data_1JD
# 
_chem_comp.id                                    1JD 
_chem_comp.name                                  "(2S)-2-{[1-(3-chloropyridin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]oxy}-N-(5-methylpyridin-2-yl)-3-(propan-2-yloxy)propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 Cl N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-02-14 
_chem_comp.pdbx_modified_date                    2013-04-19 
_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                        467.908 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1JD 
_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        4IXC 
_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 
1JD C1  C1  C  0 1 N N N 55.576 10.387 14.948 8.563  -3.103 0.693  C1  1JD 1  
1JD C2  C2  C  0 1 Y N N 56.459 11.491 15.483 7.420  -2.238 0.229  C2  1JD 2  
1JD C3  C3  C  0 1 Y N N 57.829 11.437 15.407 7.597  -1.344 -0.819 C3  1JD 3  
1JD C4  C4  C  0 1 Y N N 58.574 12.499 15.928 6.521  -0.569 -1.214 C4  1JD 4  
1JD C5  C5  C  0 1 Y N N 57.890 13.580 16.508 5.307  -0.709 -0.552 C5  1JD 5  
1JD N1  N1  N  0 1 Y N N 56.562 13.585 16.561 5.178  -1.572 0.444  N1  1JD 6  
1JD C6  C6  C  0 1 Y N N 55.891 12.564 16.057 6.184  -2.329 0.838  C6  1JD 7  
1JD N2  N2  N  0 1 N N N 58.560 14.717 17.085 4.215  0.066  -0.939 N2  1JD 8  
1JD C7  C7  C  0 1 N N N 59.839 15.054 16.923 3.009  -0.137 -0.373 C7  1JD 9  
1JD O1  O1  O  0 1 N N N 60.661 14.418 16.226 2.893  -0.929 0.539  O1  1JD 10 
1JD C8  C8  C  0 1 N N S 60.249 16.320 17.681 1.805  0.620  -0.871 C8  1JD 11 
1JD C9  C9  C  0 1 N N N 59.698 17.593 17.095 2.043  2.122  -0.706 C9  1JD 12 
1JD O2  O2  O  0 1 N N N 60.051 18.636 17.988 2.371  2.406  0.656  O2  1JD 13 
1JD C10 C10 C  0 1 N N N 60.132 19.910 17.362 2.614  3.789  0.919  C10 1JD 14 
1JD C11 C11 C  0 1 N N N 61.465 20.054 16.670 1.301  4.472  1.311  C11 1JD 15 
1JD C12 C12 C  0 1 N N N 59.991 20.986 18.435 3.619  3.921  2.065  C12 1JD 16 
1JD O3  O3  O  0 1 N N N 61.671 16.457 17.705 0.654  0.234  -0.117 O3  1JD 17 
1JD C13 C13 C  0 1 Y N N 62.348 15.639 18.526 -0.541 0.285  -0.751 C13 1JD 18 
1JD C14 C14 C  0 1 Y N N 63.734 15.552 18.432 -1.724 -0.071 -0.084 C14 1JD 19 
1JD C15 C15 C  0 1 Y N N 64.813 16.085 17.685 -2.053 -0.533 1.257  C15 1JD 20 
1JD N3  N3  N  0 1 Y N N 65.960 15.581 18.086 -3.343 -0.709 1.310  N3  1JD 21 
1JD N4  N4  N  0 1 Y N N 65.658 14.729 19.121 -3.921 -0.393 0.075  N4  1JD 22 
1JD C16 C16 C  0 1 Y N N 64.318 14.663 19.331 -2.942 -0.000 -0.791 C16 1JD 23 
1JD N5  N5  N  0 1 Y N N 63.703 13.918 20.257 -2.921 0.400  -2.061 N5  1JD 24 
1JD C17 C17 C  0 1 Y N N 62.400 14.111 20.220 -1.786 0.723  -2.643 C17 1JD 25 
1JD N6  N6  N  0 1 Y N N 61.692 14.917 19.423 -0.624 0.677  -2.016 N6  1JD 26 
1JD C18 C18 C  0 1 Y N N 66.691 13.978 19.718 -5.283 -0.469 -0.224 C18 1JD 27 
1JD C19 C19 C  0 1 Y N N 67.126 12.819 19.131 -6.182 -0.882 0.755  C19 1JD 28 
1JD C20 C20 C  0 1 Y N N 68.111 12.084 19.717 -7.530 -0.952 0.445  C20 1JD 29 
1JD C21 C21 C  0 1 Y N N 68.629 12.549 20.904 -7.933 -0.605 -0.838 C21 1JD 30 
1JD C22 C22 C  0 1 Y N N 68.144 13.724 21.461 -6.985 -0.205 -1.759 C22 1JD 31 
1JD N7  N7  N  0 1 Y N N 67.162 14.455 20.881 -5.708 -0.143 -1.434 N7  1JD 32 
1JD CL1 CL1 CL 0 0 N N N 66.370 12.376 17.637 -5.621 -1.304 2.343  CL1 1JD 33 
1JD H1  H1  H  0 1 N N N 55.395 9.645  15.740 8.561  -4.038 0.132  H1  1JD 34 
1JD H2  H2  H  0 1 N N N 54.617 10.812 14.618 9.505  -2.581 0.525  H2  1JD 35 
1JD H3  H3  H  0 1 N N N 56.073 9.900  14.096 8.450  -3.316 1.755  H3  1JD 36 
1JD H4  H4  H  0 1 N N N 58.322 10.590 14.953 8.552  -1.257 -1.314 H4  1JD 37 
1JD H5  H5  H  0 1 N N N 59.653 12.488 15.885 6.623  0.137  -2.025 H5  1JD 38 
1JD H6  H6  H  0 1 N N N 54.813 12.595 16.110 6.040  -3.025 1.651  H6  1JD 39 
1JD H7  H7  H  0 1 N N N 58.009 15.315 17.667 4.323  0.752  -1.617 H7  1JD 40 
1JD H8  H8  H  0 1 N N N 59.878 16.230 18.713 1.643  0.392  -1.924 H8  1JD 41 
1JD H9  H9  H  0 1 N N N 60.139 17.776 16.104 2.866  2.433  -1.350 H9  1JD 42 
1JD H10 H10 H  0 1 N N N 58.604 17.526 17.003 1.140  2.666  -0.983 H10 1JD 43 
1JD H11 H11 H  0 1 N N N 59.325 20.030 16.625 3.018  4.264  0.025  H11 1JD 44 
1JD H12 H12 H  0 1 N N N 61.523 21.041 16.187 0.898  3.997  2.205  H12 1JD 45 
1JD H13 H13 H  0 1 N N N 62.274 19.959 17.409 1.487  5.527  1.512  H13 1JD 46 
1JD H14 H14 H  0 1 N N N 61.570 19.267 15.909 0.585  4.378  0.495  H14 1JD 47 
1JD H15 H15 H  0 1 N N N 59.018 20.878 18.937 4.554  3.435  1.787  H15 1JD 48 
1JD H16 H16 H  0 1 N N N 60.799 20.876 19.173 3.804  4.976  2.266  H16 1JD 49 
1JD H17 H17 H  0 1 N N N 60.054 21.980 17.968 3.215  3.446  2.960  H17 1JD 50 
1JD H18 H18 H  0 1 N N N 64.708 16.810 16.891 -1.354 -0.700 2.063  H18 1JD 51 
1JD H19 H19 H  0 1 N N N 61.825 13.539 20.932 -1.806 1.044  -3.674 H19 1JD 52 
1JD H20 H20 H  0 1 N N N 68.472 11.171 19.267 -8.251 -1.269 1.184  H20 1JD 53 
1JD H21 H21 H  0 1 N N N 69.414 11.999 21.403 -8.976 -0.650 -1.112 H21 1JD 54 
1JD H22 H22 H  0 1 N N N 68.566 14.069 22.393 -7.294 0.066  -2.758 H22 1JD 55 
# 
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 
1JD C1  C2  SING N N 1  
1JD C3  C2  DOUB Y N 2  
1JD C3  C4  SING Y N 3  
1JD C2  C6  SING Y N 4  
1JD C4  C5  DOUB Y N 5  
1JD C6  N1  DOUB Y N 6  
1JD O1  C7  DOUB N N 7  
1JD C5  N1  SING Y N 8  
1JD C5  N2  SING N N 9  
1JD C11 C10 SING N N 10 
1JD C7  N2  SING N N 11 
1JD C7  C8  SING N N 12 
1JD C9  C8  SING N N 13 
1JD C9  O2  SING N N 14 
1JD C10 O2  SING N N 15 
1JD C10 C12 SING N N 16 
1JD CL1 C19 SING N N 17 
1JD C8  O3  SING N N 18 
1JD C15 N3  DOUB Y N 19 
1JD C15 C14 SING Y N 20 
1JD O3  C13 SING N N 21 
1JD N3  N4  SING Y N 22 
1JD C14 C13 DOUB Y N 23 
1JD C14 C16 SING Y N 24 
1JD C13 N6  SING Y N 25 
1JD N4  C16 SING Y N 26 
1JD N4  C18 SING N N 27 
1JD C19 C20 DOUB Y N 28 
1JD C19 C18 SING Y N 29 
1JD C16 N5  DOUB Y N 30 
1JD N6  C17 DOUB Y N 31 
1JD C20 C21 SING Y N 32 
1JD C18 N7  DOUB Y N 33 
1JD C17 N5  SING Y N 34 
1JD N7  C22 SING Y N 35 
1JD C21 C22 DOUB Y N 36 
1JD C1  H1  SING N N 37 
1JD C1  H2  SING N N 38 
1JD C1  H3  SING N N 39 
1JD C3  H4  SING N N 40 
1JD C4  H5  SING N N 41 
1JD C6  H6  SING N N 42 
1JD N2  H7  SING N N 43 
1JD C8  H8  SING N N 44 
1JD C9  H9  SING N N 45 
1JD C9  H10 SING N N 46 
1JD C10 H11 SING N N 47 
1JD C11 H12 SING N N 48 
1JD C11 H13 SING N N 49 
1JD C11 H14 SING N N 50 
1JD C12 H15 SING N N 51 
1JD C12 H16 SING N N 52 
1JD C12 H17 SING N N 53 
1JD C15 H18 SING N N 54 
1JD C17 H19 SING N N 55 
1JD C20 H20 SING N N 56 
1JD C21 H21 SING N N 57 
1JD C22 H22 SING N N 58 
# 
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 
1JD SMILES           ACDLabs              12.01 "O=C(Nc1ncc(cc1)C)C(Oc2ncnc3c2cnn3c4ncccc4Cl)COC(C)C"                                                                                                                             
1JD InChI            InChI                1.03  "InChI=1S/C22H22ClN7O3/c1-13(2)32-11-17(21(31)29-18-7-6-14(3)9-25-18)33-22-15-10-28-30(19(15)26-12-27-22)20-16(23)5-4-8-24-20/h4-10,12-13,17H,11H2,1-3H3,(H,25,29,31)/t17-/m0/s1" 
1JD InChIKey         InChI                1.03  AAGISEXHOPCAHZ-KRWDZBQOSA-N                                                                                                                                                       
1JD SMILES_CANONICAL CACTVS               3.370 "CC(C)OC[C@H](Oc1ncnc2n(ncc12)c3ncccc3Cl)C(=O)Nc4ccc(C)cn4"                                                                                                                       
1JD SMILES           CACTVS               3.370 "CC(C)OC[CH](Oc1ncnc2n(ncc12)c3ncccc3Cl)C(=O)Nc4ccc(C)cn4"                                                                                                                        
1JD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(nc1)NC(=O)[C@H](COC(C)C)Oc2c3cnn(c3ncn2)c4c(cccn4)Cl"                                                                                                                     
1JD SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1ccc(nc1)NC(=O)C(COC(C)C)Oc2c3cnn(c3ncn2)c4c(cccn4)Cl"                                                                                                                         
# 
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 
1JD "SYSTEMATIC NAME" ACDLabs              12.01 "(2S)-2-{[1-(3-chloropyridin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]oxy}-N-(5-methylpyridin-2-yl)-3-(propan-2-yloxy)propanamide" 
1JD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[1-(3-chloranylpyridin-2-yl)pyrazolo[3,4-d]pyrimidin-4-yl]oxy-N-(5-methylpyridin-2-yl)-3-propan-2-yloxy-propanamide"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1JD "Create component" 2013-02-14 RCSB 
1JD "Initial release"  2013-04-24 RCSB 
# 
