data_6NU
# 
_chem_comp.id                                    6NU 
_chem_comp.name                                  "(3~{R})-3-[[5-fluoranyl-2-(5-fluoranyl-1~{H}-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]-3-(1-methylcyclobutyl)propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 F2 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-05-11 
_chem_comp.pdbx_modified_date                    2017-05-12 
_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                        387.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6NU 
_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        5JUN 
_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 
6NU F2  F1  F 0 1 N N N -52.898 -4.483 5.238  -1.826 -3.283 -1.146 F2  6NU 1  
6NU C10 C1  C 0 1 Y N N -52.094 -4.316 4.167  -0.906 -2.360 -0.788 C10 6NU 2  
6NU C11 C2  C 0 1 Y N N -52.506 -3.572 3.071  0.445  -2.646 -0.853 C11 6NU 3  
6NU N2  N1  N 0 1 Y N N -51.706 -3.377 2.018  1.322  -1.719 -0.495 N2  6NU 4  
6NU C12 C3  C 0 1 Y N N -50.527 -3.904 2.080  0.920  -0.526 -0.077 C12 6NU 5  
6NU N3  N2  N 0 1 Y N N -50.027 -4.649 3.061  -0.368 -0.212 0.000  N3  6NU 6  
6NU C9  C4  C 0 1 Y N N -50.799 -4.883 4.127  -1.300 -1.091 -0.349 C9  6NU 7  
6NU N1  N3  N 0 1 N N N -50.336 -5.649 5.126  -2.644 -0.761 -0.267 N1  6NU 8  
6NU C6  C5  C 0 1 N N R -49.008 -6.258 5.052  -3.045 0.566  0.206  C6  6NU 9  
6NU C7  C6  C 0 1 N N N -49.245 -7.785 5.098  -4.458 0.495  0.788  C7  6NU 10 
6NU C8  C7  C 0 1 N N N -49.886 -8.160 3.788  -4.453 -0.382 2.014  C8  6NU 11 
6NU O2  O1  O 0 1 N N N -51.173 -8.321 3.865  -5.591 -0.591 2.695  O2  6NU 12 
6NU O1  O2  O 0 1 N N N -49.257 -8.290 2.762  -3.425 -0.896 2.385  O1  6NU 13 
6NU C2  C8  C 0 1 N N N -48.037 -5.815 6.155  -3.024 1.553  -0.963 C2  6NU 14 
6NU C5  C9  C 0 1 N N N -46.583 -6.318 6.004  -1.651 1.671  -1.645 C5  6NU 15 
6NU C4  C10 C 0 1 N N N -46.207 -4.964 5.407  -2.408 1.724  -2.982 C4  6NU 16 
6NU C3  C11 C 0 1 N N N -47.491 -4.378 5.990  -3.543 0.956  -2.282 C3  6NU 17 
6NU C1  C12 C 0 1 N N N -48.628 -6.083 7.544  -3.652 2.903  -0.612 C1  6NU 18 
6NU C13 C13 C 0 1 Y N N -49.665 -3.648 0.965  1.931  0.480  0.313  C13 6NU 19 
6NU C16 C14 C 0 1 Y N N -48.274 -4.053 0.731  3.393  0.312  0.293  C16 6NU 20 
6NU C17 C15 C 0 1 Y N N -47.358 -4.753 1.511  4.248  -0.732 -0.059 C17 6NU 21 
6NU C18 C16 C 0 1 Y N N -46.100 -4.929 1.002  5.612  -0.522 0.054  C18 6NU 22 
6NU F1  F2  F 0 1 N N N -45.194 -5.602 1.753  6.483  -1.501 -0.275 F1  6NU 23 
6NU C19 C17 C 0 1 Y N N -45.762 -4.414 -0.280 6.076  0.705  0.508  C19 6NU 24 
6NU N5  N4  N 0 1 Y N N -46.653 -3.750 -1.022 5.248  1.675  0.835  N5  6NU 25 
6NU C15 C18 C 0 1 Y N N -47.879 -3.582 -0.506 3.933  1.529  0.746  C15 6NU 26 
6NU N4  N5  N 0 1 Y N N -48.926 -2.915 -1.070 2.875  2.367  1.018  N4  6NU 27 
6NU C14 C19 C 0 1 Y N N -49.981 -2.953 -0.199 1.694  1.742  0.754  C14 6NU 28 
6NU H1  H1  H 0 1 N N N -53.496 -3.140 3.068  0.783  -3.614 -1.192 H1  6NU 29 
6NU H2  H2  H 0 1 N N N -50.343 -5.080 5.948  -3.319 -1.409 -0.524 H2  6NU 30 
6NU H3  H3  H 0 1 N N N -48.555 -6.014 4.080  -2.352 0.901  0.978  H3  6NU 31 
6NU H4  H4  H 0 1 N N N -49.912 -8.041 5.934  -4.791 1.497  1.059  H4  6NU 32 
6NU H5  H5  H 0 1 N N N -48.288 -8.314 5.218  -5.137 0.075  0.045  H5  6NU 33 
6NU H6  H6  H 0 1 N N N -51.516 -8.549 3.009  -5.538 -1.160 3.475  H6  6NU 34 
6NU H7  H7  H 0 1 N N N -46.466 -7.166 5.313  -1.122 2.593  -1.405 H7  6NU 35 
6NU H8  H8  H 0 1 N N N -46.082 -6.549 6.956  -1.028 0.784  -1.529 H8  6NU 36 
6NU H9  H9  H 0 1 N N N -46.162 -4.951 4.308  -2.686 2.734  -3.285 H9  6NU 37 
6NU H10 H10 H 0 1 N N N -45.284 -4.529 5.817  -1.926 1.159  -3.780 H10 6NU 38 
6NU H11 H11 H 0 1 N N N -47.352 -3.834 6.936  -3.439 -0.127 -2.341 H11 6NU 39 
6NU H12 H12 H 0 1 N N N -48.064 -3.753 5.289  -4.540 1.302  -2.557 H12 6NU 40 
6NU H13 H13 H 0 1 N N N -47.915 -5.758 8.316  -3.104 3.355  0.215  H13 6NU 41 
6NU H14 H14 H 0 1 N N N -49.569 -5.525 7.656  -3.609 3.561  -1.480 H14 6NU 42 
6NU H15 H15 H 0 1 N N N -48.825 -7.159 7.657  -4.692 2.755  -0.320 H15 6NU 43 
6NU H16 H16 H 0 1 N N N -47.630 -5.142 2.481  3.858  -1.676 -0.409 H16 6NU 44 
6NU H17 H17 H 0 1 N N N -44.763 -4.563 -0.662 7.140  0.867  0.596  H17 6NU 45 
6NU H18 H18 H 0 1 N N N -48.923 -2.473 -1.967 2.960  3.276  1.348  H18 6NU 46 
6NU H19 H19 H 0 1 N N N -50.942 -2.499 -0.391 0.716  2.181  0.883  H19 6NU 47 
# 
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 
6NU N4  C15 SING Y N 1  
6NU N4  C14 SING Y N 2  
6NU N5  C15 DOUB Y N 3  
6NU N5  C19 SING Y N 4  
6NU C15 C16 SING Y N 5  
6NU C19 C18 DOUB Y N 6  
6NU C14 C13 DOUB Y N 7  
6NU C16 C13 SING Y N 8  
6NU C16 C17 DOUB Y N 9  
6NU C13 C12 SING N N 10 
6NU C18 C17 SING Y N 11 
6NU C18 F1  SING N N 12 
6NU N2  C12 DOUB Y N 13 
6NU N2  C11 SING Y N 14 
6NU C12 N3  SING Y N 15 
6NU O1  C8  DOUB N N 16 
6NU N3  C9  DOUB Y N 17 
6NU C11 C10 DOUB Y N 18 
6NU C8  O2  SING N N 19 
6NU C8  C7  SING N N 20 
6NU C9  C10 SING Y N 21 
6NU C9  N1  SING N N 22 
6NU C10 F2  SING N N 23 
6NU C6  C7  SING N N 24 
6NU C6  N1  SING N N 25 
6NU C6  C2  SING N N 26 
6NU C4  C3  SING N N 27 
6NU C4  C5  SING N N 28 
6NU C3  C2  SING N N 29 
6NU C5  C2  SING N N 30 
6NU C2  C1  SING N N 31 
6NU C11 H1  SING N N 32 
6NU N1  H2  SING N N 33 
6NU C6  H3  SING N N 34 
6NU C7  H4  SING N N 35 
6NU C7  H5  SING N N 36 
6NU O2  H6  SING N N 37 
6NU C5  H7  SING N N 38 
6NU C5  H8  SING N N 39 
6NU C4  H9  SING N N 40 
6NU C4  H10 SING N N 41 
6NU C3  H11 SING N N 42 
6NU C3  H12 SING N N 43 
6NU C1  H13 SING N N 44 
6NU C1  H14 SING N N 45 
6NU C1  H15 SING N N 46 
6NU C17 H16 SING N N 47 
6NU C19 H17 SING N N 48 
6NU N4  H18 SING N N 49 
6NU C14 H19 SING N N 50 
# 
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 
6NU InChI            InChI                1.03  "InChI=1S/C19H19F2N5O2/c1-19(3-2-4-19)14(6-15(27)28)25-18-13(21)9-24-17(26-18)12-8-23-16-11(12)5-10(20)7-22-16/h5,7-9,14H,2-4,6H2,1H3,(H,22,23)(H,27,28)(H,24,25,26)/t14-/m1/s1" 
6NU InChIKey         InChI                1.03  BEVIQKVDXVXDJA-CQSZACIVSA-N                                                                                                                                                      
6NU SMILES_CANONICAL CACTVS               3.385 "CC1(CCC1)[C@@H](CC(O)=O)Nc2nc(ncc2F)c3c[nH]c4ncc(F)cc34"                                                                                                                        
6NU SMILES           CACTVS               3.385 "CC1(CCC1)[CH](CC(O)=O)Nc2nc(ncc2F)c3c[nH]c4ncc(F)cc34"                                                                                                                          
6NU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1(CCC1)[C@@H](CC(=O)O)Nc2c(cnc(n2)c3c[nH]c4c3cc(cn4)F)F"                                                                                                                      
6NU SMILES           "OpenEye OEToolkits" 2.0.4 "CC1(CCC1)C(CC(=O)O)Nc2c(cnc(n2)c3c[nH]c4c3cc(cn4)F)F"                                                                                                                           
# 
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 
6NU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(3~{R})-3-[[5-fluoranyl-2-(5-fluoranyl-1~{H}-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]-3-(1-methylcyclobutyl)propanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6NU "Create component" 2016-05-11 RCSB 
6NU "Initial release"  2017-05-17 RCSB 
# 
