data_G3X # _chem_comp.id G3X _chem_comp.name "(4aS,6R,8aS)-3-methoxy-11-(3-piperidin-1-ylpropyl)-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H34 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-[3-(1-piperidinyl)propyl]-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-10 _chem_comp.pdbx_modified_date 2021-03-13 _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 398.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G3X _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 3I6M _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 G3X C1 C1 C 0 1 N N N 2.576 68.097 63.232 -2.946 -1.771 -1.010 C1 G3X 1 G3X C2 C2 C 0 1 N N N 2.735 68.537 61.947 -4.174 -2.080 -1.261 C2 G3X 2 G3X C3 C3 C 0 1 N N R 4.102 68.573 61.270 -5.298 -1.857 -0.300 C3 G3X 3 G3X C4 C4 C 0 1 N N N 5.184 68.845 62.343 -4.798 -1.677 1.119 C4 G3X 4 G3X O5 O5 O 0 1 N N N 5.418 66.438 62.916 -3.869 0.572 0.943 O5 G3X 5 G3X C6 C6 C 0 1 Y N N 4.722 64.151 63.720 -2.572 2.506 0.137 C6 G3X 6 G3X C7 C7 C 0 1 Y N N 3.775 63.455 64.518 -1.408 2.853 -0.538 C7 G3X 7 G3X C8 C8 C 0 1 Y N N 2.755 64.164 65.194 -0.493 1.903 -0.941 C8 G3X 8 G3X C9 C9 C 0 1 N N N 1.469 66.279 65.783 0.477 -0.358 -1.015 C9 G3X 9 G3X N10 N10 N 0 1 N N N 1.883 67.352 66.752 0.719 -1.369 -0.007 N10 G3X 10 G3X C11 C11 C 0 1 N N N 2.397 68.625 66.140 -0.283 -2.418 0.097 C11 G3X 11 G3X C12 C12 C 0 1 N N N 3.772 68.498 65.461 -1.461 -2.071 0.961 C12 G3X 12 G3X C13 C13 C 0 1 Y N N 4.633 65.558 63.606 -2.787 1.142 0.368 C13 G3X 13 G3X C14 C14 C 0 1 Y N N 3.624 66.233 64.290 -1.835 0.190 -0.045 C14 G3X 14 G3X C15 C15 C 0 1 Y N N 2.663 65.572 65.088 -0.675 0.539 -0.669 C15 G3X 15 G3X C16 C16 C 0 1 N N N 5.487 62.121 62.738 -3.144 4.811 0.264 C16 G3X 16 G3X O17 O17 O 0 1 N N N 5.769 63.494 63.077 -3.461 3.448 0.552 O17 G3X 17 G3X O18 O18 O 0 1 N N N 4.309 67.309 60.606 -6.021 -0.688 -0.691 O18 G3X 18 G3X C19 C19 C 0 1 N N N 0.792 67.662 67.708 2.066 -1.939 -0.145 C19 G3X 19 G3X C20 C20 C 0 1 N N N 0.632 66.618 68.817 3.109 -0.863 0.161 C20 G3X 20 G3X C21 C21 C 0 1 N N N 1.841 66.592 69.748 4.512 -1.457 0.016 C21 G3X 21 G3X N22 N22 N 0 1 N N N 2.989 65.968 69.073 5.514 -0.424 0.310 N22 G3X 22 G3X C23 C23 C 0 1 N N N 3.153 64.532 69.420 5.477 0.646 -0.695 C23 G3X 23 G3X C24 C24 C 0 1 N N N 4.215 63.910 68.506 6.427 1.771 -0.280 C24 G3X 24 G3X C25 C25 C 0 1 N N N 5.522 64.714 68.598 7.847 1.212 -0.154 C25 G3X 25 G3X C26 C26 C 0 1 N N N 5.284 66.183 68.230 7.849 0.068 0.863 C26 G3X 26 G3X C27 C27 C 0 1 N N N 4.220 66.789 69.147 6.857 -1.008 0.414 C27 G3X 27 G3X C41 C41 C 0 1 N N S 5.139 67.763 63.489 -3.580 -0.801 1.228 C41 G3X 28 G3X C42 C42 C 0 1 N N S 3.717 67.619 64.198 -2.451 -1.162 0.259 C42 G3X 29 G3X H1 H1 H 0 1 N N N 1.568 68.076 63.620 -2.217 -1.975 -1.780 H1 G3X 30 G3X H2 H2 H 0 1 N N N 1.868 68.869 61.395 -4.403 -2.523 -2.219 H2 G3X 31 G3X H3 H3 H 0 1 N N N 4.161 69.375 60.520 -5.969 -2.716 -0.334 H3 G3X 32 G3X H4 H4 H 0 1 N N N 6.174 68.816 61.865 -5.597 -1.238 1.716 H4 G3X 33 G3X H4A H4A H 0 1 N N N 5.007 69.837 62.783 -4.559 -2.658 1.531 H4A G3X 34 G3X H7 H7 H 0 1 N N N 3.834 62.380 64.609 -1.213 3.894 -0.753 H7 G3X 35 G3X H8 H8 H 0 1 N N N 2.039 63.625 65.797 0.388 2.218 -1.480 H8 G3X 36 G3X H9 H9 H 0 1 N N N 0.847 66.744 65.004 1.377 0.247 -1.131 H9 G3X 37 G3X H9A H9A H 0 1 N N N 0.898 65.520 66.338 0.260 -0.850 -1.963 H9A G3X 38 G3X H11 H11 H 0 1 N N N 1.673 68.948 65.377 -0.650 -2.646 -0.903 H11 G3X 39 G3X H11A H11A H 0 0 N N N 2.486 69.372 66.942 0.193 -3.312 0.501 H11A G3X 40 G3X H12 H12 H 0 1 N N N 4.115 69.503 65.174 -1.970 -2.991 1.249 H12 G3X 41 G3X H12A H12A H 0 0 N N N 4.475 68.043 66.175 -1.102 -1.573 1.862 H12A G3X 42 G3X H16 H16 H 0 1 N N N 6.361 61.680 62.237 -2.198 5.072 0.737 H16 G3X 43 G3X H16A H16A H 0 0 N N N 5.266 61.555 63.655 -3.059 4.944 -0.815 H16A G3X 44 G3X H16B H16B H 0 0 N N N 4.619 62.081 62.064 -3.934 5.457 0.649 H16B G3X 45 G3X HO18 HO18 H 0 0 N N N 5.157 67.311 60.177 -6.404 -0.741 -1.577 HO18 G3X 46 G3X H19 H19 H 0 1 N N N 1.016 68.630 68.180 2.183 -2.768 0.553 H19 G3X 47 G3X H19A H19A H 0 0 N N N -0.152 67.710 67.145 2.204 -2.300 -1.164 H19A G3X 48 G3X H20 H20 H 0 1 N N N -0.263 66.864 69.407 2.992 -0.034 -0.537 H20 G3X 49 G3X H20A H20A H 0 0 N N N 0.521 65.626 68.355 2.971 -0.502 1.180 H20A G3X 50 G3X H21 H21 H 0 1 N N N 2.103 67.622 70.030 4.629 -2.286 0.714 H21 G3X 51 G3X H21A H21A H 0 0 N N N 1.592 66.012 70.649 4.650 -1.818 -1.003 H21A G3X 52 G3X H23 H23 H 0 1 N N N 3.471 64.441 70.469 5.786 0.248 -1.661 H23 G3X 53 G3X H23A H23A H 0 0 N N N 2.196 64.008 69.282 4.462 1.038 -0.771 H23A G3X 54 G3X H24 H24 H 0 1 N N N 4.403 62.873 68.820 6.411 2.558 -1.033 H24 G3X 55 G3X H24A H24A H 0 0 N N N 3.853 63.922 67.467 6.111 2.179 0.680 H24A G3X 56 G3X H25 H25 H 0 1 N N N 5.905 64.660 69.628 8.179 0.840 -1.123 H25 G3X 57 G3X H25A H25A H 0 0 N N N 6.257 64.284 67.902 8.521 2.001 0.183 H25A G3X 58 G3X H26 H26 H 0 1 N N N 6.224 66.743 68.345 8.849 -0.362 0.925 H26 G3X 59 G3X H26A H26A H 0 0 N N N 4.942 66.245 67.186 7.555 0.449 1.841 H26A G3X 60 G3X H27 H27 H 0 1 N N N 3.997 67.817 68.824 6.845 -1.818 1.144 H27 G3X 61 G3X H27A H27A H 0 0 N N N 4.591 66.804 70.182 7.160 -1.398 -0.557 H27A G3X 62 G3X H41 H41 H 0 1 N N N 5.880 68.099 64.229 -3.191 -0.870 2.244 H41 G3X 63 # # 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 G3X C2 C1 DOUB N N 1 G3X C1 C42 SING N N 2 G3X C1 H1 SING N N 3 G3X C3 C2 SING N N 4 G3X C2 H2 SING N N 5 G3X O18 C3 SING N N 6 G3X C3 C4 SING N N 7 G3X C3 H3 SING N N 8 G3X C4 C41 SING N N 9 G3X C4 H4 SING N N 10 G3X C4 H4A SING N N 11 G3X O5 C41 SING N N 12 G3X O5 C13 SING N N 13 G3X O17 C6 SING N N 14 G3X C13 C6 DOUB Y N 15 G3X C6 C7 SING Y N 16 G3X C7 C8 DOUB Y N 17 G3X C7 H7 SING N N 18 G3X C15 C8 SING Y N 19 G3X C8 H8 SING N N 20 G3X C15 C9 SING N N 21 G3X C9 N10 SING N N 22 G3X C9 H9 SING N N 23 G3X C9 H9A SING N N 24 G3X C11 N10 SING N N 25 G3X N10 C19 SING N N 26 G3X C12 C11 SING N N 27 G3X C11 H11 SING N N 28 G3X C11 H11A SING N N 29 G3X C42 C12 SING N N 30 G3X C12 H12 SING N N 31 G3X C12 H12A SING N N 32 G3X C13 C14 SING Y N 33 G3X C42 C14 SING N N 34 G3X C14 C15 DOUB Y N 35 G3X C16 O17 SING N N 36 G3X C16 H16 SING N N 37 G3X C16 H16A SING N N 38 G3X C16 H16B SING N N 39 G3X O18 HO18 SING N N 40 G3X C19 C20 SING N N 41 G3X C19 H19 SING N N 42 G3X C19 H19A SING N N 43 G3X C20 C21 SING N N 44 G3X C20 H20 SING N N 45 G3X C20 H20A SING N N 46 G3X N22 C21 SING N N 47 G3X C21 H21 SING N N 48 G3X C21 H21A SING N N 49 G3X N22 C27 SING N N 50 G3X N22 C23 SING N N 51 G3X C24 C23 SING N N 52 G3X C23 H23 SING N N 53 G3X C23 H23A SING N N 54 G3X C24 C25 SING N N 55 G3X C24 H24 SING N N 56 G3X C24 H24A SING N N 57 G3X C26 C25 SING N N 58 G3X C25 H25 SING N N 59 G3X C25 H25A SING N N 60 G3X C26 C27 SING N N 61 G3X C26 H26 SING N N 62 G3X C26 H26A SING N N 63 G3X C27 H27 SING N N 64 G3X C27 H27A SING N N 65 G3X C41 C42 SING N N 66 G3X C41 H41 SING N N 67 # # 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 G3X SMILES ACDLabs 11.02 "OC2C=CC41c3c(ccc(OC)c3OC1C2)CN(CC4)CCCN5CCCCC5" G3X SMILES_CANONICAL CACTVS 3.352 "COc1ccc2CN(CCCN3CCCCC3)CC[C@@]45C=C[C@H](O)C[C@@H]4Oc1c25" G3X SMILES CACTVS 3.352 "COc1ccc2CN(CCCN3CCCCC3)CC[C]45C=C[CH](O)C[CH]4Oc1c25" G3X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1ccc2c3c1O[C@@H]4[C@@]3(CC[N@](C2)CCCN5CCCCC5)C=C[C@@H](C4)O" G3X SMILES "OpenEye OEToolkits" 1.7.0 "COc1ccc2c3c1OC4C3(CCN(C2)CCCN5CCCCC5)C=CC(C4)O" G3X InChI InChI 1.03 "InChI=1S/C24H34N2O3/c1-28-20-7-6-18-17-26(14-5-13-25-11-3-2-4-12-25)15-10-24-9-8-19(27)16-21(24)29-23(20)22(18)24/h6-9,19,21,27H,2-5,10-17H2,1H3/t19-,21-,24-/m0/s1" G3X InChIKey InChI 1.03 JIMPGPISVDHAIE-PTLVVNQVSA-N # _pdbx_chem_comp_identifier.comp_id G3X _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 11.02 _pdbx_chem_comp_identifier.identifier "(4aS,6R,8aS)-3-methoxy-11-[3-(piperidin-1-yl)propyl]-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-ol (non-preferred name)" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G3X "Create component" 2009-07-10 RCSB G3X "Modify aromatic_flag" 2011-06-04 RCSB G3X "Modify descriptor" 2011-06-04 RCSB G3X "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G3X _pdbx_chem_comp_synonyms.name "(4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-[3-(1-piperidinyl)propyl]-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##