data_LLL
# 
_chem_comp.id                                    LLL 
_chem_comp.name                                  (2R,3R,4R,5R)-2-((1S,2S,3R,4S,6R)-4,6-DIAMINO-3-((2R,3R,6S)-3-AMINO-6-(AMINOMETHYL)-TETRAHYDRO-2H-PYRAN-2-YLOXY)-2-HYDROXYCYCLOHEXYLOXY)-5-METHYL-4-(METHYLAMINO)-TETRAHYDRO-2H-PYRAN-3,5-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H39 N5 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GENTAMICIN C1A" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-02 
_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                        449.542 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LLL 
_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 
LLL C11  C11  C 0 1 N N R 0.932  -7.120  29.442 -3.040 1.340  -0.079 C11  LLL 1  
LLL O11  O11  O 0 1 N N N 0.006  -8.231  29.322 -2.774 0.350  0.917  O11  LLL 2  
LLL C21  C21  C 0 1 N N R 0.327  -5.869  28.796 -3.764 2.525  0.562  C21  LLL 3  
LLL N21  N21  N 0 1 N N N -0.937 -5.604  29.411 -2.909 3.122  1.597  N21  LLL 4  
LLL C31  C31  C 0 1 N N N 0.193  -6.064  27.247 -5.068 2.032  1.196  C31  LLL 5  
LLL C41  C41  C 0 1 N N N 1.620  -6.317  26.667 -5.873 1.274  0.135  C41  LLL 6  
LLL C51  C51  C 0 1 N N S 2.235  -7.603  27.376 -4.990 0.182  -0.475 C51  LLL 7  
LLL O51  O51  O 0 1 N N N 2.241  -7.483  28.833 -3.855 0.774  -1.104 O51  LLL 8  
LLL C61  C61  C 0 1 N N N 3.617  -7.974  26.892 -5.796 -0.601 -1.513 C61  LLL 9  
LLL N61  N61  N 0 1 N N N 4.559  -8.059  27.977 -4.994 -1.728 -2.007 N61  LLL 10 
LLL C12  C12  C 0 1 N N R -1.402 -11.351 31.889 0.398  -2.442 0.687  C12  LLL 11 
LLL N12  N12  N 0 1 N N N -1.411 -12.321 32.940 1.385  -3.367 0.114  N12  LLL 12 
LLL C22  C22  C 0 1 N N N -0.254 -11.683 30.882 -1.012 -2.916 0.331  C22  LLL 13 
LLL C32  C32  C 0 1 N N S -0.231 -10.616 29.727 -2.040 -1.952 0.928  C32  LLL 14 
LLL N32  N32  N 0 1 N N N 0.849  -10.924 28.776 -3.394 -2.407 0.587  N32  LLL 15 
LLL C42  C42  C 0 1 N N R -0.037 -9.177  30.342 -1.814 -0.550 0.360  C42  LLL 16 
LLL C52  C52  C 0 1 N N S -1.208 -8.873  31.354 -0.404 -0.076 0.715  C52  LLL 17 
LLL O52  O52  O 0 1 N N N -1.054 -7.575  31.919 -0.193 1.234  0.184  O52  LLL 18 
LLL C62  C62  C 0 1 N N S -1.216 -9.948  32.497 0.624  -1.040 0.118  C62  LLL 19 
LLL O62  O62  O 0 1 N N N -2.282 -9.661  33.394 1.941  -0.597 0.451  O62  LLL 20 
LLL C13  C13  C 0 1 N N R -2.178 -9.841  34.838 2.789  -0.970 -0.637 C13  LLL 21 
LLL C23  C23  C 0 1 N N R -3.623 -10.040 35.346 4.252  -0.863 -0.202 C23  LLL 22 
LLL O23  O23  O 0 1 N N N -4.176 -11.175 34.718 4.495  -1.754 0.888  O23  LLL 23 
LLL C33  C33  C 0 1 N N R -4.442 -8.726  35.015 4.538  0.577  0.239  C33  LLL 24 
LLL N33  N33  N 0 1 N N N -5.876 -8.853  35.435 5.973  0.734  0.511  N33  LLL 25 
LLL C43  C43  C 0 1 N N R -3.764 -7.446  35.740 4.120  1.530  -0.886 C43  LLL 26 
LLL O43  O43  O 0 1 N N N -3.785 -7.581  37.146 4.967  1.325  -2.019 O43  LLL 27 
LLL C53  C53  C 0 1 N N N -2.272 -7.340  35.297 2.668  1.239  -1.273 C53  LLL 28 
LLL O53  O53  O 0 1 N N N -1.567 -8.650  35.496 2.549  -0.102 -1.743 O53  LLL 29 
LLL C83  C83  C 0 1 N N N -4.432 -6.084  35.507 4.243  2.979  -0.409 C83  LLL 30 
LLL C93  C93  C 0 1 N N N -6.770 -9.616  34.548 6.190  0.302  1.898  C93  LLL 31 
LLL H11  H11  H 0 1 N N N 1.113  -6.892  30.518 -2.099 1.680  -0.511 H11  LLL 32 
LLL H21  H21  H 0 1 N N N 0.995  -4.990  28.955 -3.989 3.271  -0.200 H21  LLL 33 
LLL H211 1H21 H 0 0 N N N -0.869 -5.526  30.426 -3.428 3.891  1.994  H211 LLL 34 
LLL H212 2H21 H 0 0 N N N -1.340 -4.771  28.981 -2.812 2.432  2.326  H212 LLL 35 
LLL H311 1H31 H 0 0 N N N -0.330 -5.215  26.749 -5.646 2.884  1.554  H311 LLL 36 
LLL H312 2H31 H 0 0 N N N -0.532 -6.866  26.975 -4.841 1.366  2.028  H312 LLL 37 
LLL H411 1H41 H 0 0 N N N 2.281  -5.424  26.754 -6.189 1.966  -0.646 H411 LLL 38 
LLL H412 2H41 H 0 0 N N N 1.621  -6.400  25.555 -6.749 0.819  0.597  H412 LLL 39 
LLL H51  H51  H 0 1 N N N 1.550  -8.431  27.079 -4.657 -0.495 0.312  H51  LLL 40 
LLL H611 1H61 H 0 0 N N N 3.972  -7.273  26.101 -6.710 -0.979 -1.054 H611 LLL 41 
LLL H612 2H61 H 0 0 N N N 3.599  -8.916  26.296 -6.052 0.055  -2.345 H612 LLL 42 
LLL H11A 1H1  H 0 0 N N N 4.235  -8.700  28.701 -4.870 -2.358 -1.229 H11A LLL 43 
LLL H12A 2H1  H 0 0 N N N 5.492  -8.309  27.650 -5.563 -2.213 -2.685 H12A LLL 44 
LLL H12  H12  H 0 1 N N N -2.370 -11.374 31.336 0.510  -2.417 1.771  H12  LLL 45 
LLL H121 1H12 H 0 0 N N N -0.504 -12.398 33.401 1.199  -4.274 0.515  H121 LLL 46 
LLL H122 2H12 H 0 0 N N N -2.160 -12.104 33.597 1.178  -3.438 -0.871 H122 LLL 47 
LLL H221 1H22 H 0 0 N N N -0.329 -12.724 30.489 -1.125 -2.941 -0.753 H221 LLL 48 
LLL H222 2H22 H 0 0 N N N 0.735  -11.773 31.389 -1.173 -3.915 0.736  H222 LLL 49 
LLL H32  H32  H 0 1 N N N -1.200 -10.644 29.177 -1.928 -1.927 2.012  H32  LLL 50 
LLL H321 1H32 H 0 0 N N N 0.780  -11.876 28.415 -3.458 -3.372 0.876  H321 LLL 51 
LLL H322 2H32 H 0 0 N N N 0.864  -10.232 28.027 -4.031 -1.887 1.171  H322 LLL 52 
LLL H42  H42  H 0 1 N N N 0.928  -9.131  30.899 -1.927 -0.575 -0.724 H42  LLL 53 
LLL H52  H52  H 0 1 N N N -2.175 -8.911  30.801 -0.292 -0.051 1.799  H52  LLL 54 
LLL H3   H3   H 0 1 N N N -1.759 -7.392  32.529 0.647  1.550  0.544  H3   LLL 55 
LLL H62  H62  H 0 1 N N N -0.247 -9.921  33.049 0.511  -1.065 -0.965 H62  LLL 56 
LLL H13  H13  H 0 1 N N N -1.523 -10.711 35.079 2.572  -1.998 -0.930 H13  LLL 57 
LLL H23  H23  H 0 1 N N N -3.652 -10.212 36.447 4.901  -1.124 -1.038 H23  LLL 58 
LLL H2   H2   H 0 1 N N N -5.065 -11.297 35.030 4.304  -2.646 0.568  H2   LLL 59 
LLL H1   H1   H 0 1 N N N -4.418 -8.579  33.910 3.968  0.803  1.140  H1   LLL 60 
LLL H33  H33  H 0 1 N N N -6.267 -7.924  35.594 6.167  1.723  0.482  H33  LLL 61 
LLL H43  H43  H 0 1 N N N -3.387 -6.830  37.571 4.666  1.935  -2.707 H43  LLL 62 
LLL H531 1H53 H 0 0 N N N -1.745 -6.504  35.814 2.357  1.928  -2.058 H531 LLL 63 
LLL H532 2H53 H 0 0 N N N -2.177 -6.974  34.248 2.029  1.375  -0.400 H532 LLL 64 
LLL H831 1H83 H 0 0 N N N -5.509 -6.144  35.787 3.599  3.131  0.457  H831 LLL 65 
LLL H832 2H83 H 0 0 N N N -3.965 -5.203  36.006 5.277  3.185  -0.135 H832 LLL 66 
LLL H833 3H83 H 0 0 N N N -4.515 -5.892  34.412 3.939  3.652  -1.211 H833 LLL 67 
LLL H931 1H93 H 0 0 N N N -6.343 -10.631 34.375 7.246  0.400  2.149  H931 LLL 68 
LLL H932 2H93 H 0 0 N N N -7.836 -9.710  34.860 5.598  0.924  2.569  H932 LLL 69 
LLL H933 3H93 H 0 0 N N N -6.721 -9.192  33.518 5.886  -0.740 2.006  H933 LLL 70 
# 
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 
LLL C11 O11  SING N N 1  
LLL C11 C21  SING N N 2  
LLL C11 O51  SING N N 3  
LLL C11 H11  SING N N 4  
LLL O11 C42  SING N N 5  
LLL C21 N21  SING N N 6  
LLL C21 C31  SING N N 7  
LLL C21 H21  SING N N 8  
LLL N21 H211 SING N N 9  
LLL N21 H212 SING N N 10 
LLL C31 C41  SING N N 11 
LLL C31 H311 SING N N 12 
LLL C31 H312 SING N N 13 
LLL C41 C51  SING N N 14 
LLL C41 H411 SING N N 15 
LLL C41 H412 SING N N 16 
LLL C51 O51  SING N N 17 
LLL C51 C61  SING N N 18 
LLL C51 H51  SING N N 19 
LLL C61 N61  SING N N 20 
LLL C61 H611 SING N N 21 
LLL C61 H612 SING N N 22 
LLL N61 H11A SING N N 23 
LLL N61 H12A SING N N 24 
LLL C12 N12  SING N N 25 
LLL C12 C22  SING N N 26 
LLL C12 C62  SING N N 27 
LLL C12 H12  SING N N 28 
LLL N12 H121 SING N N 29 
LLL N12 H122 SING N N 30 
LLL C22 C32  SING N N 31 
LLL C22 H221 SING N N 32 
LLL C22 H222 SING N N 33 
LLL C32 N32  SING N N 34 
LLL C32 C42  SING N N 35 
LLL C32 H32  SING N N 36 
LLL N32 H321 SING N N 37 
LLL N32 H322 SING N N 38 
LLL C42 C52  SING N N 39 
LLL C42 H42  SING N N 40 
LLL C52 O52  SING N N 41 
LLL C52 C62  SING N N 42 
LLL C52 H52  SING N N 43 
LLL O52 H3   SING N N 44 
LLL C62 O62  SING N N 45 
LLL C62 H62  SING N N 46 
LLL O62 C13  SING N N 47 
LLL C13 C23  SING N N 48 
LLL C13 O53  SING N N 49 
LLL C13 H13  SING N N 50 
LLL C23 O23  SING N N 51 
LLL C23 C33  SING N N 52 
LLL C23 H23  SING N N 53 
LLL O23 H2   SING N N 54 
LLL C33 N33  SING N N 55 
LLL C33 C43  SING N N 56 
LLL C33 H1   SING N N 57 
LLL N33 C93  SING N N 58 
LLL N33 H33  SING N N 59 
LLL C43 O43  SING N N 60 
LLL C43 C53  SING N N 61 
LLL C43 C83  SING N N 62 
LLL O43 H43  SING N N 63 
LLL C53 O53  SING N N 64 
LLL C53 H531 SING N N 65 
LLL C53 H532 SING N N 66 
LLL C83 H831 SING N N 67 
LLL C83 H832 SING N N 68 
LLL C83 H833 SING N N 69 
LLL C93 H931 SING N N 70 
LLL C93 H932 SING N N 71 
LLL C93 H933 SING N N 72 
# 
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 
LLL SMILES           ACDLabs              10.04 O(C2C(O)C(OC1OC(CN)CCC1N)C(N)CC2N)C3OCC(O)(C(NC)C3O)C                                                                                                                                                
LLL InChI            InChI                1.02b InChI=1/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1 
LLL InChIKey         InChI                1.02b VEGXETMJINRLTH-BOZYPMBZBY                                                                                                                                                                            
LLL SMILES_CANONICAL CACTVS               3.341 CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3O[C@H](CN)CC[C@H]3N)[C@@H]2O                                                                                               
LLL SMILES           CACTVS               3.341 CN[CH]1[CH](O)[CH](OC[C]1(C)O)O[CH]2[CH](N)C[CH](N)[CH](O[CH]3O[CH](CN)CC[CH]3N)[CH]2O                                                                                                               
LLL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CN)N)N)N)O                                                                                         
LLL SMILES           "OpenEye OEToolkits" 1.5.0 CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CN)N)N)N)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 
LLL "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranoside" 
LLL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-2-hydroxy-cyclohexyl]oxy-5-methyl-4-methylamino-oxane-3,5-diol                      
# 
