data_CLY
# 
_chem_comp.id                                    CLY 
_chem_comp.name                                  CLINDAMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C18 H33 Cl N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-09-18 
_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                        424.983 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CLY 
_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        1JZX 
_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 
CLY O4   O4   O  0 1 N N N 46.207 119.551 118.645 2.020  -0.371 -4.771 O4   CLY 1  
CLY C1   C1   C  0 1 N N R 46.898 120.158 117.506 1.650  0.464  -3.672 C1   CLY 2  
CLY C2   C2   C  0 1 N N S 47.471 119.047 116.635 2.182  -0.136 -2.366 C2   CLY 3  
CLY C3   C3   C  0 1 N N R 48.199 119.686 115.418 1.458  -1.461 -2.107 C3   CLY 4  
CLY C4   C4   C  0 1 N N R 49.273 120.654 115.900 -0.052 -1.221 -2.145 C4   CLY 5  
CLY O5   O5   O  0 1 N N N 48.708 121.621 116.853 -0.433 -0.743 -3.434 O5   CLY 6  
CLY C5   C5   C  0 1 N N R 48.039 121.084 117.992 0.124  0.559  -3.592 C5   CLY 7  
CLY O6   O6   O  0 1 N N N 46.461 118.177 116.171 1.936  0.767  -1.287 O6   CLY 8  
CLY O7   O7   O  0 1 N N N 47.249 120.351 114.610 1.830  -1.966 -0.823 O7   CLY 9  
CLY S1   S1   S  0 1 N N N 49.159 120.210 119.154 -0.512 1.306  -5.118 S1   CLY 10 
CLY C6   C6   C  0 1 N N N 50.341 121.537 119.524 -2.288 1.304  -4.752 C6   CLY 11 
CLY C7   C7   C  0 1 N N S 49.923 121.538 114.786 -0.429 -0.183 -1.086 C7   CLY 12 
CLY C8   C8   C  0 1 N N S 50.981 122.447 115.471 -1.936 0.073  -1.136 C8   CLY 13 
CLY C9   C9   C  0 1 N N N 51.702 123.385 114.443 -2.313 1.111  -0.077 C9   CLY 14 
CLY CL1  CL1  CL 0 0 N N N 52.213 121.535 116.400 -2.819 -1.464 -0.811 CL1  CLY 15 
CLY N1   N1   N  0 1 N N N 50.561 120.690 113.687 -0.063 -0.685 0.241  N1   CLY 16 
CLY C10  C10  C  0 1 N N N 51.402 119.591 113.895 0.278  0.178  1.217  C10  CLY 17 
CLY O8   O8   O  0 1 N N N 51.763 119.129 114.938 0.283  1.371  0.997  O8   CLY 18 
CLY C11  C11  C  0 1 N N S 51.845 119.004 112.537 0.654  -0.337 2.582  C11  CLY 19 
CLY C12  C12  C  0 1 N N N 51.468 117.600 112.284 -0.600 -0.434 3.470  C12  CLY 20 
CLY C13  C13  C  0 1 N N R 52.746 116.804 112.049 -0.309 0.482  4.681  C13  CLY 21 
CLY C14  C14  C  0 1 N N N 53.704 117.861 111.640 1.237  0.571  4.690  C14  CLY 22 
CLY N2   N2   N  0 1 N N N 53.346 119.053 112.447 1.582  0.605  3.243  N2   CLY 23 
CLY C15  C15  C  0 1 N N N 53.861 120.321 111.813 2.928  0.033  3.115  C15  CLY 24 
CLY C16  C16  C  0 1 N N N 52.609 115.721 110.974 -0.823 -0.152 5.975  C16  CLY 25 
CLY C17  C17  C  0 1 N N N 52.701 114.286 111.451 -0.467 0.748  7.160  C17  CLY 26 
CLY C18  C18  C  0 1 N N N 52.671 113.274 110.352 -0.980 0.113  8.454  C18  CLY 27 
CLY HO4  HO4  H  0 1 N N N 45.849 120.243 119.188 1.660  0.040  -5.569 HO4  CLY 28 
CLY H1   H1   H  0 1 N N N 46.175 120.772 116.919 2.070  1.460  -3.813 H1   CLY 29 
CLY H2   H2   H  0 1 N N N 48.182 118.449 117.250 3.253  -0.316 -2.456 H2   CLY 30 
CLY H3   H3   H  0 1 N N N 48.697 118.891 114.815 1.732  -2.183 -2.877 H3   CLY 31 
CLY H4   H4   H  0 1 N N N 50.045 119.979 116.336 -0.573 -2.156 -1.937 H4   CLY 32 
CLY H5   H5   H  0 1 N N N 47.621 121.936 118.577 -0.155 1.180  -2.741 H5   CLY 33 
CLY HO6  HO6  H  0 1 N N N 46.818 117.484 115.627 2.400  1.588  -1.500 HO6  CLY 34 
CLY HO7  HO7  H  0 1 N N N 47.693 120.741 113.866 2.788  -2.097 -0.842 HO7  CLY 35 
CLY H61  1H6  H  0 1 N N N 51.021 121.006 120.229 -2.833 1.733  -5.593 H61  CLY 36 
CLY H62  2H6  H  0 1 N N N 50.831 122.008 118.640 -2.624 0.280  -4.586 H62  CLY 37 
CLY H63  3H6  H  0 1 N N N 49.898 122.488 119.901 -2.476 1.897  -3.857 H63  CLY 38 
CLY H7   H7   H  0 1 N N N 49.138 122.153 114.287 0.104  0.746  -1.282 H7   CLY 39 
CLY H8   H8   H  0 1 N N N 50.398 123.065 116.193 -2.208 0.446  -2.124 H8   CLY 40 
CLY H91  1H9  H  0 1 N N N 52.461 124.037 114.934 -3.387 1.294  -0.113 H91  CLY 41 
CLY H92  2H9  H  0 1 N N N 52.151 122.799 113.607 -2.041 0.738  0.909  H92  CLY 42 
CLY H93  3H9  H  0 1 N N N 50.966 123.987 113.860 -1.779 2.041  -0.274 H93  CLY 43 
CLY HN1  HN1  H  0 1 N N N 50.407 120.880 112.696 -0.068 -1.638 0.417  HN1  CLY 44 
CLY H11  H11  H  0 1 N N N 51.315 119.631 111.782 1.122  -1.317 2.492  H11  CLY 45 
CLY H121 1H12 H  0 0 N N N 50.835 117.170 113.095 -0.750 -1.461 3.801  H121 CLY 46 
CLY H122 2H12 H  0 0 N N N 50.734 117.493 111.451 -1.476 -0.078 2.927  H122 CLY 47 
CLY H13  H13  H  0 1 N N N 53.055 116.225 112.950 -0.752 1.467  4.533  H13  CLY 48 
CLY H141 1H14 H  0 0 N N N 54.773 117.558 111.736 1.571  1.482  5.187  H141 CLY 49 
CLY H142 2H14 H  0 0 N N N 53.719 118.051 110.541 1.667  -0.308 5.167  H142 CLY 50 
CLY H151 1H15 H  0 0 N N N 54.973 120.357 111.746 3.652  0.695  3.590  H151 CLY 51 
CLY H152 2H15 H  0 0 N N N 53.397 120.480 110.811 2.956  -0.942 3.601  H152 CLY 52 
CLY H153 3H15 H  0 0 N N N 53.465 121.218 112.342 3.177  -0.079 2.060  H153 CLY 53 
CLY H161 1H16 H  0 0 N N N 51.659 115.869 110.408 -0.359 -1.129 6.109  H161 CLY 54 
CLY H162 2H16 H  0 0 N N N 53.355 115.897 110.164 -1.905 -0.267 5.918  H162 CLY 55 
CLY H171 1H17 H  0 0 N N N 53.604 114.143 112.088 -0.930 1.725  7.025  H171 CLY 56 
CLY H172 2H17 H  0 0 N N N 51.904 114.071 112.201 0.615  0.863  7.216  H172 CLY 57 
CLY H181 1H18 H  0 0 N N N 52.738 112.217 110.703 -0.727 0.755  9.298  H181 CLY 58 
CLY H182 2H18 H  0 0 N N N 51.767 113.416 109.714 -2.062 -0.001 8.398  H182 CLY 59 
CLY H183 3H18 H  0 0 N N N 53.467 113.488 109.601 -0.517 -0.863 8.588  H183 CLY 60 
# 
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 
CLY O4  C1   SING N N 1  
CLY O4  HO4  SING N N 2  
CLY C1  C2   SING N N 3  
CLY C1  C5   SING N N 4  
CLY C1  H1   SING N N 5  
CLY C2  C3   SING N N 6  
CLY C2  O6   SING N N 7  
CLY C2  H2   SING N N 8  
CLY C3  C4   SING N N 9  
CLY C3  O7   SING N N 10 
CLY C3  H3   SING N N 11 
CLY C4  O5   SING N N 12 
CLY C4  C7   SING N N 13 
CLY C4  H4   SING N N 14 
CLY O5  C5   SING N N 15 
CLY C5  S1   SING N N 16 
CLY C5  H5   SING N N 17 
CLY O6  HO6  SING N N 18 
CLY O7  HO7  SING N N 19 
CLY S1  C6   SING N N 20 
CLY C6  H61  SING N N 21 
CLY C6  H62  SING N N 22 
CLY C6  H63  SING N N 23 
CLY C7  C8   SING N N 24 
CLY C7  N1   SING N N 25 
CLY C7  H7   SING N N 26 
CLY C8  C9   SING N N 27 
CLY C8  CL1  SING N N 28 
CLY C8  H8   SING N N 29 
CLY C9  H91  SING N N 30 
CLY C9  H92  SING N N 31 
CLY C9  H93  SING N N 32 
CLY N1  C10  SING N N 33 
CLY N1  HN1  SING N N 34 
CLY C10 O8   DOUB N N 35 
CLY C10 C11  SING N N 36 
CLY C11 C12  SING N N 37 
CLY C11 N2   SING N N 38 
CLY C11 H11  SING N N 39 
CLY C12 C13  SING N N 40 
CLY C12 H121 SING N N 41 
CLY C12 H122 SING N N 42 
CLY C13 C14  SING N N 43 
CLY C13 C16  SING N N 44 
CLY C13 H13  SING N N 45 
CLY C14 N2   SING N N 46 
CLY C14 H141 SING N N 47 
CLY C14 H142 SING N N 48 
CLY N2  C15  SING N N 49 
CLY C15 H151 SING N N 50 
CLY C15 H152 SING N N 51 
CLY C15 H153 SING N N 52 
CLY C16 C17  SING N N 53 
CLY C16 H161 SING N N 54 
CLY C16 H162 SING N N 55 
CLY C17 C18  SING N N 56 
CLY C17 H171 SING N N 57 
CLY C17 H172 SING N N 58 
CLY C18 H181 SING N N 59 
CLY C18 H182 SING N N 60 
CLY C18 H183 SING N N 61 
# 
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 
CLY SMILES           ACDLabs              10.04 ClC(C)C(NC(=O)C1N(C)CC(CCC)C1)C2OC(SC)C(O)C(O)C2O                                                                                                                                           
CLY InChI            InChI                1.02b InChI=1/C18H33ClN2O5S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10+,11-,12+,13-,14+,15+,16+,18+/m0/s1/f/h20H 
CLY InChIKey         InChI                1.02b KDLRVYVGXIQJDK-DFSFUPPTDI                                                                                                                                                                   
CLY SMILES_CANONICAL CACTVS               3.341 CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O                                                                                                     
CLY SMILES           CACTVS               3.341 CCC[CH]1C[CH](N(C)C1)C(=O)N[CH]([CH](C)Cl)[CH]2O[CH](SC)[CH](O)[CH](O)[CH]2O                                                                                                                
CLY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC[C@@H]1C[C@H]([N@@](C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl                                                                                            
CLY SMILES           "OpenEye OEToolkits" 1.5.0 CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)Cl                                                                                                                                         
# 
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 
CLY "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 7-chloro-6,7,8-trideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-L-threo-alpha-D-galacto-octopyranoside"                          
CLY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-oxan-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide 
# 
