data_EC4 # _chem_comp.id EC4 _chem_comp.name "6-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 2017-12-20 _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 EC4 _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 6BVI _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 EC4 N1 N1 N 0 1 Y N N 38.711 32.297 18.436 5.630 -2.504 -0.275 N1 EC4 1 EC4 N3 N2 N 0 1 N N N 36.066 29.118 20.579 -2.986 0.313 -0.348 N3 EC4 2 EC4 C4 C1 C 0 1 Y N N 38.353 32.678 19.738 6.536 -1.469 -0.191 C4 EC4 3 EC4 C5 C2 C 0 1 Y N N 37.222 33.363 20.183 7.887 -1.353 -0.498 C5 EC4 4 EC4 C6 C3 C 0 1 Y N N 37.162 33.590 21.531 8.534 -0.152 -0.298 C6 EC4 5 EC4 C7 C4 C 0 1 Y N N 38.137 33.180 22.463 7.848 0.945 0.208 C7 EC4 6 EC4 C8 C5 C 0 1 Y N N 39.257 32.502 22.009 6.520 0.852 0.515 C8 EC4 7 EC4 C10 C6 C 0 1 N N N 40.616 28.784 20.513 1.478 1.560 0.443 C10 EC4 8 EC4 C13 C7 C 0 1 N N N 36.632 28.399 21.782 -2.075 1.234 -1.040 C13 EC4 9 EC4 C15 C8 C 0 1 Y N N 34.279 30.121 21.976 -4.686 -1.405 -0.600 C15 EC4 10 EC4 C17 C9 C 0 1 Y N N 33.081 29.983 23.946 -6.712 -1.981 0.309 C17 EC4 11 EC4 C20 C10 C 0 1 Y N N 35.109 30.756 25.580 -8.048 0.379 -0.288 C20 EC4 12 EC4 C21 C11 C 0 1 Y N N 35.403 30.696 24.242 -6.737 0.246 -0.655 C21 EC4 13 EC4 C22 C12 C 0 1 Y N N 34.368 30.301 23.394 -6.052 -0.935 -0.362 C22 EC4 14 EC4 C24 C13 C 0 1 N N N 37.872 28.147 19.149 -1.819 0.635 1.782 C24 EC4 15 EC4 N N3 N 0 1 N N N 42.694 29.166 21.664 3.657 1.786 -0.610 N EC4 16 EC4 C C14 C 0 1 N N S 41.452 29.829 21.271 2.688 0.822 -0.071 C EC4 17 EC4 O O1 O 0 1 N N N 41.042 28.259 19.470 1.556 2.741 0.709 O EC4 18 EC4 C1 C15 C 0 1 N N N 41.670 31.035 20.303 3.332 0.037 1.073 C1 EC4 19 EC4 C11 C16 C 0 1 N N N 38.494 27.484 20.393 -0.865 1.625 1.108 C11 EC4 20 EC4 C12 C17 C 0 1 N N N 37.340 27.108 21.344 -1.586 2.303 -0.060 C12 EC4 21 EC4 C14 C18 C 0 1 N N N 35.386 30.392 21.016 -3.583 -0.643 -1.290 C14 EC4 22 EC4 C16 C19 C 0 1 Y N N 32.991 29.704 21.694 -4.599 -2.641 -0.083 C16 EC4 23 EC4 C18 C20 C 0 1 Y N N 32.812 30.058 25.329 -8.045 -1.824 0.673 C18 EC4 24 EC4 C19 C21 C 0 1 Y N N 33.853 30.457 26.149 -8.703 -0.652 0.374 C19 EC4 25 EC4 C2 C22 C 0 1 Y N N 40.382 31.597 19.824 4.466 -0.796 0.535 C2 EC4 26 EC4 C23 C23 C 0 1 N N N 37.144 29.441 19.574 -2.302 -0.385 0.748 C23 EC4 27 EC4 C3 C24 C 0 1 Y N N 39.948 31.636 18.502 4.403 -2.084 0.161 C3 EC4 28 EC4 C9 C25 C 0 1 Y N N 39.378 32.247 20.634 5.846 -0.355 0.320 C9 EC4 29 EC4 N2 N4 N 0 1 N N N 39.383 28.451 21.052 0.311 0.907 0.608 N2 EC4 30 EC4 N4 N5 N 0 1 Y N N 32.251 29.621 22.893 -5.799 -3.001 0.468 N4 EC4 31 EC4 CL CL1 CL 0 0 N N N 35.791 34.461 22.114 10.221 -0.009 -0.681 CL EC4 32 EC4 CL1 CL2 CL 0 0 N N N 36.392 31.212 26.659 -8.899 1.847 -0.652 CL1 EC4 33 EC4 H1 H1 H 0 1 N N N 38.179 32.466 17.607 5.832 -3.395 -0.600 H1 EC4 34 EC4 H3 H3 H 0 1 N N N 36.446 33.692 19.508 8.429 -2.201 -0.890 H3 EC4 35 EC4 H4 H4 H 0 1 N N N 38.013 33.391 23.515 8.369 1.880 0.359 H4 EC4 36 EC4 H5 H5 H 0 1 N N N 40.021 32.176 22.699 5.993 1.709 0.908 H5 EC4 37 EC4 H6 H6 H 0 1 N N N 37.354 29.055 22.291 -1.222 0.678 -1.428 H6 EC4 38 EC4 H7 H7 H 0 1 N N N 35.814 28.148 22.473 -2.602 1.713 -1.866 H7 EC4 39 EC4 H8 H8 H 0 1 N N N 36.385 30.942 23.864 -6.234 1.051 -1.170 H8 EC4 40 EC4 H9 H9 H 0 1 N N N 37.153 27.456 18.684 -1.298 0.118 2.588 H9 EC4 41 EC4 H10 H10 H 0 1 N N N 38.665 28.391 18.427 -2.675 1.174 2.188 H10 EC4 42 EC4 H11 H11 H 0 1 N N N 42.486 28.407 22.281 3.953 2.437 0.102 H11 EC4 43 EC4 H12 H12 H 0 1 N N N 43.157 28.817 20.850 4.448 1.313 -1.020 H12 EC4 44 EC4 H14 H14 H 0 1 N N N 40.898 30.171 22.158 2.384 0.133 -0.859 H14 EC4 45 EC4 H15 H15 H 0 1 N N N 42.254 30.694 19.436 3.714 0.733 1.820 H15 EC4 46 EC4 H16 H16 H 0 1 N N N 42.226 31.822 20.834 2.587 -0.614 1.531 H16 EC4 47 EC4 H17 H17 H 0 1 N N N 39.047 26.579 20.099 -0.552 2.378 1.831 H17 EC4 48 EC4 H18 H18 H 0 1 N N N 36.627 26.452 20.822 -0.898 2.977 -0.570 H18 EC4 49 EC4 H19 H19 H 0 1 N N N 37.740 26.586 22.226 -2.438 2.868 0.318 H19 EC4 50 EC4 H20 H20 H 0 1 N N N 36.127 31.044 21.501 -3.993 -0.104 -2.144 H20 EC4 51 EC4 H21 H21 H 0 1 N N N 34.975 30.899 20.131 -2.819 -1.340 -1.633 H21 EC4 52 EC4 H22 H22 H 0 1 N N N 32.610 29.477 20.709 -3.714 -3.259 -0.098 H22 EC4 53 EC4 H23 H23 H 0 1 N N N 31.839 29.815 25.729 -8.563 -2.620 1.188 H23 EC4 54 EC4 H24 H24 H 0 1 N N N 33.705 30.539 27.216 -9.738 -0.532 0.658 H24 EC4 55 EC4 H25 H25 H 0 1 N N N 37.868 30.135 20.026 -2.993 -1.083 1.221 H25 EC4 56 EC4 H26 H26 H 0 1 N N N 36.689 29.911 18.689 -1.447 -0.933 0.352 H26 EC4 57 EC4 H27 H27 H 0 1 N N N 40.480 31.222 17.658 3.515 -2.698 0.199 H27 EC4 58 EC4 H28 H28 H 0 1 N N N 39.092 28.878 21.908 0.249 -0.037 0.395 H28 EC4 59 EC4 H29 H29 H 0 1 N N N 31.292 29.348 22.971 -5.981 -3.849 0.902 H29 EC4 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 EC4 N1 C3 SING Y N 1 EC4 N1 C4 SING Y N 2 EC4 C3 C2 DOUB Y N 3 EC4 C24 C23 SING N N 4 EC4 C24 C11 SING N N 5 EC4 O C10 DOUB N N 6 EC4 C23 N3 SING N N 7 EC4 C4 C5 DOUB Y N 8 EC4 C4 C9 SING Y N 9 EC4 C2 C1 SING N N 10 EC4 C2 C9 SING Y N 11 EC4 C5 C6 SING Y N 12 EC4 C1 C SING N N 13 EC4 C11 N2 SING N N 14 EC4 C11 C12 SING N N 15 EC4 C10 N2 SING N N 16 EC4 C10 C SING N N 17 EC4 N3 C14 SING N N 18 EC4 N3 C13 SING N N 19 EC4 C9 C8 DOUB Y N 20 EC4 C14 C15 SING N N 21 EC4 C N SING N N 22 EC4 C12 C13 SING N N 23 EC4 C6 CL SING N N 24 EC4 C6 C7 DOUB Y N 25 EC4 C16 C15 DOUB Y N 26 EC4 C16 N4 SING Y N 27 EC4 C15 C22 SING Y N 28 EC4 C8 C7 SING Y N 29 EC4 N4 C17 SING Y N 30 EC4 C22 C17 DOUB Y N 31 EC4 C22 C21 SING Y N 32 EC4 C17 C18 SING Y N 33 EC4 C21 C20 DOUB Y N 34 EC4 C18 C19 DOUB Y N 35 EC4 C20 C19 SING Y N 36 EC4 C20 CL1 SING N N 37 EC4 N1 H1 SING N N 38 EC4 C5 H3 SING N N 39 EC4 C7 H4 SING N N 40 EC4 C8 H5 SING N N 41 EC4 C13 H6 SING N N 42 EC4 C13 H7 SING N N 43 EC4 C21 H8 SING N N 44 EC4 C24 H9 SING N N 45 EC4 C24 H10 SING N N 46 EC4 N H11 SING N N 47 EC4 N H12 SING N N 48 EC4 C H14 SING N N 49 EC4 C1 H15 SING N N 50 EC4 C1 H16 SING N N 51 EC4 C11 H17 SING N N 52 EC4 C12 H18 SING N N 53 EC4 C12 H19 SING N N 54 EC4 C14 H20 SING N N 55 EC4 C14 H21 SING N N 56 EC4 C16 H22 SING N N 57 EC4 C18 H23 SING N N 58 EC4 C19 H24 SING N N 59 EC4 C23 H25 SING N N 60 EC4 C23 H26 SING N N 61 EC4 C3 H27 SING N N 62 EC4 N2 H28 SING N N 63 EC4 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 EC4 SMILES ACDLabs 12.01 "n4cc(CC(C(NC3CCN(Cc2c1c(ccc(Cl)c1)nc2)CC3)=O)N)c5c4cc(Cl)cc5" EC4 InChI InChI 1.03 "InChI=1S/C25H27Cl2N5O/c26-17-2-4-23-21(10-17)16(13-29-23)14-32-7-5-19(6-8-32)31-25(33)22(28)9-15-12-30-24-11-18(27)1-3-20(15)24/h1-4,10-13,19,22,29-30H,5-9,14,28H2,(H,31,33)/t22-/m0/s1" EC4 InChIKey InChI 1.03 AQHKBYHDRXLQLW-QFIPXVFZSA-N EC4 SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1c[nH]c2cc(Cl)ccc12)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45" EC4 SMILES CACTVS 3.385 "N[CH](Cc1c[nH]c2cc(Cl)ccc12)C(=O)NC3CCN(CC3)Cc4c[nH]c5ccc(Cl)cc45" EC4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Cl)[nH]cc2C[C@@H](C(=O)NC3CCN(CC3)Cc4c[nH]c5c4cc(cc5)Cl)N" EC4 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1Cl)[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 EC4 "SYSTEMATIC NAME" ACDLabs 12.01 "6-chloro-N-{1-[(5-chloro-1H-indol-3-yl)methyl]piperidin-4-yl}-L-tryptophanamide" EC4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-azanyl-3-(6-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 EC4 "Create component" 2017-12-20 RCSB EC4 "Initial release" 2018-10-24 RCSB #