data_IB8
# 
_chem_comp.id                                    IB8 
_chem_comp.name                                  "(7R)-14-cyclohexyl-7-{[2-(dimethylamino)ethyl](methyl)amino}-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H37 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-11-06 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        475.622 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IB8 
_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        2XWY 
_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 
IB8 C28  C28  C 0 1 N N N 24.652 11.791 4.950  -2.172 1.028  -1.556 C28  IB8 1  
IB8 C30  C30  C 0 1 N N N 26.541 9.328  2.713  -4.262 0.001  0.008  C30  IB8 2  
IB8 N3   N3   N 0 1 N N N 25.365 9.975  3.375  -3.377 -0.928 -0.706 N3   IB8 3  
IB8 C31  C31  C 0 1 N N N 24.379 8.985  3.879  -3.959 -1.324 -1.996 C31  IB8 4  
IB8 C25  C25  C 0 1 N N N 28.067 7.268  0.984  -6.896 1.285  0.226  C25  IB8 5  
IB8 N2   N2   N 0 1 N N N 27.264 8.402  0.474  -6.438 0.207  1.113  N2   IB8 6  
IB8 C24  C24  C 0 1 N N N 26.719 7.999  -0.846 -7.577 -0.504 1.709  C24  IB8 7  
IB8 C22  C22  C 0 1 N N N 26.619 10.377 5.610  -1.358 -0.218 0.466  C22  IB8 8  
IB8 N1   N1   N 0 1 Y N N 27.770 11.237 6.008  0.103  -0.255 0.308  N1   IB8 9  
IB8 C1   C1   C 0 1 Y N N 29.032 11.131 5.580  0.891  -1.370 0.228  C1   IB8 10 
IB8 C6   C6   C 0 1 Y N N 29.584 10.250 4.671  0.582  -2.723 0.205  C6   IB8 11 
IB8 C5   C5   C 0 1 Y N N 30.937 10.335 4.365  1.658  -3.616 0.131  C5   IB8 12 
IB8 C8   C8   C 0 1 N N N 31.489 9.325  3.377  1.385  -5.064 0.097  C8   IB8 13 
IB8 O2   O2   O 0 1 N N N 30.670 8.878  2.518  2.406  -5.941 0.026  O2   IB8 14 
IB8 O1   O1   O 0 1 N N N 32.689 8.960  3.552  0.240  -5.468 0.134  O1   IB8 15 
IB8 C4   C4   C 0 1 Y N N 31.766 11.287 4.965  2.986  -3.173 0.087  C4   IB8 16 
IB8 C3   C3   C 0 1 Y N N 31.207 12.189 5.874  3.306  -1.844 0.108  C3   IB8 17 
IB8 C2   C2   C 0 1 Y N N 29.841 12.104 6.173  2.241  -0.930 0.173  C2   IB8 18 
IB8 C7   C7   C 0 1 Y N N 28.995 12.817 7.005  2.215  0.474  0.187  C7   IB8 19 
IB8 C16  C16  C 0 1 N N N 29.410 14.003 7.922  3.412  1.388  0.147  C16  IB8 20 
IB8 C17  C17  C 0 1 N N N 30.634 13.584 8.773  4.305  1.112  1.358  C17  IB8 21 
IB8 C20  C20  C 0 1 N N N 31.203 14.738 9.635  5.521  2.040  1.317  C20  IB8 22 
IB8 C21  C21  C 0 1 N N N 31.623 15.892 8.723  6.312  1.788  0.033  C21  IB8 23 
IB8 C19  C19  C 0 1 N N N 30.379 16.397 7.967  5.419  2.063  -1.179 C19  IB8 24 
IB8 C23  C23  C 0 1 N N R 25.825 10.957 4.417  -2.040 -0.347 -0.889 C23  IB8 25 
IB8 C18  C18  C 0 1 N N N 29.735 15.286 7.116  4.204  1.135  -1.138 C18  IB8 26 
IB8 C9   C9   C 0 1 Y N N 27.711 12.274 6.893  0.911  0.858  0.244  C9   IB8 27 
IB8 C10  C10  C 0 1 Y N N 26.551 12.666 7.548  0.401  2.242  0.197  C10  IB8 28 
IB8 C11  C11  C 0 1 Y N N 26.569 12.733 8.936  0.844  3.206  1.100  C11  IB8 29 
IB8 C12  C12  C 0 1 Y N N 25.438 13.138 9.638  0.320  4.483  1.046  C12  IB8 30 
IB8 C13  C13  C 0 1 Y N N 24.276 13.482 8.953  -0.642 4.808  0.106  C13  IB8 31 
IB8 C14  C14  C 0 1 Y N N 24.249 13.431 7.559  -1.081 3.862  -0.804 C14  IB8 32 
IB8 C15  C15  C 0 1 Y N N 25.394 13.029 6.859  -0.553 2.588  -0.772 C15  IB8 33 
IB8 O3   O3   O 0 1 N N N 25.349 12.987 5.488  -0.896 1.649  -1.707 O3   IB8 34 
IB8 C26  C26  C 0 1 N N N 26.119 8.744  1.355  -5.553 -0.722 0.398  C26  IB8 35 
IB8 H281 H281 H 0 0 N N N 23.935 12.051 4.157  -2.629 0.907  -2.538 H281 IB8 36 
IB8 H282 H282 H 0 0 N N N 24.038 11.265 5.695  -2.809 1.664  -0.941 H282 IB8 37 
IB8 H23  H23  H 0 1 N N N 26.543 11.583 3.867  -1.446 -1.001 -1.527 H23  IB8 38 
IB8 H301 H301 H 0 0 N N N 27.330 10.078 2.558  -3.762 0.362  0.906  H301 IB8 39 
IB8 H302 H302 H 0 0 N N N 26.919 8.518  3.355  -4.500 0.846  -0.639 H302 IB8 40 
IB8 H261 H261 H 0 0 N N N 25.544 7.825  1.542  -6.053 -1.082 -0.501 H261 IB8 41 
IB8 H262 H262 H 0 0 N N N 25.530 9.516  0.838  -5.314 -1.567 1.045  H262 IB8 42 
IB8 H311 H311 H 0 0 N N N 24.135 8.270  3.080  -4.209 -0.432 -2.571 H311 IB8 43 
IB8 H312 H312 H 0 0 N N N 24.807 8.445  4.736  -3.238 -1.925 -2.551 H312 IB8 44 
IB8 H313 H313 H 0 0 N N N 23.464 9.507  4.195  -4.862 -1.909 -1.822 H313 IB8 45 
IB8 H251 H251 H 0 0 N N N 28.266 6.561  0.165  -7.492 1.997  0.796  H251 IB8 46 
IB8 H252 H252 H 0 0 N N N 29.020 7.644  1.383  -6.033 1.795  -0.202 H252 IB8 47 
IB8 H253 H253 H 0 0 N N N 27.511 6.755  1.783  -7.503 0.863  -0.576 H253 IB8 48 
IB8 H241 H241 H 0 0 N N N 25.626 7.899  -0.777 -8.149 -0.997 0.923  H241 IB8 49 
IB8 H242 H242 H 0 0 N N N 26.971 8.764  -1.595 -7.211 -1.250 2.414  H242 IB8 50 
IB8 H243 H243 H 0 0 N N N 27.157 7.035  -1.144 -8.216 0.208  2.231  H243 IB8 51 
IB8 H221 H221 H 0 0 N N N 27.007 9.389  5.321  -1.672 -1.040 1.108  H221 IB8 52 
IB8 H222 H222 H 0 0 N N N 25.934 10.317 6.469  -1.647 0.727  0.927  H222 IB8 53 
IB8 H6   H6   H 0 1 N N N 28.967 9.499  4.200  -0.440 -3.070 0.242  H6   IB8 54 
IB8 H4   H4   H 0 1 N N N 32.820 11.325 4.730  3.780  -3.903 0.036  H4   IB8 55 
IB8 H2   H2   H 0 1 N N N 31.092 8.203  1.999  2.178  -6.880 0.007  H2   IB8 56 
IB8 H3   H3   H 0 1 N N N 31.822 12.944 6.341  4.333  -1.511 0.075  H3   IB8 57 
IB8 H16  H16  H 0 1 N N N 28.557 14.242 8.574  3.078  2.425  0.170  H16  IB8 58 
IB8 H171 H171 H 0 0 N N N 30.323 12.772 9.447  3.741  1.292  2.274  H171 IB8 59 
IB8 H172 H172 H 0 0 N N N 31.427 13.272 8.077  4.639  0.075  1.335  H172 IB8 60 
IB8 H181 H181 H 0 0 N N N 30.437 15.018 6.313  4.537  0.098  -1.161 H181 IB8 61 
IB8 H182 H182 H 0 0 N N N 28.783 15.680 6.731  3.567  1.332  -2.001 H182 IB8 62 
IB8 H201 H201 H 0 0 N N N 30.432 15.087 10.337 5.187  3.077  1.341  H201 IB8 63 
IB8 H202 H202 H 0 0 N N N 32.076 14.379 10.200 6.157  1.844  2.181  H202 IB8 64 
IB8 H211 H211 H 0 0 N N N 32.048 16.707 9.326  7.178  2.449  0.003  H211 IB8 65 
IB8 H212 H212 H 0 0 N N N 32.384 15.548 8.007  6.646  0.750  0.009  H212 IB8 66 
IB8 H191 H191 H 0 0 N N N 29.640 16.752 8.701  5.085  3.101  -1.156 H191 IB8 67 
IB8 H192 H192 H 0 0 N N N 30.693 17.207 7.292  5.983  1.883  -2.094 H192 IB8 68 
IB8 H11  H11  H 0 1 N N N 27.468 12.469 9.474  1.592  2.957  1.837  H11  IB8 69 
IB8 H12  H12  H 0 1 N N N 25.462 13.186 10.717 0.663  5.232  1.743  H12  IB8 70 
IB8 H13  H13  H 0 1 N N N 23.396 13.788 9.500  -1.054 5.807  0.082  H13  IB8 71 
IB8 H14  H14  H 0 1 N N N 23.351 13.700 7.023  -1.833 4.119  -1.536 H14  IB8 72 
# 
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 
IB8 C28 C23  SING N N 1  
IB8 C28 O3   SING N N 2  
IB8 C30 N3   SING N N 3  
IB8 C30 C26  SING N N 4  
IB8 N3  C31  SING N N 5  
IB8 N3  C23  SING N N 6  
IB8 C25 N2   SING N N 7  
IB8 N2  C24  SING N N 8  
IB8 N2  C26  SING N N 9  
IB8 C22 N1   SING N N 10 
IB8 C22 C23  SING N N 11 
IB8 N1  C1   SING Y N 12 
IB8 N1  C9   SING Y N 13 
IB8 C1  C6   SING Y N 14 
IB8 C1  C2   DOUB Y N 15 
IB8 C6  C5   DOUB Y N 16 
IB8 C5  C8   SING N N 17 
IB8 C5  C4   SING Y N 18 
IB8 C8  O2   SING N N 19 
IB8 C8  O1   DOUB N N 20 
IB8 C4  C3   DOUB Y N 21 
IB8 C3  C2   SING Y N 22 
IB8 C2  C7   SING Y N 23 
IB8 C7  C16  SING N N 24 
IB8 C7  C9   DOUB Y N 25 
IB8 C16 C17  SING N N 26 
IB8 C16 C18  SING N N 27 
IB8 C17 C20  SING N N 28 
IB8 C20 C21  SING N N 29 
IB8 C21 C19  SING N N 30 
IB8 C19 C18  SING N N 31 
IB8 C9  C10  SING Y N 32 
IB8 C10 C11  SING Y N 33 
IB8 C10 C15  DOUB Y N 34 
IB8 C11 C12  DOUB Y N 35 
IB8 C12 C13  SING Y N 36 
IB8 C13 C14  DOUB Y N 37 
IB8 C14 C15  SING Y N 38 
IB8 C15 O3   SING N N 39 
IB8 C28 H281 SING N N 40 
IB8 C28 H282 SING N N 41 
IB8 C23 H23  SING N N 42 
IB8 C30 H301 SING N N 43 
IB8 C30 H302 SING N N 44 
IB8 C26 H261 SING N N 45 
IB8 C26 H262 SING N N 46 
IB8 C31 H311 SING N N 47 
IB8 C31 H312 SING N N 48 
IB8 C31 H313 SING N N 49 
IB8 C25 H251 SING N N 50 
IB8 C25 H252 SING N N 51 
IB8 C25 H253 SING N N 52 
IB8 C24 H241 SING N N 53 
IB8 C24 H242 SING N N 54 
IB8 C24 H243 SING N N 55 
IB8 C22 H221 SING N N 56 
IB8 C22 H222 SING N N 57 
IB8 C6  H6   SING N N 58 
IB8 C4  H4   SING N N 59 
IB8 O2  H2   SING N N 60 
IB8 C3  H3   SING N N 61 
IB8 C16 H16  SING N N 62 
IB8 C17 H171 SING N N 63 
IB8 C17 H172 SING N N 64 
IB8 C18 H181 SING N N 65 
IB8 C18 H182 SING N N 66 
IB8 C20 H201 SING N N 67 
IB8 C20 H202 SING N N 68 
IB8 C21 H211 SING N N 69 
IB8 C21 H212 SING N N 70 
IB8 C19 H191 SING N N 71 
IB8 C19 H192 SING N N 72 
IB8 C11 H11  SING N N 73 
IB8 C12 H12  SING N N 74 
IB8 C13 H13  SING N N 75 
IB8 C14 H14  SING N N 76 
# 
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 
IB8 SMILES           ACDLabs              12.01 "[O-]C(=O)c5ccc1c(n3c(c1C2CCCCC2)c4ccccc4OCC(N(CCN(C)C)C)C3)c5"                                                                                                                                              
IB8 SMILES_CANONICAL CACTVS               3.352 "CN(C)CCN(C)[C@H]1COc2ccccc2c3n(C1)c4cc(ccc4c3C5CCCCC5)C(O)=O"                                                                                                                                               
IB8 SMILES           CACTVS               3.352 "CN(C)CCN(C)[CH]1COc2ccccc2c3n(C1)c4cc(ccc4c3C5CCCCC5)C(O)=O"                                                                                                                                                
IB8 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CN(C)CC[N@@](C)[C@@H]1Cn2c3cc(ccc3c(c2-c4ccccc4OC1)C5CCCCC5)C(=O)O"                                                                                                                                         
IB8 SMILES           "OpenEye OEToolkits" 1.6.1 "CN(C)CCN(C)C1Cn2c3cc(ccc3c(c2-c4ccccc4OC1)C5CCCCC5)C(=O)O"                                                                                                                                                  
IB8 InChI            InChI                1.03  "InChI=1S/C29H37N3O3/c1-30(2)15-16-31(3)22-18-32-25-17-21(29(33)34)13-14-23(25)27(20-9-5-4-6-10-20)28(32)24-11-7-8-12-26(24)35-19-22/h7-8,11-14,17,20,22H,4-6,9-10,15-16,18-19H2,1-3H3,(H,33,34)/t22-/m1/s1" 
IB8 InChIKey         InChI                1.03  YQUCBFIQSJVCOR-JOCHJYFZSA-N                                                                                                                                                                                  
# 
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 
IB8 "SYSTEMATIC NAME" ACDLabs 12.01 "(7R)-14-cyclohexyl-7-{[2-(dimethylamino)ethyl](methyl)amino}-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IB8 "Create component"     2010-11-06 EBI  
IB8 "Modify aromatic_flag" 2011-06-04 RCSB 
IB8 "Modify descriptor"    2011-06-04 RCSB 
# 
