data_IAQ # _chem_comp.id IAQ _chem_comp.name "(2Z)-4-(dimethylamino)-N-{7-fluoro-4-[(2-methylphenyl)amino]imidazo[1,5-a]quinoxalin-8-yl}-N-methylbut-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 F N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-09 _chem_comp.pdbx_modified_date 2011-10-07 _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 432.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IAQ _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 3T9T _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 IAQ C4 C4 C 0 1 Y N N -1.921 7.139 8.449 -7.097 -0.845 -1.436 C4 IAQ 1 IAQ C5 C5 C 0 1 Y N N -1.054 6.914 9.517 -6.735 -2.128 -1.071 C5 IAQ 2 IAQ C6 C6 C 0 1 Y N N -1.105 5.720 10.230 -5.567 -2.347 -0.364 C6 IAQ 3 IAQ C7 C7 C 0 1 N N N -3.787 6.400 6.933 -6.686 1.623 -1.493 C7 IAQ 4 IAQ C13 C13 C 0 1 Y N N -8.580 2.660 10.927 1.060 0.222 1.049 C13 IAQ 5 IAQ C15 C15 C 0 1 Y N N -8.237 4.437 12.533 0.744 -2.073 0.382 C15 IAQ 6 IAQ C21 C21 C 0 1 Y N N -7.453 1.260 8.470 -0.277 2.921 1.416 C21 IAQ 7 IAQ C24 C24 C 0 1 N N N -11.435 3.185 11.858 3.335 -1.753 2.444 C24 IAQ 8 IAQ C26 C26 C 0 1 N N N -9.012 2.124 14.589 5.258 -1.426 0.414 C26 IAQ 9 IAQ C28 C28 C 0 1 N N N -8.585 2.697 15.721 6.202 -0.867 -0.338 C28 IAQ 10 IAQ O27 O27 O 0 1 N N N -11.289 2.377 14.555 3.496 -0.785 -0.970 O27 IAQ 11 IAQ C25 C25 C 0 1 N N N -10.251 2.552 13.916 3.840 -1.153 0.137 C25 IAQ 12 IAQ C29 C29 C 0 1 N N N -9.198 3.892 16.397 5.835 0.198 -1.340 C29 IAQ 13 IAQ N30 N30 N 0 1 N N N -8.974 3.913 17.835 6.688 1.376 -1.137 N30 IAQ 14 IAQ C32 C32 C 0 1 N N N -10.156 3.445 18.546 8.090 1.071 -1.449 C32 IAQ 15 IAQ C31 C31 C 0 1 N N N -8.632 5.262 18.269 6.208 2.516 -1.930 C31 IAQ 16 IAQ N23 N23 N 0 1 N N N -10.227 3.039 12.666 2.921 -1.310 1.110 N23 IAQ 17 IAQ C14 C14 C 0 1 Y N N -9.007 3.383 12.054 1.571 -1.051 0.847 C14 IAQ 18 IAQ F22 F22 F 0 1 N N N -8.612 5.155 13.608 1.249 -3.310 0.188 F22 IAQ 19 IAQ C16 C16 C 0 1 Y N N -7.030 4.749 11.901 -0.585 -1.826 0.120 C16 IAQ 20 IAQ C11 C11 C 0 1 Y N N -6.597 4.029 10.790 -1.114 -0.544 0.320 C11 IAQ 21 IAQ N10 N10 N 0 1 Y N N -5.409 4.376 10.209 -2.427 -0.309 0.059 N10 IAQ 22 IAQ C12 C12 C 0 1 Y N N -7.378 2.984 10.285 -0.277 0.482 0.788 C12 IAQ 23 IAQ N17 N17 N 0 1 Y N N -6.898 2.277 9.155 -0.795 1.757 0.989 N17 IAQ 24 IAQ N20 N20 N 0 1 Y N N -6.637 0.918 7.442 -1.214 3.836 1.422 N20 IAQ 25 IAQ C19 C19 C 0 1 Y N N -5.554 1.725 7.465 -2.366 3.306 1.004 C19 IAQ 26 IAQ C18 C18 C 0 1 Y N N -5.742 2.604 8.577 -2.133 1.983 0.721 C18 IAQ 27 IAQ C9 C9 C 0 1 Y N N -4.945 3.720 9.126 -2.960 0.881 0.235 C9 IAQ 28 IAQ N8 N8 N 0 1 N N N -3.793 3.997 8.480 -4.299 1.088 -0.040 N8 IAQ 29 IAQ C2 C2 C 0 1 Y N N -2.903 4.964 8.823 -5.117 0.009 -0.386 C2 IAQ 30 IAQ C3 C3 C 0 1 Y N N -2.846 6.150 8.092 -6.291 0.224 -1.096 C3 IAQ 31 IAQ C1 C1 C 0 1 Y N N -2.033 4.733 9.893 -4.757 -1.283 -0.020 C1 IAQ 32 IAQ H4 H4 H 0 1 N N N -1.880 8.069 7.901 -8.007 -0.678 -1.992 H4 IAQ 33 IAQ H5 H5 H 0 1 N N N -0.337 7.673 9.793 -7.367 -2.963 -1.339 H5 IAQ 34 IAQ H6 H6 H 0 1 N N N -0.422 5.556 11.050 -5.288 -3.351 -0.080 H6 IAQ 35 IAQ H7 H7 H 0 1 N N N -3.327 6.038 6.002 -7.295 2.067 -0.706 H7 IAQ 36 IAQ H7A H7A H 0 1 N N N -4.732 5.865 7.106 -5.790 2.226 -1.642 H7A IAQ 37 IAQ H7B H7B H 0 1 N N N -3.986 7.479 6.849 -7.259 1.590 -2.420 H7B IAQ 38 IAQ H13 H13 H 0 1 N N N -9.184 1.847 10.552 1.702 1.010 1.414 H13 IAQ 39 IAQ H21 H21 H 0 1 N N N -8.398 0.791 8.702 0.751 3.078 1.708 H21 IAQ 40 IAQ H24 H24 H 0 1 N N N -11.171 3.602 10.875 3.570 -0.885 3.059 H24 IAQ 41 IAQ H24A H24A H 0 0 N N N -11.907 2.201 11.724 2.525 -2.317 2.907 H24A IAQ 42 IAQ H24B H24B H 0 0 N N N -12.137 3.862 12.367 4.217 -2.388 2.358 H24B IAQ 43 IAQ H26 H26 H 0 1 N N N -8.431 1.324 14.156 5.533 -2.080 1.227 H26 IAQ 44 IAQ H28 H28 H 0 1 N N N -7.718 2.259 16.193 7.231 -1.175 -0.231 H28 IAQ 45 IAQ H29 H29 H 0 1 N N N -8.751 4.800 15.965 5.982 -0.188 -2.349 H29 IAQ 46 IAQ H29A H29A H 0 0 N N N -10.283 3.871 16.217 4.790 0.478 -1.207 H29A IAQ 47 IAQ H32 H32 H 0 1 N N N -9.966 3.469 19.629 8.171 0.756 -2.490 H32 IAQ 48 IAQ H32A H32A H 0 0 N N N -11.009 4.098 18.309 8.700 1.961 -1.291 H32A IAQ 49 IAQ H32B H32B H 0 0 N N N -10.386 2.415 18.237 8.441 0.270 -0.799 H32B IAQ 50 IAQ H31 H31 H 0 1 N N N -8.465 5.267 19.356 5.190 2.765 -1.630 H31 IAQ 51 IAQ H31A H31A H 0 0 N N N -7.716 5.591 17.756 6.857 3.375 -1.761 H31A IAQ 52 IAQ H31B H31B H 0 0 N N N -9.457 5.947 18.022 6.220 2.254 -2.988 H31B IAQ 53 IAQ H16 H16 H 0 1 N N N -6.425 5.560 12.279 -1.221 -2.622 -0.240 H16 IAQ 54 IAQ H19 H19 H 0 1 N N N -4.717 1.709 6.783 -3.309 3.823 0.907 H19 IAQ 55 IAQ HN8 HN8 H 0 1 N N N -3.575 3.441 7.678 -4.671 1.983 0.007 HN8 IAQ 56 IAQ H1 H1 H 0 1 N N N -2.078 3.808 10.449 -3.845 -1.454 0.533 H1 IAQ 57 # 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 IAQ C4 C5 DOUB Y N 1 IAQ C4 C3 SING Y N 2 IAQ C5 C6 SING Y N 3 IAQ C6 C1 DOUB Y N 4 IAQ C7 C3 SING N N 5 IAQ C13 C14 DOUB Y N 6 IAQ C13 C12 SING Y N 7 IAQ C15 C14 SING Y N 8 IAQ C15 F22 SING N N 9 IAQ C15 C16 DOUB Y N 10 IAQ C21 N17 SING Y N 11 IAQ C21 N20 DOUB Y N 12 IAQ C24 N23 SING N N 13 IAQ C26 C28 DOUB N Z 14 IAQ C26 C25 SING N N 15 IAQ C28 C29 SING N N 16 IAQ O27 C25 DOUB N N 17 IAQ C25 N23 SING N N 18 IAQ C29 N30 SING N N 19 IAQ N30 C32 SING N N 20 IAQ N30 C31 SING N N 21 IAQ N23 C14 SING N N 22 IAQ C16 C11 SING Y N 23 IAQ C11 N10 SING Y N 24 IAQ C11 C12 DOUB Y N 25 IAQ N10 C9 DOUB Y N 26 IAQ C12 N17 SING Y N 27 IAQ N17 C18 SING Y N 28 IAQ N20 C19 SING Y N 29 IAQ C19 C18 DOUB Y N 30 IAQ C18 C9 SING Y N 31 IAQ C9 N8 SING N N 32 IAQ N8 C2 SING N N 33 IAQ C2 C3 DOUB Y N 34 IAQ C2 C1 SING Y N 35 IAQ C4 H4 SING N N 36 IAQ C5 H5 SING N N 37 IAQ C6 H6 SING N N 38 IAQ C7 H7 SING N N 39 IAQ C7 H7A SING N N 40 IAQ C7 H7B SING N N 41 IAQ C13 H13 SING N N 42 IAQ C21 H21 SING N N 43 IAQ C24 H24 SING N N 44 IAQ C24 H24A SING N N 45 IAQ C24 H24B SING N N 46 IAQ C26 H26 SING N N 47 IAQ C28 H28 SING N N 48 IAQ C29 H29 SING N N 49 IAQ C29 H29A SING N N 50 IAQ C32 H32 SING N N 51 IAQ C32 H32A SING N N 52 IAQ C32 H32B SING N N 53 IAQ C31 H31 SING N N 54 IAQ C31 H31A SING N N 55 IAQ C31 H31B SING N N 56 IAQ C16 H16 SING N N 57 IAQ C19 H19 SING N N 58 IAQ N8 HN8 SING N N 59 IAQ C1 H1 SING N N 60 # 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 IAQ SMILES ACDLabs 12.01 "O=C(\C=C/CN(C)C)N(c2c(F)cc1nc(c3cncn3c1c2)Nc4ccccc4C)C" IAQ InChI InChI 1.03 "InChI=1S/C24H25FN6O/c1-16-8-5-6-9-18(16)27-24-22-14-26-15-31(22)21-13-20(17(25)12-19(21)28-24)30(4)23(32)10-7-11-29(2)3/h5-10,12-15H,11H2,1-4H3,(H,27,28)/b10-7-" IAQ InChIKey InChI 1.03 YMSXHRWUGLAAKL-YFHOEESVSA-N IAQ SMILES_CANONICAL CACTVS 3.370 "CN(C)C\C=C/C(=O)N(C)c1cc2n3cncc3c(Nc4ccccc4C)nc2cc1F" IAQ SMILES CACTVS 3.370 "CN(C)CC=CC(=O)N(C)c1cc2n3cncc3c(Nc4ccccc4C)nc2cc1F" IAQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccccc1Nc2c3cncn3c4cc(c(cc4n2)F)N(C)C(=O)/C=C\CN(C)C" IAQ SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccccc1Nc2c3cncn3c4cc(c(cc4n2)F)N(C)C(=O)C=CCN(C)C" # 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 IAQ "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-4-(dimethylamino)-N-{7-fluoro-4-[(2-methylphenyl)amino]imidazo[1,5-a]quinoxalin-8-yl}-N-methylbut-2-enamide" IAQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(Z)-4-(dimethylamino)-N-[7-fluoranyl-4-[(2-methylphenyl)amino]imidazo[1,5-a]quinoxalin-8-yl]-N-methyl-but-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IAQ "Create component" 2011-08-09 RCSB #