data_JEA # _chem_comp.id JEA _chem_comp.name "6-[(3S,4S)-4-amino-3-methyl-2-oxa-8-azaspiro[4.5]decan-8-yl]-3-[3-chloro-2-(cyclopropylamino)pyridin-4-yl]-5-methyl-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 Cl N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-09-05 _chem_comp.pdbx_modified_date 2019-02-08 _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 484.982 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JEA _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 6MDC _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 JEA C1 C1 C 0 1 Y N N 22.504 40.130 5.153 -0.032 -1.942 0.333 C1 JEA 1 JEA C2 C2 C 0 1 Y N N 21.335 40.897 5.145 1.094 -1.161 -0.196 C2 JEA 2 JEA C3 C3 C 0 1 N N N 21.115 41.919 4.088 0.789 0.088 -0.898 C3 JEA 3 JEA O1 O1 O 0 1 N N N 29.264 42.887 2.117 -7.402 0.671 -1.086 O1 JEA 4 JEA O2 O2 O 0 1 N N N 20.087 42.599 4.088 1.673 0.784 -1.362 O2 JEA 5 JEA C11 C4 C 0 1 N N S 29.534 42.278 3.347 -7.845 0.867 0.268 C11 JEA 6 JEA C12 C5 C 0 1 N N S 28.186 42.523 4.061 -6.591 0.860 1.166 C12 JEA 7 JEA C13 C6 C 0 1 N N N 30.810 42.918 3.901 -8.785 -0.270 0.677 C13 JEA 8 JEA C14 C7 C 0 1 N N N 21.863 42.894 1.983 -0.865 1.679 -1.708 C14 JEA 9 JEA C15 C8 C 0 1 Y N N 20.617 40.523 6.234 2.249 -1.858 0.129 C15 JEA 10 JEA C16 C9 C 0 1 Y N N 19.300 40.875 6.764 3.633 -1.458 -0.197 C16 JEA 11 JEA C17 C10 C 0 1 Y N N 18.108 40.784 5.997 4.198 -0.306 0.360 C17 JEA 12 JEA C18 C11 C 0 1 Y N N 16.880 41.178 6.593 5.504 0.030 0.025 C18 JEA 13 JEA C19 C12 C 0 1 Y N N 17.951 41.703 8.600 5.706 -1.821 -1.346 C19 JEA 14 JEA C20 C13 C 0 1 Y N N 19.205 41.299 8.101 4.419 -2.227 -1.067 C20 JEA 15 JEA C21 C14 C 0 1 N N N 14.398 41.529 6.332 7.457 1.535 0.223 C21 JEA 16 JEA C22 C15 C 0 1 N N N 13.344 42.015 5.367 8.235 2.394 1.222 C22 JEA 17 JEA C23 C16 C 0 1 N N N 14.034 42.998 6.290 7.744 3.005 -0.091 C23 JEA 18 JEA C10 C17 C 0 1 N N N 28.011 42.409 1.676 -6.044 1.160 -1.163 C10 JEA 19 JEA C4 C18 C 0 1 N N N 23.309 41.183 3.270 -1.505 -0.343 -0.492 C4 JEA 20 JEA C5 C19 C 0 1 N N N 24.793 42.744 1.985 -3.869 -0.882 -0.959 C5 JEA 21 JEA C6 C20 C 0 1 N N N 25.952 43.221 2.889 -4.981 -0.748 0.088 C6 JEA 22 JEA C7 C21 C 0 1 N N N 27.152 42.205 2.951 -5.423 0.706 0.174 C7 JEA 23 JEA C8 C22 C 0 1 N N N 26.655 40.714 3.078 -4.267 1.617 0.561 C8 JEA 24 JEA C9 C23 C 0 1 N N N 25.406 40.370 2.210 -3.151 1.498 -0.484 C9 JEA 25 JEA N1 N1 N 0 1 N N N 22.111 42.001 3.150 -0.513 0.438 -1.013 N1 JEA 26 JEA N2 N2 N 0 1 N N N 23.524 40.343 4.253 -1.291 -1.462 0.147 N2 JEA 27 JEA N3 N3 N 0 1 N N N 24.401 41.407 2.436 -2.804 0.079 -0.641 N3 JEA 28 JEA N4 N4 N 0 1 N N N 28.057 43.888 4.639 -6.630 -0.276 2.096 N4 JEA 29 JEA N5 N5 N 0 1 Y N N 21.436 39.590 6.819 1.874 -2.969 0.798 N5 JEA 30 JEA N6 N6 N 0 1 Y N N 22.609 39.355 6.184 0.479 -3.003 0.913 N6 JEA 31 JEA N7 N7 N 0 1 Y N N 16.816 41.632 7.867 6.205 -0.724 -0.807 N7 JEA 32 JEA N8 N8 N 0 1 N N N 15.703 41.091 5.828 6.081 1.173 0.570 N8 JEA 33 JEA CL1 CL1 CL 0 0 N N N 18.098 40.171 4.375 3.282 0.687 1.451 CL1 JEA 34 JEA H1 H1 H 0 1 N N N 29.690 41.195 3.231 -8.361 1.823 0.354 H1 JEA 35 JEA H2 H2 H 0 1 N N N 28.076 41.778 4.863 -6.509 1.799 1.714 H2 JEA 36 JEA H3 H3 H 0 1 N N N 31.057 42.464 4.872 -8.265 -1.223 0.580 H3 JEA 37 JEA H4 H4 H 0 1 N N N 31.639 42.752 3.197 -9.096 -0.129 1.712 H4 JEA 38 JEA H5 H5 H 0 1 N N N 30.651 43.999 4.032 -9.662 -0.267 0.030 H5 JEA 39 JEA H6 H6 H 0 1 N N N 20.899 43.409 2.113 -0.925 2.495 -0.987 H6 JEA 40 JEA H7 H7 H 0 1 N N N 22.670 43.639 1.913 -0.102 1.907 -2.453 H7 JEA 41 JEA H8 H8 H 0 1 N N N 21.837 42.294 1.061 -1.830 1.558 -2.201 H8 JEA 42 JEA H9 H9 H 0 1 N N N 17.893 42.085 9.609 6.315 -2.409 -2.016 H9 JEA 43 JEA H10 H10 H 0 1 N N N 20.079 41.315 8.735 4.020 -3.126 -1.514 H10 JEA 44 JEA H11 H11 H 0 1 N N N 14.013 40.980 7.204 8.015 0.784 -0.336 H11 JEA 45 JEA H12 H12 H 0 1 N N N 12.288 41.756 5.531 7.723 2.689 2.138 H12 JEA 46 JEA H13 H13 H 0 1 N N N 13.554 42.034 4.287 9.305 2.207 1.321 H13 JEA 47 JEA H14 H14 H 0 1 N N N 14.746 43.730 5.881 8.489 3.220 -0.857 H14 JEA 48 JEA H15 H15 H 0 1 N N N 13.480 43.452 7.125 6.908 3.703 -0.040 H15 JEA 49 JEA H16 H16 H 0 1 N N N 27.536 43.144 1.010 -5.520 0.707 -2.004 H16 JEA 50 JEA H17 H17 H 0 1 N N N 28.133 41.455 1.142 -6.032 2.247 -1.242 H17 JEA 51 JEA H18 H18 H 0 1 N N N 25.126 42.704 0.938 -3.466 -1.895 -0.937 H18 JEA 52 JEA H19 H19 H 0 1 N N N 23.941 43.434 2.072 -4.271 -0.667 -1.949 H19 JEA 53 JEA H20 H20 H 0 1 N N N 26.326 44.180 2.500 -5.828 -1.369 -0.200 H20 JEA 54 JEA H21 H21 H 0 1 N N N 25.563 43.365 3.908 -4.606 -1.072 1.059 H21 JEA 55 JEA H22 H22 H 0 1 N N N 26.403 40.525 4.132 -4.617 2.649 0.603 H22 JEA 56 JEA H23 H23 H 0 1 N N N 27.478 40.051 2.773 -3.884 1.324 1.538 H23 JEA 57 JEA H24 H24 H 0 1 N N N 25.004 39.390 2.506 -3.498 1.897 -1.437 H24 JEA 58 JEA H25 H25 H 0 1 N N N 25.685 40.346 1.146 -2.276 2.054 -0.149 H25 JEA 59 JEA H26 H26 H 0 1 N N N 28.754 44.019 5.344 -7.431 -0.216 2.708 H26 JEA 60 JEA H27 H27 H 0 1 N N N 28.182 44.569 3.917 -6.622 -1.153 1.597 H27 JEA 61 JEA H29 H29 H 0 1 N N N 21.183 39.114 7.661 2.479 -3.643 1.146 H29 JEA 62 JEA H30 H30 H 0 1 N N N 15.598 40.125 5.590 5.572 1.730 1.180 H30 JEA 63 # 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 JEA C10 O1 SING N N 1 JEA C10 C7 SING N N 2 JEA C14 N1 SING N N 3 JEA C5 N3 SING N N 4 JEA C5 C6 SING N N 5 JEA O1 C11 SING N N 6 JEA C9 N3 SING N N 7 JEA C9 C8 SING N N 8 JEA N3 C4 SING N N 9 JEA C6 C7 SING N N 10 JEA C7 C8 SING N N 11 JEA C7 C12 SING N N 12 JEA N1 C4 SING N N 13 JEA N1 C3 SING N N 14 JEA C4 N2 DOUB N N 15 JEA C11 C13 SING N N 16 JEA C11 C12 SING N N 17 JEA C12 N4 SING N N 18 JEA O2 C3 DOUB N N 19 JEA C3 C2 SING N N 20 JEA N2 C1 SING N N 21 JEA CL1 C17 SING N N 22 JEA C2 C1 SING Y N 23 JEA C2 C15 DOUB Y N 24 JEA C1 N6 DOUB Y N 25 JEA C22 C23 SING N N 26 JEA C22 C21 SING N N 27 JEA N8 C21 SING N N 28 JEA N8 C18 SING N N 29 JEA C17 C18 DOUB Y N 30 JEA C17 C16 SING Y N 31 JEA N6 N5 SING Y N 32 JEA C15 C16 SING N N 33 JEA C15 N5 SING Y N 34 JEA C23 C21 SING N N 35 JEA C18 N7 SING Y N 36 JEA C16 C20 DOUB Y N 37 JEA N7 C19 DOUB Y N 38 JEA C20 C19 SING Y N 39 JEA C11 H1 SING N N 40 JEA C12 H2 SING N N 41 JEA C13 H3 SING N N 42 JEA C13 H4 SING N N 43 JEA C13 H5 SING N N 44 JEA C14 H6 SING N N 45 JEA C14 H7 SING N N 46 JEA C14 H8 SING N N 47 JEA C19 H9 SING N N 48 JEA C20 H10 SING N N 49 JEA C21 H11 SING N N 50 JEA C22 H12 SING N N 51 JEA C22 H13 SING N N 52 JEA C23 H14 SING N N 53 JEA C23 H15 SING N N 54 JEA C10 H16 SING N N 55 JEA C10 H17 SING N N 56 JEA C5 H18 SING N N 57 JEA C5 H19 SING N N 58 JEA C6 H20 SING N N 59 JEA C6 H21 SING N N 60 JEA C8 H22 SING N N 61 JEA C8 H23 SING N N 62 JEA C9 H24 SING N N 63 JEA C9 H25 SING N N 64 JEA N4 H26 SING N N 65 JEA N4 H27 SING N N 66 JEA N5 H29 SING N N 67 JEA N8 H30 SING N N 68 # 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 JEA SMILES ACDLabs 12.01 "c12nnc(c1C(=O)N(C)C(=N2)N4CCC3(C(C(OC3)C)N)CC4)c5ccnc(c5Cl)NC6CC6" JEA InChI InChI 1.03 "InChI=1S/C23H29ClN8O2/c1-12-18(25)23(11-34-12)6-9-32(10-7-23)22-28-19-15(21(33)31(22)2)17(29-30-19)14-5-8-26-20(16(14)24)27-13-3-4-13/h5,8,12-13,18H,3-4,6-7,9-11,25H2,1-2H3,(H,26,27)(H,29,30)/t12-,18+/m0/s1" JEA InChIKey InChI 1.03 URUPFUYPXLMTMT-KPZWWZAWSA-N JEA SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1OCC2(CCN(CC2)C3=Nc4n[nH]c(c5ccnc(NC6CC6)c5Cl)c4C(=O)N3C)[C@@H]1N" JEA SMILES CACTVS 3.385 "C[CH]1OCC2(CCN(CC2)C3=Nc4n[nH]c(c5ccnc(NC6CC6)c5Cl)c4C(=O)N3C)[CH]1N" JEA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1[C@H](C2(CCN(CC2)C3=Nc4c(c([nH]n4)c5ccnc(c5Cl)NC6CC6)C(=O)N3C)CO1)N" JEA SMILES "OpenEye OEToolkits" 2.0.6 "CC1C(C2(CCN(CC2)C3=Nc4c(c([nH]n4)c5ccnc(c5Cl)NC6CC6)C(=O)N3C)CO1)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 JEA "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(3S,4S)-4-amino-3-methyl-2-oxa-8-azaspiro[4.5]decan-8-yl]-3-[3-chloro-2-(cyclopropylamino)pyridin-4-yl]-5-methyl-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" JEA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[(3~{S},4~{S})-4-azanyl-3-methyl-2-oxa-8-azaspiro[4.5]decan-8-yl]-3-[3-chloranyl-2-(cyclopropylamino)pyridin-4-yl]-5-methyl-2~{H}-pyrazolo[3,4-d]pyrimidin-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 JEA "Create component" 2018-09-05 RCSB JEA "Initial release" 2019-02-13 RCSB #