data_XJ1 # _chem_comp.id XJ1 _chem_comp.name "(2E)-3-(3-{6-[(TRANS-4-AMINOCYCLOHEXYL)AMINO]PYRAZIN-2-YL}PHENYL)PROP-2-ENOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-01 _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 338.404 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XJ1 _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 2XJ1 _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 XJ1 C3 C3 C 0 1 N N N -20.482 -32.170 -4.756 -5.457 -1.140 0.918 C3 XJ1 1 XJ1 C4 C4 C 0 1 N N N -20.709 -30.643 -4.742 -6.825 -0.464 1.030 C4 XJ1 2 XJ1 C5 C5 C 0 1 N N N -21.646 -30.235 -3.591 -7.303 -0.044 -0.361 C5 XJ1 3 XJ1 N8 N8 N 0 1 N N N -21.883 -28.774 -3.570 -8.617 0.604 -0.253 N8 XJ1 4 XJ1 C6 C6 C 0 1 N N N -22.964 -30.990 -3.754 -6.299 0.936 -0.970 C6 XJ1 5 XJ1 C7 C7 C 0 1 N N N -22.771 -32.520 -3.811 -4.931 0.261 -1.083 C7 XJ1 6 XJ1 C2 C2 C 0 1 N N N -21.826 -32.908 -4.949 -4.453 -0.159 0.309 C2 XJ1 7 XJ1 N1 N1 N 0 1 N N N -21.593 -34.368 -5.088 -3.143 -0.805 0.201 N1 XJ1 8 XJ1 C9 C9 C 0 1 Y N N -22.116 -35.422 -4.448 -1.987 -0.034 0.183 C9 XJ1 9 XJ1 N10 N10 N 0 1 Y N N -22.080 -35.519 -3.103 -0.801 -0.618 0.085 N10 XJ1 10 XJ1 C14 C14 C 0 1 Y N N -22.633 -36.488 -5.190 -2.073 1.355 0.262 C14 XJ1 11 XJ1 N13 N13 N 0 1 Y N N -23.101 -37.565 -4.562 -0.977 2.089 0.244 N13 XJ1 12 XJ1 C12 C12 C 0 1 Y N N -23.091 -37.652 -3.221 0.208 1.511 0.152 C12 XJ1 13 XJ1 C11 C11 C 0 1 Y N N -22.551 -36.612 -2.453 0.303 0.124 0.068 C11 XJ1 14 XJ1 C15 C15 C 0 1 Y N N -22.537 -36.625 -1.033 1.633 -0.524 -0.040 C15 XJ1 15 XJ1 C16 C16 C 0 1 Y N N -22.362 -35.414 -0.359 2.790 0.242 0.046 C16 XJ1 16 XJ1 C20 C20 C 0 1 Y N N -22.736 -37.777 -0.268 1.724 -1.904 -0.223 C20 XJ1 17 XJ1 C19 C19 C 0 1 Y N N -22.745 -37.709 1.140 2.961 -2.512 -0.324 C19 XJ1 18 XJ1 C18 C18 C 0 1 Y N N -22.559 -36.485 1.782 4.115 -1.760 -0.245 C18 XJ1 19 XJ1 C17 C17 C 0 1 Y N N -22.347 -35.327 1.032 4.038 -0.376 -0.056 C17 XJ1 20 XJ1 C21 C21 C 0 1 N N N -22.190 -34.087 1.665 5.269 0.427 0.034 C21 XJ1 21 XJ1 C22 C22 C 0 1 N N N -21.483 -32.992 1.162 6.473 -0.172 -0.066 C22 XJ1 22 XJ1 C23 C23 C 0 1 N N N -21.424 -31.788 1.882 7.696 0.625 0.024 C23 XJ1 23 XJ1 O25 O25 O 0 1 N N N -20.768 -30.865 1.376 7.627 1.828 0.188 O25 XJ1 24 XJ1 O24 O24 O 0 1 N N N -22.035 -31.670 2.976 8.901 0.026 -0.076 O24 XJ1 25 XJ1 H31C H31C H 0 0 N N N -19.805 -32.428 -5.584 -5.117 -1.439 1.909 H31C XJ1 26 XJ1 H32C H32C H 0 0 N N N -20.039 -32.476 -3.797 -5.537 -2.020 0.280 H32C XJ1 27 XJ1 H41C H41C H 0 0 N N N -19.740 -30.139 -4.610 -7.541 -1.163 1.464 H41C XJ1 28 XJ1 H42C H42C H 0 0 N N N -21.174 -30.348 -5.694 -6.745 0.416 1.668 H42C XJ1 29 XJ1 H2 H2 H 0 1 N N N -22.319 -32.604 -5.884 -4.372 0.721 0.946 H2 XJ1 30 XJ1 H5 H5 H 0 1 N N N -21.173 -30.495 -2.632 -7.383 -0.925 -0.999 H5 XJ1 31 XJ1 H81N H81N H 0 0 N N N -21.936 -28.458 -2.623 -8.954 0.891 -1.160 H81N XJ1 32 XJ1 H82N H82N H 0 0 N N N -21.130 -28.308 -4.035 -9.282 -0.001 0.205 H82N XJ1 33 XJ1 H61C H61C H 0 0 N N N -23.609 -30.753 -2.895 -6.639 1.235 -1.962 H61C XJ1 34 XJ1 H62C H62C H 0 0 N N N -23.414 -30.674 -4.707 -6.218 1.817 -0.333 H62C XJ1 35 XJ1 H71C H71C H 0 0 N N N -22.343 -32.863 -2.857 -5.011 -0.619 -1.720 H71C XJ1 36 XJ1 H72C H72C H 0 0 N N N -23.749 -32.992 -3.988 -4.215 0.960 -1.517 H72C XJ1 37 XJ1 H1 H1 H 0 1 N N N -21.851 -34.540 -6.039 -3.082 -1.772 0.142 H1 XJ1 38 XJ1 H14 H14 H 0 1 N N N -22.653 -36.438 -6.269 -3.040 1.831 0.337 H14 XJ1 39 XJ1 H12 H12 H 0 1 N N N -23.500 -38.525 -2.734 1.103 2.115 0.137 H12 XJ1 40 XJ1 H16 H16 H 0 1 N N N -22.233 -34.511 -0.938 2.724 1.310 0.192 H16 XJ1 41 XJ1 H20 H20 H 0 1 N N N -22.884 -38.727 -0.759 0.825 -2.499 -0.286 H20 XJ1 42 XJ1 H19 H19 H 0 1 N N N -22.896 -38.606 1.722 3.025 -3.581 -0.465 H19 XJ1 43 XJ1 H18 H18 H 0 1 N N N -22.579 -36.433 2.861 5.079 -2.241 -0.324 H18 XJ1 44 XJ1 H21 H21 H 0 1 N N N -22.659 -33.967 2.631 5.208 1.495 0.179 H21 XJ1 45 XJ1 H22 H22 H 0 1 N N N -20.977 -33.072 0.211 6.535 -1.241 -0.212 H22 XJ1 46 XJ1 H24 H24 H 0 1 N N N -21.906 -30.793 3.319 9.650 0.633 -0.005 H24 XJ1 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 XJ1 C3 C4 SING N N 1 XJ1 C3 C2 SING N N 2 XJ1 C4 C5 SING N N 3 XJ1 C5 N8 SING N N 4 XJ1 C5 C6 SING N N 5 XJ1 C6 C7 SING N N 6 XJ1 C7 C2 SING N N 7 XJ1 C2 N1 SING N N 8 XJ1 N1 C9 SING N N 9 XJ1 C9 N10 DOUB Y N 10 XJ1 C9 C14 SING Y N 11 XJ1 N10 C11 SING Y N 12 XJ1 C14 N13 DOUB Y N 13 XJ1 N13 C12 SING Y N 14 XJ1 C12 C11 DOUB Y N 15 XJ1 C11 C15 SING Y N 16 XJ1 C15 C16 SING Y N 17 XJ1 C15 C20 DOUB Y N 18 XJ1 C16 C17 DOUB Y N 19 XJ1 C20 C19 SING Y N 20 XJ1 C19 C18 DOUB Y N 21 XJ1 C18 C17 SING Y N 22 XJ1 C17 C21 SING N N 23 XJ1 C21 C22 DOUB N N 24 XJ1 C22 C23 SING N N 25 XJ1 C23 O25 DOUB N N 26 XJ1 C23 O24 SING N N 27 XJ1 C3 H31C SING N N 28 XJ1 C3 H32C SING N N 29 XJ1 C4 H41C SING N N 30 XJ1 C4 H42C SING N N 31 XJ1 C2 H2 SING N N 32 XJ1 C5 H5 SING N N 33 XJ1 N8 H81N SING N N 34 XJ1 N8 H82N SING N N 35 XJ1 C6 H61C SING N N 36 XJ1 C6 H62C SING N N 37 XJ1 C7 H71C SING N N 38 XJ1 C7 H72C SING N N 39 XJ1 N1 H1 SING N N 40 XJ1 C14 H14 SING N N 41 XJ1 C12 H12 SING N N 42 XJ1 C16 H16 SING N E 43 XJ1 C20 H20 SING N N 44 XJ1 C19 H19 SING N N 45 XJ1 C18 H18 SING N N 46 XJ1 C21 H21 SING N N 47 XJ1 C22 H22 SING N N 48 XJ1 O24 H24 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 XJ1 SMILES ACDLabs 10.04 "O=C(O)\C=C\c3cccc(c2nc(NC1CCC(N)CC1)cnc2)c3" XJ1 SMILES_CANONICAL CACTVS 3.352 "N[C@@H]1CC[C@H](CC1)Nc2cncc(n2)c3cccc(\C=C\C(O)=O)c3" XJ1 SMILES CACTVS 3.352 "N[CH]1CC[CH](CC1)Nc2cncc(n2)c3cccc(C=CC(O)=O)c3" XJ1 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(cc(c1)c2cncc(n2)NC3CCC(CC3)N)\C=C\C(=O)O" XJ1 SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(cc(c1)c2cncc(n2)NC3CCC(CC3)N)C=CC(=O)O" XJ1 InChI InChI 1.03 "InChI=1S/C19H22N4O2/c20-15-5-7-16(8-6-15)22-18-12-21-11-17(23-18)14-3-1-2-13(10-14)4-9-19(24)25/h1-4,9-12,15-16H,5-8,20H2,(H,22,23)(H,24,25)/b9-4+/t15-,16-" XJ1 InChIKey InChI 1.03 GPICQYUBSFLTRN-OIQFLZLASA-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 XJ1 "SYSTEMATIC NAME" ACDLabs 10.04 "(2E)-3-(3-{6-[(trans-4-aminocyclohexyl)amino]pyrazin-2-yl}phenyl)prop-2-enoic acid" XJ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(E)-3-[3-[6-[(4-aminocyclohexyl)amino]pyrazin-2-yl]phenyl]prop-2-enoic 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 XJ1 "Create component" 2010-07-01 EBI XJ1 "Modify aromatic_flag" 2011-06-04 RCSB XJ1 "Modify descriptor" 2011-06-04 RCSB #