data_QAN # _chem_comp.id QAN _chem_comp.name "(3~{R},4~{R})-~{N}-cyclohexyl-4-[[5-(furan-2-yl)-3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl]amino]-1-methyl-piperidine-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-06-01 _chem_comp.pdbx_modified_date 2020-07-24 _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 463.572 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QAN _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 6Z7L _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 QAN C10 C1 C 0 1 Y N N 15.241 2.977 9.130 -2.615 1.553 1.135 C10 QAN 1 QAN C13 C2 C 0 1 Y N N 14.719 0.444 10.749 -5.110 0.509 2.734 C13 QAN 2 QAN C15 C3 C 0 1 Y N N 14.494 0.514 12.936 -7.033 0.353 1.643 C15 QAN 3 QAN C17 C4 C 0 1 Y N N 13.642 4.067 10.569 -3.139 -0.367 -0.225 C17 QAN 4 QAN C20 C5 C 0 1 N N N 11.093 5.460 13.099 -4.470 -3.404 -2.114 C20 QAN 5 QAN C21 C6 C 0 1 N N N 12.060 6.409 10.952 -2.286 -2.135 -2.167 C21 QAN 6 QAN C24 C7 C 0 1 Y N N 13.683 5.128 9.642 -1.859 -0.255 -0.792 C24 QAN 7 QAN C26 C8 C 0 1 N N N 14.794 5.555 3.711 3.531 2.697 -0.237 C26 QAN 8 QAN C01 C9 C 0 1 N N N 16.240 6.657 2.130 4.164 4.982 -0.726 C01 QAN 9 QAN N02 N1 N 0 1 N N N 15.630 6.739 3.460 3.208 3.903 -1.011 N02 QAN 10 QAN C03 C10 C 0 1 N N N 16.654 6.861 4.498 1.829 4.341 -0.761 C03 QAN 11 QAN C04 C11 C 0 1 N N N 16.032 7.002 5.885 0.857 3.247 -1.205 C04 QAN 12 QAN C05 C12 C 0 1 N N R 15.099 5.835 6.199 1.152 1.962 -0.426 C05 QAN 13 QAN N07 N2 N 0 1 N N N 14.519 6.040 7.522 0.262 0.893 -0.888 N07 QAN 14 QAN C08 C13 C 0 1 Y N N 14.499 5.076 8.467 -1.013 0.769 -0.347 C08 QAN 15 QAN N09 N3 N 0 1 Y N N 15.268 3.988 8.257 -1.419 1.620 0.580 N09 QAN 16 QAN C11 C14 C 0 1 Y N N 14.471 2.950 10.287 -3.524 0.565 0.767 C11 QAN 17 QAN C12 C15 C 0 1 Y N N 14.535 1.735 11.114 -4.856 0.492 1.396 C12 QAN 18 QAN C14 C16 C 0 1 Y N N 14.685 -0.326 11.934 -6.508 0.419 2.882 C14 QAN 19 QAN O16 O1 O 0 1 Y N N 14.381 1.803 12.473 -6.032 0.398 0.748 O16 QAN 20 QAN C18 C17 C 0 1 N N N 12.767 4.225 11.703 -4.027 -1.434 -0.670 C18 QAN 21 QAN C19 C18 C 0 1 N N N 12.013 5.319 11.917 -3.581 -2.289 -1.627 C19 QAN 22 QAN O22 O2 O 0 1 N N N 11.417 7.456 11.050 -1.904 -2.911 -3.026 O22 QAN 23 QAN N23 N4 N 0 1 N N N 12.888 6.241 9.891 -1.462 -1.152 -1.760 N23 QAN 24 QAN C25 C19 C 0 1 N N R 14.062 5.688 5.045 2.609 1.553 -0.665 C25 QAN 25 QAN C27 C20 C 0 1 N N N 13.077 4.525 5.150 2.925 0.322 0.145 C27 QAN 26 QAN O28 O3 O 0 1 N N N 11.952 4.611 4.658 2.070 -0.182 0.842 O28 QAN 27 QAN N29 N5 N 0 1 N N N 13.515 3.406 5.731 4.159 -0.218 0.095 N29 QAN 28 QAN C30 C21 C 0 1 N N N 12.671 2.216 5.887 4.466 -1.415 0.882 C30 QAN 29 QAN C31 C22 C 0 1 N N N 12.920 1.541 7.222 5.970 -1.469 1.162 C31 QAN 30 QAN C32 C23 C 0 1 N N N 12.018 0.323 7.396 6.291 -2.718 1.984 C32 QAN 31 QAN C33 C24 C 0 1 N N N 12.197 -0.668 6.261 5.873 -3.965 1.202 C33 QAN 32 QAN C34 C25 C 0 1 N N N 11.990 0.002 4.908 4.369 -3.911 0.922 C34 QAN 33 QAN C35 C26 C 0 1 N N N 12.885 1.234 4.749 4.048 -2.661 0.100 C35 QAN 34 QAN H1 H1 H 0 1 N N N 15.862 2.119 8.922 -2.890 2.273 1.891 H1 QAN 35 QAN H2 H2 H 0 1 N N N 14.864 0.074 9.745 -4.380 0.573 3.528 H2 QAN 36 QAN H3 H3 H 0 1 N N N 14.435 0.227 13.976 -8.085 0.276 1.408 H3 QAN 37 QAN H4 H4 H 0 1 N N N 11.168 4.563 13.732 -3.946 -3.981 -2.875 H4 QAN 38 QAN H5 H5 H 0 1 N N N 11.380 6.346 13.683 -4.727 -4.055 -1.278 H5 QAN 39 QAN H6 H6 H 0 1 N N N 10.057 5.574 12.746 -5.381 -2.983 -2.539 H6 QAN 40 QAN H7 H7 H 0 1 N N N 14.056 5.455 2.902 4.568 2.415 -0.419 H7 QAN 41 QAN H8 H8 H 0 1 N N N 15.433 4.660 3.737 3.390 2.899 0.825 H8 QAN 42 QAN H9 H9 H 0 1 N N N 16.862 7.548 1.956 5.170 4.656 -0.990 H9 QAN 43 QAN H10 H10 H 0 1 N N N 16.867 5.755 2.069 3.902 5.863 -1.313 H10 QAN 44 QAN H11 H11 H 0 1 N N N 15.450 6.607 1.367 4.128 5.228 0.335 H11 QAN 45 QAN H13 H13 H 0 1 N N N 17.289 5.963 4.481 1.697 4.536 0.303 H13 QAN 46 QAN H14 H14 H 0 1 N N N 17.269 7.749 4.290 1.631 5.253 -1.324 H14 QAN 47 QAN H15 H15 H 0 1 N N N 16.835 7.030 6.636 -0.166 3.566 -1.005 H15 QAN 48 QAN H16 H16 H 0 1 N N N 15.458 7.940 5.926 0.979 3.061 -2.272 H16 QAN 49 QAN H17 H17 H 0 1 N N N 15.704 4.916 6.218 0.991 2.135 0.638 H17 QAN 50 QAN H18 H18 H 0 1 N N N 15.012 6.811 7.924 0.562 0.273 -1.570 H18 QAN 51 QAN H19 H19 H 0 1 N N N 14.794 -1.398 12.007 -7.055 0.405 3.813 H19 QAN 52 QAN H20 H20 H 0 1 N N N 12.713 3.420 12.421 -5.016 -1.543 -0.250 H20 QAN 53 QAN H21 H21 H 0 1 N N N 12.931 6.987 9.226 -0.578 -1.074 -2.151 H21 QAN 54 QAN H22 H22 H 0 1 N N N 13.476 6.618 5.012 2.759 1.341 -1.723 H22 QAN 55 QAN H23 H23 H 0 1 N N N 14.454 3.378 6.073 4.843 0.185 -0.462 H23 QAN 56 QAN H24 H24 H 0 1 N N N 11.618 2.533 5.863 3.922 -1.379 1.826 H24 QAN 57 QAN H25 H25 H 0 1 N N N 13.971 1.220 7.272 6.514 -1.505 0.218 H25 QAN 58 QAN H26 H26 H 0 1 N N N 12.716 2.258 8.031 6.268 -0.581 1.719 H26 QAN 59 QAN H27 H27 H 0 1 N N N 10.970 0.655 7.419 7.362 -2.757 2.183 H27 QAN 60 QAN H28 H28 H 0 1 N N N 12.266 -0.173 8.346 5.747 -2.682 2.928 H28 QAN 61 QAN H29 H29 H 0 1 N N N 11.464 -1.481 6.375 6.417 -4.001 0.258 H29 QAN 62 QAN H30 H30 H 0 1 N N N 13.215 -1.083 6.304 6.102 -4.855 1.787 H30 QAN 63 QAN H31 H31 H 0 1 N N N 10.938 0.311 4.819 4.071 -4.799 0.365 H31 QAN 64 QAN H32 H32 H 0 1 N N N 12.229 -0.719 4.112 3.826 -3.875 1.866 H32 QAN 65 QAN H33 H33 H 0 1 N N N 13.938 0.915 4.743 2.977 -2.623 -0.099 H33 QAN 66 QAN H34 H34 H 0 1 N N N 12.647 1.730 3.797 4.592 -2.698 -0.844 H34 QAN 67 # # 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 QAN C01 N02 SING N N 1 QAN N02 C26 SING N N 2 QAN N02 C03 SING N N 3 QAN C26 C25 SING N N 4 QAN C03 C04 SING N N 5 QAN O28 C27 DOUB N N 6 QAN C35 C34 SING N N 7 QAN C35 C30 SING N N 8 QAN C34 C33 SING N N 9 QAN C25 C27 SING N N 10 QAN C25 C05 SING N N 11 QAN C27 N29 SING N N 12 QAN N29 C30 SING N N 13 QAN C04 C05 SING N N 14 QAN C30 C31 SING N N 15 QAN C05 N07 SING N N 16 QAN C33 C32 SING N N 17 QAN C31 C32 SING N N 18 QAN N07 C08 SING N N 19 QAN N09 C08 DOUB Y N 20 QAN N09 C10 SING Y N 21 QAN C08 C24 SING Y N 22 QAN C10 C11 DOUB Y N 23 QAN C24 N23 SING N N 24 QAN C24 C17 DOUB Y N 25 QAN N23 C21 SING N N 26 QAN C11 C17 SING Y N 27 QAN C11 C12 SING N N 28 QAN C17 C18 SING N N 29 QAN C13 C12 DOUB Y N 30 QAN C13 C14 SING Y N 31 QAN C21 O22 DOUB N N 32 QAN C21 C19 SING N N 33 QAN C12 O16 SING Y N 34 QAN C18 C19 DOUB N N 35 QAN C19 C20 SING N N 36 QAN C14 C15 DOUB Y N 37 QAN O16 C15 SING Y N 38 QAN C10 H1 SING N N 39 QAN C13 H2 SING N N 40 QAN C15 H3 SING N N 41 QAN C20 H4 SING N N 42 QAN C20 H5 SING N N 43 QAN C20 H6 SING N N 44 QAN C26 H7 SING N N 45 QAN C26 H8 SING N N 46 QAN C01 H9 SING N N 47 QAN C01 H10 SING N N 48 QAN C01 H11 SING N N 49 QAN C03 H13 SING N N 50 QAN C03 H14 SING N N 51 QAN C04 H15 SING N N 52 QAN C04 H16 SING N N 53 QAN C05 H17 SING N N 54 QAN N07 H18 SING N N 55 QAN C14 H19 SING N N 56 QAN C18 H20 SING N N 57 QAN N23 H21 SING N N 58 QAN C25 H22 SING N N 59 QAN N29 H23 SING N N 60 QAN C30 H24 SING N N 61 QAN C31 H25 SING N N 62 QAN C31 H26 SING N N 63 QAN C32 H27 SING N N 64 QAN C32 H28 SING N N 65 QAN C33 H29 SING N N 66 QAN C33 H30 SING N N 67 QAN C34 H31 SING N N 68 QAN C34 H32 SING N N 69 QAN C35 H33 SING N N 70 QAN C35 H34 SING N N 71 # # 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 QAN InChI InChI 1.03 "InChI=1S/C26H33N5O3/c1-16-13-18-19(22-9-6-12-34-22)14-27-24(23(18)30-25(16)32)29-21-10-11-31(2)15-20(21)26(33)28-17-7-4-3-5-8-17/h6,9,12-14,17,20-21H,3-5,7-8,10-11,15H2,1-2H3,(H,27,29)(H,28,33)(H,30,32)/t20-,21-/m1/s1" QAN InChIKey InChI 1.03 NDEORODKVUYMFQ-NHCUHLMSSA-N QAN SMILES_CANONICAL CACTVS 3.385 "CN1CC[C@@H](Nc2ncc(c3occc3)c4C=C(C)C(=O)Nc24)[C@@H](C1)C(=O)NC5CCCCC5" QAN SMILES CACTVS 3.385 "CN1CC[CH](Nc2ncc(c3occc3)c4C=C(C)C(=O)Nc24)[CH](C1)C(=O)NC5CCCCC5" QAN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=Cc2c(cnc(c2NC1=O)N[C@@H]3CCN(C[C@H]3C(=O)NC4CCCCC4)C)c5ccco5" QAN SMILES "OpenEye OEToolkits" 2.0.7 "CC1=Cc2c(cnc(c2NC1=O)NC3CCN(CC3C(=O)NC4CCCCC4)C)c5ccco5" # _pdbx_chem_comp_identifier.comp_id QAN _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(3~{R},4~{R})-~{N}-cyclohexyl-4-[[5-(furan-2-yl)-3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl]amino]-1-methyl-piperidine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QAN "Create component" 2020-06-01 PDBE QAN "Initial release" 2020-07-29 RCSB ##