data_ONS # _chem_comp.id ONS _chem_comp.name "(2S)-(4-{3-[(4,5-dichloro-1-methyl-1H-indole-2-carbonyl)amino]oxetan-3-yl}phenyl)(pyridin-3-yl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H21 Cl2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-07-01 _chem_comp.pdbx_modified_date 2019-07-19 _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 510.369 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ONS _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 6PLG _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 ONS O2 O1 O 0 1 N N N -9.557 1.308 -45.164 -4.795 1.497 -3.073 O2 ONS 1 ONS C19 C1 C 0 1 N N N -9.742 1.130 -46.399 -5.251 1.706 -1.828 C19 ONS 2 ONS O3 O2 O 0 1 N N N -9.477 1.974 -47.277 -5.437 2.833 -1.435 O3 ONS 3 ONS C18 C2 C 0 1 N N S -10.325 -0.153 -46.910 -5.531 0.535 -0.922 C18 ONS 4 ONS C20 C3 C 0 1 Y N N -11.797 0.047 -46.907 -6.029 1.038 0.409 C20 ONS 5 ONS C21 C4 C 0 1 Y N N -12.526 -0.308 -48.055 -7.215 0.564 0.937 C21 ONS 6 ONS N2 N1 N 0 1 Y N N -13.855 -0.126 -48.117 -7.657 0.999 2.100 N2 ONS 7 ONS C22 C5 C 0 1 Y N N -14.507 0.419 -47.078 -6.993 1.896 2.803 C22 ONS 8 ONS C23 C6 C 0 1 Y N N -13.827 0.809 -45.914 -5.800 2.415 2.339 C23 ONS 9 ONS C24 C7 C 0 1 Y N N -12.453 0.631 -45.820 -5.301 1.978 1.121 C24 ONS 10 ONS C15 C8 C 0 1 Y N N -9.728 -1.271 -46.126 -4.265 -0.256 -0.717 C15 ONS 11 ONS C16 C9 C 0 1 Y N N -10.386 -2.048 -45.175 -4.257 -1.619 -0.946 C16 ONS 12 ONS C17 C10 C 0 1 Y N N -9.684 -3.054 -44.505 -3.096 -2.345 -0.758 C17 ONS 13 ONS C14 C11 C 0 1 Y N N -8.384 -1.510 -46.375 -3.109 0.382 -0.307 C14 ONS 14 ONS C13 C12 C 0 1 Y N N -7.685 -2.503 -45.700 -1.948 -0.343 -0.120 C13 ONS 15 ONS C12 C13 C 0 1 Y N N -8.321 -3.300 -44.756 -1.942 -1.708 -0.342 C12 ONS 16 ONS C9 C14 C 0 1 N N N -7.566 -4.406 -44.028 -0.676 -2.499 -0.138 C9 ONS 17 ONS C10 C15 C 0 1 N N N -6.560 -3.914 -43.005 -0.585 -3.764 -1.012 C10 ONS 18 ONS O1 O3 O 0 1 N N N -5.471 -4.455 -43.756 -0.097 -4.414 0.179 O1 ONS 19 ONS C11 C16 C 0 1 N N N -6.365 -4.986 -44.753 -0.732 -3.463 1.062 C11 ONS 20 ONS N1 N2 N 0 1 N N N -8.465 -5.405 -43.492 0.530 -1.668 -0.174 N1 ONS 21 ONS C8 C17 C 0 1 N N N -9.255 -6.130 -44.276 1.743 -2.233 -0.006 C8 ONS 22 ONS O O4 O 0 1 N N N -9.182 -6.075 -45.498 1.844 -3.442 0.083 O ONS 23 ONS C6 C18 C 0 1 Y N N -10.362 -6.899 -43.648 2.943 -1.388 0.069 C6 ONS 24 ONS C7 C19 C 0 1 Y N N -10.875 -6.644 -42.394 2.972 -0.042 -0.118 C7 ONS 25 ONS N N3 N 0 1 Y N N -11.088 -7.916 -44.189 4.221 -1.834 0.347 N ONS 26 ONS C25 C20 C 0 1 N N N -10.853 -8.480 -45.538 4.600 -3.224 0.613 C25 ONS 27 ONS C5 C21 C 0 1 Y N N -12.050 -8.346 -43.335 5.079 -0.758 0.332 C5 ONS 28 ONS C C22 C 0 1 Y N N -13.037 -9.333 -43.402 6.449 -0.632 0.542 C ONS 29 ONS C1 C23 C 0 1 Y N N -13.898 -9.516 -42.318 7.046 0.606 0.460 C1 ONS 30 ONS C4 C24 C 0 1 Y N N -11.932 -7.558 -42.198 4.312 0.387 0.041 C4 ONS 31 ONS C3 C25 C 0 1 Y N N -12.787 -7.747 -41.129 4.937 1.640 -0.036 C3 ONS 32 ONS CL CL1 CL 0 0 N N N -12.720 -6.799 -39.607 4.003 3.059 -0.390 CL ONS 33 ONS C2 C26 C 0 1 Y N N -13.750 -8.705 -41.190 6.295 1.738 0.170 C2 ONS 34 ONS CL1 CL2 CL 0 0 N N N -14.747 -8.793 -39.710 7.071 3.287 0.072 CL1 ONS 35 ONS H1 H1 H 0 1 N N N -9.191 2.173 -45.020 -4.630 2.279 -3.618 H1 ONS 36 ONS H2 H2 H 0 1 N N N -10.005 -0.270 -47.956 -6.289 -0.103 -1.376 H2 ONS 37 ONS H3 H3 H 0 1 N N N -12.009 -0.734 -48.902 -7.787 -0.171 0.389 H3 ONS 38 ONS H4 H4 H 0 1 N N N -15.576 0.560 -47.139 -7.387 2.228 3.752 H4 ONS 39 ONS H5 H5 H 0 1 N N N -14.372 1.248 -45.091 -5.261 3.149 2.919 H5 ONS 40 ONS H6 H6 H 0 1 N N N -11.910 0.934 -44.937 -4.368 2.363 0.736 H6 ONS 41 ONS H7 H7 H 0 1 N N N -11.430 -1.875 -44.957 -5.159 -2.118 -1.270 H7 ONS 42 ONS H8 H8 H 0 1 N N N -10.201 -3.659 -43.775 -3.090 -3.411 -0.936 H8 ONS 43 ONS H9 H9 H 0 1 N N N -7.869 -0.910 -47.111 -3.114 1.448 -0.133 H9 ONS 44 ONS H10 H10 H 0 1 N N N -6.637 -2.657 -45.911 -1.045 0.155 0.201 H10 ONS 45 ONS H11 H11 H 0 1 N N N -6.529 -2.819 -42.906 -1.552 -4.136 -1.352 H11 ONS 46 ONS H12 H12 H 0 1 N N N -6.681 -4.369 -42.011 0.151 -3.696 -1.813 H12 ONS 47 ONS H13 H13 H 0 1 N N N -6.367 -6.085 -44.809 -0.110 -3.157 1.903 H13 ONS 48 ONS H14 H14 H 0 1 N N N -6.208 -4.568 -45.758 -1.743 -3.743 1.356 H14 ONS 49 ONS H15 H15 H 0 1 N N N -8.492 -5.554 -42.504 0.457 -0.712 -0.318 H15 ONS 50 ONS H16 H16 H 0 1 N N N -10.534 -5.892 -41.698 2.125 0.588 -0.346 H16 ONS 51 ONS H17 H17 H 0 1 N N N -11.575 -9.288 -45.729 4.938 -3.692 -0.312 H17 ONS 52 ONS H18 H18 H 0 1 N N N -10.979 -7.690 -46.293 5.406 -3.246 1.347 H18 ONS 53 ONS H19 H19 H 0 1 N N N -9.830 -8.881 -45.594 3.739 -3.767 1.002 H19 ONS 54 ONS H20 H20 H 0 1 N N N -13.133 -9.949 -44.284 7.043 -1.505 0.768 H20 ONS 55 ONS H21 H21 H 0 1 N N N -14.667 -10.273 -42.351 8.110 0.698 0.624 H21 ONS 56 # # 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 ONS N2 C21 DOUB Y N 1 ONS N2 C22 SING Y N 2 ONS C21 C20 SING Y N 3 ONS O3 C19 DOUB N N 4 ONS C22 C23 DOUB Y N 5 ONS C18 C20 SING N N 6 ONS C18 C19 SING N N 7 ONS C18 C15 SING N N 8 ONS C20 C24 DOUB Y N 9 ONS C19 O2 SING N N 10 ONS C14 C15 DOUB Y N 11 ONS C14 C13 SING Y N 12 ONS C15 C16 SING Y N 13 ONS C23 C24 SING Y N 14 ONS C13 C12 DOUB Y N 15 ONS C25 N SING N N 16 ONS O C8 DOUB N N 17 ONS C16 C17 DOUB Y N 18 ONS C12 C17 SING Y N 19 ONS C12 C9 SING N N 20 ONS C11 C9 SING N N 21 ONS C11 O1 SING N N 22 ONS C8 C6 SING N N 23 ONS C8 N1 SING N N 24 ONS N C6 SING Y N 25 ONS N C5 SING Y N 26 ONS C9 N1 SING N N 27 ONS C9 C10 SING N N 28 ONS O1 C10 SING N N 29 ONS C6 C7 DOUB Y N 30 ONS C C5 DOUB Y N 31 ONS C C1 SING Y N 32 ONS C5 C4 SING Y N 33 ONS C7 C4 SING Y N 34 ONS C1 C2 DOUB Y N 35 ONS C4 C3 DOUB Y N 36 ONS C2 C3 SING Y N 37 ONS C2 CL1 SING N N 38 ONS C3 CL SING N N 39 ONS O2 H1 SING N N 40 ONS C18 H2 SING N N 41 ONS C21 H3 SING N N 42 ONS C22 H4 SING N N 43 ONS C23 H5 SING N N 44 ONS C24 H6 SING N N 45 ONS C16 H7 SING N N 46 ONS C17 H8 SING N N 47 ONS C14 H9 SING N N 48 ONS C13 H10 SING N N 49 ONS C10 H11 SING N N 50 ONS C10 H12 SING N N 51 ONS C11 H13 SING N N 52 ONS C11 H14 SING N N 53 ONS N1 H15 SING N N 54 ONS C7 H16 SING N N 55 ONS C25 H17 SING N N 56 ONS C25 H18 SING N N 57 ONS C25 H19 SING N N 58 ONS C H20 SING N N 59 ONS C1 H21 SING N N 60 # # 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 ONS SMILES ACDLabs 12.01 "OC(=O)C(c1cccnc1)c2ccc(cc2)C5(NC(c3cc4c(n3C)ccc(c4Cl)Cl)=O)COC5" ONS InChI InChI 1.03 "InChI=1S/C26H21Cl2N3O4/c1-31-20-9-8-19(27)23(28)18(20)11-21(31)24(32)30-26(13-35-14-26)17-6-4-15(5-7-17)22(25(33)34)16-3-2-10-29-12-16/h2-12,22H,13-14H2,1H3,(H,30,32)(H,33,34)/t22-/m0/s1" ONS InChIKey InChI 1.03 LHTXTAIWLHZCIX-QFIPXVFZSA-N ONS SMILES_CANONICAL CACTVS 3.385 "Cn1c(cc2c(Cl)c(Cl)ccc12)C(=O)NC3(COC3)c4ccc(cc4)[C@H](C(O)=O)c5cccnc5" ONS SMILES CACTVS 3.385 "Cn1c(cc2c(Cl)c(Cl)ccc12)C(=O)NC3(COC3)c4ccc(cc4)[CH](C(O)=O)c5cccnc5" ONS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1c2ccc(c(c2cc1C(=O)NC3(COC3)c4ccc(cc4)[C@@H](c5cccnc5)C(=O)O)Cl)Cl" ONS SMILES "OpenEye OEToolkits" 2.0.7 "Cn1c2ccc(c(c2cc1C(=O)NC3(COC3)c4ccc(cc4)C(c5cccnc5)C(=O)O)Cl)Cl" # # 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 ONS "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-(4-{3-[(4,5-dichloro-1-methyl-1H-indole-2-carbonyl)amino]oxetan-3-yl}phenyl)(pyridin-3-yl)acetic acid" ONS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[4-[3-[[4,5-bis(chloranyl)-1-methyl-indol-2-yl]carbonylamino]oxetan-3-yl]phenyl]-2-pyridin-3-yl-ethanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ONS "Create component" 2019-07-01 RCSB ONS "Initial release" 2019-07-24 RCSB ##