data_ASH # _chem_comp.id ASH _chem_comp.name "3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-03 _chem_comp.pdbx_modified_date 2011-06-04 _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 406.868 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ASH _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 2XNE _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 ASH C10 C10 C 0 1 Y N N 6.088 -30.957 -2.548 -0.525 -2.792 0.312 C10 ASH 1 ASH C11 C11 C 0 1 Y N N 6.608 -30.440 -1.353 -0.292 -4.156 0.366 C11 ASH 2 ASH C12 C12 C 0 1 Y N N 6.963 -29.096 -1.291 -1.361 -5.029 0.270 C12 ASH 3 ASH C14 C14 C 0 1 Y N N 6.292 -28.837 -3.514 -2.865 -3.293 0.083 C14 ASH 4 ASH C16 C16 C 0 1 Y N N 3.886 -32.475 -6.078 -1.377 1.287 0.136 C16 ASH 5 ASH C19 C19 C 0 1 Y N N 2.631 -34.134 -3.345 1.939 2.346 1.048 C19 ASH 6 ASH C21 C21 C 0 1 Y N N 1.076 -35.837 -2.384 3.605 0.798 0.287 C21 ASH 7 ASH C24 C24 C 0 1 N N N 0.109 -36.919 1.267 6.530 -1.334 -0.490 C24 ASH 8 ASH CL CL CL 0 0 N N N 6.210 -29.038 -9.159 -6.483 0.885 -0.378 CL ASH 9 ASH C02 C02 C 0 1 Y N N 5.281 -30.322 -8.679 -4.885 1.547 -0.229 C02 ASH 10 ASH C03 C03 C 0 1 Y N N 4.528 -31.190 -9.473 -4.556 2.861 -0.224 C03 ASH 11 ASH N04 N04 N 0 1 Y N N 3.880 -32.136 -8.691 -3.233 2.967 -0.091 N04 ASH 12 ASH C05 C05 C 0 1 Y N N 4.220 -31.870 -7.393 -2.707 1.757 -0.011 C05 ASH 13 ASH N06 N06 N 0 1 Y N N 5.103 -30.730 -7.357 -3.728 0.843 -0.095 N06 ASH 14 ASH C07 C07 C 0 1 Y N N 5.649 -30.180 -6.192 -3.437 -0.494 -0.036 C07 ASH 15 ASH C08 C08 C 0 1 Y N N 5.305 -30.772 -4.995 -2.148 -0.900 0.104 C08 ASH 16 ASH C09 C09 C 0 1 Y N N 5.901 -30.184 -3.711 -1.843 -2.350 0.167 C09 ASH 17 ASH N13 N13 N 0 1 Y N N 6.803 -28.302 -2.375 -2.594 -4.581 0.129 N13 ASH 18 ASH N15 N15 N 0 1 Y N N 4.438 -31.906 -4.991 -1.144 -0.008 0.182 N15 ASH 19 ASH N17 N17 N 0 1 N N N 2.992 -33.653 -5.873 -0.326 2.187 0.224 N17 ASH 20 ASH C18 C18 C 0 1 Y N N 2.364 -34.363 -4.709 0.994 1.721 0.244 C18 ASH 21 ASH C20 C20 C 0 1 Y N N 2.033 -34.816 -2.259 3.241 1.888 1.067 C20 ASH 22 ASH N22 N22 N 0 1 N N N 0.475 -36.521 -1.255 4.925 0.333 0.307 N22 ASH 23 ASH C23 C23 C 0 1 N N N 0.693 -36.018 0.127 5.090 -0.822 -0.587 C23 ASH 24 ASH O25 O25 O 0 1 N N N -0.112 -38.221 0.828 7.432 -0.271 -0.808 O25 ASH 25 ASH C26 C26 C 0 1 N N N -1.105 -38.236 -0.152 7.300 0.871 0.043 C26 ASH 26 ASH C27 C27 C 0 1 N N N -0.797 -37.282 -1.358 5.868 1.406 -0.049 C27 ASH 27 ASH C28 C28 C 0 1 Y N N 0.785 -36.089 -3.753 2.662 0.176 -0.520 C28 ASH 28 ASH C29 C29 C 0 1 Y N N 1.383 -35.404 -4.834 1.360 0.635 -0.540 C29 ASH 29 ASH H10 H10 H 0 1 N N N 5.817 -32.002 -2.579 0.291 -2.088 0.384 H10 ASH 30 ASH H11 H11 H 0 1 N N N 6.732 -31.078 -0.490 0.713 -4.534 0.480 H11 ASH 31 ASH H12 H12 H 0 1 N N N 7.367 -28.686 -0.377 -1.183 -6.093 0.312 H12 ASH 32 ASH H14 H14 H 0 1 N N N 6.172 -28.168 -4.354 -3.888 -2.965 -0.033 H14 ASH 33 ASH H19 H19 H 0 1 N N N 3.356 -33.370 -3.107 1.656 3.194 1.654 H19 ASH 34 ASH H24 H24 H 0 1 N N N 0.826 -36.944 2.101 6.724 -1.685 0.524 H24 ASH 35 ASH H24A H24A H 0 0 N N N -0.854 -36.493 1.584 6.672 -2.155 -1.192 H24A ASH 36 ASH H03 H03 H 0 1 N N N 4.459 -31.133 -10.549 -5.248 3.685 -0.313 H03 ASH 37 ASH H07 H07 H 0 1 N N N 6.312 -29.328 -6.229 -4.231 -1.224 -0.101 H07 ASH 38 ASH HN17 HN17 H 0 0 N N N 2.746 -34.083 -6.742 -0.505 3.139 0.271 HN17 ASH 39 ASH H20 H20 H 0 1 N N N 2.334 -34.531 -1.262 3.977 2.377 1.689 H20 ASH 40 ASH H23 H23 H 0 1 N N N 0.210 -35.033 0.202 4.879 -0.522 -1.613 H23 ASH 41 ASH H23A H23A H 0 0 N N N 1.782 -35.998 0.279 4.402 -1.613 -0.290 H23A ASH 42 ASH H26 H26 H 0 1 N N N -1.192 -39.262 -0.538 7.516 0.584 1.072 H26 ASH 43 ASH H26A H26A H 0 0 N N N -2.035 -37.884 0.317 7.999 1.644 -0.275 H26A ASH 44 ASH H27 H27 H 0 1 N N N -1.617 -36.552 -1.422 5.670 1.742 -1.067 H27 ASH 45 ASH H27A H27A H 0 0 N N N -0.700 -37.927 -2.244 5.747 2.241 0.641 H27A ASH 46 ASH H28 H28 H 0 1 N N N 0.059 -36.855 -3.981 2.945 -0.672 -1.127 H28 ASH 47 ASH H29 H29 H 0 1 N N N 1.079 -35.685 -5.831 0.625 0.148 -1.165 H29 ASH 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 ASH C09 C10 DOUB Y N 1 ASH C10 C11 SING Y N 2 ASH C10 H10 SING N N 3 ASH C11 C12 DOUB Y N 4 ASH C11 H11 SING N N 5 ASH N13 C12 SING Y N 6 ASH C12 H12 SING N N 7 ASH C09 C14 SING Y N 8 ASH C14 N13 DOUB Y N 9 ASH C14 H14 SING N N 10 ASH C05 C16 SING Y N 11 ASH C16 N17 SING N N 12 ASH C16 N15 DOUB Y N 13 ASH C18 C19 DOUB Y N 14 ASH C19 C20 SING Y N 15 ASH C19 H19 SING N N 16 ASH C28 C21 SING Y N 17 ASH C21 C20 DOUB Y N 18 ASH C21 N22 SING N N 19 ASH C23 C24 SING N N 20 ASH O25 C24 SING N N 21 ASH C24 H24 SING N N 22 ASH C24 H24A SING N N 23 ASH CL C02 SING N N 24 ASH C03 C02 DOUB Y N 25 ASH C02 N06 SING Y N 26 ASH C03 N04 SING Y N 27 ASH C03 H03 SING N N 28 ASH N04 C05 DOUB Y N 29 ASH C05 N06 SING Y N 30 ASH N06 C07 SING Y N 31 ASH C07 C08 DOUB Y N 32 ASH C07 H07 SING N N 33 ASH C08 N15 SING Y N 34 ASH C08 C09 SING Y N 35 ASH N17 C18 SING N N 36 ASH N17 HN17 SING N N 37 ASH C29 C18 SING Y N 38 ASH C20 H20 SING N N 39 ASH C27 N22 SING N N 40 ASH N22 C23 SING N N 41 ASH C23 H23 SING N N 42 ASH C23 H23A SING N N 43 ASH C26 O25 SING N N 44 ASH C27 C26 SING N N 45 ASH C26 H26 SING N N 46 ASH C26 H26A SING N N 47 ASH C27 H27 SING N N 48 ASH C27 H27A SING N N 49 ASH C29 C28 DOUB Y N 50 ASH C28 H28 SING N N 51 ASH C29 H29 SING N N 52 # 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 ASH SMILES ACDLabs 10.04 "Clc1cnc2n1cc(nc2Nc4ccc(N3CCOCC3)cc4)c5cccnc5" ASH SMILES_CANONICAL CACTVS 3.352 "Clc1cnc2n1cc(nc2Nc3ccc(cc3)N4CCOCC4)c5cccnc5" ASH SMILES CACTVS 3.352 "Clc1cnc2n1cc(nc2Nc3ccc(cc3)N4CCOCC4)c5cccnc5" ASH SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(cnc1)c2cn3c(cnc3c(n2)Nc4ccc(cc4)N5CCOCC5)Cl" ASH SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(cnc1)c2cn3c(cnc3c(n2)Nc4ccc(cc4)N5CCOCC5)Cl" ASH InChI InChI 1.03 "InChI=1S/C21H19ClN6O/c22-19-13-24-21-20(26-18(14-28(19)21)15-2-1-7-23-12-15)25-16-3-5-17(6-4-16)27-8-10-29-11-9-27/h1-7,12-14H,8-11H2,(H,25,26)" ASH InChIKey InChI 1.03 FXFAGYZXIGMEEG-UHFFFAOYSA-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 ASH "SYSTEMATIC NAME" ACDLabs 10.04 "3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine" ASH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-yl-imidazo[2,1-c]pyrazin-8-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 ASH "Create component" 2010-08-03 EBI ASH "Modify aromatic_flag" 2011-06-04 RCSB ASH "Modify descriptor" 2011-06-04 RCSB #