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 
# 
