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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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                1.02b JDIJVHOCLRRXFM-ILPMIGAWBG 
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 
# 
_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
;
# 
