data_4JX # _chem_comp.id 4JX _chem_comp.name "N-[(1R,2s,3S,5s,7s)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H24 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-24 _chem_comp.pdbx_modified_date 2016-01-29 _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 340.419 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4JX _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 4YYZ _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 4JX C1 C1 C 0 1 N N N 44.421 -31.222 32.007 5.137 3.047 0.142 C1 4JX 1 4JX C2 C2 C 0 1 Y N N 44.208 -32.683 31.734 4.666 1.617 0.088 C2 4JX 2 4JX C3 C3 C 0 1 Y N N 43.058 -33.339 32.135 5.594 0.572 0.177 C3 4JX 3 4JX C8 C4 C 0 1 Y N N 45.644 -35.469 29.868 1.661 -0.463 -0.220 C8 4JX 4 4JX C9 C5 C 0 1 Y N N 44.872 -36.641 29.862 1.816 -1.861 -0.214 C9 4JX 5 4JX C11 C6 C 0 1 N N N 46.872 -35.282 29.030 0.399 0.274 -0.333 C11 4JX 6 4JX C14 C7 C 0 1 N N N 48.984 -34.069 28.796 -2.025 0.341 -0.563 C14 4JX 7 4JX C15 C8 C 0 1 N N S 49.553 -32.657 28.962 -3.060 -0.525 -1.284 C15 4JX 8 4JX C16 C9 C 0 1 N N N 49.727 -32.349 30.446 -3.290 -1.812 -0.489 C16 4JX 9 4JX C19 C10 C 0 1 N N R 49.911 -35.108 29.436 -2.538 0.691 0.835 C19 4JX 10 4JX C20 C11 C 0 1 N N N 51.274 -35.040 28.750 -3.855 1.460 0.718 C20 4JX 11 4JX C21 C12 C 0 1 N N N 51.860 -33.635 28.893 -4.890 0.594 -0.003 C21 4JX 12 4JX C22 C13 C 0 1 N N N 52.031 -33.314 30.374 -5.120 -0.693 0.792 C22 4JX 13 4JX C4 C14 C 0 1 Y N N 42.857 -34.673 31.872 5.157 -0.712 0.127 C4 4JX 14 4JX N5 N1 N 0 1 Y N N 43.826 -35.307 31.120 3.822 -0.954 -0.008 N5 4JX 15 4JX C6 C15 C 0 1 Y N N 44.947 -34.601 30.720 2.948 0.093 -0.091 C6 4JX 16 4JX N7 N2 N 0 1 Y N N 45.176 -33.318 31.046 3.384 1.352 -0.036 N7 4JX 17 4JX N10 N3 N 0 1 Y N N 43.768 -36.568 30.614 3.087 -2.142 -0.087 N10 4JX 18 4JX O12 O1 O 0 1 N N N 47.169 -36.103 28.163 0.403 1.491 -0.319 O12 4JX 19 4JX N13 N4 N 0 1 N N N 47.616 -34.187 29.275 -0.764 -0.396 -0.451 N13 4JX 20 4JX C17 C16 C 0 1 N N N 50.668 -33.377 31.078 -3.803 -1.463 0.909 C17 4JX 21 4JX C18 C17 C 0 1 N N N 50.081 -34.784 30.918 -2.768 -0.596 1.630 C18 4JX 22 4JX C23 C18 C 0 1 N N N 50.919 -32.597 28.275 -4.377 0.244 -1.401 C23 4JX 23 4JX O24 O2 O 0 1 N N N 53.157 -33.630 28.258 -6.120 1.313 -0.112 O24 4JX 24 4JX C25 C19 C 0 1 N N N 41.688 -35.422 32.421 6.134 -1.855 0.220 C25 4JX 25 4JX H12 H1 H 0 1 N N N 45.382 -30.904 31.576 5.353 3.397 -0.867 H12 4JX 26 4JX H13 H2 H 0 1 N N N 43.605 -30.641 31.552 4.358 3.670 0.583 H13 4JX 27 4JX H11 H3 H 0 1 N N N 44.432 -31.050 33.093 6.040 3.110 0.750 H11 4JX 28 4JX H3 H4 H 0 1 N N N 42.298 -32.788 32.669 6.647 0.786 0.284 H3 4JX 29 4JX H9 H5 H 0 1 N N N 45.145 -37.523 29.301 1.018 -2.583 -0.296 H9 4JX 30 4JX H14 H6 H 0 1 N N N 48.975 -34.279 27.716 -1.861 1.258 -1.130 H14 4JX 31 4JX H15 H7 H 0 1 N N N 48.872 -31.924 28.504 -2.695 -0.774 -2.281 H15 4JX 32 4JX H162 H8 H 0 0 N N N 50.154 -31.342 30.563 -4.027 -2.429 -1.003 H162 4JX 33 4JX H161 H9 H 0 0 N N N 48.748 -32.393 30.946 -2.352 -2.360 -0.406 H161 4JX 34 4JX H19 H10 H 0 1 N N N 49.482 -36.114 29.319 -1.801 1.308 1.349 H19 4JX 35 4JX H201 H11 H 0 0 N N N 51.157 -35.279 27.683 -4.220 1.709 1.714 H201 4JX 36 4JX H202 H12 H 0 0 N N N 51.954 -35.768 29.217 -3.691 2.377 0.152 H202 4JX 37 4JX H222 H13 H 0 0 N N N 52.713 -34.047 30.831 -5.485 -0.444 1.788 H222 4JX 38 4JX H221 H14 H 0 0 N N N 52.452 -32.304 30.483 -5.857 -1.310 0.278 H221 4JX 39 4JX H1 H15 H 0 1 N N N 47.217 -33.435 29.800 -0.767 -1.366 -0.462 H1 4JX 40 4JX H17 H16 H 0 1 N N N 50.796 -33.151 32.147 -3.967 -2.379 1.476 H17 4JX 41 4JX H182 H17 H 0 0 N N N 49.102 -34.830 31.417 -1.830 -1.145 1.714 H182 4JX 42 4JX H181 H18 H 0 0 N N N 50.761 -35.517 31.377 -3.134 -0.347 2.626 H181 4JX 43 4JX H232 H19 H 0 0 N N N 51.348 -31.593 28.405 -4.213 1.161 -1.968 H232 4JX 44 4JX H231 H20 H 0 0 N N N 50.797 -32.808 27.202 -5.114 -0.373 -1.915 H231 4JX 45 4JX H24 H21 H 0 1 N N N 53.712 -34.284 28.666 -6.823 0.823 -0.560 H24 4JX 46 4JX H251 H22 H 0 0 N N N 41.946 -35.833 33.408 7.145 -1.461 0.323 H251 4JX 47 4JX H252 H23 H 0 0 N N N 40.830 -34.741 32.520 5.894 -2.469 1.088 H252 4JX 48 4JX H253 H24 H 0 0 N N N 41.426 -36.244 31.739 6.071 -2.461 -0.683 H253 4JX 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 4JX O12 C11 DOUB N N 1 4JX O24 C21 SING N N 2 4JX C23 C21 SING N N 3 4JX C23 C15 SING N N 4 4JX C20 C21 SING N N 5 4JX C20 C19 SING N N 6 4JX C14 C15 SING N N 7 4JX C14 N13 SING N N 8 4JX C14 C19 SING N N 9 4JX C21 C22 SING N N 10 4JX C15 C16 SING N N 11 4JX C11 N13 SING N N 12 4JX C11 C8 SING N N 13 4JX C19 C18 SING N N 14 4JX C9 C8 SING Y N 15 4JX C9 N10 DOUB Y N 16 4JX C8 C6 DOUB Y N 17 4JX C22 C17 SING N N 18 4JX C16 C17 SING N N 19 4JX N10 N5 SING Y N 20 4JX C6 N7 SING Y N 21 4JX C6 N5 SING Y N 22 4JX C18 C17 SING N N 23 4JX N7 C2 DOUB Y N 24 4JX N5 C4 SING Y N 25 4JX C2 C1 SING N N 26 4JX C2 C3 SING Y N 27 4JX C4 C3 DOUB Y N 28 4JX C4 C25 SING N N 29 4JX C1 H12 SING N N 30 4JX C1 H13 SING N N 31 4JX C1 H11 SING N N 32 4JX C3 H3 SING N N 33 4JX C9 H9 SING N N 34 4JX C14 H14 SING N N 35 4JX C15 H15 SING N N 36 4JX C16 H162 SING N N 37 4JX C16 H161 SING N N 38 4JX C19 H19 SING N N 39 4JX C20 H201 SING N N 40 4JX C20 H202 SING N N 41 4JX C22 H222 SING N N 42 4JX C22 H221 SING N N 43 4JX N13 H1 SING N N 44 4JX C17 H17 SING N N 45 4JX C18 H182 SING N N 46 4JX C18 H181 SING N N 47 4JX C23 H232 SING N N 48 4JX C23 H231 SING N N 49 4JX O24 H24 SING N N 50 4JX C25 H251 SING N N 51 4JX C25 H252 SING N N 52 4JX C25 H253 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 4JX SMILES ACDLabs 12.01 "Cc5cc(C)n1c(c(cn1)C(NC2C4CC3CC(CC2C3)(C4)O)=O)n5" 4JX InChI InChI 1.03 "InChI=1S/C19H24N4O2/c1-10-3-11(2)23-17(21-10)15(9-20-23)18(24)22-16-13-4-12-5-14(16)8-19(25,6-12)7-13/h3,9,12-14,16,25H,4-8H2,1-2H3,(H,22,24)/t12-,13-,14+,16-,19-" 4JX InChIKey InChI 1.03 XAKHQMQFIBQWBI-VTPCDMJMSA-N 4JX SMILES_CANONICAL CACTVS 3.385 "Cc1cc(C)n2ncc(C(=O)NC3[C@H]4CC5C[C@@H]3CC(O)(C5)C4)c2n1" 4JX SMILES CACTVS 3.385 "Cc1cc(C)n2ncc(C(=O)NC3[CH]4CC5C[CH]3CC(O)(C5)C4)c2n1" 4JX SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(n2c(n1)c(cn2)C(=O)NC3[C@@H]4CC5C[C@H]3CC(C4)(C5)O)C" 4JX SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(n2c(n1)c(cn2)C(=O)NC3C4CC5CC3CC(C5)(C4)O)C" # 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 4JX "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1R,2s,3S,5s,7s)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxamide" 4JX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5,7-dimethyl-N-[(1R,3S)-5-oxidanyl-2-adamantyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4JX "Create component" 2015-03-24 EBI 4JX "Initial release" 2016-02-03 RCSB #