data_BII
# 
_chem_comp.id                                    BII 
_chem_comp.name                                  2-{[5-CHLORO-2-({(1E,4R)-2-METHOXY-4-[(3R)-3-(METHYLAMINO)PYRROLIDIN-1-YL]CYCLOHEXA-2,5-DIEN-1-YLIDENE}AMINO)PYRIMIDIN-4-YL]AMINO}-N-(1-METHYLETHYL)BENZENESULFONAMIDE 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C25 H32 Cl N7 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        546.085 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BII 
_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        2JKM 
_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 
BII CAI  CAI  C  0 1 N N N 10.843 3.219  22.224 10.843 3.219  22.224 CAI  BII 1  
BII CAN  CAN  C  0 1 N N N 11.237 3.306  23.699 11.237 3.306  23.699 CAN  BII 2  
BII CAW  CAW  C  0 1 N N N 12.250 2.194  23.981 12.250 2.194  23.981 CAW  BII 3  
BII NAO  NAO  N  0 1 N N N 11.817 4.643  23.995 11.817 4.643  23.995 NAO  BII 4  
BII SAP  SAP  S  0 1 N N N 11.342 5.467  25.370 11.342 5.467  25.370 SAP  BII 5  
BII OAX  OAX  O  0 1 N N N 12.391 6.457  25.784 12.391 6.457  25.784 OAX  BII 6  
BII OAJ  OAJ  O  0 1 N N N 10.092 6.235  25.078 10.092 6.235  25.078 OAJ  BII 7  
BII CAQ  CAQ  C  0 1 Y N N 11.132 4.347  26.728 11.132 4.347  26.728 CAQ  BII 8  
BII CAY  CAY  C  0 1 Y N N 12.299 3.809  27.289 12.299 3.809  27.289 CAY  BII 9  
BII CBC  CBC  C  0 1 Y N N 12.238 2.914  28.356 12.238 2.914  28.356 CBC  BII 10 
BII CAZ  CAZ  C  0 1 Y N N 10.994 2.553  28.863 10.994 2.553  28.863 CAZ  BII 11 
BII CAR  CAR  C  0 1 Y N N 9.827  3.094  28.306 9.827  3.094  28.306 CAR  BII 12 
BII CAK  CAK  C  0 1 Y N N 9.869  3.987  27.230 9.869  3.987  27.230 CAK  BII 13 
BII NAE  NAE  N  0 1 N N N 8.739  4.515  26.699 8.739  4.515  26.699 NAE  BII 14 
BII C4   C4   C  0 1 Y N N 7.504  3.959  26.649 7.504  3.959  26.649 C4   BII 15 
BII N3   N3   N  0 1 Y N N 7.199  2.768  27.217 7.199  2.768  27.217 N3   BII 16 
BII C5   C5   C  0 1 Y N N 6.486  4.645  25.987 6.486  4.645  25.987 C5   BII 17 
BII CL5  CL5  CL 0 0 N N N 6.831  6.187  25.266 6.831  6.187  25.266 CL5  BII 18 
BII C6   C6   C  0 1 Y N N 5.208  4.080  25.909 5.208  4.080  25.909 C6   BII 19 
BII N1   N1   N  0 1 Y N N 4.973  2.893  26.469 4.973  2.893  26.469 N1   BII 20 
BII C2   C2   C  0 1 Y N N 5.958  2.234  27.117 5.958  2.234  27.117 C2   BII 21 
BII NAH  NAH  N  0 1 N N N 5.680  1.049  27.668 5.680  1.049  27.668 NAH  BII 22 
BII CAM  CAM  C  0 1 N N N 6.518  0.344  28.442 6.518  0.344  28.442 CAM  BII 23 
BII CAT  CAT  C  0 1 N N N 6.009  -0.205 29.622 6.009  -0.205 29.622 CAT  BII 24 
BII CBB  CBB  C  0 1 N N N 6.844  -0.966 30.445 6.844  -0.966 30.445 CBB  BII 25 
BII OAU  OAU  O  0 1 N N N 4.699  0.017  29.935 4.699  0.017  29.935 OAU  BII 26 
BII CAV  CAV  C  0 1 N N N 4.280  -0.436 31.236 4.280  -0.436 31.236 CAV  BII 27 
BII CAS  CAS  C  0 1 N N N 7.861  0.101  28.093 7.861  0.101  28.093 CAS  BII 28 
BII CBA  CBA  C  0 1 N N N 8.694  -0.658 28.926 8.694  -0.658 28.926 CBA  BII 29 
BII CBD  CBD  C  0 1 N N R 8.180  -1.204 30.113 8.180  -1.204 30.113 CBD  BII 30 
BII NBE  NBE  N  0 1 N N N 8.921  -1.948 30.949 8.921  -1.948 30.949 NBE  BII 31 
BII CBG  CBG  C  0 1 N N N 10.339 -2.301 30.813 10.339 -2.301 30.813 CBG  BII 32 
BII CBF  CBF  C  0 1 N N N 8.399  -2.556 32.173 8.399  -2.556 32.173 CBF  BII 33 
BII CBH  CBH  C  0 1 N N N 9.634  -2.813 33.027 9.634  -2.813 33.027 CBH  BII 34 
BII CBI  CBI  C  0 1 N N R 10.763 -2.125 32.268 10.763 -2.125 32.268 CBI  BII 35 
BII NBJ  NBJ  N  0 1 N N N 12.084 -2.715 32.626 12.084 -2.715 32.626 NBJ  BII 36 
BII CBK  CBK  C  0 1 N N N 12.705 -3.535 31.541 12.705 -3.535 31.541 CBK  BII 37 
BII HAI1 HAI1 H  0 0 N N N 9.747  3.198  22.137 9.747  3.198  22.137 HAI1 BII 38 
BII HAI2 HAI2 H  0 0 N N N 11.236 4.095  21.687 11.236 4.095  21.687 HAI2 BII 39 
BII HAI3 HAI3 H  0 0 N N N 11.263 2.301  21.786 11.263 2.301  21.786 HAI3 BII 40 
BII HAN  HAN  H  0 1 N N N 10.355 3.178  24.344 10.355 3.178  24.344 HAN  BII 41 
BII HAW1 HAW1 H  0 0 N N N 12.493 1.672  23.044 12.493 1.672  23.044 HAW1 BII 42 
BII HAW2 HAW2 H  0 0 N N N 13.166 2.631  24.405 13.166 2.632  24.405 HAW2 BII 43 
BII HAW3 HAW3 H  0 0 N N N 11.819 1.479  24.697 11.819 1.479  24.697 HAW3 BII 44 
BII HAO  HAO  H  0 1 N N N 12.804 4.506  24.079 12.804 4.506  24.079 HAO  BII 45 
BII HAY  HAY  H  0 1 N N N 13.261 4.093  26.888 13.261 4.093  26.888 HAY  BII 46 
BII HBC  HBC  H  0 1 N N N 13.143 2.507  28.783 13.143 2.507  28.783 HBC  BII 47 
BII HAZ  HAZ  H  0 1 N N N 10.927 1.856  29.685 10.927 1.856  29.685 HAZ  BII 48 
BII HAR  HAR  H  0 1 N N N 8.869  2.814  28.719 8.869  2.814  28.719 HAR  BII 49 
BII HAE  HAE  H  0 1 N N N 8.827  5.425  26.295 8.827  5.425  26.295 HAE  BII 50 
BII H6   H6   H  0 1 N N N 4.415  4.604  25.397 4.415  4.604  25.397 H6   BII 51 
BII HAS  HAS  H  0 1 N N N 8.254  0.505  27.172 8.254  0.505  27.172 HAS  BII 52 
BII HBB  HBB  H  0 1 N N N 6.447  -1.380 31.360 6.447  -1.380 31.360 HBB  BII 53 
BII HBD  HBD  H  0 1 N N N 9.196  -1.335 29.712 9.196  -1.335 29.712 HBD  BII 54 
BII HAV1 HAV1 H  0 0 N N N 4.173  -1.531 31.227 4.173  -1.531 31.227 HAV1 BII 55 
BII HAV2 HAV2 H  0 0 N N N 5.033  -0.148 31.984 5.033  -0.147 31.985 HAV2 BII 56 
BII HAV3 HAV3 H  0 0 N N N 3.314  0.024  31.491 3.314  0.024  31.491 HAV3 BII 57 
BII HBA  HBA  H  0 1 N N N 9.727  -0.822 28.656 9.727  -0.822 28.656 HBA  BII 58 
BII HBG1 HBG1 H  0 0 N N N 10.497 -3.322 30.436 10.497 -3.322 30.436 HBG1 BII 59 
BII HBG2 HBG2 H  0 0 N N N 10.905 -1.706 30.081 10.905 -1.706 30.081 HBG2 BII 60 
BII HBF1 HBF1 H  0 0 N N N 7.696  -1.881 32.684 7.696  -1.881 32.683 HBF1 BII 61 
BII HBF2 HBF2 H  0 0 N N N 7.833  -3.477 31.972 7.833  -3.477 31.972 HBF2 BII 62 
BII HBI  HBI  H  0 1 N N N 10.909 -1.061 32.506 10.909 -1.061 32.506 HBI  BII 63 
BII HBH1 HBH1 H  0 0 N N N 9.516  -2.391 34.036 9.516  -2.391 34.036 HBH1 BII 64 
BII HBH2 HBH2 H  0 0 N N N 9.823  -3.886 33.178 9.823  -3.886 33.178 HBH2 BII 65 
BII HBJ  HBJ  H  0 1 N N N 12.709 -1.964 32.839 12.709 -1.964 32.839 HBJ  BII 66 
BII HBK1 HBK1 H  0 0 N N N 12.858 -2.909 30.649 12.858 -2.909 30.649 HBK1 BII 67 
BII HBK2 HBK2 H  0 0 N N N 13.674 -3.925 31.885 13.674 -3.925 31.885 HBK2 BII 68 
BII HBK3 HBK3 H  0 0 N N N 12.040 -4.375 31.290 12.040 -4.374 31.290 HBK3 BII 69 
# 
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 
BII CAI CAN  SING N N 1  
BII CAN CAW  SING N N 2  
BII CAN NAO  SING N N 3  
BII NAO SAP  SING N N 4  
BII SAP OAX  DOUB N N 5  
BII SAP OAJ  DOUB N N 6  
BII SAP CAQ  SING N N 7  
BII CAQ CAY  SING N N 8  
BII CAQ CAK  DOUB N N 9  
BII CAY CBC  DOUB N N 10 
BII CBC CAZ  SING N N 11 
BII CAZ CAR  DOUB N N 12 
BII CAR CAK  SING N N 13 
BII CAK NAE  SING N N 14 
BII NAE C4   SING N N 15 
BII C4  N3   SING Y N 16 
BII C4  C5   DOUB Y N 17 
BII N3  C2   DOUB Y N 18 
BII C5  CL5  SING N N 19 
BII C5  C6   SING Y N 20 
BII C6  N1   DOUB N N 21 
BII N1  C2   SING Y N 22 
BII C2  NAH  SING N N 23 
BII NAH CAM  DOUB Y N 24 
BII CAM CAT  SING N N 25 
BII CAM CAS  SING N N 26 
BII CAT CBB  DOUB N N 27 
BII CAT OAU  SING N N 28 
BII CBB CBD  SING Y N 29 
BII OAU CAV  SING Y N 30 
BII CAS CBA  DOUB Y N 31 
BII CBA CBD  SING N N 32 
BII CBD NBE  SING Y N 33 
BII NBE CBG  SING Y N 34 
BII NBE CBF  SING N N 35 
BII CBG CBI  SING Y N 36 
BII CBF CBH  SING N N 37 
BII CBH CBI  SING N N 38 
BII CBI NBJ  SING N N 39 
BII NBJ CBK  SING N N 40 
BII CAI HAI1 SING N N 41 
BII CAI HAI2 SING N N 42 
BII CAI HAI3 SING N N 43 
BII CAN HAN  SING N N 44 
BII CAW HAW1 SING N N 45 
BII CAW HAW2 SING N N 46 
BII CAW HAW3 SING N N 47 
BII NAO HAO  SING N N 48 
BII CAY HAY  SING N N 49 
BII CBC HBC  SING N N 50 
BII CAZ HAZ  SING N N 51 
BII CAR HAR  SING N N 52 
BII NAE HAE  SING N N 53 
BII C6  H6   SING N N 54 
BII CAS HAS  SING N N 55 
BII CBB HBB  SING N N 56 
BII CBD HBD  SING N N 57 
BII CAV HAV1 SING N N 58 
BII CAV HAV2 SING N N 59 
BII CAV HAV3 SING N N 60 
BII CBA HBA  SING N N 61 
BII CBG HBG1 SING N N 62 
BII CBG HBG2 SING N N 63 
BII CBF HBF1 SING N N 64 
BII CBF HBF2 SING N N 65 
BII CBI HBI  SING N N 66 
BII CBH HBH1 SING N N 67 
BII CBH HBH2 SING N N 68 
BII NBJ HBJ  SING N N 69 
BII CBK HBK1 SING N N 70 
BII CBK HBK2 SING N N 71 
BII CBK HBK3 SING N N 72 
# 
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 
BII SMILES           ACDLabs              10.04 O=S(=O)(NC(C)C)c1ccccc1Nc2nc(ncc2Cl)/N=C3/C(OC)=CC(C=C3)N4CCC(NC)C4 
BII InChI            InChI                1.02b 
InChI=1/C25H32ClN7O3S/c1-16(2)32-37(34,35)23-8-6-5-7-21(23)29-24-19(26)14-28-25(31-24)30-20-10-9-18(13-22(20)36-4)33-12-11-17(15-33)27-3/h5-10,13-14,16-18,27,32H,11-12,15H2,1-4H3,(H,28,29,31)/b30-20+/t17-,18?/m1/s1/f/h29H 
BII InChIKey         InChI                1.02b GLVPQZCTTHRANR-DQNCFDQLDD 
BII SMILES_CANONICAL CACTVS               3.341 CN[C@@H]1CCN(C1)[C@@H]2C=CC(=Nc3ncc(Cl)c(Nc4ccccc4[S](=O)(=O)NC(C)C)n3)C(=C2)OC 
BII SMILES           CACTVS               3.341 CN[CH]1CCN(C1)[CH]2C=CC(=Nc3ncc(Cl)c(Nc4ccccc4[S](=O)(=O)NC(C)C)n3)C(=C2)OC 
BII SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)NS(=O)(=O)c1ccccc1Nc2c(cnc(n2)N=C3C=CC(C=C3OC)N4CC[C@H](C4)NC)Cl 
BII SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)NS(=O)(=O)c1ccccc1Nc2c(cnc(n2)N=C3C=CC(C=C3OC)N4CCC(C4)NC)Cl 
# 
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 
BII "SYSTEMATIC NAME" ACDLabs              10.04 2-{[5-chloro-2-({(1E,4R)-2-methoxy-4-[(3R)-3-(methylamino)pyrrolidin-1-yl]cyclohexa-2,5-dien-1-ylidene}amino)pyrimidin-4-yl]amino}-N-(1-methylethyl)benzenesulfonamide 
BII "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[[5-chloro-2-[[2-methoxy-4-[(3R)-3-methylaminopyrrolidin-1-yl]-1-cyclohexa-2,5-dienylidene]amino]pyrimidin-4-yl]amino]-N-propan-2-yl-benzenesulfonamide              
# 
