data_A0H # _chem_comp.id A0H _chem_comp.name "N-(3-{3-chloro-8-[(4-morpholin-4-ylphenyl)amino]imidazo[1,2-a]pyrazin-6-yl}benzyl)methanesulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 Cl N6 O3 S" _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 513.012 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A0H _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 2XNG _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 A0H CL CL CL 0 0 N N N 5.599 -28.566 -9.589 -7.351 0.488 0.124 CL A0H 1 A0H C02 C02 C 0 1 Y N N 4.663 -29.916 -9.091 -6.063 -0.651 -0.114 C02 A0H 2 A0H C03 C03 C 0 1 Y N N 3.810 -30.880 -9.957 -6.196 -1.967 -0.409 C03 A0H 3 A0H N04 N04 N 0 1 Y N N 3.192 -31.844 -8.967 -4.980 -2.504 -0.515 N04 A0H 4 A0H C05 C05 C 0 1 Y N N 3.678 -31.448 -7.589 -4.072 -1.568 -0.297 C05 A0H 5 A0H N06 N06 N 0 1 Y N N 4.521 -30.332 -7.750 -4.729 -0.389 -0.047 N06 A0H 6 A0H C07 C07 C 0 1 Y N N 5.188 -29.664 -6.582 -4.001 0.743 0.208 C07 A0H 7 A0H C08 C08 C 0 1 Y N N 4.891 -30.200 -5.169 -2.644 0.688 0.206 C08 A0H 8 A0H C09 C09 C 0 1 Y N N 5.528 -29.677 -3.925 -1.863 1.918 0.482 C09 A0H 9 A0H C10 C10 C 0 1 Y N N 5.250 -30.333 -2.729 -0.470 1.878 0.485 C10 A0H 10 A0H C11 C11 C 0 1 Y N N 5.876 -29.873 -1.465 0.251 3.026 0.742 C11 A0H 11 A0H C12 C12 C 0 1 N N N 5.543 -30.556 -0.173 1.757 2.983 0.745 C12 A0H 12 A0H N13 N13 N 0 1 N N N 5.887 -31.985 0.036 2.256 3.265 -0.604 N13 A0H 13 A0H S14 S14 S 0 1 N N N 4.502 -32.862 0.423 3.850 3.651 -0.833 S14 A0H 14 A0H O15 O15 O 0 1 N N N 4.354 -33.982 -0.499 4.096 4.694 0.100 O15 A0H 15 A0H C16 C16 C 0 1 N N N 4.622 -33.445 2.064 4.752 2.149 -0.360 C16 A0H 16 A0H O17 O17 O 0 1 N N N 3.353 -31.979 0.346 3.958 3.878 -2.231 O17 A0H 17 A0H C18 C18 C 0 1 Y N N 6.811 -28.690 -1.507 -0.407 4.216 0.997 C18 A0H 18 A0H C19 C19 C 0 1 Y N N 7.108 -28.006 -2.761 -1.789 4.262 0.996 C19 A0H 19 A0H C20 C20 C 0 1 Y N N 6.516 -28.442 -3.959 -2.520 3.121 0.735 C20 A0H 20 A0H N21 N21 N 0 1 Y N N 4.056 -31.382 -5.040 -1.995 -0.465 -0.041 N21 A0H 21 A0H C22 C22 C 0 1 Y N N 3.431 -32.007 -6.216 -2.654 -1.579 -0.283 C22 A0H 22 A0H N23 N23 N 0 1 N N N 2.564 -33.111 -5.918 -1.964 -2.754 -0.537 N23 A0H 23 A0H C24 C24 C 0 1 Y N N 1.871 -33.861 -4.892 -0.570 -2.786 -0.420 C24 A0H 24 A0H C25 C25 C 0 1 Y N N 2.146 -33.442 -3.528 0.186 -3.531 -1.316 C25 A0H 25 A0H C26 C26 C 0 1 Y N N 1.510 -34.121 -2.421 1.561 -3.563 -1.201 C26 A0H 26 A0H C27 C27 C 0 1 Y N N 0.522 -35.299 -2.724 2.190 -2.850 -0.188 C27 A0H 27 A0H N28 N28 N 0 1 N N N -0.132 -35.988 -1.599 3.584 -2.882 -0.071 N28 A0H 28 A0H C29 C29 C 0 1 N N N 0.029 -35.515 -0.199 4.036 -2.062 1.062 C29 A0H 29 A0H C30 C30 C 0 1 N N N 0.042 -36.698 0.766 5.566 -2.077 1.117 C30 A0H 30 A0H O31 O31 O 0 1 N N N 0.046 -37.993 0.107 6.022 -3.430 1.211 O31 A0H 31 A0H C32 C32 C 0 1 N N N -1.043 -38.192 -0.828 5.600 -4.256 0.123 C32 A0H 32 A0H C33 C33 C 0 1 N N N -1.060 -37.135 -1.923 4.070 -4.263 0.058 C33 A0H 33 A0H C34 C34 C 0 1 Y N N 0.223 -35.736 -4.163 1.434 -2.105 0.708 C34 A0H 34 A0H C35 C35 C 0 1 Y N N 0.825 -35.102 -5.212 0.059 -2.069 0.590 C35 A0H 35 A0H H03 H03 H 0 1 N N N 3.685 -30.866 -11.030 -7.131 -2.493 -0.536 H03 A0H 36 A0H H07 H07 H 0 1 N N N 5.858 -28.830 -6.729 -4.505 1.677 0.408 H07 A0H 37 A0H H10 H10 H 0 1 N N N 4.578 -31.178 -2.721 0.045 0.949 0.286 H10 A0H 38 A0H H12 H12 H 0 1 N N N 6.079 -29.999 0.610 2.141 3.732 1.438 H12 A0H 39 A0H H12A H12A H 0 0 N N N 4.443 -30.555 -0.162 2.092 1.994 1.057 H12A A0H 40 A0H HN13 HN13 H 0 0 N N N 6.288 -32.354 -0.802 1.653 3.225 -1.362 HN13 A0H 41 A0H H16 H16 H 0 1 N N N 4.647 -34.545 2.062 4.438 1.322 -0.996 H16 A0H 42 A0H H16A H16A H 0 0 N N N 5.543 -33.058 2.524 5.823 2.315 -0.481 H16A A0H 43 A0H H16B H16B H 0 0 N N N 3.751 -33.100 2.640 4.537 1.909 0.682 H16B A0H 44 A0H H18 H18 H 0 1 N N N 7.269 -28.343 -0.592 0.162 5.113 1.197 H18 A0H 45 A0H H19 H19 H 0 1 N N N 7.784 -27.163 -2.769 -2.297 5.194 1.196 H19 A0H 46 A0H H20 H20 H 0 1 N N N 6.733 -27.940 -4.891 -3.599 3.159 0.730 H20 A0H 47 A0H HN23 HN23 H 0 0 N N N 2.346 -33.548 -6.790 -2.448 -3.554 -0.796 HN23 A0H 48 A0H H25 H25 H 0 1 N N N 2.825 -32.624 -3.341 -0.303 -4.086 -2.103 H25 A0H 49 A0H H26 H26 H 0 1 N N N 1.712 -33.822 -1.403 2.148 -4.142 -1.898 H26 A0H 50 A0H H29 H29 H 0 1 N N N 0.979 -34.967 -0.110 3.687 -1.038 0.934 H29 A0H 51 A0H H29A H29A H 0 0 N N N -0.815 -34.857 0.055 3.635 -2.471 1.990 H29A A0H 52 A0H H30 H30 H 0 1 N N N 0.951 -36.626 1.381 5.967 -1.620 0.213 H30 A0H 53 A0H H30A H30A H 0 0 N N N -0.883 -36.641 1.359 5.905 -1.517 1.989 H30A A0H 54 A0H H32 H32 H 0 1 N N N -0.927 -39.180 -1.297 6.002 -3.862 -0.811 H32 A0H 55 A0H H32A H32A H 0 0 N N N -1.988 -38.118 -0.270 5.963 -5.272 0.275 H32A A0H 56 A0H H33 H33 H 0 1 N N N -2.084 -36.745 -2.024 3.669 -4.707 0.969 H33 A0H 57 A0H H33A H33A H 0 0 N N N -0.721 -37.601 -2.860 3.745 -4.845 -0.805 H33A A0H 58 A0H H34 H34 H 0 1 N N N -0.466 -36.547 -4.347 1.923 -1.551 1.496 H34 A0H 59 A0H H35 H35 H 0 1 N N N 0.623 -35.404 -6.229 -0.528 -1.487 1.284 H35 A0H 60 # 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 A0H CL C02 SING N N 1 A0H C03 C02 DOUB Y N 2 A0H C02 N06 SING Y N 3 A0H C03 N04 SING Y N 4 A0H C03 H03 SING N N 5 A0H N04 C05 DOUB Y N 6 A0H N06 C05 SING Y N 7 A0H C05 C22 SING Y N 8 A0H N06 C07 SING Y N 9 A0H C07 C08 DOUB Y N 10 A0H C07 H07 SING N N 11 A0H C08 N21 SING Y N 12 A0H C08 C09 SING Y N 13 A0H C20 C09 DOUB Y N 14 A0H C09 C10 SING Y N 15 A0H C10 C11 DOUB Y N 16 A0H C10 H10 SING N N 17 A0H C18 C11 SING Y N 18 A0H C11 C12 SING N N 19 A0H C12 N13 SING N N 20 A0H C12 H12 SING N N 21 A0H C12 H12A SING N N 22 A0H N13 S14 SING N N 23 A0H N13 HN13 SING N N 24 A0H O15 S14 DOUB N N 25 A0H O17 S14 DOUB N N 26 A0H S14 C16 SING N N 27 A0H C16 H16 SING N N 28 A0H C16 H16A SING N N 29 A0H C16 H16B SING N N 30 A0H C19 C18 DOUB Y N 31 A0H C18 H18 SING N N 32 A0H C20 C19 SING Y N 33 A0H C19 H19 SING N N 34 A0H C20 H20 SING N N 35 A0H C22 N21 DOUB Y N 36 A0H C22 N23 SING N N 37 A0H N23 C24 SING N N 38 A0H N23 HN23 SING N N 39 A0H C35 C24 DOUB Y N 40 A0H C24 C25 SING Y N 41 A0H C25 C26 DOUB Y N 42 A0H C25 H25 SING N N 43 A0H C27 C26 SING Y N 44 A0H C26 H26 SING N N 45 A0H C34 C27 DOUB Y N 46 A0H C27 N28 SING N N 47 A0H C33 N28 SING N N 48 A0H N28 C29 SING N N 49 A0H C29 C30 SING N N 50 A0H C29 H29 SING N N 51 A0H C29 H29A SING N N 52 A0H O31 C30 SING N N 53 A0H C30 H30 SING N N 54 A0H C30 H30A SING N N 55 A0H C32 O31 SING N N 56 A0H C33 C32 SING N N 57 A0H C32 H32 SING N N 58 A0H C32 H32A SING N N 59 A0H C33 H33 SING N N 60 A0H C33 H33A SING N N 61 A0H C35 C34 SING Y N 62 A0H C34 H34 SING N N 63 A0H C35 H35 SING N N 64 # 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 A0H SMILES ACDLabs 10.04 "O=S(=O)(NCc1cccc(c1)c3nc(c2ncc(Cl)n2c3)Nc5ccc(N4CCOCC4)cc5)C" A0H SMILES_CANONICAL CACTVS 3.352 "C[S](=O)(=O)NCc1cccc(c1)c2cn3c(Cl)cnc3c(Nc4ccc(cc4)N5CCOCC5)n2" A0H SMILES CACTVS 3.352 "C[S](=O)(=O)NCc1cccc(c1)c2cn3c(Cl)cnc3c(Nc4ccc(cc4)N5CCOCC5)n2" A0H SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)NCc1cccc(c1)c2cn3c(cnc3c(n2)Nc4ccc(cc4)N5CCOCC5)Cl" A0H SMILES "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)NCc1cccc(c1)c2cn3c(cnc3c(n2)Nc4ccc(cc4)N5CCOCC5)Cl" A0H InChI InChI 1.03 "InChI=1S/C24H25ClN6O3S/c1-35(32,33)27-14-17-3-2-4-18(13-17)21-16-31-22(25)15-26-24(31)23(29-21)28-19-5-7-20(8-6-19)30-9-11-34-12-10-30/h2-8,13,15-16,27H,9-12,14H2,1H3,(H,28,29)" A0H InChIKey InChI 1.03 BHSRVQWRAVCUOG-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 A0H "SYSTEMATIC NAME" ACDLabs 10.04 "N-(3-{3-chloro-8-[(4-morpholin-4-ylphenyl)amino]imidazo[1,2-a]pyrazin-6-yl}benzyl)methanesulfonamide" A0H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[[3-[3-chloro-8-[(4-morpholin-4-ylphenyl)amino]imidazo[1,2-d]pyrazin-6-yl]phenyl]methyl]methanesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A0H "Create component" 2010-08-03 EBI A0H "Modify aromatic_flag" 2011-06-04 RCSB A0H "Modify descriptor" 2011-06-04 RCSB #