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 #