data_6EA # _chem_comp.id 6EA _chem_comp.name "(1S)-1-(1H-INDOL-3-YLMETHYL)-2-(2-PYRIDIN-4-YL-[1,7]NAPHTYRIDIN-5-YLOXY)-EHYLAMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-23 _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 395.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6EA _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 2F7Z _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 6EA N1 N1 N 0 1 Y N N 2.902 10.060 4.368 8.678 1.705 0.020 N1 6EA 1 6EA C2 C2 C 0 1 Y N N 3.231 10.165 3.048 8.318 0.797 -0.866 C2 6EA 2 6EA C3 C3 C 0 1 Y N N 4.541 10.011 2.576 7.026 0.310 -0.897 C3 6EA 3 6EA C4 C4 C 0 1 Y N N 5.580 9.730 3.483 6.097 0.795 0.028 C4 6EA 4 6EA C5 C5 C 0 1 Y N N 5.241 9.619 4.848 6.520 1.761 0.945 C5 6EA 5 6EA C6 C6 C 0 1 Y N N 3.902 9.792 5.245 7.832 2.188 0.909 C6 6EA 6 6EA C11 C11 C 0 1 Y N N 6.972 9.554 2.954 4.698 0.301 0.032 C11 6EA 7 6EA C12 C12 C 0 1 Y N N 8.096 9.249 3.744 3.652 1.211 0.253 C12 6EA 8 6EA C13 C13 C 0 1 Y N N 9.361 9.088 3.127 2.360 0.771 0.260 C13 6EA 9 6EA C14 C14 C 0 1 Y N N 9.517 9.237 1.710 2.124 -0.596 0.035 C14 6EA 10 6EA C15 C15 C 0 1 Y N N 8.361 9.560 0.916 3.225 -1.467 -0.177 C15 6EA 11 6EA N16 N16 N 0 1 Y N N 7.144 9.700 1.570 4.467 -0.981 -0.172 N16 6EA 12 6EA C19 C19 C 0 1 Y N N 10.793 9.062 1.089 0.826 -1.143 0.030 C19 6EA 13 6EA C20 C20 C 0 1 Y N N 10.832 9.239 -0.331 0.683 -2.496 -0.192 C20 6EA 14 6EA N21 N21 N 0 1 Y N N 9.740 9.554 -1.086 1.732 -3.279 -0.392 N21 6EA 15 6EA C22 C22 C 0 1 Y N N 8.511 9.713 -0.495 2.966 -2.832 -0.393 C22 6EA 16 6EA O25 O25 O 0 1 N N N 11.880 8.724 1.919 -0.261 -0.354 0.234 O25 6EA 17 6EA C26 C26 C 0 1 N N N 13.143 8.515 1.351 -1.408 -1.203 0.161 C26 6EA 18 6EA C27 C27 C 0 1 N N S 14.039 8.190 2.535 -2.673 -0.372 0.383 C27 6EA 19 6EA N30 N30 N 0 1 N N N 14.904 7.093 2.147 -2.829 0.586 -0.719 N30 6EA 20 6EA C31 C31 C 0 1 N N N 14.910 9.374 3.040 -3.890 -1.299 0.430 C31 6EA 21 6EA C33 C33 C 0 1 Y N N 15.505 10.303 1.994 -5.119 -0.496 0.770 C33 6EA 22 6EA C36 C36 C 0 1 Y N N 16.768 10.149 1.452 -5.648 -0.326 1.992 C36 6EA 23 6EA N37 N37 N 0 1 Y N N 17.005 11.143 0.540 -6.762 0.465 1.912 N37 6EA 24 6EA C38 C38 C 0 1 Y N N 15.895 11.962 0.476 -6.983 0.832 0.603 C38 6EA 25 6EA C39 C39 C 0 1 Y N N 14.920 11.465 1.380 -5.960 0.250 -0.169 C39 6EA 26 6EA C43 C43 C 0 1 Y N N 15.691 13.093 -0.315 -7.951 1.610 -0.023 C43 6EA 27 6EA C44 C44 C 0 1 Y N N 14.455 13.786 -0.221 -7.900 1.797 -1.387 C44 6EA 28 6EA C45 C45 C 0 1 Y N N 13.435 13.333 0.672 -6.893 1.217 -2.145 C45 6EA 29 6EA C46 C46 C 0 1 Y N N 13.648 12.179 1.480 -5.932 0.448 -1.550 C46 6EA 30 6EA H2 H2 H 0 1 N N N 2.447 10.376 2.336 9.043 0.428 -1.576 H2 6EA 31 6EA H3 H3 H 0 1 N N N 4.753 10.107 1.521 6.739 -0.434 -1.625 H3 6EA 32 6EA H5 H5 H 0 1 N N N 6.003 9.403 5.582 5.833 2.161 1.675 H5 6EA 33 6EA H6 H6 H 0 1 N N N 3.660 9.708 6.294 8.170 2.931 1.617 H6 6EA 34 6EA H12 H12 H 0 1 N N N 7.995 9.138 4.814 3.869 2.256 0.418 H12 6EA 35 6EA H13 H13 H 0 1 N N N 10.222 8.849 3.734 1.541 1.455 0.428 H13 6EA 36 6EA H20 H20 H 0 1 N N N 11.780 9.116 -0.833 -0.307 -2.928 -0.203 H20 6EA 37 6EA H22 H22 H 0 1 N N N 7.651 9.956 -1.102 3.785 -3.515 -0.561 H22 6EA 38 6EA H261 1H26 H 0 0 N N N 13.497 9.390 0.787 -1.339 -1.973 0.930 H261 6EA 39 6EA H262 2H26 H 0 0 N N N 13.122 7.686 0.628 -1.450 -1.674 -0.821 H262 6EA 40 6EA H27 H27 H 0 1 N N N 13.378 7.935 3.376 -2.592 0.168 1.326 H27 6EA 41 6EA H301 1H30 H 0 0 N N N 15.758 7.143 2.665 -1.965 1.104 -0.777 H301 6EA 42 6EA H302 2H30 H 0 0 N N N 15.103 7.155 1.169 -2.900 0.044 -1.567 H302 6EA 43 6EA H311 1H31 H 0 0 N N N 15.776 8.903 3.529 -4.023 -1.773 -0.543 H311 6EA 44 6EA H312 2H31 H 0 0 N N N 14.268 9.990 3.686 -3.734 -2.065 1.189 H312 6EA 45 6EA H36 H36 H 0 1 N N N 17.463 9.363 1.709 -5.253 -0.750 2.903 H36 6EA 46 6EA H37 H37 H 0 1 N N N 17.844 11.257 0.008 -7.314 0.728 2.665 H37 6EA 47 6EA H43 H43 H 0 1 N N N 16.462 13.436 -0.989 -8.739 2.065 0.558 H43 6EA 48 6EA H44 H44 H 0 1 N N N 14.284 14.662 -0.829 -8.653 2.401 -1.872 H44 6EA 49 6EA H45 H45 H 0 1 N N N 12.499 13.868 0.735 -6.868 1.374 -3.213 H45 6EA 50 6EA H46 H46 H 0 1 N N N 12.880 11.836 2.157 -5.151 -0.001 -2.146 H46 6EA 51 # 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 6EA N1 C2 SING Y N 1 6EA N1 C6 DOUB Y N 2 6EA C2 C3 DOUB Y N 3 6EA C2 H2 SING N N 4 6EA C3 C4 SING Y N 5 6EA C3 H3 SING N N 6 6EA C4 C5 DOUB Y N 7 6EA C4 C11 SING Y N 8 6EA C5 C6 SING Y N 9 6EA C5 H5 SING N N 10 6EA C6 H6 SING N N 11 6EA C11 C12 SING Y N 12 6EA C11 N16 DOUB Y N 13 6EA C12 C13 DOUB Y N 14 6EA C12 H12 SING N N 15 6EA C13 C14 SING Y N 16 6EA C13 H13 SING N N 17 6EA C14 C15 SING Y N 18 6EA C14 C19 DOUB Y N 19 6EA C15 N16 SING Y N 20 6EA C15 C22 DOUB Y N 21 6EA C19 C20 SING Y N 22 6EA C19 O25 SING N N 23 6EA C20 N21 DOUB Y N 24 6EA C20 H20 SING N N 25 6EA N21 C22 SING Y N 26 6EA C22 H22 SING N N 27 6EA O25 C26 SING N N 28 6EA C26 C27 SING N N 29 6EA C26 H261 SING N N 30 6EA C26 H262 SING N N 31 6EA C27 N30 SING N N 32 6EA C27 C31 SING N N 33 6EA C27 H27 SING N N 34 6EA N30 H301 SING N N 35 6EA N30 H302 SING N N 36 6EA C31 C33 SING N N 37 6EA C31 H311 SING N N 38 6EA C31 H312 SING N N 39 6EA C33 C36 DOUB Y N 40 6EA C33 C39 SING Y N 41 6EA C36 N37 SING Y N 42 6EA C36 H36 SING N N 43 6EA N37 C38 SING Y N 44 6EA N37 H37 SING N N 45 6EA C38 C39 DOUB Y N 46 6EA C38 C43 SING Y N 47 6EA C39 C46 SING Y N 48 6EA C43 C44 DOUB Y N 49 6EA C43 H43 SING N N 50 6EA C44 C45 SING Y N 51 6EA C44 H44 SING N N 52 6EA C45 C46 DOUB Y N 53 6EA C45 H45 SING N N 54 6EA C46 H46 SING N N 55 # 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 6EA SMILES ACDLabs 10.04 "n1ccc(cc1)c2nc5c(cc2)c(OCC(N)Cc4c3ccccc3nc4)cnc5" 6EA SMILES_CANONICAL CACTVS 3.341 "N[C@H](COc1cncc2nc(ccc12)c3ccncc3)Cc4c[nH]c5ccccc45" 6EA SMILES CACTVS 3.341 "N[CH](COc1cncc2nc(ccc12)c3ccncc3)Cc4c[nH]c5ccccc45" 6EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)C[C@@H](COc3cncc4c3ccc(n4)c5ccncc5)N" 6EA SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c(c[nH]2)CC(COc3cncc4c3ccc(n4)c5ccncc5)N" 6EA InChI InChI 1.03 "InChI=1S/C24H21N5O/c25-18(11-17-12-28-22-4-2-1-3-19(17)22)15-30-24-14-27-13-23-20(24)5-6-21(29-23)16-7-9-26-10-8-16/h1-10,12-14,18,28H,11,15,25H2/t18-/m0/s1" 6EA InChIKey InChI 1.03 DQIXTEDFNFZMCM-SFHVURJKSA-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 6EA "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-(1H-indol-3-yl)-3-[(2-pyridin-4-yl-1,7-naphthyridin-5-yl)oxy]propan-2-amine" 6EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-(1H-indol-3-yl)-3-[(2-pyridin-4-yl-1,7-naphthyridin-5-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 6EA "Create component" 2005-12-23 RCSB 6EA "Modify aromatic_flag" 2011-06-04 RCSB 6EA "Modify descriptor" 2011-06-04 RCSB #