data_9XJ # _chem_comp.id 9XJ _chem_comp.name "3-(3-chlorophenoxy)-1-[(piperidin-4-yl)methyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-22 _chem_comp.pdbx_modified_date 2017-07-14 _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 358.825 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9XJ _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 5W80 _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 9XJ CAH C1 C 0 1 N N N -7.952 -13.865 92.354 4.408 -2.128 0.776 CAH 9XJ 1 9XJ CAI C2 C 0 1 N N N -7.215 -13.580 91.020 4.993 -2.964 -0.365 CAI 9XJ 2 9XJ NAJ N1 N 0 1 N N N -6.184 -12.508 91.164 3.944 -3.818 -0.937 NAJ 9XJ 3 9XJ CAK C3 C 0 1 N N N -5.190 -12.818 92.220 2.855 -3.012 -1.504 CAK 9XJ 4 9XJ CAL C4 C 0 1 N N N -5.876 -13.021 93.598 2.205 -2.178 -0.397 CAL 9XJ 5 9XJ CAG C5 C 0 1 N N N -6.904 -14.195 93.473 3.262 -1.268 0.235 CAG 9XJ 6 9XJ CAF C6 C 0 1 N N N -7.577 -14.445 94.836 2.633 -0.475 1.383 CAF 9XJ 7 9XJ NAE N2 N 0 1 Y N N -8.537 -15.596 94.797 1.618 0.436 0.848 NAE 9XJ 8 9XJ NAM N3 N 0 1 Y N N -9.777 -15.452 94.791 0.263 0.128 0.679 NAM 9XJ 9 9XJ C6 C7 C 0 1 Y N N -8.248 -16.898 94.794 1.843 1.716 0.444 C6 9XJ 10 9XJ N1 N4 N 0 1 Y N N -7.057 -17.537 94.855 2.916 2.505 0.391 N1 9XJ 11 9XJ C2 C8 C 0 1 Y N N -7.012 -18.932 94.839 2.822 3.736 -0.063 C2 9XJ 12 9XJ N3 N5 N 0 1 Y N N -8.216 -19.641 94.783 1.683 4.256 -0.485 N3 9XJ 13 9XJ C4 C9 C 0 1 Y N N -9.380 -18.948 94.768 0.557 3.549 -0.472 C4 9XJ 14 9XJ NAA N6 N 0 1 N N N -10.544 -19.612 94.735 -0.630 4.099 -0.915 NAA 9XJ 15 9XJ C5 C10 C 0 1 Y N N -9.409 -17.586 94.777 0.606 2.228 0.004 C5 9XJ 16 9XJ CAN C11 C 0 1 Y N N -10.368 -16.635 94.751 -0.369 1.158 0.181 CAN 9XJ 17 9XJ OAO O1 O 0 1 N N N -11.735 -16.697 94.676 -1.694 1.221 -0.114 OAO 9XJ 18 9XJ CAP C12 C 0 1 Y N N -12.426 -16.719 95.864 -2.436 0.092 0.037 CAP 9XJ 19 9XJ CAV C13 C 0 1 Y N N -13.795 -16.413 95.832 -3.812 0.138 -0.130 CAV 9XJ 20 9XJ CAT C14 C 0 1 Y N N -14.574 -16.512 96.988 -4.565 -1.012 0.024 CAT 9XJ 21 9XJ CL CL1 CL 0 0 N N N -16.243 -16.095 96.923 -6.287 -0.956 -0.184 CL 9XJ 22 9XJ CAS C15 C 0 1 Y N N -13.995 -16.907 98.200 -3.945 -2.207 0.344 CAS 9XJ 23 9XJ CAR C16 C 0 1 Y N N -12.622 -17.214 98.252 -2.573 -2.254 0.510 CAR 9XJ 24 9XJ CAQ C17 C 0 1 Y N N -11.850 -17.143 97.078 -1.817 -1.109 0.352 CAQ 9XJ 25 9XJ H1 H1 H 0 1 N N N -8.534 -12.979 92.647 4.030 -2.790 1.555 H1 9XJ 26 9XJ H2 H2 H 0 1 N N N -8.629 -14.722 92.222 5.183 -1.484 1.190 H2 9XJ 27 9XJ H3 H3 H 0 1 N N N -7.953 -13.264 90.268 5.383 -2.302 -1.138 H3 9XJ 28 9XJ H4 H4 H 0 1 N N N -6.721 -14.504 90.683 5.800 -3.588 0.019 H4 9XJ 29 9XJ H5 H5 H 0 1 N N N -5.705 -12.404 90.292 4.325 -4.447 -1.627 H5 9XJ 30 9XJ H7 H7 H 0 1 N N N -4.653 -13.739 91.948 3.255 -2.349 -2.271 H7 9XJ 31 9XJ H8 H8 H 0 1 N N N -4.475 -11.985 92.295 2.108 -3.671 -1.947 H8 9XJ 32 9XJ H9 H9 H 0 1 N N N -5.119 -13.270 94.356 1.408 -1.568 -0.822 H9 9XJ 33 9XJ H10 H10 H 0 1 N N N -6.399 -12.099 93.891 1.792 -2.840 0.363 H10 9XJ 34 9XJ H11 H11 H 0 1 N N N -6.358 -15.103 93.178 3.647 -0.579 -0.516 H11 9XJ 35 9XJ H12 H12 H 0 1 N N N -6.797 -14.661 95.581 2.168 -1.164 2.088 H12 9XJ 36 9XJ H13 H13 H 0 1 N N N -8.125 -13.538 95.131 3.405 0.101 1.893 H13 9XJ 37 9XJ H14 H14 H 0 1 N N N -6.067 -19.453 94.869 3.712 4.347 -0.091 H14 9XJ 38 9XJ H15 H15 H 0 1 N N N -10.367 -20.596 94.726 -1.444 3.571 -0.900 H15 9XJ 39 9XJ H16 H16 H 0 1 N N N -11.084 -19.378 95.544 -0.649 5.012 -1.241 H16 9XJ 40 9XJ H17 H17 H 0 1 N N N -14.251 -16.098 94.905 -4.296 1.071 -0.379 H17 9XJ 41 9XJ H18 H18 H 0 1 N N N -14.600 -16.976 99.092 -4.534 -3.104 0.464 H18 9XJ 42 9XJ H19 H19 H 0 1 N N N -12.164 -17.502 99.187 -2.092 -3.188 0.759 H19 9XJ 43 9XJ H20 H20 H 0 1 N N N -10.806 -17.416 97.108 -0.745 -1.148 0.479 H20 9XJ 44 # 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 9XJ CAI NAJ SING N N 1 9XJ CAI CAH SING N N 2 9XJ NAJ CAK SING N N 3 9XJ CAK CAL SING N N 4 9XJ CAH CAG SING N N 5 9XJ CAG CAL SING N N 6 9XJ CAG CAF SING N N 7 9XJ OAO CAN SING N N 8 9XJ OAO CAP SING N N 9 9XJ NAA C4 SING N N 10 9XJ CAN C5 SING Y N 11 9XJ CAN NAM DOUB Y N 12 9XJ C4 C5 DOUB Y N 13 9XJ C4 N3 SING Y N 14 9XJ C5 C6 SING Y N 15 9XJ N3 C2 DOUB Y N 16 9XJ NAM NAE SING Y N 17 9XJ C6 NAE SING Y N 18 9XJ C6 N1 DOUB Y N 19 9XJ NAE CAF SING N N 20 9XJ C2 N1 SING Y N 21 9XJ CAV CAP DOUB Y N 22 9XJ CAV CAT SING Y N 23 9XJ CAP CAQ SING Y N 24 9XJ CL CAT SING N N 25 9XJ CAT CAS DOUB Y N 26 9XJ CAQ CAR DOUB Y N 27 9XJ CAS CAR SING Y N 28 9XJ CAH H1 SING N N 29 9XJ CAH H2 SING N N 30 9XJ CAI H3 SING N N 31 9XJ CAI H4 SING N N 32 9XJ NAJ H5 SING N N 33 9XJ CAK H7 SING N N 34 9XJ CAK H8 SING N N 35 9XJ CAL H9 SING N N 36 9XJ CAL H10 SING N N 37 9XJ CAG H11 SING N N 38 9XJ CAF H12 SING N N 39 9XJ CAF H13 SING N N 40 9XJ C2 H14 SING N N 41 9XJ NAA H15 SING N N 42 9XJ NAA H16 SING N N 43 9XJ CAV H17 SING N N 44 9XJ CAS H18 SING N N 45 9XJ CAR H19 SING N N 46 9XJ CAQ H20 SING N N 47 # 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 9XJ SMILES ACDLabs 12.01 "C1C(CCNC1)Cn2nc(c3c2ncnc3N)Oc4cccc(c4)Cl" 9XJ InChI InChI 1.03 "InChI=1S/C17H19ClN6O/c18-12-2-1-3-13(8-12)25-17-14-15(19)21-10-22-16(14)24(23-17)9-11-4-6-20-7-5-11/h1-3,8,10-11,20H,4-7,9H2,(H2,19,21,22)" 9XJ InChIKey InChI 1.03 HYRFAZNYCCTVKT-UHFFFAOYSA-N 9XJ SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(CC3CCNCC3)nc(Oc4cccc(Cl)c4)c12" 9XJ SMILES CACTVS 3.385 "Nc1ncnc2n(CC3CCNCC3)nc(Oc4cccc(Cl)c4)c12" 9XJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)Cl)Oc2c3c(ncnc3n(n2)CC4CCNCC4)N" 9XJ SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)Cl)Oc2c3c(ncnc3n(n2)CC4CCNCC4)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 9XJ "SYSTEMATIC NAME" ACDLabs 12.01 "3-(3-chlorophenoxy)-1-[(piperidin-4-yl)methyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine" 9XJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-(3-chloranylphenoxy)-1-(piperidin-4-ylmethyl)pyrazolo[3,4-d]pyrimidin-4-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 9XJ "Create component" 2017-06-22 RCSB 9XJ "Initial release" 2017-07-19 RCSB #