data_1YH
# 
_chem_comp.id                                    1YH 
_chem_comp.name                                  "(3S,8aR)-N-((R)-chroman-4-yl)-2-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)octahydropyrrolo[1,2-a]pyrazine-3-carboxamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H43 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-08-02 
_chem_comp.pdbx_modified_date                    2022-12-13 
_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                        525.683 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1YH 
_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        4LGU 
_chem_comp.pdbx_subcomponent_list                "MAA CHG 1Y4 1XY" 
_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 
1YH N2  N2  N 0 1 N N N 3.157  -7.359  -41.838 7.146  -0.534 1.211  N   MAA 1  
1YH C1  C1  C 0 1 N N N 3.592  -6.082  -42.439 8.145  -1.556 1.553  CM  MAA 2  
1YH C3  C3  C 0 1 N N S 4.046  -7.828  -40.752 5.792  -0.986 1.556  CA  MAA 3  
1YH C5  C5  C 0 1 N N N 3.352  -8.840  -39.833 5.509  -0.674 3.027  CB  MAA 4  
1YH C6  C6  C 0 1 N N N 5.340  -8.398  -41.305 4.788  -0.270 0.689  C   MAA 5  
1YH O7  O7  O 0 1 N N N 5.462  -8.793  -42.456 5.164  0.536  -0.135 O   MAA 6  
1YH N8  N8  N 0 1 N N N 6.382  -8.424  -40.470 3.472  -0.527 0.829  N   CHG 7  
1YH C9  C9  C 0 1 N N S 7.704  -8.881  -40.848 2.496  0.169  -0.014 CA  CHG 8  
1YH C17 C17 C 0 1 N N N 8.111  -9.919  -39.832 1.164  0.209  0.689  C   CHG 9  
1YH O18 O18 O 0 1 N N N 7.556  -9.868  -38.749 0.924  -0.579 1.579  O   CHG 10 
1YH C11 C11 C 0 1 N N N 8.423  -7.528  -40.797 2.349  -0.574 -1.343 C1  CHG 11 
1YH C12 C12 C 0 1 N N N 9.517  -7.364  -39.732 3.667  -0.499 -2.118 C2  CHG 12 
1YH C13 C13 C 0 1 N N N 10.080 -5.936  -39.757 3.520  -1.242 -3.447 C3  CHG 13 
1YH C14 C14 C 0 1 N N N 10.469 -5.450  -41.159 3.170  -2.706 -3.177 C4  CHG 14 
1YH C15 C15 C 0 1 N N N 9.389  -5.714  -42.223 1.852  -2.781 -2.403 C5  CHG 15 
1YH C16 C16 C 0 1 N N N 8.917  -7.167  -42.199 1.999  -2.039 -1.073 C6  CHG 16 
1YH N19 N19 N 0 1 N N N 9.031  -10.885 -40.099 0.239  1.120  0.329  N19 1Y4 17 
1YH C20 C20 C 0 1 N N N 9.774  -10.937 -41.403 0.477  2.003  -0.831 C20 1Y4 18 
1YH C21 C21 C 0 1 N N R 10.119 -12.376 -41.799 0.194  3.427  -0.363 C21 1Y4 19 
1YH C23 C23 C 0 1 N N N 11.250 -12.446 -42.827 0.204  4.457  -1.498 C23 1Y4 20 
1YH C24 C24 C 0 1 N N N 11.835 -13.859 -42.605 -0.911 5.461  -1.112 C24 1Y4 21 
1YH C25 C25 C 0 1 N N N 11.186 -14.343 -41.284 -1.524 4.894  0.196  C25 1Y4 22 
1YH N26 N26 N 0 1 N N N 10.724 -13.095 -40.650 -1.209 3.458  0.132  N26 1Y4 23 
1YH C27 C27 C 0 1 N N N 9.792  -13.261 -39.536 -1.299 2.724  1.387  C27 1Y4 24 
1YH C28 C28 C 0 1 N N S 9.352  -11.843 -39.021 -1.016 1.239  1.083  C28 1Y4 25 
1YH C30 C30 C 0 1 N N N 10.373 -11.221 -38.101 -2.146 0.665  0.268  C30 1Y4 26 
1YH O31 O31 O 0 1 N N N 11.070 -10.269 -38.448 -1.927 0.204  -0.832 O31 1Y4 27 
1YH N32 N32 N 0 1 N N N 10.454 -11.716 -36.859 -3.400 0.665  0.761  N34 1XY 28 
1YH C33 C33 C 0 1 N N R 11.394 -11.158 -35.894 -4.499 0.108  -0.032 C35 1XY 29 
1YH C35 C35 C 0 1 N N N 12.726 -11.901 -36.108 -5.818 0.753  0.401  C37 1XY 30 
1YH C36 C36 C 0 1 N N N 13.560 -11.878 -34.818 -6.971 -0.045 -0.220 C38 1XY 31 
1YH O37 O37 O 0 1 N N N 12.801 -12.488 -33.766 -6.960 -1.361 0.336  O39 1XY 32 
1YH C38 C38 C 0 1 Y N N 11.541 -12.019 -33.519 -5.779 -2.032 0.352  C40 1XY 33 
1YH C39 C39 C 0 1 Y N N 10.987 -12.208 -32.245 -5.801 -3.410 0.543  C41 1XY 34 
1YH C40 C40 C 0 1 Y N N 9.701  -11.745 -31.982 -4.622 -4.127 0.570  C42 1XY 35 
1YH C41 C41 C 0 1 Y N N 8.972  -11.078 -32.969 -3.414 -3.475 0.407  C43 1XY 36 
1YH C42 C42 C 0 1 Y N N 9.527  -10.903 -34.232 -3.388 -2.107 0.215  C44 1XY 37 
1YH C43 C43 C 0 1 Y N N 10.816 -11.364 -34.506 -4.568 -1.383 0.185  C45 1XY 38 
1YH H1  H1  H 0 1 N N N 2.237  -7.237  -41.465 7.359  0.345  1.658  H   MAA 39 
1YH H3  H3  H 0 1 N N N 2.890  -5.793  -43.235 9.139  -1.196 1.288  HM1 MAA 40 
1YH H4  H4  H 0 1 N N N 3.611  -5.300  -41.665 8.106  -1.757 2.624  HM2 MAA 41 
1YH H5  H5  H 0 1 N N N 4.600  -6.201  -42.864 7.931  -2.472 1.003  HM3 MAA 42 
1YH H6  H6  H 0 1 N N N 4.310  -6.957  -40.134 5.714  -2.060 1.390  HA  MAA 43 
1YH H7  H7  H 0 1 N N N 4.050  -9.158  -39.044 4.504  -1.009 3.283  HB1 MAA 44 
1YH H8  H8  H 0 1 N N N 2.468  -8.372  -39.374 6.235  -1.191 3.654  HB2 MAA 45 
1YH H9  H9  H 0 1 N N N 3.040  -9.715  -40.421 5.587  0.401  3.192  HB3 MAA 46 
1YH H14 H14 H 0 1 N N N 6.242  -8.110  -39.531 3.171  -1.172 1.488  HN  CHG 47 
1YH H15 H15 H 0 1 N N N 7.722  -9.295  -41.867 2.838  1.186  -0.202 HA  CHG 48 
1YH H16 H16 H 0 1 N N N 7.650  -6.786  -40.550 1.555  -0.113 -1.931 H1  CHG 49 
1YH H17 H17 H 0 1 N N N 9.089  -7.567  -38.739 3.916  0.545  -2.310 H2  CHG 50 
1YH H18 H18 H 0 1 N N N 10.330 -8.077  -39.934 4.460  -0.960 -1.530 H2A CHG 51 
1YH H10 H10 H 0 1 N N N 10.975 -5.904  -39.118 2.726  -0.781 -4.035 H3  CHG 52 
1YH H11 H11 H 0 1 N N N 9.317  -5.255  -39.353 4.458  -1.188 -3.999 H3A CHG 53 
1YH H19 H19 H 0 1 N N N 11.391 -5.967  -41.463 3.065  -3.235 -4.124 H4  CHG 54 
1YH H20 H20 H 0 1 N N N 10.654 -4.367  -41.113 3.964  -3.167 -2.589 H4A CHG 55 
1YH H12 H12 H 0 1 N N N 9.805  -5.490  -43.217 1.059  -2.321 -2.990 H5  CHG 56 
1YH H13 H13 H 0 1 N N N 8.529  -5.056  -42.029 1.603  -3.825 -2.210 H5A CHG 57 
1YH H21 H21 H 0 1 N N N 8.096  -7.296  -42.920 2.793  -2.500 -0.485 H6  CHG 58 
1YH H22 H22 H 0 1 N N N 9.753  -7.827  -42.473 1.061  -2.092 -0.521 H6A CHG 59 
1YH H23 H23 H 0 1 N N N 10.706 -10.360 -41.306 1.513  1.917  -1.158 H23 1Y4 60 
1YH H24 H24 H 0 1 N N N 9.147  -10.491 -42.189 -0.195 1.737  -1.647 H24 1Y4 61 
1YH H25 H25 H 0 1 N N N 9.226  -12.899 -42.171 0.885  3.710  0.431  H25 1Y4 62 
1YH H26 H26 H 0 1 N N N 12.006 -11.671 -42.636 1.170  4.960  -1.548 H26 1Y4 63 
1YH H27 H27 H 0 1 N N N 10.862 -12.335 -43.850 -0.027 3.978  -2.449 H27 1Y4 64 
1YH H28 H28 H 0 1 N N N 11.567 -14.526 -43.437 -0.486 6.449  -0.934 H28 1Y4 65 
1YH H29 H29 H 0 1 N N N 12.930 -13.816 -42.508 -1.667 5.508  -1.896 H29 1Y4 66 
1YH H30 H30 H 0 1 N N N 10.341 -15.018 -41.485 -1.057 5.351  1.068  H30 1Y4 67 
1YH H31 H31 H 0 1 N N N 11.923 -14.857 -40.649 -2.603 5.050  0.212  H31 1Y4 68 
1YH H33 H33 H 0 1 N N N 8.908  -13.821 -39.875 -0.562 3.106  2.093  H33 1Y4 69 
1YH H34 H34 H 0 1 N N N 10.285 -13.812 -38.722 -2.301 2.829  1.805  H34 1Y4 70 
1YH H35 H35 H 0 1 N N N 8.436  -11.997 -38.432 -0.929 0.686  2.019  H35 1Y4 71 
1YH H36 H36 H 0 1 N N N 9.863  -12.477 -36.591 -3.576 1.034  1.641  H36 1XY 72 
1YH H37 H37 H 0 1 N N N 11.542 -10.084 -36.078 -4.325 0.313  -1.088 H37 1XY 73 
1YH H38 H38 H 0 1 N N N 12.519 -12.944 -36.388 -5.899 0.729  1.488  H38 1XY 74 
1YH H39 H39 H 0 1 N N N 13.290 -11.410 -36.914 -5.854 1.784  0.052  H39 1XY 75 
1YH H40 H40 H 0 1 N N N 14.494 -12.438 -34.972 -7.920 0.442  0.009  H40 1XY 76 
1YH H41 H41 H 0 1 N N N 13.796 -10.838 -34.549 -6.839 -0.102 -1.301 H41 1XY 77 
1YH H42 H42 H 0 1 N N N 11.554 -12.709 -31.474 -6.745 -3.920 0.671  H42 1XY 78 
1YH H43 H43 H 0 1 N N N 9.264  -11.903 -31.007 -4.643 -5.196 0.719  H43 1XY 79 
1YH H44 H44 H 0 1 N N N 7.983  -10.701 -32.753 -2.491 -4.035 0.429  H44 1XY 80 
1YH H45 H45 H 0 1 N N N 8.958  -10.408 -35.005 -2.443 -1.600 0.087  H45 1XY 81 
# 
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 
1YH C23 C24 SING N N 1  
1YH C23 C21 SING N N 2  
1YH C24 C25 SING N N 3  
1YH O7  C6  DOUB N N 4  
1YH C1  N2  SING N N 5  
1YH C15 C16 SING N N 6  
1YH C15 C14 SING N N 7  
1YH C16 C11 SING N N 8  
1YH N2  C3  SING N N 9  
1YH C21 C20 SING N N 10 
1YH C21 N26 SING N N 11 
1YH C20 N19 SING N N 12 
1YH C6  C3  SING N N 13 
1YH C6  N8  SING N N 14 
1YH C25 N26 SING N N 15 
1YH C14 C13 SING N N 16 
1YH C9  C11 SING N N 17 
1YH C9  N8  SING N N 18 
1YH C9  C17 SING N N 19 
1YH C11 C12 SING N N 20 
1YH C3  C5  SING N N 21 
1YH N26 C27 SING N N 22 
1YH N19 C17 SING N N 23 
1YH N19 C28 SING N N 24 
1YH C17 O18 DOUB N N 25 
1YH C13 C12 SING N N 26 
1YH C27 C28 SING N N 27 
1YH C28 C30 SING N N 28 
1YH O31 C30 DOUB N N 29 
1YH C30 N32 SING N N 30 
1YH N32 C33 SING N N 31 
1YH C35 C33 SING N N 32 
1YH C35 C36 SING N N 33 
1YH C33 C43 SING N N 34 
1YH C36 O37 SING N N 35 
1YH C43 C42 DOUB Y N 36 
1YH C43 C38 SING Y N 37 
1YH C42 C41 SING Y N 38 
1YH O37 C38 SING N N 39 
1YH C38 C39 DOUB Y N 40 
1YH C41 C40 DOUB Y N 41 
1YH C39 C40 SING Y N 42 
1YH N2  H1  SING N N 43 
1YH C1  H3  SING N N 44 
1YH C1  H4  SING N N 45 
1YH C1  H5  SING N N 46 
1YH C3  H6  SING N N 47 
1YH C5  H7  SING N N 48 
1YH C5  H8  SING N N 49 
1YH C5  H9  SING N N 50 
1YH C13 H10 SING N N 51 
1YH C13 H11 SING N N 52 
1YH C15 H12 SING N N 53 
1YH C15 H13 SING N N 54 
1YH N8  H14 SING N N 55 
1YH C9  H15 SING N N 56 
1YH C11 H16 SING N N 57 
1YH C12 H17 SING N N 58 
1YH C12 H18 SING N N 59 
1YH C14 H19 SING N N 60 
1YH C14 H20 SING N N 61 
1YH C16 H21 SING N N 62 
1YH C16 H22 SING N N 63 
1YH C20 H23 SING N N 64 
1YH C20 H24 SING N N 65 
1YH C21 H25 SING N N 66 
1YH C23 H26 SING N N 67 
1YH C23 H27 SING N N 68 
1YH C24 H28 SING N N 69 
1YH C24 H29 SING N N 70 
1YH C25 H30 SING N N 71 
1YH C25 H31 SING N N 72 
1YH C27 H33 SING N N 73 
1YH C27 H34 SING N N 74 
1YH C28 H35 SING N N 75 
1YH N32 H36 SING N N 76 
1YH C33 H37 SING N N 77 
1YH C35 H38 SING N N 78 
1YH C35 H39 SING N N 79 
1YH C36 H40 SING N N 80 
1YH C36 H41 SING N N 81 
1YH C39 H42 SING N N 82 
1YH C40 H43 SING N N 83 
1YH C41 H44 SING N N 84 
1YH C42 H45 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 
1YH SMILES           ACDLabs              12.01 "O=C(NC(C(=O)N2CC1N(CCC1)CC2C(=O)NC3c4c(OCC3)cccc4)C5CCCCC5)C(NC)C"                                                                                                                                                                               
1YH InChI            InChI                1.03  "InChI=1S/C29H43N5O4/c1-19(30-2)27(35)32-26(20-9-4-3-5-10-20)29(37)34-17-21-11-8-15-33(21)18-24(34)28(36)31-23-14-16-38-25-13-7-6-12-22(23)25/h6-7,12-13,19-21,23-24,26,30H,3-5,8-11,14-18H2,1-2H3,(H,31,36)(H,32,35)/t19-,21+,23+,24-,26-/m0/s1" 
1YH InChIKey         InChI                1.03  GIAUJOMDUOPYLU-XFCBJTKFSA-N                                                                                                                                                                                                                       
1YH SMILES_CANONICAL CACTVS               3.385 "CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3CCCN3C[C@H]2C(=O)N[C@@H]4CCOc5ccccc45"                                                                                                                                                            
1YH SMILES           CACTVS               3.385 "CN[CH](C)C(=O)N[CH](C1CCCCC1)C(=O)N2C[CH]3CCCN3C[CH]2C(=O)N[CH]4CCOc5ccccc45"                                                                                                                                                                    
1YH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3CCCN3C[C@H]2C(=O)N[C@@H]4CCOc5c4cccc5)NC"                                                                                                                                                            
1YH SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C(=O)NC(C1CCCCC1)C(=O)N2CC3CCCN3CC2C(=O)NC4CCOc5c4cccc5)NC"                                                                                                                                                                                   
# 
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 
1YH "SYSTEMATIC NAME" ACDLabs              12.01 "(3S,8aR)-2-{(2S)-2-cyclohexyl-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide"                                 
1YH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,8aR)-2-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]ethanoyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1YH "Create component"         2013-08-02 RCSB 
1YH "Other modification"       2013-08-05 RCSB 
1YH "Modify component comp_id" 2013-08-22 RCSB 
1YH "Initial release"          2013-08-28 RCSB 
1YH "Modify internal type"     2022-12-13 RCSB 
# 
