data_9JY # _chem_comp.id 9JY _chem_comp.name "(2S)-3-[(3S)-1-(ethylsulfonyl)piperidin-3-yl]-2-{[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino}propan-1-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-16 _chem_comp.pdbx_modified_date 2019-12-20 _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 457.589 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9JY _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 5VRR _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 9JY C1 C1 C 0 1 N N N 26.988 -15.495 21.372 6.958 -1.757 -0.339 C1 9JY 1 9JY C2 C2 C 0 1 N N N 24.970 -12.498 20.491 4.643 -0.436 2.058 C2 9JY 2 9JY C3 C3 C 0 1 N N N 24.088 -12.288 19.279 3.250 0.039 2.483 C3 9JY 3 9JY O1 O1 O 0 1 N N N 26.391 -13.305 22.649 4.522 -1.885 -1.421 O1 9JY 4 9JY O2 O2 O 0 1 N N N 30.229 -11.896 14.945 1.043 4.139 -2.127 O2 9JY 5 9JY C11 C4 C 0 1 Y N N 31.185 -10.283 20.571 -3.487 1.324 1.142 C11 9JY 6 9JY C12 C5 C 0 1 Y N N 30.974 -7.794 20.157 -3.853 -0.452 -0.603 C12 9JY 7 9JY C13 C6 C 0 1 Y N N 30.354 -7.136 19.119 -3.019 -0.885 -1.612 C13 9JY 8 9JY C14 C7 C 0 1 Y N N 30.023 -9.226 18.724 -1.959 0.675 -0.544 C14 9JY 9 9JY C15 C8 C 0 1 Y N N 31.705 -7.253 21.322 -5.210 -0.954 -0.304 C15 9JY 10 9JY C16 C9 C 0 1 Y N N 31.153 -6.214 22.070 -6.106 -0.164 0.420 C16 9JY 11 9JY C17 C10 C 0 1 Y N N 31.891 -5.589 23.061 -7.372 -0.638 0.695 C17 9JY 12 9JY C18 C11 C 0 1 Y N N 33.193 -5.977 23.346 -7.754 -1.893 0.256 C18 9JY 13 9JY C19 C12 C 0 1 N N N 34.002 -5.264 24.397 -9.139 -2.405 0.560 C19 9JY 14 9JY C20 C13 C 0 1 Y N N 33.731 -7.032 22.617 -6.872 -2.681 -0.462 C20 9JY 15 9JY C21 C14 C 0 1 Y N N 33.002 -7.670 21.626 -5.605 -2.217 -0.749 C21 9JY 16 9JY C22 C15 C 0 1 N N N 26.982 -12.588 19.064 4.304 0.649 -0.201 C22 9JY 17 9JY S S1 S 0 1 N N N 27.092 -13.725 21.481 5.161 -1.928 -0.153 S 9JY 18 9JY O O3 O 0 1 N N N 28.447 -13.310 21.305 4.853 -2.947 0.789 O 9JY 19 9JY C C16 C 0 1 N N N 28.294 -16.232 21.199 7.521 -3.004 -1.023 C 9JY 20 9JY N N1 N 0 1 N N N 26.248 -13.182 20.200 4.688 -0.527 0.592 N 9JY 21 9JY C5 C17 C 0 1 N N S 26.126 -12.441 17.810 2.911 1.116 0.253 C5 9JY 22 9JY C4 C18 C 0 1 N N N 24.878 -11.643 18.151 2.921 1.350 1.765 C4 9JY 23 9JY C6 C19 C 0 1 N N N 26.857 -11.825 16.617 2.549 2.419 -0.463 C6 9JY 24 9JY C7 C20 C 0 1 N N S 28.375 -11.822 16.495 1.116 2.817 -0.105 C7 9JY 25 9JY C8 C21 C 0 1 N N N 28.810 -11.884 15.043 0.797 4.181 -0.720 C8 9JY 26 9JY N1 N2 N 0 1 N N N 28.916 -10.640 17.164 0.185 1.815 -0.631 N1 9JY 27 9JY C9 C22 C 0 1 Y N N 29.708 -10.581 18.254 -1.056 1.643 -0.039 C9 9JY 28 9JY N3 N3 N 0 1 Y N N 30.762 -9.146 19.898 -3.179 0.533 0.067 N3 9JY 29 9JY C10 C23 C 0 1 Y N N 30.877 -11.490 20.061 -2.596 2.234 1.584 C10 9JY 30 9JY N2 N4 N 0 1 Y N N 30.148 -11.664 18.918 -1.405 2.382 0.995 N2 9JY 31 9JY N4 N5 N 0 1 Y N N 29.764 -8.015 18.246 -1.890 -0.186 -1.546 N4 9JY 32 9JY H1 H1 H 0 1 N N N 26.348 -15.741 20.512 7.178 -0.878 -0.947 H1 9JY 33 9JY H2 H2 H 0 1 N N N 26.517 -15.861 22.296 7.416 -1.643 0.643 H2 9JY 34 9JY H3 H3 H 0 1 N N N 25.197 -11.514 20.927 5.393 0.276 2.403 H3 9JY 35 9JY H4 H4 H 0 1 N N N 24.414 -13.103 21.222 4.843 -1.416 2.491 H4 9JY 36 9JY H5 H5 H 0 1 N N N 23.247 -11.634 19.552 2.511 -0.717 2.218 H5 9JY 37 9JY H6 H6 H 0 1 N N N 23.701 -13.260 18.940 3.235 0.200 3.561 H6 9JY 38 9JY H7 H7 H 0 1 N N N 30.483 -11.935 14.031 0.861 4.972 -2.583 H7 9JY 39 9JY H8 H8 H 0 1 N N N 31.751 -10.201 21.487 -4.444 1.222 1.632 H8 9JY 40 9JY H9 H9 H 0 1 N N N 30.334 -6.062 19.006 -3.243 -1.658 -2.331 H9 9JY 41 9JY H10 H10 H 0 1 N N N 30.140 -5.894 21.875 -5.808 0.815 0.764 H10 9JY 42 9JY H11 H11 H 0 1 N N N 31.444 -4.783 23.624 -8.065 -0.029 1.255 H11 9JY 43 9JY H12 H12 H 0 1 N N N 34.546 -4.427 23.936 -9.817 -2.116 -0.243 H12 9JY 44 9JY H13 H13 H 0 1 N N N 33.330 -4.879 25.178 -9.115 -3.491 0.643 H13 9JY 45 9JY H14 H14 H 0 1 N N N 34.721 -5.966 24.845 -9.486 -1.977 1.500 H14 9JY 46 9JY H15 H15 H 0 1 N N N 34.738 -7.361 22.828 -7.177 -3.660 -0.802 H15 9JY 47 9JY H16 H16 H 0 1 N N N 33.440 -8.496 21.085 -4.918 -2.831 -1.313 H16 9JY 48 9JY H17 H17 H 0 1 N N N 27.842 -13.232 18.827 5.027 1.450 -0.040 H17 9JY 49 9JY H18 H18 H 0 1 N N N 27.341 -11.592 19.362 4.280 0.386 -1.258 H18 9JY 50 9JY H19 H19 H 0 1 N N N 28.101 -17.314 21.145 7.063 -3.118 -2.006 H19 9JY 51 9JY H20 H20 H 0 1 N N N 28.782 -15.900 20.271 8.600 -2.901 -1.136 H20 9JY 52 9JY H21 H21 H 0 1 N N N 28.951 -16.020 22.055 7.301 -3.882 -0.416 H21 9JY 53 9JY H22 H22 H 0 1 N N N 25.802 -13.449 17.512 2.175 0.350 0.008 H22 9JY 54 9JY H23 H23 H 0 1 N N N 25.176 -10.630 18.459 1.941 1.704 2.085 H23 9JY 55 9JY H24 H24 H 0 1 N N N 24.239 -11.582 17.258 3.675 2.097 2.012 H24 9JY 56 9JY H25 H25 H 0 1 N N N 26.546 -10.770 16.581 3.234 3.207 -0.150 H25 9JY 57 9JY H26 H26 H 0 1 N N N 26.481 -12.349 15.726 2.628 2.276 -1.541 H26 9JY 58 9JY H27 H27 H 0 1 N N N 28.757 -12.720 17.003 1.015 2.874 0.978 H27 9JY 59 9JY H28 H28 H 0 1 N N N 28.418 -11.005 14.511 1.430 4.942 -0.263 H28 9JY 60 9JY H29 H29 H 0 1 N N N 28.408 -12.799 14.584 -0.250 4.425 -0.540 H29 9JY 61 9JY H30 H30 H 0 1 N N N 29.433 -10.164 16.453 0.438 1.272 -1.394 H30 9JY 62 9JY H31 H31 H 0 1 N N N 31.225 -12.369 20.583 -2.849 2.857 2.429 H31 9JY 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 9JY O2 C8 SING N N 1 9JY C8 C7 SING N N 2 9JY C7 C6 SING N N 3 9JY C7 N1 SING N N 4 9JY C6 C5 SING N N 5 9JY N1 C9 SING N N 6 9JY C5 C4 SING N N 7 9JY C5 C22 SING N N 8 9JY C4 C3 SING N N 9 9JY N4 C14 DOUB Y N 10 9JY N4 C13 SING Y N 11 9JY C9 C14 SING Y N 12 9JY C9 N2 DOUB Y N 13 9JY C14 N3 SING Y N 14 9JY N2 C10 SING Y N 15 9JY C22 N SING N N 16 9JY C13 C12 DOUB Y N 17 9JY C3 C2 SING N N 18 9JY N3 C12 SING Y N 19 9JY N3 C11 SING Y N 20 9JY C10 C11 DOUB Y N 21 9JY C12 C15 SING N N 22 9JY N C2 SING N N 23 9JY N S SING N N 24 9JY C C1 SING N N 25 9JY O S DOUB N N 26 9JY C15 C21 DOUB Y N 27 9JY C15 C16 SING Y N 28 9JY C1 S SING N N 29 9JY S O1 DOUB N N 30 9JY C21 C20 SING Y N 31 9JY C16 C17 DOUB Y N 32 9JY C20 C18 DOUB Y N 33 9JY C17 C18 SING Y N 34 9JY C18 C19 SING N N 35 9JY C1 H1 SING N N 36 9JY C1 H2 SING N N 37 9JY C2 H3 SING N N 38 9JY C2 H4 SING N N 39 9JY C3 H5 SING N N 40 9JY C3 H6 SING N N 41 9JY O2 H7 SING N N 42 9JY C11 H8 SING N N 43 9JY C13 H9 SING N N 44 9JY C16 H10 SING N N 45 9JY C17 H11 SING N N 46 9JY C19 H12 SING N N 47 9JY C19 H13 SING N N 48 9JY C19 H14 SING N N 49 9JY C20 H15 SING N N 50 9JY C21 H16 SING N N 51 9JY C22 H17 SING N N 52 9JY C22 H18 SING N N 53 9JY C H19 SING N N 54 9JY C H20 SING N N 55 9JY C H21 SING N N 56 9JY C5 H22 SING N N 57 9JY C4 H23 SING N N 58 9JY C4 H24 SING N N 59 9JY C6 H25 SING N N 60 9JY C6 H26 SING N N 61 9JY C7 H27 SING N N 62 9JY C8 H28 SING N N 63 9JY C8 H29 SING N N 64 9JY N1 H30 SING N N 65 9JY C10 H31 SING N N 66 # # 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 9JY SMILES ACDLabs 12.01 "C(S(=O)(=O)N1CCCC(C1)CC(Nc2c4n(ccn2)c(c3ccc(cc3)C)cn4)CO)C" 9JY InChI InChI 1.03 "InChI=1S/C23H31N5O3S/c1-3-32(30,31)27-11-4-5-18(15-27)13-20(16-29)26-22-23-25-14-21(28(23)12-10-24-22)19-8-6-17(2)7-9-19/h6-10,12,14,18,20,29H,3-5,11,13,15-16H2,1-2H3,(H,24,26)/t18-,20-/m0/s1" 9JY InChIKey InChI 1.03 LSSLQEALPIQUKR-ICSRJNTNSA-N 9JY SMILES_CANONICAL CACTVS 3.385 "CC[S](=O)(=O)N1CCC[C@@H](C[C@@H](CO)Nc2nccn3c(cnc23)c4ccc(C)cc4)C1" 9JY SMILES CACTVS 3.385 "CC[S](=O)(=O)N1CCC[CH](C[CH](CO)Nc2nccn3c(cnc23)c4ccc(C)cc4)C1" 9JY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCS(=O)(=O)N1CCC[C@H](C1)C[C@@H](CO)Nc2c3ncc(n3ccn2)c4ccc(cc4)C" 9JY SMILES "OpenEye OEToolkits" 2.0.6 "CCS(=O)(=O)N1CCCC(C1)CC(CO)Nc2c3ncc(n3ccn2)c4ccc(cc4)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 9JY "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-3-[(3S)-1-(ethylsulfonyl)piperidin-3-yl]-2-{[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino}propan-1-ol" 9JY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-3-[(3~{S})-1-ethylsulfonylpiperidin-3-yl]-2-[[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino]propan-1-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9JY "Create component" 2017-05-16 RCSB 9JY "Initial release" 2019-12-25 RCSB ##