data_EAV # _chem_comp.id EAV _chem_comp.name "N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-6-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 2017-12-17 _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 EAV _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 6BVK _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 EAV N1 N1 N 0 1 N N N 39.388 28.122 20.874 0.239 1.877 -0.642 N1 EAV 1 EAV N3 N2 N 0 1 Y N N 32.336 29.567 22.826 -7.138 0.405 0.627 N3 EAV 2 EAV C4 C1 C 0 1 Y N N 39.574 31.916 20.969 5.545 0.050 0.268 C4 EAV 3 EAV C5 C2 C 0 1 Y N N 40.282 31.354 19.838 4.367 0.779 0.746 C5 EAV 4 EAV C6 C3 C 0 1 N N N 41.577 30.646 19.980 3.348 1.491 -0.106 C6 EAV 5 EAV C7 C4 C 0 1 N N S 41.521 29.447 20.972 2.287 0.492 -0.574 C7 EAV 6 EAV C8 C5 C 0 1 N N N 40.640 28.360 20.319 1.203 1.224 -1.322 C8 EAV 7 EAV C10 C6 C 0 1 N N N 37.324 26.808 21.291 -1.939 1.603 -1.723 C10 EAV 8 EAV C13 C7 C 0 1 Y N N 34.409 29.976 21.971 -5.029 0.901 1.107 C13 EAV 9 EAV C15 C8 C 0 1 Y N N 33.138 29.940 23.897 -6.431 -0.737 0.322 C15 EAV 10 EAV C17 C9 C 0 1 Y N N 33.858 30.471 26.117 -5.830 -2.947 -0.379 C17 EAV 11 EAV C20 C10 C 0 1 Y N N 34.447 30.193 23.378 -5.078 -0.476 0.609 C20 EAV 12 EAV C21 C11 C 0 1 N N N 37.181 29.134 19.515 -2.014 3.085 0.764 C21 EAV 13 EAV C22 C12 C 0 1 N N N 37.807 27.791 19.075 -1.387 3.700 -0.488 C22 EAV 14 EAV C24 C13 C 0 1 Y N N 38.385 32.525 20.470 6.194 -0.436 1.418 C24 EAV 15 EAV N N3 N 0 1 N N N 42.870 28.942 21.216 2.908 -0.501 -1.461 N EAV 16 EAV C C14 C 0 1 N N N 36.823 33.842 23.652 9.137 -2.228 -0.126 C EAV 17 EAV O O1 O 0 1 N N N 41.045 27.725 19.339 1.197 1.226 -2.534 O EAV 18 EAV C1 C15 C 0 1 Y N N 37.762 33.184 22.687 7.872 -1.422 0.022 C1 EAV 19 EAV C11 C16 C 0 1 N N N 36.689 28.125 21.757 -2.551 1.048 -0.435 C11 EAV 20 EAV C12 C17 C 0 1 N N N 35.558 30.200 21.045 -3.799 1.650 1.551 C12 EAV 21 EAV C14 C18 C 0 1 Y N N 33.120 29.586 21.653 -6.286 1.371 1.088 C14 EAV 22 EAV C16 C19 C 0 1 Y N N 32.832 30.079 25.272 -6.794 -1.985 -0.175 C16 EAV 23 EAV C18 C20 C 0 1 Y N N 35.143 30.702 25.564 -4.496 -2.685 -0.093 C18 EAV 24 EAV C19 C21 C 0 1 Y N N 35.468 30.579 24.234 -4.117 -1.467 0.398 C19 EAV 25 EAV C2 C22 C 0 1 Y N N 38.940 32.582 23.184 7.225 -0.945 -1.109 C2 EAV 26 EAV C23 C23 C 0 1 Y N N 39.528 31.624 18.699 4.368 0.692 2.085 C23 EAV 27 EAV C25 C24 C 0 1 Y N N 37.462 33.170 21.326 7.364 -1.175 1.279 C25 EAV 28 EAV C3 C25 C 0 1 Y N N 39.835 31.958 22.344 6.077 -0.212 -0.996 C3 EAV 29 EAV C9 C26 C 0 1 N N N 38.461 27.133 20.304 -0.818 2.584 -1.369 C9 EAV 30 EAV N2 N4 N 0 1 N N N 36.134 28.889 20.579 -3.081 2.155 0.373 N2 EAV 31 EAV N4 N5 N 0 1 Y N N 38.367 32.340 19.073 5.452 -0.030 2.505 N4 EAV 32 EAV CL CL1 CL 0 0 N N N 36.414 31.163 26.640 -3.300 -3.916 -0.359 CL EAV 33 EAV H1 H1 H 0 1 N N N 39.110 28.638 21.684 0.244 1.876 0.327 H1 EAV 34 EAV H2 H2 H 0 1 N N N 31.367 29.326 22.878 -8.097 0.509 0.527 H2 EAV 35 EAV H3 H3 H 0 1 N N N 41.877 30.267 18.992 2.872 2.278 0.479 H3 EAV 36 EAV H4 H4 H 0 1 N N N 42.329 31.363 20.342 3.841 1.930 -0.973 H4 EAV 37 EAV H5 H5 H 0 1 N N N 41.056 29.777 21.913 1.856 -0.012 0.291 H5 EAV 38 EAV H6 H6 H 0 1 N N N 36.566 26.187 20.791 -1.532 0.783 -2.315 H6 EAV 39 EAV H7 H7 H 0 1 N N N 37.729 26.265 22.158 -2.708 2.120 -2.298 H7 EAV 40 EAV H8 H8 H 0 1 N N N 33.682 30.598 27.175 -6.114 -3.915 -0.765 H8 EAV 41 EAV H9 H9 H 0 1 N N N 37.967 29.788 19.921 -1.251 2.546 1.326 H9 EAV 42 EAV H10 H10 H 0 1 N N N 36.712 29.620 18.647 -2.433 3.876 1.387 H10 EAV 43 EAV H11 H11 H 0 1 N N N 37.025 27.131 18.673 -2.147 4.250 -1.043 H11 EAV 44 EAV H12 H12 H 0 1 N N N 38.568 27.972 18.302 -0.585 4.378 -0.198 H12 EAV 45 EAV H13 H13 H 0 1 N N N 42.828 28.173 21.853 3.316 -0.059 -2.270 H13 EAV 46 EAV H14 H14 H 0 1 N N N 43.273 28.638 20.353 3.595 -1.050 -0.964 H14 EAV 47 EAV H16 H16 H 0 1 N N N 36.087 33.106 24.007 9.997 -1.559 -0.115 H16 EAV 48 EAV H17 H17 H 0 1 N N N 37.392 34.234 24.508 9.216 -2.935 0.700 H17 EAV 49 EAV H18 H18 H 0 1 N N N 36.301 34.669 23.149 9.112 -2.773 -1.069 H18 EAV 50 EAV H19 H19 H 0 1 N N N 37.452 28.738 22.259 -3.359 0.360 -0.683 H19 EAV 51 EAV H20 H20 H 0 1 N N N 35.874 27.905 22.462 -1.785 0.519 0.132 H20 EAV 52 EAV H21 H21 H 0 1 N N N 36.338 30.770 21.570 -4.092 2.487 2.184 H21 EAV 53 EAV H22 H22 H 0 1 N N N 35.211 30.772 20.172 -3.148 0.979 2.113 H22 EAV 54 EAV H23 H23 H 0 1 N N N 32.769 29.336 20.663 -6.582 2.362 1.398 H23 EAV 55 EAV H24 H24 H 0 1 N N N 31.838 29.887 25.648 -7.828 -2.198 -0.399 H24 EAV 56 EAV H25 H25 H 0 1 N N N 36.468 30.773 23.874 -3.079 -1.271 0.621 H25 EAV 57 EAV H26 H26 H 0 1 N N N 39.142 32.612 24.244 7.633 -1.153 -2.088 H26 EAV 58 EAV H27 H27 H 0 1 N N N 39.788 31.333 17.692 3.624 1.128 2.735 H27 EAV 59 EAV H28 H28 H 0 1 N N N 36.564 33.631 20.942 7.873 -1.554 2.153 H28 EAV 60 EAV H29 H29 H 0 1 N N N 40.731 31.505 22.742 5.584 0.163 -1.880 H29 EAV 61 EAV H30 H30 H 0 1 N N N 38.988 26.213 20.011 -0.409 3.014 -2.283 H30 EAV 62 EAV H32 H32 H 0 1 N N N 37.653 32.661 18.451 5.667 -0.227 3.430 H32 EAV 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 EAV C23 N4 SING Y N 1 EAV C23 C5 DOUB Y N 2 EAV N4 C24 SING Y N 3 EAV C22 C21 SING N N 4 EAV C22 C9 SING N N 5 EAV O C8 DOUB N N 6 EAV C21 N2 SING N N 7 EAV C5 C6 SING N N 8 EAV C5 C4 SING Y N 9 EAV C6 C7 SING N N 10 EAV C9 N1 SING N N 11 EAV C9 C10 SING N N 12 EAV C8 N1 SING N N 13 EAV C8 C7 SING N N 14 EAV C24 C4 DOUB Y N 15 EAV C24 C25 SING Y N 16 EAV N2 C12 SING N N 17 EAV N2 C11 SING N N 18 EAV C4 C3 SING Y N 19 EAV C7 N SING N N 20 EAV C12 C13 SING N N 21 EAV C10 C11 SING N N 22 EAV C25 C1 DOUB Y N 23 EAV C14 C13 DOUB Y N 24 EAV C14 N3 SING Y N 25 EAV C13 C20 SING Y N 26 EAV C3 C2 DOUB Y N 27 EAV C1 C2 SING Y N 28 EAV C1 C SING N N 29 EAV N3 C15 SING Y N 30 EAV C20 C15 DOUB Y N 31 EAV C20 C19 SING Y N 32 EAV C15 C16 SING Y N 33 EAV C19 C18 DOUB Y N 34 EAV C16 C17 DOUB Y N 35 EAV C18 C17 SING Y N 36 EAV C18 CL SING N N 37 EAV N1 H1 SING N N 38 EAV N3 H2 SING N N 39 EAV C6 H3 SING N N 40 EAV C6 H4 SING N N 41 EAV C7 H5 SING N N 42 EAV C10 H6 SING N N 43 EAV C10 H7 SING N N 44 EAV C17 H8 SING N N 45 EAV C21 H9 SING N N 46 EAV C21 H10 SING N N 47 EAV C22 H11 SING N N 48 EAV C22 H12 SING N N 49 EAV N H13 SING N N 50 EAV N H14 SING N N 51 EAV C H16 SING N N 52 EAV C H17 SING N N 53 EAV C H18 SING N N 54 EAV C11 H19 SING N N 55 EAV C11 H20 SING N N 56 EAV C12 H21 SING N N 57 EAV C12 H22 SING N N 58 EAV C14 H23 SING N N 59 EAV C16 H24 SING N N 60 EAV C19 H25 SING N N 61 EAV C2 H26 SING N N 62 EAV C23 H27 SING N N 63 EAV C25 H28 SING N N 64 EAV C3 H29 SING N N 65 EAV C9 H30 SING N N 66 EAV 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 EAV SMILES ACDLabs 12.01 "N(C(C(Cc2c1ccc(C)cc1nc2)N)=O)C3CCN(CC3)Cc4c5c(nc4)ccc(Cl)c5" EAV InChI InChI 1.03 "InChI=1S/C26H30ClN5O/c1-16-2-4-21-17(13-30-25(21)10-16)11-23(28)26(33)31-20-6-8-32(9-7-20)15-18-14-29-24-5-3-19(27)12-22(18)24/h2-5,10,12-14,20,23,29-30H,6-9,11,15,28H2,1H3,(H,31,33)/t23-/m0/s1" EAV InChIKey InChI 1.03 OWWMFASLJBNPBO-QHCPKHFHSA-N EAV SMILES_CANONICAL CACTVS 3.385 "Cc1ccc2c(C[C@H](N)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45)c[nH]c2c1" EAV SMILES CACTVS 3.385 "Cc1ccc2c(C[CH](N)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45)c[nH]c2c1" EAV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc2c(c1)[nH]cc2C[C@@H](C(=O)NC3CCN(CC3)Cc4c[nH]c5c4cc(cc5)Cl)N" EAV SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc2c(c1)[nH]cc2CC(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 EAV "SYSTEMATIC NAME" ACDLabs 12.01 "N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-6-methyl-L-tryptophanamide" EAV "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-(6-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 EAV "Create component" 2017-12-17 RCSB EAV "Initial release" 2018-10-24 RCSB #