data_S22
# 
_chem_comp.id                                    S22 
_chem_comp.name                                  1-(4-(4-(2-(isopropylsulfonyl)phenylamino)-1H-pyrrolo[2,3-b]pyridin-6-ylamino)-3-methoxyphenyl)piperidin-4-ol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H33 N5 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-03-04 
_chem_comp.pdbx_modified_date                    2009-03-13 
_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                        535.658 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S22 
_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        3GFW 
_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 
S22 CAT  CAT  C 0 1 N N N -2.292 12.351 48.521 6.833  1.332  -0.051 CAT  S22 1  
S22 CAU  CAU  C 0 1 N N N -1.747 10.921 48.751 8.296  1.610  0.302  CAU  S22 2  
S22 CAV  CAV  C 0 1 N N N -2.285 9.880  47.748 9.201  0.723  -0.558 CAV  S22 3  
S22 OAY  OAY  O 0 1 N N N -3.355 9.149  48.380 10.566 0.938  -0.194 OAY  S22 4  
S22 CAW  CAW  C 0 1 N N N -2.810 10.538 46.452 8.833  -0.745 -0.325 CAW  S22 5  
S22 CAX  CAX  C 0 1 N N N -2.017 11.792 46.029 7.355  -0.955 -0.659 CAX  S22 6  
S22 NAS  NAS  N 0 1 N N N -1.931 12.764 47.145 6.531  -0.085 0.191  NAS  S22 7  
S22 CAN  CAN  C 0 1 Y N N -1.527 14.058 46.859 5.169  -0.346 0.005  CAN  S22 8  
S22 CAO  CAO  C 0 1 Y N N -1.266 14.965 47.876 4.678  -1.632 0.185  CAO  S22 9  
S22 CAP  CAP  C 0 1 Y N N -0.883 16.260 47.531 3.330  -1.890 0.001  CAP  S22 10 
S22 OAQ  OAQ  O 0 1 N N N -0.607 17.172 48.515 2.847  -3.149 0.178  OAQ  S22 11 
S22 CAR  CAR  C 0 1 N N N -0.883 16.686 49.834 3.787  -4.157 0.554  CAR  S22 12 
S22 CAM  CAM  C 0 1 Y N N -1.429 14.423 45.522 4.308  0.683  -0.354 CAM  S22 13 
S22 CAL  CAL  C 0 1 Y N N -1.038 15.702 45.186 2.962  0.427  -0.538 CAL  S22 14 
S22 CAK  CAK  C 0 1 Y N N -0.755 16.638 46.177 2.469  -0.858 -0.365 CAK  S22 15 
S22 NAJ  NAJ  N 0 1 N N N -0.375 17.906 45.854 1.103  -1.116 -0.552 NAJ  S22 16 
S22 CAA  CAA  C 0 1 Y N N 0.384  18.287 44.789 0.154  -0.223 -0.069 CAA  S22 17 
S22 CAB  CAB  C 0 1 Y N N 1.018  17.395 43.930 -1.195 -0.558 -0.141 CAB  S22 18 
S22 NAF  NAF  N 0 1 Y N N 0.531  19.616 44.566 0.553  0.925  0.454  NAF  S22 19 
S22 CAE  CAE  C 0 1 Y N N 1.255  20.103 43.544 -0.312 1.815  0.931  CAE  S22 20 
S22 NAI  NAI  N 0 1 Y N N 1.505  21.339 43.139 -0.160 3.051  1.511  NAI  S22 21 
S22 CAH  CAH  C 0 1 Y N N 2.297  21.254 42.062 -1.387 3.572  1.834  CAH  S22 22 
S22 CAG  CAG  C 0 1 Y N N 2.532  19.974 41.758 -2.353 2.710  1.482  CAG  S22 23 
S22 CAD  CAD  C 0 1 Y N N 1.906  19.238 42.668 -1.689 1.548  0.887  CAD  S22 24 
S22 CAC  CAC  C 0 1 Y N N 1.795  17.871 42.865 -2.143 0.334  0.342  CAC  S22 25 
S22 NAZ  NAZ  N 0 1 N N N 2.412  17.048 41.994 -3.500 0.036  0.288  NAZ  S22 26 
S22 CBA  CBA  C 0 1 Y N N 2.655  15.753 42.247 -4.329 0.711  -0.612 CBA  S22 27 
S22 CBF  CBF  C 0 1 Y N N 3.011  15.376 43.533 -3.781 1.593  -1.535 CBF  S22 28 
S22 CBE  CBE  C 0 1 Y N N 3.265  14.033 43.801 -4.603 2.259  -2.423 CBE  S22 29 
S22 CBD  CBD  C 0 1 Y N N 3.195  13.058 42.804 -5.970 2.050  -2.393 CBD  S22 30 
S22 CBC  CBC  C 0 1 Y N N 2.858  13.432 41.516 -6.518 1.173  -1.475 CBC  S22 31 
S22 CBB  CBB  C 0 1 Y N N 2.590  14.776 41.241 -5.702 0.499  -0.589 CBB  S22 32 
S22 SBG  SBG  S 0 1 N N N 2.130  15.135 39.593 -6.401 -0.624 0.576  SBG  S22 33 
S22 OBH  OBH  O 0 1 N N N 2.730  14.092 38.705 -5.863 -0.213 1.825  OBH  S22 34 
S22 OBI  OBI  O 0 1 N N N 2.530  16.544 39.242 -7.798 -0.564 0.324  OBI  S22 35 
S22 CBJ  CBJ  C 0 1 N N N 0.342  14.939 39.450 -5.737 -2.243 0.098  CBJ  S22 36 
S22 CBL  CBL  C 0 1 N N N -0.042 13.467 39.630 -6.373 -3.331 0.966  CBL  S22 37 
S22 CBK  CBK  C 0 1 N N N -0.290 15.799 40.506 -6.057 -2.512 -1.373 CBK  S22 38 
S22 HAT  HAT  H 0 1 N N N -3.385 12.360 48.641 6.186  1.952  0.570  HAT  S22 39 
S22 HATA HATA H 0 0 N N N -1.857 13.047 49.254 6.661  1.566  -1.101 HATA S22 40 
S22 HAU  HAU  H 0 1 N N N -0.652 10.954 48.653 8.524  2.659  0.108  HAU  S22 41 
S22 HAUA HAUA H 0 0 N N N -2.079 10.606 49.751 8.465  1.390  1.355  HAUA S22 42 
S22 HAV  HAV  H 0 1 N N N -1.459 9.211  47.466 9.061  0.972  -1.610 HAV  S22 43 
S22 HOAY HOAY H 0 0 N N N -3.135 8.988  49.290 11.196 0.407  -0.700 HOAY S22 44 
S22 HAW  HAW  H 0 1 N N N -2.739 9.799  45.640 9.445  -1.379 -0.966 HAW  S22 45 
S22 HAWA HAWA H 0 0 N N N -3.844 10.859 46.647 9.011  -1.003 0.719  HAWA S22 46 
S22 HAX  HAX  H 0 1 N N N -1.000 11.491 45.737 7.181  -0.710 -1.707 HAX  S22 47 
S22 HAXA HAXA H 0 0 N N N -2.536 12.269 45.185 7.086  -1.996 -0.480 HAXA S22 48 
S22 HAO  HAO  H 0 1 N N N -1.358 14.674 48.912 5.347  -2.431 0.469  HAO  S22 49 
S22 HAR  HAR  H 0 1 N N N -0.954 15.588 49.814 4.555  -4.243 -0.216 HAR  S22 50 
S22 HARA HARA H 0 0 N N N -0.072 16.988 50.513 4.252  -3.886 1.502  HARA S22 51 
S22 HARB HARB H 0 0 N N N -1.835 17.108 50.188 3.272  -5.112 0.661  HARB S22 52 
S22 HAM  HAM  H 0 1 N N N -1.659 13.706 44.747 4.690  1.684  -0.490 HAM  S22 53 
S22 HAL  HAL  H 0 1 N N N -0.951 15.980 44.146 2.294  1.229  -0.817 HAL  S22 54 
S22 HNAJ HNAJ H 0 0 N N N -0.687 18.635 46.464 0.821  -1.918 -1.019 HNAJ S22 55 
S22 HAB  HAB  H 0 1 N N N 0.911  16.331 44.084 -1.501 -1.502 -0.568 HAB  S22 56 
S22 HNAI HNAI H 0 0 N N N 1.165  22.180 43.560 0.690  3.491  1.670  HNAI S22 57 
S22 HAH  HAH  H 0 1 N N N 2.690  22.100 41.517 -1.551 4.531  2.302  HAH  S22 58 
S22 HAG  HAG  H 0 1 N N N 3.120  19.608 40.929 -3.417 2.846  1.612  HAG  S22 59 
S22 HNAZ HNAZ H 0 0 N N N 2.704  17.422 41.114 -3.872 -0.641 0.875  HNAZ S22 60 
S22 HBF  HBF  H 0 1 N N N 3.090  16.114 44.317 -2.714 1.757  -1.558 HBF  S22 61 
S22 HBE  HBE  H 0 1 N N N 3.523  13.738 44.807 -4.178 2.944  -3.141 HBE  S22 62 
S22 HBD  HBD  H 0 1 N N N 3.402  12.024 43.036 -6.610 2.572  -3.088 HBD  S22 63 
S22 HBC  HBC  H 0 1 N N N 2.802  12.693 40.730 -7.586 1.011  -1.455 HBC  S22 64 
S22 HBJ  HBJ  H 0 1 N N N -0.011 15.248 38.455 -4.656 -2.250 0.242  HBJ  S22 65 
S22 HBL  HBL  H 0 1 N N N -0.134 12.988 38.644 -7.453 -3.325 0.822  HBL  S22 66 
S22 HBLA HBLA H 0 0 N N N 0.736  12.954 40.215 -5.974 -4.304 0.679  HBLA S22 67 
S22 HBLB HBLB H 0 0 N N N -1.003 13.401 40.160 -6.145 -3.140 2.014  HBLB S22 68 
S22 HBK  HBK  H 0 1 N N N -0.445 15.205 41.419 -5.604 -1.737 -1.992 HBK  S22 69 
S22 HBKA HBKA H 0 0 N N N 0.370  16.650 40.729 -5.658 -3.485 -1.660 HBKA S22 70 
S22 HBKB HBKB H 0 0 N N N -1.259 16.172 40.143 -7.138 -2.506 -1.517 HBKB S22 71 
# 
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 
S22 CAT CAU  SING N N 1  
S22 CAT NAS  SING N N 2  
S22 CAU CAV  SING N N 3  
S22 CAV OAY  SING N N 4  
S22 CAV CAW  SING N N 5  
S22 CAW CAX  SING N N 6  
S22 CAX NAS  SING N N 7  
S22 NAS CAN  SING N N 8  
S22 CAN CAO  DOUB N N 9  
S22 CAN CAM  SING N N 10 
S22 CAO CAP  SING N N 11 
S22 CAP OAQ  SING N N 12 
S22 CAP CAK  DOUB N N 13 
S22 OAQ CAR  SING N N 14 
S22 CAM CAL  DOUB N N 15 
S22 CAL CAK  SING N N 16 
S22 CAK NAJ  SING N N 17 
S22 NAJ CAA  SING N N 18 
S22 CAA CAB  DOUB Y N 19 
S22 CAA NAF  SING Y N 20 
S22 CAB CAC  SING Y N 21 
S22 NAF CAE  DOUB N N 22 
S22 CAE NAI  SING N N 23 
S22 CAE CAD  SING Y N 24 
S22 NAI CAH  SING N N 25 
S22 CAH CAG  DOUB N N 26 
S22 CAG CAD  SING N N 27 
S22 CAD CAC  DOUB N N 28 
S22 CAC NAZ  SING Y N 29 
S22 NAZ CBA  SING N N 30 
S22 CBA CBF  DOUB Y N 31 
S22 CBA CBB  SING N N 32 
S22 CBF CBE  SING N N 33 
S22 CBE CBD  DOUB N N 34 
S22 CBD CBC  SING N N 35 
S22 CBC CBB  DOUB Y N 36 
S22 CBB SBG  SING Y N 37 
S22 SBG OBH  DOUB Y N 38 
S22 SBG OBI  DOUB N N 39 
S22 SBG CBJ  SING Y N 40 
S22 CBJ CBL  SING Y N 41 
S22 CBJ CBK  SING Y N 42 
S22 CAT HAT  SING Y N 43 
S22 CAT HATA SING N N 44 
S22 CAU HAU  SING Y N 45 
S22 CAU HAUA SING N N 46 
S22 CAV HAV  SING Y N 47 
S22 OAY HOAY SING N N 48 
S22 CAW HAW  SING Y N 49 
S22 CAW HAWA SING N N 50 
S22 CAX HAX  SING N N 51 
S22 CAX HAXA SING N N 52 
S22 CAO HAO  SING Y N 53 
S22 CAR HAR  SING Y N 54 
S22 CAR HARA SING Y N 55 
S22 CAR HARB SING N N 56 
S22 CAM HAM  SING Y N 57 
S22 CAL HAL  SING N N 58 
S22 NAJ HNAJ SING Y N 59 
S22 CAB HAB  SING N N 60 
S22 NAI HNAI SING Y N 61 
S22 CAH HAH  SING N N 62 
S22 CAG HAG  SING N N 63 
S22 NAZ HNAZ SING N N 64 
S22 CBF HBF  SING N N 65 
S22 CBE HBE  SING N N 66 
S22 CBD HBD  SING N N 67 
S22 CBC HBC  SING N N 68 
S22 CBJ HBJ  SING N N 69 
S22 CBL HBL  SING N N 70 
S22 CBL HBLA SING N N 71 
S22 CBL HBLB SING N N 72 
S22 CBK HBK  SING N N 73 
S22 CBK HBKA SING N N 74 
S22 CBK HBKB SING N N 75 
# 
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 
S22 SMILES           ACDLabs              10.04 O=S(=O)(c1ccccc1Nc2cc(nc3c2ccn3)Nc4c(OC)cc(cc4)N5CCC(O)CC5)C(C)C 
S22 InChI            InChI                1.02b 
InChI=1/C28H33N5O4S/c1-18(2)38(35,36)26-7-5-4-6-23(26)30-24-17-27(32-28-21(24)10-13-29-28)31-22-9-8-19(16-25(22)37-3)33-14-11-20(34)12-15-33/h4-10,13,16-18,20,34H,11-12,14-15H2,1-3H3,(H3,29,30,31,32)/f/h29-31H 
S22 InChIKey         InChI                1.02b NMJMRSQTDLRCRQ-DXBWVGEPCI 
S22 SMILES_CANONICAL CACTVS               3.341 COc1cc(ccc1Nc2cc(Nc3ccccc3[S](=O)(=O)C(C)C)c4cc[nH]c4n2)N5CCC(O)CC5 
S22 SMILES           CACTVS               3.341 COc1cc(ccc1Nc2cc(Nc3ccccc3[S](=O)(=O)C(C)C)c4cc[nH]c4n2)N5CCC(O)CC5 
S22 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)S(=O)(=O)c1ccccc1Nc2cc(nc3c2cc[nH]3)Nc4ccc(cc4OC)N5CCC(CC5)O 
S22 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)S(=O)(=O)c1ccccc1Nc2cc(nc3c2cc[nH]3)Nc4ccc(cc4OC)N5CCC(CC5)O 
# 
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 
S22 "SYSTEMATIC NAME" ACDLabs              10.04 1-(3-methoxy-4-{[4-({2-[(1-methylethyl)sulfonyl]phenyl}amino)-1H-pyrrolo[2,3-b]pyridin-6-yl]amino}phenyl)piperidin-4-ol 
S22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[3-methoxy-4-[[4-[(2-propan-2-ylsulfonylphenyl)amino]-1H-pyrrolo[3,2-e]pyridin-6-yl]amino]phenyl]piperidin-4-ol       
# 
