data_9K1 # _chem_comp.id 9K1 _chem_comp.name "(2S)-2-{[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino}-3-(pyridin-3-yl)propan-1-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N5 O" _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 359.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9K1 _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 5VRS _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 9K1 C1 C1 C 0 1 Y N N 4.756 21.461 30.743 -0.261 -0.444 0.448 C1 9K1 1 9K1 C3 C2 C 0 1 Y N N 2.934 20.112 30.305 -1.493 -0.923 -1.514 C3 9K1 2 9K1 C12 C3 C 0 1 N N S 4.871 24.337 28.297 3.321 -1.396 -0.259 C12 9K1 3 9K1 C13 C4 C 0 1 N N N 6.210 24.727 27.624 3.411 -2.917 -0.121 C13 9K1 4 9K1 C15 C5 C 0 1 N N N 4.110 25.562 28.883 4.563 -0.753 0.361 C15 9K1 5 9K1 C16 C6 C 0 1 Y N N 3.562 18.993 34.407 -4.287 0.308 -0.984 C16 9K1 6 9K1 C17 C7 C 0 1 Y N N 3.188 17.903 35.203 -5.632 0.473 -1.246 C17 9K1 7 9K1 C18 C8 C 0 1 Y N N 2.944 16.651 34.617 -6.537 0.558 -0.204 C18 9K1 8 9K1 C19 C9 C 0 1 Y N N 3.069 16.514 33.227 -6.103 0.478 1.107 C19 9K1 9 9K1 C20 C10 C 0 1 Y N N 3.458 17.604 32.431 -4.761 0.312 1.384 C20 9K1 10 9K1 C21 C11 C 0 1 N N N 2.591 15.442 35.495 -8.004 0.740 -0.498 C21 9K1 11 9K1 C22 C12 C 0 1 Y N N 2.875 25.078 29.646 4.534 0.733 0.117 C22 9K1 12 9K1 C23 C13 C 0 1 Y N N 1.616 24.997 29.017 5.107 1.267 -1.022 C23 9K1 13 9K1 C25 C14 C 0 1 Y N N 0.622 24.171 30.993 4.522 3.405 -0.395 C25 9K1 14 9K1 C26 C15 C 0 1 Y N N 1.844 24.238 31.677 3.924 2.944 0.763 C26 9K1 15 9K1 C27 C16 C 0 1 Y N N 2.979 24.694 30.993 3.927 1.583 1.029 C27 9K1 16 9K1 N2 N1 N 0 1 Y N N 3.947 20.486 31.062 -1.455 -0.457 -0.226 N2 9K1 17 9K1 C4 C17 C 0 1 Y N N 2.702 20.761 29.148 -0.363 -1.362 -2.103 C4 9K1 18 9K1 N5 N2 N 0 1 Y N N 3.561 21.860 28.789 0.808 -1.344 -1.459 N5 9K1 19 9K1 C6 C18 C 0 1 Y N N 4.567 22.223 29.500 0.900 -0.911 -0.217 C6 9K1 20 9K1 N7 N3 N 0 1 Y N N 5.654 21.601 31.613 -0.470 0.042 1.661 N7 9K1 21 9K1 C8 C19 C 0 1 Y N N 5.452 20.638 32.663 -1.756 0.347 1.803 C8 9K1 22 9K1 C9 C20 C 0 1 Y N N 4.343 19.989 32.230 -2.404 0.042 0.625 C9 9K1 23 9K1 C10 C21 C 0 1 Y N N 3.707 18.860 33.018 -3.842 0.220 0.336 C10 9K1 24 9K1 N11 N4 N 0 1 N N N 5.223 23.340 29.323 2.124 -0.913 0.433 N11 9K1 25 9K1 O14 O1 O 0 1 N N N 6.688 23.601 26.862 3.604 -3.260 1.253 O14 9K1 26 9K1 N24 N5 N 0 1 Y N N 0.533 24.543 29.690 5.086 2.567 -1.243 N24 9K1 27 9K1 H28 H1 H 0 1 N N N 2.298 19.294 30.610 -2.427 -0.938 -2.056 H28 9K1 28 9K1 H32 H2 H 0 1 N N N 4.229 23.865 27.539 3.262 -1.130 -1.314 H32 9K1 29 9K1 H33 H3 H 0 1 N N N 6.948 24.993 28.395 2.487 -3.370 -0.481 H33 9K1 30 9K1 H34 H4 H 0 1 N N N 6.052 25.586 26.956 4.251 -3.287 -0.709 H34 9K1 31 9K1 H37 H5 H 0 1 N N N 4.772 26.112 29.568 4.574 -0.945 1.434 H37 9K1 32 9K1 H36 H6 H 0 1 N N N 3.798 26.226 28.063 5.457 -1.179 -0.094 H36 9K1 33 9K1 H38 H7 H 0 1 N N N 3.742 19.952 34.870 -3.581 0.241 -1.798 H38 9K1 34 9K1 H39 H8 H 0 1 N N N 3.087 18.026 36.271 -5.978 0.537 -2.267 H39 9K1 35 9K1 H40 H9 H 0 1 N N N 2.864 15.560 32.764 -6.815 0.545 1.916 H40 9K1 36 9K1 H41 H10 H 0 1 N N N 3.567 17.478 31.364 -4.424 0.246 2.407 H41 9K1 37 9K1 H42 H11 H 0 1 N N N 3.514 14.929 35.802 -8.480 -0.237 -0.591 H42 9K1 38 9K1 H44 H12 H 0 1 N N N 2.048 15.784 36.388 -8.472 1.295 0.315 H44 9K1 39 9K1 H43 H13 H 0 1 N N N 1.958 14.747 34.924 -8.123 1.292 -1.430 H43 9K1 40 9K1 H45 H14 H 0 1 N N N 1.514 25.301 27.986 5.578 0.611 -1.740 H45 9K1 41 9K1 H46 H15 H 0 1 N N N -0.259 23.819 31.509 4.524 4.463 -0.610 H46 9K1 42 9K1 H47 H16 H 0 1 N N N 1.910 23.943 32.714 3.461 3.635 1.452 H47 9K1 43 9K1 H48 H17 H 0 1 N N N 3.931 24.750 31.500 3.467 1.194 1.926 H48 9K1 44 9K1 H29 H18 H 0 1 N N N 1.889 20.464 28.503 -0.403 -1.728 -3.118 H29 9K1 45 9K1 H30 H19 H 0 1 N N N 6.031 20.475 33.560 -2.215 0.761 2.688 H30 9K1 46 9K1 H31 H20 H 0 1 N N N 6.168 23.074 29.133 2.187 -0.594 1.347 H31 9K1 47 9K1 H35 H21 H 0 1 N N N 7.510 23.827 26.443 3.670 -4.211 1.416 H35 9K1 48 # # 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 9K1 O14 C13 SING N N 1 9K1 C13 C12 SING N N 2 9K1 C12 C15 SING N N 3 9K1 C12 N11 SING N N 4 9K1 N5 C4 SING Y N 5 9K1 N5 C6 DOUB Y N 6 9K1 C15 C22 SING N N 7 9K1 C23 C22 DOUB Y N 8 9K1 C23 N24 SING Y N 9 9K1 C4 C3 DOUB Y N 10 9K1 N11 C6 SING N N 11 9K1 C6 C1 SING Y N 12 9K1 C22 C27 SING Y N 13 9K1 N24 C25 DOUB Y N 14 9K1 C3 N2 SING Y N 15 9K1 C1 N2 SING Y N 16 9K1 C1 N7 DOUB Y N 17 9K1 C27 C26 DOUB Y N 18 9K1 C25 C26 SING Y N 19 9K1 N2 C9 SING Y N 20 9K1 N7 C8 SING Y N 21 9K1 C9 C8 DOUB Y N 22 9K1 C9 C10 SING N N 23 9K1 C20 C10 DOUB Y N 24 9K1 C20 C19 SING Y N 25 9K1 C10 C16 SING Y N 26 9K1 C19 C18 DOUB Y N 27 9K1 C16 C17 DOUB Y N 28 9K1 C18 C17 SING Y N 29 9K1 C18 C21 SING N N 30 9K1 C3 H28 SING N N 31 9K1 C12 H32 SING N N 32 9K1 C13 H33 SING N N 33 9K1 C13 H34 SING N N 34 9K1 C15 H37 SING N N 35 9K1 C15 H36 SING N N 36 9K1 C16 H38 SING N N 37 9K1 C17 H39 SING N N 38 9K1 C19 H40 SING N N 39 9K1 C20 H41 SING N N 40 9K1 C21 H42 SING N N 41 9K1 C21 H44 SING N N 42 9K1 C21 H43 SING N N 43 9K1 C23 H45 SING N N 44 9K1 C25 H46 SING N N 45 9K1 C26 H47 SING N N 46 9K1 C27 H48 SING N N 47 9K1 C4 H29 SING N N 48 9K1 C8 H30 SING N N 49 9K1 N11 H31 SING N N 50 9K1 O14 H35 SING N N 51 # # 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 9K1 SMILES ACDLabs 12.01 "c31n(ccnc1NC(Cc2cccnc2)CO)c(cn3)c4ccc(C)cc4" 9K1 InChI InChI 1.03 "InChI=1S/C21H21N5O/c1-15-4-6-17(7-5-15)19-13-24-21-20(23-9-10-26(19)21)25-18(14-27)11-16-3-2-8-22-12-16/h2-10,12-13,18,27H,11,14H2,1H3,(H,23,25)/t18-/m0/s1" 9K1 InChIKey InChI 1.03 ALAPXRDQVUXCMS-SFHVURJKSA-N 9K1 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1)c2cnc3n2ccnc3N[C@H](CO)Cc4cccnc4" 9K1 SMILES CACTVS 3.385 "Cc1ccc(cc1)c2cnc3n2ccnc3N[CH](CO)Cc4cccnc4" 9K1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)c2cnc3n2ccnc3N[C@@H](Cc4cccnc4)CO" 9K1 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1)c2cnc3n2ccnc3NC(Cc4cccnc4)CO" # # 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 9K1 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-{[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino}-3-(pyridin-3-yl)propan-1-ol" 9K1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[[3-(4-methylphenyl)imidazo[1,2-a]pyrazin-8-yl]amino]-3-pyridin-3-yl-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 9K1 "Create component" 2017-05-16 RCSB 9K1 "Initial release" 2019-12-25 RCSB ##