data_AZ5 # _chem_comp.id AZ5 _chem_comp.name "5-CHLORO-N2-[(1S)-1-(5-FLUOROPYRIMIDIN-2-YL)ETHYL]-N4-(5-METHYL-1H-PYRAZOL-3-YL)PYRIMIDINE-2,4-DIAMINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 Cl F N8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-03-26 _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 348.766 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AZ5 _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 2XA4 _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 AZ5 C3 C3 C 0 1 Y N N 19.641 -24.620 41.973 2.255 -2.134 -0.094 C3 AZ5 1 AZ5 C19 C19 C 0 1 Y N N 21.333 -21.800 44.580 -5.403 0.549 0.972 C19 AZ5 2 AZ5 C21 C21 C 0 1 Y N N 23.549 -21.548 43.862 -4.661 -1.308 -0.326 C21 AZ5 3 AZ5 C10 C10 C 0 1 Y N N 24.504 -26.413 40.301 1.556 2.931 0.077 C10 AZ5 4 AZ5 C20 C20 C 0 1 Y N N 22.341 -20.971 44.140 -5.618 -0.740 0.503 C20 AZ5 5 AZ5 C9 C9 C 0 1 Y N N 23.195 -26.137 39.740 2.673 2.127 0.199 C9 AZ5 6 AZ5 C2 C2 C 0 1 Y N N 18.346 -24.171 42.082 2.524 -3.504 -0.129 C2 AZ5 7 AZ5 C4 C4 C 0 1 Y N N 19.837 -24.919 40.599 3.432 -1.482 0.116 C4 AZ5 8 AZ5 C8 C8 C 0 1 Y N N 22.232 -25.662 40.539 2.512 0.743 0.100 C8 AZ5 9 AZ5 C17 C17 C 0 1 Y N N 22.720 -23.558 44.442 -3.414 0.616 -0.175 C17 AZ5 10 AZ5 C12 C12 C 0 1 Y N N 23.677 -25.691 42.326 0.250 1.054 -0.218 C12 AZ5 11 AZ5 C1 C1 C 0 1 N N N 17.547 -23.703 43.228 1.507 -4.597 -0.339 C1 AZ5 12 AZ5 C16 C16 C 0 1 N N N 23.442 -25.159 46.023 -2.297 1.862 -2.005 C16 AZ5 13 AZ5 C15 C15 C 0 1 N N S 22.922 -25.009 44.612 -2.173 1.380 -0.558 C15 AZ5 14 AZ5 N18 N18 N 0 1 Y N N 21.498 -23.114 44.746 -4.301 1.188 0.614 N18 AZ5 15 AZ5 N22 N22 N 0 1 Y N N 23.776 -22.854 44.008 -3.584 -0.606 -0.640 N22 AZ5 16 AZ5 N11 N11 N 0 1 Y N N 24.665 -26.151 41.626 0.373 2.369 -0.128 N11 AZ5 17 AZ5 N13 N13 N 0 1 Y N N 22.436 -25.447 41.771 1.295 0.248 -0.107 N13 AZ5 18 AZ5 N5 N5 N 0 1 Y N N 18.711 -24.656 39.913 4.407 -2.423 0.208 N5 AZ5 19 AZ5 N6 N6 N 0 1 Y N N 17.827 -24.210 40.823 3.808 -3.679 0.051 N6 AZ5 20 AZ5 N7 N7 N 0 1 N N N 20.981 -25.390 40.014 3.605 -0.103 0.216 N7 AZ5 21 AZ5 N14 N14 N 0 1 N N N 23.914 -25.480 43.662 -1.004 0.506 -0.433 N14 AZ5 22 AZ5 F23 F23 F 0 1 N N N 22.140 -19.654 43.975 -6.731 -1.425 0.847 F23 AZ5 23 AZ5 CL2 CL2 CL 0 0 N N N 23.034 -26.449 38.039 4.241 2.821 0.469 CL2 AZ5 24 AZ5 H3 H3 H 0 1 N N N 20.362 -24.724 42.770 1.286 -1.672 -0.216 H3 AZ5 25 AZ5 H19 H19 H 0 1 N N N 20.368 -21.368 44.800 -6.127 1.026 1.616 H19 AZ5 26 AZ5 H21 H21 H 0 1 N N N 24.353 -20.920 43.509 -4.793 -2.308 -0.710 H21 AZ5 27 AZ5 H10 H10 H 0 1 N N N 25.309 -26.806 39.698 1.644 4.004 0.153 H10 AZ5 28 AZ5 H11C H11C H 0 0 N N N 18.198 -23.586 44.107 1.412 -4.805 -1.404 H11C AZ5 29 AZ5 H12C H12C H 0 0 N N N 17.086 -22.735 42.982 1.831 -5.499 0.180 H12C AZ5 30 AZ5 H13C H13C H 0 0 N N N 16.760 -24.438 43.451 0.543 -4.276 0.057 H13C AZ5 31 AZ5 H5 H5 H 0 1 N N N 18.562 -24.769 38.931 5.351 -2.255 0.356 H5 AZ5 32 AZ5 H7 H7 H 0 1 N N N 20.898 -25.569 39.034 4.489 0.265 0.367 H7 AZ5 33 AZ5 H15 H15 H 0 1 N N N 22.002 -25.588 44.442 -2.057 2.239 0.103 H15 AZ5 34 AZ5 H14 H14 H 0 1 N N N 24.198 -26.372 44.013 -1.108 -0.456 -0.501 H14 AZ5 35 AZ5 H161 H161 H 0 0 N N N 24.541 -25.195 46.007 -2.413 1.003 -2.666 H161 AZ5 36 AZ5 H162 H162 H 0 0 N N N 23.112 -24.302 46.628 -3.167 2.512 -2.098 H162 AZ5 37 AZ5 H163 H163 H 0 0 N N N 23.051 -26.089 46.461 -1.399 2.415 -2.282 H163 AZ5 38 # 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 AZ5 C3 C2 SING Y N 1 AZ5 C3 C4 DOUB Y N 2 AZ5 C19 C20 SING Y N 3 AZ5 C19 N18 DOUB Y N 4 AZ5 C21 C20 DOUB Y N 5 AZ5 C21 N22 SING Y N 6 AZ5 C10 C9 SING Y N 7 AZ5 C10 N11 DOUB Y N 8 AZ5 C20 F23 SING N N 9 AZ5 C9 C8 DOUB Y N 10 AZ5 C9 CL2 SING N N 11 AZ5 C2 C1 SING N N 12 AZ5 C2 N6 DOUB Y N 13 AZ5 C4 N5 SING Y N 14 AZ5 C4 N7 SING N N 15 AZ5 C8 N13 SING Y N 16 AZ5 C8 N7 SING N N 17 AZ5 C17 C15 SING N N 18 AZ5 C17 N18 SING Y N 19 AZ5 C17 N22 DOUB Y N 20 AZ5 C12 N11 SING Y N 21 AZ5 C12 N13 DOUB Y N 22 AZ5 C12 N14 SING N N 23 AZ5 C16 C15 SING N N 24 AZ5 C15 N14 SING N N 25 AZ5 N5 N6 SING Y N 26 AZ5 C3 H3 SING N N 27 AZ5 C19 H19 SING N N 28 AZ5 C21 H21 SING N N 29 AZ5 C10 H10 SING N N 30 AZ5 C1 H11C SING N N 31 AZ5 C1 H12C SING N N 32 AZ5 C1 H13C SING N N 33 AZ5 N5 H5 SING N N 34 AZ5 N7 H7 SING N N 35 AZ5 C15 H15 SING N N 36 AZ5 N14 H14 SING N N 37 AZ5 C16 H161 SING N N 38 AZ5 C16 H162 SING N N 39 AZ5 C16 H163 SING N N 40 # 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 AZ5 SMILES ACDLabs 10.04 "Fc1cnc(nc1)C(Nc3nc(Nc2cc(nn2)C)c(Cl)cn3)C" AZ5 SMILES_CANONICAL CACTVS 3.352 "C[C@H](Nc1ncc(Cl)c(Nc2[nH]nc(C)c2)n1)c3ncc(F)cn3" AZ5 SMILES CACTVS 3.352 "C[CH](Nc1ncc(Cl)c(Nc2[nH]nc(C)c2)n1)c3ncc(F)cn3" AZ5 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "Cc1cc([nH]n1)Nc2c(cnc(n2)N[C@@H](C)c3ncc(cn3)F)Cl" AZ5 SMILES "OpenEye OEToolkits" 1.6.1 "Cc1cc([nH]n1)Nc2c(cnc(n2)NC(C)c3ncc(cn3)F)Cl" AZ5 InChI InChI 1.03 "InChI=1S/C14H14ClFN8/c1-7-3-11(24-23-7)21-13-10(15)6-19-14(22-13)20-8(2)12-17-4-9(16)5-18-12/h3-6,8H,1-2H3,(H3,19,20,21,22,23,24)/t8-/m0/s1" AZ5 InChIKey InChI 1.03 PDOQBOJDRPLBQU-QMMMGPOBSA-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 AZ5 "SYSTEMATIC NAME" ACDLabs 10.04 "5-chloro-N~2~-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N~4~-(3-methyl-1H-pyrazol-5-yl)pyrimidine-2,4-diamine" AZ5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N'-(5-methyl-2H-pyrazol-3-yl)pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AZ5 "Create component" 2010-03-26 EBI AZ5 "Modify aromatic_flag" 2011-06-04 RCSB AZ5 "Modify descriptor" 2011-06-04 RCSB #