data_GHV
# 
_chem_comp.id                                    GHV 
_chem_comp.name                                  "(2S)-2-[[(E)-3-[4-(dimethylamino)phenyl]prop-2-enoyl]amino]-N-[(2S)-1-oxidanyl-3-[(3S)-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]-3-phenyl-propanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H34 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-08-13 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        478.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GHV 
_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        5C1U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
GHV O1  O1  O 0 1 N N N N N N 13.528 -10.555 -4.154 7.632   -0.035 -1.551 O1  GHV 1  
GHV C34 C1  C 0 1 N N N N N N 13.628 -9.357  -3.842 6.979   -1.057 -1.576 C34 GHV 2  
GHV N33 N1  N 0 1 N N N N N N 14.704 -8.692  -3.514 7.273   -2.140 -2.315 N33 GHV 3  
GHV C32 C2  C 0 1 N N N N N N 14.434 -7.307  -3.210 6.279   -3.203 -2.124 C32 GHV 4  
GHV C31 C3  C 0 1 N N N N N N 13.004 -7.065  -3.805 5.525   -2.832 -0.827 C31 GHV 5  
GHV C30 C4  C 0 1 N N S N N N 12.439 -8.438  -3.727 5.720   -1.301 -0.774 C30 GHV 6  
GHV C29 C5  C 0 1 N N N N N N 11.457 -8.659  -4.882 5.906   -0.833 0.671  C29 GHV 7  
GHV C26 C6  C 0 1 N N S N N N 10.210 -7.724  -4.877 4.585   -0.978 1.429  C26 GHV 8  
GHV C27 C7  C 0 1 N N N N N N 9.267  -7.997  -6.082 4.801   -0.627 2.902  C27 GHV 9  
GHV O28 O2  O 0 1 N N N N N N 8.321  -6.898  -6.251 5.374   0.678  3.002  O28 GHV 10 
GHV N24 N2  N 0 1 N N N N N N 9.450  -7.829  -3.598 3.589   -0.072 0.851  N24 GHV 11 
GHV C23 C8  C 0 1 N N N N N N 9.409  -6.796  -2.712 2.276   -0.360 0.955  C23 GHV 12 
GHV O25 O3  O 0 1 N N N N N N 9.949  -5.716  -2.847 1.920   -1.369 1.526  O25 GHV 13 
GHV C15 C9  C 0 1 N N S N N N 8.651  -7.040  -1.465 1.252   0.572  0.361  C15 GHV 14 
GHV C16 C10 C 0 1 N N N N N N 7.253  -6.606  -1.577 1.380   1.952  1.011  C16 GHV 15 
GHV C17 C11 C 0 1 Y N N N N N 6.276  -7.022  -0.529 0.441   2.916  0.333  C17 GHV 16 
GHV C22 C12 C 0 1 Y N N N N N 5.482  -6.095  0.099  0.868   3.641  -0.763 C22 GHV 17 
GHV C21 C13 C 0 1 Y N N N N N 4.588  -6.569  1.082  0.006   4.526  -1.385 C21 GHV 18 
GHV C20 C14 C 0 1 Y N N N N N 4.441  -7.940  1.366  -1.283  4.683  -0.911 C20 GHV 19 
GHV C19 C15 C 0 1 Y N N N N N 5.212  -8.888  0.678  -1.710  3.957  0.184  C19 GHV 20 
GHV C18 C16 C 0 1 Y N N N N N 6.110  -8.375  -0.288 -0.850  3.070  0.803  C18 GHV 21 
GHV N13 N3  N 0 1 N N N N N N 9.357  -6.626  -0.265 -0.091  0.041  0.605  N13 GHV 22 
GHV C12 C17 C 0 1 N N N N N N 10.577 -7.129  0.026  -1.108  0.378  -0.213 C12 GHV 23 
GHV O14 O4  O 0 1 N N N N N N 11.062 -8.041  -0.626 -0.911  1.124  -1.154 O14 GHV 24 
GHV C11 C18 C 0 1 N N N N N N 11.306 -6.603  1.223  -2.449  -0.153 0.031  C11 GHV 25 
GHV C10 C19 C 0 1 N N N N N N 12.510 -6.054  1.016  -3.468  0.185  -0.789 C10 GHV 26 
GHV C5  C20 C 0 1 Y N N N N N 13.344 -5.531  2.127  -4.815  -0.348 -0.544 C5  GHV 27 
GHV C6  C21 C 0 1 Y N N N N N 14.627 -6.078  2.340  -5.873  0.001  -1.393 C6  GHV 28 
GHV C1  C22 C 0 1 Y N N N N N 15.431 -5.611  3.395  -7.128  -0.499 -1.161 C1  GHV 29 
GHV C4  C23 C 0 1 Y N N N N N 12.863 -4.516  2.962  -5.043  -1.211 0.535  C4  GHV 30 
GHV C3  C24 C 0 1 Y N N N N N 13.678 -4.047  4.007  -6.302  -1.706 0.759  C3  GHV 31 
GHV C2  C25 C 0 1 Y N N N N N 14.970 -4.583  4.251  -7.352  -1.352 -0.084 C2  GHV 32 
GHV N7  N4  N 0 1 N N N N N N 15.763 -4.070  5.342  -8.627  -1.857 0.148  N7  GHV 33 
GHV C9  C26 C 0 1 N N N N N N 15.064 -4.221  6.644  -8.865  -2.755 1.281  C9  GHV 34 
GHV C8  C27 C 0 1 N N N N N N 17.124 -4.651  5.467  -9.733  -1.490 -0.740 C8  GHV 35 
GHV H1  H1  H 0 1 N N N N N N 15.617 -9.099  -3.478 8.043   -2.211 -2.901 H1  GHV 36 
GHV H2  H2  H 0 1 N N N N N N 15.174 -6.649  -3.689 5.589   -3.230 -2.967 H2  GHV 37 
GHV H3  H3  H 0 1 N N N N N N 14.440 -7.136  -2.123 6.774   -4.167 -2.011 H3  GHV 38 
GHV H4  H4  H 0 1 N N N N N N 13.052 -6.705  -4.843 4.468   -3.088 -0.899 H4  GHV 39 
GHV H5  H5  H 0 1 N N N N N N 12.427 -6.354  -3.196 5.984   -3.314 0.036  H5  GHV 40 
GHV H6  H6  H 0 1 N N N N N N 11.928 -8.593  -2.765 4.871   -0.794 -1.233 H6  GHV 41 
GHV H7  H7  H 0 1 N N N N N N 11.103 -9.699  -4.834 6.671   -1.442 1.154  H7  GHV 42 
GHV H8  H8  H 0 1 N N N N N N 11.999 -8.499  -5.826 6.216   0.212  0.678  H8  GHV 43 
GHV H9  H9  H 0 1 N N N N N N 10.575 -6.691  -4.974 4.231   -2.006 1.348  H9  GHV 44 
GHV H10 H10 H 0 1 N N N N N N 8.711  -8.929  -5.902 3.844   -0.645 3.424  H10 GHV 45 
GHV H11 H11 H 0 1 N N N N N N 9.869  -8.100  -6.997 5.474   -1.356 3.354  H11 GHV 46 
GHV H12 H12 H 0 1 N N N N N N 7.753  -7.080  -6.990 5.539   0.967  3.910  H12 GHV 47 
GHV H13 H13 H 0 1 N N N N N N 8.961  -8.675  -3.387 3.874   0.735  0.395  H13 GHV 48 
GHV H14 H14 H 0 1 N N N N N N 8.594  -8.136  -1.390 1.419   0.659  -0.712 H14 GHV 49 
GHV H15 H15 H 0 1 N N N N N N 7.258  -5.506  -1.593 1.127   1.880  2.068  H15 GHV 50 
GHV H16 H16 H 0 1 N N N N N N 6.875  -6.985  -2.538 2.405   2.309  0.906  H16 GHV 51 
GHV H17 H17 H 0 1 N N N N N N 5.539  -5.045  -0.149 1.875   3.518  -1.134 H17 GHV 52 
GHV H18 H18 H 0 1 N N N N N N 3.996  -5.855  1.636  0.340   5.093  -2.241 H18 GHV 53 
GHV H19 H19 H 0 1 N N N N N N 3.733  -8.262  2.115  -1.956  5.375  -1.397 H19 GHV 54 
GHV H20 H20 H 0 1 N N N N N N 5.126  -9.947  0.874  -2.717  4.081  0.555  H20 GHV 55 
GHV H21 H21 H 0 1 N N N N N N 6.695  -9.074  -0.866 -1.185  2.499  1.657  H21 GHV 56 
GHV H22 H22 H 0 1 N N N N N N 8.936  -5.962  0.352  -0.249  -0.554 1.355  H22 GHV 57 
GHV H23 H23 H 0 1 N N N N N N 10.879 -6.664  2.213  -2.624  -0.814 0.866  H23 GHV 58 
GHV H24 H24 H 0 1 N N N N N N 12.887 -5.990  0.006  -3.292  0.847  -1.624 H24 GHV 59 
GHV H25 H25 H 0 1 N N N N N N 14.993 -6.859  1.690  -5.700  0.663  -2.228 H25 GHV 60 
GHV H26 H26 H 0 1 N N N N N N 16.409 -6.041  3.553  -7.944  -0.231 -1.815 H26 GHV 61 
GHV H27 H27 H 0 1 N N N N N N 11.879 -4.099  2.806  -4.229  -1.486 1.189  H27 GHV 62 
GHV H28 H28 H 0 1 N N N N N N 13.310 -3.255  4.643  -6.479  -2.372 1.591  H28 GHV 63 
GHV H29 H29 H 0 1 N N N N N N 15.697 -3.820  7.449  -8.612  -2.243 2.210  H29 GHV 64 
GHV H30 H30 H 0 1 N N N N N N 14.113 -3.669  6.616  -9.916  -3.044 1.301  H30 GHV 65 
GHV H31 H31 H 0 1 N N N N N N 14.864 -5.286  6.831  -8.245  -3.645 1.176  H31 GHV 66 
GHV H32 H32 H 0 1 N N N N N N 17.641 -4.195  6.324  -9.796  -2.208 -1.558 H32 GHV 67 
GHV H33 H33 H 0 1 N N N N N N 17.046 -5.737  5.622  -10.667 -1.496 -0.179 H33 GHV 68 
GHV H34 H34 H 0 1 N N N N N N 17.693 -4.452  4.547  -9.558  -0.493 -1.145 H34 GHV 69 
# 
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 
GHV O28 C27 SING N N 1  
GHV C27 C26 SING N N 2  
GHV C29 C26 SING N N 3  
GHV C29 C30 SING N N 4  
GHV C26 N24 SING N N 5  
GHV O1  C34 DOUB N N 6  
GHV C34 C30 SING N N 7  
GHV C34 N33 SING N N 8  
GHV C31 C30 SING N N 9  
GHV C31 C32 SING N N 10 
GHV N24 C23 SING N N 11 
GHV N33 C32 SING N N 12 
GHV O25 C23 DOUB N N 13 
GHV C23 C15 SING N N 14 
GHV C16 C15 SING N N 15 
GHV C16 C17 SING N N 16 
GHV C15 N13 SING N N 17 
GHV O14 C12 DOUB N N 18 
GHV C17 C18 DOUB Y N 19 
GHV C17 C22 SING Y N 20 
GHV C18 C19 SING Y N 21 
GHV N13 C12 SING N N 22 
GHV C12 C11 SING N N 23 
GHV C22 C21 DOUB Y N 24 
GHV C19 C20 DOUB Y N 25 
GHV C10 C11 DOUB N E 26 
GHV C10 C5  SING N N 27 
GHV C21 C20 SING Y N 28 
GHV C5  C6  DOUB Y N 29 
GHV C5  C4  SING Y N 30 
GHV C6  C1  SING Y N 31 
GHV C4  C3  DOUB Y N 32 
GHV C1  C2  DOUB Y N 33 
GHV C3  C2  SING Y N 34 
GHV C2  N7  SING N N 35 
GHV N7  C8  SING N N 36 
GHV N7  C9  SING N N 37 
GHV N33 H1  SING N N 38 
GHV C32 H2  SING N N 39 
GHV C32 H3  SING N N 40 
GHV C31 H4  SING N N 41 
GHV C31 H5  SING N N 42 
GHV C30 H6  SING N N 43 
GHV C29 H7  SING N N 44 
GHV C29 H8  SING N N 45 
GHV C26 H9  SING N N 46 
GHV C27 H10 SING N N 47 
GHV C27 H11 SING N N 48 
GHV O28 H12 SING N N 49 
GHV N24 H13 SING N N 50 
GHV C15 H14 SING N N 51 
GHV C16 H15 SING N N 52 
GHV C16 H16 SING N N 53 
GHV C22 H17 SING N N 54 
GHV C21 H18 SING N N 55 
GHV C20 H19 SING N N 56 
GHV C19 H20 SING N N 57 
GHV C18 H21 SING N N 58 
GHV N13 H22 SING N N 59 
GHV C11 H23 SING N N 60 
GHV C10 H24 SING N N 61 
GHV C6  H25 SING N N 62 
GHV C1  H26 SING N N 63 
GHV C4  H27 SING N N 64 
GHV C3  H28 SING N N 65 
GHV C9  H29 SING N N 66 
GHV C9  H30 SING N N 67 
GHV C9  H31 SING N N 68 
GHV C8  H32 SING N N 69 
GHV C8  H33 SING N N 70 
GHV C8  H34 SING N N 71 
# 
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 
GHV InChI            InChI                1.03  "InChI=1S/C27H34N4O4/c1-31(2)23-11-8-19(9-12-23)10-13-25(33)30-24(16-20-6-4-3-5-7-20)27(35)29-22(18-32)17-21-14-15-28-26(21)34/h3-13,21-22,24,32H,14-18H2,1-2H3,(H,28,34)(H,29,35)(H,30,33)/b13-10+/t21-,22-,24-/m0/s1" 
GHV InChIKey         InChI                1.03  MMLGNYLPTJZWEN-XNUWVNOVSA-N                                                                                                                                                                                             
GHV SMILES_CANONICAL CACTVS               3.385 "CN(C)c1ccc(\C=C\C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@H](CO)C[C@@H]3CCNC3=O)cc1"                                                                                                                                             
GHV SMILES           CACTVS               3.385 "CN(C)c1ccc(C=CC(=O)N[CH](Cc2ccccc2)C(=O)N[CH](CO)C[CH]3CCNC3=O)cc1"                                                                                                                                                    
GHV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)c1ccc(cc1)/C=C/C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](C[C@@H]3CCNC3=O)CO"                                                                                                                                            
GHV SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)c1ccc(cc1)C=CC(=O)NC(Cc2ccccc2)C(=O)NC(CC3CCNC3=O)CO"                                                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           GHV 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-2-[[(~{E})-3-[4-(dimethylamino)phenyl]prop-2-enoyl]amino]-~{N}-[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]-3-phenyl-propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GHV "Create component"  2012-08-13 PDBJ 
GHV "Initial release"   2016-06-01 RCSB 
GHV "Modify descriptor" 2020-08-25 PDBJ 
GHV "Modify formula"    2020-08-25 PDBJ 
GHV "Modify name"       2020-08-25 PDBJ 
GHV "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            GHV 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C27 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
