data_5AV # _chem_comp.id 5AV _chem_comp.name "5-chloro-N-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]pyrazolo[1,5-a]pyrimidin-7-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H12 Cl N5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-31 _chem_comp.pdbx_modified_date 2016-01-22 _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 293.775 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5AV _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 5DH4 _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 5AV C2 C1 C 0 1 Y N N -9.372 -2.118 18.207 1.196 0.188 0.009 C2 5AV 1 5AV C3 C2 C 0 1 Y N N -7.745 -3.583 16.976 3.343 1.192 0.033 C3 5AV 2 5AV N4 N1 N 0 1 Y N N -6.979 -3.740 18.065 3.920 -0.017 0.090 N4 5AV 3 5AV C7 C3 C 0 1 Y N N -7.593 -4.065 15.650 3.862 2.479 0.003 C7 5AV 4 5AV C9 C4 C 0 1 N N N -10.910 -0.580 19.222 -1.004 -0.919 -0.001 C9 5AV 5 5AV C10 C5 C 0 1 Y N N -10.075 0.593 19.564 -2.460 -0.534 -0.049 C10 5AV 6 5AV C11 C6 C 0 1 Y N N -8.467 2.397 19.710 -4.813 0.098 0.300 C11 5AV 7 5AV C13 C7 C 0 1 Y N N -10.163 1.373 20.695 -3.195 -0.373 -1.153 C13 5AV 8 5AV C15 C8 C 0 1 N N N -7.382 3.374 19.463 -6.199 0.478 0.754 C15 5AV 9 5AV C C9 C 0 1 Y N N -7.452 -3.113 19.142 3.193 -1.114 0.108 C 5AV 10 5AV N N2 N 0 1 Y N N -8.871 -2.815 17.028 1.978 1.312 -0.008 N 5AV 11 5AV S S1 S 0 1 Y N N -8.799 1.164 18.565 -3.497 -0.225 1.342 S 5AV 12 5AV CL CL1 CL 0 0 N N N -6.481 -3.357 20.518 3.972 -2.664 0.183 CL 5AV 13 5AV C1 C10 C 0 1 Y N N -8.571 -2.330 19.300 1.799 -1.038 0.068 C1 5AV 14 5AV N5 N3 N 0 1 Y N N -9.470 -2.809 15.722 1.673 2.677 -0.063 N5 5AV 15 5AV C6 C11 C 0 1 Y N N -8.662 -3.563 14.913 2.793 3.362 -0.056 C6 5AV 16 5AV N8 N4 N 0 1 N N N -10.549 -1.366 18.068 -0.178 0.291 -0.026 N8 5AV 17 5AV N12 N5 N 0 1 Y N N -9.247 2.391 20.768 -4.449 -0.034 -0.930 N12 5AV 18 5AV C14 C12 C 0 1 N N N -11.133 1.186 21.788 -2.636 -0.563 -2.539 C14 5AV 19 5AV H1 H1 H 0 1 N N N -6.800 -4.700 15.283 4.909 2.745 0.023 H1 5AV 20 5AV H2 H2 H 0 1 N N N -11.934 -0.213 19.058 -0.805 -1.476 0.915 H2 5AV 21 5AV H3 H3 H 0 1 N N N -10.896 -1.254 20.092 -0.764 -1.541 -0.864 H3 5AV 22 5AV H4 H4 H 0 1 N N N -6.901 3.153 18.499 -6.797 -0.423 0.891 H4 5AV 23 5AV H5 H5 H 0 1 N N N -7.802 4.390 19.438 -6.137 1.020 1.698 H5 5AV 24 5AV H6 H6 H 0 1 N N N -6.636 3.305 20.269 -6.666 1.113 0.001 H6 5AV 25 5AV H7 H7 H 0 1 N N N -8.813 -1.894 20.258 1.204 -1.939 0.083 H7 5AV 26 5AV H8 H8 H 0 1 N N N -8.829 -3.741 13.861 2.870 4.439 -0.090 H8 5AV 27 5AV H9 H9 H 0 1 N N N -10.430 -0.744 17.294 -0.598 1.164 -0.068 H9 5AV 28 5AV H10 H10 H 0 1 N N N -10.966 1.950 22.562 -2.764 -1.602 -2.844 H10 5AV 29 5AV H11 H11 H 0 1 N N N -12.155 1.282 21.392 -3.164 0.088 -3.237 H11 5AV 30 5AV H12 H12 H 0 1 N N N -11.003 0.186 22.227 -1.575 -0.312 -2.541 H12 5AV 31 # 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 5AV C6 C7 SING Y N 1 5AV C6 N5 DOUB Y N 2 5AV C7 C3 DOUB Y N 3 5AV N5 N SING Y N 4 5AV C3 N SING Y N 5 5AV C3 N4 SING Y N 6 5AV N C2 SING Y N 7 5AV N4 C DOUB Y N 8 5AV N8 C2 SING N N 9 5AV N8 C9 SING N N 10 5AV C2 C1 DOUB Y N 11 5AV S C10 SING Y N 12 5AV S C11 SING Y N 13 5AV C C1 SING Y N 14 5AV C CL SING N N 15 5AV C9 C10 SING N N 16 5AV C15 C11 SING N N 17 5AV C10 C13 DOUB Y N 18 5AV C11 N12 DOUB Y N 19 5AV C13 N12 SING Y N 20 5AV C13 C14 SING N N 21 5AV C7 H1 SING N N 22 5AV C9 H2 SING N N 23 5AV C9 H3 SING N N 24 5AV C15 H4 SING N N 25 5AV C15 H5 SING N N 26 5AV C15 H6 SING N N 27 5AV C1 H7 SING N N 28 5AV C6 H8 SING N N 29 5AV N8 H9 SING N N 30 5AV C14 H10 SING N N 31 5AV C14 H11 SING N N 32 5AV C14 H12 SING N N 33 # 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 5AV SMILES ACDLabs 12.01 "c1(cc(nc2n1ncc2)Cl)NCc3c(nc(C)s3)C" 5AV InChI InChI 1.03 "InChI=1S/C12H12ClN5S/c1-7-9(19-8(2)16-7)6-14-12-5-10(13)17-11-3-4-15-18(11)12/h3-5,14H,6H2,1-2H3" 5AV InChIKey InChI 1.03 FTTQXQQDHKGVJR-UHFFFAOYSA-N 5AV SMILES_CANONICAL CACTVS 3.385 "Cc1sc(CNc2cc(Cl)nc3ccnn23)c(C)n1" 5AV SMILES CACTVS 3.385 "Cc1sc(CNc2cc(Cl)nc3ccnn23)c(C)n1" 5AV SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(sc(n1)C)CNc2cc(nc3n2ncc3)Cl" 5AV SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(sc(n1)C)CNc2cc(nc3n2ncc3)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 5AV "SYSTEMATIC NAME" ACDLabs 12.01 "5-chloro-N-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]pyrazolo[1,5-a]pyrimidin-7-amine" 5AV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-chloranyl-N-[(2,4-dimethyl-1,3-thiazol-5-yl)methyl]pyrazolo[1,5-a]pyrimidin-7-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 5AV "Create component" 2015-08-31 RCSB 5AV "Initial release" 2016-01-27 RCSB #