data_3BN
# 
_chem_comp.id                                    3BN 
_chem_comp.name                                  3-BENZOYL-N-[(1S,2R)-1-BENZYL-3-(CYCLOPROPYLAMINO)-2-HYDROXYPROPYL]-5-[METHYL(METHYLSULFONYL)AMINO]BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H33 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-12 
_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                        535.654 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3BN 
_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        2B8V 
_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 
3BN C1   C1   C 0 1 N N N 26.739 36.065 2.732  -3.258 5.890  2.224  C1   3BN 1  
3BN C2   C2   C 0 1 N N N 28.015 35.209 2.614  -2.674 4.613  1.616  C2   3BN 2  
3BN C3   C3   C 0 1 N N N 26.711 34.659 3.127  -2.210 5.085  2.996  C3   3BN 3  
3BN N1   N1   N 0 1 N N N 28.774 36.231 3.157  -3.542 3.429  1.561  N1   3BN 4  
3BN C4   C4   C 0 1 N N N 29.595 37.182 2.474  -3.043 2.591  0.463  C4   3BN 5  
3BN C5   C5   C 0 1 N N R 31.002 37.451 3.031  -3.907 1.333  0.348  C5   3BN 6  
3BN C6   C6   C 0 1 N N S 31.763 38.403 2.085  -3.315 0.402  -0.712 C6   3BN 7  
3BN N2   N2   N 0 1 N N N 31.074 39.699 2.066  -1.953 0.025  -0.324 N2   3BN 8  
3BN C7   C7   C 0 1 N N N 30.375 40.142 1.010  -0.917 0.829  -0.637 C7   3BN 9  
3BN O2   O2   O 0 1 N N N 30.095 39.411 0.051  -1.112 1.866  -1.240 O2   3BN 10 
3BN O3   O3   O 0 1 N N N 31.701 36.320 3.111  -5.235 1.700  -0.030 O3   3BN 11 
3BN C8   C8   C 0 1 N N N 33.202 38.623 2.576  -4.178 -0.856 -0.826 C8   3BN 12 
3BN C9   C9   C 0 1 Y N N 29.976 41.555 1.100  0.458  0.449  -0.246 C9   3BN 13 
3BN C10  C10  C 0 1 Y N N 30.889 42.602 1.472  0.683  -0.739 0.445  C10  3BN 14 
3BN C11  C11  C 0 1 Y N N 30.474 43.984 1.527  1.980  -1.094 0.812  C11  3BN 15 
3BN C12  C12  C 0 1 Y N N 29.111 44.285 1.195  3.051  -0.259 0.481  C12  3BN 16 
3BN C13  C13  C 0 1 Y N N 28.156 43.254 0.826  2.822  0.925  -0.203 C13  3BN 17 
3BN C14  C14  C 0 1 Y N N 28.630 41.895 0.787  1.531  1.281  -0.570 C14  3BN 18 
3BN C15  C15  C 0 1 N N N 31.385 45.124 1.838  2.224  -2.353 1.547  C15  3BN 19 
3BN N3   N3   N 0 1 N N N 26.822 43.506 0.519  3.894  1.760  -0.529 N3   3BN 20 
3BN O4   O4   O 0 1 N N N 31.236 46.203 1.264  3.331  -2.853 1.545  O4   3BN 21 
3BN C16  C16  C 0 1 N N N 26.151 42.798 -0.607 3.914  3.146  -0.054 C16  3BN 22 
3BN C17  C17  C 0 1 Y N N 32.357 44.273 4.063  1.147  -4.382 2.513  C17  3BN 23 
3BN C18  C18  C 0 1 Y N N 33.536 44.057 4.872  0.114  -4.983 3.200  C18  3BN 24 
3BN C19  C19  C 0 1 Y N N 34.795 44.601 4.397  -0.948 -4.224 3.663  C19  3BN 25 
3BN C20  C20  C 0 1 Y N N 34.905 45.472 3.241  -0.980 -2.859 3.439  C20  3BN 26 
3BN C21  C21  C 0 1 Y N N 33.721 45.678 2.432  0.049  -2.244 2.757  C21  3BN 27 
3BN C22  C22  C 0 1 Y N N 32.478 45.009 2.810  1.120  -3.004 2.283  C22  3BN 28 
3BN S1   S1   S 0 1 N N N 25.990 44.767 1.137  5.142  1.183  -1.452 S1   3BN 29 
3BN C23  C23  C 0 1 N N N 26.316 46.185 0.088  6.356  0.645  -0.216 C23  3BN 30 
3BN O5   O5   O 0 1 N N N 24.606 44.454 1.032  4.552  0.078  -2.123 O5   3BN 31 
3BN O6   O6   O 0 1 N N N 26.517 45.076 2.424  5.581  2.342  -2.147 O6   3BN 32 
3BN C24  C24  C 0 1 Y N N 33.915 39.706 0.279  -2.706 -2.678 -1.706 C24  3BN 33 
3BN C25  C25  C 0 1 Y N N 34.613 40.776 -0.405 -2.237 -3.467 -2.740 C25  3BN 34 
3BN C26  C26  C 0 1 Y N N 35.300 41.766 0.395  -2.729 -3.293 -4.020 C26  3BN 35 
3BN C27  C27  C 0 1 Y N N 35.355 41.740 1.852  -3.690 -2.331 -4.267 C27  3BN 36 
3BN C28  C28  C 0 1 Y N N 34.637 40.679 2.531  -4.163 -1.546 -3.232 C28  3BN 37 
3BN C29  C29  C 0 1 Y N N 33.928 39.677 1.755  -3.667 -1.716 -1.953 C29  3BN 38 
3BN H11  1H1  H 0 1 N N N 26.147 36.698 2.030  -2.945 6.841  1.793  H11  3BN 39 
3BN H12A 2H1  H 0 0 N N N 26.480 37.028 3.231  -4.287 5.851  2.582  H12A 3BN 40 
3BN H2   H2   H 0 1 N N N 28.774 34.594 2.077  -1.977 4.724  0.786  H2   3BN 41 
3BN H31  1H3  H 0 1 N N N 26.075 33.792 2.834  -2.550 4.518  3.862  H31  3BN 42 
3BN H32  2H3  H 0 1 N N N 26.416 34.130 4.063  -1.208 5.507  3.073  H32  3BN 43 
3BN HN1  HN1  H 0 1 N N N 29.382 35.787 3.845  -4.457 3.753  1.286  HN1  3BN 44 
3BN H41  1H4  H 0 1 N N N 29.044 38.148 2.391  -2.011 2.305  0.663  H41  3BN 45 
3BN H42  2H4  H 0 1 N N N 29.676 36.891 1.401  -3.090 3.150  -0.472 H42  3BN 46 
3BN H5   H5   H 0 1 N N N 30.888 37.902 4.045  -3.931 0.820  1.310  H5   3BN 47 
3BN H6   H6   H 0 1 N N N 31.792 37.950 1.067  -3.290 0.915  -1.673 H6   3BN 48 
3BN HN2  HN2  H 0 1 N N N 31.082 40.347 2.854  -1.797 -0.802 0.157  HN2  3BN 49 
3BN HO3  HO3  H 0 1 N N N 32.571 36.486 3.455  -5.169 2.150  -0.883 HO3  3BN 50 
3BN H81  1H8  H 0 1 N N N 33.772 37.665 2.601  -4.131 -1.415 0.108  H81  3BN 51 
3BN H82  2H8  H 0 1 N N N 33.226 38.869 3.663  -5.211 -0.570 -1.027 H82  3BN 52 
3BN H10  H10  H 0 1 N N N 31.931 42.339 1.721  -0.146 -1.384 0.697  H10  3BN 53 
3BN H12  H12  H 0 1 N N N 28.788 45.339 1.224  4.056  -0.533 0.765  H12  3BN 54 
3BN H14  H14  H 0 1 N N N 27.936 41.084 0.507  1.357  2.202  -1.105 H14  3BN 55 
3BN H161 1H16 H 0 0 N N N 26.269 41.701 -0.447 3.017  3.342  0.533  H161 3BN 56 
3BN H162 2H16 H 0 0 N N N 25.082 43.000 -0.853 4.796  3.304  0.567  H162 3BN 57 
3BN H163 3H16 H 0 0 N N N 26.756 42.960 -1.529 3.944  3.822  -0.908 H163 3BN 58 
3BN H17  H17  H 0 1 N N N 31.381 43.883 4.396  1.974  -4.975 2.152  H17  3BN 59 
3BN H18  H18  H 0 1 N N N 33.477 43.496 5.820  0.133  -6.048 3.379  H18  3BN 60 
3BN H19  H19  H 0 1 N N N 35.717 44.339 4.943  -1.754 -4.700 4.200  H19  3BN 61 
3BN H20  H20  H 0 1 N N N 35.859 45.962 2.985  -1.812 -2.273 3.802  H20  3BN 62 
3BN H21  H21  H 0 1 N N N 33.765 46.332 1.545  0.022  -1.178 2.583  H21  3BN 63 
3BN H231 1H23 H 0 0 N N N 26.086 45.995 -0.986 5.914  -0.125 0.416  H231 3BN 64 
3BN H232 2H23 H 0 0 N N N 25.748 47.046 0.510  7.233  0.241  -0.721 H232 3BN 65 
3BN H233 3H23 H 0 0 N N N 27.404 46.397 -0.033 6.650  1.495  0.399  H233 3BN 66 
3BN H24  H24  H 0 1 N N N 33.388 38.935 -0.308 -2.322 -2.814 -0.706 H24  3BN 67 
3BN H25  H25  H 0 1 N N N 34.621 40.835 -1.506 -1.486 -4.219 -2.548 H25  3BN 68 
3BN H26  H26  H 0 1 N N N 35.811 42.587 -0.136 -2.362 -3.909 -4.828 H26  3BN 69 
3BN H27  H27  H 0 1 N N N 35.920 42.497 2.421  -4.074 -2.196 -5.267 H27  3BN 70 
3BN H28  H28  H 0 1 N N N 34.630 40.634 3.633  -4.914 -0.794 -3.424 H28  3BN 71 
# 
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 
3BN C1  C2   SING N N 1  
3BN C1  C3   SING N N 2  
3BN C1  H11  SING N N 3  
3BN C1  H12A SING N N 4  
3BN C2  C3   SING N N 5  
3BN C2  N1   SING N N 6  
3BN C2  H2   SING N N 7  
3BN C3  H31  SING N N 8  
3BN C3  H32  SING N N 9  
3BN N1  C4   SING N N 10 
3BN N1  HN1  SING N N 11 
3BN C4  C5   SING N N 12 
3BN C4  H41  SING N N 13 
3BN C4  H42  SING N N 14 
3BN C5  C6   SING N N 15 
3BN C5  O3   SING N N 16 
3BN C5  H5   SING N N 17 
3BN C6  N2   SING N N 18 
3BN C6  C8   SING N N 19 
3BN C6  H6   SING N N 20 
3BN N2  C7   SING N N 21 
3BN N2  HN2  SING N N 22 
3BN C7  O2   DOUB N N 23 
3BN C7  C9   SING N N 24 
3BN O3  HO3  SING N N 25 
3BN C8  C29  SING N N 26 
3BN C8  H81  SING N N 27 
3BN C8  H82  SING N N 28 
3BN C9  C10  SING Y N 29 
3BN C9  C14  DOUB Y N 30 
3BN C10 C11  DOUB Y N 31 
3BN C10 H10  SING N N 32 
3BN C11 C12  SING Y N 33 
3BN C11 C15  SING N N 34 
3BN C12 C13  DOUB Y N 35 
3BN C12 H12  SING N N 36 
3BN C13 C14  SING Y N 37 
3BN C13 N3   SING N N 38 
3BN C14 H14  SING N N 39 
3BN C15 O4   DOUB N N 40 
3BN C15 C22  SING N N 41 
3BN N3  C16  SING N N 42 
3BN N3  S1   SING N N 43 
3BN C16 H161 SING N N 44 
3BN C16 H162 SING N N 45 
3BN C16 H163 SING N N 46 
3BN C17 C18  DOUB Y N 47 
3BN C17 C22  SING Y N 48 
3BN C17 H17  SING N N 49 
3BN C18 C19  SING Y N 50 
3BN C18 H18  SING N N 51 
3BN C19 C20  DOUB Y N 52 
3BN C19 H19  SING N N 53 
3BN C20 C21  SING Y N 54 
3BN C20 H20  SING N N 55 
3BN C21 C22  DOUB Y N 56 
3BN C21 H21  SING N N 57 
3BN S1  C23  SING N N 58 
3BN S1  O5   DOUB N N 59 
3BN S1  O6   DOUB N N 60 
3BN C23 H231 SING N N 61 
3BN C23 H232 SING N N 62 
3BN C23 H233 SING N N 63 
3BN C24 C25  DOUB Y N 64 
3BN C24 C29  SING Y N 65 
3BN C24 H24  SING N N 66 
3BN C25 C26  SING Y N 67 
3BN C25 H25  SING N N 68 
3BN C26 C27  DOUB Y N 69 
3BN C26 H26  SING N N 70 
3BN C27 C28  SING Y N 71 
3BN C27 H27  SING N N 72 
3BN C28 C29  DOUB Y N 73 
3BN C28 H28  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 
3BN SMILES           ACDLabs              10.04 O=S(=O)(N(c2cc(C(=O)c1ccccc1)cc(c2)C(=O)NC(C(O)CNC3CC3)Cc4ccccc4)C)C 
3BN InChI            InChI                1.02b 
InChI=1/C29H33N3O5S/c1-32(38(2,36)37)25-17-22(28(34)21-11-7-4-8-12-21)16-23(18-25)29(35)31-26(15-20-9-5-3-6-10-20)27(33)19-30-24-13-14-24/h3-12,16-18,24,26-27,30,33H,13-15,19H2,1-2H3,(H,31,35)/t26-,27+/m0/s1/f/h31H 
3BN InChIKey         InChI                1.02b WCVRLSCSQDAERN-RXYTYWNFDX 
3BN SMILES_CANONICAL CACTVS               3.341 CN(c1cc(cc(c1)C(=O)c2ccccc2)C(=O)N[C@@H](Cc3ccccc3)[C@H](O)CNC4CC4)[S](C)(=O)=O 
3BN SMILES           CACTVS               3.341 CN(c1cc(cc(c1)C(=O)c2ccccc2)C(=O)N[CH](Cc3ccccc3)[CH](O)CNC4CC4)[S](C)(=O)=O 
3BN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(c1cc(cc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@@H](CNC3CC3)O)C(=O)c4ccccc4)S(=O)(=O)C 
3BN SMILES           "OpenEye OEToolkits" 1.5.0 CN(c1cc(cc(c1)C(=O)NC(Cc2ccccc2)C(CNC3CC3)O)C(=O)c4ccccc4)S(=O)(=O)C 
# 
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 
3BN "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R)-1-benzyl-3-(cyclopropylamino)-2-hydroxypropyl]-3-[methyl(methylsulfonyl)amino]-5-(phenylcarbonyl)benzamide      
3BN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3R)-4-(cyclopropylamino)-3-hydroxy-1-phenyl-butan-2-yl]-3-(methyl-methylsulfonyl-amino)-5-(phenylcarbonyl)benzamide 
# 
