data_NG0
# 
_chem_comp.id                                    NG0 
_chem_comp.name                                  "N-[(2S)-2-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-3-phenylpropanoyl]glycine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H32 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Alvimopan 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-04-04 
_chem_comp.pdbx_modified_date                    2022-10-25 
_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                        424.533 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NG0 
_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        7UL4 
_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 
NG0 N1  N1  N 0 1 N N N 148.234 138.484 172.544 0.389  0.891  -0.499 N1  NG0 1  
NG0 C4  C1  C 0 1 Y N N 149.611 135.669 166.631 -5.912 2.236  0.389  C4  NG0 2  
NG0 C5  C2  C 0 1 Y N N 149.543 136.555 167.615 -4.642 2.305  -0.155 C5  NG0 3  
NG0 C6  C3  C 0 1 Y N N 149.569 136.098 169.080 -3.843 1.178  -0.198 C6  NG0 4  
NG0 C7  C4  C 0 1 N N R 149.522 137.157 170.227 -2.461 1.257  -0.792 C7  NG0 5  
NG0 C8  C5  C 0 1 N N N 149.290 136.483 171.576 -1.818 -0.133 -0.779 C8  NG0 6  
NG0 C10 C6  C 0 1 N N N 148.377 139.160 171.254 -0.182 2.244  -0.533 C10 NG0 7  
NG0 C13 C7  C 0 1 N N N 147.071 137.616 169.788 -1.558 1.734  1.490  C13 NG0 8  
NG0 C15 C8  C 0 1 N N S 147.471 139.144 174.800 2.520  -0.299 -0.300 C15 NG0 9  
NG0 C17 C9  C 0 1 Y N N 146.643 140.481 176.853 4.598  0.985  0.128  C17 NG0 10 
NG0 C20 C10 C 0 1 Y N N 146.423 140.648 179.670 5.674  3.157  1.458  C20 NG0 11 
NG0 C21 C11 C 0 1 Y N N 147.390 141.566 178.932 5.323  3.267  0.125  C21 NG0 12 
NG0 C22 C12 C 0 1 Y N N 147.491 141.483 177.616 4.785  2.181  -0.539 C22 NG0 13 
NG0 C24 C13 C 0 1 N N N 149.127 136.507 177.169 1.078  -3.825 -0.673 C24 NG0 14 
NG0 C1  C14 C 0 1 Y N N 149.674 134.803 169.356 -4.312 -0.022 0.304  C1  NG0 15 
NG0 C11 C15 C 0 1 N N R 148.450 138.216 170.012 -1.601 2.215  0.038  C11 NG0 16 
NG0 C12 C16 C 0 1 N N N 150.906 137.835 170.207 -2.551 1.765  -2.232 C12 NG0 17 
NG0 C14 C17 C 0 1 N N N 148.348 139.518 173.585 1.799  0.905  -0.911 C14 NG0 18 
NG0 C16 C18 C 0 1 N N N 146.762 140.405 175.300 4.018  -0.201 -0.598 C16 NG0 19 
NG0 C18 C19 C 0 1 Y N N 145.798 139.700 177.493 4.949  0.875  1.461  C18 NG0 20 
NG0 C19 C20 C 0 1 Y N N 145.688 139.784 179.010 5.487  1.961  2.126  C19 NG0 21 
NG0 C2  C21 C 0 1 Y N N 149.748 133.780 168.223 -5.584 -0.094 0.851  C2  NG0 22 
NG0 C23 C22 C 0 1 N N N 148.380 138.510 175.841 1.971  -1.569 -0.896 C23 NG0 23 
NG0 C25 C23 C 0 1 N N N 149.002 134.993 177.062 0.757  -4.800 0.431  C25 NG0 24 
NG0 C3  C24 C 0 1 Y N N 149.720 134.177 166.967 -6.384 1.039  0.892  C3  NG0 25 
NG0 C9  C25 C 0 1 N N N 149.245 137.480 172.758 -0.393 -0.036 -1.327 C9  NG0 26 
NG0 N2  N2  N 0 1 N N N 148.235 137.109 176.178 1.612  -2.590 -0.093 N2  NG0 27 
NG0 O1  O1  O 0 1 N N N 149.850 132.423 168.533 -6.047 -1.272 1.345  O1  NG0 28 
NG0 O2  O2  O 0 1 N N N 149.239 139.133 176.348 1.852  -1.673 -2.099 O2  NG0 29 
NG0 O3  O3  O 0 1 N N N 147.880 134.429 177.186 0.252  -6.008 0.134  O3  NG0 30 
NG0 O4  O4  O 0 1 N N N 150.034 134.303 176.856 0.954  -4.495 1.583  O4  NG0 31 
NG0 H2  H2  H 0 1 N N N 149.590 135.995 165.602 -6.532 3.119  0.425  H2  NG0 32 
NG0 H3  H3  H 0 1 N N N 149.469 137.607 167.384 -4.274 3.241  -0.548 H3  NG0 33 
NG0 H4  H4  H 0 1 N N N 148.332 135.944 171.537 -1.790 -0.512 0.242  H4  NG0 34 
NG0 H5  H5  H 0 1 N N N 150.106 135.767 171.754 -2.402 -0.810 -1.403 H5  NG0 35 
NG0 H6  H6  H 0 1 N N N 149.301 139.756 171.283 0.436  2.914  0.064  H6  NG0 36 
NG0 H7  H7  H 0 1 N N N 147.513 139.829 171.123 -0.213 2.599  -1.563 H7  NG0 37 
NG0 H8  H8  H 0 1 N N N 146.339 138.423 169.639 -1.053 0.770  1.539  H8  NG0 38 
NG0 H9  H9  H 0 1 N N N 147.092 136.971 168.897 -1.015 2.459  2.096  H9  NG0 39 
NG0 H10 H10 H 0 1 N N N 146.784 137.019 170.666 -2.574 1.632  1.870  H10 NG0 40 
NG0 H11 H11 H 0 1 N N N 146.717 138.409 174.482 2.364  -0.306 0.779  H11 NG0 41 
NG0 H12 H12 H 0 1 N N N 146.342 140.709 180.745 6.095  4.005  1.977  H12 NG0 42 
NG0 H13 H13 H 0 1 N N N 147.988 142.279 179.480 5.468  4.201  -0.396 H13 NG0 43 
NG0 H14 H14 H 0 1 N N N 148.176 142.127 177.085 4.511  2.266  -1.581 H14 NG0 44 
NG0 H15 H15 H 0 1 N N N 150.165 136.810 176.969 1.820  -4.264 -1.340 H15 NG0 45 
NG0 H16 H16 H 0 1 N N N 148.838 136.834 178.178 0.171  -3.601 -1.234 H16 NG0 46 
NG0 H17 H17 H 0 1 N N N 149.707 134.472 170.384 -3.687 -0.902 0.271  H17 NG0 47 
NG0 H18 H18 H 0 1 N N N 148.721 138.821 169.134 -2.030 3.216  -0.001 H18 NG0 48 
NG0 H19 H19 H 0 1 N N N 150.951 138.601 170.995 -3.006 2.756  -2.239 H19 NG0 49 
NG0 H20 H20 H 0 1 N N N 151.686 137.080 170.385 -1.550 1.822  -2.660 H20 NG0 50 
NG0 H21 H21 H 0 1 N N N 151.069 138.307 169.227 -3.161 1.081  -2.821 H21 NG0 51 
NG0 H22 H22 H 0 1 N N N 149.397 139.599 173.905 1.860  0.852  -1.998 H22 NG0 52 
NG0 H23 H23 H 0 1 N N N 148.013 140.483 173.178 2.270  1.825  -0.565 H23 NG0 53 
NG0 H24 H24 H 0 1 N N N 147.326 141.282 174.951 4.515  -1.112 -0.263 H24 NG0 54 
NG0 H25 H25 H 0 1 N N N 145.749 140.427 174.872 4.167  -0.079 -1.671 H25 NG0 55 
NG0 H26 H26 H 0 1 N N N 145.184 139.001 176.944 4.803  -0.060 1.982  H26 NG0 56 
NG0 H27 H27 H 0 1 N N N 145.007 139.135 179.541 5.761  1.875  3.167  H27 NG0 57 
NG0 H28 H28 H 0 1 N N N 149.774 133.449 166.171 -7.376 0.986  1.317  H28 NG0 58 
NG0 H29 H29 H 0 1 N N N 149.018 136.931 173.684 -0.422 0.330  -2.353 H29 NG0 59 
NG0 H30 H30 H 0 1 N N N 150.225 137.970 172.854 0.073  -1.021 -1.306 H30 NG0 60 
NG0 H31 H31 H 0 1 N N N 147.529 136.556 175.736 1.707  -2.507 0.869  H31 NG0 61 
NG0 H32 H32 H 0 1 N N N 149.857 132.313 169.477 -5.852 -1.410 2.282  H32 NG0 62 
NG0 H33 H33 H 0 1 N N N 147.986 133.489 177.099 0.062  -6.599 0.875  H33 NG0 63 
# 
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 
NG0 C4  C3  DOUB Y N 1  
NG0 C4  C5  SING Y N 2  
NG0 C3  C2  SING Y N 3  
NG0 C5  C6  DOUB Y N 4  
NG0 C2  O1  SING N N 5  
NG0 C2  C1  DOUB Y N 6  
NG0 C6  C1  SING Y N 7  
NG0 C6  C7  SING N N 8  
NG0 C13 C11 SING N N 9  
NG0 C11 C7  SING N N 10 
NG0 C11 C10 SING N N 11 
NG0 C12 C7  SING N N 12 
NG0 C7  C8  SING N N 13 
NG0 C10 N1  SING N N 14 
NG0 C8  C9  SING N N 15 
NG0 N1  C9  SING N N 16 
NG0 N1  C14 SING N N 17 
NG0 C14 C15 SING N N 18 
NG0 C15 C16 SING N N 19 
NG0 C15 C23 SING N N 20 
NG0 C16 C17 SING N N 21 
NG0 C23 N2  SING N N 22 
NG0 C23 O2  DOUB N N 23 
NG0 N2  C24 SING N N 24 
NG0 C17 C18 DOUB Y N 25 
NG0 C17 C22 SING Y N 26 
NG0 O4  C25 DOUB N N 27 
NG0 C25 C24 SING N N 28 
NG0 C25 O3  SING N N 29 
NG0 C18 C19 SING Y N 30 
NG0 C22 C21 DOUB Y N 31 
NG0 C21 C20 SING Y N 32 
NG0 C19 C20 DOUB Y N 33 
NG0 C4  H2  SING N N 34 
NG0 C5  H3  SING N N 35 
NG0 C8  H4  SING N N 36 
NG0 C8  H5  SING N N 37 
NG0 C10 H6  SING N N 38 
NG0 C10 H7  SING N N 39 
NG0 C13 H8  SING N N 40 
NG0 C13 H9  SING N N 41 
NG0 C13 H10 SING N N 42 
NG0 C15 H11 SING N N 43 
NG0 C20 H12 SING N N 44 
NG0 C21 H13 SING N N 45 
NG0 C22 H14 SING N N 46 
NG0 C24 H15 SING N N 47 
NG0 C24 H16 SING N N 48 
NG0 C1  H17 SING N N 49 
NG0 C11 H18 SING N N 50 
NG0 C12 H19 SING N N 51 
NG0 C12 H20 SING N N 52 
NG0 C12 H21 SING N N 53 
NG0 C14 H22 SING N N 54 
NG0 C14 H23 SING N N 55 
NG0 C16 H24 SING N N 56 
NG0 C16 H25 SING N N 57 
NG0 C18 H26 SING N N 58 
NG0 C19 H27 SING N N 59 
NG0 C3  H28 SING N N 60 
NG0 C9  H29 SING N N 61 
NG0 C9  H30 SING N N 62 
NG0 N2  H31 SING N N 63 
NG0 O1  H32 SING N N 64 
NG0 O3  H33 SING N N 65 
# 
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 
NG0 SMILES           ACDLabs              12.01 "O=C(O)CNC(=O)C(Cc1ccccc1)CN1CCC(C)(C(C)C1)c1cccc(O)c1"                                                                                                                                          
NG0 InChI            InChI                1.03  "InChI=1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1" 
NG0 InChIKey         InChI                1.03  UPNUIXSCZBYVBB-JVFUWBCBSA-N                                                                                                                                                                      
NG0 SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CN(CC[C@@]1(C)c2cccc(O)c2)C[C@H](Cc3ccccc3)C(=O)NCC(O)=O"                                                                                                                                
NG0 SMILES           CACTVS               3.385 "C[CH]1CN(CC[C]1(C)c2cccc(O)c2)C[CH](Cc3ccccc3)C(=O)NCC(O)=O"                                                                                                                                    
NG0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1CN(CC[C@@]1(C)c2cccc(c2)O)C[C@H](Cc3ccccc3)C(=O)NCC(=O)O"                                                                                                                                
NG0 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CN(CCC1(C)c2cccc(c2)O)CC(Cc3ccccc3)C(=O)NCC(=O)O"                                                                                                                                            
# 
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 
NG0 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(2S)-2-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl}-3-phenylpropanoyl]glycine"                         
NG0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[[(2~{S})-2-[[(3~{R},4~{R})-4-(3-hydroxyphenyl)-3,4-dimethyl-piperidin-1-yl]methyl]-3-phenyl-propanoyl]amino]ethanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
NG0 "Create component" 2022-04-04 RCSB 
NG0 "Initial release"  2022-06-29 RCSB 
NG0 "Modify synonyms"  2022-10-25 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      NG0 
_pdbx_chem_comp_synonyms.name         Alvimopan 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
