data_F8E # _chem_comp.id F8E _chem_comp.name "methyl 2-bromo-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)benzoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H11 Br N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-18 _chem_comp.pdbx_modified_date 2013-09-20 _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 347.167 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F8E _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 4BTM _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 F8E BR BR BR 0 0 N N N 30.204 39.767 -3.471 4.192 -0.735 -0.210 BR F8E 1 F8E C1 C1 C 0 1 N N N 30.171 36.543 0.285 2.008 3.877 0.666 C1 F8E 2 F8E O2 O2 O 0 1 N N N 30.057 37.462 -0.796 1.343 2.591 0.560 O2 F8E 3 F8E C3 C3 C 0 1 N N N 30.306 36.874 -2.011 2.122 1.517 0.328 C3 F8E 4 F8E O4 O4 O 0 1 N N N 29.639 36.045 -2.619 3.324 1.651 0.218 O4 F8E 5 F8E C5 C5 C 0 1 Y N N 31.575 37.407 -2.533 1.515 0.176 0.208 C5 F8E 6 F8E C6 C6 C 0 1 Y N N 32.680 36.612 -2.357 0.134 0.019 0.334 C6 F8E 7 F8E C7 C7 C 0 1 Y N N 33.898 37.051 -2.824 -0.429 -1.243 0.220 C7 F8E 8 F8E C8 C8 C 0 1 Y N N 34.023 38.268 -3.468 0.382 -2.347 -0.020 C8 F8E 9 F8E C9 C9 C 0 1 Y N N 32.915 39.062 -3.655 1.749 -2.192 -0.145 C9 F8E 10 F8E C10 C10 C 0 1 Y N N 31.690 38.628 -3.184 2.320 -0.939 -0.038 C10 F8E 11 F8E N12 N12 N 0 1 N N N 34.947 36.177 -2.583 -1.812 -1.405 0.346 N12 F8E 12 F8E C13 C13 C 0 1 Y N N 36.107 36.058 -3.336 -2.668 -0.407 -0.085 C13 F8E 13 F8E C14 C14 C 0 1 Y N N 36.967 35.075 -2.914 -4.051 -0.499 0.138 C14 F8E 14 F8E C15 C15 C 0 1 Y N N 36.928 34.121 -1.871 -4.935 -1.475 0.773 C15 F8E 15 F8E C16 C16 C 0 1 Y N N 38.082 33.386 -1.988 -6.184 -0.992 0.669 C16 F8E 16 F8E N17 N17 N 0 1 Y N N 38.802 33.866 -3.045 -6.164 0.214 0.018 N17 F8E 17 F8E C19 C19 C 0 1 Y N N 38.125 34.896 -3.631 -4.879 0.542 -0.319 C19 F8E 18 F8E N20 N20 N 0 1 Y N N 38.520 35.596 -4.696 -4.317 1.575 -0.946 N20 F8E 19 F8E C21 C21 C 0 1 Y N N 37.615 36.529 -4.997 -3.016 1.620 -1.133 C21 F8E 20 F8E N22 N22 N 0 1 Y N N 36.449 36.795 -4.401 -2.201 0.667 -0.715 N22 F8E 21 F8E HN17 HN17 H 0 0 N N N 39.690 33.516 -3.344 -6.945 0.755 -0.176 HN17 F8E 22 F8E H1 H1 H 0 1 N N N 29.963 37.062 1.232 1.268 4.655 0.853 H1 F8E 23 F8E H1A H1A H 0 1 N N N 29.448 35.725 0.149 2.722 3.850 1.490 H1A F8E 24 F8E H1B H1B H 0 1 N N N 31.191 36.131 0.310 2.534 4.092 -0.264 H1B F8E 25 F8E H6 H6 H 0 1 N N N 32.595 35.657 -1.860 -0.495 0.877 0.521 H6 F8E 26 F8E H8 H8 H 0 1 N N N 34.989 38.595 -3.824 -0.059 -3.329 -0.109 H8 F8E 27 F8E H9 H9 H 0 1 N N N 33.001 40.011 -4.163 2.373 -3.054 -0.331 H9 F8E 28 F8E HN12 HN12 H 0 0 N N N 34.859 35.574 -1.790 -2.171 -2.218 0.736 HN12 F8E 29 F8E H15 H15 H 0 1 N N N 36.149 33.996 -1.133 -4.640 -2.405 1.236 H15 F8E 30 F8E H16 H16 H 0 1 N N N 38.372 32.564 -1.350 -7.072 -1.482 1.042 H16 F8E 31 F8E H21 H21 H 0 1 N N N 37.859 37.157 -5.841 -2.595 2.473 -1.644 H21 F8E 32 # 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 F8E BR C10 SING N N 1 F8E O2 C1 SING N N 2 F8E C1 H1 SING N N 3 F8E C1 H1A SING N N 4 F8E C1 H1B SING N N 5 F8E C3 O2 SING N N 6 F8E O4 C3 DOUB N N 7 F8E C5 C3 SING N N 8 F8E C10 C5 DOUB Y N 9 F8E C5 C6 SING Y N 10 F8E C7 C6 DOUB Y N 11 F8E C6 H6 SING N N 12 F8E C8 C7 SING Y N 13 F8E C7 N12 SING N N 14 F8E C9 C8 DOUB Y N 15 F8E C8 H8 SING N N 16 F8E C9 C10 SING Y N 17 F8E C9 H9 SING N N 18 F8E C13 N12 SING N N 19 F8E N12 HN12 SING N N 20 F8E N22 C13 DOUB Y N 21 F8E C13 C14 SING Y N 22 F8E C19 C14 DOUB Y N 23 F8E C14 C15 SING Y N 24 F8E C16 C15 DOUB Y N 25 F8E C15 H15 SING N N 26 F8E N17 C16 SING Y N 27 F8E C16 H16 SING N N 28 F8E C19 N17 SING Y N 29 F8E HN17 N17 SING N N 30 F8E N20 C19 SING Y N 31 F8E C21 N20 DOUB Y N 32 F8E C21 N22 SING Y N 33 F8E C21 H21 SING N N 34 # 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 F8E SMILES ACDLabs 12.01 "O=C(OC)c1cc(ccc1Br)Nc2ncnc3c2ccn3" F8E InChI InChI 1.03 "InChI=1S/C14H11BrN4O2/c1-21-14(20)10-6-8(2-3-11(10)15)19-13-9-4-5-16-12(9)17-7-18-13/h2-7H,1H3,(H2,16,17,18,19)" F8E InChIKey InChI 1.03 YHDDNFHODNKNQV-UHFFFAOYSA-N F8E SMILES_CANONICAL CACTVS 3.370 "COC(=O)c1cc(Nc2ncnc3[nH]ccc23)ccc1Br" F8E SMILES CACTVS 3.370 "COC(=O)c1cc(Nc2ncnc3[nH]ccc23)ccc1Br" F8E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COC(=O)c1cc(ccc1Br)Nc2c3cc[nH]c3ncn2" F8E SMILES "OpenEye OEToolkits" 1.7.6 "COC(=O)c1cc(ccc1Br)Nc2c3cc[nH]c3ncn2" # 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 F8E "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 2-bromo-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)benzoate" F8E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl 2-bromanyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F8E "Create component" 2013-06-18 EBI F8E "Initial release" 2013-09-25 RCSB #