data_8LN # _chem_comp.id 8LN _chem_comp.name "5-chloranyl-4-imidazo[1,2-a]pyridin-3-yl-N-(3-methyl-1-piperidin-4-yl-pyrazol-4-yl)pyrimidin-2-amine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 Cl N8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-02 _chem_comp.pdbx_modified_date 2016-10-14 _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 408.887 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8LN _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 5FXR _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 8LN C1 C1 C 0 1 N N N 11.907 -2.901 51.313 -3.165 4.290 0.490 C1 8LN 1 8LN C2 C2 C 0 1 Y N N 9.425 -3.623 53.724 -2.939 0.621 0.180 C2 8LN 2 8LN C3 C3 C 0 1 Y N N 10.619 -3.028 53.416 -2.354 1.845 0.218 C3 8LN 3 8LN C4 C4 C 0 1 Y N N 10.866 -3.292 52.046 -3.366 2.800 0.393 C4 8LN 4 8LN N1 N1 N 0 1 Y N N 9.871 -4.020 51.516 -4.514 2.176 0.458 N1 8LN 5 8LN N2 N2 N 0 1 Y N N 9.032 -4.203 52.554 -4.278 0.802 0.327 N2 8LN 6 8LN C5 C5 C 0 1 N N N 7.781 -4.927 52.433 -5.294 -0.254 0.344 C5 8LN 7 8LN C6 C6 C 0 1 N N N 6.742 -4.000 51.849 -5.700 -0.596 -1.092 C6 8LN 8 8LN C7 C7 C 0 1 N N N 5.391 -4.686 51.765 -6.716 -1.741 -1.070 C7 8LN 9 8LN N3 N3 N 0 1 N N N 5.593 -5.926 50.986 -6.120 -2.914 -0.417 N3 8LN 10 8LN C8 C8 C 0 1 N N N 6.560 -6.855 51.614 -5.765 -2.622 0.977 C8 8LN 11 8LN C9 C9 C 0 1 N N N 7.889 -6.142 51.563 -4.721 -1.505 1.017 C9 8LN 12 8LN N4 N4 N 0 1 N N N 11.350 -2.323 54.295 -0.976 2.109 0.102 N4 8LN 13 8LN C10 C10 C 0 1 Y N N 12.725 -2.427 54.424 -0.082 1.065 -0.069 C10 8LN 14 8LN N5 N5 N 0 1 Y N N 13.304 -1.504 55.206 -0.544 -0.177 -0.121 N5 8LN 15 8LN C11 C11 C 0 1 Y N N 14.629 -1.594 55.325 0.277 -1.205 -0.283 C11 8LN 16 8LN C12 C12 C 0 1 Y N N 15.341 -2.574 54.685 1.634 -0.976 -0.400 C12 8LN 17 8LN C13 C13 C 0 1 Y N N 14.652 -3.495 53.929 2.095 0.348 -0.342 C13 8LN 18 8LN N6 N6 N 0 1 Y N N 13.332 -3.434 53.787 1.209 1.333 -0.181 N6 8LN 19 8LN C14 C14 C 0 1 Y N N 15.295 -4.582 53.156 3.532 0.646 -0.461 C14 8LN 20 8LN C15 C15 C 0 1 Y N N 16.624 -4.761 52.850 4.106 1.655 -1.206 C15 8LN 21 8LN N7 N7 N 0 1 Y N N 16.757 -5.875 52.035 5.423 1.591 -1.049 N7 8LN 22 8LN C16 C16 C 0 1 Y N N 15.525 -6.363 51.831 5.728 0.585 -0.236 C16 8LN 23 8LN N8 N8 N 0 1 Y N N 14.596 -5.594 52.522 4.567 -0.025 0.155 N8 8LN 24 8LN C17 C17 C 0 1 Y N N 13.264 -5.875 52.496 4.596 -1.091 1.003 C17 8LN 25 8LN C18 C18 C 0 1 Y N N 12.843 -6.925 51.776 5.770 -1.564 1.474 C18 8LN 26 8LN C19 C19 C 0 1 Y N N 13.758 -7.758 51.033 6.978 -0.959 1.095 C19 8LN 27 8LN C20 C20 C 0 1 Y N N 15.067 -7.483 51.061 6.961 0.103 0.243 C20 8LN 28 8LN CL CL CL 0 0 N N N 17.028 -2.588 54.883 2.743 -2.295 -0.613 CL 8LN 29 8LN H11C H11C H 0 0 N N N 11.788 -3.266 50.282 -3.218 4.729 -0.506 H11C 8LN 30 8LN H12C H12C H 0 0 N N N 11.960 -1.802 51.309 -3.944 4.722 1.119 H12C 8LN 31 8LN H13C H13C H 0 0 N N N 12.833 -3.311 51.743 -2.188 4.498 0.927 H13C 8LN 32 8LN H2 H2 H 0 1 N N N 8.912 -3.631 54.675 -2.433 -0.325 0.052 H2 8LN 33 8LN H4 H4 H 0 1 N N N 10.871 -1.682 54.895 -0.652 3.023 0.142 H4 8LN 34 8LN H5 H5 H 0 1 N N N 7.445 -5.240 53.433 -6.167 0.091 0.898 H5 8LN 35 8LN H61C H61C H 0 0 N N N 6.654 -3.109 52.488 -6.148 0.279 -1.562 H61C 8LN 36 8LN H62C H62C H 0 0 N N N 7.056 -3.698 50.839 -4.819 -0.903 -1.656 H62C 8LN 37 8LN H91C H91C H 0 0 N N N 8.116 -5.844 50.529 -3.825 -1.825 0.486 H91C 8LN 38 8LN H92C H92C H 0 0 N N N 8.685 -6.803 51.938 -4.469 -1.278 2.053 H92C 8LN 39 8LN H71C H71C H 0 0 N N N 5.025 -4.927 52.774 -7.602 -1.429 -0.517 H71C 8LN 40 8LN H72C H72C H 0 0 N N N 4.665 -4.033 51.258 -6.997 -1.997 -2.091 H72C 8LN 41 8LN H3 H3 H 0 1 N N N 4.713 -6.394 50.898 -6.736 -3.711 -0.475 H3 8LN 42 8LN H81C H81C H 0 0 N N N 6.274 -7.062 52.656 -6.656 -2.307 1.520 H81C 8LN 43 8LN H82C H82C H 0 0 N N N 6.608 -7.799 51.052 -5.355 -3.519 1.442 H82C 8LN 44 8LN H11 H11 H 0 1 N N N 15.153 -0.878 55.940 -0.112 -2.212 -0.324 H11 8LN 45 8LN H15 H15 H 0 1 N N N 17.435 -4.134 53.190 3.575 2.373 -1.812 H15 8LN 46 8LN H20 H20 H 0 1 N N N 15.768 -8.095 50.512 7.885 0.577 -0.056 H20 8LN 47 8LN H17 H17 H 0 1 N N N 12.561 -5.265 53.044 3.671 -1.563 1.300 H17 8LN 48 8LN H18 H18 H 0 1 N N N 11.788 -7.154 51.751 5.779 -2.410 2.145 H18 8LN 49 8LN H19 H19 H 0 1 N N N 13.389 -8.596 50.460 7.917 -1.337 1.472 H19 8LN 50 # 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 8LN C1 C4 SING N N 1 8LN C2 C3 DOUB Y N 2 8LN C2 N2 SING Y N 3 8LN C3 C4 SING Y N 4 8LN C3 N4 SING N N 5 8LN C4 N1 DOUB Y N 6 8LN N1 N2 SING Y N 7 8LN N2 C5 SING N N 8 8LN C5 C6 SING N N 9 8LN C5 C9 SING N N 10 8LN C6 C7 SING N N 11 8LN C7 N3 SING N N 12 8LN N3 C8 SING N N 13 8LN C8 C9 SING N N 14 8LN N4 C10 SING N N 15 8LN C10 N5 SING Y N 16 8LN C10 N6 DOUB Y N 17 8LN N5 C11 DOUB Y N 18 8LN C11 C12 SING Y N 19 8LN C12 C13 DOUB Y N 20 8LN C12 CL SING N N 21 8LN C13 N6 SING Y N 22 8LN C13 C14 SING N N 23 8LN C14 C15 DOUB Y N 24 8LN C14 N8 SING Y N 25 8LN C15 N7 SING Y N 26 8LN N7 C16 DOUB Y N 27 8LN C16 N8 SING Y N 28 8LN C16 C20 SING Y N 29 8LN N8 C17 SING Y N 30 8LN C17 C18 DOUB Y N 31 8LN C18 C19 SING Y N 32 8LN C19 C20 DOUB Y N 33 8LN C1 H11C SING N N 34 8LN C1 H12C SING N N 35 8LN C1 H13C SING N N 36 8LN C2 H2 SING N N 37 8LN N4 H4 SING N N 38 8LN C5 H5 SING N N 39 8LN C6 H61C SING N N 40 8LN C6 H62C SING N N 41 8LN C9 H91C SING N N 42 8LN C9 H92C SING N N 43 8LN C7 H71C SING N N 44 8LN C7 H72C SING N N 45 8LN N3 H3 SING N N 46 8LN C8 H81C SING N N 47 8LN C8 H82C SING N N 48 8LN C11 H11 SING N N 49 8LN C15 H15 SING N N 50 8LN C20 H20 SING N N 51 8LN C17 H17 SING N N 52 8LN C18 H18 SING N N 53 8LN C19 H19 SING N N 54 # 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 8LN InChI InChI 1.03 "InChI=1S/C20H21ClN8/c1-13-16(12-29(27-13)14-5-7-22-8-6-14)25-20-24-10-15(21)19(26-20)17-11-23-18-4-2-3-9-28(17)18/h2-4,9-12,14,22H,5-8H2,1H3,(H,24,25,26)" 8LN InChIKey InChI 1.03 JVFLXTNKVBOVBS-UHFFFAOYSA-N 8LN SMILES_CANONICAL CACTVS 3.385 "Cc1nn(cc1Nc2ncc(Cl)c(n2)c3cnc4ccccn34)C5CCNCC5" 8LN SMILES CACTVS 3.385 "Cc1nn(cc1Nc2ncc(Cl)c(n2)c3cnc4ccccn34)C5CCNCC5" 8LN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(cn(n1)C2CCNCC2)Nc3ncc(c(n3)c4cnc5n4cccc5)Cl" 8LN SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(cn(n1)C2CCNCC2)Nc3ncc(c(n3)c4cnc5n4cccc5)Cl" # 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 8LN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-chloranyl-4-imidazo[1,2-a]pyridin-3-yl-N-(3-methyl-1-piperidin-4-yl-pyrazol-4-yl)pyrimidin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8LN "Create component" 2016-03-02 EBI 8LN "Initial release" 2016-10-19 RCSB #