data_19P
# 
_chem_comp.id                                    19P 
_chem_comp.name                                  "1-{1-[(2S)-2-hydroxypropanoyl]piperidin-4-yl}-3-methyl-8-(6-methylpyridin-3-yl)-1,3-dihydro-2H-imidazo[4,5-c][1,5]naphthyridin-2-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-11-12 
_chem_comp.pdbx_modified_date                    2013-11-15 
_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                        446.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     19P 
_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        4HVB 
_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 
19P C1  C1  C 0 1 Y N N 43.775 13.267 30.474 -3.012 1.071  0.058  C1  19P 1  
19P C2  C2  C 0 1 Y N N 44.188 12.279 29.567 -4.370 0.730  0.148  C2  19P 2  
19P C3  C3  C 0 1 Y N N 45.472 12.273 29.108 -4.740 -0.581 0.198  C3  19P 3  
19P C4  C4  C 0 1 Y N N 46.354 13.272 29.564 -3.732 -1.565 0.157  C4  19P 4  
19P C5  C5  C 0 1 Y N N 45.872 14.240 30.480 -2.379 -1.153 0.065  C5  19P 5  
19P N6  N6  N 0 1 Y N N 44.607 14.200 30.896 -2.074 0.143  0.020  N6  19P 6  
19P N7  N7  N 0 1 Y N N 47.623 13.311 29.144 -4.040 -2.865 0.203  N7  19P 7  
19P C8  C8  C 0 1 Y N N 48.462 14.231 29.556 -3.119 -3.799 0.167  C8  19P 8  
19P C9  C9  C 0 1 Y N N 48.069 15.223 30.457 -1.764 -3.479 0.077  C9  19P 9  
19P C10 C10 C 0 1 Y N N 46.763 15.238 30.932 -1.376 -2.145 0.025  C10 19P 10 
19P C11 C11 C 0 1 Y N N 42.375 13.267 30.961 -2.624 2.500  -0.001 C11 19P 11 
19P C12 C12 C 0 1 Y N N 41.337 12.839 30.134 -3.594 3.500  0.043  C12 19P 12 
19P N13 N13 N 0 1 Y N N 40.093 12.837 30.566 -3.250 4.771  -0.010 N13 19P 13 
19P C14 C14 C 0 1 Y N N 39.778 13.236 31.783 -1.990 5.147  -0.106 C14 19P 14 
19P C15 C15 C 0 1 Y N N 40.750 13.677 32.664 -0.969 4.216  -0.156 C15 19P 15 
19P C16 C16 C 0 1 Y N N 42.074 13.692 32.259 -1.279 2.868  -0.097 C16 19P 16 
19P C17 C17 C 0 1 N N N 38.337 13.213 32.222 -1.657 6.616  -0.163 C17 19P 17 
19P N18 N18 N 0 1 N N N 48.724 16.297 31.051 -0.598 -4.237 0.022  N18 19P 18 
19P C19 C19 C 0 1 N N N 47.848 16.934 31.852 0.450  -3.394 -0.060 C19 19P 19 
19P N20 N20 N 0 1 N N N 46.655 16.311 31.797 0.004  -2.123 -0.060 N20 19P 20 
19P C21 C21 C 0 1 N N N 45.448 16.706 32.527 0.838  -0.921 -0.137 C21 19P 21 
19P C22 C22 C 0 1 N N N 44.342 17.336 31.678 1.796  -0.889 1.057  C22 19P 22 
19P C23 C23 C 0 1 N N N 43.440 18.192 32.575 2.643  0.386  0.993  C23 19P 23 
19P N24 N24 N 0 1 N N N 42.950 17.360 33.682 3.308  0.446  -0.316 N24 19P 24 
19P C25 C25 C 0 1 N N N 43.927 16.635 34.508 2.489  0.333  -1.530 C25 19P 25 
19P C26 C26 C 0 1 N N N 44.823 15.798 33.590 1.644  -0.942 -1.438 C26 19P 26 
19P O27 O27 O 0 1 N N N 48.096 17.919 32.522 1.618  -3.729 -0.124 O27 19P 27 
19P C28 C28 C 0 1 N N N 50.125 16.670 30.843 -0.523 -5.700 0.049  C28 19P 28 
19P C29 C29 C 0 1 N N N 41.631 17.265 33.938 4.644  0.603  -0.400 C29 19P 29 
19P O30 O30 O 0 1 N N N 41.232 16.510 34.800 5.192  0.566  -1.482 O30 19P 30 
19P C31 C31 C 0 1 N N S 40.649 18.095 33.152 5.457  0.824  0.849  C31 19P 31 
19P O32 O32 O 0 1 N N N 39.317 17.693 33.478 6.848  0.785  0.524  O32 19P 32 
19P C33 C33 C 0 1 N N N 40.836 19.573 33.502 5.111  2.188  1.448  C33 19P 33 
19P H1  H1  H 0 1 N N N 43.490 11.525 29.233 -5.122 1.505  0.178  H1  19P 34 
19P H2  H2  H 0 1 N N N 45.805 11.519 28.410 -5.781 -0.859 0.268  H2  19P 35 
19P H3  H3  H 0 1 N N N 49.478 14.221 29.191 -3.416 -4.837 0.207  H3  19P 36 
19P H4  H4  H 0 1 N N N 41.555 12.506 29.130 -4.637 3.231  0.121  H4  19P 37 
19P H5  H5  H 0 1 N N N 40.479 14.006 33.656 0.059  4.536  -0.235 H5  19P 38 
19P H6  H6  H 0 1 N N N 42.854 14.023 32.928 -0.501 2.119  -0.129 H6  19P 39 
19P H7  H7  H 0 1 N N N 37.709 12.838 31.401 -1.505 6.994  0.849  H7  19P 40 
19P H8  H8  H 0 1 N N N 38.230 12.553 33.096 -0.746 6.760  -0.744 H8  19P 41 
19P H9  H9  H 0 1 N N N 38.019 14.231 32.491 -2.478 7.157  -0.633 H9  19P 42 
19P H10 H10 H 0 1 N N N 45.796 17.560 33.127 0.203  -0.036 -0.116 H10 19P 43 
19P H11 H11 H 0 1 N N N 44.792 17.969 30.899 1.222  -0.898 1.984  H11 19P 44 
19P H12 H12 H 0 1 N N N 43.744 16.543 31.206 2.448  -1.762 1.024  H12 19P 45 
19P H13 H13 H 0 1 N N N 44.014 19.040 32.976 2.001  1.258  1.117  H13 19P 46 
19P H14 H14 H 0 1 N N N 42.588 18.570 31.991 3.393  0.366  1.783  H14 19P 47 
19P H15 H15 H 0 1 N N N 43.399 15.975 35.212 1.835  1.200  -1.612 H15 19P 48 
19P H16 H16 H 0 1 N N N 44.542 17.353 35.070 3.138  0.280  -2.405 H16 19P 49 
19P H17 H17 H 0 1 N N N 44.221 15.019 33.100 2.297  -1.814 -1.448 H17 19P 50 
19P H18 H18 H 0 1 N N N 45.619 15.326 34.184 0.962  -0.988 -2.287 H18 19P 51 
19P H19 H19 H 0 1 N N N 50.361 17.561 31.444 -0.568 -6.084 -0.970 H19 19P 52 
19P H20 H20 H 0 1 N N N 50.775 15.838 31.150 0.414  -6.007 0.513  H20 19P 53 
19P H21 H21 H 0 1 N N N 50.291 16.892 29.778 -1.360 -6.096 0.623  H21 19P 54 
19P H22 H22 H 0 1 N N N 40.837 17.957 32.077 5.231  0.041  1.573  H22 19P 55 
19P H23 H23 H 0 1 N N N 39.343 17.028 34.156 7.122  1.456  -0.116 H23 19P 56 
19P H24 H24 H 0 1 N N N 41.861 19.883 33.251 5.233  2.960  0.688  H24 19P 57 
19P H25 H25 H 0 1 N N N 40.119 20.179 32.928 4.078  2.181  1.796  H25 19P 58 
19P H26 H26 H 0 1 N N N 40.662 19.720 34.578 5.776  2.396  2.286  H26 19P 59 
# 
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 
19P C3  C4  DOUB Y N 1  
19P C3  C2  SING Y N 2  
19P N7  C8  DOUB Y N 3  
19P N7  C4  SING Y N 4  
19P C8  C9  SING Y N 5  
19P C4  C5  SING Y N 6  
19P C2  C1  DOUB Y N 7  
19P C12 N13 DOUB Y N 8  
19P C12 C11 SING Y N 9  
19P C9  C10 DOUB Y N 10 
19P C9  N18 SING N N 11 
19P C1  N6  SING Y N 12 
19P C1  C11 SING N N 13 
19P C5  N6  DOUB Y N 14 
19P C5  C10 SING Y N 15 
19P N13 C14 SING Y N 16 
19P C28 N18 SING N N 17 
19P C10 N20 SING N N 18 
19P C11 C16 DOUB Y N 19 
19P N18 C19 SING N N 20 
19P C22 C21 SING N N 21 
19P C22 C23 SING N N 22 
19P C14 C17 SING N N 23 
19P C14 C15 DOUB Y N 24 
19P N20 C19 SING N N 25 
19P N20 C21 SING N N 26 
19P C19 O27 DOUB N N 27 
19P C16 C15 SING Y N 28 
19P C21 C26 SING N N 29 
19P C23 N24 SING N N 30 
19P C31 O32 SING N N 31 
19P C31 C33 SING N N 32 
19P C31 C29 SING N N 33 
19P C26 C25 SING N N 34 
19P N24 C29 SING N N 35 
19P N24 C25 SING N N 36 
19P C29 O30 DOUB N N 37 
19P C2  H1  SING N N 38 
19P C3  H2  SING N N 39 
19P C8  H3  SING N N 40 
19P C12 H4  SING N N 41 
19P C15 H5  SING N N 42 
19P C16 H6  SING N N 43 
19P C17 H7  SING N N 44 
19P C17 H8  SING N N 45 
19P C17 H9  SING N N 46 
19P C21 H10 SING N N 47 
19P C22 H11 SING N N 48 
19P C22 H12 SING N N 49 
19P C23 H13 SING N N 50 
19P C23 H14 SING N N 51 
19P C25 H15 SING N N 52 
19P C25 H16 SING N N 53 
19P C26 H17 SING N N 54 
19P C26 H18 SING N N 55 
19P C28 H19 SING N N 56 
19P C28 H20 SING N N 57 
19P C28 H21 SING N N 58 
19P C31 H22 SING N N 59 
19P O32 H23 SING N N 60 
19P C33 H24 SING N N 61 
19P C33 H25 SING N N 62 
19P C33 H26 SING N N 63 
# 
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 
19P SMILES           ACDLabs              12.01 "O=C(N5CCC(N3C(=O)N(c2cnc1ccc(nc1c23)c4ccc(nc4)C)C)CC5)C(O)C"                                                                                                                
19P InChI            InChI                1.03  "InChI=1S/C24H26N6O3/c1-14-4-5-16(12-25-14)18-6-7-19-21(27-18)22-20(13-26-19)28(3)24(33)30(22)17-8-10-29(11-9-17)23(32)15(2)31/h4-7,12-13,15,17,31H,8-11H2,1-3H3/t15-/m0/s1" 
19P InChIKey         InChI                1.03  GACQNUHFDBEIQH-HNNXBMFYSA-N                                                                                                                                                  
19P SMILES_CANONICAL CACTVS               3.370 "C[C@H](O)C(=O)N1CC[C@@H](CC1)N2C(=O)N(C)c3cnc4ccc(nc4c23)c5ccc(C)nc5"                                                                                                       
19P SMILES           CACTVS               3.370 "C[CH](O)C(=O)N1CC[CH](CC1)N2C(=O)N(C)c3cnc4ccc(nc4c23)c5ccc(C)nc5"                                                                                                          
19P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cn1)c2ccc3c(n2)c4c(cn3)N(C(=O)N4C5CCN(CC5)C(=O)[C@H](C)O)C"                                                                                                          
19P SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cn1)c2ccc3c(n2)c4c(cn3)N(C(=O)N4C5CCN(CC5)C(=O)C(C)O)C"                                                                                                              
# 
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 
19P "SYSTEMATIC NAME" ACDLabs              12.01 "1-{1-[(2S)-2-hydroxypropanoyl]piperidin-4-yl}-3-methyl-8-(6-methylpyridin-3-yl)-1,3-dihydro-2H-imidazo[4,5-c][1,5]naphthyridin-2-one" 
19P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-methyl-8-(6-methylpyridin-3-yl)-1-[1-[(2S)-2-oxidanylpropanoyl]piperidin-4-yl]imidazo[4,5-c][1,5]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 
19P "Create component" 2012-11-12 RCSB 
19P "Initial release"  2013-11-20 RCSB 
# 
