data_DRK
# 
_chem_comp.id                                    DRK 
_chem_comp.name                                  "3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Indirubin_E804 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-10 
_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                        365.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DRK 
_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        3EB0 
_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 
DRK OAA  OAA  O 0 1 N N N 44.542 9.903  1.674  -2.511 0.437  -2.949 OAA  DRK 1  
DRK CAS  CAS  C 0 1 N N N 45.013 9.111  2.480  -2.870 0.847  -1.857 CAS  DRK 2  
DRK NAP  NAP  N 0 1 N N N 44.564 8.964  3.717  -3.627 1.905  -1.635 NAP  DRK 3  
DRK CAW  CAW  C 0 1 N N N 45.302 8.032  4.323  -3.858 2.111  -0.311 CAW  DRK 4  
DRK CAH  CAH  C 0 1 N N N 45.220 7.523  5.622  -4.591 3.091  0.363  CAH  DRK 5  
DRK CAE  CAE  C 0 1 N N N 46.107 6.543  6.041  -4.667 3.072  1.742  CAE  DRK 6  
DRK CAG  CAG  C 0 1 N N N 47.069 6.077  5.154  -4.024 2.088  2.476  CAG  DRK 7  
DRK CAK  CAK  C 0 1 N N N 47.160 6.575  3.855  -3.293 1.107  1.833  CAK  DRK 8  
DRK CAZ  CAZ  C 0 1 N N N 46.278 7.561  3.424  -3.205 1.111  0.444  CAZ  DRK 9  
DRK CAV  CAV  C 0 1 N N N 46.083 8.268  2.226  -2.535 0.238  -0.536 CAV  DRK 10 
DRK CAT  CAT  C 0 1 Y N N 46.746 8.256  0.972  -1.770 -0.886 -0.288 CAT  DRK 11 
DRK NAQ  NAQ  N 0 1 Y N N 46.453 9.080  -0.036 -2.240 -2.131 0.081  NAQ  DRK 12 
DRK CAX  CAX  C 0 1 Y N N 47.222 8.864  -1.103 -1.173 -3.000 0.238  CAX  DRK 13 
DRK CAI  CAI  C 0 1 Y N N 47.261 9.472  -2.358 -1.121 -4.343 0.595  CAI  DRK 14 
DRK CAD  CAD  C 0 1 Y N N 48.188 9.054  -3.305 0.097  -4.988 0.681  CAD  DRK 15 
DRK CAF  CAF  C 0 1 Y N N 49.070 8.014  -2.994 1.278  -4.310 0.413  CAF  DRK 16 
DRK CAJ  CAJ  C 0 1 Y N N 49.029 7.398  -1.743 1.254  -2.991 0.060  CAJ  DRK 17 
DRK CAY  CAY  C 0 1 Y N N 48.100 7.833  -0.794 0.028  -2.314 -0.034 CAY  DRK 18 
DRK CAU  CAU  C 0 1 Y N N 47.801 7.460  0.507  -0.305 -0.979 -0.376 CAU  DRK 19 
DRK NAO  NAO  N 0 1 N N N 48.435 6.489  1.149  0.558  0.018  -0.709 NAO  DRK 20 
DRK OAR  OAR  O 0 1 N N N 49.112 5.510  0.468  1.847  -0.160 -0.041 OAR  DRK 21 
DRK CAM  CAM  C 0 1 N N N 49.825 4.581  1.334  2.805  0.855  -0.347 CAM  DRK 22 
DRK CAN  CAN  C 0 1 N N N 50.643 5.314  2.418  4.108  0.570  0.403  CAN  DRK 23 
DRK CBA  CBA  C 0 1 N N S 52.147 5.169  2.193  5.134  1.657  0.075  CBA  DRK 24 
DRK OAC  OAC  O 0 1 N N N 52.776 5.355  3.469  5.473  1.589  -1.311 OAC  DRK 25 
DRK CAL  CAL  C 0 1 N N N 52.661 6.216  1.160  6.392  1.442  0.919  CAL  DRK 26 
DRK OAB  OAB  O 0 1 N N N 52.698 5.705  -0.201 7.303  2.521  0.699  OAB  DRK 27 
DRK HAH  HAH  H 0 1 N N N 44.465 7.893  6.300  -5.098 3.865  -0.195 HAH  DRK 28 
DRK HAE  HAE  H 0 1 N N N 46.051 6.147  7.044  -5.235 3.834  2.255  HAE  DRK 29 
DRK HAG  HAG  H 0 1 N N N 47.761 5.313  5.477  -4.094 2.088  3.553  HAG  DRK 30 
DRK HAK  HAK  H 0 1 N N N 47.915 6.195  3.183  -2.792 0.341  2.407  HAK  DRK 31 
DRK HAI  HAI  H 0 1 N N N 46.570 10.268 -2.594 -2.033 -4.881 0.806  HAI  DRK 32 
DRK HAD  HAD  H 0 1 N N N 48.227 9.529  -4.274 0.131  -6.030 0.960  HAD  DRK 33 
DRK HAF  HAF  H 0 1 N N N 49.789 7.685  -3.729 2.222  -4.829 0.485  HAF  DRK 34 
DRK HAJ  HAJ  H 0 1 N N N 49.709 6.592  -1.510 2.176  -2.469 -0.147 HAJ  DRK 35 
DRK HNAO HNAO H 0 0 N N N 49.118 6.943  1.721  0.674  0.076  -1.710 HNAO DRK 36 
DRK HAM  HAM  H 0 1 N N N 49.091 3.928  1.829  2.997  0.862  -1.420 HAM  DRK 37 
DRK HAMA HAMA H 0 0 N N N 50.524 4.002  0.712  2.416  1.827  -0.041 HAMA DRK 38 
DRK HAN  HAN  H 0 1 N N N 50.385 6.383  2.391  3.916  0.563  1.476  HAN  DRK 39 
DRK HANA HANA H 0 0 N N N 50.398 4.866  3.392  4.498  -0.401 0.098  HANA DRK 40 
DRK HBA  HBA  H 0 1 N N N 52.386 4.178  1.780  4.710  2.636  0.298  HBA  DRK 41 
DRK HOAC HOAC H 0 0 N N N 53.718 5.396  3.355  5.857  0.744  -1.582 HOAC DRK 42 
DRK HAL  HAL  H 0 1 N N N 51.986 7.084  1.184  6.120  1.405  1.974  HAL  DRK 43 
DRK HALA HALA H 0 0 N N N 53.691 6.479  1.442  6.865  0.503  0.632  HALA DRK 44 
DRK HOAB HOAB H 0 0 N N N 52.706 6.432  -0.813 8.125  2.450  1.204  HOAB DRK 45 
DRK HNAQ HNAQ H 0 0 N N N 45.739 9.779  0.005  -3.173 -2.362 0.211  HNAQ DRK 46 
# 
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 
DRK OAA CAS  DOUB N N 1  
DRK CAS NAP  SING N N 2  
DRK NAP CAW  DOUB N N 3  
DRK CAW CAH  SING N N 4  
DRK CAH CAE  DOUB N N 5  
DRK CAH HAH  SING N N 6  
DRK CAE HAE  SING N N 7  
DRK CAG CAE  SING N N 8  
DRK CAG HAG  SING N N 9  
DRK CAK CAG  DOUB N N 10 
DRK CAK HAK  SING N N 11 
DRK CAZ CAW  SING N N 12 
DRK CAZ CAK  SING N N 13 
DRK CAV CAS  SING N N 14 
DRK CAV CAZ  DOUB N N 15 
DRK CAT CAV  SING N N 16 
DRK NAQ CAT  SING Y N 17 
DRK NAQ HNAQ SING N N 18 
DRK CAX NAQ  SING Y N 19 
DRK CAX CAY  SING Y N 20 
DRK CAI CAX  DOUB Y N 21 
DRK CAI HAI  SING N N 22 
DRK CAD CAI  SING Y N 23 
DRK CAD CAF  DOUB Y N 24 
DRK CAD HAD  SING N N 25 
DRK CAF CAJ  SING Y N 26 
DRK CAF HAF  SING N N 27 
DRK CAJ CAY  DOUB Y N 28 
DRK CAJ HAJ  SING N N 29 
DRK CAY CAU  SING Y N 30 
DRK CAU CAT  DOUB Y N 31 
DRK CAU NAO  SING N N 32 
DRK NAO HNAO SING N N 33 
DRK OAR NAO  SING N N 34 
DRK OAR CAM  SING N N 35 
DRK CAM CAN  SING N N 36 
DRK CAM HAM  SING N N 37 
DRK CAM HAMA SING N N 38 
DRK CAN HAN  SING N N 39 
DRK CAN HANA SING N N 40 
DRK CBA CAN  SING N N 41 
DRK CBA OAC  SING N N 42 
DRK CBA HBA  SING N N 43 
DRK OAC HOAC SING N N 44 
DRK CAL CBA  SING N N 45 
DRK CAL HAL  SING N N 46 
DRK CAL HALA SING N N 47 
DRK OAB CAL  SING N N 48 
DRK OAB HOAB SING N N 49 
# 
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 
DRK SMILES           ACDLabs              10.04 O=C2N=C1C=CC=CC1=C2c4c(NOCCC(O)CO)c3ccccc3n4                                                                                                
DRK InChI            InChI                1.02b InChI=1/C20H19N3O4/c24-11-12(25)9-10-27-23-18-14-6-2-4-8-16(14)21-19(18)17-13-5-1-3-7-15(13)22-20(17)26/h1-8,12,21,23-25H,9-11H2/t12-/m0/s1 
DRK InChIKey         InChI                1.02b CKLAPOFDFZKCPB-LBPRGKRZBK                                                                                                                   
DRK SMILES_CANONICAL CACTVS               3.341 OC[C@@H](O)CCONc1c([nH]c2ccccc12)C3=C4C=CC=CC4=NC3=O                                                                                        
DRK SMILES           CACTVS               3.341 OC[CH](O)CCONc1c([nH]c2ccccc12)C3=C4C=CC=CC4=NC3=O                                                                                          
DRK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c([nH]2)C3=C4C=CC=CC4=NC3=O)NOCC[C@@H](CO)O                                                                                    
DRK SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c(c([nH]2)C3=C4C=CC=CC4=NC3=O)NOCCC(CO)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 
DRK "SYSTEMATIC NAME" ACDLabs              10.04 "3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one" 
DRK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[3-[[(3S)-3,4-dihydroxybutoxy]amino]-1H-indol-2-yl]indol-2-one     
# 
