data_4PY # _chem_comp.id 4PY _chem_comp.name "(2S)-1-(6H-INDOL-3-YL)-3-{[5-(7H-PYRAZOLO[3,4-C]PYRIDIN-5-YL)PYRIDIN-3-YL]OXY}PROPAN-2-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-02 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 384.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4PY _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 4PY C4 C4 C 0 1 N N N 13.374 13.089 1.365 4.759 6.187 -1.194 C4 4PY 1 4PY C5 C5 C 0 1 N N N 15.574 10.131 1.272 7.626 6.743 0.911 C5 4PY 2 4PY C6 C6 C 0 1 N N N 14.398 10.790 3.536 7.892 5.226 -1.194 C6 4PY 3 4PY C8 C8 C 0 1 N N N 14.505 12.590 -1.197 4.416 7.879 1.132 C8 4PY 4 4PY C10 C10 C 0 1 N N S 13.415 9.598 3.841 8.546 3.999 -0.510 C10 4PY 5 4PY C15 C15 C 0 1 Y N N 10.835 9.987 1.130 5.401 2.150 -0.507 C15 4PY 6 4PY C17 C17 C 0 1 Y N N 10.942 10.160 -0.271 5.177 1.686 0.771 C17 4PY 7 4PY C20 C20 C 0 1 N N N 6.962 10.070 1.411 1.893 1.926 -1.863 C20 4PY 8 4PY C21 C21 C 0 1 Y N N 8.594 10.267 -0.515 2.938 1.396 0.348 C21 4PY 9 4PY C22 C22 C 0 1 N N N 6.643 10.166 2.797 1.945 2.997 -2.897 C22 4PY 10 4PY C24 C24 C 0 1 N N N 5.309 10.123 3.208 0.891 3.054 -3.693 C24 4PY 11 4PY C26 C26 C 0 1 N N N 4.250 9.980 2.219 -0.220 2.143 -3.575 C26 4PY 12 4PY C1 C1 C 0 1 N N N 14.238 11.993 1.171 5.825 6.490 -0.271 C1 4PY 13 4PY C2 C2 C 0 1 N N N 14.729 10.964 2.051 7.098 6.083 -0.294 C2 4PY 14 4PY C3 C3 C 0 1 N N N 14.810 11.740 -0.128 5.616 7.341 0.883 C3 4PY 15 4PY N7 N7 N 0 1 N N N 15.617 10.596 -0.011 6.783 7.464 1.588 N7 4PY 16 4PY C9 C9 C 0 1 N N N 13.065 13.955 0.275 3.545 6.717 -0.965 C9 4PY 17 4PY C11 C11 C 0 1 N N N 13.633 13.702 -1.008 3.236 7.618 0.218 C11 4PY 18 4PY C12 C12 C 0 1 N N N 11.952 9.693 3.318 7.522 3.035 0.102 C12 4PY 19 4PY N13 N13 N 0 1 N N N 14.005 8.354 3.333 9.335 3.262 -1.501 N13 4PY 20 4PY O14 O14 O 0 1 N N N 12.009 9.858 1.894 6.659 2.522 -0.904 O14 4PY 21 4PY C16 C16 C 0 1 Y N N 9.522 9.956 1.696 4.335 2.235 -1.384 C16 4PY 22 4PY C18 C18 C 0 1 Y N N 8.366 10.099 0.869 3.069 1.850 -0.954 C18 4PY 23 4PY N19 N19 N 0 1 Y N N 9.847 10.297 -1.069 3.963 1.304 1.225 N19 4PY 24 4PY N23 N23 N 0 1 N N N 5.892 9.936 0.503 0.943 1.071 -1.703 N23 4PY 25 4PY C25 C25 C 0 1 N N N 4.581 9.891 0.880 -0.253 1.072 -2.549 C25 4PY 26 4PY C27 C27 C 0 1 N N N 4.675 10.194 4.524 0.497 3.889 -4.805 C27 4PY 27 4PY N28 N28 N 0 1 N N N 3.104 9.974 2.980 -1.135 2.397 -4.472 N28 4PY 28 4PY N29 N29 N 0 1 N N N 3.367 10.098 4.298 -0.666 3.531 -5.267 N29 4PY 29 4PY H4 H4 H 0 1 N N N 12.946 13.273 2.339 4.940 5.549 -2.050 H4 4PY 30 4PY H5 H5 H 0 1 N N N 16.102 9.263 1.638 8.682 6.607 1.183 H5 4PY 31 4PY H61 1H6 H 0 1 N N N 15.339 10.599 4.073 7.231 4.875 -2.004 H61 4PY 32 4PY H62 2H6 H 0 1 N N N 13.893 11.712 3.861 8.677 5.828 -1.682 H62 4PY 33 4PY H8 H8 H 0 1 N N N 14.933 12.403 -2.171 4.265 8.517 1.997 H8 4PY 34 4PY H10 H10 H 0 1 N N N 13.307 9.635 4.935 9.219 4.358 0.278 H10 4PY 35 4PY H17 H17 H 0 1 N N N 11.923 10.184 -0.721 5.983 1.603 1.494 H17 4PY 36 4PY H21 H21 H 0 1 N N N 7.740 10.377 -1.167 1.975 1.082 0.741 H21 4PY 37 4PY H22 H22 H 0 1 N N N 7.431 10.272 3.528 2.791 3.667 -2.968 H22 4PY 38 4PY H9 H9 H 0 1 N N N 12.405 14.797 0.420 2.732 6.499 -1.651 H9 4PY 39 4PY H111 1H11 H 0 0 N N N 14.220 14.596 -1.263 2.867 8.577 -0.161 H111 4PY 40 4PY H112 2H11 H 0 0 N N N 12.762 13.456 -1.633 2.432 7.160 0.806 H112 4PY 41 4PY H121 1H12 H 0 0 N N N 11.442 10.552 3.778 6.914 3.532 0.867 H121 4PY 42 4PY H122 2H12 H 0 0 N N N 11.390 8.784 3.578 8.026 2.179 0.565 H122 4PY 43 4PY H131 1H13 H 0 0 N N N 14.139 8.427 2.345 9.303 3.575 -2.445 H131 4PY 44 4PY H132 2H13 H 0 0 N N N 14.887 8.197 3.778 9.699 2.376 -1.238 H132 4PY 45 4PY H16 H16 H 0 1 N N N 9.403 9.823 2.761 4.484 2.597 -2.399 H16 4PY 46 4PY H251 1H25 H 0 0 N N N 4.090 10.742 0.385 -1.140 1.213 -1.923 H251 4PY 47 4PY H252 2H25 H 0 0 N N N 4.261 8.877 0.597 -0.341 0.105 -3.055 H252 4PY 48 4PY H27 H27 H 0 1 N N N 5.166 10.302 5.480 1.129 4.707 -5.173 H27 4PY 49 # 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 4PY C4 C9 DOUB N N 1 4PY C4 C1 SING N N 2 4PY C4 H4 SING N N 3 4PY C5 N7 DOUB N N 4 4PY C5 C2 SING N N 5 4PY C5 H5 SING N N 6 4PY C6 C2 SING N N 7 4PY C6 C10 SING N N 8 4PY C6 H61 SING N N 9 4PY C6 H62 SING N N 10 4PY C8 C11 SING N N 11 4PY C8 C3 DOUB N N 12 4PY C8 H8 SING N N 13 4PY C10 C12 SING N N 14 4PY C10 N13 SING N N 15 4PY C10 H10 SING N N 16 4PY C15 C17 DOUB Y N 17 4PY C15 C16 SING Y N 18 4PY C15 O14 SING N N 19 4PY C17 N19 SING Y N 20 4PY C17 H17 SING N N 21 4PY C20 N23 DOUB N N 22 4PY C20 C18 SING N N 23 4PY C20 C22 SING N N 24 4PY C21 N19 DOUB Y N 25 4PY C21 C18 SING Y N 26 4PY C21 H21 SING N N 27 4PY C22 C24 DOUB N N 28 4PY C22 H22 SING N N 29 4PY C24 C26 SING N N 30 4PY C24 C27 SING N N 31 4PY C26 C25 SING N N 32 4PY C26 N28 DOUB N N 33 4PY C1 C3 SING N N 34 4PY C1 C2 DOUB N N 35 4PY C3 N7 SING N N 36 4PY C9 C11 SING N N 37 4PY C9 H9 SING N N 38 4PY C11 H111 SING N N 39 4PY C11 H112 SING N N 40 4PY C12 O14 SING N N 41 4PY C12 H121 SING N N 42 4PY C12 H122 SING N N 43 4PY N13 H131 SING N N 44 4PY N13 H132 SING N N 45 4PY C16 C18 DOUB Y N 46 4PY C16 H16 SING N N 47 4PY N23 C25 SING N N 48 4PY C25 H251 SING N N 49 4PY C25 H252 SING N N 50 4PY C27 N29 DOUB N N 51 4PY C27 H27 SING N N 52 4PY N28 N29 SING N N 53 # 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 4PY SMILES ACDLabs 10.04 "N2=C(C=C1C=NN=C1C2)c5cc(OCC(N)CC3=C4C=CCC=C4N=C3)cnc5" 4PY SMILES_CANONICAL CACTVS 3.341 "N[C@H](COc1cncc(c1)C2=NCC3=NN=CC3=C2)CC4=C5C=CCC=C5N=C4" 4PY SMILES CACTVS 3.341 "N[CH](COc1cncc(c1)C2=NCC3=NN=CC3=C2)CC4=C5C=CCC=C5N=C4" 4PY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(cncc1OC[C@H](CC2=C3C=CCC=C3N=C2)N)C4=NCC5=NN=CC5=C4" 4PY SMILES "OpenEye OEToolkits" 1.5.0 "c1c(cncc1OCC(CC2=C3C=CCC=C3N=C2)N)C4=NCC5=NN=CC5=C4" 4PY InChI InChI 1.03 "InChI=1S/C22H20N6O/c23-17(5-14-9-25-20-4-2-1-3-19(14)20)13-29-18-6-15(8-24-11-18)21-7-16-10-27-28-22(16)12-26-21/h1,3-4,6-11,17H,2,5,12-13,23H2/t17-/m0/s1" 4PY InChIKey InChI 1.03 CCIACUJJBPSOHE-KRWDZBQOSA-N # 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 4PY "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-(6H-indol-3-yl)-3-{[5-(7H-pyrazolo[3,4-c]pyridin-5-yl)pyridin-3-yl]oxy}propan-2-amine" 4PY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-(6H-indol-3-yl)-3-[5-(7H-pyrazolo[4,3-d]pyridin-5-yl)pyridin-3-yl]oxy-propan-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4PY "Create component" 2007-02-02 EBI 4PY "Modify descriptor" 2011-06-04 RCSB #