data_S91 # _chem_comp.id S91 _chem_comp.name "[4-({5-(AMINOCARBONYL)-4-[(3-METHYLPHENYL)AMINO]PYRIMIDIN-2-YL}AMINO)PHENYL]ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(4-{[5-CARBAMOYL-4-(3-METHYLANILINO)PYRIMIDIN-2-YL]AMINO}PHENYL)ACETIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-22 _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 377.397 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S91 _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 ? _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 S91 C1 C1 C 0 1 Y N N 17.832 32.332 29.222 -4.903 0.177 0.568 C1 S91 1 S91 C2 C2 C 0 1 Y N N 18.761 33.240 29.904 -4.344 1.283 1.182 C2 S91 2 S91 C3 C3 C 0 1 Y N N 18.618 34.667 29.600 -2.988 1.523 1.075 C3 S91 3 S91 C4 C4 C 0 1 Y N N 17.547 35.085 28.639 -2.186 0.652 0.349 C4 S91 4 S91 C5 C5 C 0 1 Y N N 16.616 34.185 27.967 -2.751 -0.455 -0.272 C5 S91 5 S91 C6 C6 C 0 1 Y N N 16.775 32.767 28.276 -4.107 -0.692 -0.156 C6 S91 6 S91 C7 C7 C 0 1 N N N 18.131 30.862 29.306 -6.383 -0.081 0.687 C7 S91 7 S91 C8 C8 C 0 1 N N N 16.977 30.160 29.966 -7.104 0.600 -0.447 C8 S91 8 S91 O1 O1 O 0 1 N N N 16.043 29.759 29.248 -8.440 0.506 -0.546 O1 S91 9 S91 O2 O2 O 0 1 N N N 17.007 30.042 31.195 -6.481 1.231 -1.268 O2 S91 10 S91 N1 N1 N 0 1 Y N N 18.529 36.152 26.353 1.351 0.079 -0.063 N1 S91 11 S91 C9 C9 C 0 1 Y N N 19.122 36.776 25.325 2.231 -0.913 -0.140 C9 S91 12 S91 C10 C10 C 0 1 Y N N 19.225 38.193 25.241 1.776 -2.239 0.021 C10 S91 13 S91 C11 C11 C 0 1 Y N N 18.705 39.030 26.251 0.413 -2.445 0.264 C11 S91 14 S91 N2 N2 N 0 1 Y N N 18.119 38.370 27.266 -0.393 -1.402 0.325 N2 S91 15 S91 C12 C12 C 0 1 Y N N 18.047 36.988 27.293 0.070 -0.167 0.165 C12 S91 16 S91 C13 C13 C 0 1 N N N 19.874 38.809 24.102 2.710 -3.374 -0.056 C13 S91 17 S91 O3 O3 O 0 1 N N N 20.585 38.177 23.301 3.908 -3.172 -0.128 O3 S91 18 S91 N3 N3 N 0 1 N N N 19.678 36.121 24.274 3.565 -0.651 -0.378 N3 S91 19 S91 N4 N4 N 0 1 N N N 17.431 36.412 28.363 -0.813 0.892 0.238 N4 S91 20 S91 N5 N5 N 0 1 N N N 19.517 40.130 24.052 2.240 -4.637 -0.046 N5 S91 21 S91 C14 C14 C 0 1 Y N N 19.876 32.085 22.975 4.990 3.257 -0.174 C14 S91 22 S91 C15 C15 C 0 1 Y N N 19.288 32.318 24.285 3.671 3.021 -0.513 C15 S91 23 S91 C16 C16 C 0 1 Y N N 19.207 33.689 24.760 3.195 1.726 -0.581 C16 S91 24 S91 C17 C17 C 0 1 Y N N 19.702 34.807 23.940 4.043 0.660 -0.310 C17 S91 25 S91 C18 C18 C 0 1 Y N N 20.287 34.584 22.640 5.370 0.901 0.024 C18 S91 26 S91 C19 C19 C 0 1 Y N N 20.348 33.206 22.206 5.838 2.198 0.097 C19 S91 27 S91 C20 C20 C 0 1 N N N 20.921 32.924 20.920 7.275 2.460 0.466 C20 S91 28 S91 H2 H2 H 0 1 N N N 19.510 32.877 30.593 -4.968 1.960 1.746 H2 S91 29 S91 H3 H3 H 0 1 N N N 19.268 35.398 30.057 -2.552 2.386 1.555 H3 S91 30 S91 H5 H5 H 0 1 N N N 15.859 34.544 27.286 -2.130 -1.133 -0.838 H5 S91 31 S91 H6 H6 H 0 1 N N N 16.125 32.037 27.817 -4.546 -1.555 -0.634 H6 S91 32 S91 H71 1H7 H 0 1 N N N 19.046 30.704 29.896 -6.569 -1.154 0.643 H71 S91 33 S91 H72 2H7 H 0 1 N N N 18.278 30.458 28.294 -6.745 0.312 1.636 H72 S91 34 S91 HO1 HO1 H 0 1 N N N 15.375 29.358 29.791 -8.903 0.943 -1.273 HO1 S91 35 S91 H11 H11 H 0 1 N N N 18.772 40.107 26.212 0.026 -3.445 0.397 H11 S91 36 S91 HN3 HN3 H 0 1 N N N 20.157 36.716 23.629 4.171 -1.378 -0.593 HN3 S91 37 S91 HN4 HN4 H 0 1 N N N 16.875 36.984 28.966 -0.480 1.803 0.212 HN4 S91 38 S91 HN51 1HN5 H 0 0 N N N 19.822 40.773 23.350 1.285 -4.798 0.012 HN51 S91 39 S91 HN52 2HN5 H 0 0 N N N 18.910 40.366 24.811 2.856 -5.384 -0.096 HN52 S91 40 S91 H14 H14 H 0 1 N N N 19.957 31.082 22.584 5.360 4.270 -0.121 H14 S91 41 S91 H15 H15 H 0 1 N N N 18.923 31.498 24.886 3.011 3.849 -0.724 H15 S91 42 S91 H16 H16 H 0 1 N N N 18.777 33.891 25.730 2.164 1.542 -0.845 H16 S91 43 S91 H18 H18 H 0 1 N N N 20.656 35.395 22.030 6.033 0.075 0.236 H18 S91 44 S91 H201 1H20 H 0 0 N N N 21.469 31.971 20.964 7.359 2.567 1.547 H201 S91 45 S91 H202 2H20 H 0 0 N N N 21.613 33.733 20.642 7.894 1.626 0.134 H202 S91 46 S91 H203 3H20 H 0 0 N N N 20.120 32.852 20.169 7.613 3.377 -0.018 H203 S91 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 S91 C1 C2 SING Y N 1 S91 C1 C6 DOUB Y N 2 S91 C1 C7 SING N N 3 S91 C2 C3 DOUB Y N 4 S91 C2 H2 SING N N 5 S91 C3 C4 SING Y N 6 S91 C3 H3 SING N N 7 S91 C4 C5 DOUB Y N 8 S91 C4 N4 SING N N 9 S91 C5 C6 SING Y N 10 S91 C5 H5 SING N N 11 S91 C6 H6 SING N N 12 S91 C7 C8 SING N N 13 S91 C7 H71 SING N N 14 S91 C7 H72 SING N N 15 S91 C8 O1 SING N N 16 S91 C8 O2 DOUB N N 17 S91 O1 HO1 SING N N 18 S91 N1 C9 DOUB Y N 19 S91 N1 C12 SING Y N 20 S91 C9 C10 SING Y N 21 S91 C9 N3 SING N N 22 S91 C10 C11 DOUB Y N 23 S91 C10 C13 SING N N 24 S91 C11 N2 SING Y N 25 S91 C11 H11 SING N N 26 S91 N2 C12 DOUB Y N 27 S91 C12 N4 SING N N 28 S91 C13 O3 DOUB N N 29 S91 C13 N5 SING N N 30 S91 N3 C17 SING N N 31 S91 N3 HN3 SING N N 32 S91 N4 HN4 SING N N 33 S91 N5 HN51 SING N N 34 S91 N5 HN52 SING N N 35 S91 C14 C15 DOUB Y N 36 S91 C14 C19 SING Y N 37 S91 C14 H14 SING N N 38 S91 C15 C16 SING Y N 39 S91 C15 H15 SING N N 40 S91 C16 C17 DOUB Y N 41 S91 C16 H16 SING N N 42 S91 C17 C18 SING Y N 43 S91 C18 C19 DOUB Y N 44 S91 C18 H18 SING N N 45 S91 C19 C20 SING N N 46 S91 C20 H201 SING N N 47 S91 C20 H202 SING N N 48 S91 C20 H203 SING N N 49 # # 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 S91 SMILES ACDLabs 10.04 "O=C(O)Cc1ccc(cc1)Nc2nc(c(cn2)C(=O)N)Nc3cc(ccc3)C" S91 SMILES_CANONICAL CACTVS 3.341 "Cc1cccc(Nc2nc(Nc3ccc(CC(O)=O)cc3)ncc2C(N)=O)c1" S91 SMILES CACTVS 3.341 "Cc1cccc(Nc2nc(Nc3ccc(CC(O)=O)cc3)ncc2C(N)=O)c1" S91 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc(c1)Nc2c(cnc(n2)Nc3ccc(cc3)CC(=O)O)C(=O)N" S91 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc(c1)Nc2c(cnc(n2)Nc3ccc(cc3)CC(=O)O)C(=O)N" S91 InChI InChI 1.03 "InChI=1S/C20H19N5O3/c1-12-3-2-4-15(9-12)23-19-16(18(21)28)11-22-20(25-19)24-14-7-5-13(6-8-14)10-17(26)27/h2-9,11H,10H2,1H3,(H2,21,28)(H,26,27)(H2,22,23,24,25)" S91 InChIKey InChI 1.03 PAIQRYUOBBCBSE-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 S91 "SYSTEMATIC NAME" ACDLabs 10.04 "[4-({5-carbamoyl-4-[(3-methylphenyl)amino]pyrimidin-2-yl}amino)phenyl]acetic acid" S91 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[[5-aminocarbonyl-4-[(3-methylphenyl)amino]pyrimidin-2-yl]amino]phenyl]ethanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S91 "Create component" 2005-03-22 RCSB S91 "Modify descriptor" 2011-06-04 RCSB S91 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S91 _pdbx_chem_comp_synonyms.name "(4-{[5-CARBAMOYL-4-(3-METHYLANILINO)PYRIMIDIN-2-YL]AMINO}PHENYL)ACETIC ACID" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##