data_Y14
# 
_chem_comp.id                                    Y14 
_chem_comp.name                                  N-[(1S)-2-{[(3S)-1-benzyl-3-cyanopyrrolidin-3-yl]amino}-1-(cyclohexylmethyl)-2-oxoethyl]morpholine-4-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H37 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-24 
_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                        467.604 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Y14 
_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        2R9N 
_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 
Y14 C01  C01  C 0 1 N N N 61.421 36.163 62.568 3.737  -0.656 0.697  C01  Y14 1  
Y14 C02  C02  C 0 1 N N N 59.437 37.505 62.049 5.136  -1.835 -0.939 C02  Y14 2  
Y14 C03  C03  C 0 1 N N N 59.048 38.417 60.893 5.420  -3.341 -0.904 C03  Y14 3  
Y14 C04  C04  C 0 1 N N N 59.824 36.878 59.287 6.030  -3.270 1.417  C04  Y14 4  
Y14 C05  C05  C 0 1 N N N 60.296 35.868 60.349 5.777  -1.758 1.500  C05  Y14 5  
Y14 O06  O06  O 0 1 N N N 61.413 36.568 63.735 3.457  -0.375 1.846  O06  Y14 6  
Y14 O07  O07  O 0 1 N N N 58.706 37.633 59.761 6.419  -3.609 0.083  O07  Y14 7  
Y14 N08  N08  N 0 1 N N N 60.439 36.495 61.671 4.838  -1.386 0.431  N08  Y14 8  
Y14 N09  N09  N 0 1 N N N 62.399 35.358 62.144 2.943  -0.241 -0.310 N09  Y14 9  
Y14 C10  C10  C 0 1 N N S 63.487 34.990 63.069 1.805  0.639  -0.032 C10  Y14 10 
Y14 C11  C11  C 0 1 N N N 64.481 34.034 62.399 2.261  2.098  -0.092 C11  Y14 11 
Y14 C12  C12  C 0 1 N N N 63.872 32.741 61.854 1.107  3.011  0.326  C12  Y14 12 
Y14 C13  C13  C 0 1 N N N 64.952 31.806 61.290 0.787  2.784  1.805  C13  Y14 13 
Y14 C14  C14  C 0 1 N N N 64.396 30.477 60.758 -0.368 3.697  2.223  C14  Y14 14 
Y14 C15  C15  C 0 1 N N N 63.562 29.757 61.821 0.033  5.157  2.006  C15  Y14 15 
Y14 C16  C16  C 0 1 N N N 62.515 30.689 62.475 0.353  5.384  0.527  C16  Y14 16 
Y14 C17  C17  C 0 1 N N N 63.149 31.998 62.970 1.507  4.471  0.109  C17  Y14 17 
Y14 C18  C18  C 0 1 N N N 64.209 36.275 63.515 0.728  0.407  -1.060 C18  Y14 18 
Y14 O19  O19  O 0 1 N N N 64.546 37.118 62.683 1.000  -0.130 -2.113 O19  Y14 19 
Y14 C20  C20  C 0 1 N N N 65.195 37.486 66.925 -2.968 0.960  -1.221 C20  Y14 20 
Y14 C21  C21  C 0 1 N N N 64.123 38.808 65.312 -1.751 -1.052 -1.910 C21  Y14 21 
Y14 C22  C22  C 0 1 N N N 63.134 38.518 66.463 -3.191 -1.364 -1.447 C22  Y14 22 
Y14 N23  N23  N 0 1 N N N 64.451 36.409 64.820 -0.538 0.795  -0.809 N23  Y14 23 
Y14 N24  N24  N 0 1 N N N 63.831 37.580 67.366 -3.549 -0.233 -0.553 N24  Y14 24 
Y14 C25  C25  C 0 1 N N N 63.696 37.991 68.763 -5.007 -0.106 -0.424 C25  Y14 25 
Y14 C26  C26  C 0 1 Y N N 64.535 37.160 69.728 -5.531 -1.203 0.466  C26  Y14 26 
Y14 C27  C27  C 0 1 Y N N 65.057 37.752 70.882 -5.625 -1.000 1.830  C27  Y14 27 
Y14 C28  C28  C 0 1 Y N N 65.800 37.000 71.810 -6.105 -2.007 2.647  C28  Y14 28 
Y14 C29  C29  C 0 1 Y N N 66.024 35.641 71.582 -6.491 -3.216 2.100  C29  Y14 29 
Y14 C30  C30  C 0 1 Y N N 65.510 35.041 70.431 -6.397 -3.419 0.736  C30  Y14 30 
Y14 C31  C31  C 0 1 Y N N 64.773 35.797 69.514 -5.922 -2.410 -0.082 C31  Y14 31 
Y14 C32  C32  C 0 1 N N N 66.499 37.953 64.883 -1.323 1.093  -3.068 C32  Y14 32 
Y14 N33  N33  N 0 1 N N N 67.357 38.807 65.408 -1.105 1.568  -4.077 N33  Y14 33 
Y14 C34  C34  C 0 1 N N S 65.097 37.634 65.409 -1.605 0.477  -1.761 C34  Y14 34 
Y14 H021 1H02 H 0 0 N N N 59.858 38.126 62.853 6.010  -1.305 -1.316 H021 Y14 35 
Y14 H022 2H02 H 0 0 N N N 58.531 36.970 62.368 4.280  -1.638 -1.584 H022 Y14 36 
Y14 H031 1H03 H 0 0 N N N 59.896 39.071 60.642 4.505  -3.878 -0.651 H031 Y14 37 
Y14 H032 2H03 H 0 0 N N N 58.183 39.030 61.187 5.776  -3.667 -1.881 H032 Y14 38 
Y14 H041 1H04 H 0 0 N N N 59.528 36.331 58.380 6.826  -3.544 2.109  H041 Y14 39 
Y14 H042 2H04 H 0 0 N N N 60.650 37.571 59.069 5.118  -3.806 1.678  H042 Y14 40 
Y14 H051 1H05 H 0 0 N N N 59.555 35.058 60.420 5.345  -1.512 2.471  H051 Y14 41 
Y14 H052 2H05 H 0 0 N N N 61.280 35.482 60.043 6.715  -1.221 1.368  H052 Y14 42 
Y14 HN09 HN09 H 0 0 N N N 62.393 35.008 61.207 3.126  -0.524 -1.220 HN09 Y14 43 
Y14 H10  H10  H 0 1 N N N 63.060 34.472 63.940 1.412  0.421  0.961  H10  Y14 44 
Y14 H111 1H11 H 0 0 N N N 65.234 33.756 63.151 3.103  2.243  0.586  H111 Y14 45 
Y14 H112 2H11 H 0 0 N N N 64.891 34.572 61.532 2.567  2.341  -1.109 H112 Y14 46 
Y14 H12  H12  H 0 1 N N N 63.174 33.021 61.051 0.227  2.782  -0.275 H12  Y14 47 
Y14 H131 1H13 H 0 0 N N N 65.665 31.580 62.097 0.502  1.743  1.960  H131 Y14 48 
Y14 H132 2H13 H 0 0 N N N 65.421 32.325 60.441 1.667  3.013  2.406  H132 Y14 49 
Y14 H141 1H14 H 0 0 N N N 63.759 30.682 59.885 -1.247 3.468  1.622  H141 Y14 50 
Y14 H142 2H14 H 0 0 N N N 65.243 29.831 60.483 -0.595 3.535  3.277  H142 Y14 51 
Y14 H151 1H15 H 0 0 N N N 63.034 28.919 61.343 -0.790 5.808  2.303  H151 Y14 52 
Y14 H152 2H15 H 0 0 N N N 64.246 29.410 62.610 0.913  5.386  2.607  H152 Y14 53 
Y14 H161 1H16 H 0 0 N N N 61.743 30.930 61.730 -0.527 5.155  -0.074 H161 Y14 54 
Y14 H162 2H16 H 0 0 N N N 62.083 30.167 63.342 0.638  6.425  0.372  H162 Y14 55 
Y14 H171 1H17 H 0 0 N N N 63.875 31.759 63.761 2.387  4.700  0.710  H171 Y14 56 
Y14 H172 2H17 H 0 0 N N N 62.343 32.646 63.345 1.735  4.633  -0.945 H172 Y14 57 
Y14 H201 1H20 H 0 0 N N N 65.643 36.522 67.206 -3.608 1.286  -2.041 H201 Y14 58 
Y14 H202 2H20 H 0 0 N N N 65.842 38.248 67.384 -2.829 1.768  -0.503 H202 Y14 59 
Y14 H211 1H21 H 0 0 N N N 64.632 39.774 65.443 -1.030 -1.565 -1.274 H211 Y14 60 
Y14 H212 2H21 H 0 0 N N N 63.636 38.890 64.329 -1.616 -1.346 -2.951 H212 Y14 61 
Y14 H221 1H22 H 0 0 N N N 62.871 39.445 66.993 -3.865 -1.401 -2.302 H221 Y14 62 
Y14 H222 2H22 H 0 0 N N N 62.192 38.091 66.087 -3.218 -2.306 -0.899 H222 Y14 63 
Y14 HN23 HN23 H 0 0 N N N 64.192 35.663 65.434 -0.743 1.286  0.002  HN23 Y14 64 
Y14 H251 1H25 H 0 0 N N N 64.020 39.039 68.844 -5.251 0.863  0.012  H251 Y14 65 
Y14 H252 2H25 H 0 0 N N N 62.642 37.848 69.043 -5.467 -0.187 -1.409 H252 Y14 66 
Y14 H27  H27  H 0 1 N N N 64.887 38.803 71.064 -5.323 -0.055 2.258  H27  Y14 67 
Y14 H28  H28  H 0 1 N N N 66.196 37.473 72.697 -6.178 -1.848 3.713  H28  Y14 68 
Y14 H29  H29  H 0 1 N N N 66.591 35.057 72.292 -6.866 -4.003 2.738  H29  Y14 69 
Y14 H30  H30  H 0 1 N N N 65.682 33.991 70.248 -6.698 -4.364 0.308  H30  Y14 70 
Y14 H31  H31  H 0 1 N N N 64.381 35.322 68.627 -5.852 -2.567 -1.148 H31  Y14 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 
Y14 C04 O07  SING N N 1  
Y14 C04 C05  SING N N 2  
Y14 O07 C03  SING N N 3  
Y14 C05 N08  SING N N 4  
Y14 C14 C13  SING N N 5  
Y14 C14 C15  SING N N 6  
Y14 C03 C02  SING N N 7  
Y14 C13 C12  SING N N 8  
Y14 N08 C02  SING N N 9  
Y14 N08 C01  SING N N 10 
Y14 C15 C16  SING N N 11 
Y14 C12 C11  SING N N 12 
Y14 C12 C17  SING N N 13 
Y14 N09 C01  SING N N 14 
Y14 N09 C10  SING N N 15 
Y14 C11 C10  SING N N 16 
Y14 C16 C17  SING N N 17 
Y14 C01 O06  DOUB N N 18 
Y14 O19 C18  DOUB N N 19 
Y14 C10 C18  SING N N 20 
Y14 C18 N23  SING N N 21 
Y14 N23 C34  SING N N 22 
Y14 C32 N33  TRIP N N 23 
Y14 C32 C34  SING N N 24 
Y14 C21 C34  SING N N 25 
Y14 C21 C22  SING N N 26 
Y14 C34 C20  SING N N 27 
Y14 C22 N24  SING N N 28 
Y14 C20 N24  SING N N 29 
Y14 N24 C25  SING N N 30 
Y14 C25 C26  SING N N 31 
Y14 C31 C26  DOUB N N 32 
Y14 C31 C30  SING N N 33 
Y14 C26 C27  SING N N 34 
Y14 C30 C29  DOUB N N 35 
Y14 C27 C28  DOUB N N 36 
Y14 C29 C28  SING N N 37 
Y14 C02 H021 SING N N 38 
Y14 C02 H022 SING N N 39 
Y14 C03 H031 SING N N 40 
Y14 C03 H032 SING N N 41 
Y14 C04 H041 SING N N 42 
Y14 C04 H042 SING N N 43 
Y14 C05 H051 SING N N 44 
Y14 C05 H052 SING N N 45 
Y14 N09 HN09 SING N N 46 
Y14 C10 H10  SING N N 47 
Y14 C11 H111 SING N N 48 
Y14 C11 H112 SING N N 49 
Y14 C12 H12  SING N N 50 
Y14 C13 H131 SING N N 51 
Y14 C13 H132 SING N N 52 
Y14 C14 H141 SING N N 53 
Y14 C14 H142 SING N N 54 
Y14 C15 H151 SING N N 55 
Y14 C15 H152 SING N N 56 
Y14 C16 H161 SING N N 57 
Y14 C16 H162 SING N N 58 
Y14 C17 H171 SING N N 59 
Y14 C17 H172 SING N N 60 
Y14 C20 H201 SING Y N 61 
Y14 C20 H202 SING Y N 62 
Y14 C21 H211 SING N N 63 
Y14 C21 H212 SING N N 64 
Y14 C22 H221 SING Y N 65 
Y14 C22 H222 SING N N 66 
Y14 N23 HN23 SING Y N 67 
Y14 C25 H251 SING N N 68 
Y14 C25 H252 SING Y N 69 
Y14 C27 H27  SING Y N 70 
Y14 C28 H28  SING N N 71 
Y14 C29 H29  SING N N 72 
Y14 C30 H30  SING N N 73 
Y14 C31 H31  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 
Y14 SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC2(C#N)CCN(Cc1ccccc1)C2)CC3CCCCC3)N4CCOCC4 
Y14 InChI            InChI                1.02b 
InChI=1/C26H37N5O3/c27-19-26(11-12-30(20-26)18-22-9-5-2-6-10-22)29-24(32)23(17-21-7-3-1-4-8-21)28-25(33)31-13-15-34-16-14-31/h2,5-6,9-10,21,23H,1,3-4,7-8,11-18,20H2,(H,28,33)(H,29,32)/t23-,26+/m0/s1/f/h28-29H 
Y14 InChIKey         InChI                1.02b OHVQFYYBGNOGJV-ZAVQOBAADQ 
Y14 SMILES_CANONICAL CACTVS               3.341 O=C(N[C@]1(CCN(Cc2ccccc2)C1)C#N)[C@H](CC3CCCCC3)NC(=O)N4CCOCC4 
Y14 SMILES           CACTVS               3.341 O=C(N[C]1(CCN(Cc2ccccc2)C1)C#N)[CH](CC3CCCCC3)NC(=O)N4CCOCC4 
Y14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[N@]2CC[C@](C2)(C#N)NC(=O)[C@H](CC3CCCCC3)NC(=O)N4CCOCC4 
Y14 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CN2CCC(C2)(C#N)NC(=O)C(CC3CCCCC3)NC(=O)N4CCOCC4 
# 
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 
Y14 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-2-{[(3S)-1-benzyl-3-cyanopyrrolidin-3-yl]amino}-1-(cyclohexylmethyl)-2-oxoethyl]morpholine-4-carboxamide           
Y14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-1-[[(1R,3S)-3-cyano-1-(phenylmethyl)pyrrolidin-3-yl]amino]-3-cyclohexyl-1-oxo-propan-2-yl]morpholine-4-carboxamide 
# 
