data_XX6 # _chem_comp.id XX6 _chem_comp.name "2-{[(2R)-2-HYDROXY-3-(9-PHENANTHRYLOXY)PROPYL]AMINO}PROPANE-1,3-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(R)-DIHYDROXY-PHENANTHRENOLOL" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-06-19 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 341.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XX6 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 XX6 O4 O4 O 0 1 N N N 28.386 57.822 86.411 7.304 -0.820 -0.034 O4 XX6 1 XX6 C19 C19 C 0 1 N N N 29.101 58.504 87.374 6.875 0.194 0.877 C19 XX6 2 XX6 C18 C18 C 0 1 N N N 28.164 58.872 88.499 5.611 0.864 0.336 C18 XX6 3 XX6 C20 C20 C 0 1 N N N 28.624 60.293 88.763 5.876 1.386 -1.078 C20 XX6 4 XX6 O3 O3 O 0 1 N N N 27.650 61.107 89.386 6.350 0.317 -1.899 O3 XX6 5 XX6 N N N 0 1 N N N 28.340 58.127 89.790 4.515 -0.114 0.299 N XX6 6 XX6 C17 C17 C 0 1 N N N 27.629 56.831 90.145 3.210 0.556 0.370 C17 XX6 7 XX6 C16 C16 C 0 1 N N R 26.163 56.771 89.810 2.096 -0.493 0.330 C16 XX6 8 XX6 O2 O2 O 0 1 N N N 26.097 56.297 88.468 2.167 -1.308 1.501 O2 XX6 9 XX6 C15 C15 C 0 1 N N N 25.475 55.778 90.716 0.737 0.208 0.277 C15 XX6 10 XX6 O1 O1 O 0 1 N N N 24.164 55.514 90.258 -0.296 -0.767 0.122 O1 XX6 11 XX6 C10 C10 C 0 1 Y N N 23.407 54.653 90.970 -1.572 -0.308 0.058 C10 XX6 12 XX6 C5 C5 C 0 1 Y N N 22.196 54.270 90.381 -2.675 -1.254 -0.100 C5 XX6 13 XX6 C6 C6 C 0 1 Y N N 21.883 54.738 89.089 -2.443 -2.632 -0.188 C6 XX6 14 XX6 C1 C1 C 0 1 Y N N 20.737 54.343 88.445 -3.497 -3.487 -0.335 C1 XX6 15 XX6 C2 C2 C 0 1 Y N N 19.899 53.451 89.088 -4.800 -3.008 -0.400 C2 XX6 16 XX6 C3 C3 C 0 1 Y N N 20.174 52.965 90.367 -5.058 -1.669 -0.318 C3 XX6 17 XX6 C4 C4 C 0 1 Y N N 21.361 53.355 91.013 -4.000 -0.770 -0.166 C4 XX6 18 XX6 C7 C7 C 0 1 Y N N 21.675 52.910 92.301 -4.230 0.675 -0.074 C7 XX6 19 XX6 C11 C11 C 0 1 Y N N 20.821 51.998 92.972 -5.522 1.205 -0.135 C11 XX6 20 XX6 C12 C12 C 0 1 Y N N 21.193 51.567 94.246 -5.706 2.555 -0.047 C12 XX6 21 XX6 C13 C13 C 0 1 Y N N 22.360 51.987 94.868 -4.621 3.411 0.103 C13 XX6 22 XX6 C14 C14 C 0 1 Y N N 23.193 52.872 94.198 -3.349 2.925 0.166 C14 XX6 23 XX6 C8 C8 C 0 1 Y N N 22.868 53.323 92.909 -3.125 1.542 0.079 C8 XX6 24 XX6 C9 C9 C 0 1 Y N N 23.730 54.215 92.249 -1.813 1.022 0.146 C9 XX6 25 XX6 H4 H4 H 0 1 N N N 27.503 57.665 86.724 8.102 -1.288 0.246 H4 XX6 26 XX6 H191 1H19 H 0 0 N N N 29.910 57.866 87.758 6.661 -0.255 1.847 H191 XX6 27 XX6 H192 2H19 H 0 0 N N N 29.542 59.413 86.940 7.663 0.940 0.988 H192 XX6 28 XX6 H18 H18 H 0 1 N N N 27.121 58.675 88.210 5.334 1.696 0.984 H18 XX6 29 XX6 H201 1H20 H 0 0 N N N 29.502 60.248 89.424 4.952 1.784 -1.497 H201 XX6 30 XX6 H202 2H20 H 0 0 N N N 28.842 60.746 87.785 6.627 2.175 -1.039 H202 XX6 31 XX6 H H H 0 1 N N N 29.313 57.899 89.820 4.613 -0.794 1.038 H XX6 32 XX6 H3 H3 H 0 1 N N N 27.914 61.290 90.280 6.539 0.576 -2.811 H3 XX6 33 XX6 H171 1H17 H 0 0 N N N 28.126 56.021 89.590 3.141 1.123 1.298 H171 XX6 34 XX6 H172 2H17 H 0 0 N N N 27.691 56.744 91.240 3.102 1.232 -0.478 H172 XX6 35 XX6 H16 H16 H 0 1 N N N 25.677 57.750 89.933 2.217 -1.118 -0.555 H16 XX6 36 XX6 H2 H2 H 0 1 N N N 26.082 57.036 87.871 2.067 -0.817 2.329 H2 XX6 37 XX6 H151 1H15 H 0 0 N N N 26.049 54.840 90.724 0.578 0.762 1.202 H151 XX6 38 XX6 H152 2H15 H 0 0 N N N 25.419 56.201 91.730 0.716 0.897 -0.567 H152 XX6 39 XX6 H9 H9 H 0 1 N N N 24.634 54.557 92.731 -0.982 1.702 0.267 H9 XX6 40 XX6 H6 H6 H 0 1 N N N 22.558 55.421 88.596 -1.435 -3.016 -0.139 H6 XX6 41 XX6 H1 H1 H 0 1 N N N 20.496 54.719 87.462 -3.315 -4.549 -0.403 H1 XX6 42 XX6 HA HA H 0 1 N N N 19.003 53.120 88.584 -5.618 -3.703 -0.517 HA XX6 43 XX6 HB HB H 0 1 N N N 19.482 52.296 90.856 -6.074 -1.308 -0.370 HB XX6 44 XX6 H11 H11 H 0 1 N N N 19.910 51.647 92.511 -6.371 0.549 -0.252 H11 XX6 45 XX6 H12 H12 H 0 1 N N N 20.546 50.878 94.769 -6.705 2.962 -0.095 H12 XX6 46 XX6 H13 H13 H 0 1 N N N 22.615 51.632 95.855 -4.788 4.476 0.170 H13 XX6 47 XX6 H14 H14 H 0 1 N N N 24.100 53.217 94.673 -2.516 3.602 0.282 H14 XX6 48 # # 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 XX6 O4 C19 SING N N 1 XX6 O4 H4 SING N N 2 XX6 C19 C18 SING N N 3 XX6 C19 H191 SING N N 4 XX6 C19 H192 SING N N 5 XX6 C18 C20 SING N N 6 XX6 C18 N SING N N 7 XX6 C18 H18 SING N N 8 XX6 C20 O3 SING N N 9 XX6 C20 H201 SING N N 10 XX6 C20 H202 SING N N 11 XX6 O3 H3 SING N N 12 XX6 N C17 SING N N 13 XX6 N H SING N N 14 XX6 C17 C16 SING N N 15 XX6 C17 H171 SING N N 16 XX6 C17 H172 SING N N 17 XX6 C16 O2 SING N N 18 XX6 C16 C15 SING N N 19 XX6 C16 H16 SING N N 20 XX6 O2 H2 SING N N 21 XX6 C15 O1 SING N N 22 XX6 C15 H151 SING N N 23 XX6 C15 H152 SING N N 24 XX6 O1 C10 SING N N 25 XX6 C10 C5 SING Y N 26 XX6 C10 C9 DOUB Y N 27 XX6 C5 C6 SING Y N 28 XX6 C5 C4 DOUB Y N 29 XX6 C6 C1 DOUB Y N 30 XX6 C6 H6 SING N N 31 XX6 C1 C2 SING Y N 32 XX6 C1 H1 SING N N 33 XX6 C2 C3 DOUB Y N 34 XX6 C2 HA SING N N 35 XX6 C3 C4 SING Y N 36 XX6 C3 HB SING N N 37 XX6 C4 C7 SING Y N 38 XX6 C7 C11 SING Y N 39 XX6 C7 C8 DOUB Y N 40 XX6 C11 H11 SING N N 41 XX6 C11 C12 DOUB Y N 42 XX6 C12 H12 SING N N 43 XX6 C12 C13 SING Y N 44 XX6 C13 H13 SING N N 45 XX6 C13 C14 DOUB Y N 46 XX6 C14 H14 SING N N 47 XX6 C14 C8 SING Y N 48 XX6 C8 C9 SING Y N 49 XX6 C9 H9 SING N N 50 # # 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 XX6 SMILES ACDLabs 10.04 "OCC(NCC(O)COc2cc3c(c1c2cccc1)cccc3)CO" XX6 SMILES_CANONICAL CACTVS 3.341 "OCC(CO)NC[C@@H](O)COc1cc2ccccc2c3ccccc13" XX6 SMILES CACTVS 3.341 "OCC(CO)NC[CH](O)COc1cc2ccccc2c3ccccc13" XX6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cc(c3c2cccc3)OC[C@@H](CNC(CO)CO)O" XX6 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)cc(c3c2cccc3)OCC(CNC(CO)CO)O" XX6 InChI InChI 1.03 "InChI=1S/C20H23NO4/c22-11-15(12-23)21-10-16(24)13-25-20-9-14-5-1-2-6-17(14)18-7-3-4-8-19(18)20/h1-9,15-16,21-24H,10-13H2/t16-/m1/s1" XX6 InChIKey InChI 1.03 WXMOCMHFWHZBSU-MRXNPFEDSA-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 XX6 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{[(2R)-2-hydroxy-3-(phenanthren-9-yloxy)propyl]amino}propane-1,3-diol" XX6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R)-2-hydroxy-3-phenanthren-9-yloxy-propyl]amino]propane-1,3-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XX6 "Create component" 2007-06-19 RCSB XX6 "Modify descriptor" 2011-06-04 RCSB XX6 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XX6 _pdbx_chem_comp_synonyms.name "(R)-DIHYDROXY-PHENANTHRENOLOL" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##