data_6AK
# 
_chem_comp.id                                    6AK 
_chem_comp.name                                  "4-{8-chloro-11-[3-(4-chloro-3,5-dimethylphenoxy)propyl]-1-oxo-7-(1,3,5-trimethyl-1H-pyrazol-4-yl)-4,5-dihydro-1H-[1,4]diazepino[1,2-a]indol-2(3H)-yl}-1-methyl-1H-indole-6-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C39 H39 Cl2 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-02-26 
_chem_comp.pdbx_modified_date                    2017-01-13 
_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                        712.664 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6AK 
_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        5IF4 
_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 
6AK C14 C1  C  0 1 N N N -2.531 -9.236  21.188 3.282   -0.082 0.397  C14 6AK 1  
6AK C11 C2  C  0 1 Y N N -2.713 -7.510  19.368 0.896   -0.365 -0.338 C11 6AK 2  
6AK C10 C3  C  0 1 N N N -4.021 -7.748  15.404 -3.731  -1.217 -0.285 C10 6AK 3  
6AK C12 C4  C  0 1 N N N -3.530 -6.661  20.215 0.615   1.080  -0.187 C12 6AK 4  
6AK C13 C5  C  0 1 N N N -1.836 -7.091  22.095 2.618   1.383  -1.523 C13 6AK 5  
6AK C01 C6  C  0 1 Y N N -1.434 -9.314  18.905 2.115   -2.239 -0.290 C01 6AK 6  
6AK C02 C7  C  0 1 Y N N -0.658 -10.516 18.930 3.072   -3.258 -0.182 C02 6AK 7  
6AK C03 C8  C  0 1 Y N N -0.003 -10.853 17.731 2.724   -4.563 -0.502 C03 6AK 8  
6AK CL  CL1 CL 0 0 N N N 0.935  -12.295 17.683 3.907   -5.826 -0.372 CL  6AK 9  
6AK C04 C9  C  0 1 Y N N -0.094 -10.082 16.555 1.436   -4.866 -0.925 C04 6AK 10 
6AK C05 C10 C  0 1 Y N N -0.860 -8.908  16.561 0.491   -3.888 -1.034 C05 6AK 11 
6AK C06 C11 C  0 1 Y N N -1.538 -8.522  17.741 0.812   -2.560 -0.721 C06 6AK 12 
6AK C07 C12 C  0 1 Y N N -2.372 -7.410  18.027 0.069   -1.352 -0.737 C07 6AK 13 
6AK C08 C13 C  0 1 N N N -2.741 -6.336  17.040 -1.379  -1.199 -1.127 C08 6AK 14 
6AK C09 C14 C  0 1 N N N -4.106 -6.595  16.399 -2.261  -1.372 0.111  C09 6AK 15 
6AK O01 O1  O  0 1 N N N -3.126 -7.314  14.384 -4.555  -1.378 0.872  O01 6AK 16 
6AK O02 O2  O  0 1 N N N -4.574 -6.143  19.801 -0.408  1.493  0.325  O02 6AK 17 
6AK N01 N1  N  0 1 N N N -3.050 -6.493  21.541 1.575   1.913  -0.659 N01 6AK 18 
6AK N02 N2  N  0 1 Y N N -2.205 -8.687  19.855 2.149   -0.888 -0.059 N02 6AK 19 
6AK C15 C15 C  0 1 N N N -1.861 -8.583  22.380 3.798   0.787  -0.756 C15 6AK 20 
6AK N03 N3  N  0 1 Y N N 0.309  -12.053 22.018 6.569   -2.394 0.274  N03 6AK 21 
6AK C16 C16 C  0 1 N N N 1.115  -12.122 23.225 7.911   -2.005 -0.167 C16 6AK 22 
6AK C17 C17 C  0 1 Y N N 0.427  -11.079 21.078 5.501   -2.597 -0.525 C17 6AK 23 
6AK C18 C18 C  0 1 N N N 1.421  -9.982  21.239 5.476   -2.466 -2.026 C18 6AK 24 
6AK C19 C19 C  0 1 Y N N -0.515 -11.385 20.093 4.449   -2.942 0.272  C19 6AK 25 
6AK C20 C20 C  0 1 Y N N -1.167 -12.561 20.545 4.908   -2.946 1.604  C20 6AK 26 
6AK C21 C21 C  0 1 N N N -2.263 -13.309 19.867 4.084   -3.271 2.823  C21 6AK 27 
6AK N04 N4  N  0 1 Y N N -0.649 -12.971 21.732 6.174   -2.623 1.598  N04 6AK 28 
6AK C22 C22 C  0 1 Y N N -2.684 -9.648  11.011 -8.632  -1.048 0.327  C22 6AK 29 
6AK CL2 CL2 CL 0 0 N N N -2.510 -10.652 9.634  -10.347 -0.916 0.097  CL2 6AK 30 
6AK C23 C23 C  0 1 Y N N -2.200 -8.326  10.964 -8.121  -1.304 1.588  C23 6AK 31 
6AK C24 C24 C  0 1 N N N -1.525 -7.773  9.725  -9.055  -1.462 2.760  C24 6AK 32 
6AK C25 C25 C  0 1 Y N N -2.353 -7.535  12.118 -6.757  -1.415 1.772  C25 6AK 33 
6AK C26 C26 C  0 1 Y N N -2.967 -8.049  13.257 -5.898  -1.270 0.692  C26 6AK 34 
6AK C27 C27 C  0 1 Y N N -3.449 -9.378  13.284 -6.411  -1.013 -0.570 C27 6AK 35 
6AK C28 C28 C  0 1 Y N N -3.314 -10.209 12.142 -7.776  -0.903 -0.751 C28 6AK 36 
6AK C29 C29 C  0 1 N N N -3.815 -11.644 12.091 -8.335  -0.631 -2.124 C29 6AK 37 
6AK C30 C30 C  0 1 Y N N -5.747 -4.598  24.201 1.534   5.985  0.357  C30 6AK 38 
6AK C31 C31 C  0 1 Y N N -5.976 -5.849  23.606 2.218   5.065  1.149  C31 6AK 39 
6AK C32 C32 C  0 1 N N N -7.203 -6.622  23.840 2.933   5.524  2.353  C32 6AK 40 
6AK O03 O3  O  0 1 N N N -7.368 -7.809  23.608 3.531   4.725  3.047  O03 6AK 41 
6AK O04 O4  O  0 1 N N N -8.169 -5.836  24.329 2.925   6.830  2.685  O04 6AK 42 
6AK C33 C33 C  0 1 Y N N -5.046 -6.379  22.753 2.230   3.705  0.807  C33 6AK 43 
6AK C34 C34 C  0 1 Y N N -3.827 -5.713  22.441 1.563   3.268  -0.318 C34 6AK 44 
6AK C35 C35 C  0 1 Y N N -3.554 -4.442  23.035 0.872   4.191  -1.120 C35 6AK 45 
6AK C36 C36 C  0 1 Y N N -4.530 -3.918  23.903 0.855   5.555  -0.775 C36 6AK 46 
6AK N05 N5  N  0 1 Y N N -4.053 -2.687  24.354 0.109   6.207  -1.733 N05 6AK 47 
6AK C37 C37 C  0 1 N N N -4.786 -1.842  25.271 -0.161  7.647  -1.753 C37 6AK 48 
6AK C38 C38 C  0 1 Y N N -2.827 -2.395  23.822 -0.340  5.311  -2.661 C38 6AK 49 
6AK C39 C39 C  0 1 Y N N -2.501 -3.464  23.008 0.083   4.074  -2.345 C39 6AK 50 
6AK H1  H1  H  0 1 N N N -3.618 -9.147  21.328 2.962   0.560  1.219  H1  6AK 51 
6AK H2  H2  H  0 1 N N N -2.248 -10.299 21.188 4.080   -0.740 0.740  H2  6AK 52 
6AK H3  H3  H  0 1 N N N -5.013 -7.961  14.978 -3.890  -0.226 -0.709 H3  6AK 53 
6AK H4  H4  H  0 1 N N N -3.632 -8.651  15.896 -3.990  -1.975 -1.023 H4  6AK 54 
6AK H5  H5  H  0 1 N N N -1.020 -6.905  21.381 2.187   0.608  -2.156 H5  6AK 55 
6AK H6  H6  H  0 1 N N N -1.618 -6.577  23.043 2.986   2.188  -2.158 H6  6AK 56 
6AK H7  H7  H  0 1 N N N 0.421  -10.392 15.658 1.181   -5.886 -1.171 H7  6AK 57 
6AK H8  H8  H  0 1 N N N -0.932 -8.302  15.670 -0.508  -4.137 -1.362 H8  6AK 58 
6AK H9  H9  H  0 1 N N N -1.977 -6.302  16.249 -1.538  -0.208 -1.552 H9  6AK 59 
6AK H10 H10 H  0 1 N N N -2.771 -5.368  17.562 -1.638  -1.958 -1.866 H10 6AK 60 
6AK H11 H11 H  0 1 N N N -4.437 -5.687  15.873 -2.002  -0.613 0.850  H11 6AK 61 
6AK H12 H12 H  0 1 N N N -4.832 -6.849  17.185 -2.101  -2.363 0.536  H12 6AK 62 
6AK H13 H13 H  0 1 N N N -2.434 -8.786  23.297 4.414   1.592  -0.356 H13 6AK 63 
6AK H14 H14 H  0 1 N N N -0.836 -8.965  22.497 4.397   0.175  -1.431 H14 6AK 64 
6AK H15 H15 H  0 1 N N N 0.816  -13.000 23.816 7.987   -0.918 -0.186 H15 6AK 65 
6AK H16 H16 H  0 1 N N N 2.177  -12.208 22.952 8.651   -2.410 0.523  H16 6AK 66 
6AK H17 H17 H  0 1 N N N 0.962  -11.210 23.821 8.093   -2.399 -1.167 H17 6AK 67 
6AK H18 H18 H  0 1 N N N 0.958  -9.143  21.779 5.726   -3.426 -2.478 H18 6AK 68 
6AK H19 H19 H  0 1 N N N 2.286  -10.352 21.809 4.479   -2.162 -2.347 H19 6AK 69 
6AK H20 H20 H  0 1 N N N 1.754  -9.641  20.248 6.203   -1.716 -2.338 H20 6AK 70 
6AK H21 H21 H  0 1 N N N -2.540 -14.184 20.473 4.142   -4.340 3.026  H21 6AK 71 
6AK H22 H22 H  0 1 N N N -3.137 -12.652 19.750 4.468   -2.717 3.679  H22 6AK 72 
6AK H23 H23 H  0 1 N N N -1.920 -13.643 18.877 3.046   -2.990 2.645  H23 6AK 73 
6AK H24 H24 H  0 1 N N N -2.279 -7.310  9.072  -9.337  -2.510 2.861  H24 6AK 74 
6AK H25 H25 H  0 1 N N N -0.781 -7.018  10.019 -8.554  -1.131 3.671  H25 6AK 75 
6AK H26 H26 H  0 1 N N N -1.024 -8.590  9.185  -9.948  -0.859 2.597  H26 6AK 76 
6AK H27 H27 H  0 1 N N N -1.990 -6.518  12.120 -6.359  -1.614 2.756  H27 6AK 77 
6AK H28 H28 H  0 1 N N N -3.921 -9.762  14.176 -5.744  -0.900 -1.412 H28 6AK 78 
6AK H29 H29 H  0 1 N N N -3.018 -12.323 12.427 -8.416  0.446  -2.276 H29 6AK 79 
6AK H30 H30 H  0 1 N N N -4.689 -11.751 12.750 -7.672  -1.055 -2.877 H30 6AK 80 
6AK H31 H31 H  0 1 N N N -4.101 -11.896 11.059 -9.322  -1.085 -2.211 H31 6AK 81 
6AK H32 H32 H  0 1 N N N -6.475 -4.161  24.868 1.529   7.031  0.625  H32 6AK 82 
6AK H33 H33 H  0 1 N N N -8.960 -6.347  24.454 3.408   7.083  3.484  H33 6AK 83 
6AK H34 H34 H  0 1 N N N -5.244 -7.339  22.299 2.762   2.999  1.426  H34 6AK 84 
6AK H35 H35 H  0 1 N N N -5.739 -2.325  25.534 0.622   8.156  -2.317 H35 6AK 85 
6AK H36 H36 H  0 1 N N N -4.190 -1.687  26.182 -1.125  7.829  -2.227 H36 6AK 86 
6AK H37 H37 H  0 1 N N N -4.987 -0.871  24.794 -0.179  8.028  -0.732 H37 6AK 87 
6AK H38 H38 H  0 1 N N N -2.235 -1.510  24.001 -0.948  5.559  -3.519 H38 6AK 88 
6AK H39 H39 H  0 1 N N N -1.589 -3.551  22.436 -0.121  3.167  -2.894 H39 6AK 89 
# 
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 
6AK CL2 C22 SING N N 1  
6AK C24 C23 SING N N 2  
6AK C23 C22 DOUB Y N 3  
6AK C23 C25 SING Y N 4  
6AK C22 C28 SING Y N 5  
6AK C29 C28 SING N N 6  
6AK C25 C26 DOUB Y N 7  
6AK C28 C27 DOUB Y N 8  
6AK C26 C27 SING Y N 9  
6AK C26 O01 SING N N 10 
6AK O01 C10 SING N N 11 
6AK C10 C09 SING N N 12 
6AK C09 C08 SING N N 13 
6AK C04 C05 DOUB Y N 14 
6AK C04 C03 SING Y N 15 
6AK C05 C06 SING Y N 16 
6AK C08 C07 SING N N 17 
6AK CL  C03 SING N N 18 
6AK C03 C02 DOUB Y N 19 
6AK C06 C07 SING Y N 20 
6AK C06 C01 DOUB Y N 21 
6AK C07 C11 DOUB Y N 22 
6AK C01 C02 SING Y N 23 
6AK C01 N02 SING Y N 24 
6AK C02 C19 SING N N 25 
6AK C11 N02 SING Y N 26 
6AK C11 C12 SING N N 27 
6AK O02 C12 DOUB N N 28 
6AK N02 C14 SING N N 29 
6AK C21 C20 SING N N 30 
6AK C19 C20 SING Y N 31 
6AK C19 C17 DOUB Y N 32 
6AK C12 N01 SING N N 33 
6AK C20 N04 DOUB Y N 34 
6AK C17 C18 SING N N 35 
6AK C17 N03 SING Y N 36 
6AK C14 C15 SING N N 37 
6AK N01 C13 SING N N 38 
6AK N01 C34 SING N N 39 
6AK N04 N03 SING Y N 40 
6AK N03 C16 SING N N 41 
6AK C13 C15 SING N N 42 
6AK C34 C33 DOUB Y N 43 
6AK C34 C35 SING Y N 44 
6AK C33 C31 SING Y N 45 
6AK C39 C35 SING Y N 46 
6AK C39 C38 DOUB Y N 47 
6AK C35 C36 DOUB Y N 48 
6AK C31 C32 SING N N 49 
6AK C31 C30 DOUB Y N 50 
6AK O03 C32 DOUB N N 51 
6AK C38 N05 SING Y N 52 
6AK C32 O04 SING N N 53 
6AK C36 C30 SING Y N 54 
6AK C36 N05 SING Y N 55 
6AK N05 C37 SING N N 56 
6AK C14 H1  SING N N 57 
6AK C14 H2  SING N N 58 
6AK C10 H3  SING N N 59 
6AK C10 H4  SING N N 60 
6AK C13 H5  SING N N 61 
6AK C13 H6  SING N N 62 
6AK C04 H7  SING N N 63 
6AK C05 H8  SING N N 64 
6AK C08 H9  SING N N 65 
6AK C08 H10 SING N N 66 
6AK C09 H11 SING N N 67 
6AK C09 H12 SING N N 68 
6AK C15 H13 SING N N 69 
6AK C15 H14 SING N N 70 
6AK C16 H15 SING N N 71 
6AK C16 H16 SING N N 72 
6AK C16 H17 SING N N 73 
6AK C18 H18 SING N N 74 
6AK C18 H19 SING N N 75 
6AK C18 H20 SING N N 76 
6AK C21 H21 SING N N 77 
6AK C21 H22 SING N N 78 
6AK C21 H23 SING N N 79 
6AK C24 H24 SING N N 80 
6AK C24 H25 SING N N 81 
6AK C24 H26 SING N N 82 
6AK C25 H27 SING N N 83 
6AK C27 H28 SING N N 84 
6AK C29 H29 SING N N 85 
6AK C29 H30 SING N N 86 
6AK C29 H31 SING N N 87 
6AK C30 H32 SING N N 88 
6AK O04 H33 SING N N 89 
6AK C33 H34 SING N N 90 
6AK C37 H35 SING N N 91 
6AK C37 H36 SING N N 92 
6AK C37 H37 SING N N 93 
6AK C38 H38 SING N N 94 
6AK C39 H39 SING N N 95 
# 
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 
6AK SMILES           ACDLabs              12.01 "C1CCN(C(c4n1c3c(c2c(n(C)nc2C)C)c(Cl)ccc3c4CCCOc5cc(c(c(c5)C)Cl)C)=O)c6cc(cc7c6ccn7C)C(O)=O" 
6AK InChI            InChI                1.03  
"InChI=1S/C39H39Cl2N5O4/c1-21-17-26(18-22(2)35(21)41)50-16-7-9-27-28-10-11-30(40)34(33-23(3)42-44(6)24(33)4)36(28)46-14-8-13-45(38(47)37(27)46)32-20-25(39(48)49)19-31-29(32)12-15-43(31)5/h10-12,15,17-20H,7-9,13-14,16H2,1-6H3,(H,48,49)" 
6AK InChIKey         InChI                1.03  BDINUPBROUJUMH-UHFFFAOYSA-N 
6AK SMILES_CANONICAL CACTVS               3.385 "Cn1ccc2c1cc(cc2N3CCCn4c(C3=O)c(CCCOc5cc(C)c(Cl)c(C)c5)c6ccc(Cl)c(c46)c7c(C)nn(C)c7C)C(O)=O" 
6AK SMILES           CACTVS               3.385 "Cn1ccc2c1cc(cc2N3CCCn4c(C3=O)c(CCCOc5cc(C)c(Cl)c(C)c5)c6ccc(Cl)c(c46)c7c(C)nn(C)c7C)C(O)=O" 
6AK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1cc(cc(c1Cl)C)OCCCc2c3ccc(c(c3n4c2C(=O)N(CCC4)c5cc(cc6c5ccn6C)C(=O)O)c7c(nn(c7C)C)C)Cl" 
6AK SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1cc(cc(c1Cl)C)OCCCc2c3ccc(c(c3n4c2C(=O)N(CCC4)c5cc(cc6c5ccn6C)C(=O)O)c7c(nn(c7C)C)C)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 
6AK "SYSTEMATIC NAME" ACDLabs              12.01 "4-{8-chloro-11-[3-(4-chloro-3,5-dimethylphenoxy)propyl]-1-oxo-7-(1,3,5-trimethyl-1H-pyrazol-4-yl)-4,5-dihydro-1H-[1,4]diazepino[1,2-a]indol-2(3H)-yl}-1-methyl-1H-indole-6-carboxylic acid"          
6AK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[8-chloranyl-11-[3-(4-chloranyl-3,5-dimethyl-phenoxy)propyl]-1-oxidanylidene-7-(1,3,5-trimethylpyrazol-4-yl)-4,5-dihydro-3~{H}-[1,4]diazepino[1,2-a]indol-2-yl]-1-methyl-indole-6-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 
6AK "Create component" 2016-02-26 RCSB 
6AK "Initial release"  2017-01-18 RCSB 
# 
