data_EF3 # _chem_comp.id EF3 _chem_comp.name "(E)-1-(1-methyl-6-{4-[3-(4-methylpiperazin-1-yl)propoxy]-3-(trifluoromethyl)phenyl}-1H-imidazo[4,5-c]pyridin-4-yl)methanimine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 F3 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-25 _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 460.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EF3 _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 3N4C _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 EF3 C1 C1 C 0 1 Y N N 13.673 3.423 24.018 6.463 -0.689 -0.061 C1 EF3 1 EF3 C2 C2 C 0 1 Y N N 12.821 4.370 24.596 5.604 -1.807 -0.100 C2 EF3 2 EF3 N3 N3 N 0 1 Y N N 12.261 3.723 25.671 6.422 -2.912 -0.170 N3 EF3 3 EF3 C4 C4 C 0 1 Y N N 12.765 2.458 25.716 7.706 -2.461 -0.172 C4 EF3 4 EF3 N5 N5 N 0 1 Y N N 13.614 2.246 24.739 7.723 -1.160 -0.108 N5 EF3 5 EF3 C6 C6 C 0 1 Y N N 14.151 8.827 20.533 0.426 1.456 0.055 C6 EF3 6 EF3 C7 C7 C 0 1 Y N N 13.291 9.825 21.008 -0.447 0.378 0.123 C7 EF3 7 EF3 C8 C8 C 0 1 Y N N 12.479 9.559 22.113 0.049 -0.919 0.155 C8 EF3 8 EF3 C9 C9 C 0 1 Y N N 12.520 8.309 22.744 1.409 -1.140 0.118 C9 EF3 9 EF3 C10 C10 C 0 1 Y N N 13.369 7.287 22.293 2.288 -0.059 0.049 C10 EF3 10 EF3 C11 C11 C 0 1 Y N N 14.179 7.573 21.180 1.787 1.242 0.018 C11 EF3 11 EF3 C12 C12 C 0 1 Y N N 13.424 5.962 22.948 3.751 -0.293 0.010 C12 EF3 12 EF3 C13 C13 C 0 1 Y N N 12.671 5.660 24.083 4.234 -1.598 -0.064 C13 EF3 13 EF3 C14 C14 C 0 1 Y N N 14.394 3.808 22.881 5.895 0.598 0.008 C14 EF3 14 EF3 N15 N15 N 0 1 Y N N 14.260 5.067 22.363 4.578 0.744 0.036 N15 EF3 15 EF3 C16 C16 C 0 1 N N N 11.306 4.276 26.598 5.991 -4.311 -0.230 C16 EF3 16 EF3 O17 O17 O 0 1 N N N 13.318 11.012 20.331 -1.788 0.593 0.160 O17 EF3 17 EF3 C18 C18 C 0 1 N N N 12.768 12.163 20.972 -2.628 -0.561 0.230 C18 EF3 18 EF3 C19 C19 C 0 1 N N N 12.356 13.157 19.888 -4.093 -0.124 0.263 C19 EF3 19 EF3 C20 C20 C 0 1 N N N 13.584 13.718 19.166 -4.993 -1.360 0.338 C20 EF3 20 EF3 N21 N21 N 0 1 N N N 14.362 14.658 19.987 -6.400 -0.940 0.370 N21 EF3 21 EF3 C22 C22 C 0 1 N N N 15.040 9.083 19.341 -0.116 2.862 0.015 C22 EF3 22 EF3 F23 F23 F 0 1 N N N 15.963 10.062 19.558 0.946 3.770 -0.052 F23 EF3 23 EF3 F24 F24 F 0 1 N N N 14.350 9.448 18.224 -0.933 3.015 -1.111 F24 EF3 24 EF3 F25 F25 F 0 1 N N N 15.765 7.987 18.969 -0.866 3.106 1.171 F25 EF3 25 EF3 C26 C26 C 0 1 N N N 15.330 2.947 22.148 6.768 1.786 0.050 C26 EF3 26 EF3 N27 N27 N 0 1 N N N 15.468 1.670 22.309 6.249 2.969 0.113 N27 EF3 27 EF3 C28 C28 C 0 1 N N N 16.506 15.957 20.243 -8.234 0.188 -0.795 C28 EF3 28 EF3 N29 N29 N 0 1 N N N 15.787 17.242 20.325 -9.115 -0.947 -0.486 N29 EF3 29 EF3 C30 C30 C 0 1 N N N 14.446 17.007 20.891 -8.726 -1.582 0.781 C30 EF3 30 EF3 C31 C31 C 0 1 N N N 13.655 15.954 20.083 -7.281 -2.075 0.679 C31 EF3 31 EF3 C32 C32 C 0 1 N N N 15.718 14.894 19.442 -6.789 -0.305 -0.897 C32 EF3 32 EF3 C33 C33 C 0 1 N N N 16.531 18.200 21.138 -10.523 -0.527 -0.454 C33 EF3 33 EF3 H4 H4 H 0 1 N N N 12.499 1.723 26.461 8.583 -3.090 -0.219 H4 EF3 34 EF3 H8 H8 H 0 1 N N N 11.813 10.324 22.484 -0.632 -1.755 0.208 H8 EF3 35 EF3 H9 H9 H 0 1 N N N 11.883 8.128 23.597 1.794 -2.148 0.142 H9 EF3 36 EF3 H11 H11 H 0 1 N N N 14.844 6.808 20.808 2.465 2.081 -0.036 H11 EF3 37 EF3 H13 H13 H 0 1 N N N 12.010 6.382 24.539 3.551 -2.435 -0.092 H13 EF3 38 EF3 H16 H16 H 0 1 N N N 11.044 3.518 27.351 5.864 -4.607 -1.271 H16 EF3 39 EF3 H16A H16A H 0 0 N N N 11.745 5.152 27.098 6.744 -4.943 0.239 H16A EF3 40 EF3 H16B H16B H 0 0 N N N 10.400 4.580 26.053 5.043 -4.422 0.298 H16B EF3 41 EF3 H18 H18 H 0 1 N N N 11.891 11.876 21.571 -2.455 -1.190 -0.644 H18 EF3 42 EF3 H18A H18A H 0 0 N N N 13.519 12.619 21.633 -2.396 -1.125 1.134 H18A EF3 43 EF3 H19 H19 H 0 1 N N N 11.714 12.644 19.157 -4.266 0.504 1.137 H19 EF3 44 EF3 H19A H19A H 0 0 N N N 11.804 13.987 20.354 -4.325 0.439 -0.641 H19A EF3 45 EF3 H20 H20 H 0 1 N N N 14.238 12.876 18.894 -4.820 -1.988 -0.536 H20 EF3 46 EF3 H20A H20A H 0 0 N N N 13.241 14.250 18.266 -4.761 -1.923 1.242 H20A EF3 47 EF3 H26 H26 H 0 1 N N N 15.959 3.421 21.409 7.842 1.668 0.027 H26 EF3 48 EF3 HN27 HN27 H 0 0 N N N 16.165 1.289 21.702 6.823 3.750 0.141 HN27 EF3 49 EF3 H28 H28 H 0 1 N N N 17.471 16.127 19.743 -8.534 0.633 -1.744 H28 EF3 50 EF3 H28A H28A H 0 0 N N N 16.665 15.579 21.264 -8.309 0.933 -0.003 H28A EF3 51 EF3 H30 H30 H 0 1 N N N 14.558 16.646 21.924 -8.807 -0.857 1.591 H30 EF3 52 EF3 H30A H30A H 0 0 N N N 13.887 17.954 20.877 -9.386 -2.426 0.982 H30A EF3 53 EF3 H31 H31 H 0 1 N N N 13.501 16.342 19.065 -7.206 -2.820 -0.113 H31 EF3 54 EF3 H31A H31A H 0 0 N N N 12.689 15.787 20.583 -6.981 -2.520 1.628 H31A EF3 55 EF3 H32 H32 H 0 1 N N N 16.277 13.947 19.478 -6.130 0.540 -1.098 H32 EF3 56 EF3 H32A H32A H 0 0 N N N 15.619 15.244 18.404 -6.708 -1.030 -1.707 H32A EF3 57 EF3 H33 H33 H 0 1 N N N 15.977 19.149 21.185 -10.803 -0.122 -1.427 H33 EF3 58 EF3 H33A H33A H 0 0 N N N 16.657 17.798 22.154 -11.153 -1.386 -0.223 H33A EF3 59 EF3 H33B H33B H 0 0 N N N 17.519 18.374 20.687 -10.656 0.238 0.310 H33B EF3 60 # 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 EF3 C1 C2 DOUB Y N 1 EF3 C1 N5 SING Y N 2 EF3 C1 C14 SING Y N 3 EF3 C2 N3 SING Y N 4 EF3 C2 C13 SING Y N 5 EF3 N3 C4 SING Y N 6 EF3 N3 C16 SING N N 7 EF3 C4 N5 DOUB Y N 8 EF3 C6 C7 DOUB Y N 9 EF3 C6 C11 SING Y N 10 EF3 C6 C22 SING N N 11 EF3 C7 C8 SING Y N 12 EF3 C7 O17 SING N N 13 EF3 C8 C9 DOUB Y N 14 EF3 C9 C10 SING Y N 15 EF3 C10 C11 DOUB Y N 16 EF3 C10 C12 SING Y N 17 EF3 C12 C13 DOUB Y N 18 EF3 C12 N15 SING Y N 19 EF3 C14 N15 DOUB Y N 20 EF3 C14 C26 SING N N 21 EF3 O17 C18 SING N N 22 EF3 C18 C19 SING N N 23 EF3 C19 C20 SING N N 24 EF3 C20 N21 SING N N 25 EF3 N21 C31 SING N N 26 EF3 N21 C32 SING N N 27 EF3 C22 F23 SING N N 28 EF3 C22 F24 SING N N 29 EF3 C22 F25 SING N N 30 EF3 C26 N27 DOUB N N 31 EF3 C28 N29 SING N N 32 EF3 C28 C32 SING N N 33 EF3 N29 C30 SING N N 34 EF3 N29 C33 SING N N 35 EF3 C30 C31 SING N N 36 EF3 C4 H4 SING N N 37 EF3 C8 H8 SING N N 38 EF3 C9 H9 SING N N 39 EF3 C11 H11 SING N N 40 EF3 C13 H13 SING N N 41 EF3 C16 H16 SING N N 42 EF3 C16 H16A SING N N 43 EF3 C16 H16B SING N N 44 EF3 C18 H18 SING N N 45 EF3 C18 H18A SING N N 46 EF3 C19 H19 SING N N 47 EF3 C19 H19A SING N N 48 EF3 C20 H20 SING N N 49 EF3 C20 H20A SING N N 50 EF3 C26 H26 SING N N 51 EF3 N27 HN27 SING N N 52 EF3 C28 H28 SING N N 53 EF3 C28 H28A SING N N 54 EF3 C30 H30 SING N N 55 EF3 C30 H30A SING N N 56 EF3 C31 H31 SING N N 57 EF3 C31 H31A SING N N 58 EF3 C32 H32 SING N N 59 EF3 C32 H32A SING N N 60 EF3 C33 H33 SING N N 61 EF3 C33 H33A SING N N 62 EF3 C33 H33B SING N N 63 # 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 EF3 SMILES ACDLabs 12.01 "FC(F)(F)c4cc(c1nc(C=[N@H])c2ncn(c2c1)C)ccc4OCCCN3CCN(CC3)C" EF3 SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CCCOc2ccc(cc2C(F)(F)F)c3cc4n(C)cnc4c(C=N)n3)CC1" EF3 SMILES CACTVS 3.370 "CN1CCN(CCCOc2ccc(cc2C(F)(F)F)c3cc4n(C)cnc4c(C=N)n3)CC1" EF3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "[H]/N=C/c1c2c(cc(n1)c3ccc(c(c3)C(F)(F)F)OCCCN4CCN(CC4)C)n(cn2)C" EF3 SMILES "OpenEye OEToolkits" 1.7.0 "Cn1cnc2c1cc(nc2C=N)c3ccc(c(c3)C(F)(F)F)OCCCN4CCN(CC4)C" EF3 InChI InChI 1.03 "InChI=1S/C23H27F3N6O/c1-30-7-9-32(10-8-30)6-3-11-33-21-5-4-16(12-17(21)23(24,25)26)18-13-20-22(19(14-27)29-18)28-15-31(20)2/h4-5,12-15,27H,3,6-11H2,1-2H3/b27-14+" EF3 InChIKey InChI 1.03 MZJARPQAOGJEES-MZJWZYIUSA-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 EF3 "SYSTEMATIC NAME" ACDLabs 12.01 "(E)-1-(1-methyl-6-{4-[3-(4-methylpiperazin-1-yl)propoxy]-3-(trifluoromethyl)phenyl}-1H-imidazo[4,5-c]pyridin-4-yl)methanimine" EF3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[1-methyl-6-[4-[3-(4-methylpiperazin-1-yl)propoxy]-3-(trifluoromethyl)phenyl]imidazo[4,5-c]pyridin-4-yl]methanimine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EF3 "Create component" 2010-05-25 RCSB EF3 "Modify aromatic_flag" 2011-06-04 RCSB EF3 "Modify descriptor" 2011-06-04 RCSB #