data_BX1 # _chem_comp.id BX1 _chem_comp.name "1-[3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl]piperidine-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H24 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-07 _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 388.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BX1 _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 2XKF _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 BX1 C01 C01 C 0 1 N N N -26.183 16.524 -19.083 -5.331 2.477 -0.141 C01 BX1 1 BX1 O02 O02 O 0 1 N N N -27.131 16.811 -20.047 -5.300 1.054 -0.025 O02 BX1 2 BX1 C03 C03 C 0 1 Y N N -27.106 18.028 -20.709 -4.075 0.467 0.051 C03 BX1 3 BX1 C04 C04 C 0 1 Y N N -26.522 19.225 -20.055 -2.932 1.246 0.014 C04 BX1 4 BX1 C05 C05 C 0 1 Y N N -26.501 20.502 -20.752 -1.677 0.644 0.093 C05 BX1 5 BX1 C06 C06 C 0 1 Y N N -25.909 21.629 -20.095 -0.451 1.477 0.054 C06 BX1 6 BX1 C07 C07 C 0 1 Y N N -25.773 22.888 -20.769 -0.553 2.864 0.044 C07 BX1 7 BX1 N08 N08 N 0 1 Y N N -25.179 23.973 -20.104 0.539 3.610 0.009 N08 BX1 8 BX1 C09 C09 C 0 1 Y N N -24.720 23.828 -18.783 1.734 3.039 -0.016 C09 BX1 9 BX1 N10 N10 N 0 1 N N N -24.104 24.912 -18.110 2.881 3.826 -0.052 N10 BX1 10 BX1 C11 C11 C 0 1 Y N N -24.848 22.565 -18.118 1.841 1.641 -0.005 C11 BX1 11 BX1 N12 N12 N 0 1 N N N -24.348 22.424 -16.757 3.096 1.038 -0.032 N12 BX1 12 BX1 C13 C13 C 0 1 N N N -25.139 21.477 -15.962 3.323 0.243 1.182 C13 BX1 13 BX1 C14 C14 C 0 1 N N N -24.439 20.995 -14.690 4.760 -0.284 1.187 C14 BX1 14 BX1 C15 C15 C 0 1 N N N -23.334 21.896 -14.189 4.987 -1.144 -0.059 C15 BX1 15 BX1 C16 C16 C 0 1 N N N -22.870 21.725 -12.790 4.062 -2.334 -0.025 C16 BX1 16 BX1 O17 O17 O 0 1 N N N -22.946 20.629 -12.264 3.300 -2.480 0.901 O17 BX1 17 BX1 O18 O18 O 0 1 N N N -22.131 22.711 -12.190 4.086 -3.232 -1.022 O18 BX1 18 BX1 C19 C19 C 0 1 N N N -22.334 22.312 -15.258 4.696 -0.307 -1.308 C19 BX1 19 BX1 C20 C20 C 0 1 N N N -22.902 22.194 -16.695 3.261 0.221 -1.240 C20 BX1 20 BX1 N21 N21 N 0 1 Y N N -25.432 21.479 -18.772 0.749 0.896 0.034 N21 BX1 21 BX1 C22 C22 C 0 1 Y N N -27.060 20.620 -22.096 -1.576 -0.741 0.209 C22 BX1 22 BX1 C23 C23 C 0 1 Y N N -27.641 19.428 -22.741 -2.721 -1.517 0.245 C23 BX1 23 BX1 O24 O24 O 0 1 N N N -28.173 19.518 -24.012 -2.623 -2.869 0.358 O24 BX1 24 BX1 C25 C25 C 0 1 N N N -28.393 20.759 -24.568 -1.306 -3.420 0.434 C25 BX1 25 BX1 C26 C26 C 0 1 Y N N -27.659 18.138 -22.038 -3.973 -0.915 0.172 C26 BX1 26 BX1 O27 O27 O 0 1 N N N -28.195 17.017 -22.633 -5.098 -1.679 0.213 O27 BX1 27 BX1 C28 C28 C 0 1 N N N -27.345 16.011 -23.047 -5.607 -2.152 -1.035 C28 BX1 28 BX1 H011 H011 H 0 0 N N N -25.192 16.448 -19.554 -4.805 2.779 -1.047 H011 BX1 29 BX1 H012 H012 H 0 0 N N N -26.171 17.327 -18.331 -6.366 2.815 -0.193 H012 BX1 30 BX1 H013 H013 H 0 0 N N N -26.432 15.569 -18.597 -4.846 2.924 0.726 H013 BX1 31 BX1 H04 H04 H 0 1 N N N -26.111 19.148 -19.059 -3.012 2.319 -0.076 H04 BX1 32 BX1 H22 H22 H 0 1 N N N -27.048 21.569 -22.611 -0.604 -1.209 0.269 H22 BX1 33 BX1 H07 H07 H 0 1 N N N -26.126 23.001 -21.783 -1.526 3.333 0.064 H07 BX1 34 BX1 H101 H101 H 0 0 N N N -23.959 24.670 -17.151 2.806 4.789 -0.138 H101 BX1 35 BX1 H102 H102 H 0 0 N N N -23.224 25.114 -18.540 3.756 3.411 0.009 H102 BX1 36 BX1 H131 H131 H 0 0 N N N -26.073 21.978 -15.667 3.162 0.868 2.061 H131 BX1 37 BX1 H132 H132 H 0 0 N N N -25.306 20.591 -16.592 2.628 -0.596 1.202 H132 BX1 38 BX1 H201 H201 H 0 0 N N N -22.697 21.179 -17.066 2.567 -0.619 -1.209 H201 BX1 39 BX1 H202 H202 H 0 0 N N N -22.416 22.967 -17.309 3.056 0.829 -2.121 H202 BX1 40 BX1 H141 H141 H 0 0 N N N -25.198 20.925 -13.897 5.455 0.555 1.181 H141 BX1 41 BX1 H142 H142 H 0 0 N N N -23.967 20.034 -14.940 4.923 -0.887 2.080 H142 BX1 42 BX1 H15 H15 H 0 1 N N N -23.852 22.846 -13.991 6.021 -1.487 -0.082 H15 BX1 43 BX1 H191 H191 H 0 0 N N N -22.055 23.361 -15.081 5.391 0.532 -1.353 H191 BX1 44 BX1 H192 H192 H 0 0 N N N -21.471 21.634 -15.186 4.815 -0.926 -2.197 H192 BX1 45 BX1 H18 H18 H 0 1 N N N -21.751 22.378 -11.385 3.475 -3.978 -0.956 H18 BX1 46 BX1 H251 H251 H 0 0 N N N -28.452 21.514 -23.770 -1.371 -4.504 0.521 H251 BX1 47 BX1 H252 H252 H 0 0 N N N -27.565 21.008 -25.248 -0.752 -3.160 -0.468 H252 BX1 48 BX1 H253 H253 H 0 0 N N N -29.338 20.746 -25.130 -0.793 -3.015 1.306 H253 BX1 49 BX1 H281 H281 H 0 0 N N N -27.119 16.138 -24.116 -5.853 -1.302 -1.672 H281 BX1 50 BX1 H282 H282 H 0 0 N N N -26.412 16.058 -22.467 -4.853 -2.767 -1.525 H282 BX1 51 BX1 H283 H283 H 0 0 N N N -27.827 15.035 -22.888 -6.504 -2.746 -0.860 H283 BX1 52 # 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 BX1 C01 O02 SING N N 1 BX1 O02 C03 SING N N 2 BX1 C03 C04 SING Y N 3 BX1 C03 C26 DOUB Y N 4 BX1 C04 C05 DOUB Y N 5 BX1 C05 C06 SING Y N 6 BX1 C05 C22 SING Y N 7 BX1 C06 C07 SING Y N 8 BX1 C06 N21 DOUB Y N 9 BX1 C07 N08 DOUB Y N 10 BX1 N08 C09 SING Y N 11 BX1 C09 N10 SING N N 12 BX1 C09 C11 DOUB Y N 13 BX1 C11 N12 SING N N 14 BX1 C11 N21 SING Y N 15 BX1 N12 C13 SING N N 16 BX1 N12 C20 SING N N 17 BX1 C13 C14 SING N N 18 BX1 C14 C15 SING N N 19 BX1 C15 C16 SING N N 20 BX1 C15 C19 SING N N 21 BX1 C16 O17 DOUB N N 22 BX1 C16 O18 SING N N 23 BX1 C19 C20 SING N N 24 BX1 C22 C23 DOUB Y N 25 BX1 C23 O24 SING N N 26 BX1 C23 C26 SING Y N 27 BX1 O24 C25 SING N N 28 BX1 C26 O27 SING N N 29 BX1 O27 C28 SING N N 30 BX1 C01 H011 SING N N 31 BX1 C01 H012 SING N N 32 BX1 C01 H013 SING N N 33 BX1 C04 H04 SING N N 34 BX1 C22 H22 SING N N 35 BX1 C07 H07 SING N N 36 BX1 N10 H101 SING N N 37 BX1 N10 H102 SING N N 38 BX1 C13 H131 SING N N 39 BX1 C13 H132 SING N N 40 BX1 C20 H201 SING N N 41 BX1 C20 H202 SING N N 42 BX1 C14 H141 SING N N 43 BX1 C14 H142 SING N N 44 BX1 C15 H15 SING N N 45 BX1 C19 H191 SING N N 46 BX1 C19 H192 SING N N 47 BX1 O18 H18 SING N N 48 BX1 C25 H251 SING N N 49 BX1 C25 H252 SING N N 50 BX1 C25 H253 SING N N 51 BX1 C28 H281 SING N N 52 BX1 C28 H282 SING N N 53 BX1 C28 H283 SING N N 54 # 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 BX1 SMILES ACDLabs 10.04 "O=C(O)C3CCN(c2nc(c1cc(OC)c(OC)c(OC)c1)cnc2N)CC3" BX1 SMILES_CANONICAL CACTVS 3.352 "COc1cc(cc(OC)c1OC)c2cnc(N)c(n2)N3CCC(CC3)C(O)=O" BX1 SMILES CACTVS 3.352 "COc1cc(cc(OC)c1OC)c2cnc(N)c(n2)N3CCC(CC3)C(O)=O" BX1 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "COc1cc(cc(c1OC)OC)c2cnc(c(n2)N3CCC(CC3)C(=O)O)N" BX1 SMILES "OpenEye OEToolkits" 1.6.1 "COc1cc(cc(c1OC)OC)c2cnc(c(n2)N3CCC(CC3)C(=O)O)N" BX1 InChI InChI 1.03 "InChI=1S/C19H24N4O5/c1-26-14-8-12(9-15(27-2)16(14)28-3)13-10-21-17(20)18(22-13)23-6-4-11(5-7-23)19(24)25/h8-11H,4-7H2,1-3H3,(H2,20,21)(H,24,25)" BX1 InChIKey InChI 1.03 FFHSQDAETWTILU-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 BX1 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl]piperidine-4-carboxylic acid" BX1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "1-[3-amino-6-(3,4,5-trimethoxyphenyl)pyrazin-2-yl]piperidine-4-carboxylic 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 BX1 "Create component" 2010-07-07 EBI BX1 "Modify aromatic_flag" 2011-06-04 RCSB BX1 "Modify descriptor" 2011-06-04 RCSB #