data_JN5
# 
_chem_comp.id                                    JN5 
_chem_comp.name                                  (2S)-1,3-benzothiazol-2-yl{2-[(2-pyridin-3-ylethyl)amino]pyrimidin-4-yl}ethanenitrile 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 N6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-01 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        372.446 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JN5 
_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        3CY3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
JN5 C1W  C1W  C 0 1 Y N N -20.404 39.446 -2.172 -6.146 1.925  -0.320 C1W  JN5 1  
JN5 C1X  C1X  C 0 1 Y N N -21.570 40.138 -1.892 -7.395 2.008  -0.916 C1X  JN5 2  
JN5 C1Y  C1Y  C 0 1 Y N N -22.450 40.391 -2.936 -8.314 0.999  -0.699 C1Y  JN5 3  
JN5 N1Z  N1Z  N 0 1 Y N N -22.172 39.971 -4.168 -8.013 -0.034 0.065  N1Z  JN5 4  
JN5 C2A  C2A  C 0 1 Y N N -21.051 39.309 -4.467 -6.836 -0.145 0.648  C2A  JN5 5  
JN5 C1V  C1V  C 0 1 Y N N -20.135 39.040 -3.468 -5.865 0.823  0.472  C1V  JN5 6  
JN5 C1U  C1U  C 0 1 N N N -18.856 38.296 -3.754 -4.522 0.687  1.142  C1U  JN5 7  
JN5 C1T  C1T  C 0 1 N N N -19.028 36.792 -3.736 -3.566 -0.071 0.219  C1T  JN5 8  
JN5 N1S  N1S  N 0 1 N N N -17.766 36.190 -4.141 -2.260 -0.203 0.870  N1S  JN5 9  
JN5 C2   C2   C 0 1 Y N N -16.949 35.593 -3.260 -1.227 -0.857 0.223  C2   JN5 10 
JN5 N3   N3   N 0 1 Y N N -17.329 35.492 -1.973 -0.052 -0.967 0.826  N3   JN5 11 
JN5 N1   N1   N 0 1 Y N N -15.754 35.107 -3.678 -1.436 -1.362 -0.984 N1   JN5 12 
JN5 C6   C6   C 0 1 Y N N -14.937 34.499 -2.828 -0.470 -1.994 -1.630 C6   JN5 13 
JN5 C5   C5   C 0 1 Y N N -15.314 34.372 -1.491 0.772  -2.123 -1.030 C5   JN5 14 
JN5 C4   C4   C 0 1 Y N N -16.539 34.884 -1.066 0.956  -1.586 0.235  C4   JN5 15 
JN5 C1J  C1J  C 0 1 N N S -16.928 34.813 0.276  2.289  -1.707 0.928  C1J  JN5 16 
JN5 C1K  C1K  C 0 1 N N N -16.226 33.931 1.139  2.906  -2.998 0.584  C1K  JN5 17 
JN5 N1L  N1L  N 0 1 N N N -15.653 33.187 1.764  3.382  -3.995 0.318  N1L  JN5 18 
JN5 C1I  C1I  C 0 1 Y N N -17.845 35.720 0.777  3.190  -0.585 0.483  C1I  JN5 19 
JN5 N1G  N1G  N 0 1 Y N N -18.010 36.006 2.133  3.695  0.289  1.269  N1G  JN5 20 
JN5 C1E  C1E  C 0 1 Y N N -18.989 36.979 2.385  4.485  1.237  0.732  C1E  JN5 21 
JN5 C1C  C1C  C 0 1 Y N N -19.423 37.509 3.606  5.161  2.306  1.356  C1C  JN5 22 
JN5 C1A  C1A  C 0 1 Y N N -20.403 38.501 3.624  5.920  3.165  0.621  C1A  JN5 23 
JN5 C1B  C1B  C 0 1 Y N N -20.996 38.953 2.434  6.042  3.008  -0.753 C1B  JN5 24 
JN5 C1D  C1D  C 0 1 Y N N -20.589 38.421 1.201  5.393  1.973  -1.389 C1D  JN5 25 
JN5 C1F  C1F  C 0 1 Y N N -19.582 37.442 1.194  4.613  1.084  -0.653 C1F  JN5 26 
JN5 S1H  S1H  S 0 1 Y N N -18.953 36.693 -0.206 3.671  -0.324 -1.134 S1H  JN5 27 
JN5 H1W  H1W  H 0 1 N N N -19.705 39.223 -1.380 -5.409 2.699  -0.472 H1W  JN5 28 
JN5 H1X  H1X  H 0 1 N N N -21.789 40.472 -0.889 -7.647 2.851  -1.543 H1X  JN5 29 
JN5 H1Y  H1Y  H 0 1 N N N -23.366 40.932 -2.747 -9.288 1.056  -1.160 H1Y  JN5 30 
JN5 H2A  H2A  H 0 1 N N N -20.862 38.987 -5.480 -6.626 -1.005 1.267  H2A  JN5 31 
JN5 H1U  H1U  H 0 1 N N N -18.501 38.591 -4.752 -4.118 1.678  1.349  H1U  JN5 32 
JN5 H1UA H1UA H 0 0 N N N -18.138 38.556 -2.962 -4.636 0.138  2.077  H1UA JN5 33 
JN5 H1T  H1T  H 0 1 N N N -19.296 36.457 -2.723 -3.970 -1.062 0.012  H1T  JN5 34 
JN5 H1TA H1TA H 0 0 N N N -19.832 36.492 -4.424 -3.452 0.478  -0.716 H1TA JN5 35 
JN5 HN1S HN1S H 0 0 N N N -18.008 35.481 -4.804 -2.120 0.168  1.756  HN1S JN5 36 
JN5 H6   H6   H 0 1 N N N -13.990 34.106 -3.168 -0.647 -2.404 -2.613 H6   JN5 37 
JN5 H5   H5   H 0 1 N N N -14.659 33.879 -0.788 1.579  -2.634 -1.535 H5   JN5 38 
JN5 H1J  H1J  H 0 1 N N N -17.795 34.142 0.191  2.144  -1.650 2.007  H1J  JN5 39 
JN5 H1C  H1C  H 0 1 N N N -19.000 37.150 4.532  5.077  2.443  2.424  H1C  JN5 40 
JN5 H1A  H1A  H 0 1 N N N -20.710 38.928 4.567  6.431  3.979  1.112  H1A  JN5 41 
JN5 H1B  H1B  H 0 1 N N N -21.765 39.710 2.468  6.647  3.697  -1.323 H1B  JN5 42 
JN5 H1D  H1D  H 0 1 N N N -21.040 38.757 0.279  5.489  1.852  -2.458 H1D  JN5 43 
# 
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 
JN5 C1V C1W  DOUB Y N 1  
JN5 C1W C1X  SING N N 2  
JN5 C1W H1W  SING N N 3  
JN5 C1Y C1X  DOUB Y N 4  
JN5 C1X H1X  SING N N 5  
JN5 N1Z C1Y  SING Y N 6  
JN5 C1Y H1Y  SING Y N 7  
JN5 C2A N1Z  DOUB Y N 8  
JN5 C2A C1V  SING N N 9  
JN5 C2A H2A  SING Y N 10 
JN5 C1U C1V  SING N N 11 
JN5 C1U C1T  SING N N 12 
JN5 C1U H1U  SING N N 13 
JN5 C1U H1UA SING N N 14 
JN5 N1S C1T  SING N N 15 
JN5 C1T H1T  SING N N 16 
JN5 C1T H1TA SING N N 17 
JN5 N1S C2   SING N N 18 
JN5 N1S HN1S SING N N 19 
JN5 N1  C2   DOUB Y N 20 
JN5 C2  N3   SING Y N 21 
JN5 N3  C4   DOUB Y N 22 
JN5 N1  C6   SING Y N 23 
JN5 C6  C5   DOUB Y N 24 
JN5 C6  H6   SING N N 25 
JN5 C5  C4   SING Y N 26 
JN5 C5  H5   SING N N 27 
JN5 C4  C1J  SING N N 28 
JN5 C1J C1I  SING N N 29 
JN5 C1J C1K  SING N N 30 
JN5 C1J H1J  SING N N 31 
JN5 C1K N1L  TRIP N N 32 
JN5 S1H C1I  SING Y N 33 
JN5 C1I N1G  DOUB Y N 34 
JN5 N1G C1E  SING Y N 35 
JN5 C1F C1E  DOUB Y N 36 
JN5 C1E C1C  SING N N 37 
JN5 C1C C1A  DOUB N N 38 
JN5 C1C H1C  SING Y N 39 
JN5 C1B C1A  SING N N 40 
JN5 C1A H1A  SING Y N 41 
JN5 C1D C1B  DOUB N N 42 
JN5 C1B H1B  SING Y N 43 
JN5 C1F C1D  SING Y N 44 
JN5 C1D H1D  SING Y N 45 
JN5 S1H C1F  SING Y N 46 
# 
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 
JN5 SMILES           ACDLabs              10.04 N#CC(c1nc2ccccc2s1)c3nc(ncc3)NCCc4cccnc4                                                                                                                        
JN5 InChI            InChI                1.02b InChI=1/C20H16N6S/c21-12-15(19-25-17-5-1-2-6-18(17)27-19)16-8-11-24-20(26-16)23-10-7-14-4-3-9-22-13-14/h1-6,8-9,11,13,15H,7,10H2,(H,23,24,26)/t15-/m1/s1/f/h23H 
JN5 InChIKey         InChI                1.02b RCYPVQCPYKNSTG-UEBCHADLDU                                                                                                                                       
JN5 SMILES_CANONICAL CACTVS               3.341 N#C[C@@H](c1sc2ccccc2n1)c3ccnc(NCCc4cccnc4)n3                                                                                                                   
JN5 SMILES           CACTVS               3.341 N#C[CH](c1sc2ccccc2n1)c3ccnc(NCCc4cccnc4)n3                                                                                                                     
JN5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)nc(s2)C(C#N)c3ccnc(n3)NCCc4cccnc4                                                                                                                    
JN5 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)nc(s2)C(C#N)c3ccnc(n3)NCCc4cccnc4                                                                                                                    
# 
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 
JN5 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1,3-benzothiazol-2-yl{2-[(2-pyridin-3-ylethyl)amino]pyrimidin-4-yl}ethanenitrile 
JN5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(1,3-benzothiazol-2-yl)-2-[2-(2-pyridin-3-ylethylamino)pyrimidin-4-yl]ethanenitrile 
# 
