data_XIN
# 
_chem_comp.id                                    XIN 
_chem_comp.name                                  "methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H33 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-20 
_chem_comp.pdbx_modified_date                    2008-12-19 
_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                        539.625 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XIN 
_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        3C7Q 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
XIN C1   C1   C 0 1 N N N 21.331 64.474 30.745 -3.176  1.083  -0.773 C1   XIN 1  
XIN C2   C2   C 0 1 Y N N 20.976 63.132 31.193 -4.422  0.405  -0.367 C2   XIN 2  
XIN C3   C3   C 0 1 N N N 20.803 65.358 29.883 -1.958  0.486  -1.084 C3   XIN 3  
XIN C4   C4   C 0 1 N N N 22.580 64.802 31.479 -3.478  2.470  -0.788 C4   XIN 4  
XIN C5   C5   C 0 1 Y N N 21.951 62.753 32.092 -5.369  1.422  -0.163 C5   XIN 5  
XIN C6   C6   C 0 1 Y N N 19.951 62.280 30.927 -4.767  -0.932 -0.175 C6   XIN 6  
XIN C7   C7   C 0 1 Y N N 19.567 65.043 29.184 -1.774  -0.963 -0.880 C7   XIN 7  
XIN C11  C11  C 0 1 Y N N 21.946 61.536 32.728 -6.653  1.084  0.231  C11  XIN 8  
XIN C12  C12  C 0 1 Y N N 19.925 61.047 31.541 -6.034  -1.261 0.214  C12  XIN 9  
XIN C15  C15  C 0 1 Y N N 21.095 67.649 28.855 0.293   1.291  -0.904 C15  XIN 10 
XIN C16  C16  C 0 1 Y N N 20.897 60.657 32.446 -6.989  -0.258 0.420  C16  XIN 11 
XIN C17  C17  C 0 1 Y N N 17.227 64.633 29.323 -1.886  -2.895 0.545  C17  XIN 12 
XIN C18  C18  C 0 1 Y N N 18.321 64.641 27.225 -1.135  -3.120 -1.725 C18  XIN 13 
XIN C19  C19  C 0 1 Y N N 22.155 68.459 28.788 1.380   1.936  -1.480 C19  XIN 14 
XIN C21  C21  C 0 1 N N N 20.849 59.301 33.055 -8.355  -0.620 0.839  C21  XIN 15 
XIN C23  C23  C 0 1 Y N N 22.134 69.617 28.056 2.586   1.988  -0.810 C23  XIN 16 
XIN C24  C24  C 0 1 Y N N 19.946 69.196 27.365 1.625   0.748  1.015  C24  XIN 17 
XIN O25  O25  O 0 1 N N N 21.908 58.977 33.775 -8.683  -1.915 1.023  O25  XIN 18 
XIN O26  O26  O 0 1 N N N 19.991 58.537 32.849 -9.186  0.248  1.020  O26  XIN 19 
XIN C27  C27  C 0 1 Y N N 21.045 70.031 27.333 2.712   1.394  0.439  C27  XIN 20 
XIN C30  C30  C 0 1 N N N 20.656 72.428 27.138 5.034   0.888  0.572  C30  XIN 21 
XIN C31  C31  C 0 1 N N N 21.866 71.330 25.376 4.022   2.107  2.423  C31  XIN 22 
XIN C32  C32  C 0 1 N N N 20.199 72.399 28.600 6.321   0.835  1.355  C32  XIN 23 
XIN C35  C35  C 0 1 N N N 19.604 74.066 30.200 8.681   0.322  1.173  C35  XIN 24 
XIN C36  C36  C 0 1 N N N 21.829 73.387 30.125 7.036   -1.231 0.313  C36  XIN 25 
XIN C37  C37  C 0 1 N N N 19.935 75.422 30.797 9.743   -0.298 0.262  C37  XIN 26 
XIN C38  C38  C 0 1 N N N 22.246 74.744 30.679 8.099   -1.851 -0.598 C38  XIN 27 
XIN C40  C40  C 0 1 N N N 21.602 76.750 31.751 10.459  -2.363 -0.780 C40  XIN 28 
XIN O33  O33  O 0 1 N N N 20.659 73.441 26.505 4.987   0.429  -0.549 O33  XIN 29 
XIN N34  N34  N 0 1 N N N 20.653 73.570 29.327 7.360   0.183  0.545  N34  XIN 30 
XIN N39  N39  N 0 1 N N N 21.212 75.392 31.470 9.420   -1.712 0.030  N39  XIN 31 
XIN N29  N29  N 0 1 N N N 21.143 71.258 26.625 3.936   1.446  1.119  N29  XIN 32 
XIN C20  C20  C 0 1 Y N N 19.994 68.021 28.117 0.419   0.697  0.345  C20  XIN 33 
XIN N8   N8   N 0 1 N N N 21.355 66.572 29.629 -0.931  1.243  -1.580 N8   XIN 34 
XIN C14  C14  C 0 1 Y N N 19.514 64.925 27.820 -1.306  -1.766 -1.924 C14  XIN 35 
XIN C22  C22  C 0 1 Y N N 17.177 64.478 27.965 -1.427  -3.684 -0.495 C22  XIN 36 
XIN C13  C13  C 0 1 Y N N 18.416 64.918 29.922 -2.061  -1.539 0.361  C13  XIN 37 
XIN C28  C28  C 0 1 N N N 21.824 57.666 34.235 -10.046 -2.197 1.436  C28  XIN 38 
XIN N9   N9   N 0 1 N N N 22.873 63.730 32.223 -4.762  2.642  -0.432 N9   XIN 39 
XIN O10  O10  O 0 1 N N N 23.197 65.769 31.404 -2.698  3.362  -1.076 O10  XIN 40 
XIN H6   H6   H 0 1 N N N 19.166 62.566 30.242 -4.033  -1.708 -0.334 H6   XIN 41 
XIN H11  H11  H 0 1 N N N 22.727 61.267 33.423 -7.391  1.856  0.392  H11  XIN 42 
XIN H12  H12  H 0 1 N N N 19.121 60.364 31.309 -6.300  -2.297 0.362  H12  XIN 43 
XIN H17  H17  H 0 1 N N N 16.330 64.530 29.916 -2.112  -3.342 1.502  H17  XIN 44 
XIN H18  H18  H 0 1 N N N 18.275 64.542 26.150 -0.774  -3.741 -2.531 H18  XIN 45 
XIN H19  H19  H 0 1 N N N 23.053 68.194 29.326 1.282   2.398  -2.451 H19  XIN 46 
XIN H23  H23  H 0 1 N N N 23.020 70.235 28.048 3.431   2.490  -1.257 H23  XIN 47 
XIN H24  H24  H 0 1 N N N 19.054 69.450 26.811 1.724   0.287  1.986  H24  XIN 48 
XIN H31  H31  H 0 1 N N N 21.152 71.348 24.539 3.823   1.381  3.212  H31  XIN 49 
XIN H31A H31A H 0 0 N N N 22.476 72.245 25.358 5.021   2.522  2.555  H31A XIN 50 
XIN H31B H31B H 0 0 N N N 22.520 70.451 25.280 3.286   2.909  2.473  H31B XIN 51 
XIN H32  H32  H 0 1 N N N 19.100 72.371 28.626 6.637   1.847  1.604  H32  XIN 52 
XIN H32A H32A H 0 0 N N N 20.631 71.508 29.078 6.165   0.266  2.272  H32A XIN 53 
XIN H35  H35  H 0 1 N N N 19.467 73.348 31.022 8.682   -0.190 2.135  H35  XIN 54 
XIN H35A H35A H 0 0 N N N 18.691 74.179 29.597 8.903   1.379  1.324  H35A XIN 55 
XIN H36  H36  H 0 1 N N N 22.639 72.970 29.508 6.059   -1.307 -0.164 H36  XIN 56 
XIN H36A H36A H 0 0 N N N 21.623 72.688 30.949 7.019   -1.762 1.265  H36A XIN 57 
XIN H37  H37  H 0 1 N N N 19.973 76.168 29.990 9.761   0.233  -0.690 H37  XIN 58 
XIN H37A H37A H 0 0 N N N 19.157 75.683 31.530 10.720  -0.221 0.739  H37A XIN 59 
XIN H38  H38  H 0 1 N N N 23.126 74.595 31.322 7.877   -2.908 -0.748 H38  XIN 60 
XIN H38A H38A H 0 0 N N N 22.454 75.397 29.818 8.097   -1.339 -1.560 H38A XIN 61 
XIN H40  H40  H 0 1 N N N 21.701 76.886 32.838 11.415  -2.304 -0.259 H40  XIN 62 
XIN H40A H40A H 0 0 N N N 22.566 76.962 31.265 10.195  -3.409 -0.936 H40A XIN 63 
XIN H40B H40B H 0 0 N N N 20.836 77.439 31.364 10.537  -1.860 -1.743 H40B XIN 64 
XIN H20  H20  H 0 1 N N N 19.129 67.375 28.120 -0.426  0.194  0.793  H20  XIN 65 
XIN HN8  HN8  H 0 1 N N N 22.188 66.707 30.165 -1.051  1.747  -2.400 HN8  XIN 66 
XIN H14  H14  H 0 1 N N N 20.405 65.055 27.224 -1.078  -1.327 -2.884 H14  XIN 67 
XIN H22  H22  H 0 1 N N N 16.245 64.229 27.479 -1.291  -4.745 -0.345 H22  XIN 68 
XIN H13  H13  H 0 1 N N N 18.454 65.048 30.994 -2.419  -0.924 1.173  H13  XIN 69 
XIN H28  H28  H 0 1 N N N 21.802 56.977 33.378 -10.176 -3.274 1.547  H28  XIN 70 
XIN H28A H28A H 0 0 N N N 22.698 57.441 34.863 -10.246 -1.707 2.388  H28A XIN 71 
XIN H28B H28B H 0 0 N N N 20.905 57.544 34.827 -10.739 -1.824 0.682  H28B XIN 72 
XIN HN9  HN9  H 0 1 N N N 23.681 63.660 32.808 -5.204  3.503  -0.368 HN9  XIN 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 
XIN C1  C2   SING N N 1  
XIN C1  C3   DOUB N Z 2  
XIN C1  C4   SING N N 3  
XIN C2  C5   DOUB Y N 4  
XIN C2  C6   SING Y N 5  
XIN C3  C7   SING N N 6  
XIN C3  N8   SING N N 7  
XIN C4  N9   SING N N 8  
XIN C4  O10  DOUB N N 9  
XIN C5  C11  SING Y N 10 
XIN C5  N9   SING N N 11 
XIN C6  C12  DOUB Y N 12 
XIN C7  C14  DOUB N N 13 
XIN C7  C13  SING Y N 14 
XIN C11 C16  DOUB Y N 15 
XIN C12 C16  SING Y N 16 
XIN C15 C19  DOUB N N 17 
XIN C15 C20  SING Y N 18 
XIN C15 N8   SING N N 19 
XIN C16 C21  SING Y N 20 
XIN C17 C22  SING Y N 21 
XIN C17 C13  DOUB N N 22 
XIN C18 C14  SING N N 23 
XIN C18 C22  DOUB Y N 24 
XIN C19 C23  SING Y N 25 
XIN C21 O25  SING N N 26 
XIN C21 O26  DOUB Y N 27 
XIN C23 C27  DOUB Y N 28 
XIN C24 C27  SING N N 29 
XIN C24 C20  DOUB Y N 30 
XIN O25 C28  SING N N 31 
XIN C27 N29  SING N N 32 
XIN C30 C32  SING N N 33 
XIN C30 O33  DOUB Y N 34 
XIN C30 N29  SING N N 35 
XIN C31 N29  SING Y N 36 
XIN C32 N34  SING Y N 37 
XIN C35 C37  SING N N 38 
XIN C35 N34  SING N N 39 
XIN C36 C38  SING N N 40 
XIN C36 N34  SING N N 41 
XIN C37 N39  SING N N 42 
XIN C38 N39  SING N N 43 
XIN C40 N39  SING N N 44 
XIN C6  H6   SING N N 45 
XIN C11 H11  SING N N 46 
XIN C12 H12  SING N N 47 
XIN C17 H17  SING N N 48 
XIN C18 H18  SING N N 49 
XIN C19 H19  SING N N 50 
XIN C23 H23  SING N N 51 
XIN C24 H24  SING N N 52 
XIN C31 H31  SING N N 53 
XIN C31 H31A SING N N 54 
XIN C31 H31B SING N N 55 
XIN C32 H32  SING N N 56 
XIN C32 H32A SING N N 57 
XIN C35 H35  SING N N 58 
XIN C35 H35A SING N N 59 
XIN C36 H36  SING N N 60 
XIN C36 H36A SING N N 61 
XIN C37 H37  SING N N 62 
XIN C37 H37A SING N N 63 
XIN C38 H38  SING N N 64 
XIN C38 H38A SING N N 65 
XIN C40 H40  SING N N 66 
XIN C40 H40A SING N N 67 
XIN C40 H40B SING N N 68 
XIN C20 H20  SING N N 69 
XIN N8  HN8  SING N N 70 
XIN C14 H14  SING N N 71 
XIN C22 H22  SING N N 72 
XIN C13 H13  SING N N 73 
XIN C28 H28  SING N N 74 
XIN C28 H28A SING N N 75 
XIN C28 H28B SING N N 76 
XIN N9  HN9  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 
XIN SMILES           ACDLabs              10.04 O=C(OC)c1cc2c(cc1)/C(C(=O)N2)=C(\c3ccccc3)Nc4ccc(cc4)N(C(=O)CN5CCN(C)CC5)C                                                                                                                               
XIN InChI            InChI                1.02b InChI=1/C31H33N5O4/c1-34-15-17-36(18-16-34)20-27(37)35(2)24-12-10-23(11-13-24)32-29(21-7-5-4-6-8-21)28-25-14-9-22(31(39)40-3)19-26(25)33-30(28)38/h4-14,19,32H,15-18,20H2,1-3H3,(H,33,38)/b29-28-/f/h33H 
XIN InChIKey         InChI                1.02b XZXHXSATPCNXJR-ZBVHZDLPDP                                                                                                                                                                                
XIN SMILES_CANONICAL CACTVS               3.341 COC(=O)c1ccc\2c(NC(=O)C\2=C(Nc3ccc(cc3)N(C)C(=O)CN4CCN(C)CC4)/c5ccccc5)c1                                                                                                                                
XIN SMILES           CACTVS               3.341 COC(=O)c1ccc2c(NC(=O)C2=C(Nc3ccc(cc3)N(C)C(=O)CN4CCN(C)CC4)c5ccccc5)c1                                                                                                                                   
XIN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CC(=O)N(C)c2ccc(cc2)N/C(=C\3/c4ccc(cc4NC3=O)C(=O)OC)/c5ccccc5                                                                                                                                 
XIN SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)CC(=O)N(C)c2ccc(cc2)NC(=C3c4ccc(cc4NC3=O)C(=O)OC)c5ccccc5                                                                                                                                     
# 
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 
XIN "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate" 
XIN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (3Z)-3-[[[4-[methyl-[2-(4-methylpiperazin-1-yl)ethanoyl]amino]phenyl]amino]-phenyl-methylidene]-2-oxo-1H-indole-6-carboxylate"        
# 
