data_3MN
# 
_chem_comp.id                                    3MN 
_chem_comp.name                                  3-({3-[3-(1H-IMIDAZOL-1-YL)PROPYL]-5-METHYL-5-(1-NAPHTHYL)-2,4-DIOXOIMIDAZOLIDIN-1-YL}METHYL)BENZONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H25 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-11-30 
_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                        463.530 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3MN 
_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        2F0Y 
_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 
3MN C2   C2   C 0 1 N N N 65.846 20.517 -0.449 -3.749 2.809  1.038  C2   3MN 1  
3MN N4   N4   N 0 1 Y N N 66.032 21.348 0.762  -4.960 2.780  0.214  N4   3MN 2  
3MN C29  C29  C 0 1 Y N N 66.466 20.964 1.977  -5.215 3.551  -0.865 C29  3MN 3  
3MN C21  C21  C 0 1 Y N N 65.768 22.784 0.872  -6.048 1.970  0.399  C21  3MN 4  
3MN C30  C30  C 0 1 Y N N 66.062 23.146 2.118  -6.927 2.270  -0.577 C30  3MN 5  
3MN N5   N5   N 0 1 Y N N 66.519 21.972 2.855  -6.390 3.236  -1.336 N5   3MN 6  
3MN C1   C1   C 0 1 N N N 66.294 21.156 -1.810 -2.726 1.819  0.476  C1   3MN 7  
3MN C16  C16  C 0 1 N N N 67.660 21.864 -1.928 -1.461 1.849  1.336  C16  3MN 8  
3MN C18  C18  C 0 1 N N N 69.459 20.715 -0.603 0.438  1.212  -0.122 C18  3MN 9  
3MN N2   N2   N 0 1 N N N 70.544 19.972 -0.837 1.214  0.163  -0.448 N2   3MN 10 
3MN C14  C14  C 0 1 N N R 70.752 19.727 -2.263 0.744  -0.976 0.360  C14  3MN 11 
3MN C4   C4   C 0 1 N N N 69.527 20.524 -2.827 -0.398 -0.392 1.168  C4   3MN 12 
3MN N1   N1   N 0 1 N N N 68.863 21.042 -1.777 -0.482 0.901  0.798  N1   3MN 13 
3MN O1   O1   O 0 1 N N N 69.119 21.030 0.522  0.559  2.319  -0.610 O1   3MN 14 
3MN O2   O2   O 0 1 N N N 69.245 20.644 -4.013 -1.092 -0.968 1.978  O2   3MN 15 
3MN C11  C11  C 0 1 N N N 71.436 19.498 0.248  2.313  0.154  -1.416 C11  3MN 16 
3MN C19  C19  C 0 1 Y N N 71.348 18.153 0.902  3.580  0.615  -0.743 C19  3MN 17 
3MN C12  C12  C 0 1 Y N N 72.583 17.626 1.327  3.850  1.963  -0.633 C12  3MN 18 
3MN C15  C15  C 0 1 Y N N 72.660 16.392 1.975  5.022  2.388  -0.005 C15  3MN 19 
3MN C23  C23  C 0 1 Y N N 71.489 15.628 2.223  5.919  1.444  0.499  C23  3MN 20 
3MN C5   C5   C 0 1 Y N N 70.220 16.138 1.800  5.639  0.099  0.377  C5   3MN 21 
3MN C6   C6   C 0 1 Y N N 70.146 17.406 1.142  4.473  -0.316 -0.242 C6   3MN 22 
3MN C7   C7   C 0 1 N N N 73.950 15.941 2.392  5.306  3.787  0.118  C7   3MN 23 
3MN N3   N3   N 0 1 N N N 75.003 15.641 2.764  5.531  4.896  0.215  N3   3MN 24 
3MN C20  C20  C 0 1 Y N N 74.158 19.887 -4.156 -0.100 -2.996 -2.720 C20  3MN 25 
3MN C13  C13  C 0 1 Y N N 74.698 21.138 -3.804 -0.646 -4.134 -2.210 C13  3MN 26 
3MN C17  C17  C 0 1 Y N N 73.978 22.003 -2.935 -0.760 -4.286 -0.818 C17  3MN 27 
3MN C24  C24  C 0 1 Y N N 72.681 21.616 -2.397 -0.300 -3.252 0.035  C24  3MN 28 
3MN C25  C25  C 0 1 Y N N 72.113 20.294 -2.765 0.253  -2.090 -0.529 C25  3MN 29 
3MN C26  C26  C 0 1 Y N N 72.904 19.478 -3.650 0.348  -1.977 -1.882 C26  3MN 30 
3MN C27  C27  C 0 1 Y N N 74.561 23.255 -2.607 -1.318 -5.447 -0.254 C27  3MN 31 
3MN C8   C8   C 0 1 Y N N 73.890 24.159 -1.748 -1.413 -5.559 1.099  C8   3MN 32 
3MN C9   C9   C 0 1 Y N N 72.628 23.825 -1.206 -0.965 -4.540 1.937  C9   3MN 33 
3MN C10  C10  C 0 1 Y N N 72.051 22.595 -1.522 -0.420 -3.402 1.427  C10  3MN 34 
3MN C28  C28  C 0 1 N N N 70.473 18.232 -2.571 1.856  -1.477 1.283  C28  3MN 35 
3MN H21A 1H2  H 0 0 N N N 66.493 19.639 -0.307 -3.999 2.531  2.062  H21A 3MN 36 
3MN H22  2H2  H 0 1 N N N 64.771 20.297 -0.531 -3.326 3.813  1.027  H22  3MN 37 
3MN H29  H29  H 0 1 N N N 66.743 19.948 2.218  -4.552 4.299  -1.274 H29  3MN 38 
3MN H21  H21  H 0 1 N N N 65.402 23.430 0.087  -6.177 1.232  1.177  H21  3MN 39 
3MN H30  H30  H 0 1 N N N 65.976 24.145 2.519  -7.894 1.812  -0.722 H30  3MN 40 
3MN H11  1H1  H 0 1 N N N 65.570 21.971 -1.960 -2.477 2.096  -0.548 H11  3MN 41 
3MN H12A 2H1  H 0 0 N N N 66.316 20.332 -2.539 -3.149 0.814  0.487  H12A 3MN 42 
3MN H161 1H16 H 0 0 N N N 67.689 22.570 -1.085 -1.711 1.571  2.360  H161 3MN 43 
3MN H162 2H16 H 0 0 N N N 67.702 22.311 -2.932 -1.038 2.854  1.325  H162 3MN 44 
3MN H111 1H11 H 0 0 N N N 71.129 20.155 1.075  2.452  -0.857 -1.799 H111 3MN 45 
3MN H112 2H11 H 0 0 N N N 72.445 19.530 -0.188 2.075  0.825  -2.242 H112 3MN 46 
3MN H12  H12  H 0 1 N N N 73.488 18.188 1.148  3.152  2.688  -1.025 H12  3MN 47 
3MN H23  H23  H 0 1 N N N 71.555 14.674 2.725  6.829  1.766  0.982  H23  3MN 48 
3MN H5   H5   H 0 1 N N N 69.321 15.567 1.977  6.332  -0.633 0.766  H5   3MN 49 
3MN H6   H6   H 0 1 N N N 69.191 17.799 0.827  4.259  -1.370 -0.334 H6   3MN 50 
3MN H20  H20  H 0 1 N N N 74.707 19.234 -4.819 -0.014 -2.881 -3.791 H20  3MN 51 
3MN H13  H13  H 0 1 N N N 75.659 21.441 -4.194 -0.989 -4.915 -2.872 H13  3MN 52 
3MN H26  H26  H 0 1 N N N 72.521 18.510 -3.940 0.777  -1.084 -2.313 H26  3MN 53 
3MN H27  H27  H 0 1 N N N 75.525 23.520 -3.016 -1.670 -6.244 -0.891 H27  3MN 54 
3MN H8   H8   H 0 1 N N N 74.345 25.108 -1.506 -1.842 -6.452 1.529  H8   3MN 55 
3MN H9   H9   H 0 1 N N N 72.115 24.516 -0.553 -1.052 -4.654 3.007  H9   3MN 56 
3MN H10  H10  H 0 1 N N N 71.088 22.356 -1.096 -0.077 -2.620 2.089  H10  3MN 57 
3MN H281 1H28 H 0 0 N N N 69.523 17.933 -2.103 2.195  -0.660 1.920  H281 3MN 58 
3MN H282 2H28 H 0 0 N N N 71.291 17.616 -2.168 1.474  -2.287 1.905  H282 3MN 59 
3MN H283 3H28 H 0 0 N N N 70.407 18.087 -3.659 2.690  -1.841 0.684  H283 3MN 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 
3MN C2  N4   SING N N 1  
3MN C2  C1   SING N N 2  
3MN C2  H21A SING N N 3  
3MN C2  H22  SING N N 4  
3MN N4  C29  SING Y N 5  
3MN N4  C21  SING Y N 6  
3MN C29 N5   DOUB Y N 7  
3MN C29 H29  SING N N 8  
3MN C21 C30  DOUB Y N 9  
3MN C21 H21  SING N N 10 
3MN C30 N5   SING Y N 11 
3MN C30 H30  SING N N 12 
3MN C1  C16  SING N N 13 
3MN C1  H11  SING N N 14 
3MN C1  H12A SING N N 15 
3MN C16 N1   SING N N 16 
3MN C16 H161 SING N N 17 
3MN C16 H162 SING N N 18 
3MN C18 N2   SING N N 19 
3MN C18 N1   SING N N 20 
3MN C18 O1   DOUB N N 21 
3MN N2  C14  SING N N 22 
3MN N2  C11  SING N N 23 
3MN C14 C4   SING N N 24 
3MN C14 C25  SING N N 25 
3MN C14 C28  SING N N 26 
3MN C4  N1   SING N N 27 
3MN C4  O2   DOUB N N 28 
3MN C11 C19  SING N N 29 
3MN C11 H111 SING N N 30 
3MN C11 H112 SING N N 31 
3MN C19 C12  SING Y N 32 
3MN C19 C6   DOUB Y N 33 
3MN C12 C15  DOUB Y N 34 
3MN C12 H12  SING N N 35 
3MN C15 C23  SING Y N 36 
3MN C15 C7   SING N N 37 
3MN C23 C5   DOUB Y N 38 
3MN C23 H23  SING N N 39 
3MN C5  C6   SING Y N 40 
3MN C5  H5   SING N N 41 
3MN C6  H6   SING N N 42 
3MN C7  N3   TRIP N N 43 
3MN C20 C13  SING Y N 44 
3MN C20 C26  DOUB Y N 45 
3MN C20 H20  SING N N 46 
3MN C13 C17  DOUB Y N 47 
3MN C13 H13  SING N N 48 
3MN C17 C24  SING Y N 49 
3MN C17 C27  SING Y N 50 
3MN C24 C25  DOUB Y N 51 
3MN C24 C10  SING Y N 52 
3MN C25 C26  SING Y N 53 
3MN C26 H26  SING N N 54 
3MN C27 C8   DOUB Y N 55 
3MN C27 H27  SING N N 56 
3MN C8  C9   SING Y N 57 
3MN C8  H8   SING N N 58 
3MN C9  C10  DOUB Y N 59 
3MN C9  H9   SING N N 60 
3MN C10 H10  SING N N 61 
3MN C28 H281 SING N N 62 
3MN C28 H282 SING N N 63 
3MN C28 H283 SING N N 64 
# 
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 
3MN SMILES           ACDLabs              10.04 N#Cc1cc(ccc1)CN4C(=O)N(C(=O)C4(c3c2ccccc2ccc3)C)CCCn5ccnc5                                                                                                                         
3MN InChI            InChI                1.02b InChI=1/C28H25N5O2/c1-28(25-12-5-10-23-9-2-3-11-24(23)25)26(34)32(15-6-14-31-16-13-30-20-31)27(35)33(28)19-22-8-4-7-21(17-22)18-29/h2-5,7-13,16-17,20H,6,14-15,19H2,1H3/t28-/m1/s1 
3MN InChIKey         InChI                1.02b QRBLNORQTYKILD-MUUNZHRXBN                                                                                                                                                          
3MN SMILES_CANONICAL CACTVS               3.341 C[C@@]1(N(Cc2cccc(c2)C#N)C(=O)N(CCCn3ccnc3)C1=O)c4cccc5ccccc45                                                                                                                     
3MN SMILES           CACTVS               3.341 C[C]1(N(Cc2cccc(c2)C#N)C(=O)N(CCCn3ccnc3)C1=O)c4cccc5ccccc45                                                                                                                       
3MN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]1(C(=O)N(C(=O)N1Cc2cccc(c2)C#N)CCCn3ccnc3)c4cccc5c4cccc5                                                                                                                      
3MN SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(=O)N(C(=O)N1Cc2cccc(c2)C#N)CCCn3ccnc3)c4cccc5c4cccc5                                                                                                                         
# 
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 
3MN "SYSTEMATIC NAME" ACDLabs              10.04 3-({(5R)-3-[3-(1H-imidazol-1-yl)propyl]-5-methyl-5-naphthalen-1-yl-2,4-dioxoimidazolidin-1-yl}methyl)benzonitrile 
3MN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[[(5R)-3-(3-imidazol-1-ylpropyl)-5-methyl-5-naphthalen-1-yl-2,4-dioxo-imidazolidin-1-yl]methyl]benzonitrile     
# 
