data_307 # _chem_comp.id 307 _chem_comp.name "6,7-DIMETHYL-3-[(METHYL{2-[METHYL({1-[3-(TRIFLUOROMETHYL)PHENYL]-1H-INDOL-3-YL}METHYL)AMINO]ETHYL}AMINO)METHYL]-4H-CHROMEN-4-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H32 F3 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-09-15 _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 547.611 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 307 _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 2AZ5 _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 307 F9 F9 F 0 1 N N N -13.450 68.611 17.415 -6.920 3.994 0.625 F9 307 1 307 C7 C7 C 0 1 N N N -12.854 69.799 17.453 -7.944 3.045 0.539 C7 307 2 307 F10 F10 F 0 1 N N N -13.814 70.599 17.878 -9.046 3.606 -0.114 F10 307 3 307 F8 F8 F 0 1 N N N -12.489 70.266 16.290 -8.318 2.644 1.826 F8 307 4 307 C6 C6 C 0 1 Y N N -11.801 69.786 18.529 -7.456 1.849 -0.237 C6 307 5 307 C11 C11 C 0 1 Y N N -11.179 68.614 18.986 -6.373 1.124 0.221 C11 307 6 307 C5 C5 C 0 1 Y N N -11.508 70.995 19.136 -8.096 1.474 -1.404 C5 307 7 307 C4 C4 C 0 1 Y N N -10.588 71.010 20.172 -7.651 0.377 -2.119 C4 307 8 307 C3 C3 C 0 1 Y N N -9.977 69.829 20.585 -6.565 -0.348 -1.670 C3 307 9 307 C1 C1 C 0 1 Y N N -10.226 68.574 20.037 -5.920 0.026 -0.498 C1 307 10 307 N2 N2 N 0 1 Y N N -9.570 67.486 20.528 -4.818 -0.707 -0.040 N2 307 11 307 C12 C12 C 0 1 Y N N -8.691 67.574 21.558 -3.614 -0.170 0.332 C12 307 12 307 C16 C16 C 0 1 Y N N -9.678 66.223 20.084 -4.782 -2.078 0.104 C16 307 13 307 C20 C20 C 0 1 Y N N -10.390 65.500 19.063 -5.708 -3.089 -0.126 C20 307 14 307 C19 C19 C 0 1 Y N N -10.206 64.113 18.922 -5.365 -4.401 0.120 C19 307 15 307 C18 C18 C 0 1 Y N N -9.340 63.389 19.755 -4.102 -4.725 0.596 C18 307 16 307 C15 C15 C 0 1 Y N N -8.822 65.487 20.893 -3.501 -2.412 0.580 C15 307 17 307 C17 C17 C 0 1 Y N N -8.624 64.064 20.747 -3.176 -3.746 0.828 C17 307 18 307 C13 C13 C 0 1 Y N N -8.158 66.296 21.811 -2.777 -1.145 0.719 C13 307 19 307 C14 C14 C 0 1 N N N -7.196 65.891 22.925 -1.360 -0.971 1.200 C14 307 20 307 N21 N21 N 0 1 N N N -5.785 65.621 22.741 -0.430 -1.275 0.104 N21 307 21 307 C22 C22 C 0 1 N N N -5.362 64.601 21.808 -0.393 -2.738 -0.024 C22 307 22 307 C23 C23 C 0 1 N N N -4.748 66.284 23.538 0.904 -0.858 0.555 C23 307 23 307 C24 C24 C 0 1 N N N -5.348 67.399 24.394 1.880 -0.913 -0.622 C24 307 24 307 N25 N25 N 0 1 N N N -5.555 68.587 23.557 3.215 -0.495 -0.172 N25 307 25 307 C28 C28 C 0 1 N N N -6.826 69.289 23.732 3.178 0.968 -0.043 C28 307 26 307 C26 C26 C 0 1 N N N -4.548 69.033 22.592 4.145 -0.799 -1.268 C26 307 27 307 C27 C27 C 0 1 Y N N -5.240 69.501 21.324 5.562 -0.625 -0.787 C27 307 28 307 C29 C29 C 0 1 Y N N -5.429 70.825 21.134 6.258 -1.684 -0.334 C29 307 29 307 O30 O30 O 0 1 Y N N -5.890 71.337 19.844 7.517 -1.591 0.105 O30 307 30 307 C31 C31 C 0 1 Y N N -6.473 70.485 18.947 8.190 -0.422 0.126 C31 307 31 307 C32 C32 C 0 1 Y N N -6.376 69.116 19.165 7.562 0.750 -0.324 C32 307 32 307 C35 C35 C 0 1 Y N N -6.964 68.228 18.266 8.248 1.964 -0.308 C35 307 33 307 C33 C33 C 0 1 Y N N -5.673 68.620 20.400 6.174 0.656 -0.815 C33 307 34 307 O34 O34 O 0 1 N N N -5.499 67.416 20.542 5.576 1.637 -1.223 O34 307 35 307 C40 C40 C 0 1 Y N N -7.127 70.989 17.817 9.500 -0.358 0.588 C40 307 36 307 C38 C38 C 0 1 Y N N -7.704 70.107 16.911 10.166 0.848 0.600 C38 307 37 307 C39 C39 C 0 1 N N N -8.388 70.695 15.696 11.586 0.910 1.101 C39 307 38 307 C36 C36 C 0 1 Y N N -7.622 68.723 17.140 9.545 2.006 0.154 C36 307 39 307 C37 C37 C 0 1 N N N -8.237 67.729 16.188 10.292 3.314 0.174 C37 307 40 307 H11 H11 H 0 1 N N N -11.455 67.669 18.490 -5.873 1.416 1.132 H11 307 41 307 H5 H5 H 0 1 N N N -11.997 71.926 18.802 -8.946 2.040 -1.758 H5 307 42 307 H4 H4 H 0 1 N N N -10.342 71.964 20.669 -8.154 0.087 -3.030 H4 307 43 307 H3 H3 H 0 1 N N N -9.243 69.892 21.406 -6.218 -1.204 -2.229 H3 307 44 307 H12 H12 H 0 1 N N N -8.454 68.510 22.091 -3.373 0.883 0.316 H12 307 45 307 H20 H20 H 0 1 N N N -11.086 66.016 18.380 -6.694 -2.847 -0.495 H20 307 46 307 H19 H19 H 0 1 N N N -10.759 63.576 18.133 -6.086 -5.185 -0.059 H19 307 47 307 H18 H18 H 0 1 N N N -9.223 62.299 19.631 -3.849 -5.757 0.784 H18 307 48 307 H17 H17 H 0 1 N N N -7.930 63.496 21.389 -2.195 -4.006 1.198 H17 307 49 307 H141 1H14 H 0 0 N N N -7.634 64.992 23.418 -1.173 -1.649 2.034 H141 307 50 307 H142 2H14 H 0 0 N N N -7.274 66.671 23.718 -1.211 0.057 1.528 H142 307 51 307 H221 1H22 H 0 0 N N N -5.812 64.825 20.813 -1.366 -3.098 -0.358 H221 307 52 307 H222 2H22 H 0 0 N N N -4.276 64.393 21.666 0.367 -3.020 -0.752 H222 307 53 307 H223 3H22 H 0 0 N N N -5.873 63.646 22.073 -0.153 -3.182 0.942 H223 307 54 307 H231 1H23 H 0 0 N N N -3.914 66.658 22.900 1.248 -1.527 1.343 H231 307 55 307 H232 2H23 H 0 0 N N N -4.174 65.555 24.155 0.856 0.161 0.939 H232 307 56 307 H241 1H24 H 0 0 N N N -4.732 67.619 25.297 1.537 -0.243 -1.411 H241 307 57 307 H242 2H24 H 0 0 N N N -6.281 67.079 24.915 1.929 -1.932 -1.007 H242 307 58 307 H281 1H28 H 0 0 N N N -6.964 69.556 24.806 4.151 1.328 0.290 H281 307 59 307 H282 2H28 H 0 0 N N N -6.983 70.191 23.096 2.938 1.412 -1.009 H282 307 60 307 H283 3H28 H 0 0 N N N -7.672 68.577 23.591 2.417 1.249 0.685 H283 307 61 307 H261 1H26 H 0 0 N N N -3.780 68.250 22.390 3.996 -1.828 -1.596 H261 307 62 307 H262 2H26 H 0 0 N N N -3.872 69.812 23.016 3.958 -0.122 -2.101 H262 307 63 307 H29 H29 H 0 1 N N N -5.214 71.468 22.004 5.778 -2.651 -0.323 H29 307 64 307 H35 H35 H 0 1 N N N -6.909 67.141 18.444 7.765 2.866 -0.655 H35 307 65 307 H40 H40 H 0 1 N N N -7.187 72.076 17.641 9.994 -1.253 0.937 H40 307 66 307 H391 1H39 H 0 0 N N N -7.673 71.360 15.157 12.273 0.744 0.271 H391 307 67 307 H392 2H39 H 0 0 N N N -8.851 69.987 14.969 11.775 1.891 1.538 H392 307 68 307 H393 3H39 H 0 0 N N N -9.154 71.435 16.027 11.738 0.140 1.858 H393 307 69 307 H371 1H37 H 0 0 N N N -8.929 67.062 16.753 10.817 3.448 -0.772 H371 307 70 307 H372 2H37 H 0 0 N N N -8.763 68.125 15.288 9.588 4.133 0.318 H372 307 71 307 H373 3H37 H 0 0 N N N -7.457 67.001 15.865 11.014 3.308 0.991 H373 307 72 # 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 307 F9 C7 SING N N 1 307 C7 F10 SING N N 2 307 C7 F8 SING N N 3 307 C7 C6 SING N N 4 307 C6 C11 DOUB Y N 5 307 C6 C5 SING Y N 6 307 C11 C1 SING Y N 7 307 C11 H11 SING N N 8 307 C5 C4 DOUB Y N 9 307 C5 H5 SING N N 10 307 C4 C3 SING Y N 11 307 C4 H4 SING N N 12 307 C3 C1 DOUB Y N 13 307 C3 H3 SING N N 14 307 C1 N2 SING Y N 15 307 N2 C12 SING Y N 16 307 N2 C16 SING Y N 17 307 C12 C13 DOUB Y N 18 307 C12 H12 SING N N 19 307 C16 C20 DOUB Y N 20 307 C16 C15 SING Y N 21 307 C20 C19 SING Y N 22 307 C20 H20 SING N N 23 307 C19 C18 DOUB Y N 24 307 C19 H19 SING N N 25 307 C18 C17 SING Y N 26 307 C18 H18 SING N N 27 307 C15 C17 DOUB Y N 28 307 C15 C13 SING Y N 29 307 C17 H17 SING N N 30 307 C13 C14 SING N N 31 307 C14 N21 SING N N 32 307 C14 H141 SING N N 33 307 C14 H142 SING N N 34 307 N21 C22 SING N N 35 307 N21 C23 SING N N 36 307 C22 H221 SING N N 37 307 C22 H222 SING N N 38 307 C22 H223 SING N N 39 307 C23 C24 SING N N 40 307 C23 H231 SING N N 41 307 C23 H232 SING N N 42 307 C24 N25 SING N N 43 307 C24 H241 SING N N 44 307 C24 H242 SING N N 45 307 N25 C28 SING N N 46 307 N25 C26 SING N N 47 307 C28 H281 SING N N 48 307 C28 H282 SING N N 49 307 C28 H283 SING N N 50 307 C26 C27 SING N N 51 307 C26 H261 SING N N 52 307 C26 H262 SING N N 53 307 C27 C29 DOUB Y N 54 307 C27 C33 SING Y N 55 307 C29 O30 SING Y N 56 307 C29 H29 SING N N 57 307 O30 C31 SING Y N 58 307 C31 C32 DOUB Y N 59 307 C31 C40 SING Y N 60 307 C32 C35 SING Y N 61 307 C32 C33 SING Y N 62 307 C35 C36 DOUB Y N 63 307 C35 H35 SING N N 64 307 C33 O34 DOUB N N 65 307 C40 C38 DOUB Y N 66 307 C40 H40 SING N N 67 307 C38 C39 SING N N 68 307 C38 C36 SING Y N 69 307 C39 H391 SING N N 70 307 C39 H392 SING N N 71 307 C39 H393 SING N N 72 307 C36 C37 SING N N 73 307 C37 H371 SING N N 74 307 C37 H372 SING N N 75 307 C37 H373 SING N N 76 # 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 307 SMILES ACDLabs 10.04 "FC(F)(F)c1cc(ccc1)n3c2ccccc2c(c3)CN(C)CCN(C)CC=4C(=O)c5c(OC=4)cc(c(c5)C)C" 307 SMILES_CANONICAL CACTVS 3.341 "CN(CCN(C)Cc1cn(c2cccc(c2)C(F)(F)F)c3ccccc13)CC4=COc5cc(C)c(C)cc5C4=O" 307 SMILES CACTVS 3.341 "CN(CCN(C)Cc1cn(c2cccc(c2)C(F)(F)F)c3ccccc13)CC4=COc5cc(C)c(C)cc5C4=O" 307 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)OC=C(C2=O)CN(C)CCN(C)Cc3cn(c4c3cccc4)c5cccc(c5)C(F)(F)F" 307 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)OC=C(C2=O)CN(C)CCN(C)Cc3cn(c4c3cccc4)c5cccc(c5)C(F)(F)F" 307 InChI InChI 1.03 "InChI=1S/C32H32F3N3O2/c1-21-14-28-30(15-22(21)2)40-20-24(31(28)39)18-37(4)13-12-36(3)17-23-19-38(29-11-6-5-10-27(23)29)26-9-7-8-25(16-26)32(33,34)35/h5-11,14-16,19-20H,12-13,17-18H2,1-4H3" 307 InChIKey InChI 1.03 JZNXLPPJRFFECJ-UHFFFAOYSA-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 307 "SYSTEMATIC NAME" ACDLabs 10.04 "6,7-dimethyl-3-[(methyl{2-[methyl({1-[3-(trifluoromethyl)phenyl]-1H-indol-3-yl}methyl)amino]ethyl}amino)methyl]-4H-chromen-4-one" 307 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6,7-dimethyl-3-[[methyl-[2-[methyl-[[1-[3-(trifluoromethyl)phenyl]indol-3-yl]methyl]amino]ethyl]amino]methyl]chromen-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 307 "Create component" 2005-09-15 RCSB 307 "Modify aromatic_flag" 2011-06-04 RCSB 307 "Modify descriptor" 2011-06-04 RCSB #