data_AM3
# 
_chem_comp.id                                    AM3 
_chem_comp.name                                  "(3S,5S,6R,7S,8S,8aR)-3-(octylamino)hexahydro[1,3]oxazolo[3,4-a]pyridine-5,6,7,8-tetrol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C15 H30 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-03-08 
_chem_comp.pdbx_modified_date                    2009-03-09 
_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                        318.409 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AM3 
_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        2WC3 
_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 
AM3 O4   O4   O 0 1 N N N 0.397  -0.035 11.775 4.078   1.042  -1.749 O4   AM3 1  
AM3 C4   C4   C 0 1 N N S 1.677  0.312  11.243 4.507   1.042  -0.386 C4   AM3 2  
AM3 C5   C5   C 0 1 N N R 1.830  1.833  11.099 3.315   1.268  0.532  C5   AM3 3  
AM3 C6   C6   C 0 1 N N N 0.683  2.601  10.400 2.493   2.526  0.210  C6   AM3 4  
AM3 O6   O6   O 0 1 N N N 0.227  3.615  11.335 1.173   2.183  0.701  O6   AM3 5  
AM3 C3   C3   C 0 1 N N S 2.868  -0.146 12.102 5.106   -0.327 -0.026 C3   AM3 6  
AM3 O3   O3   O 0 1 N N N 2.917  -1.556 12.186 6.182   -0.619 -0.921 O3   AM3 7  
AM3 C2   C2   C 0 1 N N R 2.906  0.438  13.526 4.053   -1.429 -0.131 C2   AM3 8  
AM3 O2   O2   O 0 1 N N N 4.240  0.190  14.044 4.602   -2.653 0.361  O2   AM3 9  
AM3 C1   C1   C 0 1 N N S 2.612  1.958  13.592 2.801   -1.072 0.687  C1   AM3 10 
AM3 O1   O1   O 0 1 N N N 1.760  2.165  14.697 1.797   -2.072 0.500  O1   AM3 11 
AM3 N1   N1   N 0 1 N N N 1.845  2.448  12.425 2.316   0.209  0.206  N1   AM3 12 
AM3 C7   C7   C 0 1 N N S 1.087  3.698  12.451 1.071   0.744  0.749  C7   AM3 13 
AM3 N2   N2   N 0 1 N N N 0.558  4.206  13.712 -0.065  0.294  -0.066 N2   AM3 14 
AM3 C8   C8   C 0 1 N N N -0.787 4.696  14.061 -1.338  0.530  0.628  C8   AM3 15 
AM3 C9   C9   C 0 1 N N N -1.068 6.149  13.728 -2.495  0.051  -0.250 C9   AM3 16 
AM3 C10  C10  C 0 1 N N N -1.686 6.969  14.852 -3.821  0.297  0.474  C10  AM3 17 
AM3 C11  C11  C 0 1 N N N -3.155 6.678  15.139 -4.978  -0.183 -0.404 C11  AM3 18 
AM3 C12  C12  C 0 1 N N N -3.853 7.980  15.526 -6.303  0.063  0.319  C12  AM3 19 
AM3 C13  C13  C 0 1 N N N -5.201 7.658  16.163 -7.461  -0.417 -0.559 C13  AM3 20 
AM3 C14  C14  C 0 1 N N N -5.918 8.925  16.596 -8.786  -0.171 0.165  C14  AM3 21 
AM3 C15  C15  C 0 1 N N N -6.785 9.449  15.470 -9.943  -0.650 -0.713 C15  AM3 22 
AM3 H4   H4   H 0 1 N N N 0.457  -0.112 12.720 4.792   0.902  -2.386 H4   AM3 23 
AM3 HA   HA   H 0 1 N N N 1.702  -0.209 10.274 5.249   1.825  -0.231 HA   AM3 24 
AM3 H5   H5   H 0 1 N N N 2.745  1.914  10.494 3.614   1.247  1.581  H5   AM3 25 
AM3 H3   H3   H 0 1 N N N 3.750  0.249  11.577 5.488   -0.294 0.994  H3   AM3 26 
AM3 H61C H61C H 0 0 N N N 1.045  3.070  9.473  2.890   3.392  0.739  H61C AM3 27 
AM3 H62C H62C H 0 0 N N N -0.137 1.921  10.126 2.471   2.706  -0.865 H62C AM3 28 
AM3 H7   H7   H 0 1 N N N 1.773  4.554  12.366 0.943   0.414  1.780  H7   AM3 29 
AM3 HB   HB   H 0 1 N N N 2.928  -1.926 11.311 6.611   -1.470 -0.756 HB   AM3 30 
AM3 H2   H2   H 0 1 N N N 2.115  -0.046 14.117 3.772   -1.557 -1.177 H2   AM3 31 
AM3 HC   HC   H 0 1 N N N 4.855  0.136  13.322 5.384   -2.955 -0.121 HC   AM3 32 
AM3 HD   HD   H 0 1 N N N 0.683  3.434  14.335 -0.060  0.740  -0.972 HD   AM3 33 
AM3 H81C H81C H 0 0 N N N -1.514 4.085  13.506 -1.345  -0.018 1.570  H81C AM3 34 
AM3 H82C H82C H 0 0 N N N -0.863 4.617  15.156 -1.451  1.596  0.828  H82C AM3 35 
AM3 H91C H91C H 0 0 N N N -0.110 6.620  13.463 -2.488  0.599  -1.192 H91C AM3 36 
AM3 H92C H92C H 0 0 N N N -1.807 6.139  12.914 -2.382  -1.015 -0.449 H92C AM3 37 
AM3 H101 H101 H 0 0 N N N -1.119 6.754  15.770 -3.828  -0.252 1.416  H101 AM3 38 
AM3 H102 H102 H 0 0 N N N -1.638 8.019  14.529 -3.933  1.362  0.673  H102 AM3 39 
AM3 H111 H111 H 0 0 N N N -3.631 6.256  14.241 -4.971  0.366  -1.346 H111 AM3 40 
AM3 H112 H112 H 0 0 N N N -3.236 5.954  15.963 -4.865  -1.249 -0.604 H112 AM3 41 
AM3 H121 H121 H 0 0 N N N -3.229 8.533  16.244 -6.310  -0.486 1.261  H121 AM3 42 
AM3 H122 H122 H 0 0 N N N -4.007 8.597  14.628 -6.416  1.129  0.519  H122 AM3 43 
AM3 H131 H131 H 0 0 N N N -5.825 7.128  15.429 -7.454  0.132  -1.501 H131 AM3 44 
AM3 H132 H132 H 0 0 N N N -5.028 7.033  17.051 -7.348  -1.482 -0.758 H132 AM3 45 
AM3 H141 H141 H 0 0 N N N -6.552 8.702  17.467 -8.793  -0.719 1.107  H141 AM3 46 
AM3 H142 H142 H 0 0 N N N -5.170 9.688  16.858 -8.899  0.895  0.364  H142 AM3 47 
AM3 H151 H151 H 0 0 N N N -7.817 9.576  15.830 -10.888 -0.475 -0.198 H151 AM3 48 
AM3 H152 H152 H 0 0 N N N -6.394 10.419 15.127 -9.936  -0.102 -1.655 H152 AM3 49 
AM3 H153 H153 H 0 0 N N N -6.774 8.733  14.635 -9.831  -1.716 -0.913 H153 AM3 50 
AM3 H154 H154 H 0 0 N N N 2.278  2.212  15.492 2.070   -2.958 0.774  H154 AM3 51 
AM3 H155 H155 H 0 0 N N N 3.579  2.480  13.642 3.058   -0.998 1.743  H155 AM3 52 
# 
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 
AM3 O4  C4   SING N N 1  
AM3 C4  C5   SING N N 2  
AM3 C4  C3   SING N N 3  
AM3 C5  C6   SING N N 4  
AM3 C5  N1   SING N N 5  
AM3 C6  O6   SING N N 6  
AM3 O6  C7   SING N N 7  
AM3 C3  O3   SING N N 8  
AM3 C3  C2   SING N N 9  
AM3 C2  O2   SING N N 10 
AM3 C2  C1   SING N N 11 
AM3 C1  O1   SING N N 12 
AM3 C1  N1   SING N N 13 
AM3 N1  C7   SING N N 14 
AM3 C7  N2   SING N N 15 
AM3 N2  C8   SING N N 16 
AM3 C8  C9   SING N N 17 
AM3 C9  C10  SING N N 18 
AM3 C10 C11  SING N N 19 
AM3 C11 C12  SING N N 20 
AM3 C12 C13  SING N N 21 
AM3 C13 C14  SING N N 22 
AM3 C14 C15  SING N N 23 
AM3 O4  H4   SING N N 24 
AM3 C4  HA   SING N N 25 
AM3 C5  H5   SING N N 26 
AM3 C3  H3   SING N N 27 
AM3 C6  H61C SING N N 28 
AM3 C6  H62C SING N N 29 
AM3 C7  H7   SING N N 30 
AM3 O3  HB   SING N N 31 
AM3 C2  H2   SING N N 32 
AM3 O2  HC   SING N N 33 
AM3 N2  HD   SING N N 34 
AM3 C8  H81C SING N N 35 
AM3 C8  H82C SING N N 36 
AM3 C9  H91C SING N N 37 
AM3 C9  H92C SING N N 38 
AM3 C10 H101 SING N N 39 
AM3 C10 H102 SING N N 40 
AM3 C11 H111 SING N N 41 
AM3 C11 H112 SING N N 42 
AM3 C12 H121 SING N N 43 
AM3 C12 H122 SING N N 44 
AM3 C13 H131 SING N N 45 
AM3 C13 H132 SING N N 46 
AM3 C14 H141 SING N N 47 
AM3 C14 H142 SING N N 48 
AM3 C15 H151 SING N N 49 
AM3 C15 H152 SING N N 50 
AM3 C15 H153 SING N N 51 
AM3 O1  H154 SING N N 52 
AM3 C1  H155 SING N N 53 
# 
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 
AM3 SMILES           ACDLabs              10.04 OC1C2N(C(O)C(O)C1O)C(OC2)NCCCCCCCC                                                                                                        
AM3 InChI            InChI                1.02b InChI=1/C15H30N2O5/c1-2-3-4-5-6-7-8-16-15-17-10(9-22-15)11(18)12(19)13(20)14(17)21/h10-16,18-21H,2-9H2,1H3/t10-,11+,12+,13-,14?,15+/m1/s1 
AM3 InChIKey         InChI                1.02b HVPFLCMEALRCPQ-YCFGBNMRBU                                                                                                                 
AM3 SMILES_CANONICAL CACTVS               3.352 CCCCCCCCN[C@@H]1OC[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)N12                                                                            
AM3 SMILES           CACTVS               3.352 CCCCCCCCN[CH]1OC[CH]2[CH](O)[CH](O)[CH](O)[CH](O)N12                                                                                      
AM3 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 CCCCCCCCN[C@H]1N2[C@H](CO1)[C@@H]([C@@H]([C@H]([C@@H]2O)O)O)O                                                                             
AM3 SMILES           "OpenEye OEToolkits" 1.6.1 CCCCCCCCNC1N2C(CO1)C(C(C(C2O)O)O)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 
AM3 "SYSTEMATIC NAME" ACDLabs              10.04 (3S,5S,6R,7S,8S,8aR)-3-(octylamino)hexahydro[1,3]oxazolo[3,4-a]pyridine-5,6,7,8-tetrol                   
AM3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 (3S,5S,6R,7S,8S,8aR)-3-(octylamino)-3,5,6,7,8,8a-hexahydro-1H-[1,3]oxazolo[4,3-f]pyridine-5,6,7,8-tetrol 
# 
