data_GMN
# 
_chem_comp.id                                    GMN 
_chem_comp.name                                  "2,2',2"-[1,2,3-BENZENE-TRIYLTRIS(OXY)]TRIS[N,N,N-TRIETHYLETHANAMINIUM]" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H60 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GALLAMINE 
_chem_comp.pdbx_formal_charge                    3 
_chem_comp.pdbx_initial_date                     2002-12-11 
_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                        510.816 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GMN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1N5M 
_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 
GMN O2   O2   O 0 1 N N N 37.402 24.480 6.987  -1.545 -3.428 7.518  O2   GMN 1  
GMN C20  C20  C 0 1 Y N N 34.457 24.178 10.311 -0.319 -4.326 3.654  C20  GMN 2  
GMN C21  C21  C 0 1 Y N N 34.189 23.434 9.025  -1.163 -3.245 3.884  C21  GMN 3  
GMN C22  C22  C 0 1 Y N N 35.221 23.550 7.881  -1.580 -2.935 5.175  C22  GMN 4  
GMN C23  C23  C 0 1 Y N N 36.451 24.361 8.012  -1.148 -3.716 6.247  C23  GMN 5  
GMN C24  C24  C 0 1 Y N N 36.624 25.039 9.276  -0.302 -4.802 6.022  C24  GMN 6  
GMN C19  C19  C 0 1 Y N N 35.648 24.953 10.408 0.113  -5.107 4.726  C19  GMN 7  
GMN O1   O1   O 0 1 N N N 34.976 22.864 6.684  -2.407 -1.873 5.394  O1   GMN 8  
GMN O3   O3   O 0 1 N N N 32.986 22.654 8.917  -1.579 -2.485 2.822  O3   GMN 9  
GMN C1   C1   C 0 1 N N N ?      ?      ?      -3.809 -2.127 5.353  C1   GMN 10 
GMN C2   C2   C 0 1 N N N ?      ?      ?      -4.565 -0.841 5.627  C2   GMN 11 
GMN C4   C4   C 0 1 N N N ?      ?      ?      -2.742 0.478  4.573  C4   GMN 12 
GMN C5   C5   C 0 1 N N N ?      ?      ?      -2.457 1.520  3.514  C5   GMN 13 
GMN C6   C6   C 0 1 N N N ?      ?      ?      -4.612 -0.387 3.184  C6   GMN 14 
GMN C7   C7   C 0 1 N N N ?      ?      ?      -6.089 -0.717 3.156  C7   GMN 15 
GMN C8   C8   C 0 1 N N N ?      ?      ?      -5.014 1.459  4.799  C8   GMN 16 
GMN C9   C9   C 0 1 N N N ?      ?      ?      -4.607 2.053  6.130  C9   GMN 17 
GMN C10  C10  C 0 1 N N N ?      ?      ?      -1.057 -4.275 8.556  C10  GMN 18 
GMN C11  C11  C 0 1 N N N ?      ?      ?      -1.591 -3.799 9.893  C11  GMN 19 
GMN C13  C13  C 0 1 N N N ?      ?      ?      -1.492 -6.118 10.780 C13  GMN 20 
GMN C14  C14  C 0 1 N N N ?      ?      ?      -0.954 -6.958 11.918 C14  GMN 21 
GMN C15  C15  C 0 1 N N N ?      ?      ?      0.485  -4.626 10.980 C15  GMN 22 
GMN C16  C16  C 0 1 N N N ?      ?      ?      0.949  -3.198 11.169 C16  GMN 23 
GMN C17  C17  C 0 1 N N N ?      ?      ?      -1.545 -4.190 12.347 C17  GMN 24 
GMN C18  C18  C 0 1 N N N ?      ?      ?      -3.054 -4.290 12.393 C18  GMN 25 
GMN C25  C25  C 0 1 N N N ?      ?      ?      -0.692 -2.390 1.716  C25  GMN 26 
GMN C26  C26  C 0 1 N N N ?      ?      ?      -0.889 -1.058 1.020  C26  GMN 27 
GMN C28  C28  C 0 1 N N N ?      ?      ?      -0.270 -2.128 -1.135 C28  GMN 28 
GMN C29  C29  C 0 1 N N N ?      ?      ?      -1.709 -2.029 -1.592 C29  GMN 29 
GMN C30  C30  C 0 1 N N N ?      ?      ?      -0.181 0.345  -0.906 C30  GMN 30 
GMN C31  C31  C 0 1 N N N ?      ?      ?      0.741  0.417  -2.103 C31  GMN 31 
GMN C32  C32  C 0 1 N N N ?      ?      ?      1.483  -1.074 0.277  C32  GMN 32 
GMN C33  C33  C 0 1 N N N ?      ?      ?      1.780  0.071  1.220  C33  GMN 33 
GMN N3   N3   N 1 1 N N N ?      ?      ?      -4.241 0.152  4.572  N3   GMN 34 
GMN N12  N12  N 1 1 N N N ?      ?      ?      -1.050 -4.662 10.973 N12  GMN 35 
GMN N27  N27  N 1 1 N N N ?      ?      ?      0.036  -0.979 -0.186 N27  GMN 36 
GMN H20  H20  H 0 1 N N N 33.763 24.124 11.137 0.008  -4.569 2.647  H20  GMN 37 
GMN H24  H24  H 0 1 N N N 37.509 25.643 9.412  0.038  -5.414 6.854  H24  GMN 38 
GMN H19  H19  H 0 1 N N N 35.852 25.492 11.321 0.771  -5.953 4.551  H19  GMN 39 
GMN H11  1H1  H 0 1 N N N ?      ?      ?      -4.042 -2.866 6.126  H11  GMN 40 
GMN H12  2H1  H 0 1 N N N ?      ?      ?      -4.067 -2.547 4.375  H12  GMN 41 
GMN H21  1H2  H 0 1 N N N ?      ?      ?      -4.275 -0.387 6.578  H21  GMN 42 
GMN H22  2H2  H 0 1 N N N ?      ?      ?      -5.647 -0.993 5.593  H22  GMN 43 
GMN H41  1H4  H 0 1 N N N ?      ?      ?      -2.492 0.840  5.574  H41  GMN 44 
GMN H42  2H4  H 0 1 N N N ?      ?      ?      -2.210 -0.457 4.374  H42  GMN 45 
GMN H51  1H5  H 0 1 N N N ?      ?      ?      -1.391 1.763  3.499  H51  GMN 46 
GMN H52  2H5  H 0 1 N N N ?      ?      ?      -2.735 1.158  2.518  H52  GMN 47 
GMN H53  3H5  H 0 1 N N N ?      ?      ?      -3.013 2.443  3.707  H53  GMN 48 
GMN H61  1H6  H 0 1 N N N ?      ?      ?      -4.357 0.390  2.459  H61  GMN 49 
GMN H62  2H6  H 0 1 N N N ?      ?      ?      -3.997 -1.274 3.009  H62  GMN 50 
GMN H71  1H7  H 0 1 N N N ?      ?      ?      -6.371 -1.104 2.172  H71  GMN 51 
GMN H72  2H7  H 0 1 N N N ?      ?      ?      -6.339 -1.477 3.904  H72  GMN 52 
GMN H73  3H7  H 0 1 N N N ?      ?      ?      -6.697 0.172  3.357  H73  GMN 53 
GMN H81  1H8  H 0 1 N N N ?      ?      ?      -4.770 2.125  3.967  H81  GMN 54 
GMN H82  2H8  H 0 1 N N N ?      ?      ?      -6.079 1.211  4.775  H82  GMN 55 
GMN H91  1H9  H 0 1 N N N ?      ?      ?      -5.150 2.986  6.309  H91  GMN 56 
GMN H92  2H9  H 0 1 N N N ?      ?      ?      -4.831 1.368  6.954  H92  GMN 57 
GMN H93  3H9  H 0 1 N N N ?      ?      ?      -3.535 2.276  6.154  H93  GMN 58 
GMN H101 1H10 H 0 0 N N N ?      ?      ?      0.036  -4.219 8.552  H101 GMN 59 
GMN H102 2H10 H 0 0 N N N ?      ?      ?      -1.357 -5.306 8.345  H102 GMN 60 
GMN H111 1H11 H 0 0 N N N ?      ?      ?      -2.681 -3.877 9.953  H111 GMN 61 
GMN H112 2H11 H 0 0 N N N ?      ?      ?      -1.270 -2.778 10.116 H112 GMN 62 
GMN H131 1H13 H 0 0 N N N ?      ?      ?      -2.586 -6.121 10.757 H131 GMN 63 
GMN H132 2H13 H 0 0 N N N ?      ?      ?      -1.100 -6.448 9.814  H132 GMN 64 
GMN H141 1H14 H 0 0 N N N ?      ?      ?      -1.260 -8.001 11.795 H141 GMN 65 
GMN H142 2H14 H 0 0 N N N ?      ?      ?      0.140  -6.927 11.949 H142 GMN 66 
GMN H143 3H14 H 0 0 N N N ?      ?      ?      -1.333 -6.605 12.883 H143 GMN 67 
GMN H151 1H15 H 0 0 N N N ?      ?      ?      0.817  -5.271 11.798 H151 GMN 68 
GMN H152 2H15 H 0 0 N N N ?      ?      ?      0.820  -5.036 10.024 H152 GMN 69 
GMN H161 1H16 H 0 0 N N N ?      ?      ?      2.042  -3.154 11.176 H161 GMN 70 
GMN H162 2H16 H 0 0 N N N ?      ?      ?      0.589  -2.554 10.360 H162 GMN 71 
GMN H163 3H16 H 0 0 N N N ?      ?      ?      0.588  -2.787 12.118 H163 GMN 72 
GMN H171 1H17 H 0 0 N N N ?      ?      ?      -1.074 -4.832 13.096 H171 GMN 73 
GMN H172 2H17 H 0 0 N N N ?      ?      ?      -1.204 -3.159 12.475 H172 GMN 74 
GMN H181 1H18 H 0 0 N N N ?      ?      ?      -3.425 -3.955 13.367 H181 GMN 75 
GMN H182 2H18 H 0 0 N N N ?      ?      ?      -3.516 -3.664 11.622 H182 GMN 76 
GMN H183 3H18 H 0 0 N N N ?      ?      ?      -3.388 -5.321 12.240 H183 GMN 77 
GMN H251 1H25 H 0 0 N N N ?      ?      ?      -0.925 -3.207 1.026  H251 GMN 78 
GMN H252 2H25 H 0 0 N N N ?      ?      ?      0.336  -2.512 2.072  H252 GMN 79 
GMN H261 1H26 H 0 0 N N N ?      ?      ?      -0.627 -0.214 1.665  H261 GMN 80 
GMN H262 2H26 H 0 0 N N N ?      ?      ?      -1.908 -0.946 0.642  H262 GMN 81 
GMN H281 1H28 H 0 0 N N N ?      ?      ?      0.427  -2.047 -1.974 H281 GMN 82 
GMN H282 2H28 H 0 0 N N N ?      ?      ?      -0.083 -3.056 -0.587 H282 GMN 83 
GMN H291 1H29 H 0 0 N N N ?      ?      ?      -1.946 -2.850 -2.275 H291 GMN 84 
GMN H292 2H29 H 0 0 N N N ?      ?      ?      -2.398 -2.085 -0.743 H292 GMN 85 
GMN H293 3H29 H 0 0 N N N ?      ?      ?      -1.893 -1.086 -2.118 H293 GMN 86 
GMN H301 1H30 H 0 0 N N N ?      ?      ?      -1.233 0.381  -1.202 H301 GMN 87 
GMN H302 2H30 H 0 0 N N N ?      ?      ?      0.029  1.140  -0.185 H302 GMN 88 
GMN H311 1H31 H 0 0 N N N ?      ?      ?      0.599  1.364  -2.632 H311 GMN 89 
GMN H312 2H31 H 0 0 N N N ?      ?      ?      1.791  0.353  -1.799 H312 GMN 90 
GMN H313 3H31 H 0 0 N N N ?      ?      ?      0.540  -0.397 -2.807 H313 GMN 91 
GMN H321 1H32 H 0 0 N N N ?      ?      ?      1.600  -2.044 0.768  H321 GMN 92 
GMN H322 2H32 H 0 0 N N N ?      ?      ?      2.109  -1.034 -0.618 H322 GMN 93 
GMN H331 1H33 H 0 0 N N N ?      ?      ?      2.819  0.019  1.562  H331 GMN 94 
GMN H332 2H33 H 0 0 N N N ?      ?      ?      1.635  1.038  0.727  H332 GMN 95 
GMN H333 3H33 H 0 0 N N N ?      ?      ?      1.132  0.037  2.101  H333 GMN 96 
# 
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 
GMN O2  C23  SING N N 1  
GMN O2  C10  SING N N 2  
GMN C20 C21  DOUB Y N 3  
GMN C20 C19  SING Y N 4  
GMN C20 H20  SING N N 5  
GMN C21 C22  SING Y N 6  
GMN C21 O3   SING N N 7  
GMN C22 C23  DOUB Y N 8  
GMN C22 O1   SING N N 9  
GMN C23 C24  SING Y N 10 
GMN C24 C19  DOUB Y N 11 
GMN C24 H24  SING N N 12 
GMN C19 H19  SING N N 13 
GMN O1  C1   SING N N 14 
GMN O3  C25  SING N N 15 
GMN C1  C2   SING N N 16 
GMN C1  H11  SING N N 17 
GMN C1  H12  SING N N 18 
GMN C2  N3   SING N N 19 
GMN C2  H21  SING N N 20 
GMN C2  H22  SING N N 21 
GMN C4  C5   SING N N 22 
GMN C4  N3   SING N N 23 
GMN C4  H41  SING N N 24 
GMN C4  H42  SING N N 25 
GMN C5  H51  SING N N 26 
GMN C5  H52  SING N N 27 
GMN C5  H53  SING N N 28 
GMN C6  C7   SING N N 29 
GMN C6  N3   SING N N 30 
GMN C6  H61  SING N N 31 
GMN C6  H62  SING N N 32 
GMN C7  H71  SING N N 33 
GMN C7  H72  SING N N 34 
GMN C7  H73  SING N N 35 
GMN C8  C9   SING N N 36 
GMN C8  N3   SING N N 37 
GMN C8  H81  SING N N 38 
GMN C8  H82  SING N N 39 
GMN C9  H91  SING N N 40 
GMN C9  H92  SING N N 41 
GMN C9  H93  SING N N 42 
GMN C10 C11  SING N N 43 
GMN C10 H101 SING N N 44 
GMN C10 H102 SING N N 45 
GMN C11 N12  SING N N 46 
GMN C11 H111 SING N N 47 
GMN C11 H112 SING N N 48 
GMN C13 C14  SING N N 49 
GMN C13 N12  SING N N 50 
GMN C13 H131 SING N N 51 
GMN C13 H132 SING N N 52 
GMN C14 H141 SING N N 53 
GMN C14 H142 SING N N 54 
GMN C14 H143 SING N N 55 
GMN C15 C16  SING N N 56 
GMN C15 N12  SING N N 57 
GMN C15 H151 SING N N 58 
GMN C15 H152 SING N N 59 
GMN C16 H161 SING N N 60 
GMN C16 H162 SING N N 61 
GMN C16 H163 SING N N 62 
GMN C17 C18  SING N N 63 
GMN C17 N12  SING N N 64 
GMN C17 H171 SING N N 65 
GMN C17 H172 SING N N 66 
GMN C18 H181 SING N N 67 
GMN C18 H182 SING N N 68 
GMN C18 H183 SING N N 69 
GMN C25 C26  SING N N 70 
GMN C25 H251 SING N N 71 
GMN C25 H252 SING N N 72 
GMN C26 N27  SING N N 73 
GMN C26 H261 SING N N 74 
GMN C26 H262 SING N N 75 
GMN C28 C29  SING N N 76 
GMN C28 N27  SING N N 77 
GMN C28 H281 SING N N 78 
GMN C28 H282 SING N N 79 
GMN C29 H291 SING N N 80 
GMN C29 H292 SING N N 81 
GMN C29 H293 SING N N 82 
GMN C30 C31  SING N N 83 
GMN C30 N27  SING N N 84 
GMN C30 H301 SING N N 85 
GMN C30 H302 SING N N 86 
GMN C31 H311 SING N N 87 
GMN C31 H312 SING N N 88 
GMN C31 H313 SING N N 89 
GMN C32 C33  SING N N 90 
GMN C32 N27  SING N N 91 
GMN C32 H321 SING N N 92 
GMN C32 H322 SING N N 93 
GMN C33 H331 SING N N 94 
GMN C33 H332 SING N N 95 
GMN C33 H333 SING N N 96 
# 
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 
GMN SMILES           ACDLabs              10.04 O(c1c(OCC[N+](CC)(CC)CC)cccc1OCC[N+](CC)(CC)CC)CC[N+](CC)(CC)CC                                                                                           
GMN InChI            InChI                1.02b InChI=1/C30H60N3O3/c1-10-31(11-2,12-3)22-25-34-28-20-19-21-29(35-26-23-32(13-4,14-5)15-6)30(28)36-27-24-33(16-7,17-8)18-9/h19-21H,10-18,22-27H2,1-9H3/q+3 
GMN InChIKey         InChI                1.02b OZLPUNFFCJDMJD-UHFFFAOYAJ                                                                                                                                 
GMN SMILES_CANONICAL CACTVS               3.341 CC[N+](CC)(CC)CCOc1cccc(OCC[N+](CC)(CC)CC)c1OCC[N+](CC)(CC)CC                                                                                             
GMN SMILES           CACTVS               3.341 CC[N+](CC)(CC)CCOc1cccc(OCC[N+](CC)(CC)CC)c1OCC[N+](CC)(CC)CC                                                                                             
GMN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[N+](CC)(CC)CCOc1cccc(c1OCC[N+](CC)(CC)CC)OCC[N+](CC)(CC)CC                                                                                             
GMN SMILES           "OpenEye OEToolkits" 1.5.0 CC[N+](CC)(CC)CCOc1cccc(c1OCC[N+](CC)(CC)CC)OCC[N+](CC)(CC)CC                                                                                             
# 
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 
GMN "SYSTEMATIC NAME" ACDLabs              10.04 "2,2',2''-[benzene-1,2,3-triyltris(oxy)]tris(N,N,N-triethylethanaminium)" 
GMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[2,6-bis(2-triethylazaniumylethoxy)phenoxy]ethyl-triethyl-azanium       
# 
