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 
# 
