data_NLX
# 
_chem_comp.id                                    NLX 
_chem_comp.name                                  (5A,17R)-4,5-EPOXY-3,14-DIHYDROXY-17-METHYL-6-OXO-17-(2-PROPENYL)-MORPHINANIUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-METHYLNALOXONIUM 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2002-10-24 
_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                        342.409 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NLX 
_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        ? 
_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 
NLX O1   O1   O 0 1 N N N -35.569 -2.414  35.392 -4.366 1.286  1.261  O1   NLX 1  
NLX O2   O2   O 0 1 N N N -36.053 -5.107  36.357 -2.129 -0.729 1.460  O2   NLX 2  
NLX O3   O3   O 0 1 N N N -38.571 -6.738  35.566 -2.701 -2.919 0.008  O3   NLX 3  
NLX O4   O4   O 0 1 N N N -34.843 -9.630  34.932 1.662  -1.891 -0.567 O4   NLX 4  
NLX N1   N1   N 1 1 N N S -32.121 -8.653  35.276 2.368  0.821  -0.257 N1   NLX 5  
NLX C1   C1   C 0 1 Y N N -33.122 -4.330  33.398 -1.760 2.529  -1.028 C1   NLX 6  
NLX C2   C2   C 0 1 Y N N -33.858 -3.253  33.910 -2.933 2.420  -0.298 C2   NLX 7  
NLX C3   C3   C 0 1 Y N N -34.857 -3.452  34.914 -3.192 1.369  0.580  C3   NLX 8  
NLX C4   C4   C 0 1 Y N N -35.124 -4.723  35.427 -2.190 0.404  0.729  C4   NLX 9  
NLX C5   C5   C 0 1 N N R -36.204 -6.609  36.189 -1.054 -1.568 0.938  C5   NLX 10 
NLX C6   C6   C 0 1 N N N -37.421 -7.082  35.278 -1.618 -2.415 -0.165 C6   NLX 11 
NLX C7   C7   C 0 1 N N N -37.209 -7.996  33.997 -0.931 -2.635 -1.470 C7   NLX 12 
NLX C8   C8   C 0 1 N N N -35.735 -8.008  33.408 -0.254 -1.346 -1.941 C8   NLX 13 
NLX C9   C9   C 0 1 N N R -33.042 -8.303  33.981 1.427  0.401  -1.303 C9   NLX 14 
NLX C10  C10  C 0 1 N N N -32.654 -6.880  33.348 0.506  1.549  -1.678 C10  NLX 15 
NLX C11  C11  C 0 1 Y N N -33.364 -5.617  33.882 -0.762 1.581  -0.889 C11  NLX 16 
NLX C12  C12  C 0 1 Y N N -34.395 -5.793  34.954 -1.003 0.590  0.035  C12  NLX 17 
NLX C13  C13  C 0 1 N N S -34.792 -7.117  35.662 -0.068 -0.532 0.415  C13  NLX 18 
NLX C14  C14  C 0 1 N N S -34.606 -8.265  34.502 0.704  -0.870 -0.850 C14  NLX 19 
NLX C15  C15  C 0 1 N N N -33.802 -7.212  36.880 0.892  -0.055 1.502  C15  NLX 20 
NLX C16  C16  C 0 1 N N N -32.339 -7.711  36.528 1.652  1.168  0.975  C16  NLX 21 
NLX C17  C17  C 0 1 N N N -30.800 -9.279  34.808 3.304  -0.277 0.020  C17  NLX 22 
NLX C18  C18  C 0 1 N N N -31.050 -10.276 33.654 4.390  0.210  0.944  C18  NLX 23 
NLX C19  C19  C 0 1 N N N -31.080 -11.658 33.846 4.624  -0.420 2.068  C19  NLX 24 
NLX C20  C20  C 0 1 N N N -30.925 -7.550  35.351 3.121  1.992  -0.726 C20  NLX 25 
NLX HO11 1HO1 H 0 0 N N N -36.232 -2.546  36.058 -4.240 1.758  2.095  HO11 NLX 26 
NLX HO41 1HO4 H 0 0 N N N -34.169 -9.783  35.584 2.153  -2.049 -1.385 HO41 NLX 27 
NLX H11  1H1  H 0 1 N N N -32.357 -4.165  32.619 -1.625 3.357  -1.709 H11  NLX 28 
NLX H21  1H2  H 0 1 N N N -33.649 -2.242  33.520 -3.683 3.188  -0.415 H21  NLX 29 
NLX H51  1H5  H 0 1 N N N -36.478 -7.068  37.167 -0.608 -2.182 1.721  H51  NLX 30 
NLX H71  1H7  H 0 1 N N N -37.544 -9.037  34.210 -1.655 -2.957 -2.219 H71  NLX 31 
NLX H72  2H7  H 0 1 N N N -37.937 -7.714  33.200 -0.178 -3.412 -1.340 H72  NLX 32 
NLX H81  1H8  H 0 1 N N N -35.650 -8.746  32.576 -1.009 -0.582 -2.124 H81  NLX 33 
NLX H82  2H8  H 0 1 N N N -35.529 -7.067  32.845 0.303  -1.540 -2.857 H82  NLX 34 
NLX H91  1H9  H 0 1 N N N -32.886 -9.070  33.187 2.010  0.139  -2.186 H91  NLX 35 
NLX H101 1H10 H 0 0 N N N -31.551 -6.736  33.428 0.256  1.464  -2.736 H101 NLX 36 
NLX H102 2H10 H 0 0 N N N -32.784 -6.928  32.241 1.037  2.488  -1.523 H102 NLX 37 
NLX H151 1H15 H 0 0 N N N -33.754 -6.233  37.412 1.598  -0.851 1.741  H151 NLX 38 
NLX H152 2H15 H 0 0 N N N -34.241 -7.850  37.681 0.329  0.219  2.394  H152 NLX 39 
NLX H161 1H16 H 0 0 N N N -31.905 -8.207  37.427 2.368  1.501  1.727  H161 NLX 40 
NLX H162 2H16 H 0 0 N N N -31.673 -6.822  36.425 0.946  1.972  0.769  H162 NLX 41 
NLX H171 1H17 H 0 0 N N N -30.049 -8.502  34.529 2.768  -1.101 0.491  H171 NLX 42 
NLX H172 2H17 H 0 0 N N N -30.244 -9.752  35.651 3.748  -0.620 -0.915 H172 NLX 43 
NLX H181 1H18 H 0 0 N N N -31.221 -9.976  32.606 4.975  1.078  0.679  H181 NLX 44 
NLX H191 1H19 H 0 0 N N N -30.908 -11.957 34.893 5.402  -0.072 2.731  H191 NLX 45 
NLX H192 2H19 H 0 0 N N N -31.258 -12.369 33.022 4.039  -1.289 2.333  H192 NLX 46 
NLX H201 1H20 H 0 0 N N N -30.293 -7.789  36.238 3.913  2.222  -0.014 H201 NLX 47 
NLX H202 2H20 H 0 0 N N N -30.336 -7.486  34.406 3.559  1.776  -1.700 H202 NLX 48 
NLX H203 3H20 H 0 0 N N N -31.304 -6.501  35.360 2.449  2.846  -0.810 H203 NLX 49 
# 
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 
NLX O1  C3   SING N N 1  
NLX O1  HO11 SING N N 2  
NLX O2  C4   SING N N 3  
NLX O2  C5   SING N N 4  
NLX O3  C6   DOUB N N 5  
NLX O4  C14  SING N N 6  
NLX O4  HO41 SING N N 7  
NLX N1  C9   SING N N 8  
NLX N1  C16  SING N N 9  
NLX N1  C17  SING N N 10 
NLX N1  C20  SING N N 11 
NLX C1  C2   DOUB Y N 12 
NLX C1  C11  SING Y N 13 
NLX C1  H11  SING N N 14 
NLX C2  C3   SING Y N 15 
NLX C2  H21  SING N N 16 
NLX C3  C4   DOUB Y N 17 
NLX C4  C12  SING Y N 18 
NLX C5  C6   SING N N 19 
NLX C5  C13  SING N N 20 
NLX C5  H51  SING N N 21 
NLX C6  C7   SING N N 22 
NLX C7  C8   SING N N 23 
NLX C7  H71  SING N N 24 
NLX C7  H72  SING N N 25 
NLX C8  C14  SING N N 26 
NLX C8  H81  SING N N 27 
NLX C8  H82  SING N N 28 
NLX C9  C10  SING N N 29 
NLX C9  C14  SING N N 30 
NLX C9  H91  SING N N 31 
NLX C10 C11  SING N N 32 
NLX C10 H101 SING N N 33 
NLX C10 H102 SING N N 34 
NLX C11 C12  DOUB Y N 35 
NLX C12 C13  SING N N 36 
NLX C13 C14  SING N N 37 
NLX C13 C15  SING N N 38 
NLX C15 C16  SING N N 39 
NLX C15 H151 SING N N 40 
NLX C15 H152 SING N N 41 
NLX C16 H161 SING N N 42 
NLX C16 H162 SING N N 43 
NLX C17 C18  SING N N 44 
NLX C17 H171 SING N N 45 
NLX C17 H172 SING N N 46 
NLX C18 C19  DOUB N N 47 
NLX C18 H181 SING N N 48 
NLX C19 H191 SING N N 49 
NLX C19 H192 SING N N 50 
NLX C20 H201 SING N N 51 
NLX C20 H202 SING N N 52 
NLX C20 H203 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 
NLX SMILES           ACDLabs              10.04 O=C5C3Oc1c2c(ccc1O)CC4C(O)(C23CC[N+]4(C)C\C=C)CC5                                                                                                                                  
NLX InChI            InChI                1.02b InChI=1/C20H23NO4/c1-3-9-21(2)10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h3-5,15,18,24H,1,6-11H2,2H3/p+1/t15-,18+,19+,20-,21-/m1/s1/fC20H24NO4/h22H/q+1 
NLX InChIKey         InChI                1.02b PCSQOABIHJXZMR-UPFZFJKHDN                                                                                                                                                          
NLX SMILES_CANONICAL CACTVS               3.341 C[N@+]1(CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@]2(O)CCC4=O)c35)CC=C                                                                                                                   
NLX SMILES           CACTVS               3.341 C[N+]1(CC[C]23[CH]4Oc5c(O)ccc(C[CH]1[C]2(O)CCC4=O)c35)CC=C                                                                                                                         
NLX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@+]1(CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@H]1C5)O)O)CC=C                                                                                                                   
NLX SMILES           "OpenEye OEToolkits" 1.5.0 C[N+]1(CCC23c4c5ccc(c4OC2C(=O)CCC3(C1C5)O)O)CC=C                                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           NLX 
_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        (5alpha,17S)-3,14-dihydroxy-17-methyl-17-prop-2-en-1-yl-4,5-epoxymorphinan-17-ium-6-one 
# 
