data_C5M
# 
_chem_comp.id                                    C5M 
_chem_comp.name                                  N-{(2R,3S)-3-[(3-CHLOROBENZYL)AMINO]-2-HYDROXY-4-PHENYLBUTYL}-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H33 Cl N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-08 
_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                        517.080 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C5M 
_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        2C8X 
_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 
C5M C1   C1   C  0 1 N N N -1.723 19.972 47.077 -6.849 -2.833 0.300  C1   C5M 1  
C5M O2   O2   O  0 1 N N N -0.695 20.055 46.072 -6.928 -1.648 1.095  O2   C5M 2  
C5M C3   C3   C  0 1 Y N N 0.430  19.426 46.517 -6.020 -0.773 0.588  C3   C5M 3  
C5M C4   C4   C  0 1 Y N N 0.483  18.890 47.798 -5.244 -1.132 -0.504 C4   C5M 4  
C5M C5   C5   C  0 1 Y N N 1.610  18.239 48.269 -4.322 -0.242 -1.017 C5   C5M 5  
C5M C6   C6   C  0 1 N N N 1.535  17.712 49.689 -3.478 -0.631 -2.204 C6   C5M 6  
C5M C7   C7   C  0 1 Y N N 2.719  18.080 47.423 -4.172 1.008  -0.444 C7   C5M 7  
C5M C8   C8   C  0 1 Y N N 2.651  18.615 46.122 -4.944 1.368  0.645  C8   C5M 8  
C5M C9   C9   C  0 1 N N N 3.814  18.469 45.171 -4.778 2.730  1.267  C9   C5M 9  
C5M C10  C10  C  0 1 Y N N 1.517  19.287 45.673 -5.872 0.483  1.158  C10  C5M 10 
C5M C11  C11  C  0 1 N N N 1.447  19.846 44.268 -6.713 0.876  2.345  C11  C5M 11 
C5M S12  S12  S  0 1 N N N 4.203  17.230 47.939 -2.995 2.142  -1.102 S12  C5M 12 
C5M O13  O13  O  0 1 N N N 4.022  16.871 49.309 -3.453 3.434  -0.727 O13  C5M 13 
C5M O14  O14  O  0 1 N N N 4.537  16.298 46.920 -2.746 1.712  -2.433 O14  C5M 14 
C5M N15  N15  N  0 1 N N N 5.444  18.320 47.963 -1.575 1.913  -0.282 N15  C5M 15 
C5M C16  C16  C  0 1 N N N 5.314  19.627 48.619 -0.856 0.643  -0.403 C16  C5M 16 
C5M C17  C17  C  0 1 N N R 6.102  19.639 49.937 0.570  0.811  0.127  C17  C5M 17 
C5M O18  O18  O  0 1 N N N 7.264  18.816 49.769 0.527  1.089  1.528  O18  C5M 18 
C5M C19  C19  C  0 1 N N S 6.552  21.067 50.293 1.358  -0.478 -0.114 C19  C5M 19 
C5M C20  C20  C  0 1 N N N 5.382  22.065 50.214 0.749  -1.611 0.715  C20  C5M 20 
C5M C21  C21  C  0 1 Y N N 4.158  21.618 50.993 1.479  -2.896 0.422  C21  C5M 21 
C5M C22  C22  C  0 1 Y N N 2.904  21.646 50.378 2.512  -3.308 1.243  C22  C5M 22 
C5M C23  C23  C  0 1 Y N N 1.771  21.245 51.075 3.181  -4.487 0.974  C23  C5M 23 
C5M C24  C24  C  0 1 Y N N 1.874  20.834 52.391 2.817  -5.255 -0.116 C24  C5M 24 
C5M C25  C25  C  0 1 Y N N 3.121  20.814 53.013 1.783  -4.844 -0.937 C25  C5M 25 
C5M C26  C26  C  0 1 Y N N 4.261  21.203 52.317 1.111  -3.667 -0.665 C26  C5M 26 
C5M N27  N27  N  0 1 N N N 7.582  21.504 49.340 2.758  -0.277 0.285  N27  C5M 27 
C5M C28  C28  C  0 1 N N N 8.561  22.473 49.946 3.452  0.285  -0.881 C28  C5M 28 
C5M C29  C29  C  0 1 Y N N 9.493  22.824 48.819 4.926  0.390  -0.586 C29  C5M 29 
C5M C30  C30  C  0 1 Y N N 10.517 21.939 48.495 5.768  -0.665 -0.883 C30  C5M 30 
C5M C31  C31  C  0 1 Y N N 11.373 22.206 47.418 7.120  -0.569 -0.612 C31  C5M 31 
C5M C32  C32  C  0 1 Y N N 11.166 23.368 46.665 7.631  0.583  -0.044 C32  C5M 32 
C5M C33  C33  C  0 1 Y N N 10.131 24.257 46.974 6.789  1.640  0.254  C33  C5M 33 
C5M CL34 CL34 CL 0 0 N N N 9.916  25.721 46.022 7.430  3.087  0.967  CL34 C5M 34 
C5M C35  C35  C  0 1 Y N N 9.290  23.983 48.066 5.437  1.544  -0.022 C35  C5M 35 
C5M H1C1 1H1C H  0 0 N N N -2.310 19.054 46.926 -5.841 -3.243 0.360  H1C1 C5M 36 
C5M H1C2 2H1C H  0 0 N N N -2.384 20.848 46.998 -7.563 -3.568 0.671  H1C2 C5M 37 
C5M H1C3 3H1C H  0 0 N N N -1.260 19.951 48.075 -7.082 -2.591 -0.737 H1C3 C5M 38 
C5M H4   H4   H  0 1 N N N -0.378 18.984 48.443 -5.360 -2.108 -0.952 H4   C5M 39 
C5M H6C1 1H6C H  0 0 N N N 0.620  18.086 50.171 -3.927 -0.235 -3.115 H6C1 C5M 40 
C5M H6C2 2H6C H  0 0 N N N 2.414  18.055 50.254 -2.474 -0.223 -2.086 H6C2 C5M 41 
C5M H6C3 3H6C H  0 0 N N N 1.517  16.612 49.672 -3.423 -1.718 -2.269 H6C3 C5M 42 
C5M H9C1 1H9C H  0 0 N N N 4.357  17.539 45.396 -5.373 3.458  0.715  H9C1 C5M 43 
C5M H9C2 2H9C H  0 0 N N N 4.492  19.328 45.287 -5.114 2.699  2.304  H9C2 C5M 44 
C5M H9C3 3H9C H  0 0 N N N 3.441  18.433 44.137 -3.728 3.020  1.234  H9C3 C5M 45 
C5M H111 1H11 H  0 0 N N N 0.533  19.484 43.775 -7.631 1.352  1.999  H111 C5M 46 
C5M H112 2H11 H  0 0 N N N 2.327  19.515 43.698 -6.962 -0.013 2.925  H112 C5M 47 
C5M H113 3H11 H  0 0 N N N 1.430  20.945 44.311 -6.156 1.573  2.971  H113 C5M 48 
C5M H15  H15  H  0 1 N N N 6.197  17.858 48.432 -1.219 2.620  0.279  H15  C5M 49 
C5M H161 1H16 H  0 0 N N N 4.252  19.818 48.833 -1.371 -0.123 0.177  H161 C5M 50 
C5M H162 2H16 H  0 0 N N N 5.710  20.408 47.953 -0.822 0.343  -1.450 H162 C5M 51 
C5M H17  H17  H  0 1 N N N 5.460  19.262 50.747 1.055  1.636  -0.393 H17  C5M 52 
C5M H18  H18  H  0 1 N N N 7.393  18.634 48.846 0.091  0.336  1.949  H18  C5M 53 
C5M H19  H19  H  0 1 N N N 6.940  21.048 51.322 1.315  -0.738 -1.171 H19  C5M 54 
C5M H201 1H20 H  0 0 N N N 5.088  22.142 49.157 0.841  -1.375 1.776  H201 C5M 55 
C5M H202 2H20 H  0 0 N N N 5.721  23.026 50.628 -0.304 -1.724 0.458  H202 C5M 56 
C5M H22  H22  H  0 1 N N N 2.815  21.981 49.355 2.796  -2.708 2.095  H22  C5M 57 
C5M H23  H23  H  0 1 N N N 0.807  21.254 50.588 3.988  -4.808 1.615  H23  C5M 58 
C5M H24  H24  H  0 1 N N N 0.992  20.530 52.935 3.340  -6.176 -0.327 H24  C5M 59 
C5M H25  H25  H  0 1 N N N 3.203  20.495 54.041 1.499  -5.444 -1.789 H25  C5M 60 
C5M H26  H26  H  0 1 N N N 5.225  21.183 52.804 0.304  -3.346 -1.307 H26  C5M 61 
C5M H27  H27  H  0 1 N N N 8.086  20.699 49.029 2.757  0.439  0.995  H27  C5M 62 
C5M H281 1H28 H  0 0 N N N 9.094  22.042 50.806 3.300  -0.366 -1.743 H281 C5M 63 
C5M H282 2H28 H  0 0 N N N 8.048  23.367 50.330 3.053  1.275  -1.099 H282 C5M 64 
C5M H30  H30  H  0 1 N N N 10.653 21.040 49.078 5.369  -1.565 -1.327 H30  C5M 65 
C5M H31  H31  H  0 1 N N N 12.177 21.528 47.173 7.777  -1.394 -0.844 H31  C5M 66 
C5M H32  H32  H  0 1 N N N 11.817 23.582 45.830 8.687  0.658  0.169  H32  C5M 67 
C5M H35  H35  H  0 1 N N N 8.492  24.664 48.321 4.779  2.369  0.210  H35  C5M 68 
# 
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 
C5M C1  O2   SING N N 1  
C5M C1  H1C1 SING N N 2  
C5M C1  H1C2 SING N N 3  
C5M C1  H1C3 SING N N 4  
C5M O2  C3   SING N N 5  
C5M C3  C4   DOUB Y N 6  
C5M C3  C10  SING Y N 7  
C5M C4  C5   SING Y N 8  
C5M C4  H4   SING N N 9  
C5M C5  C6   SING N N 10 
C5M C5  C7   DOUB Y N 11 
C5M C6  H6C1 SING N N 12 
C5M C6  H6C2 SING N N 13 
C5M C6  H6C3 SING N N 14 
C5M C7  C8   SING Y N 15 
C5M C7  S12  SING N N 16 
C5M C8  C9   SING N N 17 
C5M C8  C10  DOUB Y N 18 
C5M C9  H9C1 SING N N 19 
C5M C9  H9C2 SING N N 20 
C5M C9  H9C3 SING N N 21 
C5M C10 C11  SING N N 22 
C5M C11 H111 SING N N 23 
C5M C11 H112 SING N N 24 
C5M C11 H113 SING N N 25 
C5M S12 O13  DOUB N N 26 
C5M S12 O14  DOUB N N 27 
C5M S12 N15  SING N N 28 
C5M N15 C16  SING N N 29 
C5M N15 H15  SING N N 30 
C5M C16 C17  SING N N 31 
C5M C16 H161 SING N N 32 
C5M C16 H162 SING N N 33 
C5M C17 O18  SING N N 34 
C5M C17 C19  SING N N 35 
C5M C17 H17  SING N N 36 
C5M O18 H18  SING N N 37 
C5M C19 C20  SING N N 38 
C5M C19 N27  SING N N 39 
C5M C19 H19  SING N N 40 
C5M C20 C21  SING N N 41 
C5M C20 H201 SING N N 42 
C5M C20 H202 SING N N 43 
C5M C21 C22  DOUB Y N 44 
C5M C21 C26  SING Y N 45 
C5M C22 C23  SING Y N 46 
C5M C22 H22  SING N N 47 
C5M C23 C24  DOUB Y N 48 
C5M C23 H23  SING N N 49 
C5M C24 C25  SING Y N 50 
C5M C24 H24  SING N N 51 
C5M C25 C26  DOUB Y N 52 
C5M C25 H25  SING N N 53 
C5M C26 H26  SING N N 54 
C5M N27 C28  SING N N 55 
C5M N27 H27  SING N N 56 
C5M C28 C29  SING N N 57 
C5M C28 H281 SING N N 58 
C5M C28 H282 SING N N 59 
C5M C29 C30  DOUB Y N 60 
C5M C29 C35  SING Y N 61 
C5M C30 C31  SING Y N 62 
C5M C30 H30  SING N N 63 
C5M C31 C32  DOUB Y N 64 
C5M C31 H31  SING N N 65 
C5M C32 C33  SING Y N 66 
C5M C32 H32  SING N N 67 
C5M C33 CL34 SING N N 68 
C5M C33 C35  DOUB Y N 69 
C5M C35 H35  SING N N 70 
# 
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 
C5M SMILES           ACDLabs              10.04 Clc1cc(ccc1)CNC(Cc2ccccc2)C(O)CNS(=O)(=O)c3c(cc(OC)c(c3C)C)C                                                                                                                    
C5M InChI            InChI                1.02b InChI=1/C27H33ClN2O4S/c1-18-13-26(34-4)19(2)20(3)27(18)35(32,33)30-17-25(31)24(15-21-9-6-5-7-10-21)29-16-22-11-8-12-23(28)14-22/h5-14,24-25,29-31H,15-17H2,1-4H3/t24-,25+/m0/s1 
C5M InChIKey         InChI                1.02b NMWFFNHLGKDPOV-LOSJGSFVBP                                                                                                                                                       
C5M SMILES_CANONICAL CACTVS               3.341 COc1cc(C)c(c(C)c1C)[S](=O)(=O)NC[C@@H](O)[C@H](Cc2ccccc2)NCc3cccc(Cl)c3                                                                                                         
C5M SMILES           CACTVS               3.341 COc1cc(C)c(c(C)c1C)[S](=O)(=O)NC[CH](O)[CH](Cc2ccccc2)NCc3cccc(Cl)c3                                                                                                            
C5M SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(c(c(c1S(=O)(=O)NC[C@H]([C@H](Cc2ccccc2)NCc3cccc(c3)Cl)O)C)C)OC                                                                                                            
C5M SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(c(c(c1S(=O)(=O)NCC(C(Cc2ccccc2)NCc3cccc(c3)Cl)O)C)C)OC                                                                                                                    
# 
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 
C5M "SYSTEMATIC NAME" ACDLabs              10.04 N-{(2R,3S)-3-[(3-chlorobenzyl)amino]-2-hydroxy-4-phenylbutyl}-4-methoxy-2,3,6-trimethylbenzenesulfonamide         
C5M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2R,3S)-3-[(3-chlorophenyl)methylamino]-2-hydroxy-4-phenyl-butyl]-4-methoxy-2,3,6-trimethyl-benzenesulfonamide 
# 
