data_ENS # _chem_comp.id ENS _chem_comp.name ;methyl (2Z)-3-[(3-chloro-1H-indol-7-yl)amino]-2-cyano-3-{[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]amino}acrylate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H29 Cl N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;methyl (2Z)-3-[(3-chloro-1H-indol-7-yl)amino]-2-cyano-3-{[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]amino}prop-2-e noate ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-29 _chem_comp.pdbx_modified_date 2020-06-17 _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 512.989 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ENS _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 3ENS _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 ENS C1 C1 C 0 1 N N N 0.651 8.179 25.488 1.217 4.123 -0.002 C1 ENS 1 ENS C2 C2 C 0 1 Y N N 5.901 5.418 28.167 4.328 -0.075 1.760 C2 ENS 2 ENS C3 C3 C 0 1 Y N N 7.021 5.298 27.334 4.690 -1.351 1.432 C3 ENS 3 ENS C4 C4 C 0 1 Y N N 4.626 5.653 27.619 3.228 0.523 1.161 C4 ENS 4 ENS C5 C5 C 0 1 Y N N 7.711 5.344 24.923 4.057 -3.409 -0.087 C5 ENS 5 ENS C6 C6 C 0 1 Y N N 6.978 5.536 23.758 3.051 -3.542 -0.968 C6 ENS 6 ENS C7 C7 C 0 1 Y N N 6.818 5.420 25.964 3.951 -2.064 0.484 C7 ENS 7 ENS C8 C8 C 0 1 Y N N 5.586 5.654 25.412 2.836 -1.468 -0.128 C8 ENS 8 ENS C9 C9 C 0 1 Y N N 4.440 5.777 26.211 2.480 -0.163 0.221 C9 ENS 9 ENS C10 C10 C 0 1 N N N 3.418 9.643 28.428 -1.515 -0.083 0.721 C10 ENS 10 ENS C11 C11 C 0 1 N N N 1.104 7.056 25.740 1.551 2.830 -0.518 C11 ENS 11 ENS C12 C12 C 0 1 N N N 2.451 6.958 26.186 0.970 1.685 0.035 C12 ENS 12 ENS C13 C13 C 0 1 N N N 0.408 5.959 25.355 2.471 2.711 -1.589 C13 ENS 13 ENS C14 C14 C 0 1 N N N 4.693 12.729 29.280 -4.613 -0.527 0.029 C14 ENS 14 ENS C15 C15 C 0 1 N N N 0.438 9.179 29.548 -1.967 2.346 2.747 C15 ENS 15 ENS C16 C16 C 0 1 N N N 0.972 10.467 30.182 -3.109 2.315 1.748 C16 ENS 16 ENS C17 C17 C 0 1 N N N 7.261 15.151 30.094 -7.334 -2.838 -0.837 C17 ENS 17 ENS C18 C18 C 0 1 N N N 6.915 14.515 31.438 -7.004 -2.280 -2.247 C18 ENS 18 ENS C19 C19 C 0 1 N N N 1.542 8.244 29.030 -1.270 1.010 2.924 C19 ENS 19 ENS C20 C20 C 0 1 N N N 1.785 11.316 29.199 -2.587 2.069 0.331 C20 ENS 20 ENS C21 C21 C 0 1 N N N 6.215 14.596 29.130 -6.839 -1.690 0.076 C21 ENS 21 ENS C22 C22 C 0 1 N N N 6.321 13.164 31.050 -5.688 -1.508 -2.014 C22 ENS 22 ENS C23 C23 C 0 1 N N S 2.399 8.861 27.898 -0.533 0.608 1.643 C23 ENS 23 ENS C24 C24 C 0 1 N N N -1.398 4.920 24.481 4.028 3.609 -3.132 C24 ENS 24 ENS C25 C25 C 0 1 N N N 4.179 11.461 29.928 -3.423 -0.063 -0.771 C25 ENS 25 ENS N26 N26 N 0 1 N N N 0.168 9.426 25.265 0.952 5.149 0.408 N26 ENS 26 ENS N27 N27 N 0 1 Y N N 5.674 5.728 24.065 2.310 -2.391 -1.006 N27 ENS 27 ENS N28 N28 N 0 1 N N N 3.149 10.809 29.109 -2.475 0.617 0.115 N28 ENS 28 ENS N29 N29 N 0 1 N N N 5.670 13.428 29.785 -5.621 -1.182 -0.582 N29 ENS 29 ENS N30 N30 N 0 1 N N N 3.226 6.058 25.648 1.372 0.448 -0.378 N30 ENS 30 ENS N31 N31 N 0 1 N N N 3.009 7.765 27.153 -0.000 1.804 0.987 N31 ENS 31 ENS O32 O32 O 0 1 N N N 4.705 9.216 28.289 -1.426 -1.278 0.529 O32 ENS 32 ENS O33 O33 O 0 1 N N N 1.001 4.727 25.418 2.681 1.623 -2.092 O33 ENS 33 ENS O34 O34 O 0 1 N N N 4.203 13.060 28.062 -4.665 -0.311 1.221 O34 ENS 34 ENS O35 O35 O 0 1 N N N -0.750 6.126 24.851 3.115 3.803 -2.050 O35 ENS 35 ENS CL36 CL36 CL 0 0 N N N 9.436 5.087 25.062 5.255 -4.604 0.301 CL36 ENS 36 ENS H2 H2 H 0 1 N N N 6.017 5.330 29.237 4.899 0.471 2.497 H2 ENS 37 ENS H3 H3 H 0 1 N N N 8.005 5.118 27.741 5.548 -1.808 1.904 H3 ENS 38 ENS H4 H4 H 0 1 N N N 3.774 5.741 28.277 2.954 1.532 1.432 H4 ENS 39 ENS H6 H6 H 0 1 N N N 7.387 5.533 22.759 2.856 -4.425 -1.558 H6 ENS 40 ENS H15 H15 H 0 1 N N N -0.140 8.636 30.311 -1.232 3.080 2.413 H15 ENS 41 ENS H15A H15A H 0 0 N N N -0.172 9.473 28.681 -2.358 2.665 3.713 H15A ENS 42 ENS H16 H16 H 0 1 N N N 0.116 11.063 30.531 -3.800 1.516 2.019 H16 ENS 43 ENS H16A H16A H 0 0 N N N 1.639 10.181 31.008 -3.636 3.268 1.775 H16A ENS 44 ENS H17 H17 H 0 1 N N N 7.209 16.248 30.148 -8.406 -2.996 -0.721 H17 ENS 45 ENS H17A H17A H 0 0 N N N 8.288 14.918 29.775 -6.782 -3.758 -0.643 H17A ENS 46 ENS H18 H18 H 0 1 N N N 7.807 14.397 32.070 -6.854 -3.092 -2.958 H18 ENS 47 ENS H18A H18A H 0 0 N N N 6.224 15.129 32.035 -7.790 -1.606 -2.588 H18A ENS 48 ENS H19 H19 H 0 1 N N N 2.209 8.004 29.871 -0.553 1.084 3.742 H19 ENS 49 ENS H19A H19A H 0 0 N N N 1.045 7.356 28.613 -2.011 0.248 3.165 H19A ENS 50 ENS H20 H20 H 0 1 N N N 1.315 11.271 28.206 -3.283 2.493 -0.394 H20 ENS 51 ENS H20A H20A H 0 0 N N N 1.810 12.356 29.556 -1.607 2.532 0.216 H20A ENS 52 ENS H21 H21 H 0 1 N N N 5.428 15.339 28.936 -7.591 -0.904 0.139 H21 ENS 53 ENS H21A H21A H 0 0 N N N 6.654 14.347 28.152 -6.603 -2.070 1.070 H21A ENS 54 ENS H22 H22 H 0 1 N N N 7.101 12.395 30.948 -4.839 -2.132 -2.292 H22 ENS 55 ENS H22A H22A H 0 0 N N N 5.629 12.770 31.809 -5.686 -0.591 -2.603 H22A ENS 56 ENS H23 H23 H 0 1 N N N 1.762 9.487 27.256 0.282 -0.073 1.888 H23 ENS 57 ENS H24 H24 H 0 1 N N N -1.566 4.912 23.394 4.475 4.565 -3.405 H24 ENS 58 ENS H24A H24A H 0 0 N N N -0.767 4.064 24.761 4.811 2.916 -2.827 H24A ENS 59 ENS H24B H24B H 0 0 N N N -2.364 4.849 25.001 3.494 3.200 -3.990 H24B ENS 60 ENS H25 H25 H 0 1 N N N 5.021 10.764 30.057 -2.937 -0.923 -1.232 H25 ENS 61 ENS H25A H25A H 0 0 N N N 3.730 11.728 30.896 -3.754 0.627 -1.547 H25A ENS 62 ENS HN27 HN27 H 0 0 N N N 4.925 5.892 23.423 1.533 -2.247 -1.567 HN27 ENS 63 ENS HN31 HN31 H 0 0 N N N 3.277 7.119 27.868 -0.337 2.681 1.229 HN31 ENS 64 ENS H29 H29 H 0 1 N N N 2.933 5.573 24.824 0.890 -0.007 -1.086 H29 ENS 65 # # 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 ENS C1 C11 SING N N 1 ENS C1 N26 TRIP N N 2 ENS C2 C3 DOUB Y N 3 ENS C2 C4 SING Y N 4 ENS C2 H2 SING N N 5 ENS C3 C7 SING Y N 6 ENS C3 H3 SING N N 7 ENS C4 C9 DOUB Y N 8 ENS C4 H4 SING N N 9 ENS C5 C6 DOUB Y N 10 ENS C5 C7 SING Y N 11 ENS C5 CL36 SING N N 12 ENS C6 N27 SING Y N 13 ENS C6 H6 SING N N 14 ENS C7 C8 DOUB Y N 15 ENS C8 C9 SING Y N 16 ENS C8 N27 SING Y N 17 ENS C9 N30 SING N N 18 ENS C10 C23 SING N N 19 ENS C10 N28 SING N N 20 ENS C10 O32 DOUB N N 21 ENS C11 C12 DOUB N Z 22 ENS C11 C13 SING N N 23 ENS C12 N30 SING N N 24 ENS C12 N31 SING N N 25 ENS C13 O33 DOUB N N 26 ENS C13 O35 SING N N 27 ENS C14 C25 SING N N 28 ENS C14 N29 SING N N 29 ENS C14 O34 DOUB N N 30 ENS C15 C16 SING N N 31 ENS C15 C19 SING N N 32 ENS C15 H15 SING N N 33 ENS C15 H15A SING N N 34 ENS C16 C20 SING N N 35 ENS C16 H16 SING N N 36 ENS C16 H16A SING N N 37 ENS C17 C18 SING N N 38 ENS C17 C21 SING N N 39 ENS C17 H17 SING N N 40 ENS C17 H17A SING N N 41 ENS C18 C22 SING N N 42 ENS C18 H18 SING N N 43 ENS C18 H18A SING N N 44 ENS C19 C23 SING N N 45 ENS C19 H19 SING N N 46 ENS C19 H19A SING N N 47 ENS C20 N28 SING N N 48 ENS C20 H20 SING N N 49 ENS C20 H20A SING N N 50 ENS C21 N29 SING N N 51 ENS C21 H21 SING N N 52 ENS C21 H21A SING N N 53 ENS C22 N29 SING N N 54 ENS C22 H22 SING N N 55 ENS C22 H22A SING N N 56 ENS C23 N31 SING N N 57 ENS C23 H23 SING N N 58 ENS C24 O35 SING N N 59 ENS C24 H24 SING N N 60 ENS C24 H24A SING N N 61 ENS C24 H24B SING N N 62 ENS C25 N28 SING N N 63 ENS C25 H25 SING N N 64 ENS C25 H25A SING N N 65 ENS N27 HN27 SING N N 66 ENS N31 HN31 SING N N 67 ENS N30 H29 SING N N 68 # # 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 ENS SMILES ACDLabs 10.04 "N#C/C(C(=O)OC)=C(\NC2C(=O)N(CC(=O)N1CCCC1)CCCC2)Nc3cccc4c3ncc4Cl" ENS SMILES_CANONICAL CACTVS 3.341 "COC(=O)C(/C#N)=C(N[C@H]1CCCCN(CC(=O)N2CCCC2)C1=O)\Nc3cccc4c(Cl)c[nH]c34" ENS SMILES CACTVS 3.341 "COC(=O)C(C#N)=C(N[CH]1CCCCN(CC(=O)N2CCCC2)C1=O)Nc3cccc4c(Cl)c[nH]c34" ENS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)C(=C(Nc1cccc2c1[nH]cc2Cl)N[C@H]3CCCCN(C3=O)CC(=O)N4CCCC4)C#N" ENS SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)C(=C(Nc1cccc2c1[nH]cc2Cl)NC3CCCCN(C3=O)CC(=O)N4CCCC4)C#N" ENS InChI InChI 1.03 "InChI=1S/C25H29ClN6O4/c1-36-25(35)17(13-27)23(29-19-9-6-7-16-18(26)14-28-22(16)19)30-20-8-2-3-12-32(24(20)34)15-21(33)31-10-4-5-11-31/h6-7,9,14,20,28-30H,2-5,8,10-12,15H2,1H3/b23-17+/t20-/m0/s1" ENS InChIKey InChI 1.03 QDGDCWKBZPDHTQ-UZXYXVAJSA-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 ENS "SYSTEMATIC NAME" ACDLabs 10.04 "methyl (2Z)-3-[(3-chloro-1H-indol-7-yl)amino]-2-cyano-3-{[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]amino}prop-2-enoate" ENS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 3-[(3-chloro-1H-indol-7-yl)amino]-2-cyano-3-[[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-yl-ethyl)azepan-3-yl]amino]prop-2-enoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ENS "Create component" 2008-09-29 RCSB ENS "Modify descriptor" 2011-06-04 RCSB ENS "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ENS _pdbx_chem_comp_synonyms.name "methyl (2Z)-3-[(3-chloro-1H-indol-7-yl)amino]-2-cyano-3-{[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]amino}prop-2-enoate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##