data_HUW # _chem_comp.id HUW _chem_comp.name "HUPRINE W" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 Cl N2 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-06 _chem_comp.pdbx_modified_date 2014-09-05 _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 314.809 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HUW _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 4BDT _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 HUW O1 O1 O 0 1 N N N -1.509 -40.007 -54.522 -2.862 4.129 0.437 O1 HUW 1 HUW CL1 CL1 CL 0 0 N N N 0.103 -32.137 -46.830 5.489 0.617 0.794 CL1 HUW 2 HUW C1 C1 C 0 1 Y N N -0.950 -32.767 -48.035 3.915 0.258 0.157 C1 HUW 3 HUW N1 N1 N 0 1 Y N N -0.718 -33.894 -51.449 0.712 -1.014 1.260 N1 HUW 4 HUW C3 C3 C 0 1 Y N N -1.259 -33.594 -50.258 1.676 -0.528 0.475 C3 HUW 5 HUW C4 C4 C 0 1 Y N N -1.489 -34.402 -52.489 -0.496 -1.302 0.807 C4 HUW 6 HUW N2 N2 N 0 1 N N N -4.722 -34.497 -50.943 -0.173 -0.394 -2.738 N2 HUW 7 HUW C14 C14 C 0 1 Y N N -3.385 -34.311 -51.149 0.131 -0.600 -1.401 C14 HUW 8 HUW C2 C2 C 0 1 Y N N -0.421 -33.093 -49.274 2.953 -0.235 0.985 C2 HUW 9 HUW C17 C17 C 0 1 Y N N -2.307 -32.942 -47.784 3.653 0.485 -1.193 C17 HUW 10 HUW C15 C15 C 0 1 Y N N -2.623 -33.783 -50.039 1.416 -0.302 -0.898 C15 HUW 11 HUW C5 C5 C 0 1 N N N -0.705 -34.697 -53.759 -1.487 -1.857 1.801 C5 HUW 12 HUW C13 C13 C 0 1 Y N N -2.816 -34.610 -52.359 -0.824 -1.105 -0.523 C13 HUW 13 HUW C6 C6 C 0 1 N N S -1.465 -35.681 -54.658 -2.912 -1.717 1.264 C6 HUW 14 HUW C7 C7 C 0 1 N N N -1.523 -37.038 -53.973 -3.297 -0.269 1.208 C7 HUW 15 HUW C12 C12 C 0 1 N N N -2.875 -35.082 -54.845 -2.960 -2.337 -0.136 C12 HUW 16 HUW C8 C8 C 0 1 N N N -2.596 -37.488 -53.326 -3.326 0.436 0.122 C8 HUW 17 HUW C9 C9 C 0 1 N N N -3.879 -36.678 -53.208 -2.979 -0.108 -1.234 C9 HUW 18 HUW C18 C18 C 0 1 N N N -2.601 -38.849 -52.667 -3.730 1.884 0.226 C18 HUW 19 HUW C11 C11 C 0 1 N N S -3.640 -35.181 -53.509 -2.188 -1.412 -1.080 C11 HUW 20 HUW C10 C10 C 0 1 N N N -1.378 -39.661 -53.138 -2.478 2.756 0.340 C10 HUW 21 HUW C16 C16 C 0 1 Y N N -3.149 -33.447 -48.779 2.427 0.213 -1.721 C16 HUW 22 HUW H1 H1 H 0 1 N N N -0.749 -40.506 -54.797 -2.117 4.741 0.513 H1 HUW 23 HUW H101 H101 H 0 0 N N N -1.302 -40.581 -52.540 -1.855 2.615 -0.544 H101 HUW 24 HUW H102 H102 H 0 0 N N N -0.468 -39.058 -53.000 -1.917 2.472 1.229 H102 HUW 25 HUW H181 H181 H 0 0 N N N -3.522 -39.384 -52.941 -4.292 2.169 -0.664 H181 HUW 26 HUW H182 H182 H 0 0 N N N -2.559 -38.726 -51.575 -4.353 2.025 1.109 H182 HUW 27 HUW H7 H7 H 0 1 N N N -0.648 -37.670 -54.014 -3.569 0.217 2.133 H7 HUW 28 HUW H91C H91C H 0 0 N N N -4.616 -37.072 -53.923 -3.896 -0.304 -1.791 H91C HUW 29 HUW H92C H92C H 0 0 N N N -4.271 -36.778 -52.185 -2.375 0.620 -1.773 H92C HUW 30 HUW H6 H6 H 0 1 N N N -0.962 -35.768 -55.632 -3.600 -2.249 1.921 H6 HUW 31 HUW H51C H51C H 0 0 N N N 0.267 -35.134 -53.488 -1.270 -2.910 1.977 H51C HUW 32 HUW H52C H52C H 0 0 N N N -0.544 -33.758 -54.309 -1.402 -1.309 2.739 H52C HUW 33 HUW H121 H121 H 0 0 N N N -2.791 -34.027 -55.146 -2.493 -3.322 -0.121 H121 HUW 34 HUW H122 H122 H 0 0 N N N -3.415 -35.643 -55.622 -3.995 -2.424 -0.467 H122 HUW 35 HUW H2 H2 H 0 1 N N N 0.632 -32.958 -49.471 3.170 -0.401 2.030 H2 HUW 36 HUW H17 H17 H 0 1 N N N -2.712 -32.687 -46.816 4.431 0.882 -1.829 H17 HUW 37 HUW H16 H16 H 0 1 N N N -4.202 -33.579 -48.580 2.235 0.393 -2.769 H16 HUW 38 HUW H21N H21N H 0 0 N N N -5.140 -34.863 -51.774 -1.059 -0.602 -3.071 H21N HUW 39 HUW H22N H22N H 0 0 N N N -4.857 -35.142 -50.191 0.501 -0.041 -3.339 H22N HUW 40 HUW H11 H11 H 0 1 N N N -4.603 -34.654 -53.586 -2.084 -1.891 -2.054 H11 HUW 41 # 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 HUW O1 C10 SING N N 1 HUW C10 C18 SING N N 2 HUW C18 C8 SING N N 3 HUW C8 C7 DOUB N N 4 HUW C8 C9 SING N N 5 HUW C7 C6 SING N N 6 HUW C6 C5 SING N N 7 HUW C6 C12 SING N N 8 HUW C5 C4 SING N N 9 HUW C4 N1 SING Y N 10 HUW C4 C13 DOUB Y N 11 HUW N1 C3 DOUB Y N 12 HUW C3 C2 SING Y N 13 HUW C3 C15 SING Y N 14 HUW C2 C1 DOUB Y N 15 HUW C1 CL1 SING N N 16 HUW C1 C17 SING Y N 17 HUW C17 C16 DOUB Y N 18 HUW C16 C15 SING Y N 19 HUW C15 C14 DOUB Y N 20 HUW C14 N2 SING N N 21 HUW C14 C13 SING Y N 22 HUW C13 C11 SING N N 23 HUW C11 C12 SING N N 24 HUW C11 C9 SING N N 25 HUW O1 H1 SING N N 26 HUW C10 H101 SING N N 27 HUW C10 H102 SING N N 28 HUW C18 H181 SING N N 29 HUW C18 H182 SING N N 30 HUW C7 H7 SING N N 31 HUW C9 H91C SING N N 32 HUW C9 H92C SING N N 33 HUW C6 H6 SING N N 34 HUW C5 H51C SING N N 35 HUW C5 H52C SING N N 36 HUW C12 H121 SING N N 37 HUW C12 H122 SING N N 38 HUW C2 H2 SING N N 39 HUW C17 H17 SING N N 40 HUW C16 H16 SING N N 41 HUW N2 H21N SING N N 42 HUW N2 H22N SING N N 43 HUW C11 H11 SING N N 44 # 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 HUW SMILES ACDLabs 12.01 "Clc2ccc1c(N)c3c(nc1c2)CC4C=C(CC3C4)CCO" HUW InChI InChI 1.03 "InChI=1S/C18H19ClN2O/c19-13-1-2-14-15(9-13)21-16-8-11-5-10(3-4-22)6-12(7-11)17(16)18(14)20/h1-2,5,9,11-12,22H,3-4,6-8H2,(H2,20,21)/t11-,12+/m0/s1" HUW InChIKey InChI 1.03 GAOPELPOAHCRBF-NWDGAFQWSA-N HUW SMILES_CANONICAL CACTVS 3.385 "Nc1c2ccc(Cl)cc2nc3C[C@@H]4C[C@@H](CC(=C4)CCO)c13" HUW SMILES CACTVS 3.385 "Nc1c2ccc(Cl)cc2nc3C[CH]4C[CH](CC(=C4)CCO)c13" HUW SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1Cl)nc3c(c2N)[C@H]4C[C@@H](C3)C=C(C4)CCO" HUW SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1Cl)nc3c(c2N)C4CC(C3)C=C(C4)CCO" # 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 HUW "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(7S,11S)-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-9-yl]ethanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HUW "Create component" 2012-10-06 EBI HUW "Initial release" 2013-05-29 RCSB HUW "Modify descriptor" 2014-09-05 RCSB #