data_D3A # _chem_comp.id D3A _chem_comp.name ;(1-{[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]acetyl}piperidin-4-yl)acetic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H31 Cl N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]acetyl}-4-piperidinyl)acet ic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-11 _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 539.019 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D3A _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 3V66 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 D3A C37 C37 C 0 1 N N N 21.872 -2.133 53.091 5.279 -0.426 0.712 C37 D3A 1 D3A O36 O36 O 0 1 N N N 20.593 -1.492 52.858 4.517 0.396 1.599 O36 D3A 2 D3A C21 C21 C 0 1 Y N N 20.338 -0.275 53.456 3.838 1.436 1.045 C21 D3A 3 D3A C20 C20 C 0 1 Y N N 20.995 0.909 53.081 4.449 2.680 0.917 C20 D3A 4 D3A O34 O34 O 0 1 N N N 21.909 0.788 52.039 5.727 2.858 1.346 O34 D3A 5 D3A C35 C35 C 0 1 N N N 22.603 1.930 51.503 6.290 4.162 1.183 C35 D3A 6 D3A C19 C19 C 0 1 Y N N 20.655 2.127 53.710 3.752 3.736 0.352 C19 D3A 7 D3A C18 C18 C 0 1 Y N N 19.717 2.166 54.733 2.453 3.553 -0.084 C18 D3A 8 D3A C17 C17 C 0 1 Y N N 19.078 0.991 55.110 1.846 2.317 0.043 C17 D3A 9 D3A C8 C8 C 0 1 Y N N 19.397 -0.223 54.479 2.537 1.258 0.601 C8 D3A 10 D3A C7 C7 C 0 1 N N S 18.681 -1.489 54.961 1.874 -0.089 0.732 C7 D3A 11 D3A C1 C1 C 0 1 Y N N 17.426 -1.900 54.190 2.333 -0.961 -0.399 C1 D3A 12 D3A O6 O6 O 0 1 N N N 18.342 -1.421 56.381 0.451 0.102 0.774 O6 D3A 13 D3A C5 C5 C 0 1 N N R 17.605 -2.503 56.997 -0.286 -1.106 0.538 C5 D3A 14 D3A C4 C4 C 0 1 Y N N 17.965 -3.872 56.374 0.359 -2.258 1.256 C4 D3A 15 D3A C10 C10 C 0 1 Y N N 18.662 -4.958 56.899 -0.063 -2.904 2.355 C10 D3A 16 D3A C11 C11 C 0 1 Y N N 18.739 -5.911 55.912 0.879 -3.918 2.636 C11 D3A 17 D3A C12 C12 C 0 1 Y N N 18.104 -5.416 54.763 1.846 -3.849 1.693 C12 D3A 18 D3A N3 N3 N 0 1 Y N N 17.634 -4.135 55.022 1.533 -2.835 0.853 N3 D3A 19 D3A C2 C2 C 0 1 Y N N 16.962 -3.247 54.281 2.209 -2.344 -0.275 C2 D3A 20 D3A C13 C13 C 0 1 Y N N 15.800 -3.574 53.521 2.710 -3.182 -1.253 C13 D3A 21 D3A C14 C14 C 0 1 Y N N 15.167 -2.603 52.767 3.299 -2.639 -2.381 C14 D3A 22 D3A C15 C15 C 0 1 Y N N 15.638 -1.302 52.696 3.383 -1.266 -2.526 C15 D3A 23 D3A C16 C16 C 0 1 Y N N 16.764 -0.922 53.400 2.900 -0.426 -1.536 C16 D3A 24 D3A CL1 CL1 CL 0 0 N N N 14.778 -0.129 51.733 4.097 -0.591 -3.957 CL1 D3A 25 D3A C9 C9 C 0 1 N N N 17.782 -2.222 58.516 -1.719 -0.932 1.044 C9 D3A 26 D3A C22 C22 C 0 1 N N N 16.485 -2.458 59.308 -2.414 0.127 0.228 C22 D3A 27 D3A O24 O24 O 0 1 N N N 15.481 -2.861 58.675 -1.822 0.688 -0.670 O24 D3A 28 D3A N23 N23 N 0 1 N N N 16.437 -2.248 60.645 -3.695 0.452 0.496 N23 D3A 29 D3A C25 C25 C 0 1 N N N 15.113 -2.250 61.360 -4.424 -0.214 1.584 C25 D3A 30 D3A C26 C26 C 0 1 N N N 14.805 -0.885 62.018 -5.730 -0.786 1.025 C26 D3A 31 D3A C27 C27 C 0 1 N N N 16.020 -0.160 62.673 -6.516 0.330 0.333 C27 D3A 32 D3A C28 C28 C 0 1 N N N 17.309 -0.210 61.808 -5.695 0.887 -0.833 C28 D3A 33 D3A C29 C29 C 0 1 N N N 17.634 -1.638 61.348 -4.386 1.482 -0.291 C29 D3A 34 D3A C30 C30 C 0 1 N N N 15.678 1.298 63.070 -7.837 -0.230 -0.197 C30 D3A 35 D3A C31 C31 C 0 1 N N N 14.561 1.434 64.085 -8.665 0.891 -0.770 C31 D3A 36 D3A O32 O32 O 0 1 N N N 14.569 0.663 65.057 -9.873 0.634 -1.296 O32 D3A 37 D3A O33 O33 O 0 1 N N N 13.681 2.296 63.890 -8.241 2.023 -0.756 O33 D3A 38 D3A H1 H1 H 0 1 N N N 21.910 -3.087 52.545 5.770 -1.216 1.281 H1 D3A 39 D3A H2 H2 H 0 1 N N N 22.681 -1.476 52.738 4.616 -0.872 -0.030 H2 D3A 40 D3A H3 H3 H 0 1 N N N 21.997 -2.322 54.167 6.031 0.181 0.209 H3 D3A 41 D3A H4 H4 H 0 1 N N N 23.272 1.606 50.692 7.311 4.167 1.565 H4 D3A 42 D3A H5 H5 H 0 1 N N N 21.872 2.651 51.109 6.296 4.425 0.126 H5 D3A 43 D3A H6 H6 H 0 1 N N N 23.195 2.405 52.299 5.692 4.887 1.735 H6 D3A 44 D3A H7 H7 H 0 1 N N N 21.132 3.042 53.390 4.224 4.702 0.252 H7 D3A 45 D3A H8 H8 H 0 1 N N N 19.487 3.097 55.229 1.911 4.377 -0.524 H8 D3A 46 D3A H9 H9 H 0 1 N N N 18.333 1.011 55.892 0.831 2.178 -0.299 H9 D3A 47 D3A H10 H10 H 0 1 N N N 19.400 -2.313 54.841 2.192 -0.543 1.671 H10 D3A 48 D3A H11 H11 H 0 1 N N N 16.539 -2.338 56.779 -0.303 -1.315 -0.532 H11 D3A 49 D3A H12 H12 H 0 1 N N N 19.067 -5.036 57.897 -0.958 -2.688 2.920 H12 D3A 50 D3A H13 H13 H 0 1 N N N 19.209 -6.879 56.005 0.836 -4.620 3.456 H13 D3A 51 D3A H14 H14 H 0 1 N N N 17.998 -5.946 53.828 2.713 -4.489 1.622 H14 D3A 52 D3A H15 H15 H 0 1 N N N 15.414 -4.582 53.535 2.643 -4.253 -1.136 H15 D3A 53 D3A H16 H16 H 0 1 N N N 14.277 -2.867 52.216 3.693 -3.288 -3.149 H16 D3A 54 D3A H17 H17 H 0 1 N N N 17.132 0.092 53.351 2.968 0.645 -1.655 H17 D3A 55 D3A H18 H18 H 0 1 N N N 18.563 -2.888 58.910 -2.256 -1.876 0.947 H18 D3A 56 D3A H19 H19 H 0 1 N N N 18.092 -1.175 58.648 -1.700 -0.630 2.091 H19 D3A 57 D3A H20 H20 H 0 1 N N N 14.319 -2.481 60.635 -3.815 -1.022 1.991 H20 D3A 58 D3A H21 H21 H 0 1 N N N 15.133 -3.024 62.141 -4.648 0.509 2.369 H21 D3A 59 D3A H22 H22 H 0 1 N N N 14.393 -0.222 61.243 -5.504 -1.572 0.305 H22 D3A 60 D3A H23 H23 H 0 1 N N N 14.048 -1.050 62.799 -6.325 -1.198 1.840 H23 D3A 61 D3A H24 H24 H 0 1 N N N 16.243 -0.699 63.606 -6.720 1.128 1.047 H24 D3A 62 D3A H25 H25 H 0 1 N N N 18.152 0.173 62.403 -5.469 0.085 -1.535 H25 D3A 63 D3A H26 H26 H 0 1 N N N 17.167 0.426 60.922 -6.265 1.665 -1.340 H26 D3A 64 D3A H27 H27 H 0 1 N N N 17.892 -2.252 62.224 -4.607 2.340 0.345 H27 D3A 65 D3A H28 H28 H 0 1 N N N 18.487 -1.611 60.655 -3.753 1.794 -1.122 H28 D3A 66 D3A H29 H29 H 0 1 N N N 16.583 1.759 63.493 -7.634 -0.966 -0.976 H29 D3A 67 D3A H30 H30 H 0 1 N N N 15.381 1.840 62.160 -8.383 -0.705 0.618 H30 D3A 68 D3A H31 H31 H 0 1 N N N 13.814 0.838 65.607 -10.367 1.385 -1.651 H31 D3A 69 # # 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 D3A C35 O34 SING N N 1 D3A CL1 C15 SING N N 2 D3A O34 C20 SING N N 3 D3A C15 C14 DOUB Y N 4 D3A C15 C16 SING Y N 5 D3A C14 C13 SING Y N 6 D3A O36 C37 SING N N 7 D3A O36 C21 SING N N 8 D3A C20 C21 DOUB Y N 9 D3A C20 C19 SING Y N 10 D3A C16 C1 DOUB Y N 11 D3A C21 C8 SING Y N 12 D3A C13 C2 DOUB Y N 13 D3A C19 C18 DOUB Y N 14 D3A C1 C2 SING Y N 15 D3A C1 C7 SING N N 16 D3A C2 N3 SING N N 17 D3A C8 C7 SING N N 18 D3A C8 C17 DOUB Y N 19 D3A C18 C17 SING Y N 20 D3A C12 N3 SING Y N 21 D3A C12 C11 DOUB Y N 22 D3A C7 O6 SING N N 23 D3A N3 C4 SING Y N 24 D3A C11 C10 SING Y N 25 D3A C4 C10 DOUB Y N 26 D3A C4 C5 SING N N 27 D3A O6 C5 SING N N 28 D3A C5 C9 SING N N 29 D3A C9 C22 SING N N 30 D3A O24 C22 DOUB N N 31 D3A C22 N23 SING N N 32 D3A N23 C29 SING N N 33 D3A N23 C25 SING N N 34 D3A C29 C28 SING N N 35 D3A C25 C26 SING N N 36 D3A C28 C27 SING N N 37 D3A C26 C27 SING N N 38 D3A C27 C30 SING N N 39 D3A C30 C31 SING N N 40 D3A O33 C31 DOUB N N 41 D3A C31 O32 SING N N 42 D3A C37 H1 SING N N 43 D3A C37 H2 SING N N 44 D3A C37 H3 SING N N 45 D3A C35 H4 SING N N 46 D3A C35 H5 SING N N 47 D3A C35 H6 SING N N 48 D3A C19 H7 SING N N 49 D3A C18 H8 SING N N 50 D3A C17 H9 SING N N 51 D3A C7 H10 SING N N 52 D3A C5 H11 SING N N 53 D3A C10 H12 SING N N 54 D3A C11 H13 SING N N 55 D3A C12 H14 SING N N 56 D3A C13 H15 SING N N 57 D3A C14 H16 SING N N 58 D3A C16 H17 SING N N 59 D3A C9 H18 SING N N 60 D3A C9 H19 SING N N 61 D3A C25 H20 SING N N 62 D3A C25 H21 SING N N 63 D3A C26 H22 SING N N 64 D3A C26 H23 SING N N 65 D3A C27 H24 SING N N 66 D3A C28 H25 SING N N 67 D3A C28 H26 SING N N 68 D3A C29 H27 SING N N 69 D3A C29 H28 SING N N 70 D3A C30 H29 SING N N 71 D3A C30 H30 SING N N 72 D3A O32 H31 SING N N 73 # # 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 D3A SMILES ACDLabs 12.01 "O=C(O)CC5CCN(C(=O)CC3OC(c1cc(Cl)ccc1n2cccc23)c4cccc(OC)c4OC)CC5" D3A InChI InChI 1.03 "InChI=1S/C29H31ClN2O6/c1-36-24-7-3-5-20(29(24)37-2)28-21-16-19(30)8-9-22(21)32-12-4-6-23(32)25(38-28)17-26(33)31-13-10-18(11-14-31)15-27(34)35/h3-9,12,16,18,25,28H,10-11,13-15,17H2,1-2H3,(H,34,35)/t25-,28-/m1/s1" D3A InChIKey InChI 1.03 MSSQOQPKGAMUSY-LEAFIULHSA-N D3A SMILES_CANONICAL CACTVS 3.370 "COc1cccc([C@H]2O[C@H](CC(=O)N3CC[C@@H](CC3)CC(O)=O)c4cccn4c5ccc(Cl)cc25)c1OC" D3A SMILES CACTVS 3.370 "COc1cccc([CH]2O[CH](CC(=O)N3CC[CH](CC3)CC(O)=O)c4cccn4c5ccc(Cl)cc25)c1OC" D3A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1OC)[C@@H]2c3cc(ccc3-n4cccc4[C@H](O2)CC(=O)N5CCC(CC5)CC(=O)O)Cl" D3A SMILES "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1OC)C2c3cc(ccc3-n4cccc4C(O2)CC(=O)N5CCC(CC5)CC(=O)O)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 D3A "SYSTEMATIC NAME" ACDLabs 12.01 "(1-{[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]acetyl}piperidin-4-yl)acetic acid" D3A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[1-[2-[(4R,6S)-8-chloranyl-6-(2,3-dimethoxyphenyl)-4,6-dihydropyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethanoyl]piperidin-4-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 D3A "Create component" 2012-01-11 PDBJ D3A "Initial release" 2012-12-14 RCSB D3A "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D3A _pdbx_chem_comp_synonyms.name "2-(1-{2-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]acetyl}-4-piperidinyl)acetic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##