data_QN3
# 
_chem_comp.id                                    QN3 
_chem_comp.name                                  "N,N'-(3S,4S)-pyrrolidine-3,4-diylbis(N-benzyl-2-chlorobenzenesulfonamide)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H29 Cl2 N3 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-08-03 
_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                        630.605 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QN3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2QNQ 
_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 
QN3 C2   C2   C  0 1 Y N N -14.737 23.224 -1.764 0.637  -4.315 -2.091 C2   QN3 1  
QN3 C6   C6   C  0 1 Y N N -13.649 23.687 -2.543 1.802  -4.998 -1.795 C6   QN3 2  
QN3 C5   C5   C  0 1 Y N N -13.749 23.688 -3.956 2.878  -4.324 -1.249 C5   QN3 3  
QN3 C20  C20  C  0 1 Y N N -14.934 23.233 -4.606 2.789  -2.966 -0.998 C20  QN3 4  
QN3 C27  C27  C  0 1 Y N N -16.049 22.761 -3.834 1.623  -2.284 -1.295 C27  QN3 5  
QN3 S9   S9   S  0 1 N N N -17.644 22.156 -4.474 1.509  -0.554 -0.977 S9   QN3 6  
QN3 N32  N32  N  0 1 N N N -17.377 20.435 -4.104 1.558  -0.354 0.666  N32  QN3 7  
QN3 C24  C24  C  0 1 N N S -16.499 19.696 -5.068 0.345  -0.551 1.464  C24  QN3 8  
QN3 C23  C23  C  0 1 N N S -17.120 18.386 -5.696 -0.638 0.622  1.246  C23  QN3 9  
QN3 N28  N28  N  0 1 N N N -17.073 18.383 -7.191 -1.699 0.242  0.310  N28  QN3 10 
QN3 S8   S8   S  0 1 N N N -18.545 18.702 -8.064 -2.653 1.408  -0.378 S8   QN3 11 
QN3 O10  O10  O  0 1 N N N -19.097 19.932 -7.532 -3.948 0.840  -0.512 O10  QN3 12 
QN3 O41  O41  O  0 1 N N N -18.224 18.693 -9.490 -2.401 2.608  0.341  O41  QN3 13 
QN3 C26  C26  C  0 1 Y N N -19.746 17.373 -7.862 -2.054 1.673  -2.014 C26  QN3 14 
QN3 C19  C19  C  0 1 Y N N -20.968 17.669 -7.192 -2.808 1.270  -3.099 C19  QN3 15 
QN3 C3   C3   C  0 1 Y N N -21.969 16.672 -7.009 -2.339 1.479  -4.383 C3   QN3 16 
QN3 C4   C4   C  0 1 Y N N -21.756 15.352 -7.502 -1.115 2.090  -4.581 C4   QN3 17 
QN3 C1   C1   C  0 1 Y N N -20.542 15.036 -8.176 -0.359 2.493  -3.496 C1   QN3 18 
QN3 C17  C17  C  0 1 Y N N -19.536 16.035 -8.360 -0.831 2.290  -2.212 C17  QN3 19 
QN3 CL1  CL1  CL 0 0 N N N -18.079 15.579 -9.203 0.117  2.796  -0.848 CL1  QN3 20 
QN3 C7   C7   C  0 1 N N N -15.845 18.091 -7.974 -1.917 -1.169 -0.016 C7   QN3 21 
QN3 C12  C12  C  0 1 Y N N -14.958 19.325 -8.284 -2.798 -1.797 1.032  C12  QN3 22 
QN3 C13  C13  C  0 1 Y N N -15.498 20.447 -8.985 -2.240 -2.302 2.192  C13  QN3 23 
QN3 C29  C29  C  0 1 Y N N -14.686 21.577 -9.282 -3.048 -2.879 3.154  C29  QN3 24 
QN3 C31  C31  C  0 1 Y N N -13.320 21.600 -8.878 -4.414 -2.950 2.956  C31  QN3 25 
QN3 C30  C30  C  0 1 Y N N -12.771 20.489 -8.177 -4.972 -2.444 1.797  C30  QN3 26 
QN3 C14  C14  C  0 1 Y N N -13.586 19.362 -7.884 -4.165 -1.863 0.838  C14  QN3 27 
QN3 C21  C21  C  0 1 N N N -16.331 17.260 -4.976 -1.216 0.859  2.664  C21  QN3 28 
QN3 N22  N22  N  0 1 N N N -14.982 17.816 -4.706 -0.046 0.628  3.550  N22  QN3 29 
QN3 C25  C25  C  0 1 N N N -15.136 19.267 -4.452 0.682  -0.519 2.967  C25  QN3 30 
QN3 C33  C33  C  0 1 N N N -18.009 19.816 -2.912 2.813  0.020  1.322  C33  QN3 31 
QN3 C34  C34  C  0 1 Y N N -19.398 19.189 -3.037 2.784  1.488  1.663  C34  QN3 32 
QN3 C35  C35  C  0 1 Y N N -20.368 19.700 -3.938 3.064  2.429  0.690  C35  QN3 33 
QN3 C36  C36  C  0 1 Y N N -21.656 19.094 -4.018 3.037  3.776  1.003  C36  QN3 34 
QN3 C37  C37  C  0 1 Y N N -21.981 17.972 -3.197 2.730  4.180  2.289  C37  QN3 35 
QN3 C39  C39  C  0 1 Y N N -21.011 17.458 -2.294 2.449  3.239  3.261  C39  QN3 36 
QN3 C38  C38  C  0 1 Y N N -19.727 18.066 -2.216 2.471  1.893  2.947  C38  QN3 37 
QN3 O11  O11  O  0 1 N N N -17.733 22.225 -5.926 2.701  0.027  -1.487 O11  QN3 38 
QN3 O40  O40  O  0 1 N N N -18.582 22.787 -3.554 0.210  -0.155 -1.391 O40  QN3 39 
QN3 C18  C18  C  0 1 Y N N -15.921 22.767 -2.405 0.549  -2.957 -1.846 C18  QN3 40 
QN3 CL3  CL3  CL 0 0 N N N -14.955 23.272 -6.327 4.141  -2.120 -0.312 CL3  QN3 41 
QN3 H2   H2   H  0 1 N N N -14.668 23.218 -0.686 -0.204 -4.842 -2.518 H2   QN3 42 
QN3 H6   H6   H  0 1 N N N -12.748 24.038 -2.062 1.871  -6.057 -1.990 H6   QN3 43 
QN3 H5   H5   H  0 1 N N N -12.917 24.038 -4.549 3.788  -4.858 -1.018 H5   QN3 44 
QN3 H24  H24  H  0 1 N N N -16.372 20.450 -5.859 -0.129 -1.497 1.204  H24  QN3 45 
QN3 H23  H23  H  0 1 N N N -18.202 18.268 -5.536 -0.109 1.508  0.892  H23  QN3 46 
QN3 H19  H19  H  0 1 N N N -21.139 18.667 -6.816 -3.764 0.792  -2.945 H19  QN3 47 
QN3 H3   H3   H  0 1 N N N -22.888 16.916 -6.497 -2.928 1.163  -5.231 H3   QN3 48 
QN3 H4   H4   H  0 1 N N N -22.513 14.594 -7.365 -0.749 2.252  -5.584 H4   QN3 49 
QN3 H1   H1   H  0 1 N N N -20.380 14.036 -8.550 0.597  2.970  -3.651 H1   QN3 50 
QN3 H71  H71  H  0 1 N N N -16.157 17.654 -8.934 -2.400 -1.246 -0.990 H71  QN3 51 
QN3 H72  H72  H  0 1 N N N -15.235 17.417 -7.356 -0.959 -1.688 -0.044 H72  QN3 52 
QN3 H13  H13  H  0 1 N N N -16.533 20.437 -9.293 -1.172 -2.247 2.346  H13  QN3 53 
QN3 H29  H29  H  0 1 N N N -15.106 22.418 -9.814 -2.612 -3.274 4.059  H29  QN3 54 
QN3 H31  H31  H  0 1 N N N -12.703 22.457 -9.103 -5.046 -3.401 3.707  H31  QN3 55 
QN3 H30  H30  H  0 1 N N N -11.736 20.503 -7.868 -6.040 -2.500 1.643  H30  QN3 56 
QN3 H14  H14  H  0 1 N N N -13.163 18.522 -7.352 -4.601 -1.465 -0.066 H14  QN3 57 
QN3 H211 H211 H  0 0 N N N -16.829 16.976 -4.037 -1.580 1.881  2.765  H211 QN3 58 
QN3 H212 H212 H  0 0 N N N -16.275 16.351 -5.593 -2.009 0.144  2.880  H212 QN3 59 
QN3 HN22 HN22 H  0 0 N N N -14.580 17.369 -3.907 0.542  1.447  3.593  HN22 QN3 60 
QN3 H251 H251 H  0 0 N N N -14.313 19.826 -4.921 0.357  -1.445 3.440  H251 QN3 61 
QN3 H252 H252 H  0 0 N N N -15.110 19.480 -3.373 1.755  -0.385 3.103  H252 QN3 62 
QN3 H331 H331 H  0 0 N N N -17.335 19.009 -2.590 2.934  -0.562 2.235  H331 QN3 63 
QN3 H332 H332 H  0 0 N N N -18.161 20.661 -2.224 3.648  -0.180 0.650  H332 QN3 64 
QN3 H35  H35  H  0 1 N N N -20.130 20.548 -4.563 3.303  2.113  -0.314 H35  QN3 65 
QN3 H36  H36  H  0 1 N N N -22.391 19.487 -4.705 3.257  4.511  0.243  H36  QN3 66 
QN3 H37  H37  H  0 1 N N N -22.958 17.517 -3.262 2.710  5.232  2.533  H37  QN3 67 
QN3 H39  H39  H  0 1 N N N -21.248 16.609 -1.670 2.210  3.555  4.266  H39  QN3 68 
QN3 H38  H38  H  0 1 N N N -18.992 17.674 -1.528 2.248  1.158  3.706  H38  QN3 69 
QN3 H18  H18  H  0 1 N N N -16.745 22.416 -1.801 -0.361 -2.424 -2.078 H18  QN3 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 
QN3 O41 S8   DOUB N N 1  
QN3 C29 C13  DOUB Y N 2  
QN3 C29 C31  SING N N 3  
QN3 CL1 C17  SING Y N 4  
QN3 C13 C12  SING N N 5  
QN3 C31 C30  DOUB Y N 6  
QN3 C17 C1   DOUB Y N 7  
QN3 C17 C26  SING Y N 8  
QN3 C12 C7   SING N N 9  
QN3 C12 C14  DOUB N N 10 
QN3 C30 C14  SING N N 11 
QN3 C1  C4   SING N N 12 
QN3 S8  C26  SING N N 13 
QN3 S8  O10  DOUB N N 14 
QN3 S8  N28  SING N N 15 
QN3 C7  N28  SING N N 16 
QN3 C26 C19  DOUB N N 17 
QN3 C4  C3   DOUB N N 18 
QN3 C19 C3   SING N N 19 
QN3 N28 C23  SING N N 20 
QN3 CL3 C20  SING N N 21 
QN3 O11 S9   DOUB N N 22 
QN3 C23 C24  SING N N 23 
QN3 C23 C21  SING Y N 24 
QN3 C24 C25  SING Y N 25 
QN3 C24 N32  SING N N 26 
QN3 C21 N22  SING N N 27 
QN3 N22 C25  SING Y N 28 
QN3 C20 C5   DOUB N N 29 
QN3 C20 C27  SING Y N 30 
QN3 S9  N32  SING N N 31 
QN3 S9  C27  SING Y N 32 
QN3 S9  O40  DOUB Y N 33 
QN3 N32 C33  SING N N 34 
QN3 C36 C35  DOUB N N 35 
QN3 C36 C37  SING N N 36 
QN3 C5  C6   SING N N 37 
QN3 C35 C34  SING N N 38 
QN3 C27 C18  DOUB Y N 39 
QN3 C37 C39  DOUB Y N 40 
QN3 C34 C33  SING N N 41 
QN3 C34 C38  DOUB Y N 42 
QN3 C6  C2   DOUB Y N 43 
QN3 C18 C2   SING N N 44 
QN3 C39 C38  SING Y N 45 
QN3 C2  H2   SING N N 46 
QN3 C6  H6   SING Y N 47 
QN3 C5  H5   SING N N 48 
QN3 C24 H24  SING N N 49 
QN3 C23 H23  SING N N 50 
QN3 C19 H19  SING N N 51 
QN3 C3  H3   SING N N 52 
QN3 C4  H4   SING N N 53 
QN3 C1  H1   SING N N 54 
QN3 C7  H71  SING N N 55 
QN3 C7  H72  SING N N 56 
QN3 C13 H13  SING N N 57 
QN3 C29 H29  SING N N 58 
QN3 C31 H31  SING N N 59 
QN3 C30 H30  SING Y N 60 
QN3 C14 H14  SING Y N 61 
QN3 C21 H211 SING N N 62 
QN3 C21 H212 SING Y N 63 
QN3 N22 HN22 SING Y N 64 
QN3 C25 H251 SING N N 65 
QN3 C25 H252 SING Y N 66 
QN3 C33 H331 SING N N 67 
QN3 C33 H332 SING Y N 68 
QN3 C35 H35  SING N N 69 
QN3 C36 H36  SING N N 70 
QN3 C37 H37  SING N N 71 
QN3 C39 H39  SING Y N 72 
QN3 C38 H38  SING N N 73 
QN3 C18 H18  SING N N 74 
# 
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 
QN3 SMILES           ACDLabs              10.04 O=S(=O)(N(C3C(N(Cc1ccccc1)S(=O)(=O)c2ccccc2Cl)CNC3)Cc4ccccc4)c5ccccc5Cl                                                                                                                          
QN3 InChI            InChI                1.02b InChI=1/C30H29Cl2N3O4S2/c31-25-15-7-9-17-29(25)40(36,37)34(21-23-11-3-1-4-12-23)27-19-33-20-28(27)35(22-24-13-5-2-6-14-24)41(38,39)30-18-10-8-16-26(30)32/h1-18,27-28,33H,19-22H2/t27-,28-/m0/s1 
QN3 InChIKey         InChI                1.02b LCDFLCDWPLFFSC-NSOVKSMOBL                                                                                                                                                                        
QN3 SMILES_CANONICAL CACTVS               3.341 Clc1ccccc1[S](=O)(=O)N(Cc2ccccc2)[C@H]3CNC[C@@H]3N(Cc4ccccc4)[S](=O)(=O)c5ccccc5Cl                                                                                                               
QN3 SMILES           CACTVS               3.341 Clc1ccccc1[S](=O)(=O)N(Cc2ccccc2)[CH]3CNC[CH]3N(Cc4ccccc4)[S](=O)(=O)c5ccccc5Cl                                                                                                                  
QN3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CN([C@H]2CNC[C@@H]2N(Cc3ccccc3)S(=O)(=O)c4ccccc4Cl)S(=O)(=O)c5ccccc5Cl                                                                                                                 
QN3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CN(C2CNCC2N(Cc3ccccc3)S(=O)(=O)c4ccccc4Cl)S(=O)(=O)c5ccccc5Cl                                                                                                                          
# 
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 
QN3 "SYSTEMATIC NAME" ACDLabs              10.04 "N,N'-(3S,4S)-pyrrolidine-3,4-diylbis(N-benzyl-2-chlorobenzenesulfonamide)"                                             
QN3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-chloro-N-[(3S,4S)-4-[(2-chlorophenyl)sulfonyl-(phenylmethyl)amino]pyrrolidin-3-yl]-N-(phenylmethyl)benzenesulfonamide 
# 
