data_6A5 # _chem_comp.id 6A5 _chem_comp.name "Sa-(+)-(6-(aminomethyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)(morpholino)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 Cl2 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;1-[5-(2,4-dichlorophenyl)-7-methyl-2-(morpholin-4-ylcarbonyl)imidazo[1,2-a]pyrimidin-6-yl]methanamine; 6-(aminomethyl)-5-(2,4-dichlorophenyl)-7-methyl-2-(morpholin-4-ylcarbonyl)imidazo[1,2-a]pyrimidin-4-ium-1-ide ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-28 _chem_comp.pdbx_modified_date 2020-06-17 _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 420.292 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6A5 _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 3NOX _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 6A5 C1 C1 C 0 1 Y N N 1.424 3.523 0.890 -1.132 -0.882 0.371 C1 6A5 1 6A5 C2 C2 C 0 1 Y N N 2.307 4.570 0.962 -1.455 -2.209 0.566 C2 6A5 2 6A5 C3 C3 C 0 1 Y N N 3.710 4.309 0.817 -0.439 -3.168 0.529 C3 6A5 3 6A5 N4 N4 N 0 1 Y N N 4.259 3.131 0.605 0.806 -2.813 0.312 N4 6A5 4 6A5 N5 N5 N 0 1 Y N N 1.956 2.281 0.703 0.184 -0.548 0.146 N5 6A5 5 6A5 C6 C6 C 0 1 Y N N 3.375 2.064 0.568 1.144 -1.529 0.120 C6 6A5 6 6A5 N7 N7 N 0 1 Y N N 3.661 0.754 0.426 2.313 -0.954 -0.111 N7 6A5 7 6A5 C8 C8 C 0 1 Y N N 2.407 0.152 0.474 2.134 0.375 -0.235 C8 6A5 8 6A5 C9 C9 C 0 1 Y N N 1.349 1.029 0.632 0.805 0.642 -0.076 C9 6A5 9 6A5 C10 C10 C 0 1 N N N 2.298 -1.281 0.309 3.192 1.370 -0.497 C10 6A5 10 6A5 O11 O11 O 0 1 N N N 1.636 -1.752 -0.627 2.896 2.530 -0.710 O11 6A5 11 6A5 N12 N12 N 0 1 N N N 2.913 -2.057 1.258 4.486 0.993 -0.499 N12 6A5 12 6A5 C13 C13 C 0 1 N N N 4.710 5.405 0.934 -0.776 -4.622 0.740 C13 6A5 13 6A5 C14 C14 C 0 1 Y N N -0.020 3.670 0.923 -2.178 0.159 0.396 C14 6A5 14 6A5 C15 C15 C 0 1 N N N 1.829 5.952 1.239 -2.884 -2.619 0.816 C15 6A5 15 6A5 N16 N16 N 0 1 N N N 2.483 6.384 2.452 -3.507 -3.020 -0.453 N16 6A5 16 6A5 C17 C17 C 0 1 Y N N -0.687 3.908 -0.278 -2.301 1.003 1.503 C17 6A5 17 6A5 C18 C18 C 0 1 Y N N -2.056 4.140 -0.274 -3.280 1.973 1.520 C18 6A5 18 6A5 C19 C19 C 0 1 Y N N -2.733 4.116 0.938 -4.142 2.113 0.445 C19 6A5 19 6A5 C20 C20 C 0 1 Y N N -2.101 3.861 2.145 -4.027 1.280 -0.655 C20 6A5 20 6A5 C21 C21 C 0 1 Y N N -0.733 3.640 2.114 -3.047 0.308 -0.689 C21 6A5 21 6A5 CL22 CL22 CL 0 0 N N N 0.101 3.393 3.581 -2.899 -0.731 -2.072 CL22 6A5 22 6A5 CL23 CL23 CL 0 0 N N N -4.404 4.468 0.949 -5.372 3.337 0.477 CL23 6A5 23 6A5 C24 C24 C 0 1 N N N 3.762 -1.557 2.359 5.562 1.981 -0.679 C24 6A5 24 6A5 C25 C25 C 0 1 N N N 3.380 -2.327 3.642 6.591 1.783 0.440 C25 6A5 25 6A5 O26 O26 O 0 1 N N N 3.480 -3.710 3.429 6.989 0.410 0.477 O26 6A5 26 6A5 C27 C27 C 0 1 N N N 2.596 -4.152 2.430 5.928 -0.498 0.780 C27 6A5 27 6A5 C28 C28 C 0 1 N N N 2.967 -3.507 1.089 4.865 -0.417 -0.316 C28 6A5 28 6A5 H17 H17 H 0 1 N N N -0.140 3.912 -1.209 -1.631 0.895 2.342 H17 6A5 29 6A5 H18 H18 H 0 1 N N N -2.584 4.335 -1.196 -3.376 2.626 2.375 H18 6A5 30 6A5 H20 H20 H 0 1 N N N -2.653 3.836 3.073 -4.702 1.393 -1.490 H20 6A5 31 6A5 H9 H9 H 0 1 N N N 0.296 0.797 0.688 0.336 1.614 -0.119 H9 6A5 32 6A5 H24 H24 H 0 1 N N N 4.823 -1.725 2.122 6.040 1.831 -1.647 H24 6A5 33 6A5 HN16 HN16 H 0 0 N N N 2.189 7.313 2.677 -2.978 -3.754 -0.899 HN16 6A5 34 6A5 H24A H24A H 0 0 N N N 3.594 -0.479 2.503 5.149 2.988 -0.624 H24A 6A5 35 6A5 HN1A HN1A H 0 0 N N N 2.239 5.767 3.200 -4.466 -3.299 -0.312 HN1A 6A5 36 6A5 H28 H28 H 0 1 N N N 2.256 -3.822 0.311 3.990 -0.997 -0.022 H28 6A5 37 6A5 H28A H28A H 0 0 N N N 3.981 -3.814 0.792 5.271 -0.812 -1.248 H28A 6A5 38 6A5 H25 H25 H 0 1 N N N 4.062 -2.036 4.455 7.463 2.409 0.248 H25 6A5 39 6A5 H25A H25A H 0 0 N N N 2.345 -2.078 3.918 6.147 2.059 1.396 H25A 6A5 40 6A5 H27 H27 H 0 1 N N N 2.664 -5.246 2.340 6.321 -1.514 0.832 H27 6A5 41 6A5 H27A H27A H 0 0 N N N 1.568 -3.868 2.700 5.481 -0.231 1.737 H27A 6A5 42 6A5 H13 H13 H 0 1 N N N 5.723 4.992 0.816 -1.001 -5.086 -0.220 H13 6A5 43 6A5 H13A H13A H 0 0 N N N 4.526 6.154 0.150 0.073 -5.128 1.198 H13A 6A5 44 6A5 H13B H13B H 0 0 N N N 4.620 5.879 1.923 -1.644 -4.702 1.395 H13B 6A5 45 6A5 H15 H15 H 0 1 N N N 2.088 6.621 0.405 -2.905 -3.457 1.512 H15 6A5 46 6A5 H15A H15A H 0 0 N N N 0.737 5.961 1.369 -3.433 -1.779 1.241 H15A 6A5 47 # # 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 6A5 C1 C2 DOUB Y N 1 6A5 C1 N5 SING Y N 2 6A5 C1 C14 SING Y N 3 6A5 C2 C3 SING Y N 4 6A5 C2 C15 SING N N 5 6A5 C3 N4 DOUB Y N 6 6A5 C3 C13 SING N N 7 6A5 N4 C6 SING Y N 8 6A5 N5 C6 SING Y N 9 6A5 N5 C9 SING Y N 10 6A5 C6 N7 DOUB Y N 11 6A5 N7 C8 SING Y N 12 6A5 C8 C9 DOUB Y N 13 6A5 C8 C10 SING N N 14 6A5 C9 H9 SING N N 15 6A5 C10 O11 DOUB N N 16 6A5 C10 N12 SING N N 17 6A5 N12 C24 SING N N 18 6A5 N12 C28 SING N N 19 6A5 C13 H13 SING N N 20 6A5 C13 H13A SING N N 21 6A5 C13 H13B SING N N 22 6A5 C14 C17 DOUB Y N 23 6A5 C14 C21 SING Y N 24 6A5 C15 N16 SING N N 25 6A5 C15 H15 SING N N 26 6A5 C15 H15A SING N N 27 6A5 N16 HN16 SING N N 28 6A5 N16 HN1A SING N N 29 6A5 C17 C18 SING Y N 30 6A5 C17 H17 SING N N 31 6A5 C18 C19 DOUB Y N 32 6A5 C18 H18 SING N N 33 6A5 C19 C20 SING Y N 34 6A5 C19 CL23 SING N N 35 6A5 C20 C21 DOUB Y N 36 6A5 C20 H20 SING N N 37 6A5 C21 CL22 SING N N 38 6A5 C24 C25 SING N N 39 6A5 C24 H24 SING N N 40 6A5 C24 H24A SING N N 41 6A5 C25 O26 SING N N 42 6A5 C25 H25 SING N N 43 6A5 C25 H25A SING N N 44 6A5 O26 C27 SING N N 45 6A5 C27 C28 SING N N 46 6A5 C27 H27 SING N N 47 6A5 C27 H27A SING N N 48 6A5 C28 H28 SING N N 49 6A5 C28 H28A SING N N 50 # # 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 6A5 SMILES ACDLabs 12.01 "O=C(c2nc3nc(c(c(c1ccc(Cl)cc1Cl)n3c2)CN)C)N4CCOCC4" 6A5 SMILES_CANONICAL CACTVS 3.370 "Cc1nc2nc(cn2c(c1CN)c3ccc(Cl)cc3Cl)C(=O)N4CCOCC4" 6A5 SMILES CACTVS 3.370 "Cc1nc2nc(cn2c(c1CN)c3ccc(Cl)cc3Cl)C(=O)N4CCOCC4" 6A5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(c(n2cc(nc2n1)C(=O)N3CCOCC3)c4ccc(cc4Cl)Cl)CN" 6A5 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(c(n2cc(nc2n1)C(=O)N3CCOCC3)c4ccc(cc4Cl)Cl)CN" 6A5 InChI InChI 1.03 "InChI=1S/C19H19Cl2N5O2/c1-11-14(9-22)17(13-3-2-12(20)8-15(13)21)26-10-16(24-19(26)23-11)18(27)25-4-6-28-7-5-25/h2-3,8,10H,4-7,9,22H2,1H3" 6A5 InChIKey InChI 1.03 MNRQGIJBOGTUFQ-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 6A5 "SYSTEMATIC NAME" ACDLabs 12.01 "[6-(aminomethyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl](morpholin-4-yl)methanone" 6A5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[6-(aminomethyl)-5-(2,4-dichlorophenyl)-7-methyl-imidazo[1,2-a]pyrimidin-2-yl]-morpholin-4-yl-methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6A5 "Create component" 2010-06-28 RCSB 6A5 "Modify aromatic_flag" 2011-06-04 RCSB 6A5 "Modify descriptor" 2011-06-04 RCSB 6A5 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 6A5 "1-[5-(2,4-dichlorophenyl)-7-methyl-2-(morpholin-4-ylcarbonyl)imidazo[1,2-a]pyrimidin-6-yl]methanamine" ? ? 2 6A5 "6-(aminomethyl)-5-(2,4-dichlorophenyl)-7-methyl-2-(morpholin-4-ylcarbonyl)imidazo[1,2-a]pyrimidin-4-ium-1-ide" ? ? ##