data_PB9
# 
_chem_comp.id                                    PB9 
_chem_comp.name                                  "methyl 4-{[{(3S)-6-cyano-1-[(1-methyl-1H-imidazol-5-yl)methyl]-1,2,3,4-tetrahydroquinolin-3-yl}(pyridin-2-ylsulfonyl)amino]methyl}piperidine-1-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H33 N7 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-30 
_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                        563.671 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PB9 
_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        2R2L 
_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 
PB9 C1   C1   C 0 1 Y N N 186.664 131.800 36.234 0.286  -5.391 0.357  C1   PB9 1  
PB9 C2   C2   C 0 1 Y N N 187.764 131.096 35.681 1.239  -4.446 0.064  C2   PB9 2  
PB9 C3   C3   C 0 1 Y N N 187.594 130.047 34.714 0.944  -3.082 0.165  C3   PB9 3  
PB9 C4   C4   C 0 1 Y N N 186.270 129.683 34.365 -0.324 -2.682 0.557  C4   PB9 4  
PB9 C5   C5   C 0 1 Y N N 185.168 130.442 34.879 -1.286 -3.628 0.855  C5   PB9 5  
PB9 C6   C6   C 0 1 Y N N 185.369 131.482 35.823 -0.993 -4.989 0.753  C6   PB9 6  
PB9 N10  N10  N 0 1 N N N 188.698 129.387 34.128 1.962  -2.183 -0.130 N10  PB9 7  
PB9 C11  C11  C 0 1 N N N 188.530 128.255 33.195 1.470  -0.843 -0.457 C11  PB9 8  
PB9 C12  C12  C 0 1 N N S 187.169 128.163 32.514 0.558  -0.363 0.679  C12  PB9 9  
PB9 C13  C13  C 0 1 N N N 185.999 128.476 33.477 -0.706 -1.227 0.664  C13  PB9 10 
PB9 C18  C18  C 0 1 N N N 184.242 132.177 36.398 -1.992 -5.966 1.063  C18  PB9 11 
PB9 N19  N19  N 0 1 N N N 183.353 132.717 36.902 -2.785 -6.742 1.309  N19  PB9 12 
PB9 N20  N20  N 0 1 N N N 187.000 126.892 31.696 0.201  1.042  0.468  N20  PB9 13 
PB9 S22  S22  S 0 1 N N N 187.247 125.188 32.283 0.606  2.178  1.603  S22  PB9 14 
PB9 C23  C23  C 0 1 Y N N 188.927 125.058 32.818 2.136  2.894  1.102  C23  PB9 15 
PB9 O24  O24  O 0 1 N N N 187.101 124.328 31.144 -0.369 3.207  1.505  O24  PB9 16 
PB9 O25  O25  O 0 1 N N N 186.364 125.040 33.403 0.869  1.468  2.805  O25  PB9 17 
PB9 N26  N26  N 0 1 Y N N 189.192 124.723 34.106 2.137  3.896  0.245  N26  PB9 18 
PB9 C27  C27  C 0 1 Y N N 190.479 124.773 34.551 3.258  4.462  -0.158 C27  PB9 19 
PB9 C28  C28  C 0 1 Y N N 191.554 125.190 33.722 4.481  4.019  0.308  C28  PB9 20 
PB9 C29  C29  C 0 1 Y N N 191.269 125.449 32.359 4.520  2.967  1.211  C29  PB9 21 
PB9 C30  C30  C 0 1 Y N N 189.940 125.367 31.894 3.321  2.401  1.616  C30  PB9 22 
PB9 C35  C35  C 0 1 N N N 186.691 127.124 30.291 -0.514 1.441  -0.747 C35  PB9 23 
PB9 C36  C36  C 0 1 N N N 185.394 126.574 29.742 -1.927 1.898  -0.379 C36  PB9 24 
PB9 C39  C39  C 0 1 N N N 184.110 127.195 30.345 -2.664 2.342  -1.645 C39  PB9 25 
PB9 C40  C40  C 0 1 N N N 182.841 126.760 29.575 -4.067 2.831  -1.269 C40  PB9 26 
PB9 N41  N41  N 0 1 N N N 183.033 126.853 28.110 -4.750 1.773  -0.513 N41  PB9 27 
PB9 C42  C42  C 0 1 N N N 184.245 126.229 27.561 -4.087 1.210  0.671  C42  PB9 28 
PB9 C43  C43  C 0 1 N N N 185.470 126.803 28.235 -2.684 0.739  0.274  C43  PB9 29 
PB9 C53  C53  C 0 1 N N N 182.153 127.502 27.283 -5.962 1.327  -0.898 C53  PB9 30 
PB9 O54  O54  O 0 1 N N N 182.479 127.538 25.986 -6.576 0.356  -0.195 O54  PB9 31 
PB9 O55  O55  O 0 1 N N N 181.158 128.018 27.706 -6.500 1.800  -1.879 O55  PB9 32 
PB9 C56  C56  C 0 1 N N N 181.440 127.742 25.030 -7.880 -0.075 -0.668 C56  PB9 33 
PB9 C60  C60  C 0 1 N N N 190.103 129.749 34.427 2.829  -2.700 -1.196 C60  PB9 34 
PB9 C61  C61  C 0 1 Y N N 190.718 128.838 35.514 3.729  -1.597 -1.692 C61  PB9 35 
PB9 C64  C64  C 0 1 Y N N 190.094 127.925 36.313 3.529  -0.826 -2.778 C64  PB9 36 
PB9 N65  N65  N 0 1 Y N N 191.067 127.302 37.218 4.556  0.032  -2.872 N65  PB9 37 
PB9 C66  C66  C 0 1 Y N N 192.247 127.874 36.913 5.384  -0.178 -1.885 C66  PB9 38 
PB9 N67  N67  N 0 1 Y N N 192.139 128.798 35.915 4.902  -1.182 -1.122 N67  PB9 39 
PB9 C68  C68  C 0 1 N N N 193.199 129.647 35.336 5.521  -1.728 0.089  C68  PB9 40 
PB9 H1   H1   H 0 1 N N N 186.827 132.576 36.967 0.523  -6.442 0.276  H1   PB9 41 
PB9 H2   H2   H 0 1 N N N 188.763 131.357 35.997 2.225  -4.759 -0.246 H2   PB9 42 
PB9 H5   H5   H 0 1 N N N 184.167 130.218 34.542 -2.272 -3.313 1.164  H5   PB9 43 
PB9 H111 H111 H 0 0 N N N 188.676 127.328 33.769 2.313  -0.160 -0.562 H111 PB9 44 
PB9 H112 H112 H 0 0 N N N 189.264 128.410 32.391 0.909  -0.877 -1.390 H112 PB9 45 
PB9 H12  H12  H 0 1 N N N 187.133 128.969 31.767 1.070  -0.475 1.635  H12  PB9 46 
PB9 H131 H131 H 0 0 N N N 185.101 128.683 32.876 -1.324 -0.949 -0.189 H131 PB9 47 
PB9 H132 H132 H 0 0 N N N 185.867 127.603 34.134 -1.266 -1.065 1.585  H132 PB9 48 
PB9 H27  H27  H 0 1 N N N 190.689 124.485 35.571 3.220  5.281  -0.861 H27  PB9 49 
PB9 H28  H28  H 0 1 N N N 192.553 125.305 34.117 5.396  4.487  -0.026 H28  PB9 50 
PB9 H29  H29  H 0 1 N N N 192.066 125.708 31.678 5.461  2.600  1.592  H29  PB9 51 
PB9 H30  H30  H 0 1 N N N 189.706 125.537 30.853 3.313  1.581  2.318  H30  PB9 52 
PB9 H351 H351 H 0 0 N N N 187.501 126.659 29.710 0.019  2.261  -1.229 H351 PB9 53 
PB9 H352 H352 H 0 0 N N N 186.586 128.216 30.207 -0.572 0.594  -1.429 H352 PB9 54 
PB9 H36  H36  H 0 1 N N N 185.303 125.512 30.015 -1.869 2.733  0.319  H36  PB9 55 
PB9 H391 H391 H 0 0 N N N 184.193 128.291 30.296 -2.113 3.152  -2.122 H391 PB9 56 
PB9 H392 H392 H 0 0 N N N 184.016 126.845 31.384 -2.744 1.501  -2.333 H392 PB9 57 
PB9 H401 H401 H 0 0 N N N 182.008 127.418 29.865 -3.989 3.727  -0.654 H401 PB9 58 
PB9 H402 H402 H 0 0 N N N 182.626 125.712 29.829 -4.630 3.057  -2.175 H402 PB9 59 
PB9 H421 H421 H 0 0 N N N 184.207 125.144 27.737 -4.010 1.974  1.445  H421 PB9 60 
PB9 H422 H422 H 0 0 N N N 184.298 126.430 26.481 -4.663 0.365  1.046  H422 PB9 61 
PB9 H431 H431 H 0 0 N N N 186.369 126.308 27.837 -2.764 -0.087 -0.433 H431 PB9 62 
PB9 H432 H432 H 0 0 N N N 185.518 127.884 28.036 -2.146 0.408  1.162  H432 PB9 63 
PB9 H561 H561 H 0 0 N N N 180.470 127.795 25.547 -7.789 -0.461 -1.683 H561 PB9 64 
PB9 H562 H562 H 0 0 N N N 181.619 128.683 24.490 -8.262 -0.859 -0.014 H562 PB9 65 
PB9 H563 H563 H 0 0 N N N 181.430 126.905 24.316 -8.567 0.771  -0.661 H563 PB9 66 
PB9 H601 H601 H 0 0 N N N 190.696 129.646 33.506 3.437  -3.516 -0.806 H601 PB9 67 
PB9 H602 H602 H 0 0 N N N 190.116 130.783 34.802 2.215  -3.065 -2.019 H602 PB9 68 
PB9 H64  H64  H 0 1 N N N 189.039 127.695 36.284 2.690  -0.888 -3.455 H64  PB9 69 
PB9 H66  H66  H 0 1 N N N 193.177 127.628 37.404 6.300  0.365  -1.706 H66  PB9 70 
PB9 H681 H681 H 0 0 N N N 192.966 129.858 34.282 6.256  -2.483 -0.188 H681 PB9 71 
PB9 H682 H682 H 0 0 N N N 193.257 130.593 35.895 6.012  -0.926 0.639  H682 PB9 72 
PB9 H683 H683 H 0 0 N N N 194.164 129.123 35.400 4.753  -2.182 0.716  H683 PB9 73 
# 
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 
PB9 C56 O54  SING N N 1  
PB9 O54 C53  SING Y N 2  
PB9 C53 O55  DOUB N N 3  
PB9 C53 N41  SING Y N 4  
PB9 C42 N41  SING Y N 5  
PB9 C42 C43  SING Y N 6  
PB9 N41 C40  SING Y N 7  
PB9 C43 C36  SING N N 8  
PB9 C40 C39  SING Y N 9  
PB9 C36 C35  SING N N 10 
PB9 C36 C39  SING N N 11 
PB9 C35 N20  SING N N 12 
PB9 O24 S22  DOUB N N 13 
PB9 N20 S22  SING N N 14 
PB9 N20 C12  SING N N 15 
PB9 C30 C29  DOUB N N 16 
PB9 C30 C23  SING N N 17 
PB9 S22 C23  SING N N 18 
PB9 S22 O25  DOUB N N 19 
PB9 C29 C28  SING N N 20 
PB9 C12 C11  SING N N 21 
PB9 C12 C13  SING N N 22 
PB9 C23 N26  DOUB N N 23 
PB9 C11 N10  SING N N 24 
PB9 C13 C4   SING N N 25 
PB9 C28 C27  DOUB N N 26 
PB9 N26 C27  SING Y N 27 
PB9 N10 C60  SING N N 28 
PB9 N10 C3   SING Y N 29 
PB9 C4  C3   DOUB N N 30 
PB9 C4  C5   SING Y N 31 
PB9 C60 C61  SING N N 32 
PB9 C3  C2   SING Y N 33 
PB9 C5  C6   DOUB N N 34 
PB9 C68 N67  SING Y N 35 
PB9 C61 N67  SING Y N 36 
PB9 C61 C64  DOUB N N 37 
PB9 C2  C1   DOUB N N 38 
PB9 C6  C1   SING N N 39 
PB9 C6  C18  SING N N 40 
PB9 N67 C66  SING N N 41 
PB9 C64 N65  SING N N 42 
PB9 C18 N19  TRIP N N 43 
PB9 C66 N65  DOUB N N 44 
PB9 C1  H1   SING N N 45 
PB9 C2  H2   SING N N 46 
PB9 C5  H5   SING N N 47 
PB9 C11 H111 SING N N 48 
PB9 C11 H112 SING N N 49 
PB9 C12 H12  SING N N 50 
PB9 C13 H131 SING N N 51 
PB9 C13 H132 SING N N 52 
PB9 C27 H27  SING N N 53 
PB9 C28 H28  SING N N 54 
PB9 C29 H29  SING N N 55 
PB9 C30 H30  SING N N 56 
PB9 C35 H351 SING N N 57 
PB9 C35 H352 SING N N 58 
PB9 C36 H36  SING N N 59 
PB9 C39 H391 SING N N 60 
PB9 C39 H392 SING N N 61 
PB9 C40 H401 SING N N 62 
PB9 C40 H402 SING N N 63 
PB9 C42 H421 SING N N 64 
PB9 C42 H422 SING N N 65 
PB9 C43 H431 SING N N 66 
PB9 C43 H432 SING Y N 67 
PB9 C56 H561 SING Y N 68 
PB9 C56 H562 SING Y N 69 
PB9 C56 H563 SING N N 70 
PB9 C60 H601 SING Y N 71 
PB9 C60 H602 SING N N 72 
PB9 C64 H64  SING Y N 73 
PB9 C66 H66  SING N N 74 
PB9 C68 H681 SING N N 75 
PB9 C68 H682 SING N N 76 
PB9 C68 H683 SING N N 77 
# 
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 
PB9 SMILES           ACDLabs              10.04 O=C(OC)N1CCC(CC1)CN(C3Cc2c(ccc(C#N)c2)N(C3)Cc4cncn4C)S(=O)(=O)c5ncccc5 
PB9 InChI            InChI                1.02b 
InChI=1/C28H33N7O4S/c1-32-20-30-16-25(32)19-34-18-24(14-23-13-22(15-29)6-7-26(23)34)35(40(37,38)27-5-3-4-10-31-27)17-21-8-11-33(12-9-21)28(36)39-2/h3-7,10,13,16,20-21,24H,8-9,11-12,14,17-19H2,1-2H3/t24-/m0/s1 
PB9 InChIKey         InChI                1.02b BRIVIXLMMUIBJY-DEOSSOPVBY 
PB9 SMILES_CANONICAL CACTVS               3.341 COC(=O)N1CCC(CC1)CN([C@@H]2CN(Cc3cncn3C)c4ccc(cc4C2)C#N)[S](=O)(=O)c5ccccn5 
PB9 SMILES           CACTVS               3.341 COC(=O)N1CCC(CC1)CN([CH]2CN(Cc3cncn3C)c4ccc(cc4C2)C#N)[S](=O)(=O)c5ccccn5 
PB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cncc1CN2C[C@H](Cc3c2ccc(c3)C#N)N(CC4CCN(CC4)C(=O)OC)S(=O)(=O)c5ccccn5 
PB9 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cncc1CN2CC(Cc3c2ccc(c3)C#N)N(CC4CCN(CC4)C(=O)OC)S(=O)(=O)c5ccccn5 
# 
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 
PB9 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 4-{[{(3S)-6-cyano-1-[(1-methyl-1H-imidazol-5-yl)methyl]-1,2,3,4-tetrahydroquinolin-3-yl}(pyridin-2-ylsulfonyl)amino]methyl}piperidine-1-carboxylate" 
PB9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 4-[[[(3S)-6-cyano-1-[(3-methylimidazol-4-yl)methyl]-3,4-dihydro-2H-quinolin-3-yl]-pyridin-2-ylsulfonyl-amino]methyl]piperidine-1-carboxylate"        
# 
