data_AA2 # _chem_comp.id AA2 _chem_comp.name "4-ARYL-2-PHENYLAMINO PYRIMIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-[4-(1-AMINO-1-METHYLETHYL)PHENYL]-5-CHLORO-N-[4-(2-MORPHOLIN-4-YLETHYL)PHENYL]PYRIMIDIN-2-AMINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-24 _chem_comp.pdbx_modified_date 2021-03-01 _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 451.992 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AA2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1OEC _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 AA2 N1 N1 N 0 1 Y N N -16.043 67.596 0.007 1.246 -0.262 0.360 N1 AA2 1 AA2 C2 C2 C 0 1 Y N N -14.906 68.157 0.498 -0.026 -0.397 0.701 C2 AA2 2 AA2 N3 N3 N 0 1 Y N N -13.788 67.375 0.648 -0.421 -0.320 1.962 N3 AA2 3 AA2 C4 C4 C 0 1 Y N N -13.792 66.037 0.307 0.458 -0.102 2.936 C4 AA2 4 AA2 C5 C5 C 0 1 Y N N -14.995 65.457 -0.218 1.809 0.049 2.607 C5 AA2 5 AA2 C6 C6 C 0 1 Y N N -16.112 66.290 -0.346 2.177 -0.043 1.275 C6 AA2 6 AA2 C7 C7 C 0 1 Y N N -12.527 65.262 0.522 0.013 -0.015 4.348 C7 AA2 7 AA2 C8 C8 C 0 1 Y N N -11.284 65.907 0.416 -1.170 0.645 4.668 C8 AA2 8 AA2 C9 C9 C 0 1 Y N N -10.092 65.181 0.627 -1.580 0.722 5.984 C9 AA2 9 AA2 C10 C10 C 0 1 Y N N -10.116 63.803 0.949 -0.818 0.145 6.984 C10 AA2 10 AA2 C11 C11 C 0 1 Y N N -11.374 63.168 1.052 0.360 -0.507 6.672 C11 AA2 11 AA2 C12 C12 C 0 1 Y N N -12.560 63.888 0.843 0.777 -0.595 5.359 C12 AA2 12 AA2 C13 C13 C 0 1 Y N N -13.918 70.278 1.308 -0.591 -0.594 -1.634 C13 AA2 13 AA2 C14 C14 C 0 1 Y N N -14.123 71.673 1.450 -1.213 -1.432 -2.550 C14 AA2 14 AA2 C15 C15 C 0 1 Y N N -13.105 72.509 1.945 -0.838 -1.400 -3.879 C15 AA2 15 AA2 C16 C16 C 0 1 Y N N -11.863 71.968 2.309 0.156 -0.535 -4.297 C16 AA2 16 AA2 C17 C17 C 0 1 Y N N -11.666 70.592 2.170 0.777 0.300 -3.387 C17 AA2 17 AA2 C18 C18 C 0 1 Y N N -12.678 69.751 1.676 0.402 0.277 -2.058 C18 AA2 18 AA2 N19 N19 N 0 1 N N N -14.944 69.503 0.818 -0.969 -0.624 -0.288 N19 AA2 19 AA2 CL20 CL20 CL 0 0 N N N -15.130 63.775 -0.696 2.997 0.335 3.840 CL20 AA2 20 AA2 C21 C21 C 0 1 N N N -8.762 63.056 1.167 -1.271 0.233 8.418 C21 AA2 21 AA2 C22 C22 C 0 1 N N N -7.555 63.992 1.500 -0.049 0.236 9.339 C22 AA2 22 AA2 C23 C23 C 0 1 N N N -8.950 62.024 2.312 -2.155 -0.970 8.749 C23 AA2 23 AA2 N24 N24 N 0 1 N N N -8.465 62.315 -0.083 -2.036 1.471 8.615 N24 AA2 24 AA2 C25 C25 C 0 1 N N N -10.729 72.859 2.854 0.563 -0.503 -5.748 C25 AA2 25 AA2 C26 C26 C 0 1 N N N -9.603 72.959 1.779 -0.290 0.523 -6.494 C26 AA2 26 AA2 N27 N27 N 0 1 N N N -8.444 73.800 2.216 0.106 0.554 -7.908 N27 AA2 27 AA2 C28 C28 C 0 1 N N N -8.818 74.945 3.102 -0.746 1.554 -8.564 C28 AA2 28 AA2 C29 C29 C 0 1 N N N -7.557 75.758 3.514 -0.507 1.518 -10.074 C29 AA2 29 AA2 O30 O30 O 0 1 N N N -6.866 76.246 2.349 -0.887 0.243 -10.592 O30 AA2 30 AA2 C31 C31 C 0 1 N N N -6.444 75.174 1.483 -0.031 -0.727 -9.991 C31 AA2 31 AA2 C32 C32 C 0 1 N N N -7.662 74.309 1.034 -0.257 -0.748 -8.478 C32 AA2 32 AA2 H6 H6 H 0 1 N N N -17.022 65.895 -0.723 3.212 0.064 0.986 H6 AA2 33 AA2 H8 H8 H 0 1 N N N -11.241 66.940 0.177 -1.767 1.096 3.889 H8 AA2 34 AA2 H9 H9 H 0 1 N N N -9.158 65.679 0.542 -2.498 1.234 6.234 H9 AA2 35 AA2 H11 H11 H 0 1 N N N -11.422 62.135 1.290 0.951 -0.956 7.456 H11 AA2 36 AA2 H12 H12 H 0 1 N N N -13.495 63.393 0.928 1.695 -1.109 5.116 H12 AA2 37 AA2 H14 H14 H 0 1 N N N -15.059 72.094 1.179 -1.990 -2.109 -2.224 H14 AA2 38 AA2 H15 H15 H 0 1 N N N -13.277 73.552 2.043 -1.321 -2.052 -4.592 H15 AA2 39 AA2 H17 H17 H 0 1 N N N -10.730 70.172 2.444 1.553 0.975 -3.717 H17 AA2 40 AA2 H18 H18 H 0 1 N N N -12.499 68.709 1.582 0.887 0.930 -1.348 H18 AA2 41 AA2 H19 H19 H 0 1 N N N -15.814 69.964 0.677 -1.892 -0.804 -0.047 H19 AA2 42 AA2 H221 1H22 H 0 0 N N N -6.673 63.381 1.743 -0.376 0.299 10.377 H221 AA2 43 AA2 H222 2H22 H 0 0 N N N -7.332 64.627 0.630 0.518 -0.682 9.193 H222 AA2 44 AA2 H223 3H22 H 0 0 N N N -7.810 64.627 2.362 0.580 1.094 9.104 H223 AA2 45 AA2 H231 1H23 H 0 0 N N N -10.024 61.864 2.490 -1.587 -1.889 8.602 H231 AA2 46 AA2 H232 2H23 H 0 0 N N N -8.480 61.071 2.028 -2.482 -0.907 9.786 H232 AA2 47 AA2 H233 3H23 H 0 0 N N N -8.480 62.406 3.230 -3.025 -0.973 8.093 H233 AA2 48 AA2 H241 1H24 H 0 0 N N N -9.347 62.044 -0.540 -1.416 2.234 8.387 H241 AA2 49 AA2 H242 2H24 H 0 0 N N N -7.920 62.917 -0.717 -2.767 1.474 7.920 H242 AA2 50 AA2 H251 1H25 H 0 0 N N N -11.121 73.863 3.072 1.614 -0.225 -5.824 H251 AA2 51 AA2 H252 2H25 H 0 0 N N N -10.324 72.422 3.778 0.415 -1.488 -6.189 H252 AA2 52 AA2 H261 1H26 H 0 0 N N N -9.237 71.945 1.561 -1.341 0.245 -6.418 H261 AA2 53 AA2 H262 2H26 H 0 0 N N N -10.040 73.440 0.891 -0.141 1.509 -6.053 H262 AA2 54 AA2 H281 1H28 H 0 0 N N N -9.513 75.606 2.564 -1.792 1.331 -8.357 H281 AA2 55 AA2 H282 2H28 H 0 0 N N N -9.294 74.548 4.010 -0.503 2.546 -8.182 H282 AA2 56 AA2 H291 1H29 H 0 0 N N N -7.864 76.612 4.136 -1.102 2.296 -10.554 H291 AA2 57 AA2 H292 2H29 H 0 0 N N N -6.880 75.100 4.079 0.548 1.693 -10.279 H292 AA2 58 AA2 H311 1H31 H 0 0 N N N -5.728 74.536 2.022 -0.251 -1.711 -10.404 H311 AA2 59 AA2 H312 2H31 H 0 0 N N N -5.973 75.609 0.589 1.008 -0.472 -10.198 H312 AA2 60 AA2 H321 1H32 H 0 0 N N N -7.295 73.451 0.452 0.360 -1.526 -8.030 H321 AA2 61 AA2 H322 2H32 H 0 0 N N N -8.327 74.940 0.426 -1.307 -0.955 -8.271 H322 AA2 62 # # 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 AA2 N1 C2 DOUB Y N 1 AA2 N1 C6 SING Y N 2 AA2 C2 N3 SING Y N 3 AA2 C2 N19 SING N N 4 AA2 N3 C4 DOUB Y N 5 AA2 C4 C5 SING Y N 6 AA2 C4 C7 SING Y N 7 AA2 C5 C6 DOUB Y N 8 AA2 C5 CL20 SING N N 9 AA2 C6 H6 SING N N 10 AA2 C7 C8 DOUB Y N 11 AA2 C7 C12 SING Y N 12 AA2 C8 C9 SING Y N 13 AA2 C8 H8 SING N N 14 AA2 C9 C10 DOUB Y N 15 AA2 C9 H9 SING N N 16 AA2 C10 C11 SING Y N 17 AA2 C10 C21 SING N N 18 AA2 C11 C12 DOUB Y N 19 AA2 C11 H11 SING N N 20 AA2 C12 H12 SING N N 21 AA2 C13 C14 DOUB Y N 22 AA2 C13 C18 SING Y N 23 AA2 C13 N19 SING N N 24 AA2 C14 C15 SING Y N 25 AA2 C14 H14 SING N N 26 AA2 C15 C16 DOUB Y N 27 AA2 C15 H15 SING N N 28 AA2 C16 C17 SING Y N 29 AA2 C16 C25 SING N N 30 AA2 C17 C18 DOUB Y N 31 AA2 C17 H17 SING N N 32 AA2 C18 H18 SING N N 33 AA2 N19 H19 SING N N 34 AA2 C21 C22 SING N N 35 AA2 C21 C23 SING N N 36 AA2 C21 N24 SING N N 37 AA2 C22 H221 SING N N 38 AA2 C22 H222 SING N N 39 AA2 C22 H223 SING N N 40 AA2 C23 H231 SING N N 41 AA2 C23 H232 SING N N 42 AA2 C23 H233 SING N N 43 AA2 N24 H241 SING N N 44 AA2 N24 H242 SING N N 45 AA2 C25 C26 SING N N 46 AA2 C25 H251 SING N N 47 AA2 C25 H252 SING N N 48 AA2 C26 N27 SING N N 49 AA2 C26 H261 SING N N 50 AA2 C26 H262 SING N N 51 AA2 N27 C28 SING N N 52 AA2 N27 C32 SING N N 53 AA2 C28 C29 SING N N 54 AA2 C28 H281 SING N N 55 AA2 C28 H282 SING N N 56 AA2 C29 O30 SING N N 57 AA2 C29 H291 SING N N 58 AA2 C29 H292 SING N N 59 AA2 O30 C31 SING N N 60 AA2 C31 C32 SING N N 61 AA2 C31 H311 SING N N 62 AA2 C31 H312 SING N N 63 AA2 C32 H321 SING N N 64 AA2 C32 H322 SING N N 65 # # 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 AA2 SMILES ACDLabs 10.04 "Clc1c(nc(nc1)Nc2ccc(cc2)CCN3CCOCC3)c4ccc(cc4)C(N)(C)C" AA2 SMILES_CANONICAL CACTVS 3.341 "CC(C)(N)c1ccc(cc1)c2nc(Nc3ccc(CCN4CCOCC4)cc3)ncc2Cl" AA2 SMILES CACTVS 3.341 "CC(C)(N)c1ccc(cc1)c2nc(Nc3ccc(CCN4CCOCC4)cc3)ncc2Cl" AA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(c1ccc(cc1)c2c(cnc(n2)Nc3ccc(cc3)CCN4CCOCC4)Cl)N" AA2 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(c1ccc(cc1)c2c(cnc(n2)Nc3ccc(cc3)CCN4CCOCC4)Cl)N" AA2 InChI InChI 1.03 "InChI=1S/C25H30ClN5O/c1-25(2,27)20-7-5-19(6-8-20)23-22(26)17-28-24(30-23)29-21-9-3-18(4-10-21)11-12-31-13-15-32-16-14-31/h3-10,17H,11-16,27H2,1-2H3,(H,28,29,30)" AA2 InChIKey InChI 1.03 CJSSYVIHFXDFFC-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 AA2 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[4-(1-amino-1-methylethyl)phenyl]-5-chloro-N-[4-(2-morpholin-4-ylethyl)phenyl]pyrimidin-2-amine" AA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[4-(2-aminopropan-2-yl)phenyl]-5-chloro-N-[4-(2-morpholin-4-ylethyl)phenyl]pyrimidin-2-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 AA2 "Create component" 2003-03-24 EBI AA2 "Modify aromatic_flag" 2011-06-04 RCSB AA2 "Modify descriptor" 2011-06-04 RCSB AA2 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AA2 _pdbx_chem_comp_synonyms.name "4-[4-(1-AMINO-1-METHYLETHYL)PHENYL]-5-CHLORO-N-[4-(2-MORPHOLIN-4-YLETHYL)PHENYL]PYRIMIDIN-2-AMINE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##