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 
# 
