data_CS5
# 
_chem_comp.id                                    CS5 
_chem_comp.name                                  "N'-{(1S,2R)-1-(3,5-DIFLUOROBENZYL)-2-HYDROXY-3-[(3-METHOXYBENZYL)AMINO]PROPYL}-5-METHYL-N,N-DIPROPYLISOPHTHALAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H41 F2 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-23 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        581.693 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CS5 
_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        2QK5 
_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 
CS5 C1   C1   C 0 1 Y N N 26.915 15.462 24.497 -4.320 1.854  -1.285 C1   CS5 1  
CS5 C2   C2   C 0 1 Y N N 25.611 15.860 24.920 -3.090 2.100  -1.861 C2   CS5 2  
CS5 C3   C3   C 0 1 Y N N 24.484 15.035 24.632 -1.980 1.381  -1.466 C3   CS5 3  
CS5 C4   C4   C 0 1 Y N N 24.671 13.802 23.925 -2.095 0.398  -0.480 C4   CS5 4  
CS5 C5   C5   C 0 1 Y N N 25.979 13.407 23.503 -3.333 0.144  0.105  C5   CS5 5  
CS5 C6   C6   C 0 1 Y N N 27.111 14.237 23.787 -4.450 0.874  -0.298 C6   CS5 6  
CS5 C7   C7   C 0 1 N N N 28.474 13.830 23.363 -5.768 0.613  0.318  C7   CS5 7  
CS5 N1   N1   N 0 1 N N N 28.708 13.675 22.017 -6.542 1.641  0.717  N1   CS5 8  
CS5 O1   O1   O 0 1 N N N 29.372 13.625 24.182 -6.154 -0.531 0.465  O1   CS5 9  
CS5 C8   C8   C 0 1 N N N 27.718 13.902 20.973 -7.788 1.383  1.443  C8   CS5 10 
CS5 C9   C9   C 0 1 N N N 28.301 14.859 19.951 -7.504 1.347  2.946  C9   CS5 11 
CS5 C10  C10  C 0 1 N N N 28.732 16.172 20.607 -8.806 1.077  3.704  C10  CS5 12 
CS5 C11  C11  C 0 1 N N N 30.050 13.270 21.619 -6.137 3.019  0.424  C11  CS5 13 
CS5 C12  C12  C 0 1 N N N 30.113 11.790 21.234 -6.873 3.513  -0.823 C12  CS5 14 
CS5 C13  C13  C 0 1 N N N 29.140 10.914 22.011 -6.352 4.899  -1.207 C13  CS5 15 
CS5 C14  C14  C 0 1 N N N 23.522 12.947 23.618 -0.905 -0.373 -0.060 C14  CS5 16 
CS5 N2   N2   N 0 1 N N N 23.810 11.630 23.460 0.292  -0.127 -0.627 N2   CS5 17 
CS5 O2   O2   O 0 1 N N N 22.379 13.376 23.509 -1.007 -1.228 0.798  O2   CS5 18 
CS5 C15  C15  C 0 1 N N S 22.670 10.754 23.140 1.471  -0.890 -0.210 C15  CS5 19 
CS5 C16  C16  C 0 1 N N R 22.184 9.944  24.366 2.733  -0.071 -0.486 C16  CS5 20 
CS5 C17  C17  C 0 1 N N N 23.025 9.832  21.970 1.533  -2.202 -0.995 C17  CS5 21 
CS5 O3   O3   O 0 1 N N N 21.207 9.001  23.910 2.882  0.115  -1.895 O3   CS5 22 
CS5 C18  C18  C 0 1 N N N 21.544 10.871 25.429 3.954  -0.813 0.062  C18  CS5 23 
CS5 N3   N3   N 0 1 N N N 20.842 10.049 26.442 5.149  0.026  -0.095 N3   CS5 24 
CS5 C19  C19  C 0 1 N N N 19.888 10.839 27.255 6.343  -0.656 0.421  C19  CS5 25 
CS5 C20  C20  C 0 1 Y N N 18.754 11.431 26.435 7.546  0.233  0.243  C20  CS5 26 
CS5 C21  C21  C 0 1 Y N N 23.697 10.632 20.884 0.351  -3.063 -0.629 C21  CS5 27 
CS5 C22  C22  C 0 1 Y N N 25.043 10.352 20.526 0.444  -3.951 0.425  C22  CS5 28 
CS5 C23  C23  C 0 1 Y N N 25.675 11.111 19.498 -0.642 -4.742 0.762  C23  CS5 29 
CS5 C24  C24  C 0 1 Y N N 24.964 12.145 18.831 -1.820 -4.643 0.042  C24  CS5 30 
CS5 C25  C25  C 0 1 Y N N 23.618 12.424 19.191 -1.912 -3.752 -1.013 C25  CS5 31 
CS5 C26  C26  C 0 1 Y N N 22.983 11.668 20.217 -0.827 -2.958 -1.345 C26  CS5 32 
CS5 C27  C27  C 0 1 Y N N 18.490 12.834 26.494 8.289  0.166  -0.922 C27  CS5 33 
CS5 C28  C28  C 0 1 Y N N 17.427 13.395 25.725 9.393  0.980  -1.088 C28  CS5 34 
CS5 C29  C29  C 0 1 Y N N 16.624 12.555 24.897 9.758  1.864  -0.090 C29  CS5 35 
CS5 C30  C30  C 0 1 Y N N 16.883 11.153 24.836 9.015  1.933  1.079  C30  CS5 36 
CS5 C31  C31  C 0 1 Y N N 17.951 10.592 25.608 7.904  1.119  1.241  C31  CS5 37 
CS5 O4   O4   O 0 1 N N N 16.090 10.356 24.023 9.372  2.801  2.062  O4   CS5 38 
CS5 C32  C32  C 0 1 N N N 16.283 8.968  24.275 10.524 3.613  1.823  C32  CS5 39 
CS5 C33  C33  C 0 1 N N N 25.432 17.128 25.649 -2.958 3.159  -2.925 C33  CS5 40 
CS5 F2   F2   F 0 1 N N N 26.941 10.851 19.159 -0.550 -5.612 1.792  F2   CS5 41 
CS5 F1   F1   F 0 1 N N N 22.957 13.398 18.560 -3.061 -3.654 -1.717 F1   CS5 42 
CS5 H1   H1   H 0 1 N N N 27.763 16.094 24.716 -5.184 2.424  -1.595 H1   CS5 43 
CS5 H3   H3   H 0 1 N N N 23.495 15.337 24.945 -1.020 1.578  -1.921 H3   CS5 44 
CS5 H5   H5   H 0 1 N N N 26.114 12.479 22.968 -3.428 -0.615 0.867  H5   CS5 45 
CS5 H81  1H8  H 0 1 N N N 27.465 12.948 20.487 -8.505 2.174  1.227  H81  CS5 46 
CS5 H82  2H8  H 0 1 N N N 26.804 14.331 21.410 -8.199 0.424  1.128  H82  CS5 47 
CS5 H91  1H9  H 0 1 N N N 29.179 14.389 19.483 -6.787 0.556  3.162  H91  CS5 48 
CS5 H92  2H9  H 0 1 N N N 27.529 15.081 19.199 -7.093 2.306  3.261  H92  CS5 49 
CS5 H101 1H10 H 0 0 N N N 28.835 16.024 21.692 -9.523 1.869  3.488  H101 CS5 50 
CS5 H102 2H10 H 0 0 N N N 29.697 16.492 20.187 -9.217 0.118  3.389  H102 CS5 51 
CS5 H103 3H10 H 0 0 N N N 27.973 16.945 20.413 -8.604 1.052  4.775  H103 CS5 52 
CS5 H111 1H11 H 0 0 N N N 30.356 13.872 20.751 -6.387 3.658  1.271  H111 CS5 53 
CS5 H112 2H11 H 0 0 N N N 30.722 13.428 22.476 -5.062 3.052  0.249  H112 CS5 54 
CS5 H121 1H12 H 0 0 N N N 29.870 11.705 20.165 -6.701 2.819  -1.645 H121 CS5 55 
CS5 H122 2H12 H 0 0 N N N 31.127 11.436 21.471 -7.942 3.571  -0.615 H122 CS5 56 
CS5 H131 1H13 H 0 0 N N N 29.552 10.703 23.009 -6.525 5.593  -0.384 H131 CS5 57 
CS5 H132 2H13 H 0 0 N N N 28.178 11.438 22.115 -5.284 4.841  -1.415 H132 CS5 58 
CS5 H133 3H13 H 0 0 N N N 28.986 9.968  21.470 -6.877 5.251  -2.095 H133 CS5 59 
CS5 HN2  HN2  H 0 1 N N N 24.740 11.276 23.555 0.374  0.555  -1.311 HN2  CS5 60 
CS5 H15  H15  H 0 1 N N N 21.830 11.398 22.842 1.405  -1.108 0.856  H15  CS5 61 
CS5 H16  H16  H 0 1 N N N 23.041 9.435  24.831 2.650  0.900  0.001  H16  CS5 62 
CS5 H171 1H17 H 0 0 N N N 23.707 9.043  22.319 1.510  -1.988 -2.063 H171 CS5 63 
CS5 H172 2H17 H 0 0 N N N 22.107 9.375  21.573 2.455  -2.729 -0.750 H172 CS5 64 
CS5 HO3  HO3  H 0 1 N N N 20.612 8.792  24.621 2.962  -0.710 -2.394 HO3  CS5 65 
CS5 H181 1H18 H 0 0 N N N 22.330 11.465 25.919 3.801  -1.033 1.119  H181 CS5 66 
CS5 H182 2H18 H 0 0 N N N 20.825 11.546 24.942 4.089  -1.745 -0.487 H182 CS5 67 
CS5 HN3  HN3  H 0 1 N N N 20.334 9.329  25.969 5.276  0.297  -1.059 HN3  CS5 68 
CS5 H191 1H19 H 0 0 N N N 19.453 10.176 28.017 6.207  -0.875 1.480  H191 CS5 69 
CS5 H192 2H19 H 0 0 N N N 20.447 11.676 27.698 6.495  -1.587 -0.125 H192 CS5 70 
CS5 H22  H22  H 0 1 N N N 25.586 9.567  21.031 1.363  -4.029 0.986  H22  CS5 71 
CS5 H24  H24  H 0 1 N N N 25.446 12.718 18.052 -2.667 -5.260 0.304  H24  CS5 72 
CS5 H26  H26  H 0 1 N N N 21.960 11.880 20.489 -0.899 -2.260 -2.166 H26  CS5 73 
CS5 H27  H27  H 0 1 N N N 19.096 13.471 27.122 8.005  -0.525 -1.702 H27  CS5 74 
CS5 H28  H28  H 0 1 N N N 17.230 14.456 25.770 9.971  0.926  -1.999 H28  CS5 75 
CS5 H29  H29  H 0 1 N N N 15.819 12.981 24.316 10.622 2.500  -0.221 H29  CS5 76 
CS5 H31  H31  H 0 1 N N N 18.148 9.531  25.564 7.321  1.174  2.148  H31  CS5 77 
CS5 H321 1H32 H 0 0 N N N 16.333 8.425  23.320 11.393 2.973  1.668  H321 CS5 78 
CS5 H322 2H32 H 0 0 N N N 17.223 8.823  24.828 10.360 4.225  0.937  H322 CS5 79 
CS5 H323 3H32 H 0 0 N N N 15.443 8.584  24.872 10.698 4.259  2.684  H323 CS5 80 
CS5 H331 1H33 H 0 0 N N N 25.387 16.927 26.730 -2.728 4.117  -2.459 H331 CS5 81 
CS5 H332 2H33 H 0 0 N N N 26.279 17.796 25.435 -2.155 2.887  -3.611 H332 CS5 82 
CS5 H333 3H33 H 0 0 N N N 24.496 17.607 25.326 -3.895 3.239  -3.476 H333 CS5 83 
# 
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 
CS5 C1  C6   SING Y N 1  
CS5 C1  C2   DOUB Y N 2  
CS5 C1  H1   SING N N 3  
CS5 C2  C3   SING Y N 4  
CS5 C2  C33  SING N N 5  
CS5 C3  C4   DOUB Y N 6  
CS5 C3  H3   SING N N 7  
CS5 C4  C5   SING Y N 8  
CS5 C4  C14  SING N N 9  
CS5 C5  C6   DOUB Y N 10 
CS5 C5  H5   SING N N 11 
CS5 C6  C7   SING N N 12 
CS5 C7  N1   SING N N 13 
CS5 C7  O1   DOUB N N 14 
CS5 N1  C8   SING N N 15 
CS5 N1  C11  SING N N 16 
CS5 C8  C9   SING N N 17 
CS5 C8  H81  SING N N 18 
CS5 C8  H82  SING N N 19 
CS5 C9  C10  SING N N 20 
CS5 C9  H91  SING N N 21 
CS5 C9  H92  SING N N 22 
CS5 C10 H101 SING N N 23 
CS5 C10 H102 SING N N 24 
CS5 C10 H103 SING N N 25 
CS5 C11 C12  SING N N 26 
CS5 C11 H111 SING N N 27 
CS5 C11 H112 SING N N 28 
CS5 C12 C13  SING N N 29 
CS5 C12 H121 SING N N 30 
CS5 C12 H122 SING N N 31 
CS5 C13 H131 SING N N 32 
CS5 C13 H132 SING N N 33 
CS5 C13 H133 SING N N 34 
CS5 C14 N2   SING N N 35 
CS5 C14 O2   DOUB N N 36 
CS5 N2  C15  SING N N 37 
CS5 N2  HN2  SING N N 38 
CS5 C15 C17  SING N N 39 
CS5 C15 C16  SING N N 40 
CS5 C15 H15  SING N N 41 
CS5 C16 O3   SING N N 42 
CS5 C16 C18  SING N N 43 
CS5 C16 H16  SING N N 44 
CS5 C17 C21  SING N N 45 
CS5 C17 H171 SING N N 46 
CS5 C17 H172 SING N N 47 
CS5 O3  HO3  SING N N 48 
CS5 C18 N3   SING N N 49 
CS5 C18 H181 SING N N 50 
CS5 C18 H182 SING N N 51 
CS5 N3  C19  SING N N 52 
CS5 N3  HN3  SING N N 53 
CS5 C19 C20  SING N N 54 
CS5 C19 H191 SING N N 55 
CS5 C19 H192 SING N N 56 
CS5 C20 C31  DOUB Y N 57 
CS5 C20 C27  SING Y N 58 
CS5 C21 C26  DOUB Y N 59 
CS5 C21 C22  SING Y N 60 
CS5 C22 C23  DOUB Y N 61 
CS5 C22 H22  SING N N 62 
CS5 C23 C24  SING Y N 63 
CS5 C23 F2   SING N N 64 
CS5 C24 C25  DOUB Y N 65 
CS5 C24 H24  SING N N 66 
CS5 C25 F1   SING N N 67 
CS5 C25 C26  SING Y N 68 
CS5 C26 H26  SING N N 69 
CS5 C27 C28  DOUB Y N 70 
CS5 C27 H27  SING N N 71 
CS5 C28 C29  SING Y N 72 
CS5 C28 H28  SING N N 73 
CS5 C29 C30  DOUB Y N 74 
CS5 C29 H29  SING N N 75 
CS5 C30 O4   SING N N 76 
CS5 C30 C31  SING Y N 77 
CS5 C31 H31  SING N N 78 
CS5 O4  C32  SING N N 79 
CS5 C32 H321 SING N N 80 
CS5 C32 H322 SING N N 81 
CS5 C32 H323 SING N N 82 
CS5 C33 H331 SING N N 83 
CS5 C33 H332 SING N N 84 
CS5 C33 H333 SING N N 85 
# 
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 
CS5 SMILES           ACDLabs              10.04 O=C(N(CCC)CCC)c1cc(cc(c1)C(=O)NC(Cc2cc(F)cc(F)c2)C(O)CNCc3cc(OC)ccc3)C 
CS5 InChI            InChI                1.02b 
InChI=1/C33H41F2N3O4/c1-5-10-38(11-6-2)33(41)26-13-22(3)12-25(18-26)32(40)37-30(17-24-14-27(34)19-28(35)15-24)31(39)21-36-20-23-8-7-9-29(16-23)42-4/h7-9,12-16,18-19,30-31,36,39H,5-6,10-11,17,20-21H2,1-4H3,(H,37,40)/t30-,31+/m0/s1/f/h37H 
CS5 InChIKey         InChI                1.02b JEEOUWBWJFSMIP-TXJKQKEUDW 
CS5 SMILES_CANONICAL CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)CNCc3cccc(OC)c3 
CS5 SMILES           CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[CH](Cc2cc(F)cc(F)c2)[CH](O)CNCc3cccc(OC)c3 
CS5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)N[C@@H](Cc2cc(cc(c2)F)F)[C@@H](CNCc3cccc(c3)OC)O)C 
CS5 SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)NC(Cc2cc(cc(c2)F)F)C(CNCc3cccc(c3)OC)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 
CS5 "SYSTEMATIC NAME" ACDLabs              10.04 "N'-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide"            
CS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-[(2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-[(3-methoxyphenyl)methylamino]butan-2-yl]-5-methyl-N,N-dipropyl-benzene-1,3-dicarboxamide" 
# 
