data_JUP
# 
_chem_comp.id                                    JUP 
_chem_comp.name                                  "4-(2-AMINO-5-{4-[(DIMETHYLAMINO)METHYL]THIOPHEN-2-YL}PYRIDIN-3-YL)-2-{(1R)-1-[2-(TRIFLUOROMETHYL)PHENYL]ETHOXY}BENZAMIDE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H27 F3 N4 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-10-20 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        540.600 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JUP 
_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        4A4X 
_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 
JUP C01  C01  C 0 1 N N N 1.224  -11.285 16.251 -2.902 0.666  2.024  C01  JUP 1  
JUP C02  C02  C 0 1 N N R 1.889  -10.792 14.979 -3.528 0.242  0.693  C02  JUP 2  
JUP O03  O03  O 0 1 N N N 2.976  -9.942  15.264 -3.470 -1.180 0.571  O03  JUP 3  
JUP C04  C04  C 0 1 Y N N 3.598  -9.170  14.216 -2.321 -1.710 0.083  C04  JUP 4  
JUP C05  C05  C 0 1 Y N N 2.898  -8.890  13.013 -1.230 -0.895 -0.167 C05  JUP 5  
JUP C06  C06  C 0 1 Y N N 3.550  -8.144  11.982 -0.053 -1.447 -0.668 C06  JUP 6  
JUP C07  C07  C 0 1 Y N N 2.864  -7.873  10.777 1.116  -0.576 -0.935 C07  JUP 7  
JUP C08  C08  C 0 1 Y N N 2.265  -8.938  10.087 2.376  -0.913 -0.445 C08  JUP 8  
JUP C09  C09  C 0 1 Y N N 1.569  -8.645  8.894  3.446  -0.058 -0.725 C09  JUP 9  
JUP C10  C10  C 0 1 Y N N 0.968  -9.648  8.150  4.804  -0.370 -0.229 C10  JUP 10 
JUP C11  C11  C 0 1 Y N N 0.432  -9.610  6.868  5.902  0.383  -0.440 C11  JUP 11 
JUP C12  C12  C 0 1 Y N N -0.101 -10.766 6.391  7.059  -0.114 0.125  C12  JUP 12 
JUP C13  C13  C 0 1 N N N -0.706 -10.909 4.966  8.387  0.586  -0.003 C13  JUP 13 
JUP N14  N14  N 0 1 N N N -2.126 -10.463 4.830  8.556  1.522  1.117  N14  JUP 14 
JUP C15  C15  C 0 1 N N N -2.177 -9.420  3.833  9.927  2.048  1.161  C15  JUP 15 
JUP C16  C16  C 0 1 N N N -2.919 -11.610 4.357  7.576  2.614  1.043  C16  JUP 16 
JUP C17  C17  C 0 1 Y N N -0.060 -11.890 7.233  6.915  -1.262 0.793  C17  JUP 17 
JUP S18  S18  S 0 1 Y N N 0.749  -11.270 8.611  5.234  -1.776 0.736  S18  JUP 18 
JUP C19  C19  C 0 1 Y N N 1.510  -7.286  8.446  3.217  1.093  -1.480 C19  JUP 19 
JUP N20  N20  N 0 1 Y N N 2.090  -6.292  9.131  2.012  1.381  -1.927 N20  JUP 20 
JUP C21  C21  C 0 1 Y N N 2.765  -6.540  10.286 0.972  0.598  -1.691 C21  JUP 21 
JUP N22  N22  N 0 1 N N N 3.389  -5.435  10.996 -0.275 0.943  -2.191 N22  JUP 22 
JUP C23  C23  C 0 1 Y N N 4.864  -7.681  12.169 0.028  -2.819 -0.918 C23  JUP 23 
JUP C24  C24  C 0 1 Y N N 5.542  -7.943  13.375 -1.044 -3.628 -0.674 C24  JUP 24 
JUP C25  C25  C 0 1 Y N N 4.914  -8.691  14.389 -2.230 -3.088 -0.165 C25  JUP 25 
JUP C26  C26  C 0 1 N N N 5.636  -8.964  15.641 -3.384 -3.965 0.103  C26  JUP 26 
JUP N27  N27  N 0 1 N N N 5.029  -9.818  16.644 -3.295 -5.288 -0.136 N27  JUP 27 
JUP O28  O28  O 0 1 N N N 6.715  -8.476  15.810 -4.416 -3.493 0.540  O28  JUP 28 
JUP C29  C29  C 0 1 Y N N 2.138  -11.904 13.975 -4.965 0.692  0.649  C29  JUP 29 
JUP C30  C30  C 0 1 Y N N 3.350  -12.622 14.018 -5.974 -0.177 1.022  C30  JUP 30 
JUP C31  C31  C 0 1 Y N N 3.615  -13.656 13.094 -7.292 0.236  0.981  C31  JUP 31 
JUP C32  C32  C 0 1 Y N N 2.638  -13.978 12.133 -7.602 1.519  0.567  C32  JUP 32 
JUP C33  C33  C 0 1 Y N N 1.385  -13.265 12.110 -6.594 2.388  0.195  C33  JUP 33 
JUP C34  C34  C 0 1 Y N N 1.137  -12.241 13.024 -5.275 1.976  0.240  C34  JUP 34 
JUP C35  C35  C 0 1 N N N -0.185 -11.483 12.927 -4.175 2.925  -0.160 C35  JUP 35 
JUP F36  F36  F 0 1 N N N -0.875 -11.433 14.088 -4.732 4.154  -0.532 F36  JUP 36 
JUP F37  F37  F 0 1 N N N 0.031  -10.192 12.551 -3.306 3.115  0.920  F37  JUP 37 
JUP F38  F38  F 0 1 N N N -0.908 -12.114 12.024 -3.467 2.389  -1.240 F38  JUP 38 
JUP H011 H011 H 0 0 N N N 0.382  -11.944 15.993 -2.946 1.751  2.117  H011 JUP 39 
JUP H012 H012 H 0 0 N N N 1.955  -11.843 16.854 -3.452 0.208  2.846  H012 JUP 40 
JUP H013 H013 H 0 0 N N N 0.853  -10.425 16.828 -1.862 0.340  2.056  H013 JUP 41 
JUP H02  H02  H 0 1 N N N 1.131  -10.154 14.501 -2.978 0.700  -0.129 H02  JUP 42 
JUP H05  H05  H 0 1 N N N 1.884  -9.237  12.878 -1.292 0.166  0.026  H05  JUP 43 
JUP H23  H23  H 0 1 N N N 5.355  -7.123  11.386 0.942  -3.241 -1.307 H23  JUP 44 
JUP H08  H08  H 0 1 N N N 2.334  -9.950  10.457 2.522  -1.811 0.137  H08  JUP 45 
JUP H19  H19  H 0 1 N N N 0.984  -7.057  7.531  4.040  1.758  -1.699 H19  JUP 46 
JUP H11  H11  H 0 1 N N N 0.439  -8.705  6.279  5.878  1.302  -1.007 H11  JUP 47 
JUP H131 H131 H 0 0 N N N -0.094 -10.311 4.275  9.190  -0.151 0.015  H131 JUP 48 
JUP H132 H132 H 0 0 N N N -0.653 -11.970 4.679  8.419  1.136  -0.944 H132 JUP 49 
JUP H17  H17  H 0 1 N N N -0.440 -12.886 7.058  7.710  -1.792 1.296  H17  JUP 50 
JUP H151 H151 H 0 0 N N N -3.215 -9.075  3.715  10.146 2.572  0.231  H151 JUP 51 
JUP H152 H152 H 0 0 N N N -1.545 -8.578  4.151  10.025 2.738  1.999  H152 JUP 52 
JUP H153 H153 H 0 0 N N N -1.810 -9.812  2.873  10.628 1.222  1.287  H153 JUP 53 
JUP H161 H161 H 0 0 N N N -3.971 -11.309 4.248  6.568  2.201  1.082  H161 JUP 54 
JUP H162 H162 H 0 0 N N N -2.532 -11.947 3.384  7.724  3.293  1.883  H162 JUP 55 
JUP H163 H163 H 0 0 N N N -2.846 -12.431 5.085  7.710  3.159  0.108  H163 JUP 56 
JUP H221 H221 H 0 0 N N N 3.223  -4.583  10.500 -1.042 0.375  -2.017 H221 JUP 57 
JUP H222 H222 H 0 0 N N N 3.000  -5.367  11.915 -0.380 1.753  -2.714 H222 JUP 58 
JUP H24  H24  H 0 1 N N N 6.545  -7.570  13.522 -0.975 -4.688 -0.870 H24  JUP 59 
JUP H271 H271 H 0 0 N N N 5.514  -10.009 17.498 -2.472 -5.664 -0.485 H271 JUP 60 
JUP H272 H272 H 0 0 N N N 4.126  -10.216 16.482 -4.055 -5.865 0.041  H272 JUP 61 
JUP H30  H30  H 0 1 N N N 4.087  -12.378 14.769 -5.731 -1.178 1.344  H30  JUP 62 
JUP H31  H31  H 0 1 N N N 4.552  -14.191 13.124 -8.080 -0.443 1.271  H31  JUP 63 
JUP H32  H32  H 0 1 N N N 2.827  -14.760 11.412 -8.633 1.841  0.535  H32  JUP 64 
JUP H33  H33  H 0 1 N N N 0.633  -13.526 11.380 -6.837 3.389  -0.128 H33  JUP 65 
# 
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 
JUP C01 C02  SING N N 1  
JUP C02 O03  SING N N 2  
JUP C02 C29  SING N N 3  
JUP O03 C04  SING N N 4  
JUP C04 C05  SING Y N 5  
JUP C04 C25  DOUB Y N 6  
JUP C05 C06  DOUB Y N 7  
JUP C06 C07  SING N N 8  
JUP C06 C23  SING Y N 9  
JUP C07 C08  DOUB Y N 10 
JUP C07 C21  SING Y N 11 
JUP C08 C09  SING Y N 12 
JUP C09 C10  SING N N 13 
JUP C09 C19  DOUB Y N 14 
JUP C10 C11  DOUB Y N 15 
JUP C10 S18  SING Y N 16 
JUP C11 C12  SING Y N 17 
JUP C12 C13  SING N N 18 
JUP C12 C17  DOUB Y N 19 
JUP C13 N14  SING N N 20 
JUP N14 C15  SING N N 21 
JUP N14 C16  SING N N 22 
JUP C17 S18  SING Y N 23 
JUP C19 N20  SING Y N 24 
JUP N20 C21  DOUB Y N 25 
JUP C21 N22  SING N N 26 
JUP C23 C24  DOUB Y N 27 
JUP C24 C25  SING Y N 28 
JUP C25 C26  SING N N 29 
JUP C26 N27  SING N N 30 
JUP C26 O28  DOUB N N 31 
JUP C29 C30  SING Y N 32 
JUP C29 C34  DOUB Y N 33 
JUP C30 C31  DOUB Y N 34 
JUP C31 C32  SING Y N 35 
JUP C32 C33  DOUB Y N 36 
JUP C33 C34  SING Y N 37 
JUP C34 C35  SING N N 38 
JUP C35 F36  SING N N 39 
JUP C35 F37  SING N N 40 
JUP C35 F38  SING N N 41 
JUP C01 H011 SING N N 42 
JUP C01 H012 SING N N 43 
JUP C01 H013 SING N N 44 
JUP C02 H02  SING N N 45 
JUP C05 H05  SING N N 46 
JUP C23 H23  SING N N 47 
JUP C08 H08  SING N N 48 
JUP C19 H19  SING N N 49 
JUP C11 H11  SING N N 50 
JUP C13 H131 SING N N 51 
JUP C13 H132 SING N N 52 
JUP C17 H17  SING N N 53 
JUP C15 H151 SING N N 54 
JUP C15 H152 SING N N 55 
JUP C15 H153 SING N N 56 
JUP C16 H161 SING N N 57 
JUP C16 H162 SING N N 58 
JUP C16 H163 SING N N 59 
JUP N22 H221 SING N N 60 
JUP N22 H222 SING N N 61 
JUP C24 H24  SING N N 62 
JUP N27 H271 SING N N 63 
JUP N27 H272 SING N N 64 
JUP C30 H30  SING N N 65 
JUP C31 H31  SING N N 66 
JUP C32 H32  SING N N 67 
JUP C33 H33  SING N N 68 
# 
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 
JUP SMILES           ACDLabs              12.01 "FC(F)(F)c1ccccc1C(Oc2c(C(=O)N)ccc(c2)c4cc(c3scc(c3)CN(C)C)cnc4N)C"                                                                                                                                    
JUP InChI            InChI                1.03  "InChI=1S/C28H27F3N4O2S/c1-16(20-6-4-5-7-23(20)28(29,30)31)37-24-12-18(8-9-21(24)27(33)36)22-11-19(13-34-26(22)32)25-10-17(15-38-25)14-35(2)3/h4-13,15-16H,14H2,1-3H3,(H2,32,34)(H2,33,36)/t16-/m1/s1" 
JUP InChIKey         InChI                1.03  DNZGEPPZYMAFLN-MRXNPFEDSA-N                                                                                                                                                                            
JUP SMILES_CANONICAL CACTVS               3.385 "C[C@@H](Oc1cc(ccc1C(N)=O)c2cc(cnc2N)c3scc(CN(C)C)c3)c4ccccc4C(F)(F)F"                                                                                                                                 
JUP SMILES           CACTVS               3.385 "C[CH](Oc1cc(ccc1C(N)=O)c2cc(cnc2N)c3scc(CN(C)C)c3)c4ccccc4C(F)(F)F"                                                                                                                                   
JUP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](c1ccccc1C(F)(F)F)Oc2cc(ccc2C(=O)N)c3cc(cnc3N)c4cc(cs4)CN(C)C"                                                                                                                                  
JUP SMILES           "OpenEye OEToolkits" 1.9.2 "CC(c1ccccc1C(F)(F)F)Oc2cc(ccc2C(=O)N)c3cc(cnc3N)c4cc(cs4)CN(C)C"                                                                                                                                      
# 
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 
JUP "SYSTEMATIC NAME" ACDLabs              12.01 "4-(2-amino-5-{4-[(dimethylamino)methyl]thiophen-2-yl}pyridin-3-yl)-2-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}benzamide"  
JUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[2-azanyl-5-[4-[(dimethylamino)methyl]thiophen-2-yl]pyridin-3-yl]-2-[(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy]benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JUP "Create component"  2011-10-20 EBI  
JUP "Modify descriptor" 2014-09-05 RCSB 
# 
