data_6XX # _chem_comp.id 6XX _chem_comp.name "8-(((3R,4R,5S)-3-((4,4-difluorocyclohexyl)methoxy)-5-methoxypiperidin-4-yl)amino)-3-methyl-5-(5-methylpyridin-3-yl)-1,7-naphthyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H35 F2 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-18 _chem_comp.pdbx_modified_date 2016-08-24 _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 527.606 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6XX _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 5LJ1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6XX C13 C1 C 0 1 N N N -23.569 -4.429 0.542 3.053 3.415 0.552 C13 6XX 1 6XX C22 C2 C 0 1 N N N -26.997 -2.503 2.857 4.472 -0.761 -0.080 C22 6XX 2 6XX C24 C3 C 0 1 N N N -27.415 -1.266 3.625 5.603 -1.284 -0.968 C24 6XX 3 6XX C01 C4 C 0 1 N N N -27.803 -6.349 -0.681 -1.811 4.689 -0.902 C01 6XX 4 6XX O05 O1 O 0 1 N N N -27.014 -5.581 0.219 -1.075 3.814 -0.045 O05 6XX 5 6XX C06 C5 C 0 1 N N S -25.865 -6.269 0.736 0.320 3.741 -0.349 C06 6XX 6 6XX C08 C6 C 0 1 N N N -24.780 -6.322 -0.330 1.073 4.808 0.448 C08 6XX 7 6XX N11 N1 N 0 1 N N N -24.265 -4.989 -0.617 2.509 4.720 0.153 N11 6XX 8 6XX C16 C7 C 0 1 N N R -24.586 -4.268 1.661 2.359 2.306 -0.242 C16 6XX 9 6XX O18 O2 O 0 1 N N N -25.545 -3.345 1.136 2.875 1.036 0.161 O18 6XX 10 6XX C19 C8 C 0 1 N N N -25.844 -2.209 1.939 4.007 0.602 -0.595 C19 6XX 11 6XX C27 C9 C 0 1 N N N -28.514 -1.598 4.629 6.069 -2.647 -0.452 C27 6XX 12 6XX C30 C10 C 0 1 N N N -29.684 -2.319 4.013 6.574 -2.503 0.985 C30 6XX 13 6XX F31 F1 F 0 1 N N N -30.529 -2.759 4.999 6.999 -3.750 1.457 F31 6XX 14 6XX F32 F2 F 0 1 N N N -30.440 -1.443 3.270 7.644 -1.603 1.016 F32 6XX 15 6XX C33 C11 C 0 1 N N N -29.251 -3.474 3.157 5.442 -1.981 1.873 C33 6XX 16 6XX C36 C12 C 0 1 N N N -28.206 -3.042 2.132 4.977 -0.618 1.357 C36 6XX 17 6XX C39 C13 C 0 1 N N R -25.383 -5.525 1.973 0.853 2.356 0.030 C39 6XX 18 6XX N41 N2 N 0 1 N N N -24.653 -6.450 2.822 0.177 1.335 -0.772 N41 6XX 19 6XX C43 C14 C 0 1 Y N N -24.526 -6.310 4.155 -1.050 0.827 -0.360 C43 6XX 20 6XX N44 N3 N 0 1 Y N N -25.277 -5.341 4.751 -1.602 1.270 0.756 N44 6XX 21 6XX C45 C15 C 0 1 Y N N -25.186 -5.146 6.070 -2.765 0.828 1.201 C45 6XX 22 6XX C47 C16 C 0 1 Y N N -24.381 -5.871 6.932 -3.478 -0.140 0.506 C47 6XX 23 6XX C48 C17 C 0 1 Y N N -24.374 -5.548 8.391 -4.782 -0.630 1.011 C48 6XX 24 6XX C49 C18 C 0 1 Y N N -24.618 -6.496 9.382 -5.893 -0.684 0.170 C49 6XX 25 6XX N51 N4 N 0 1 Y N N -24.641 -6.215 10.694 -7.052 -1.119 0.619 N51 6XX 26 6XX C52 C19 C 0 1 Y N N -24.420 -4.943 11.055 -7.211 -1.517 1.867 C52 6XX 27 6XX C54 C20 C 0 1 Y N N -24.174 -3.916 10.157 -6.158 -1.493 2.763 C54 6XX 28 6XX C55 C21 C 0 1 N N N -23.920 -2.504 10.619 -6.358 -1.950 4.185 C55 6XX 29 6XX C59 C22 C 0 1 Y N N -24.160 -4.244 8.813 -4.917 -1.050 2.338 C59 6XX 30 6XX C61 C23 C 0 1 Y N N -23.573 -6.872 6.365 -2.932 -0.646 -0.694 C61 6XX 31 6XX C62 C24 C 0 1 N N N -22.671 -7.707 7.113 -3.615 -1.664 -1.487 C62 6XX 32 6XX C64 C25 C 0 1 N N N -21.936 -8.687 6.540 -3.022 -2.098 -2.629 C64 6XX 33 6XX C65 C26 C 0 1 N N N -21.002 -9.535 7.363 -3.696 -3.147 -3.474 C65 6XX 34 6XX C69 C27 C 0 1 N N N -22.012 -8.911 5.096 -1.775 -1.567 -3.026 C69 6XX 35 6XX O70 O3 O 0 1 N N N -21.389 -9.783 4.490 -1.259 -1.969 -4.055 O70 6XX 36 6XX N71 N5 N 0 1 N N N -22.879 -8.107 4.423 -1.142 -0.629 -2.299 N71 6XX 37 6XX C73 C28 C 0 1 Y N N -23.656 -7.099 4.980 -1.696 -0.146 -1.134 C73 6XX 38 6XX H1 H1 H 0 1 N N N -22.766 -5.110 0.861 4.124 3.392 0.349 H1 6XX 39 6XX H2 H2 H 0 1 N N N -23.139 -3.450 0.283 2.882 3.261 1.617 H2 6XX 40 6XX H3 H3 H 0 1 N N N -26.670 -3.260 3.585 3.638 -1.463 -0.104 H3 6XX 41 6XX H4 H4 H 0 1 N N N -26.544 -0.864 4.163 5.244 -1.386 -1.992 H4 6XX 42 6XX H5 H5 H 0 1 N N N -27.789 -0.511 2.917 6.437 -0.582 -0.944 H5 6XX 43 6XX H6 H6 H 0 1 N N N -28.657 -5.748 -1.026 -2.860 4.689 -0.607 H6 6XX 44 6XX H7 H7 H 0 1 N N N -27.190 -6.644 -1.545 -1.410 5.700 -0.820 H7 6XX 45 6XX H8 H8 H 0 1 N N N -28.172 -7.249 -0.168 -1.724 4.346 -1.933 H8 6XX 46 6XX H9 H9 H 0 1 N N N -26.136 -7.296 1.021 0.470 3.909 -1.415 H9 6XX 47 6XX H10 H10 H 0 1 N N N -25.201 -6.751 -1.251 0.706 5.796 0.170 H10 6XX 48 6XX H11 H11 H 0 1 N N N -23.956 -6.957 0.027 0.911 4.647 1.514 H11 6XX 49 6XX H12 H12 H 0 1 N N N -23.627 -5.044 -1.385 2.689 4.903 -0.823 H12 6XX 50 6XX H14 H14 H 0 1 N N N -24.101 -3.883 2.570 2.542 2.453 -1.307 H14 6XX 51 6XX H15 H15 H 0 1 N N N -24.960 -1.947 2.540 4.815 1.326 -0.489 H15 6XX 52 6XX H16 H16 H 0 1 N N N -26.107 -1.363 1.286 3.731 0.518 -1.646 H16 6XX 53 6XX H17 H17 H 0 1 N N N -28.086 -2.235 5.417 5.235 -3.348 -0.476 H17 6XX 54 6XX H18 H18 H 0 1 N N N -28.877 -0.659 5.073 6.875 -3.019 -1.085 H18 6XX 55 6XX H19 H19 H 0 1 N N N -30.127 -3.876 2.628 4.608 -2.682 1.849 H19 6XX 56 6XX H20 H20 H 0 1 N N N -28.820 -4.255 3.800 5.802 -1.879 2.897 H20 6XX 57 6XX H21 H21 H 0 1 N N N -28.627 -2.259 1.485 5.811 0.084 1.381 H21 6XX 58 6XX H22 H22 H 0 1 N N N -27.913 -3.906 1.518 4.171 -0.246 1.990 H22 6XX 59 6XX H23 H23 H 0 1 N N N -26.281 -5.205 2.522 0.668 2.172 1.088 H23 6XX 60 6XX H24 H24 H 0 1 N N N -25.083 -7.342 2.683 0.585 1.012 -1.591 H24 6XX 61 6XX H25 H25 H 0 1 N N N -25.789 -4.359 6.498 -3.167 1.226 2.120 H25 6XX 62 6XX H26 H26 H 0 1 N N N -24.799 -7.516 9.077 -5.802 -0.367 -0.858 H26 6XX 63 6XX H27 H27 H 0 1 N N N -24.434 -4.704 12.108 -8.179 -1.867 2.194 H27 6XX 64 6XX H28 H28 H 0 1 N N N -24.874 -1.959 10.676 -6.152 -3.019 4.255 H28 6XX 65 6XX H29 H29 H 0 1 N N N -23.448 -2.523 11.613 -5.679 -1.406 4.841 H29 6XX 66 6XX H30 H30 H 0 1 N N N -23.252 -1.999 9.905 -7.387 -1.758 4.487 H30 6XX 67 6XX H31 H31 H 0 1 N N N -23.979 -3.472 8.080 -4.077 -1.025 3.016 H31 6XX 68 6XX H32 H32 H 0 1 N N N -22.577 -7.544 8.177 -4.568 -2.063 -1.173 H32 6XX 69 6XX H33 H33 H 0 1 N N N -21.070 -9.236 8.419 -4.341 -2.663 -4.208 H33 6XX 70 6XX H34 H34 H 0 1 N N N -21.284 -10.594 7.263 -2.940 -3.739 -3.990 H34 6XX 71 6XX H35 H35 H 0 1 N N N -19.970 -9.395 7.008 -4.295 -3.797 -2.837 H35 6XX 72 6XX H36 H36 H 0 1 N N N -22.965 -8.255 3.438 -0.282 -0.291 -2.596 H36 6XX 73 # 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 6XX C01 O05 SING N N 1 6XX N11 C08 SING N N 2 6XX N11 C13 SING N N 3 6XX C08 C06 SING N N 4 6XX O05 C06 SING N N 5 6XX C13 C16 SING N N 6 6XX C06 C39 SING N N 7 6XX O18 C16 SING N N 8 6XX O18 C19 SING N N 9 6XX C16 C39 SING N N 10 6XX C19 C22 SING N N 11 6XX C39 N41 SING N N 12 6XX C36 C22 SING N N 13 6XX C36 C33 SING N N 14 6XX N41 C43 SING N N 15 6XX C22 C24 SING N N 16 6XX C33 C30 SING N N 17 6XX F32 C30 SING N N 18 6XX C24 C27 SING N N 19 6XX C30 C27 SING N N 20 6XX C30 F31 SING N N 21 6XX C43 N44 DOUB Y N 22 6XX C43 C73 SING Y N 23 6XX N71 C73 SING N N 24 6XX N71 C69 SING N N 25 6XX O70 C69 DOUB N N 26 6XX N44 C45 SING Y N 27 6XX C73 C61 DOUB Y N 28 6XX C69 C64 SING N N 29 6XX C45 C47 DOUB Y N 30 6XX C61 C47 SING Y N 31 6XX C61 C62 SING N N 32 6XX C64 C62 DOUB N N 33 6XX C64 C65 SING N N 34 6XX C47 C48 SING N N 35 6XX C48 C59 DOUB Y N 36 6XX C48 C49 SING Y N 37 6XX C59 C54 SING Y N 38 6XX C49 N51 DOUB Y N 39 6XX C54 C55 SING N N 40 6XX C54 C52 DOUB Y N 41 6XX N51 C52 SING Y N 42 6XX C13 H1 SING N N 43 6XX C13 H2 SING N N 44 6XX C22 H3 SING N N 45 6XX C24 H4 SING N N 46 6XX C24 H5 SING N N 47 6XX C01 H6 SING N N 48 6XX C01 H7 SING N N 49 6XX C01 H8 SING N N 50 6XX C06 H9 SING N N 51 6XX C08 H10 SING N N 52 6XX C08 H11 SING N N 53 6XX N11 H12 SING N N 54 6XX C16 H14 SING N N 55 6XX C19 H15 SING N N 56 6XX C19 H16 SING N N 57 6XX C27 H17 SING N N 58 6XX C27 H18 SING N N 59 6XX C33 H19 SING N N 60 6XX C33 H20 SING N N 61 6XX C36 H21 SING N N 62 6XX C36 H22 SING N N 63 6XX C39 H23 SING N N 64 6XX N41 H24 SING N N 65 6XX C45 H25 SING N N 66 6XX C49 H26 SING N N 67 6XX C52 H27 SING N N 68 6XX C55 H28 SING N N 69 6XX C55 H29 SING N N 70 6XX C55 H30 SING N N 71 6XX C59 H31 SING N N 72 6XX C62 H32 SING N N 73 6XX C65 H33 SING N N 74 6XX C65 H34 SING N N 75 6XX C65 H35 SING N N 76 6XX N71 H36 SING N N 77 # 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 6XX InChI InChI 1.03 "InChI=1S/C28H35F2N5O3/c1-16-8-19(11-31-10-16)21-12-33-26(24-20(21)9-17(2)27(36)35-24)34-25-22(37-3)13-32-14-23(25)38-15-18-4-6-28(29,30)7-5-18/h8-12,18,22-23,25,32H,4-7,13-15H2,1-3H3,(H,33,34)(H,35,36)/t22-,23+,25+/m0/s1" 6XX InChIKey InChI 1.03 YDPMMWAOCCOULO-JBRSBNLGSA-N 6XX SMILES_CANONICAL CACTVS 3.385 "CO[C@H]1CNC[C@@H](OCC2CCC(F)(F)CC2)[C@@H]1Nc3ncc(c4cncc(C)c4)c5C=C(C)C(=O)Nc35" 6XX SMILES CACTVS 3.385 "CO[CH]1CNC[CH](OCC2CCC(F)(F)CC2)[CH]1Nc3ncc(c4cncc(C)c4)c5C=C(C)C(=O)Nc35" 6XX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cc1cc(cnc1)c2cnc(c3c2C=C(C(=O)N3)C)N[C@@H]4[C@H](CNC[C@H]4OCC5CCC(CC5)(F)F)OC" 6XX SMILES "OpenEye OEToolkits" 2.0.5 "Cc1cc(cnc1)c2cnc(c3c2C=C(C(=O)N3)C)NC4C(CNCC4OCC5CCC(CC5)(F)F)OC" # 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 6XX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "8-[[(3~{R},4~{R},5~{S})-3-[[4,4-bis(fluoranyl)cyclohexyl]methoxy]-5-methoxy-piperidin-4-yl]amino]-3-methyl-5-(5-methylpyridin-3-yl)-1~{H}-1,7-naphthyridin-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 6XX "Create component" 2016-07-18 EBI 6XX "Initial release" 2016-08-31 RCSB #