data_EBY # _chem_comp.id EBY _chem_comp.name "N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-5-methyl-L-tryptophanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-19 _chem_comp.pdbx_modified_date 2018-10-19 _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 464.002 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EBY _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 6BVL _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 EBY N1 N1 N 0 1 N N N 42.835 29.487 21.444 4.416 2.081 0.392 N1 EBY 1 EBY N3 N2 N 0 1 N N N 36.061 29.108 20.576 -2.378 0.639 -0.697 N3 EBY 2 EBY C4 C1 C 0 1 Y N N 38.121 32.770 19.868 6.589 -1.393 -1.122 C4 EBY 3 EBY C5 C2 C 0 1 Y N N 39.782 31.839 18.614 4.485 -1.222 -1.893 C5 EBY 4 EBY C6 C3 C 0 1 Y N N 40.225 31.821 19.929 4.462 -0.656 -0.676 C6 EBY 5 EBY C7 C4 C 0 1 N N N 41.529 31.351 20.452 3.265 -0.046 0.007 C7 EBY 6 EBY C8 C5 C 0 1 N N S 41.482 29.985 21.183 3.247 1.463 -0.248 C8 EBY 7 EBY C10 C6 C 0 1 N N N 38.564 27.577 20.274 -0.399 2.536 0.212 C10 EBY 8 EBY C13 C7 C 0 1 N N N 35.383 30.362 21.062 -2.884 -0.556 -1.385 C13 EBY 9 EBY C15 C8 C 0 1 Y N N 32.986 29.713 21.755 -3.332 -2.463 0.240 C15 EBY 10 EBY C17 C9 C 0 1 Y N N 32.858 30.031 25.392 -6.753 -2.143 1.384 C17 EBY 11 EBY C20 C10 C 0 1 Y N N 35.447 30.588 24.294 -6.051 -0.138 -0.419 C20 EBY 12 EBY C21 C11 C 0 1 Y N N 34.397 30.240 23.451 -5.116 -1.111 -0.061 C21 EBY 13 EBY C22 C12 C 0 1 N N N 36.649 28.343 21.740 -1.759 1.572 -1.647 C22 EBY 14 EBY C24 C13 C 0 1 Y N N 39.177 32.405 20.753 5.821 -0.746 -0.136 C24 EBY 15 EBY N N3 N 0 1 Y N N 38.504 32.416 18.562 5.748 -1.665 -2.178 N EBY 16 EBY C C14 C 0 1 N N N 37.664 33.521 24.067 8.393 -0.145 2.557 C EBY 17 EBY O O1 O 0 1 N N N 41.043 28.570 19.229 2.017 2.615 1.404 O EBY 18 EBY C1 C15 C 0 1 Y N N 37.861 33.256 22.600 7.748 -0.580 1.267 C1 EBY 19 EBY C11 C16 C 0 1 N N N 37.867 28.239 19.076 -1.050 1.526 1.161 C11 EBY 20 EBY C12 C17 C 0 1 N N N 37.094 29.483 19.539 -1.443 0.273 0.374 C12 EBY 21 EBY C14 C18 C 0 1 Y N N 34.290 30.090 22.032 -3.722 -1.368 -0.432 C14 EBY 22 EBY C16 C19 C 0 1 Y N N 33.110 29.957 24.009 -5.469 -2.124 0.849 C16 EBY 23 EBY C18 C20 C 0 1 Y N N 33.906 30.385 26.218 -7.661 -1.173 1.019 C18 EBY 24 EBY C19 C21 C 0 1 Y N N 35.173 30.643 25.641 -7.308 -0.176 0.119 C19 EBY 25 EBY C2 C22 C 0 1 Y N N 36.836 33.615 21.697 8.511 -1.216 0.297 C2 EBY 26 EBY C23 C23 C 0 1 N N N 37.460 27.135 21.250 -1.376 2.863 -0.921 C23 EBY 27 EBY C25 C24 C 0 1 Y N N 39.037 32.653 22.138 6.418 -0.343 1.060 C25 EBY 28 EBY C3 C25 C 0 1 Y N N 36.947 33.382 20.337 7.941 -1.623 -0.890 C3 EBY 29 EBY C9 C26 C 0 1 N N N 40.668 28.971 20.337 1.987 2.055 0.329 C9 EBY 30 EBY N2 N4 N 0 1 N N N 39.480 28.531 20.925 0.826 1.960 -0.349 N2 EBY 31 EBY N4 N5 N 0 1 Y N N 32.257 29.633 22.957 -4.363 -2.929 1.010 N4 EBY 32 EBY CL CL1 CL 0 0 N N N 36.483 31.018 26.710 -8.472 1.033 -0.327 CL EBY 33 EBY H1 H1 H 0 1 N N N 43.338 30.157 21.990 4.410 1.921 1.388 H1 EBY 34 EBY H2 H2 H 0 1 N N N 42.781 28.623 21.944 5.273 1.748 -0.023 H2 EBY 35 EBY H5 H5 H 0 1 N N N 40.334 31.467 17.764 3.634 -1.312 -2.551 H5 EBY 36 EBY H6 H6 H 0 1 N N N 42.225 31.262 19.605 2.353 -0.492 -0.391 H6 EBY 37 EBY H7 H7 H 0 1 N N N 41.906 32.105 21.159 3.323 -0.233 1.079 H7 EBY 38 EBY H8 H8 H 0 1 N N N 40.959 30.128 22.140 3.278 1.651 -1.321 H8 EBY 39 EBY H9 H9 H 0 1 N N N 39.120 26.693 19.929 -0.156 3.447 0.758 H9 EBY 40 EBY H10 H10 H 0 1 N N N 36.134 31.001 21.550 -3.493 -0.254 -2.237 H10 EBY 41 EBY H11 H11 H 0 1 N N N 34.960 30.890 20.195 -2.044 -1.157 -1.733 H11 EBY 42 EBY H12 H12 H 0 1 N N N 32.590 29.512 20.770 -2.352 -2.913 0.177 H12 EBY 43 EBY H13 H13 H 0 1 N N N 31.878 29.818 25.793 -7.037 -2.915 2.083 H13 EBY 44 EBY H14 H14 H 0 1 N N N 36.432 30.805 23.909 -5.784 0.640 -1.117 H14 EBY 45 EBY H15 H15 H 0 1 N N N 37.309 29.011 22.313 -0.865 1.116 -2.073 H15 EBY 46 EBY H16 H16 H 0 1 N N N 35.833 27.990 22.388 -2.465 1.800 -2.445 H16 EBY 47 EBY H17 H17 H 0 1 N N N 37.958 32.552 17.736 6.011 -2.107 -3.000 H17 EBY 48 EBY H18 H18 H 0 1 N N N 37.184 32.649 24.536 8.775 0.871 2.449 H18 EBY 49 EBY H19 H19 H 0 1 N N N 38.640 33.702 24.541 7.655 -0.171 3.359 H19 EBY 50 EBY H20 H20 H 0 1 N N N 37.024 34.406 24.197 9.215 -0.818 2.798 H20 EBY 51 EBY H21 H21 H 0 1 N N N 37.166 27.523 18.621 -0.344 1.256 1.946 H21 EBY 52 EBY H22 H22 H 0 1 N N N 38.622 28.535 18.333 -1.941 1.969 1.608 H22 EBY 53 EBY H23 H23 H 0 1 N N N 37.799 30.206 19.975 -1.920 -0.442 1.045 H23 EBY 54 EBY H24 H24 H 0 1 N N N 36.590 29.939 18.674 -0.550 -0.177 -0.061 H24 EBY 55 EBY H25 H25 H 0 1 N N N 33.762 30.464 27.285 -8.657 -1.190 1.436 H25 EBY 56 EBY H26 H26 H 0 1 N N N 35.941 34.084 22.078 9.561 -1.395 0.475 H26 EBY 57 EBY H27 H27 H 0 1 N N N 36.786 26.432 20.738 -2.271 3.327 -0.507 H27 EBY 58 EBY H28 H28 H 0 1 N N N 37.922 26.636 22.115 -0.902 3.549 -1.623 H28 EBY 59 EBY H29 H29 H 0 1 N N N 39.823 32.382 22.827 5.832 0.154 1.818 H29 EBY 60 EBY H30 H30 H 0 1 N N N 36.155 33.662 19.658 8.542 -2.119 -1.638 H30 EBY 61 EBY H31 H31 H 0 1 N N N 39.239 28.880 21.831 0.802 1.512 -1.209 H31 EBY 62 EBY H32 H32 H 0 1 N N N 31.292 29.386 23.041 -4.321 -3.710 1.584 H32 EBY 63 # 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 EBY N C5 SING Y N 1 EBY N C4 SING Y N 2 EBY C5 C6 DOUB Y N 3 EBY C11 C12 SING N N 4 EBY C11 C10 SING N N 5 EBY O C9 DOUB N N 6 EBY C12 N3 SING N N 7 EBY C4 C3 DOUB Y N 8 EBY C4 C24 SING Y N 9 EBY C6 C7 SING N N 10 EBY C6 C24 SING Y N 11 EBY C10 N2 SING N N 12 EBY C10 C23 SING N N 13 EBY C9 N2 SING N N 14 EBY C9 C8 SING N N 15 EBY C3 C2 SING Y N 16 EBY C7 C8 SING N N 17 EBY N3 C13 SING N N 18 EBY N3 C22 SING N N 19 EBY C24 C25 DOUB Y N 20 EBY C13 C14 SING N N 21 EBY C8 N1 SING N N 22 EBY C23 C22 SING N N 23 EBY C2 C1 DOUB Y N 24 EBY C15 C14 DOUB Y N 25 EBY C15 N4 SING Y N 26 EBY C14 C21 SING Y N 27 EBY C25 C1 SING Y N 28 EBY C1 C SING N N 29 EBY N4 C16 SING Y N 30 EBY C21 C16 DOUB Y N 31 EBY C21 C20 SING Y N 32 EBY C16 C17 SING Y N 33 EBY C20 C19 DOUB Y N 34 EBY C17 C18 DOUB Y N 35 EBY C19 C18 SING Y N 36 EBY C19 CL SING N N 37 EBY N1 H1 SING N N 38 EBY N1 H2 SING N N 39 EBY C5 H5 SING N N 40 EBY C7 H6 SING N N 41 EBY C7 H7 SING N N 42 EBY C8 H8 SING N N 43 EBY C10 H9 SING N N 44 EBY C13 H10 SING N N 45 EBY C13 H11 SING N N 46 EBY C15 H12 SING N N 47 EBY C17 H13 SING N N 48 EBY C20 H14 SING N N 49 EBY C22 H15 SING N N 50 EBY C22 H16 SING N N 51 EBY N H17 SING N N 52 EBY C H18 SING N N 53 EBY C H19 SING N N 54 EBY C H20 SING N N 55 EBY C11 H21 SING N N 56 EBY C11 H22 SING N N 57 EBY C12 H23 SING N N 58 EBY C12 H24 SING N N 59 EBY C18 H25 SING N N 60 EBY C2 H26 SING N N 61 EBY C23 H27 SING N N 62 EBY C23 H28 SING N N 63 EBY C25 H29 SING N N 64 EBY C3 H30 SING N N 65 EBY N2 H31 SING N N 66 EBY N4 H32 SING N N 67 # 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 EBY SMILES ACDLabs 12.01 "NC(Cc2cnc1ccc(C)cc12)C(=O)NC5CCN(Cc4cnc3ccc(cc34)Cl)CC5" EBY InChI InChI 1.03 "InChI=1S/C26H30ClN5O/c1-16-2-4-24-21(10-16)17(13-29-24)11-23(28)26(33)31-20-6-8-32(9-7-20)15-18-14-30-25-5-3-19(27)12-22(18)25/h2-5,10,12-14,20,23,29-30H,6-9,11,15,28H2,1H3,(H,31,33)/t23-/m0/s1" EBY InChIKey InChI 1.03 ORZWUMKDZDLNTJ-QHCPKHFHSA-N EBY SMILES_CANONICAL CACTVS 3.385 "Cc1ccc2[nH]cc(C[C@H](N)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45)c2c1" EBY SMILES CACTVS 3.385 "Cc1ccc2[nH]cc(C[CH](N)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45)c2c1" EBY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)NC3CCN(CC3)Cc4c[nH]c5c4cc(cc5)Cl)N" EBY SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc2c(c1)c(c[nH]2)CC(C(=O)NC3CCN(CC3)Cc4c[nH]c5c4cc(cc5)Cl)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 EBY "SYSTEMATIC NAME" ACDLabs 12.01 "N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-5-methyl-L-tryptophanamide" EBY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-azanyl-~{N}-[1-[(5-chloranyl-1~{H}-indol-3-yl)methyl]piperidin-4-yl]-3-(5-methyl-1~{H}-indol-3-yl)propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EBY "Create component" 2017-12-19 RCSB EBY "Initial release" 2018-10-24 RCSB #