data_865 # _chem_comp.id 865 _chem_comp.name "7-[2-(1H-imidazol-1-yl)-4-methylpyridin-3-yl]-3-[3-(naphthalen-1-yloxy)propyl]-1-[2-oxo-2-(piperazin-1-yl)ethyl]-1H-indole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C37 H36 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-10 _chem_comp.pdbx_modified_date 2015-05-01 _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 628.720 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 865 _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 4WMT _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 865 C01 C1 C 0 1 N N N -14.320 60.460 5.220 4.389 3.378 0.964 C01 865 1 865 C02 C2 C 0 1 Y N N -13.319 60.151 6.375 4.760 2.188 0.118 C02 865 2 865 C03 C3 C 0 1 Y N N -13.452 60.802 7.598 6.040 1.660 0.158 C03 865 3 865 C04 C4 C 0 1 Y N N -12.550 60.521 8.633 6.349 0.567 -0.630 C04 865 4 865 N05 N1 N 0 1 Y N N -11.554 59.627 8.455 5.445 0.019 -1.420 N05 865 5 865 C06 C5 C 0 1 Y N N -11.394 58.981 7.289 4.211 0.485 -1.494 C06 865 6 865 C07 C6 C 0 1 Y N N -12.279 59.229 6.219 3.820 1.586 -0.721 C07 865 7 865 C08 C7 C 0 1 Y N N -12.118 58.551 4.976 2.435 2.106 -0.797 C08 865 8 865 C09 C8 C 0 1 Y N N -11.291 59.148 4.026 2.089 3.036 -1.770 C09 865 9 865 C10 C9 C 0 1 Y N N -11.085 58.546 2.783 0.794 3.527 -1.846 C10 865 10 865 C11 C10 C 0 1 Y N N -11.717 57.332 2.487 -0.164 3.108 -0.969 C11 865 11 865 C12 C11 C 0 1 Y N N -12.555 56.719 3.438 0.153 2.170 0.024 C12 865 12 865 C13 C12 C 0 1 Y N N -13.307 55.515 3.403 -0.598 1.555 1.054 C13 865 13 865 C14 C13 C 0 1 N N N -13.374 54.501 2.190 -2.058 1.788 1.351 C14 865 14 865 C15 C14 C 0 1 N N N -12.478 53.244 2.419 -2.905 0.794 0.553 C15 865 15 865 C16 C15 C 0 1 N N N -11.034 53.408 1.843 -4.386 1.030 0.854 C16 865 16 865 O17 O1 O 0 1 N N N -11.068 54.413 0.806 -5.177 0.102 0.109 O17 865 17 865 C18 C16 C 0 1 Y N N -9.770 54.744 0.255 -6.524 0.177 0.263 C18 865 18 865 C19 C17 C 0 1 Y N N -8.628 54.688 1.051 -7.070 1.109 1.100 C19 865 19 865 C20 C18 C 0 1 Y N N -7.375 55.012 0.512 -8.449 1.200 1.268 C20 865 20 865 C21 C19 C 0 1 Y N N -7.275 55.389 -0.820 -9.294 0.363 0.605 C21 865 21 865 C22 C20 C 0 1 Y N N -8.428 55.446 -1.628 -8.773 -0.610 -0.265 C22 865 22 865 C23 C21 C 0 1 Y N N -8.317 55.832 -2.986 -9.616 -1.485 -0.970 C23 865 23 865 C24 C22 C 0 1 Y N N -9.450 55.890 -3.781 -9.076 -2.408 -1.813 C24 865 24 865 C25 C23 C 0 1 Y N N -10.701 55.567 -3.247 -7.697 -2.498 -1.988 C25 865 25 865 C26 C24 C 0 1 Y N N -10.815 55.187 -1.908 -6.849 -1.666 -1.322 C26 865 26 865 C27 C25 C 0 1 Y N N -9.664 55.128 -1.099 -7.370 -0.702 -0.445 C27 865 27 865 C28 C26 C 0 1 Y N N -13.960 55.404 4.646 0.233 0.717 1.728 C28 865 28 865 C29 C27 C 0 1 N N N -14.895 54.257 5.082 -0.145 -0.120 2.875 C29 865 29 865 O30 O2 O 0 1 N N N -15.947 54.524 5.735 0.772 -0.915 3.462 O30 865 30 865 O31 O3 O 0 1 N N N -14.616 53.057 4.793 -1.286 -0.096 3.294 O31 865 31 865 N32 N2 N 0 1 Y N N -13.636 56.479 5.404 1.492 0.777 1.161 N32 865 32 865 C33 C28 C 0 1 N N N -14.153 56.695 6.769 2.664 0.018 1.604 C33 865 33 865 C34 C29 C 0 1 N N N -13.361 55.865 7.793 2.717 -1.297 0.871 C34 865 34 865 O35 O4 O 0 1 N N N -12.746 54.895 7.432 1.860 -1.574 0.058 O35 865 35 865 N36 N3 N 0 1 N N N -13.350 56.246 9.179 3.717 -2.167 1.118 N36 865 36 865 C37 C30 C 0 1 N N N -14.047 57.347 9.626 3.788 -3.456 0.414 C37 865 37 865 C38 C31 C 0 1 N N N -14.996 56.959 10.736 5.192 -3.609 -0.181 C38 865 38 865 N39 N4 N 0 1 N N N -14.328 56.176 11.774 6.192 -3.425 0.879 N39 865 39 865 C40 C32 C 0 1 N N N -13.557 55.059 11.222 6.132 -2.068 1.438 C40 865 40 865 C41 C33 C 0 1 N N N -12.650 55.516 10.100 4.770 -1.848 2.094 C41 865 41 865 C42 C34 C 0 1 Y N N -12.770 57.306 4.682 1.462 1.660 0.110 C42 865 42 865 N43 N5 N 0 1 Y N N -10.369 58.084 7.162 3.288 -0.128 -2.345 N43 865 43 865 C44 C35 C 0 1 Y N N -10.321 56.853 7.723 2.407 0.506 -3.184 C44 865 44 865 C45 C36 C 0 1 Y N N -9.118 56.278 7.354 1.710 -0.457 -3.816 C45 865 45 865 N46 N6 N 0 1 Y N N -8.471 57.173 6.587 2.148 -1.648 -3.379 N46 865 46 865 C47 C37 C 0 1 Y N N -9.235 58.275 6.476 3.097 -1.464 -2.502 C47 865 47 865 H1 H1 H 0 1 N N N -15.178 59.774 5.284 4.583 4.295 0.407 H1 865 48 865 H2 H2 H 0 1 N N N -14.673 61.498 5.309 3.331 3.326 1.221 H2 865 49 865 H3 H3 H 0 1 N N N -13.815 60.326 4.252 4.985 3.375 1.877 H3 865 50 865 H4 H4 H 0 1 N N N -14.245 61.519 7.748 6.790 2.098 0.799 H4 865 51 865 H5 H5 H 0 1 N N N -12.653 61.025 9.583 7.347 0.155 -0.599 H5 865 52 865 H6 H6 H 0 1 N N N -10.805 60.085 4.253 2.835 3.378 -2.472 H6 865 53 865 H7 H7 H 0 1 N N N -10.441 59.015 2.053 0.542 4.249 -2.608 H7 865 54 865 H8 H8 H 0 1 N N N -11.561 56.864 1.526 -1.168 3.499 -1.041 H8 865 55 865 H9 H9 H 0 1 N N N -13.035 55.016 1.279 -2.239 1.646 2.416 H9 865 56 865 H10 H10 H 0 1 N N N -14.416 54.174 2.060 -2.328 2.805 1.068 H10 865 57 865 H11 H11 H 0 1 N N N -12.954 52.381 1.931 -2.723 0.935 -0.512 H11 865 58 865 H12 H12 H 0 1 N N N -12.405 53.059 3.501 -2.634 -0.223 0.836 H12 865 59 865 H13 H13 H 0 1 N N N -10.691 52.451 1.422 -4.567 0.889 1.919 H13 865 60 865 H14 H14 H 0 1 N N N -10.348 53.723 2.643 -4.657 2.047 0.571 H14 865 61 865 H15 H15 H 0 1 N N N -8.708 54.394 2.087 -6.422 1.785 1.638 H15 865 62 865 H16 H16 H 0 1 N N N -6.491 54.968 1.131 -8.855 1.945 1.936 H16 865 63 865 H17 H17 H 0 1 N N N -6.311 55.639 -1.238 -10.361 0.446 0.748 H17 865 64 865 H18 H18 H 0 1 N N N -7.351 56.081 -3.401 -10.687 -1.427 -0.843 H18 865 65 865 H19 H19 H 0 1 N N N -9.367 56.186 -4.816 -9.726 -3.080 -2.353 H19 865 66 865 H20 H20 H 0 1 N N N -11.581 55.611 -3.871 -7.293 -3.239 -2.663 H20 865 67 865 H21 H21 H 0 1 N N N -11.782 54.939 -1.495 -5.782 -1.748 -1.467 H21 865 68 865 H22 H22 H 0 1 N N N -16.413 53.719 5.929 0.476 -1.447 4.213 H22 865 69 865 H23 H23 H 0 1 N N N -14.064 57.761 7.023 3.568 0.589 1.391 H23 865 70 865 H24 H24 H 0 1 N N N -15.211 56.397 6.805 2.594 -0.166 2.676 H24 865 71 865 H25 H25 H 0 1 N N N -13.336 58.097 10.003 3.597 -4.267 1.116 H25 865 72 865 H26 H26 H 0 1 N N N -14.622 57.775 8.791 3.047 -3.478 -0.386 H26 865 73 865 H27 H27 H 0 1 N N N -15.407 57.873 11.189 5.298 -4.605 -0.611 H27 865 74 865 H28 H28 H 0 1 N N N -15.815 56.361 10.311 5.342 -2.859 -0.957 H28 865 75 865 H29 H29 H 0 1 N N N -13.708 56.776 12.279 6.084 -4.119 1.603 H29 865 76 865 H31 H31 H 0 1 N N N -14.253 54.301 10.833 6.919 -1.945 2.181 H31 865 77 865 H32 H32 H 0 1 N N N -12.943 54.618 12.021 6.269 -1.339 0.639 H32 865 78 865 H33 H33 H 0 1 N N N -12.214 54.635 9.606 4.678 -0.808 2.406 H33 865 79 865 H34 H34 H 0 1 N N N -11.845 56.138 10.517 4.675 -2.502 2.961 H34 865 80 865 H35 H35 H 0 1 N N N -11.081 56.403 8.344 2.294 1.572 -3.313 H35 865 81 865 H36 H36 H 0 1 N N N -8.765 55.295 7.630 0.932 -0.299 -4.548 H36 865 82 865 H37 H37 H 0 1 N N N -8.976 59.167 5.924 3.635 -2.244 -1.983 H37 865 83 # 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 865 C24 C25 DOUB Y N 1 865 C24 C23 SING Y N 2 865 C25 C26 SING Y N 3 865 C23 C22 DOUB Y N 4 865 C26 C27 DOUB Y N 5 865 C22 C27 SING Y N 6 865 C22 C21 SING Y N 7 865 C27 C18 SING Y N 8 865 C21 C20 DOUB Y N 9 865 C18 O17 SING N N 10 865 C18 C19 DOUB Y N 11 865 C20 C19 SING Y N 12 865 O17 C16 SING N N 13 865 C16 C15 SING N N 14 865 C14 C15 SING N N 15 865 C14 C13 SING N N 16 865 C11 C10 DOUB Y N 17 865 C11 C12 SING Y N 18 865 C10 C09 SING Y N 19 865 C13 C12 SING Y N 20 865 C13 C28 DOUB Y N 21 865 C12 C42 DOUB Y N 22 865 C09 C08 DOUB Y N 23 865 C28 C29 SING N N 24 865 C28 N32 SING Y N 25 865 C42 C08 SING Y N 26 865 C42 N32 SING Y N 27 865 O31 C29 DOUB N N 28 865 C08 C07 SING N N 29 865 C29 O30 SING N N 30 865 C01 C02 SING N N 31 865 N32 C33 SING N N 32 865 C07 C02 DOUB Y N 33 865 C07 C06 SING Y N 34 865 C02 C03 SING Y N 35 865 C47 N46 DOUB Y N 36 865 C47 N43 SING Y N 37 865 N46 C45 SING Y N 38 865 C33 C34 SING N N 39 865 N43 C06 SING N N 40 865 N43 C44 SING Y N 41 865 C06 N05 DOUB Y N 42 865 C45 C44 DOUB Y N 43 865 O35 C34 DOUB N N 44 865 C03 C04 DOUB Y N 45 865 C34 N36 SING N N 46 865 N05 C04 SING Y N 47 865 N36 C37 SING N N 48 865 N36 C41 SING N N 49 865 C37 C38 SING N N 50 865 C41 C40 SING N N 51 865 C38 N39 SING N N 52 865 C40 N39 SING N N 53 865 C01 H1 SING N N 54 865 C01 H2 SING N N 55 865 C01 H3 SING N N 56 865 C03 H4 SING N N 57 865 C04 H5 SING N N 58 865 C09 H6 SING N N 59 865 C10 H7 SING N N 60 865 C11 H8 SING N N 61 865 C14 H9 SING N N 62 865 C14 H10 SING N N 63 865 C15 H11 SING N N 64 865 C15 H12 SING N N 65 865 C16 H13 SING N N 66 865 C16 H14 SING N N 67 865 C19 H15 SING N N 68 865 C20 H16 SING N N 69 865 C21 H17 SING N N 70 865 C23 H18 SING N N 71 865 C24 H19 SING N N 72 865 C25 H20 SING N N 73 865 C26 H21 SING N N 74 865 O30 H22 SING N N 75 865 C33 H23 SING N N 76 865 C33 H24 SING N N 77 865 C37 H25 SING N N 78 865 C37 H26 SING N N 79 865 C38 H27 SING N N 80 865 C38 H28 SING N N 81 865 N39 H29 SING N N 82 865 C40 H31 SING N N 83 865 C40 H32 SING N N 84 865 C41 H33 SING N N 85 865 C41 H34 SING N N 86 865 C44 H35 SING N N 87 865 C45 H36 SING N N 88 865 C47 H37 SING N N 89 # 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 865 SMILES ACDLabs 12.01 "O=C(N1CCNCC1)Cn5c4c(c3c(ccnc3n2ccnc2)C)cccc4c(c5C(=O)O)CCCOc7c6ccccc6ccc7" 865 InChI InChI 1.03 "InChI=1S/C37H36N6O4/c1-25-14-15-40-36(42-21-18-39-24-42)33(25)30-11-5-10-28-29(12-6-22-47-31-13-4-8-26-7-2-3-9-27(26)31)35(37(45)46)43(34(28)30)23-32(44)41-19-16-38-17-20-41/h2-5,7-11,13-15,18,21,24,38H,6,12,16-17,19-20,22-23H2,1H3,(H,45,46)" 865 InChIKey InChI 1.03 ZZKICOFWGKKSRR-UHFFFAOYSA-N 865 SMILES_CANONICAL CACTVS 3.385 "Cc1ccnc(n2ccnc2)c1c3cccc4c(CCCOc5cccc6ccccc56)c(n(CC(=O)N7CCNCC7)c34)C(O)=O" 865 SMILES CACTVS 3.385 "Cc1ccnc(n2ccnc2)c1c3cccc4c(CCCOc5cccc6ccccc56)c(n(CC(=O)N7CCNCC7)c34)C(O)=O" 865 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccnc(c1c2cccc3c2n(c(c3CCCOc4cccc5c4cccc5)C(=O)O)CC(=O)N6CCNCC6)n7ccnc7" 865 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccnc(c1c2cccc3c2n(c(c3CCCOc4cccc5c4cccc5)C(=O)O)CC(=O)N6CCNCC6)n7ccnc7" # 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 865 "SYSTEMATIC NAME" ACDLabs 12.01 "7-[2-(1H-imidazol-1-yl)-4-methylpyridin-3-yl]-3-[3-(naphthalen-1-yloxy)propyl]-1-[2-oxo-2-(piperazin-1-yl)ethyl]-1H-indole-2-carboxylic acid" 865 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "7-(2-imidazol-1-yl-4-methyl-pyridin-3-yl)-3-(3-naphthalen-1-yloxypropyl)-1-(2-oxidanylidene-2-piperazin-1-yl-ethyl)indole-2-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 865 "Create component" 2014-10-10 RCSB 865 "Initial release" 2015-05-06 RCSB #