data_S2A # _chem_comp.id S2A _chem_comp.name "(1R,3A'S,10'S,10A'R)-7-METHOXY-2-OXO-10',10A'-DIHYDRO-2H,3A'H-SPIRO[NAPHTHALENE-1,3'-PENTALENO[1,2-B]NAPHTHALEN]-10'-YL 2,6-DIDEOXY-2-(METHYLAMINO)-ALPHA-D-GALACTOPYRANOSIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H33 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "SPIROCYCLIC ALKENE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-10 _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 539.618 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S2A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _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 S2A C10 C10 C 0 1 Y N N -5.952 -0.867 1.799 -3.598 -0.015 0.896 C10 S2A 1 S2A C11 C11 C 0 1 N N R -4.310 1.141 1.048 -1.727 0.379 2.684 C11 S2A 2 S2A CW9 CW9 C 0 1 N N S -4.477 -0.392 1.436 -2.688 -0.623 1.959 CW9 S2A 3 S2A C22 C22 C 0 1 Y N N -6.134 2.628 2.304 -2.815 2.724 2.718 C22 S2A 4 S2A C25 C25 C 0 1 N N N -3.970 -1.097 0.141 -1.724 -1.631 1.374 C25 S2A 5 S2A C12 C12 C 0 1 N N S -3.994 1.186 -0.489 -0.278 0.017 2.242 C12 S2A 6 S2A C23 C23 C 0 1 Y N N -5.497 2.134 1.152 -1.807 1.840 2.360 C23 S2A 7 S2A CW5 CW5 C 0 1 Y N N -6.282 -1.271 3.101 -4.969 0.166 1.155 CW5 S2A 8 S2A C24 C24 C 0 1 N N N -3.731 -0.231 -0.874 -0.442 -1.284 1.526 C24 S2A 9 S2A CW8 CW8 C 0 1 N N N -3.443 -0.660 2.582 -3.464 -1.376 3.054 CW8 S2A 10 S2A C14 C14 C 0 1 Y N N -5.965 2.499 -0.112 -0.702 2.273 1.627 C14 S2A 11 S2A CW1 CW1 C 0 1 Y N N -6.943 -0.839 0.808 -3.092 0.422 -0.344 CW1 S2A 12 S2A CW2 CW2 C 0 1 Y N N -8.258 -1.192 1.101 -3.919 1.031 -1.289 CW2 S2A 13 S2A C16 C16 C 0 1 Y N N -7.696 3.840 0.863 -1.614 4.503 1.549 C16 S2A 14 S2A CW3 CW3 C 0 1 Y N N -8.582 -1.599 2.403 -5.268 1.215 -1.015 CW3 S2A 15 S2A CW4 CW4 C 0 1 Y N N -7.599 -1.640 3.396 -5.793 0.785 0.202 CW4 S2A 16 S2A C21 C21 C 0 1 Y N N -7.232 3.488 2.163 -2.731 4.065 2.311 C21 S2A 17 S2A CW7 CW7 C 0 1 N N N -3.914 -1.056 3.957 -4.880 -1.018 3.301 CW7 S2A 18 S2A C15 C15 C 0 1 Y N N -7.063 3.332 -0.257 -0.599 3.592 1.210 C15 S2A 19 S2A C20 C20 C 0 1 Y N N -7.880 3.999 3.286 -3.738 4.984 2.643 C20 S2A 20 S2A C13 C13 C 0 1 N N S -5.170 1.869 -1.229 0.247 1.152 1.339 C13 S2A 21 S2A CW6 CW6 C 0 1 N N N -5.227 -1.328 4.206 -5.558 -0.286 2.415 CW6 S2A 22 S2A C18 C18 C 0 1 Y N N -9.423 5.207 1.842 -2.557 6.744 1.484 C18 S2A 23 S2A C17 C17 C 0 1 Y N N -8.784 4.695 0.717 -1.545 5.845 1.145 C17 S2A 24 S2A C19 C19 C 0 1 Y N N -8.979 4.861 3.124 -3.651 6.315 2.231 C19 S2A 25 S2A C26 C26 C 0 1 N N R -4.827 2.941 -3.577 2.539 0.826 0.913 C26 S2A 26 S2A OW7 OW7 O 0 1 N N N -5.879 2.077 -4.154 2.347 1.076 -0.482 OW7 S2A 27 S2A C30 C30 C 0 1 N N R -7.264 2.364 -3.780 2.521 2.452 -0.852 C30 S2A 28 S2A C29 C29 C 0 1 N N R -7.578 3.819 -4.168 3.941 2.925 -0.516 C29 S2A 29 S2A OW5 OW5 O 0 1 N N N -7.492 3.981 -5.557 4.895 2.197 -1.293 OW5 S2A 30 S2A C28 C28 C 0 1 N N R -6.591 4.767 -3.542 4.239 2.686 0.969 C28 S2A 31 S2A OW4 OW4 O 0 1 N N N -6.899 6.089 -3.954 5.604 2.995 1.240 OW4 S2A 32 S2A C27 C27 C 0 1 N N R -5.146 4.404 -3.927 3.958 1.226 1.343 C27 S2A 33 S2A NW1 NW1 N 0 1 N N N -4.219 5.283 -3.234 4.159 0.997 2.756 NW1 S2A 34 S2A C31 C31 C 0 1 N N N -8.219 1.377 -4.467 2.193 2.565 -2.337 C31 S2A 35 S2A OW3 OW3 O 0 1 N N N -4.707 2.887 -2.124 1.570 1.507 1.708 OW3 S2A 36 S2A CN CN C 0 1 N N N -3.506 6.461 -3.785 3.878 -0.389 3.096 CN S2A 37 S2A OW2 OW2 O 0 1 N N N -9.196 -1.108 0.072 -3.401 1.450 -2.476 OW2 S2A 38 S2A CM CM C 0 1 N N N -9.278 0.028 -0.819 -4.301 2.070 -3.394 CM S2A 39 S2A OW1 OW1 O 0 1 N N N -2.242 -0.494 2.362 -2.940 -2.215 3.789 OW1 S2A 40 S2A H11 H11 H 0 1 N N N -3.567 1.469 1.790 -1.787 0.272 3.777 H11 S2A 41 S2A H22 H22 H 0 1 N N N -5.782 2.348 3.286 -3.661 2.370 3.303 H22 S2A 42 S2A H25 H25 H 0 1 N N N -3.824 -2.164 0.061 -2.038 -2.537 0.872 H25 S2A 43 S2A H12 H12 H 0 1 N N N -3.115 1.788 -0.761 0.364 -0.126 3.122 H12 S2A 44 S2A H24 H24 H 0 1 N N N -3.388 -0.533 -1.853 0.389 -1.873 1.163 H24 S2A 45 S2A HW1 HW1 H 0 1 N N N -6.683 -0.540 -0.197 -2.039 0.301 -0.583 HW1 S2A 46 S2A HW3 HW3 H 0 1 N N N -9.597 -1.882 2.640 -5.919 1.692 -1.743 HW3 S2A 47 S2A HW4 HW4 H 0 1 N N N -7.857 -1.958 4.395 -6.853 0.933 0.396 HW4 S2A 48 S2A HW7 HW7 H 0 1 N N N -3.197 -1.126 4.762 -5.347 -1.378 4.210 HW7 S2A 49 S2A H15 H15 H 0 1 N N N -7.424 3.584 -1.243 0.260 3.908 0.623 H15 S2A 50 S2A H20 H20 H 0 1 N N N -7.540 3.734 4.276 -4.603 4.672 3.224 H20 S2A 51 S2A H13 H13 H 0 1 N N N -5.744 1.159 -1.842 0.227 0.900 0.273 H13 S2A 52 S2A HW6 HW6 H 0 1 N N N -5.529 -1.590 5.209 -6.597 -0.039 2.611 HW6 S2A 53 S2A H18 H18 H 0 1 N N N -10.265 5.874 1.726 -2.492 7.780 1.165 H18 S2A 54 S2A H17 H17 H 0 1 N N N -9.133 4.961 -0.270 -0.701 6.205 0.560 H17 S2A 55 S2A H19 H19 H 0 1 N N N -9.483 5.258 3.993 -4.437 7.016 2.494 H19 S2A 56 S2A H26 H26 H 0 1 N N N -3.884 2.569 -4.003 2.389 -0.247 1.071 H26 S2A 57 S2A H30 H30 H 0 1 N N N -7.401 2.243 -2.695 1.788 3.058 -0.305 H30 S2A 58 S2A H29 H29 H 0 1 N N N -8.595 4.040 -3.811 4.073 3.983 -0.765 H29 S2A 59 S2A HOW5 HOW5 H 0 0 N N N -7.473 4.907 -5.768 5.708 2.168 -0.769 HOW5 S2A 60 S2A H28 H28 H 0 1 N N N -6.667 4.691 -2.447 3.624 3.362 1.575 H28 S2A 61 S2A HOW4 HOW4 H 0 0 N N N -6.968 6.651 -3.191 5.891 3.612 0.549 HOW4 S2A 62 S2A H27 H27 H 0 1 N N N -5.039 4.530 -5.015 4.676 0.593 0.807 H27 S2A 63 S2A HNW1 HNW1 H 0 0 N N N -4.763 5.662 -2.485 5.124 1.217 2.989 HNW1 S2A 64 S2A H311 1H31 H 0 0 N N N -8.447 1.733 -5.482 1.534 1.749 -2.648 H311 S2A 65 S2A H312 2H31 H 0 0 N N N -7.744 0.387 -4.524 1.692 3.514 -2.549 H312 S2A 66 S2A H313 3H31 H 0 0 N N N -9.150 1.304 -3.886 3.107 2.517 -2.936 H313 S2A 67 S2A HN1 1HN H 0 1 N N N -3.329 7.192 -2.982 2.894 -0.676 2.718 HN1 S2A 68 S2A HN2 2HN H 0 1 N N N -2.542 6.141 -4.208 3.892 -0.522 4.181 HN2 S2A 69 S2A HN3 3HN H 0 1 N N N -4.118 6.924 -4.574 4.631 -1.046 2.652 HN3 S2A 70 S2A HM1 1HM H 0 1 N N N -9.299 0.956 -0.229 -4.009 1.820 -4.417 HM1 S2A 71 S2A HM2 2HM H 0 1 N N N -8.402 0.036 -1.484 -4.277 3.154 -3.252 HM2 S2A 72 S2A HM3 3HM H 0 1 N N N -10.196 -0.044 -1.421 -5.312 1.702 -3.205 HM3 S2A 73 # # 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 S2A C10 CW1 SING Y N 1 S2A C10 CW9 SING N N 2 S2A C10 CW5 DOUB Y N 3 S2A C11 C12 SING N N 4 S2A C11 C23 SING N N 5 S2A C11 CW9 SING N N 6 S2A C11 H11 SING N N 7 S2A CW9 C25 SING N N 8 S2A CW9 CW8 SING N N 9 S2A C22 C23 DOUB Y N 10 S2A C22 C21 SING Y N 11 S2A C22 H22 SING N N 12 S2A C25 C24 DOUB N N 13 S2A C25 H25 SING N N 14 S2A C12 C13 SING N N 15 S2A C12 C24 SING N N 16 S2A C12 H12 SING N N 17 S2A C23 C14 SING Y N 18 S2A CW5 CW4 SING Y N 19 S2A CW5 CW6 SING N N 20 S2A C24 H24 SING N N 21 S2A CW8 OW1 DOUB N N 22 S2A CW8 CW7 SING N N 23 S2A C14 C13 SING N N 24 S2A C14 C15 DOUB Y N 25 S2A CW1 CW2 DOUB Y N 26 S2A CW1 HW1 SING N N 27 S2A CW2 OW2 SING N N 28 S2A CW2 CW3 SING Y N 29 S2A C16 C15 SING Y N 30 S2A C16 C17 DOUB Y N 31 S2A C16 C21 SING Y N 32 S2A CW3 CW4 DOUB Y N 33 S2A CW3 HW3 SING N N 34 S2A CW4 HW4 SING N N 35 S2A C21 C20 DOUB Y N 36 S2A CW7 CW6 DOUB N N 37 S2A CW7 HW7 SING N N 38 S2A C15 H15 SING N N 39 S2A C20 C19 SING Y N 40 S2A C20 H20 SING N N 41 S2A C13 OW3 SING N N 42 S2A C13 H13 SING N N 43 S2A CW6 HW6 SING N N 44 S2A C18 C17 SING Y N 45 S2A C18 C19 DOUB Y N 46 S2A C18 H18 SING N N 47 S2A C17 H17 SING N N 48 S2A C19 H19 SING N N 49 S2A C26 OW7 SING N N 50 S2A C26 C27 SING N N 51 S2A C26 OW3 SING N N 52 S2A C26 H26 SING N N 53 S2A OW7 C30 SING N N 54 S2A C30 C31 SING N N 55 S2A C30 C29 SING N N 56 S2A C30 H30 SING N N 57 S2A C29 OW5 SING N N 58 S2A C29 C28 SING N N 59 S2A C29 H29 SING N N 60 S2A OW5 HOW5 SING N N 61 S2A C28 OW4 SING N N 62 S2A C28 C27 SING N N 63 S2A C28 H28 SING N N 64 S2A OW4 HOW4 SING N N 65 S2A C27 NW1 SING N N 66 S2A C27 H27 SING N N 67 S2A NW1 CN SING N N 68 S2A NW1 HNW1 SING N N 69 S2A C31 H311 SING N N 70 S2A C31 H312 SING N N 71 S2A C31 H313 SING N N 72 S2A CN HN1 SING N N 73 S2A CN HN2 SING N N 74 S2A CN HN3 SING N N 75 S2A OW2 CM SING N N 76 S2A CM HM1 SING N N 77 S2A CM HM2 SING N N 78 S2A CM HM3 SING N N 79 # # 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 S2A SMILES ACDLabs 10.04 "O=C7C=Cc1ccc(OC)cc1C76C=CC5C(OC2OC(C(O)C(O)C2NC)C)c4cc3ccccc3cc4C56" S2A SMILES_CANONICAL CACTVS 3.341 "CN[C@@H]1[C@@H](O)[C@@H](O)[C@@H](C)O[C@@H]1O[C@H]2[C@@H]3C=C[C@]4([C@@H]3c5cc6ccccc6cc25)C(=O)C=Cc7ccc(OC)cc47" S2A SMILES CACTVS 3.341 "CN[CH]1[CH](O)[CH](O)[CH](C)O[CH]1O[CH]2[CH]3C=C[C]4([CH]3c5cc6ccccc6cc25)C(=O)C=Cc7ccc(OC)cc47" S2A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2c3cc4ccccc4cc3[C@@H]5[C@H]2C=C[C@]56c7cc(ccc7C=CC6=O)OC)NC)O)O" S2A SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(C(C(O1)OC2c3cc4ccccc4cc3C5C2C=CC56c7cc(ccc7C=CC6=O)OC)NC)O)O" S2A InChI InChI 1.03 "InChI=1S/C33H33NO6/c1-17-29(36)30(37)28(34-2)32(39-17)40-31-22-12-13-33(25-16-21(38-3)10-8-18(25)9-11-26(33)35)27(22)23-14-19-6-4-5-7-20(19)15-24(23)31/h4-17,22,27-32,34,36-37H,1-3H3/t17-,22-,27+,28-,29+,30-,31+,32-,33-/m1/s1" S2A InChIKey InChI 1.03 JDIJVHOCLRRXFM-ILPMIGAWSA-N # _pdbx_chem_comp_identifier.comp_id S2A _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 10.04 _pdbx_chem_comp_identifier.identifier "(1R,3a'S,10'S,10a'R)-7-methoxy-2-oxo-10',10a'-dihydro-2H,3a'H-spiro[naphthalene-1,3'-pentaleno[1,2-b]naphthalen]-10'-yl 2,6-dideoxy-2-(methylamino)-alpha-D-galactopyranoside" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S2A "Create component" 2007-01-10 RCSB S2A "Modify descriptor" 2011-06-04 RCSB S2A "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S2A _pdbx_chem_comp_synonyms.name "SPIROCYCLIC ALKENE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##