data_NCS # _chem_comp.id NCS _chem_comp.name "SPIRO[[7-METHOXY-5-METHYL-1,2-DIHYDRO-NAPHTHALENE]-3,1'-[5-HYDROXY-9-[2-METHYLAMINO-2,6-DIDEOXYGALACTOPYRANOSYL-OXY]-5-(2-OXO-[1,3]DIOXOLAN-4-YL)-3A,5,9,9A-TETRAHYDRO-3H-1-OXA-CYCLOPENTA[A]-S-INDACEN-2-ONE]]" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H36 N O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 662.660 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NCS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2NEO _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 NCS C1 C1 C 0 1 Y N N 4.113 -5.244 -8.972 0.921 -0.291 0.463 C1 NCS 1 NCS C2 C2 C 0 1 Y N N 5.168 -5.245 -8.114 0.740 -1.562 0.975 C2 NCS 2 NCS C3 C3 C 0 1 Y N N 6.304 -4.602 -8.494 -0.489 -2.208 0.834 C3 NCS 3 NCS C4 C4 C 0 1 Y N N 6.354 -3.972 -9.755 -1.516 -1.568 0.136 C4 NCS 4 NCS C5 C5 C 0 1 Y N N 5.303 -3.972 -10.619 -1.319 -0.318 -0.400 C5 NCS 5 NCS C6 C6 C 0 1 Y N N 4.165 -4.606 -10.229 -0.095 0.320 -0.251 C6 NCS 6 NCS C7 C7 C 0 1 N N N 7.580 -4.413 -7.837 -0.974 -3.521 1.297 C7 NCS 7 NCS C8 C8 C 0 1 N N N 8.351 -3.664 -8.734 -2.226 -3.724 0.927 C8 NCS 8 NCS C9 C9 C 0 1 N N R 7.648 -3.332 -10.029 -2.694 -2.511 0.157 C9 NCS 9 NCS O9 O9 O 0 1 N N N 8.308 -4.002 -11.073 -3.804 -1.902 0.820 O9 NCS 10 NCS C10 C10 C 0 1 N N R 2.879 -4.782 -10.919 0.351 1.685 -0.738 C10 NCS 11 NCS C11 C11 C 0 1 N N R 2.227 -5.940 -10.163 1.655 1.992 0.048 C11 NCS 12 NCS C12 C12 C 0 1 N N R 2.815 -5.899 -8.752 2.143 0.602 0.480 C12 NCS 13 NCS C13 C13 C 0 1 N N R 7.537 -1.827 -10.278 -3.081 -2.907 -1.270 C13 NCS 14 NCS O14 O14 O 0 1 N N N 8.797 -1.221 -10.114 -3.576 -1.750 -2.005 O14 NCS 15 NCS C15 C15 C 0 1 N N N 8.738 -0.269 -9.154 -4.846 -1.977 -2.371 C15 NCS 16 NCS O15 O15 O 0 1 N N N 9.688 0.422 -8.808 -5.507 -1.174 -2.998 O15 NCS 17 NCS O16 O16 O 0 1 N N N 7.495 -0.180 -8.624 -5.316 -3.167 -1.984 O16 NCS 18 NCS C17 C17 C 0 1 N N N 6.658 -1.129 -9.240 -4.275 -3.881 -1.256 C17 NCS 19 NCS O18 O18 O 0 1 N N N 2.599 -7.083 -10.896 1.254 2.780 1.204 O18 NCS 20 NCS C19 C19 C 0 1 N N N 2.919 -6.780 -12.176 0.186 3.528 0.860 C19 NCS 21 NCS O19 O19 O 0 1 N N N 3.167 -7.595 -13.057 -0.075 4.629 1.283 O19 NCS 22 NCS C20 C20 C 0 1 N N S 2.961 -5.263 -12.368 -0.624 2.750 -0.145 C20 NCS 23 NCS C21 C21 C 0 1 N N N 1.677 -4.760 -13.032 -0.997 3.678 -1.271 C21 NCS 24 NCS O21 O21 O 0 1 N N N 0.622 -5.336 -12.793 -0.142 4.279 -1.890 O21 NCS 25 NCS C22 C22 C 0 1 N N N 1.757 -3.517 -13.794 -2.362 3.834 -1.590 C22 NCS 26 NCS C23 C23 C 0 1 N N N 2.960 -2.884 -14.052 -3.329 3.175 -0.920 C23 NCS 27 NCS C24 C24 C 0 1 Y N N 4.149 -3.600 -13.847 -3.046 2.254 0.182 C24 NCS 28 NCS C25 C25 C 0 1 Y N N 4.205 -4.797 -13.086 -1.721 2.027 0.586 C25 NCS 29 NCS C26 C26 C 0 1 Y N N 5.416 -5.498 -12.982 -1.448 1.165 1.618 C26 NCS 30 NCS C27 C27 C 0 1 Y N N 6.528 -5.012 -13.645 -2.490 0.511 2.270 C27 NCS 31 NCS O27 O27 O 0 1 N N N 7.724 -5.695 -13.569 -2.221 -0.342 3.291 O27 NCS 32 NCS C28 C28 C 0 1 Y N N 6.467 -3.845 -14.385 -3.806 0.728 1.876 C28 NCS 33 NCS C29 C29 C 0 1 Y N N 5.297 -3.116 -14.493 -4.089 1.591 0.842 C29 NCS 34 NCS C30 C30 C 0 1 N N N 5.290 -1.841 -15.302 -5.517 1.822 0.420 C30 NCS 35 NCS C31 C31 C 0 1 N N N 7.653 -6.825 -14.404 -0.817 -0.255 3.541 C31 NCS 36 NCS "O1'" O1* O 0 1 N N N 1.993 -5.072 -7.965 3.121 0.115 -0.441 "O1'" NCS 37 NCS "C1'" C1* C 0 1 N N R 0.928 -5.765 -7.360 4.399 0.331 0.163 "C1'" NCS 38 NCS "C2'" C2* C 0 1 N N R 0.235 -4.809 -6.388 5.495 0.097 -0.880 "C2'" NCS 39 NCS "N2'" N2* N 1 1 N N N -0.270 -3.609 -7.043 5.330 1.048 -1.987 "N2'" NCS 40 NCS C2M C2M C 0 1 N N N -0.608 -3.899 -8.432 5.553 2.414 -1.497 C2M NCS 41 NCS "C3'" C3* C 0 1 N N R 1.241 -4.459 -5.291 5.382 -1.336 -1.413 "C3'" NCS 42 NCS "O3'" O3* O 0 1 N N N 0.661 -3.565 -4.375 6.488 -1.615 -2.274 "O3'" NCS 43 NCS "C4'" C4* C 0 1 N N R 1.695 -5.752 -4.613 5.395 -2.304 -0.224 "C4'" NCS 44 NCS "O4'" O4* O 0 1 N N N 0.591 -6.462 -4.111 6.671 -2.256 0.418 "O4'" NCS 45 NCS "C5'" C5* C 0 1 N N R 2.414 -6.538 -5.710 4.305 -1.890 0.767 "C5'" NCS 46 NCS C5M C5M C 0 1 N N N 3.062 -7.809 -5.162 4.288 -2.869 1.943 C5M NCS 47 NCS "O5'" O5* O 0 1 N N N 1.456 -6.880 -6.682 4.567 -0.574 1.252 "O5'" NCS 48 NCS H2 H2 H 0 1 N N N 5.088 -5.733 -7.153 1.543 -2.046 1.510 H2 NCS 49 NCS H5 H5 H 0 1 N N N 5.374 -3.476 -11.575 -2.118 0.169 -0.938 H5 NCS 50 NCS H7 H7 H 0 1 N N N 7.876 -4.769 -6.861 -0.382 -4.225 1.864 H7 NCS 51 NCS H8 H8 H 0 1 N N N 9.367 -3.351 -8.545 -2.814 -4.604 1.139 H8 NCS 52 NCS HO9 HO9 H 0 1 N N N 8.576 -4.842 -10.726 -3.534 -1.751 1.736 HO9 NCS 53 NCS H10 H10 H 0 1 N N N 2.258 -3.896 -10.784 0.446 1.744 -1.822 H10 NCS 54 NCS H11 H11 H 0 1 N N N 1.148 -5.788 -10.128 2.392 2.512 -0.564 H11 NCS 55 NCS H12 H12 H 0 1 N N N 2.954 -6.875 -8.287 2.562 0.646 1.485 H12 NCS 56 NCS H13 H13 H 0 1 N N N 7.130 -1.652 -11.274 -2.230 -3.352 -1.786 H13 NCS 57 NCS H171 1H17 H 0 0 N N N 5.824 -0.644 -9.748 -4.017 -4.808 -1.768 H171 NCS 58 NCS H172 2H17 H 0 0 N N N 6.276 -1.830 -8.498 -4.592 -4.082 -0.233 H172 NCS 59 NCS H22 H22 H 0 1 N N N 0.852 -3.108 -14.219 -2.640 4.500 -2.394 H22 NCS 60 NCS H23 H23 H 0 1 N N N 2.968 -1.942 -14.580 -4.358 3.335 -1.208 H23 NCS 61 NCS H26 H26 H 0 1 N N N 5.478 -6.410 -12.406 -0.427 0.995 1.925 H26 NCS 62 NCS H28 H28 H 0 1 N N N 7.356 -3.496 -14.891 -4.611 0.218 2.385 H28 NCS 63 NCS H301 1H30 H 0 0 N N N 6.271 -1.392 -15.272 -5.790 1.101 -0.349 H301 NCS 64 NCS H302 2H30 H 0 0 N N N 5.030 -2.068 -16.326 -6.175 1.701 1.282 H302 NCS 65 NCS H303 3H30 H 0 0 N N N 4.573 -1.144 -14.893 -5.620 2.833 0.024 H303 NCS 66 NCS H311 1H31 H 0 0 N N N 8.602 -7.361 -14.392 -0.573 0.742 3.907 H311 NCS 67 NCS H312 2H31 H 0 0 N N N 6.867 -7.500 -14.067 -0.535 -0.996 4.290 H312 NCS 68 NCS H313 3H31 H 0 0 N N N 7.437 -6.527 -15.430 -0.271 -0.447 2.618 H313 NCS 69 NCS "H1'" H1* H 0 1 N N N 0.214 -6.093 -8.115 4.458 1.355 0.530 "H1'" NCS 70 NCS "H2'" H2* H 0 1 N N N -0.621 -5.331 -5.962 6.472 0.239 -0.419 "H2'" NCS 71 NCS HN21 1HN2 H 0 0 N N N -1.117 -3.269 -6.545 4.396 0.972 -2.360 HN21 NCS 72 NCS HN22 2HN2 H 0 0 N N N 0.458 -2.867 -7.021 6.000 0.838 -2.713 HN22 NCS 73 NCS HM21 1HM2 H 0 0 N N N 0.307 -4.079 -8.997 5.431 3.120 -2.318 HM21 NCS 74 NCS HM22 2HM2 H 0 0 N N N -1.137 -3.050 -8.866 4.830 2.641 -0.713 HM22 NCS 75 NCS HM23 3HM2 H 0 0 N N N -1.238 -4.787 -8.477 6.562 2.496 -1.094 HM23 NCS 76 NCS "H3'" H3* H 0 1 N N N 2.131 -3.993 -5.715 4.450 -1.448 -1.966 "H3'" NCS 77 NCS "HO3'" *HO3 H 0 0 N N N 0.659 -2.714 -4.793 6.377 -2.524 -2.586 "HO3'" NCS 78 NCS "H4'" H4* H 0 1 N N N 2.380 -5.544 -3.791 5.201 -3.317 -0.577 "H4'" NCS 79 NCS "HO4'" *HO4 H 0 0 N N N 0.150 -5.881 -3.505 6.635 -2.878 1.157 "HO4'" NCS 80 NCS "H5'" H5* H 0 1 N N N 3.193 -5.902 -6.131 3.336 -1.906 0.268 "H5'" NCS 81 NCS HM51 1HM5 H 0 0 N N N 3.626 -8.312 -5.948 5.214 -2.773 2.509 HM51 NCS 82 NCS HM52 2HM5 H 0 0 N N N 2.298 -8.490 -4.785 3.440 -2.645 2.590 HM52 NCS 83 NCS HM53 3HM5 H 0 0 N N N 3.744 -7.562 -4.349 4.197 -3.888 1.565 HM53 NCS 84 # 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 NCS C1 C2 DOUB Y N 1 NCS C1 C6 SING Y N 2 NCS C1 C12 SING N N 3 NCS C2 C3 SING Y N 4 NCS C2 H2 SING N N 5 NCS C3 C4 DOUB Y N 6 NCS C3 C7 SING N N 7 NCS C4 C5 SING Y N 8 NCS C4 C9 SING N N 9 NCS C5 C6 DOUB Y N 10 NCS C5 H5 SING N N 11 NCS C6 C10 SING N N 12 NCS C7 C8 DOUB N N 13 NCS C7 H7 SING N N 14 NCS C8 C9 SING N N 15 NCS C8 H8 SING N N 16 NCS C9 O9 SING N N 17 NCS C9 C13 SING N N 18 NCS O9 HO9 SING N N 19 NCS C10 C11 SING N N 20 NCS C10 C20 SING N N 21 NCS C10 H10 SING N N 22 NCS C11 C12 SING N N 23 NCS C11 O18 SING N N 24 NCS C11 H11 SING N N 25 NCS C12 "O1'" SING N N 26 NCS C12 H12 SING N N 27 NCS C13 O14 SING N N 28 NCS C13 C17 SING N N 29 NCS C13 H13 SING N N 30 NCS O14 C15 SING N N 31 NCS C15 O15 DOUB N N 32 NCS C15 O16 SING N N 33 NCS O16 C17 SING N N 34 NCS C17 H171 SING N N 35 NCS C17 H172 SING N N 36 NCS O18 C19 SING N N 37 NCS C19 O19 DOUB N N 38 NCS C19 C20 SING N N 39 NCS C20 C21 SING N N 40 NCS C20 C25 SING N N 41 NCS C21 O21 DOUB N N 42 NCS C21 C22 SING N N 43 NCS C22 C23 DOUB N N 44 NCS C22 H22 SING N N 45 NCS C23 C24 SING N N 46 NCS C23 H23 SING N N 47 NCS C24 C25 DOUB Y N 48 NCS C24 C29 SING Y N 49 NCS C25 C26 SING Y N 50 NCS C26 C27 DOUB Y N 51 NCS C26 H26 SING N N 52 NCS C27 O27 SING N N 53 NCS C27 C28 SING Y N 54 NCS O27 C31 SING N N 55 NCS C28 C29 DOUB Y N 56 NCS C28 H28 SING N N 57 NCS C29 C30 SING N N 58 NCS C30 H301 SING N N 59 NCS C30 H302 SING N N 60 NCS C30 H303 SING N N 61 NCS C31 H311 SING N N 62 NCS C31 H312 SING N N 63 NCS C31 H313 SING N N 64 NCS "O1'" "C1'" SING N N 65 NCS "C1'" "C2'" SING N N 66 NCS "C1'" "O5'" SING N N 67 NCS "C1'" "H1'" SING N N 68 NCS "C2'" "N2'" SING N N 69 NCS "C2'" "C3'" SING N N 70 NCS "C2'" "H2'" SING N N 71 NCS "N2'" C2M SING N N 72 NCS "N2'" HN21 SING N N 73 NCS "N2'" HN22 SING N N 74 NCS C2M HM21 SING N N 75 NCS C2M HM22 SING N N 76 NCS C2M HM23 SING N N 77 NCS "C3'" "O3'" SING N N 78 NCS "C3'" "C4'" SING N N 79 NCS "C3'" "H3'" SING N N 80 NCS "O3'" "HO3'" SING N N 81 NCS "C4'" "O4'" SING N N 82 NCS "C4'" "C5'" SING N N 83 NCS "C4'" "H4'" SING N N 84 NCS "O4'" "HO4'" SING N N 85 NCS "C5'" C5M SING N N 86 NCS "C5'" "O5'" SING N N 87 NCS "C5'" "H5'" SING N N 88 NCS C5M HM51 SING N N 89 NCS C5M HM52 SING N N 90 NCS C5M HM53 SING N N 91 # 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 NCS SMILES ACDLabs 10.04 "O=C1OCC(O1)C3(O)c2cc7c(cc2C=C3)C(OC4OC(C(O)C(O)C4[NH2+]C)C)C8OC(=O)C6(c5cc(OC)cc(c5C=CC6=O)C)C78" NCS SMILES_CANONICAL CACTVS 3.341 "C[NH2+][C@@H]1[C@@H](O)[C@@H](O)[C@@H](C)O[C@@H]1O[C@H]2[C@@H]3OC(=O)[C@]4([C@@H]3c5cc6c(C=C[C@]6(O)[C@H]7COC(=O)O7)cc25)C(=O)C=Cc8c(C)cc(OC)cc48" NCS SMILES CACTVS 3.341 "C[NH2+][CH]1[CH](O)[CH](O)[CH](C)O[CH]1O[CH]2[CH]3OC(=O)[C]4([CH]3c5cc6c(C=C[C]6(O)[CH]7COC(=O)O7)cc25)C(=O)C=Cc8c(C)cc(OC)cc48" NCS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(cc2c1C=CC(=O)[C@]23[C@@H]4c5cc6c(cc5[C@H]([C@@H]4OC3=O)O[C@@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)[NH2+]C)C=C[C@@]6([C@H]8COC(=O)O8)O)OC" NCS SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(cc2c1C=CC(=O)C23C4c5cc6c(cc5C(C4OC3=O)OC7C(C(C(C(O7)C)O)O)[NH2+]C)C=CC6(C8COC(=O)O8)O)OC" NCS InChI InChI 1.03 ;InChI=1S/C35H35NO12/c1-14-9-17(43-4)11-22-18(14)5-6-23(37)35(22)25-19-12-21-16(7-8-34(21,42)24-13-44-33(41)46-24)10-20(19)29(30(25)48-32(35)40)47-31-26(36-3)28(39)27(38)15(2)45-31/h5-12,15,24-31,36,38-39,42H,13H2,1-4H3/p+1/t15-,24-,25-,26-,27+,28-,29-,30-,31-,34-,35+/m1/s1 ; NCS InChIKey InChI 1.03 OBDNPHCYNBAIOJ-KDIFMUJMSA-O # 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 NCS "SYSTEMATIC NAME" ACDLabs 10.04 ;(3S,3aS,5R,9R,9aR)-5-hydroxy-7'-methoxy-5'-methyl-2,2'-dioxo-5-[(4R)-2-oxo-1,3-dioxolan-4-yl]-3a,5,9,9a-tetrahydro-2'H-spiro[s-indaceno[2,1-b]furan-3,1'-naphthalen]-9-yl 2,6-dideoxy-2-(methylammonio)-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 NCS "Create component" 1999-07-08 RCSB NCS "Modify descriptor" 2011-06-04 RCSB #