data_EQH # _chem_comp.id EQH _chem_comp.name "cis-4-[3-amino-6-(3-cyclopropylthiophen-2-yl)pyrazin-2-yl]cyclohexanecarboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 N3 O2 S" _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 343.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EQH _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 2XK6 _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 EQH N01 N01 N 0 1 N N N 24.728 5.108 -18.304 -1.278 3.946 0.746 N01 EQH 1 EQH C02 C02 C 0 1 Y N N 25.308 6.241 -18.959 -0.287 3.001 0.504 C02 EQH 2 EQH N03 N03 N 0 1 Y N N 25.765 6.103 -20.273 0.992 3.360 0.532 N03 EQH 3 EQH C04 C04 C 0 1 Y N N 26.302 7.149 -20.909 1.934 2.464 0.303 C04 EQH 4 EQH C05 C05 C 0 1 Y N N 26.413 8.455 -20.230 1.586 1.140 0.031 C05 EQH 5 EQH C06 C06 C 0 1 Y N N 27.045 9.561 -21.017 2.639 0.136 -0.225 C06 EQH 6 EQH S07 S07 S 0 1 Y N N 26.461 11.108 -20.286 4.016 0.359 -1.297 S07 EQH 7 EQH C08 C08 C 0 1 Y N N 27.155 12.284 -21.251 4.601 -1.258 -0.932 C08 EQH 8 EQH C09 C09 C 0 1 Y N N 28.298 11.559 -22.081 3.774 -1.854 -0.067 C09 EQH 9 EQH C10 C10 C 0 1 Y N N 27.855 10.012 -22.279 2.696 -1.091 0.330 C10 EQH 10 EQH C11 C11 C 0 1 N N N 28.711 9.372 -23.349 1.661 -1.592 1.305 C11 EQH 11 EQH C12 C12 C 0 1 N N N 28.616 8.753 -24.761 0.961 -2.912 0.976 C12 EQH 12 EQH C13 C13 C 0 1 N N N 29.948 9.334 -24.272 1.994 -2.854 2.103 C13 EQH 13 EQH N14 N14 N 0 1 Y N N 25.966 8.602 -18.926 0.303 0.783 0.003 N14 EQH 14 EQH C15 C15 C 0 1 Y N N 25.415 7.531 -18.281 -0.636 1.679 0.238 C15 EQH 15 EQH C16 C16 C 0 1 N N N 24.866 7.685 -16.873 -2.087 1.274 0.213 C16 EQH 16 EQH C17 C17 C 0 1 N N N 25.611 8.547 -15.797 -2.480 0.871 -1.209 C17 EQH 17 EQH C18 C18 C 0 1 N N N 24.892 8.887 -14.467 -3.953 0.460 -1.235 C18 EQH 18 EQH C19 C19 C 0 1 N N N 23.582 8.116 -14.204 -4.168 -0.725 -0.291 C19 EQH 19 EQH C20 C20 C 0 1 N N N 22.959 8.115 -12.832 -3.315 -1.885 -0.738 C20 EQH 20 EQH O21 O21 O 0 1 N N N 22.502 7.079 -12.366 -2.608 -1.774 -1.711 O21 EQH 21 EQH O22 O22 O 0 1 N N N 22.912 9.280 -12.097 -3.341 -3.039 -0.054 O22 EQH 22 EQH C23 C23 C 0 1 N N N 22.697 8.060 -15.462 -3.776 -0.322 1.132 C23 EQH 23 EQH C24 C24 C 0 1 N N N 23.398 7.243 -16.563 -2.302 0.089 1.157 C24 EQH 24 EQH H011 H011 H 0 0 N N N 24.593 4.372 -18.967 -1.036 4.840 1.032 H011 EQH 25 EQH H012 H012 H 0 0 N N N 25.340 4.794 -17.578 -2.211 3.712 0.623 H012 EQH 26 EQH H04 H04 H 0 1 N N N 26.656 7.038 -21.923 2.974 2.756 0.326 H04 EQH 27 EQH H08 H08 H 0 1 N N N 26.881 13.327 -21.300 5.495 -1.703 -1.344 H08 EQH 28 EQH H121 H121 H 0 0 N N N 28.351 7.735 -25.083 -0.087 -3.010 1.258 H121 EQH 29 EQH H122 H122 H 0 0 N N N 27.971 8.889 -25.641 1.250 -3.419 0.055 H122 EQH 30 EQH H131 H131 H 0 0 N N N 30.568 10.148 -24.676 2.962 -3.322 1.923 H131 EQH 31 EQH H132 H132 H 0 0 N N N 30.984 8.973 -24.189 1.626 -2.914 3.127 H132 EQH 32 EQH H16 H16 H 0 1 N N N 25.428 6.768 -16.641 -2.704 2.113 0.536 H16 EQH 33 EQH H171 H171 H 0 0 N N N 26.517 7.985 -15.524 -2.326 1.715 -1.882 H171 EQH 34 EQH H172 H172 H 0 0 N N N 25.746 9.524 -16.285 -1.863 0.032 -1.533 H172 EQH 35 EQH H241 H241 H 0 0 N N N 22.812 7.354 -17.487 -1.685 -0.749 0.834 H241 EQH 36 EQH H242 H242 H 0 0 N N N 23.454 6.207 -16.197 -2.022 0.377 2.171 H242 EQH 37 EQH H181 H181 H 0 0 N N N 25.585 8.651 -13.646 -4.570 1.298 -0.911 H181 EQH 38 EQH H182 H182 H 0 0 N N N 24.613 9.949 -14.533 -4.233 0.172 -2.248 H182 EQH 39 EQH H19 H19 H 0 1 N N N 23.895 7.076 -14.030 -5.218 -1.018 -0.309 H19 EQH 40 EQH H231 H231 H 0 0 N N N 21.738 7.584 -15.211 -4.392 0.517 1.455 H231 EQH 41 EQH H232 H232 H 0 0 N N N 22.522 9.083 -15.827 -3.929 -1.166 1.804 H232 EQH 42 EQH H22 H22 H 0 1 N N N 22.498 9.110 -11.259 -2.777 -3.755 -0.379 H22 EQH 43 EQH H11 H11 H 0 1 N N N 28.479 9.375 -22.274 1.073 -0.821 1.803 H11 EQH 44 EQH H09 H09 H 0 1 N N N 29.206 12.014 -22.447 3.940 -2.857 0.297 H09 EQH 45 # 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 EQH N01 C02 SING N N 1 EQH C02 N03 SING Y N 2 EQH C02 C15 DOUB Y N 3 EQH N03 C04 DOUB Y N 4 EQH C04 C05 SING Y N 5 EQH C05 C06 SING Y N 6 EQH C05 N14 DOUB Y N 7 EQH C06 S07 SING Y N 8 EQH C06 C10 DOUB Y N 9 EQH S07 C08 SING Y N 10 EQH C08 C09 DOUB Y N 11 EQH C09 C10 SING Y N 12 EQH C10 C11 SING N N 13 EQH C11 C12 SING N N 14 EQH C11 C13 SING N N 15 EQH C12 C13 SING N N 16 EQH N14 C15 SING Y N 17 EQH C15 C16 SING N N 18 EQH C16 C17 SING N N 19 EQH C16 C24 SING N N 20 EQH C17 C18 SING N N 21 EQH C18 C19 SING N N 22 EQH C19 C20 SING N N 23 EQH C19 C23 SING N N 24 EQH C20 O21 DOUB N N 25 EQH C20 O22 SING N N 26 EQH C23 C24 SING N N 27 EQH N01 H011 SING N N 28 EQH N01 H012 SING N N 29 EQH C04 H04 SING N N 30 EQH C08 H08 SING N N 31 EQH C12 H121 SING N N 32 EQH C12 H122 SING N N 33 EQH C13 H131 SING N N 34 EQH C13 H132 SING N N 35 EQH C16 H16 SING N N 36 EQH C17 H171 SING N N 37 EQH C17 H172 SING N N 38 EQH C24 H241 SING N N 39 EQH C24 H242 SING N N 40 EQH C18 H181 SING N N 41 EQH C18 H182 SING N N 42 EQH C19 H19 SING N N 43 EQH C23 H231 SING N N 44 EQH C23 H232 SING N N 45 EQH O22 H22 SING N N 46 EQH C11 H11 SING N N 47 EQH C09 H09 SING N N 48 # 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 EQH SMILES ACDLabs 10.04 "O=C(O)C4CCC(c3nc(c1sccc1C2CC2)cnc3N)CC4" EQH SMILES_CANONICAL CACTVS 3.352 "Nc1ncc(nc1[C@H]2CC[C@H](CC2)C(O)=O)c3sccc3C4CC4" EQH SMILES CACTVS 3.352 "Nc1ncc(nc1[CH]2CC[CH](CC2)C(O)=O)c3sccc3C4CC4" EQH SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1csc(c1C2CC2)c3cnc(c(n3)C4CCC(CC4)C(=O)O)N" EQH SMILES "OpenEye OEToolkits" 1.6.1 "c1csc(c1C2CC2)c3cnc(c(n3)C4CCC(CC4)C(=O)O)N" EQH InChI InChI 1.03 "InChI=1S/C18H21N3O2S/c19-17-15(11-3-5-12(6-4-11)18(22)23)21-14(9-20-17)16-13(7-8-24-16)10-1-2-10/h7-12H,1-6H2,(H2,19,20)(H,22,23)/t11-,12+" EQH InChIKey InChI 1.03 UESQMXBXMMVHBA-TXEJJXNPSA-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 EQH "SYSTEMATIC NAME" ACDLabs 10.04 "cis-4-[3-amino-6-(3-cyclopropylthiophen-2-yl)pyrazin-2-yl]cyclohexanecarboxylic acid" EQH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[3-amino-6-(3-cyclopropylthiophen-2-yl)pyrazin-2-yl]cyclohexane-1-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 EQH "Create component" 2010-07-07 EBI EQH "Modify aromatic_flag" 2011-06-04 RCSB EQH "Modify descriptor" 2011-06-04 RCSB #