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 
# 
