data_6AL # _chem_comp.id 6AL _chem_comp.name "3-({6-chloro-3-[3-(4-chloro-3,5-dimethylphenoxy)propyl]-7-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1H-indole-2-carbonyl}amino)benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H32 Cl2 N4 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 619.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6AL _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 5IEZ _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 6AL C13 C1 C 0 1 Y N N 13.102 -10.435 18.184 0.840 -6.163 -1.831 C13 6AL 1 6AL C15 C2 C 0 1 Y N N 14.714 -11.834 19.338 -0.500 -5.802 0.133 C15 6AL 2 6AL C21 C3 C 0 1 Y N N 11.016 -10.752 25.088 0.836 0.591 0.780 C21 6AL 3 6AL C22 C4 C 0 1 N N N 11.641 -9.372 25.249 -0.620 0.679 1.158 C22 6AL 4 6AL C24 C5 C 0 1 N N N 11.927 -9.042 27.525 -2.913 1.225 0.331 C24 6AL 5 6AL C26 C6 C 0 1 Y N N 11.957 -9.923 29.884 -5.016 1.783 -0.627 C26 6AL 6 6AL C28 C7 C 0 1 Y N N 10.972 -9.121 31.934 -6.950 1.652 0.783 C28 6AL 7 6AL CL CL1 CL 0 0 N N N 7.385 -14.653 27.857 5.450 4.273 0.841 CL 6AL 8 6AL C02 C8 C 0 1 Y N N 8.447 -13.469 27.079 4.048 3.250 0.853 C02 6AL 9 6AL C03 C9 C 0 1 Y N N 8.690 -12.287 27.766 2.834 3.749 1.304 C03 6AL 10 6AL C04 C10 C 0 1 Y N N 9.524 -11.314 27.202 1.719 2.961 1.322 C04 6AL 11 6AL C05 C11 C 0 1 Y N N 10.126 -11.502 25.952 1.790 1.632 0.882 C05 6AL 12 6AL C06 C12 C 0 1 Y N N 9.869 -12.688 25.277 3.015 1.113 0.423 C06 6AL 13 6AL N07 N1 N 0 1 Y N N 10.523 -12.673 24.125 2.798 -0.194 0.058 N07 6AL 14 6AL C08 C13 C 0 1 Y N N 11.194 -11.536 23.980 1.471 -0.504 0.284 C08 6AL 15 6AL C09 C14 C 0 1 N N N 12.071 -11.228 22.803 0.844 -1.807 0.022 C09 6AL 16 6AL N10 N2 N 0 1 N N N 11.690 -11.585 21.476 1.578 -2.820 -0.480 N10 6AL 17 6AL C11 C15 C 0 1 Y N N 12.561 -11.344 20.338 1.011 -4.090 -0.626 C11 6AL 18 6AL C12 C16 C 0 1 Y N N 12.203 -10.580 19.233 1.397 -4.906 -1.682 C12 6AL 19 6AL C14 C17 C 0 1 Y N N 14.353 -11.060 18.240 -0.104 -6.615 -0.932 C14 6AL 20 6AL C16 C18 C 0 1 N N N 16.086 -12.525 19.424 -1.510 -6.284 1.098 C16 6AL 21 6AL O17 O1 O 0 1 N N N 16.243 -13.565 20.118 -2.051 -7.508 0.951 O17 6AL 22 6AL O18 O2 O 0 1 N N N 17.078 -12.025 18.794 -1.852 -5.575 2.023 O18 6AL 23 6AL C19 C19 C 0 1 Y N N 13.808 -11.975 20.381 0.063 -4.534 0.283 C19 6AL 24 6AL O20 O3 O 0 1 N N N 13.125 -10.737 23.056 -0.338 -1.972 0.259 O20 6AL 25 6AL C23 C20 C 0 1 N N N 12.774 -9.362 26.311 -1.435 1.136 -0.053 C23 6AL 26 6AL O25 O4 O 0 1 N N N 12.483 -9.843 28.539 -3.675 1.652 -0.800 O25 6AL 27 6AL C27 C21 C 0 1 Y N N 11.389 -8.848 30.623 -5.587 1.512 0.608 C27 6AL 28 6AL C29 C22 C 0 1 N N N 10.336 -8.078 32.837 -7.571 1.358 2.125 C29 6AL 29 6AL C30 C23 C 0 1 Y N N 12.094 -11.190 30.466 -5.816 2.194 -1.684 C30 6AL 30 6AL C31 C24 C 0 1 Y N N 11.692 -11.433 31.748 -7.179 2.332 -1.504 C31 6AL 31 6AL C32 C25 C 0 1 N N N 11.832 -12.835 32.375 -8.048 2.778 -2.652 C32 6AL 32 6AL C33 C26 C 0 1 Y N N 11.127 -10.392 32.486 -7.746 2.062 -0.272 C33 6AL 33 6AL CL2 CL2 CL 0 0 N N N 10.600 -10.711 34.128 -9.459 2.236 -0.049 CL34 6AL 34 6AL C35 C27 C 0 1 Y N N 9.037 -13.681 25.827 4.149 1.936 0.411 C35 6AL 35 6AL C36 C28 C 0 1 Y N N 8.792 -14.978 24.989 5.451 1.408 -0.070 C36 6AL 36 6AL C37 C29 C 0 1 Y N N 9.404 -16.242 25.126 5.911 1.447 -1.354 C37 6AL 37 6AL C38 C30 C 0 1 N N N 10.486 -16.666 26.121 5.191 2.033 -2.540 C38 6AL 38 6AL N39 N3 N 0 1 Y N N 8.875 -17.030 24.207 7.128 0.866 -1.368 N39 6AL 39 6AL C40 C31 C 0 1 N N N 9.264 -18.417 24.047 7.984 0.693 -2.544 C40 6AL 40 6AL N41 N4 N 0 1 Y N N 7.985 -16.383 23.508 7.432 0.456 -0.064 N41 6AL 41 6AL C42 C32 C 0 1 Y N N 7.876 -15.159 23.922 6.437 0.782 0.717 C42 6AL 42 6AL C43 C33 C 0 1 N N N 6.943 -14.145 23.324 6.354 0.524 2.199 C43 6AL 43 6AL H1 H1 H 0 1 N N N 12.835 -9.839 17.324 1.141 -6.791 -2.656 H1 6AL 44 6AL H2 H2 H 0 1 N N N 12.059 -9.057 24.282 -0.970 -0.301 1.483 H2 6AL 45 6AL H3 H3 H 0 1 N N N 10.859 -8.663 25.558 -0.742 1.396 1.969 H3 6AL 46 6AL H4 H4 H 0 1 N N N 11.999 -7.975 27.784 -3.264 0.246 0.656 H4 6AL 47 6AL H5 H5 H 0 1 N N N 10.874 -9.306 27.349 -3.035 1.942 1.143 H5 6AL 48 6AL H6 H6 H 0 1 N N N 8.237 -12.119 28.732 2.770 4.772 1.644 H6 6AL 49 6AL H7 H7 H 0 1 N N N 9.707 -10.398 27.743 0.781 3.363 1.675 H7 6AL 50 6AL H8 H8 H 0 1 N N N 10.513 -13.416 23.456 3.468 -0.800 -0.296 H8 6AL 51 6AL H9 H9 H 0 1 N N N 10.799 -12.013 21.324 2.500 -2.668 -0.741 H9 6AL 52 6AL H10 H10 H 0 1 N N N 11.235 -10.104 19.191 2.136 -4.558 -2.389 H10 6AL 53 6AL H11 H11 H 0 1 N N N 15.046 -10.940 17.421 -0.537 -7.597 -1.051 H11 6AL 54 6AL H12 H12 H 0 1 N N N 17.149 -13.847 20.066 -2.708 -7.779 1.607 H12 6AL 55 6AL H13 H13 H 0 1 N N N 14.070 -12.580 21.236 -0.239 -3.901 1.104 H13 6AL 56 6AL H14 H14 H 0 1 N N N 13.272 -10.339 26.397 -1.084 2.115 -0.379 H14 6AL 57 6AL H15 H15 H 0 1 N N N 13.525 -8.584 26.111 -1.313 0.418 -0.865 H15 6AL 58 6AL H16 H16 H 0 1 N N N 11.283 -7.863 30.193 -4.966 1.192 1.431 H16 6AL 59 6AL H17 H17 H 0 1 N N N 9.244 -8.092 32.703 -7.856 0.307 2.171 H17 6AL 60 6AL H18 H18 H 0 1 N N N 10.579 -8.304 33.886 -6.850 1.573 2.914 H18 6AL 61 6AL H19 H19 H 0 1 N N N 10.724 -7.082 32.577 -8.455 1.981 2.261 H19 6AL 62 6AL H20 H20 H 0 1 N N N 12.527 -11.993 29.888 -5.374 2.405 -2.646 H20 6AL 63 6AL H21 H21 H 0 1 N N N 12.808 -12.917 32.876 -8.394 1.905 -3.206 H21 6AL 64 6AL H22 H22 H 0 1 N N N 11.028 -12.990 33.110 -8.907 3.326 -2.266 H22 6AL 65 6AL H23 H23 H 0 1 N N N 11.760 -13.598 31.586 -7.472 3.424 -3.314 H23 6AL 66 6AL H24 H24 H 0 1 N N N 11.479 -16.481 25.685 5.455 3.086 -2.642 H24 6AL 67 6AL H25 H25 H 0 1 N N N 10.379 -16.085 27.049 5.482 1.497 -3.444 H25 6AL 68 6AL H26 H26 H 0 1 N N N 10.378 -17.738 26.345 4.115 1.942 -2.394 H26 6AL 69 6AL H27 H27 H 0 1 N N N 8.687 -18.868 23.226 8.634 1.562 -2.651 H27 6AL 70 6AL H28 H28 H 0 1 N N N 10.337 -18.472 23.813 8.593 -0.203 -2.423 H28 6AL 71 6AL H29 H29 H 0 1 N N N 9.063 -18.964 24.980 7.363 0.593 -3.434 H29 6AL 72 6AL H30 H30 H 0 1 N N N 6.382 -14.605 22.497 6.776 1.372 2.740 H30 6AL 73 6AL H31 H31 H 0 1 N N N 6.239 -13.795 24.094 5.311 0.393 2.487 H31 6AL 74 6AL H32 H32 H 0 1 N N N 7.524 -13.292 22.944 6.915 -0.378 2.443 H32 6AL 75 # 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 6AL C13 C14 DOUB Y N 1 6AL C13 C12 SING Y N 2 6AL C14 C15 SING Y N 3 6AL O18 C16 DOUB N N 4 6AL C12 C11 DOUB Y N 5 6AL C15 C16 SING N N 6 6AL C15 C19 DOUB Y N 7 6AL C16 O17 SING N N 8 6AL C11 C19 SING Y N 9 6AL C11 N10 SING N N 10 6AL N10 C09 SING N N 11 6AL C09 O20 DOUB N N 12 6AL C09 C08 SING N N 13 6AL C43 C42 SING N N 14 6AL N41 C42 DOUB Y N 15 6AL N41 N39 SING Y N 16 6AL C42 C36 SING Y N 17 6AL C08 N07 SING Y N 18 6AL C08 C21 DOUB Y N 19 6AL C40 N39 SING N N 20 6AL N07 C06 SING Y N 21 6AL N39 C37 SING Y N 22 6AL C36 C37 DOUB Y N 23 6AL C36 C35 SING N N 24 6AL C21 C22 SING N N 25 6AL C21 C05 SING Y N 26 6AL C37 C38 SING N N 27 6AL C22 C23 SING N N 28 6AL C06 C35 DOUB Y N 29 6AL C06 C05 SING Y N 30 6AL C35 C02 SING Y N 31 6AL C05 C04 DOUB Y N 32 6AL C23 C24 SING N N 33 6AL C02 C03 DOUB Y N 34 6AL C02 CL SING N N 35 6AL C04 C03 SING Y N 36 6AL C24 O25 SING N N 37 6AL O25 C26 SING N N 38 6AL C26 C30 DOUB Y N 39 6AL C26 C27 SING Y N 40 6AL C30 C31 SING Y N 41 6AL C27 C28 DOUB Y N 42 6AL C31 C32 SING N N 43 6AL C31 C33 DOUB Y N 44 6AL C28 C33 SING Y N 45 6AL C28 C29 SING N N 46 6AL C33 CL2 SING N N 47 6AL C13 H1 SING N N 48 6AL C22 H2 SING N N 49 6AL C22 H3 SING N N 50 6AL C24 H4 SING N N 51 6AL C24 H5 SING N N 52 6AL C03 H6 SING N N 53 6AL C04 H7 SING N N 54 6AL N07 H8 SING N N 55 6AL N10 H9 SING N N 56 6AL C12 H10 SING N N 57 6AL C14 H11 SING N N 58 6AL O17 H12 SING N N 59 6AL C19 H13 SING N N 60 6AL C23 H14 SING N N 61 6AL C23 H15 SING N N 62 6AL C27 H16 SING N N 63 6AL C29 H17 SING N N 64 6AL C29 H18 SING N N 65 6AL C29 H19 SING N N 66 6AL C30 H20 SING N N 67 6AL C32 H21 SING N N 68 6AL C32 H22 SING N N 69 6AL C32 H23 SING N N 70 6AL C38 H24 SING N N 71 6AL C38 H25 SING N N 72 6AL C38 H26 SING N N 73 6AL C40 H27 SING N N 74 6AL C40 H28 SING N N 75 6AL C40 H29 SING N N 76 6AL C43 H30 SING N N 77 6AL C43 H31 SING N N 78 6AL C43 H32 SING N N 79 # 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 6AL SMILES ACDLabs 12.01 "c5cc(C(O)=O)cc(NC(c3c(CCCOc1cc(C)c(c(C)c1)Cl)c2ccc(Cl)c(c2n3)c4c(C)n(C)nc4C)=O)c5" 6AL InChI InChI 1.03 "InChI=1S/C33H32Cl2N4O4/c1-17-14-23(15-18(2)29(17)35)43-13-7-10-24-25-11-12-26(34)28(27-19(3)38-39(5)20(27)4)30(25)37-31(24)32(40)36-22-9-6-8-21(16-22)33(41)42/h6,8-9,11-12,14-16,37H,7,10,13H2,1-5H3,(H,36,40)(H,41,42)" 6AL InChIKey InChI 1.03 ODMWLLDLJAHWIY-UHFFFAOYSA-N 6AL SMILES_CANONICAL CACTVS 3.385 "Cn1nc(C)c(c1C)c2c(Cl)ccc3c(CCCOc4cc(C)c(Cl)c(C)c4)c([nH]c23)C(=O)Nc5cccc(c5)C(O)=O" 6AL SMILES CACTVS 3.385 "Cn1nc(C)c(c1C)c2c(Cl)ccc3c(CCCOc4cc(C)c(Cl)c(C)c4)c([nH]c23)C(=O)Nc5cccc(c5)C(O)=O" 6AL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1cc(cc(c1Cl)C)OCCCc2c3ccc(c(c3[nH]c2C(=O)Nc4cccc(c4)C(=O)O)c5c(nn(c5C)C)C)Cl" 6AL SMILES "OpenEye OEToolkits" 2.0.4 "Cc1cc(cc(c1Cl)C)OCCCc2c3ccc(c(c3[nH]c2C(=O)Nc4cccc(c4)C(=O)O)c5c(nn(c5C)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 6AL "SYSTEMATIC NAME" ACDLabs 12.01 "3-({6-chloro-3-[3-(4-chloro-3,5-dimethylphenoxy)propyl]-7-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1H-indole-2-carbonyl}amino)benzoic acid" 6AL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "3-[[6-chloranyl-3-[3-(4-chloranyl-3,5-dimethyl-phenoxy)propyl]-7-(1,3,5-trimethylpyrazol-4-yl)-1~{H}-indol-2-yl]carbonylamino]benzoic 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 6AL "Create component" 2016-02-26 RCSB 6AL "Initial release" 2017-01-18 RCSB #