H2 H2 H 0 1 N N N 8.049 10.223 3.377 4.399 -2.018 -0.101 H2 2EA 31 2EA H5 H5 H 0 1 N N N 3.793 9.515 0.771 6.364 2.541 0.089 H5 2EA 32 2EA H6 H6 H 0 1 N N N 6.003 9.529 -0.384 4.005 2.238 -0.417 H6 2EA 33 2EA H7 H7 H 0 1 N N N 6.703 10.411 5.479 6.657 -2.984 0.439 H7 2EA 34 2EA H8 H8 H 0 1 N N N 4.458 10.383 6.568 9.009 -2.582 0.940 H8 2EA 35 2EA H9 H9 H 0 1 N N N 2.476 9.704 2.883 8.580 1.535 0.631 H9 2EA 36 2EA H10 H10 H 0 1 N N N 12.471 14.633 0.004 -9.502 -1.942 -0.094 H10 2EA 37 2EA H11 H11 H 0 1 N N N 14.026 13.353 -1.491 -8.466 -1.320 2.042 H11 2EA 38 2EA H14 H14 H 0 1 N N N 12.886 11.597 3.085 -5.951 -0.815 -2.174 H14 2EA 39 2EA H15 H15 H 0 1 N N N 11.899 13.765 2.285 -8.256 -1.693 -2.201 H15 2EA 40 2EA H16 H16 H 0 1 N N N 16.104 9.012 -0.104 -3.874 0.472 2.486 H16 2EA 41 2EA H17 H17 H 0 1 N N N 14.835 9.291 2.145 -3.766 -0.710 0.041 H17 2EA 42 2EA H18 H18 H 0 1 N N N 11.849 9.925 -1.324 -1.050 -0.574 -1.479 H18 2EA 43 2EA H19 H19 H 0 1 N N N 7.794 10.987 -1.023 2.900 -1.785 -1.855 H19 2EA 44 2EA H21 H21 H 0 1 N N N 9.610 8.742 2.158 1.986 1.629 0.575 H21 2EA 45 2EA H241 1H24 H 0 0 N N N 11.663 7.343 2.463 -2.039 -0.017 -0.077 H241 2EA 46 2EA H242 2H24 H 0 0 N N N 12.025 9.012 2.947 -1.848 1.044 -1.492 H242 2EA 47 2EA H23 H23 H 0 1 N N N 13.907 7.312 3.347 -2.944 1.942 1.210 H23 2EA 48 2EA H251 1H25 H 0 0 N N N 14.389 9.670 3.374 -5.131 2.030 -0.013 H251 2EA 49 2EA H252 2H25 H 0 0 N N N 15.778 8.695 2.651 -4.350 1.246 -1.408 H252 2EA 50 2EA HN41 1HN4 H 0 0 N N N 15.070 6.573 1.448 -2.951 3.200 -1.414 HN41 2EA 51 2EA HN42 2HN4 H 0 0 N N N 14.283 7.584 0.435 -3.576 3.818 -0.055 HN42 2EA 52 # 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 2EA C1 C2 DOUB Y N 1 2EA C1 C6 SING Y N 2 2EA C1 C20 SING Y N 3 2EA C2 C3 SING Y N 4 2EA C2 H2 SING N N 5 2EA C3 C4 DOUB Y N 6 2EA C3 C7 SING Y N 7 2EA C4 C5 SING Y N 8 2EA C4 C9 SING Y N 9 2EA C5 C6 DOUB Y N 10 2EA C5 H5 SING N N 11 2EA C6 H6 SING N N 12 2EA C7 C8 DOUB Y N 13 2EA C7 H7 SING N N 14 2EA C8 N1 SING Y N 15 2EA C8 H8 SING N N 16 2EA N1 C9 DOUB Y N 17 2EA C9 H9 SING N N 18 2EA C10 C11 DOUB Y N 19 2EA C10 C15 SING Y N 20 2EA C10 H10 SING N N 21 2EA C11 C12 SING Y N 22 2EA C11 H11 SING N N 23 2EA C12 C13 DOUB Y N 24 2EA C12 N2 SING N N 25 2EA C13 C14 SING Y N 26 2EA C13 C17 SING N N 27 2EA C14 C15 DOUB Y N 28 2EA C14 H14 SING N N 29 2EA C15 H15 SING N N 30 2EA N2 C16 DOUB N N 31 2EA C16 C17 SING N N 32 2EA C16 H16 SING N N 33 2EA C17 C25 SING N N 34 2EA C17 H17 SING N N 35 2EA C18 N3 SING Y N 36 2EA C18 C22 DOUB Y N 37 2EA C18 H18 SING N N 38 2EA N3 C19 DOUB Y N 39 2EA C19 C20 SING Y N 40 2EA C19 H19 SING N N 41 2EA C20 C21 DOUB Y N 42 2EA C21 C22 SING Y N 43 2EA C21 H21 SING N N 44 2EA C22 O1 SING N N 45 2EA O1 C24 SING N N 46 2EA C24 C23 SING N N 47 2EA C24 H241 SING N N 48 2EA C24 H242 SING N N 49 2EA C23 C25 SING N N 50 2EA C23 N4 SING N N 51 2EA C23 H23 SING N N 52 2EA C25 H251 SING N N 53 2EA C25 H252 SING N N 54 2EA N4 HN41 SING N N 55 2EA N4 HN42 SING N N 56 # 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 2EA SMILES ACDLabs 10.04 "n2ccc1cc(ccc1c2)c5cc(OCC(N)CC3c4ccccc4N=C3)cnc5" 2EA SMILES_CANONICAL CACTVS 3.341 "N[C@H](COc1cncc(c1)c2ccc3cnccc3c2)C[C@H]4C=Nc5ccccc45" 2EA SMILES CACTVS 3.341 "N[CH](COc1cncc(c1)c2ccc3cnccc3c2)C[CH]4C=Nc5ccccc45" 2EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(C=N2)C[C@@H](COc3cc(cnc3)c4ccc5cnccc5c4)N" 2EA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(C=N2)CC(COc3cc(cnc3)c4ccc5cnccc5c4)N" 2EA InChI InChI 1.03 "InChI=1S/C25H22N4O/c26-22(10-21-14-29-25-4-2-1-3-24(21)25)16-30-23-11-20(13-28-15-23)17-5-6-19-12-27-8-7-18(19)9-17/h1-9,11-15,21-22H,10,16,26H2/t21?,22-/m0/s1" 2EA InChIKey InChI 1.03 BUCZDJYEOAQTHL-KEKNWZKVSA-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 2EA "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-[(3R)-3H-indol-3-yl]-3-[(5-isoquinolin-6-ylpyridin-3-yl)oxy]propan-2-amine" 2EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-(3H-indol-3-yl)-3-(5-isoquinolin-6-ylpyridin-3-yl)oxy-propan-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2EA "Create component" 2005-12-22 RCSB 2EA "Modify aromatic_flag" 2011-06-04 RCSB 2EA "Modify descriptor" 2011-06-04 RCSB #