data_EAS # _chem_comp.id EAS _chem_comp.name "5-chloro-N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-L-tryptophanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 Cl2 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 484.421 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EAS _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 6BVJ _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 EAS N1 N1 N 0 1 Y N N 38.859 31.758 18.135 5.305 -1.681 -2.470 N1 EAS 1 EAS N3 N2 N 0 1 N N N 36.100 29.000 20.650 -2.764 0.636 -0.725 N3 EAS 2 EAS C4 C1 C 0 1 Y N N 38.689 32.269 19.438 6.184 -1.396 -1.449 C4 EAS 3 EAS C5 C2 C 0 1 Y N N 37.627 32.997 20.040 7.545 -1.619 -1.268 C5 EAS 4 EAS C6 C3 C 0 1 Y N N 37.756 33.346 21.388 8.160 -1.208 -0.106 C6 EAS 5 EAS C7 C4 C 0 1 Y N N 38.932 32.976 22.078 7.435 -0.571 0.893 C7 EAS 6 EAS C8 C5 C 0 1 Y N N 39.950 32.280 21.518 6.087 -0.341 0.735 C8 EAS 7 EAS C10 C6 C 0 1 N N N 40.738 28.415 20.537 1.633 2.051 0.152 C10 EAS 8 EAS C13 C7 C 0 1 N N N 37.128 29.262 19.584 -1.793 0.271 0.315 C13 EAS 9 EAS C15 C8 C 0 1 Y N N 34.393 30.076 22.063 -4.099 -1.370 -0.412 C15 EAS 10 EAS C17 C9 C 0 1 Y N N 33.138 30.136 23.993 -5.802 -2.125 0.927 C17 EAS 11 EAS C20 C10 C 0 1 Y N N 35.125 30.910 25.644 -7.664 -0.176 0.257 C20 EAS 12 EAS C21 C11 C 0 1 Y N N 35.444 30.778 24.324 -6.426 -0.140 -0.323 C21 EAS 13 EAS C22 C12 C 0 1 Y N N 34.430 30.381 23.464 -5.479 -1.113 0.004 C22 EAS 14 EAS C24 C13 C 0 1 N N N 37.403 26.996 21.418 -1.769 2.859 -0.986 C24 EAS 15 EAS N N3 N 0 1 N N N 42.847 29.024 21.686 4.063 2.077 0.133 N EAS 16 EAS C C14 C 0 1 N N S 41.623 29.565 21.066 2.873 1.458 -0.466 C EAS 17 EAS O O1 O 0 1 N N N 41.236 27.530 19.829 1.700 2.614 1.224 O EAS 18 EAS C1 C15 C 0 1 N N N 41.944 30.514 19.856 2.899 -0.050 -0.210 C1 EAS 19 EAS C11 C16 C 0 1 N N N 38.484 27.352 20.380 -0.755 2.533 0.114 C11 EAS 20 EAS C12 C17 C 0 1 N N N 37.766 27.932 19.155 -1.375 1.525 1.086 C12 EAS 21 EAS C14 C18 C 0 1 N N N 35.499 30.302 21.091 -3.293 -0.560 -1.394 C14 EAS 22 EAS C16 C19 C 0 1 Y N N 33.119 29.626 21.779 -3.686 -2.462 0.251 C16 EAS 23 EAS C18 C20 C 0 1 Y N N 32.842 30.314 25.354 -7.068 -2.143 1.504 C18 EAS 24 EAS C19 C21 C 0 1 Y N N 33.853 30.712 26.197 -7.988 -1.174 1.168 C19 EAS 25 EAS C2 C22 C 0 1 Y N N 40.698 31.139 19.338 4.073 -0.662 -0.932 C2 EAS 26 EAS C23 C23 C 0 1 N N N 36.670 28.278 21.845 -2.177 1.567 -1.697 C23 EAS 27 EAS C3 C24 C 0 1 Y N N 40.093 31.072 18.090 4.053 -1.236 -2.145 C3 EAS 28 EAS C9 C25 C 0 1 Y N N 39.840 31.899 20.185 5.449 -0.751 -0.438 C9 EAS 29 EAS N2 N4 N 0 1 N N N 39.394 28.411 20.880 0.450 1.956 -0.487 N2 EAS 30 EAS N4 N5 N 0 1 Y N N 32.338 29.670 22.953 -4.689 -2.924 1.059 N4 EAS 31 EAS CL CL1 CL 0 0 N N N 39.156 33.420 23.743 8.233 -0.063 2.348 CL EAS 32 EAS CL1 CL2 CL 0 0 N N N 36.393 31.272 26.730 -8.841 1.033 -0.150 CL1 EAS 33 EAS H1 H1 H 0 1 N N N 38.218 31.863 17.375 5.540 -2.127 -3.299 H1 EAS 34 EAS H3 H3 H 0 1 N N N 36.749 33.272 19.475 8.118 -2.114 -2.038 H3 EAS 35 EAS H4 H4 H 0 1 N N N 36.970 33.889 21.893 9.217 -1.383 0.029 H4 EAS 36 EAS H5 H5 H 0 1 N N N 40.828 32.026 22.094 5.525 0.154 1.514 H5 EAS 37 EAS H6 H6 H 0 1 N N N 37.906 29.931 19.980 -2.248 -0.443 1.002 H6 EAS 38 EAS H7 H7 H 0 1 N N N 36.645 29.734 18.716 -0.916 -0.179 -0.149 H7 EAS 39 EAS H8 H8 H 0 1 N N N 36.443 30.974 23.964 -6.182 0.638 -1.031 H8 EAS 40 EAS H9 H9 H 0 1 N N N 36.684 26.292 20.974 -2.650 3.324 -0.542 H9 EAS 41 EAS H10 H10 H 0 1 N N N 37.875 26.532 22.297 -1.320 3.544 -1.705 H10 EAS 42 EAS H11 H11 H 0 1 N N N 42.599 28.427 22.449 4.102 3.063 -0.077 H11 EAS 43 EAS H12 H12 H 0 1 N N N 43.361 28.500 21.007 4.090 1.918 1.129 H12 EAS 44 EAS H14 H14 H 0 1 N N N 41.051 30.136 21.813 2.868 1.645 -1.540 H14 EAS 45 EAS H15 H15 H 0 1 N N N 42.416 29.929 19.053 2.993 -0.236 0.860 H15 EAS 46 EAS H16 H16 H 0 1 N N N 42.634 31.304 20.189 1.975 -0.497 -0.577 H16 EAS 47 EAS H17 H17 H 0 1 N N N 39.048 26.451 20.098 -0.494 3.445 0.651 H17 EAS 48 EAS H18 H18 H 0 1 N N N 36.988 27.235 18.811 -2.249 1.968 1.562 H18 EAS 49 EAS H19 H19 H 0 1 N N N 38.488 28.106 18.343 -0.642 1.256 1.847 H19 EAS 50 EAS H20 H20 H 0 1 N N N 36.278 30.915 21.568 -3.930 -0.259 -2.226 H20 EAS 51 EAS H21 H21 H 0 1 N N N 35.103 30.832 20.212 -2.466 -1.162 -1.770 H21 EAS 52 EAS H22 H22 H 0 1 N N N 32.775 29.293 20.811 -2.707 -2.908 0.161 H22 EAS 53 EAS H23 H23 H 0 1 N N N 31.844 30.142 25.730 -7.329 -2.914 2.214 H23 EAS 54 EAS H24 H24 H 0 1 N N N 33.672 30.867 27.250 -8.969 -1.189 1.617 H24 EAS 55 EAS H25 H25 H 0 1 N N N 37.379 28.942 22.362 -1.298 1.110 -2.152 H25 EAS 56 EAS H26 H26 H 0 1 N N N 35.851 28.013 22.529 -2.910 1.794 -2.471 H26 EAS 57 EAS H27 H27 H 0 1 N N N 40.501 30.574 17.223 3.178 -1.333 -2.771 H27 EAS 58 EAS H28 H28 H 0 1 N N N 39.034 29.132 21.472 0.397 1.507 -1.344 H28 EAS 59 EAS H29 H29 H 0 1 N N N 31.375 29.411 23.026 -4.626 -3.702 1.635 H29 EAS 60 # 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 EAS C3 N1 SING Y N 1 EAS C3 C2 DOUB Y N 2 EAS N1 C4 SING Y N 3 EAS C12 C13 SING N N 4 EAS C12 C11 SING N N 5 EAS C2 C1 SING N N 6 EAS C2 C9 SING Y N 7 EAS C4 C5 DOUB Y N 8 EAS C4 C9 SING Y N 9 EAS C13 N3 SING N N 10 EAS O C10 DOUB N N 11 EAS C1 C SING N N 12 EAS C5 C6 SING Y N 13 EAS C9 C8 DOUB Y N 14 EAS C11 N2 SING N N 15 EAS C11 C24 SING N N 16 EAS C10 N2 SING N N 17 EAS C10 C SING N N 18 EAS N3 C14 SING N N 19 EAS N3 C23 SING N N 20 EAS C N SING N N 21 EAS C14 C15 SING N N 22 EAS C6 C7 DOUB Y N 23 EAS C24 C23 SING N N 24 EAS C8 C7 SING Y N 25 EAS C16 C15 DOUB Y N 26 EAS C16 N4 SING Y N 27 EAS C15 C22 SING Y N 28 EAS C7 CL SING N N 29 EAS N4 C17 SING Y N 30 EAS C22 C17 DOUB Y N 31 EAS C22 C21 SING Y N 32 EAS C17 C18 SING Y N 33 EAS C21 C20 DOUB Y N 34 EAS C18 C19 DOUB Y N 35 EAS C20 C19 SING Y N 36 EAS C20 CL1 SING N N 37 EAS N1 H1 SING N N 38 EAS C5 H3 SING N N 39 EAS C6 H4 SING N N 40 EAS C8 H5 SING N N 41 EAS C13 H6 SING N N 42 EAS C13 H7 SING N N 43 EAS C21 H8 SING N N 44 EAS C24 H9 SING N N 45 EAS C24 H10 SING N N 46 EAS N H11 SING N N 47 EAS N H12 SING N N 48 EAS C H14 SING N N 49 EAS C1 H15 SING N N 50 EAS C1 H16 SING N N 51 EAS C11 H17 SING N N 52 EAS C12 H18 SING N N 53 EAS C12 H19 SING N N 54 EAS C14 H20 SING N N 55 EAS C14 H21 SING N N 56 EAS C16 H22 SING N N 57 EAS C18 H23 SING N N 58 EAS C19 H24 SING N N 59 EAS C23 H25 SING N N 60 EAS C23 H26 SING N N 61 EAS C3 H27 SING N N 62 EAS N2 H28 SING N N 63 EAS N4 H29 SING N N 64 # 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 EAS SMILES ACDLabs 12.01 "n5c1ccc(Cl)cc1c(CC(C(NC4CCN(Cc3c2c(ccc(Cl)c2)nc3)CC4)=O)N)c5" EAS InChI InChI 1.03 "InChI=1S/C25H27Cl2N5O/c26-17-1-3-23-20(10-17)15(12-29-23)9-22(28)25(33)31-19-5-7-32(8-6-19)14-16-13-30-24-4-2-18(27)11-21(16)24/h1-4,10-13,19,22,29-30H,5-9,14,28H2,(H,31,33)/t22-/m0/s1" EAS InChIKey InChI 1.03 BJPLGTMYTDRCKD-QFIPXVFZSA-N EAS SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1c[nH]c2ccc(Cl)cc12)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45" EAS SMILES CACTVS 3.385 "N[CH](Cc1c[nH]c2ccc(Cl)cc12)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45" EAS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Cl)c(c[nH]2)C[C@@H](C(=O)NC3CCN(CC3)Cc4c[nH]c5c4cc(cc5)Cl)N" EAS SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Cl)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 EAS "SYSTEMATIC NAME" ACDLabs 12.01 "5-chloro-N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-L-tryptophanamide" EAS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-azanyl-3-(5-chloranyl-1~{H}-indol-3-yl)-~{N}-[1-[(5-chloranyl-1~{H}-indol-3-yl)methyl]piperidin-4-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 EAS "Create component" 2017-12-17 RCSB EAS "Initial release" 2018-10-24 RCSB #