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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/fC35H36NO12/h36H/q+1
;
NCS InChIKey         InChI                1.02b OBDNPHCYNBAIOJ-RNQLERRFDI 
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 
# 
_pdbx_chem_comp_identifier.comp_id           NCS 
_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        
;(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
;
# 
