data_8XN
# 
_chem_comp.id                                    8XN 
_chem_comp.name                                  "(6~{S})-5-(2-methoxyethyl)-6-methyl-2-[5-methyl-2-[(2-methylpyrazol-3-yl)amino]pyrimidin-4-yl]-6,7-dihydro-1~{H}-pyrrolo[3,2-c]pyridin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-03-22 
_chem_comp.pdbx_modified_date                    2017-04-14 
_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                        395.458 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8XN 
_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        5NHO 
_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 
8XN C1  C1  C 0 1 Y N N -17.454 10.998 40.580 -1.705 -2.289 -0.200 C1  8XN 1  
8XN C2  C2  C 0 1 Y N N -18.802 10.712 40.732 -3.082 -2.405 -0.214 C2  8XN 2  
8XN C3  C3  C 0 1 Y N N -19.107 12.508 42.076 -3.269 -0.112 -0.039 C3  8XN 3  
8XN N6  N1  N 0 1 Y N N -20.511 15.362 43.880 -6.380 1.857  0.102  N6  8XN 4  
8XN C7  C4  C 0 1 Y N N -13.420 13.087 40.977 2.364  -0.109 0.394  C7  8XN 5  
8XN C8  C5  C 0 1 Y N N -13.884 13.752 42.075 2.460  -1.116 -0.563 C8  8XN 6  
8XN C9  C6  C 0 1 N N N -13.023 14.653 42.902 3.799  -1.547 -1.104 C9  8XN 7  
8XN C10 C7  C 0 1 N N S -12.000 15.338 41.951 4.862  -1.319 -0.030 C10 8XN 8  
8XN C11 C8  C 0 1 N N N -12.046 13.226 40.555 3.572  0.567  0.900  C11 8XN 9  
8XN C12 C9  C 0 1 N N N -9.942  14.465 40.742 5.993  0.713  0.924  C12 8XN 10 
8XN C13 C10 C 0 1 N N N -9.606  15.572 39.764 6.464  1.493  -0.305 C13 8XN 11 
8XN C14 C11 C 0 1 N N N -10.356 16.431 37.762 5.857  3.302  -1.756 C14 8XN 12 
8XN C15 C12 C 0 1 N N N -12.722 16.449 41.165 4.713  -2.395 1.048  C15 8XN 13 
8XN C16 C13 C 0 1 Y N N -19.656 14.323 43.748 -5.470 0.859  0.028  C16 8XN 14 
8XN C19 C14 C 0 1 N N N -21.776 15.621 43.197 -6.083 3.288  0.207  C19 8XN 15 
8XN O   O1  O 0 1 N N N -11.589 12.491 39.694 3.505  1.590  1.553  O   8XN 16 
8XN C6  C15 C 0 1 Y N N -14.499 12.354 40.454 1.007  0.060  0.691  C6  8XN 17 
8XN N3  N2  N 0 1 N N N -11.368 14.322 41.053 4.760  -0.009 0.600  N3  8XN 18 
8XN O1  O2  O 0 1 N N N -10.113 15.279 38.494 5.510  2.510  -0.618 O1  8XN 19 
8XN N2  N3  N 0 1 Y N N -15.198 13.460 42.256 1.229  -1.544 -0.838 N2  8XN 20 
8XN C5  C16 C 0 1 Y N N -15.596 12.594 41.258 0.321  -0.832 -0.082 C5  8XN 21 
8XN C4  C17 C 0 1 Y N N -16.991 12.137 41.261 -1.144 -1.010 -0.100 C4  8XN 22 
8XN C   C18 C 0 1 N N N -16.579 10.106 39.737 -0.828 -3.511 -0.285 C   8XN 23 
8XN N1  N4  N 0 1 Y N N -17.802 12.897 42.012 -1.955 0.046  -0.022 N1  8XN 24 
8XN N   N5  N 0 1 Y N N -19.655 11.445 41.466 -3.826 -1.312 -0.133 N   8XN 25 
8XN N4  N6  N 0 1 N N N -19.943 13.292 42.855 -4.084 1.005  0.044  N4  8XN 26 
8XN N5  N7  N 0 1 Y N N -20.055 16.255 44.807 -7.656 1.282  0.054  N5  8XN 27 
8XN C18 C19 C 0 1 Y N N -18.904 15.739 45.230 -7.520 -0.016 -0.045 C18 8XN 28 
8XN C17 C20 C 0 1 Y N N -18.604 14.540 44.607 -6.155 -0.314 -0.064 C17 8XN 29 
8XN H1  H1  H 0 1 N N N -19.192 9.841  40.226 -3.547 -3.376 -0.291 H1  8XN 30 
8XN H2  H2  H 0 1 N N N -12.490 14.065 43.664 3.764  -2.605 -1.365 H2  8XN 31 
8XN H3  H3  H 0 1 N N N -13.644 15.415 43.395 4.041  -0.960 -1.991 H3  8XN 32 
8XN H4  H4  H 0 1 N N N -11.217 15.804 42.568 5.848  -1.413 -0.485 H4  8XN 33 
8XN H5  H5  H 0 1 N N N -9.589  13.514 40.315 6.764  0.002  1.221  H5  8XN 34 
8XN H6  H6  H 0 1 N N N -9.407  14.666 41.682 5.803  1.406  1.744  H6  8XN 35 
8XN H7  H7  H 0 1 N N N -8.513  15.679 39.701 7.430  1.953  -0.094 H7  8XN 36 
8XN H8  H8  H 0 1 N N N -10.047 16.515 40.120 6.562  0.814  -1.151 H8  8XN 37 
8XN H9  H9  H 0 1 N N N -10.753 16.160 36.772 5.943  2.659  -2.633 H9  8XN 38 
8XN H10 H10 H 0 1 N N N -11.090 17.055 38.293 5.083  4.050  -1.928 H10 8XN 39 
8XN H11 H11 H 0 1 N N N -9.418  16.992 37.640 6.810  3.799  -1.576 H11 8XN 40 
8XN H12 H12 H 0 1 N N N -13.167 17.167 41.869 4.847  -3.379 0.599  H12 8XN 41 
8XN H13 H13 H 0 1 N N N -12.000 16.969 40.519 5.467  -2.242 1.820  H13 8XN 42 
8XN H14 H14 H 0 1 N N N -13.514 16.004 40.545 3.720  -2.329 1.491  H14 8XN 43 
8XN H15 H15 H 0 1 N N N -22.202 16.568 43.560 -6.014 3.569  1.258  H15 8XN 44 
8XN H16 H16 H 0 1 N N N -21.600 15.690 42.113 -5.135 3.500  -0.288 H16 8XN 45 
8XN H17 H17 H 0 1 N N N -22.479 14.800 43.403 -6.878 3.861  -0.270 H17 8XN 46 
8XN H18 H18 H 0 1 N N N -14.475 11.718 39.581 0.584  0.760  1.396  H18 8XN 47 
8XN H19 H19 H 0 1 N N N -15.779 13.813 42.989 1.005  -2.242 -1.474 H19 8XN 48 
8XN H20 H20 H 0 1 N N N -16.578 10.468 38.698 -0.546 -3.685 -1.324 H20 8XN 49 
8XN H21 H21 H 0 1 N N N -15.552 10.122 40.131 0.070  -3.357 0.314  H21 8XN 50 
8XN H22 H22 H 0 1 N N N -16.968 9.077  39.767 -1.372 -4.377 0.093  H22 8XN 51 
8XN H23 H23 H 0 1 N N N -20.916 13.083 42.761 -3.690 1.888  0.114  H23 8XN 52 
8XN H24 H24 H 0 1 N N N -18.275 16.203 45.975 -8.325 -0.733 -0.103 H24 8XN 53 
8XN H25 H25 H 0 1 N N N -17.737 13.914 44.761 -5.720 -1.300 -0.139 H25 8XN 54 
# 
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 
8XN C14 O1  SING N N 1  
8XN O1  C13 SING N N 2  
8XN O   C11 DOUB N N 3  
8XN C   C1  SING N N 4  
8XN C13 C12 SING N N 5  
8XN C6  C7  SING Y N 6  
8XN C6  C5  DOUB Y N 7  
8XN C11 C7  SING N N 8  
8XN C11 N3  SING N N 9  
8XN C1  C2  DOUB Y N 10 
8XN C1  C4  SING Y N 11 
8XN C2  N   SING Y N 12 
8XN C12 N3  SING N N 13 
8XN C7  C8  DOUB Y N 14 
8XN N3  C10 SING N N 15 
8XN C15 C10 SING N N 16 
8XN C5  C4  SING N N 17 
8XN C5  N2  SING Y N 18 
8XN C4  N1  DOUB Y N 19 
8XN N   C3  DOUB Y N 20 
8XN C10 C9  SING N N 21 
8XN N1  C3  SING Y N 22 
8XN C8  N2  SING Y N 23 
8XN C8  C9  SING N N 24 
8XN C3  N4  SING N N 25 
8XN N4  C16 SING N N 26 
8XN C19 N6  SING N N 27 
8XN C16 N6  SING Y N 28 
8XN C16 C17 DOUB Y N 29 
8XN N6  N5  SING Y N 30 
8XN C17 C18 SING Y N 31 
8XN N5  C18 DOUB Y N 32 
8XN C2  H1  SING N N 33 
8XN C9  H2  SING N N 34 
8XN C9  H3  SING N N 35 
8XN C10 H4  SING N N 36 
8XN C12 H5  SING N N 37 
8XN C12 H6  SING N N 38 
8XN C13 H7  SING N N 39 
8XN C13 H8  SING N N 40 
8XN C14 H9  SING N N 41 
8XN C14 H10 SING N N 42 
8XN C14 H11 SING N N 43 
8XN C15 H12 SING N N 44 
8XN C15 H13 SING N N 45 
8XN C15 H14 SING N N 46 
8XN C19 H15 SING N N 47 
8XN C19 H16 SING N N 48 
8XN C19 H17 SING N N 49 
8XN C6  H18 SING N N 50 
8XN N2  H19 SING N N 51 
8XN C   H20 SING N N 52 
8XN C   H21 SING N N 53 
8XN C   H22 SING N N 54 
8XN N4  H23 SING N N 55 
8XN C18 H24 SING N N 56 
8XN C17 H25 SING N N 57 
# 
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 
8XN InChI            InChI                1.03  "InChI=1S/C20H25N7O2/c1-12-11-21-20(24-17-5-6-22-26(17)3)25-18(12)16-10-14-15(23-16)9-13(2)27(19(14)28)7-8-29-4/h5-6,10-11,13,23H,7-9H2,1-4H3,(H,21,24,25)/t13-/m0/s1" 
8XN InChIKey         InChI                1.03  PNXHDOWDWLRBSB-ZDUSSCGKSA-N                                                                                                                                            
8XN SMILES_CANONICAL CACTVS               3.385 "COCCN1[C@@H](C)Cc2[nH]c(cc2C1=O)c3nc(Nc4ccnn4C)ncc3C"                                                                                                                 
8XN SMILES           CACTVS               3.385 "COCCN1[CH](C)Cc2[nH]c(cc2C1=O)c3nc(Nc4ccnn4C)ncc3C"                                                                                                                   
8XN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cnc(nc1c2cc3c([nH]2)C[C@@H](N(C3=O)CCOC)C)Nc4ccnn4C"                                                                                                               
8XN SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1cnc(nc1c2cc3c([nH]2)CC(N(C3=O)CCOC)C)Nc4ccnn4C"                                                                                                                    
# 
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 
8XN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(6~{S})-5-(2-methoxyethyl)-6-methyl-2-[5-methyl-2-[(2-methylpyrazol-3-yl)amino]pyrimidin-4-yl]-6,7-dihydro-1~{H}-pyrrolo[3,2-c]pyridin-4-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 
8XN "Create component" 2017-03-22 EBI  
8XN "Initial release"  2017-04-19 RCSB 
# 
