data_8F9 # _chem_comp.id 8F9 _chem_comp.name "(3~{R})-4-cyclopropyl-1,3-dimethyl-6-[[(1~{S})-1-(4-methylphenyl)ethyl]amino]-3~{H}-quinoxalin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-23 _chem_comp.pdbx_modified_date 2018-04-27 _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 349.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8F9 _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 5XI2 _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 8F9 C13 C1 C 0 1 N N N -14.901 -7.912 -0.433 5.309 1.561 1.038 C13 8F9 1 8F9 C17 C2 C 0 1 N N N -13.432 -9.116 3.144 2.003 2.660 -1.275 C17 8F9 2 8F9 C20 C3 C 0 1 N N N -7.456 -9.711 2.429 -2.845 -2.118 1.555 C20 8F9 3 8F9 C21 C4 C 0 1 Y N N -9.820 -8.473 4.581 -4.905 -0.960 -0.866 C21 8F9 4 8F9 C22 C5 C 0 1 Y N N -10.041 -7.510 5.747 -6.114 -0.325 -1.079 C22 8F9 5 8F9 C24 C6 C 0 1 Y N N -8.622 -5.669 4.463 -5.596 1.243 0.655 C24 8F9 6 8F9 C26 C7 C 0 1 N N N -9.639 -5.114 6.842 -7.772 1.477 -0.561 C26 8F9 7 8F9 C01 C8 C 0 1 Y N N -9.721 -6.503 -0.666 -0.004 -1.737 -0.177 C01 8F9 8 8F9 C02 C9 C 0 1 Y N N -9.843 -7.516 0.496 -0.347 -0.490 0.328 C02 8F9 9 8F9 C03 C10 C 0 1 Y N N -11.188 -7.698 1.225 0.637 0.460 0.567 C03 8F9 10 8F9 C04 C11 C 0 1 Y N N -12.423 -6.863 0.841 1.965 0.161 0.301 C04 8F9 11 8F9 C05 C12 C 0 1 Y N N -12.297 -5.854 -0.319 2.304 -1.094 -0.204 C05 8F9 12 8F9 C06 C13 C 0 1 Y N N -10.957 -5.665 -1.056 1.319 -2.040 -0.437 C06 8F9 13 8F9 C08 C14 C 0 1 N N R -14.849 -6.754 0.610 4.201 0.506 1.017 C08 8F9 14 8F9 C09 C15 C 0 1 N N N -14.784 -5.445 -0.160 4.607 -0.627 0.109 C09 8F9 15 8F9 C11 C16 C 0 1 N N N -13.300 -3.797 -1.413 4.016 -2.512 -1.337 C11 8F9 16 8F9 C14 C17 C 0 1 N N N -13.999 -7.765 2.723 3.200 1.929 -0.663 C14 8F9 17 8F9 C16 C18 C 0 1 N N S -8.782 -9.004 2.198 -2.726 -1.190 0.345 C16 8F9 18 8F9 C18 C19 C 0 1 N N N -13.240 -7.893 4.045 3.078 3.448 -0.523 C18 8F9 19 8F9 C19 C20 C 0 1 Y N N -8.999 -8.038 3.356 -4.044 -0.497 0.112 C19 8F9 20 8F9 C23 C21 C 0 1 Y N N -9.442 -6.100 5.683 -6.459 0.777 -0.319 C23 8F9 21 8F9 C25 C22 C 0 1 Y N N -8.408 -6.627 3.291 -4.392 0.601 0.876 C25 8F9 22 8F9 N07 N1 N 0 1 N N N -13.739 -6.974 1.494 2.958 1.115 0.536 N07 8F9 23 8F9 N10 N2 N 0 1 N N N -13.480 -5.038 -0.655 3.652 -1.393 -0.464 N10 8F9 24 8F9 N15 N3 N 0 1 N N N -8.697 -8.320 0.912 -1.686 -0.189 0.596 N15 8F9 25 8F9 O12 O1 O 0 1 N N N -15.758 -4.814 -0.389 5.780 -0.849 -0.105 O12 8F9 26 8F9 H1 H1 H 0 1 N N N -14.949 -8.877 0.092 5.023 2.375 1.702 H1 8F9 27 8F9 H2 H2 H 0 1 N N N -15.793 -7.795 -1.067 6.235 1.109 1.395 H2 8F9 28 8F9 H3 H3 H 0 1 N N N -13.998 -7.881 -1.061 5.460 1.949 0.031 H3 8F9 29 8F9 H4 H4 H 0 1 N N N -14.111 -9.925 3.452 1.974 2.758 -2.360 H4 8F9 30 8F9 H5 H5 H 0 1 N N N -12.573 -9.543 2.606 1.036 2.537 -0.788 H5 8F9 31 8F9 H6 H6 H 0 1 N N N -7.485 -10.239 3.393 -1.891 -2.619 1.723 H6 8F9 32 8F9 H7 H7 H 0 1 N N N -7.281 -10.435 1.620 -3.109 -1.534 2.437 H7 8F9 33 8F9 H8 H8 H 0 1 N N N -6.643 -8.970 2.441 -3.618 -2.863 1.368 H8 8F9 34 8F9 H9 H9 H 0 1 N N N -10.243 -9.466 4.618 -4.635 -1.820 -1.460 H9 8F9 35 8F9 H10 H10 H 0 1 N N N -10.614 -7.820 6.608 -6.788 -0.689 -1.840 H10 8F9 36 8F9 H11 H11 H 0 1 N N N -8.191 -4.679 4.431 -5.866 2.104 1.249 H11 8F9 37 8F9 H12 H12 H 0 1 N N N -10.551 -4.524 6.671 -7.636 2.256 -1.312 H12 8F9 38 8F9 H13 H13 H 0 1 N N N -9.735 -5.672 7.785 -8.509 0.756 -0.914 H13 8F9 39 8F9 H14 H14 H 0 1 N N N -8.772 -4.440 6.901 -8.120 1.927 0.369 H14 8F9 40 8F9 H15 H15 H 0 1 N N N -8.787 -6.384 -1.195 -0.772 -2.474 -0.363 H15 8F9 41 8F9 H16 H16 H 0 1 N N N -11.266 -8.425 2.020 0.369 1.430 0.958 H16 8F9 42 8F9 H17 H17 H 0 1 N N N -10.882 -4.940 -1.853 1.585 -3.010 -0.830 H17 8F9 43 8F9 H18 H18 H 0 1 N N N -15.787 -6.773 1.185 4.049 0.121 2.026 H18 8F9 44 8F9 H19 H19 H 0 1 N N N -14.278 -3.320 -1.574 4.089 -2.161 -2.366 H19 8F9 45 8F9 H20 H20 H 0 1 N N N -12.647 -3.114 -0.849 4.976 -2.921 -1.023 H20 8F9 46 8F9 H21 H21 H 0 1 N N N -12.839 -4.025 -2.385 3.252 -3.287 -1.270 H21 8F9 47 8F9 H22 H22 H 0 1 N N N -15.078 -7.754 2.938 3.959 1.546 -1.346 H22 8F9 48 8F9 H23 H23 H 0 1 N N N -9.595 -9.745 2.183 -2.462 -1.774 -0.537 H23 8F9 49 8F9 H24 H24 H 0 1 N N N -12.243 -7.440 4.154 3.756 4.064 -1.113 H24 8F9 50 8F9 H25 H25 H 0 1 N N N -13.781 -7.822 5.000 2.817 3.843 0.459 H25 8F9 51 8F9 H26 H26 H 0 1 N N N -7.845 -6.311 2.425 -3.720 0.962 1.640 H26 8F9 52 8F9 H27 H27 H 0 1 N N N -8.551 -9.018 0.211 -1.927 0.682 0.949 H27 8F9 53 # 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 8F9 C11 N10 SING N N 1 8F9 C06 C01 DOUB Y N 2 8F9 C06 C05 SING Y N 3 8F9 C01 C02 SING Y N 4 8F9 N10 C05 SING N N 5 8F9 N10 C09 SING N N 6 8F9 C13 C08 SING N N 7 8F9 O12 C09 DOUB N N 8 8F9 C05 C04 DOUB Y N 9 8F9 C09 C08 SING N N 10 8F9 C02 N15 SING N N 11 8F9 C02 C03 DOUB Y N 12 8F9 C08 N07 SING N N 13 8F9 C04 C03 SING Y N 14 8F9 C04 N07 SING N N 15 8F9 N15 C16 SING N N 16 8F9 N07 C14 SING N N 17 8F9 C16 C20 SING N N 18 8F9 C16 C19 SING N N 19 8F9 C14 C17 SING N N 20 8F9 C14 C18 SING N N 21 8F9 C17 C18 SING N N 22 8F9 C25 C19 DOUB Y N 23 8F9 C25 C24 SING Y N 24 8F9 C19 C21 SING Y N 25 8F9 C24 C23 DOUB Y N 26 8F9 C21 C22 DOUB Y N 27 8F9 C23 C22 SING Y N 28 8F9 C23 C26 SING N N 29 8F9 C13 H1 SING N N 30 8F9 C13 H2 SING N N 31 8F9 C13 H3 SING N N 32 8F9 C17 H4 SING N N 33 8F9 C17 H5 SING N N 34 8F9 C20 H6 SING N N 35 8F9 C20 H7 SING N N 36 8F9 C20 H8 SING N N 37 8F9 C21 H9 SING N N 38 8F9 C22 H10 SING N N 39 8F9 C24 H11 SING N N 40 8F9 C26 H12 SING N N 41 8F9 C26 H13 SING N N 42 8F9 C26 H14 SING N N 43 8F9 C01 H15 SING N N 44 8F9 C03 H16 SING N N 45 8F9 C06 H17 SING N N 46 8F9 C08 H18 SING N N 47 8F9 C11 H19 SING N N 48 8F9 C11 H20 SING N N 49 8F9 C11 H21 SING N N 50 8F9 C14 H22 SING N N 51 8F9 C16 H23 SING N N 52 8F9 C18 H24 SING N N 53 8F9 C18 H25 SING N N 54 8F9 C25 H26 SING N N 55 8F9 N15 H27 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 8F9 InChI InChI 1.03 "InChI=1S/C22H27N3O/c1-14-5-7-17(8-6-14)15(2)23-18-9-12-20-21(13-18)25(19-10-11-19)16(3)22(26)24(20)4/h5-9,12-13,15-16,19,23H,10-11H2,1-4H3/t15-,16+/m0/s1" 8F9 InChIKey InChI 1.03 UJLYWYBIZBFHNH-JKSUJKDBSA-N 8F9 SMILES_CANONICAL CACTVS 3.385 "C[C@H](Nc1ccc2N(C)C(=O)[C@@H](C)N(C3CC3)c2c1)c4ccc(C)cc4" 8F9 SMILES CACTVS 3.385 "C[CH](Nc1ccc2N(C)C(=O)[CH](C)N(C3CC3)c2c1)c4ccc(C)cc4" 8F9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)[C@H](C)Nc2ccc3c(c2)N([C@@H](C(=O)N3C)C)C4CC4" 8F9 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)C(C)Nc2ccc3c(c2)N(C(C(=O)N3C)C)C4CC4" # 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 8F9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-4-cyclopropyl-1,3-dimethyl-6-[[(1~{S})-1-(4-methylphenyl)ethyl]amino]-3~{H}-quinoxalin-2-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 8F9 "Create component" 2017-06-23 RCSB 8F9 "Initial release" 2018-05-02 RCSB #