data_8F6 # _chem_comp.id 8F6 _chem_comp.name "(3~{R})-4-cyclopropyl-1,3-dimethyl-6-[[(1~{R})-1-phenylethyl]amino]-3~{H}-quinoxalin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 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 335.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8F6 _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 5XI3 _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 8F6 C13 C1 C 0 1 N N N 12.843 39.631 0.807 4.890 1.407 1.418 C13 8F6 1 8F6 C17 C2 C 0 1 N N N 11.476 39.638 -3.502 2.245 2.421 -1.658 C17 8F6 2 8F6 C20 C3 C 0 1 N N N 7.345 37.444 -2.375 -3.246 -0.828 -2.095 C20 8F6 3 8F6 C21 C4 C 0 1 Y N N 6.898 41.288 -3.218 -5.317 -1.082 0.568 C21 8F6 4 8F6 C22 C5 C 0 1 Y N N 7.469 42.244 -4.288 -6.504 -0.613 1.098 C22 8F6 5 8F6 C24 C6 C 0 1 Y N N 8.619 40.194 -5.532 -5.902 1.618 0.475 C24 8F6 6 8F6 C01 C7 C 0 1 Y N N 7.474 41.032 0.928 -0.432 -1.565 -0.435 C01 8F6 7 8F6 C02 C8 C 0 1 Y N N 7.668 40.061 -0.286 -0.720 -0.230 -0.183 C02 8F6 8 8F6 C03 C9 C 0 1 Y N N 9.068 39.938 -0.932 0.303 0.656 0.131 C03 8F6 9 8F6 C04 C10 C 0 1 Y N N 10.268 40.743 -0.419 1.613 0.206 0.192 C04 8F6 10 8F6 C05 C11 C 0 1 Y N N 10.095 41.684 0.786 1.895 -1.137 -0.060 C05 8F6 11 8F6 C06 C12 C 0 1 Y N N 8.695 41.848 1.451 0.873 -2.016 -0.374 C06 8F6 12 8F6 C08 C13 C 0 1 N N R 12.700 40.832 -0.165 3.692 0.461 1.306 C08 8F6 13 8F6 C09 C14 C 0 1 N N N 12.617 42.088 0.670 4.132 -0.828 0.661 C09 8F6 14 8F6 C11 C15 C 0 1 N N N 11.107 43.689 1.968 3.618 -2.854 -0.614 C11 8F6 15 8F6 C14 C16 C 0 1 N N N 11.716 39.518 -1.999 3.208 1.692 -0.719 C14 8F6 16 8F6 C16 C17 C 0 1 N N R 6.605 38.785 -2.259 -3.121 -0.710 -0.575 C16 8F6 17 8F6 C18 C18 C 0 1 N N N 12.791 39.045 -2.978 3.237 3.219 -0.809 C18 8F6 18 8F6 C19 C19 C 0 1 Y N N 7.180 39.777 -3.303 -4.419 -0.200 -0.003 C19 8F6 19 8F6 C23 C20 C 0 1 Y N N 8.331 41.702 -5.441 -6.797 0.737 1.051 C23 8F6 20 8F6 C25 C21 C 0 1 Y N N 8.048 39.239 -4.461 -4.711 1.151 -0.049 C25 8F6 21 8F6 N07 N1 N 0 1 N N N 11.582 40.618 -1.046 2.645 1.095 0.500 N07 8F6 22 8F6 N10 N2 N 0 1 N N N 11.298 42.475 1.176 3.225 -1.587 0.008 N10 8F6 23 8F6 N15 N3 N 0 1 N N N 6.569 39.253 -0.858 -2.041 0.224 -0.244 N15 8F6 24 8F6 O12 O1 O 0 1 N N N 13.611 42.686 0.915 5.291 -1.180 0.726 O12 8F6 25 8F6 H1 H1 H 0 1 N N N 13.699 39.801 1.477 5.284 1.614 0.423 H1 8F6 26 8F6 H2 H2 H 0 1 N N N 11.924 39.531 1.404 4.574 2.339 1.885 H2 8F6 27 8F6 H3 H3 H 0 1 N N N 13.007 38.709 0.229 5.665 0.941 2.026 H3 8F6 28 8F6 H4 H4 H 0 1 N N N 11.471 40.628 -3.981 2.438 2.354 -2.728 H4 8F6 29 8F6 H5 H5 H 0 1 N N N 10.737 38.989 -3.995 1.194 2.458 -1.371 H5 8F6 30 8F6 H6 H6 H 0 1 N N N 6.941 36.736 -1.636 -3.469 0.152 -2.519 H6 8F6 31 8F6 H7 H7 H 0 1 N N N 7.207 37.036 -3.387 -2.307 -1.196 -2.509 H7 8F6 32 8F6 H8 H8 H 0 1 N N N 8.417 37.599 -2.185 -4.049 -1.522 -2.341 H8 8F6 33 8F6 H9 H9 H 0 1 N N N 6.300 41.680 -2.409 -5.088 -2.137 0.604 H9 8F6 34 8F6 H10 H10 H 0 1 N N N 7.261 43.302 -4.226 -7.204 -1.302 1.548 H10 8F6 35 8F6 H11 H11 H 0 1 N N N 9.218 39.804 -6.342 -6.130 2.673 0.439 H11 8F6 36 8F6 H12 H12 H 0 1 N N N 6.506 41.135 1.397 -1.230 -2.252 -0.676 H12 8F6 37 8F6 H13 H13 H 0 1 N N N 9.204 39.267 -1.767 0.078 1.694 0.327 H13 8F6 38 8F6 H14 H14 H 0 1 N N N 8.570 42.531 2.279 1.095 -3.056 -0.566 H14 8F6 39 8F6 H15 H15 H 0 1 N N N 13.621 40.883 -0.764 3.303 0.252 2.303 H15 8F6 40 8F6 H16 H16 H 0 1 N N N 10.046 43.786 2.242 3.929 -2.672 -1.643 H16 8F6 41 8F6 H17 H17 H 0 1 N N N 11.717 43.631 2.881 4.446 -3.291 -0.056 H17 8F6 42 8F6 H18 H18 H 0 1 N N N 11.414 44.564 1.377 2.772 -3.541 -0.606 H18 8F6 43 8F6 H19 H19 H 0 1 N N N 11.171 38.639 -1.625 4.034 1.144 -1.172 H19 8F6 44 8F6 H20 H20 H 0 1 N N N 5.565 38.592 -2.560 -2.898 -1.689 -0.152 H20 8F6 45 8F6 H21 H21 H 0 1 N N N 12.995 37.970 -3.094 4.083 3.676 -1.322 H21 8F6 46 8F6 H22 H22 H 0 1 N N N 13.729 39.610 -3.081 2.839 3.781 0.035 H22 8F6 47 8F6 H23 H23 H 0 1 N N N 8.732 42.377 -6.183 -7.727 1.102 1.461 H23 8F6 48 8F6 H24 H24 H 0 1 N N N 8.259 38.182 -4.523 -4.012 1.839 -0.500 H24 8F6 49 8F6 H25 H25 H 0 1 N N N 5.738 39.801 -0.765 -2.243 1.156 -0.068 H25 8F6 50 # 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 8F6 C24 C23 DOUB Y N 1 8F6 C24 C25 SING Y N 2 8F6 C23 C22 SING Y N 3 8F6 C25 C19 DOUB Y N 4 8F6 C22 C21 DOUB Y N 5 8F6 C17 C18 SING N N 6 8F6 C17 C14 SING N N 7 8F6 C19 C21 SING Y N 8 8F6 C19 C16 SING N N 9 8F6 C18 C14 SING N N 10 8F6 C20 C16 SING N N 11 8F6 C16 N15 SING N N 12 8F6 C14 N07 SING N N 13 8F6 N07 C04 SING N N 14 8F6 N07 C08 SING N N 15 8F6 C03 C04 DOUB Y N 16 8F6 C03 C02 SING Y N 17 8F6 N15 C02 SING N N 18 8F6 C04 C05 SING Y N 19 8F6 C02 C01 DOUB Y N 20 8F6 C08 C09 SING N N 21 8F6 C08 C13 SING N N 22 8F6 C09 O12 DOUB N N 23 8F6 C09 N10 SING N N 24 8F6 C05 N10 SING N N 25 8F6 C05 C06 DOUB Y N 26 8F6 C01 C06 SING Y N 27 8F6 N10 C11 SING N N 28 8F6 C13 H1 SING N N 29 8F6 C13 H2 SING N N 30 8F6 C13 H3 SING N N 31 8F6 C17 H4 SING N N 32 8F6 C17 H5 SING N N 33 8F6 C20 H6 SING N N 34 8F6 C20 H7 SING N N 35 8F6 C20 H8 SING N N 36 8F6 C21 H9 SING N N 37 8F6 C22 H10 SING N N 38 8F6 C24 H11 SING N N 39 8F6 C01 H12 SING N N 40 8F6 C03 H13 SING N N 41 8F6 C06 H14 SING N N 42 8F6 C08 H15 SING N N 43 8F6 C11 H16 SING N N 44 8F6 C11 H17 SING N N 45 8F6 C11 H18 SING N N 46 8F6 C14 H19 SING N N 47 8F6 C16 H20 SING N N 48 8F6 C18 H21 SING N N 49 8F6 C18 H22 SING N N 50 8F6 C23 H23 SING N N 51 8F6 C25 H24 SING N N 52 8F6 N15 H25 SING N N 53 # 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 8F6 InChI InChI 1.03 "InChI=1S/C21H25N3O/c1-14(16-7-5-4-6-8-16)22-17-9-12-19-20(13-17)24(18-10-11-18)15(2)21(25)23(19)3/h4-9,12-15,18,22H,10-11H2,1-3H3/t14-,15-/m1/s1" 8F6 InChIKey InChI 1.03 YJXOISPYJORRTP-HUUCEWRRSA-N 8F6 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](Nc1ccc2N(C)C(=O)[C@@H](C)N(C3CC3)c2c1)c4ccccc4" 8F6 SMILES CACTVS 3.385 "C[CH](Nc1ccc2N(C)C(=O)[CH](C)N(C3CC3)c2c1)c4ccccc4" 8F6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1C(=O)N(c2ccc(cc2N1C3CC3)N[C@H](C)c4ccccc4)C" 8F6 SMILES "OpenEye OEToolkits" 2.0.6 "CC1C(=O)N(c2ccc(cc2N1C3CC3)NC(C)c4ccccc4)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 8F6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-4-cyclopropyl-1,3-dimethyl-6-[[(1~{R})-1-phenylethyl]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 8F6 "Create component" 2017-06-23 RCSB 8F6 "Initial release" 2018-05-02 RCSB #