data_A1AMN
# 
_chem_comp.id                                    A1AMN 
_chem_comp.name                                  "N-formyl-L-valyl-N-[2-({N-[(2S)-2-hydroxy-4-{[(S)-hydroxy(oxo)-lambda~5~-phosphanyl]oxy}-3,3-dimethylbutanoyl]-beta-alanyl}amino)ethyl]glycinamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H36 N5 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-15 
_chem_comp.pdbx_modified_date                    2024-11-15 
_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                        525.490 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AMN 
_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        9BE4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1AMN C10  C1  C 0 1 N N N N N N -54.977 73.656 -4.933  8.709  0.049  0.630  C10  A1AMN 1  
A1AMN C11  C2  C 0 1 N N N N N N -59.081 63.244 -12.344 -5.796 2.056  0.181  C11  A1AMN 2  
A1AMN C12  C3  C 0 1 N N R N N N -59.789 61.910 -12.619 -7.018 2.223  -0.685 C12  A1AMN 3  
A1AMN C14  C4  C 0 1 N N N N N N -60.208 61.763 -14.087 -7.454 0.857  -1.220 C14  A1AMN 4  
A1AMN C15  C5  C 0 1 N N N N N N -61.609 62.338 -14.281 -6.376 0.308  -2.157 C15  A1AMN 5  
A1AMN C16  C6  C 0 1 N N N N N N -60.202 60.283 -14.444 -7.654 -0.109 -0.051 C16  A1AMN 6  
A1AMN C02  C7  C 0 1 N N N N N N -55.442 70.131 -5.812  5.081  0.488  0.068  C02  A1AMN 7  
A1AMN C04  C8  C 0 1 N N N N N N -56.597 69.171 -7.839  2.678  0.793  -0.197 C04  A1AMN 8  
A1AMN C05  C9  C 0 1 N N N N N N -55.838 67.852 -8.005  1.463  1.091  0.685  C05  A1AMN 9  
A1AMN C07  C10 C 0 1 N N N N N N -56.506 66.168 -9.771  -0.939 1.396  0.419  C07  A1AMN 10 
A1AMN C08  C11 C 0 1 N N N N N N -57.456 65.067 -10.286 -2.179 1.452  -0.435 C08  A1AMN 11 
A1AMN C09  C12 C 0 1 N N N N N N -56.979 64.477 -11.631 -3.394 1.750  0.446  C09  A1AMN 12 
A1AMN C22  C13 C 0 1 N N N N N N -59.236 62.507 -14.999 -8.769 1.007  -1.988 C22  A1AMN 13 
A1AMN C25  C14 C 0 1 N N N N N N -54.534 71.180 -5.178  6.320  0.431  0.923  C25  A1AMN 14 
A1AMN C26  C15 C 0 1 N N N N N N -56.129 74.166 -2.775  9.701  -1.595 -0.938 C26  A1AMN 15 
A1AMN C27  C16 C 0 1 N N N N N N -56.898 73.136 -1.944  10.915 -1.899 -1.819 C27  A1AMN 16 
A1AMN C28  C17 C 0 1 N N N N N N -55.788 75.404 -1.961  9.543  -2.698 0.110  C28  A1AMN 17 
A1AMN C30  C18 C 0 1 N N N N N N -52.864 73.489 -1.912  12.316 -0.062 0.050  C30  A1AMN 18 
A1AMN C50  C19 C 0 1 N N S N N N -54.887 73.524 -3.412  9.904  -0.250 -0.237 C50  A1AMN 19 
A1AMN N03  N1  N 0 1 N N N N N N -55.721 70.176 -7.251  3.883  0.738  0.634  N03  A1AMN 20 
A1AMN N06  N2  N 0 1 N N N N N N -56.754 66.807 -8.477  0.258  1.145  -0.146 N06  A1AMN 21 
A1AMN N10  N3  N 0 1 N N N N N N -57.687 63.226 -11.911 -4.599 1.805  -0.384 N10  A1AMN 22 
A1AMN N29  N4  N 0 1 N N N N N N -54.796 72.472 -5.780  7.483  0.146  0.079  N29  A1AMN 23 
A1AMN N30  N5  N 0 1 N N N N N N -53.677 74.159 -2.925  11.109 -0.310 0.594  N30  A1AMN 24 
A1AMN O01  O1  O 0 1 N N N N N N -55.924 69.287 -5.139  5.160  0.307  -1.128 O01  A1AMN 25 
A1AMN O02  O2  O 0 1 N N N N N N -55.192 74.710 -5.425  8.849  0.198  1.826  O02  A1AMN 26 
A1AMN O13  O3  O 0 1 N N N N N N -58.921 60.864 -12.282 -8.077 2.791  0.089  O13  A1AMN 27 
A1AMN O17  O4  O 0 1 N N N N N N -61.527 59.817 -14.497 -8.061 -1.384 -0.551 O17  A1AMN 28 
A1AMN O19  O5  O 0 1 N N N N N N -61.250 59.176 -11.885 -7.004 -3.094 1.144  O19  A1AMN 29 
A1AMN O21  O6  O 0 1 N N N N N N -62.130 57.507 -13.591 -9.374 -2.268 1.416  O21  A1AMN 30 
A1AMN O23  O7  O 0 1 N N N N N N -59.657 64.271 -12.465 -5.891 2.147  1.387  O23  A1AMN 31 
A1AMN O24  O8  O 0 1 N N N N N N -55.569 66.495 -10.421 -1.019 1.577  1.616  O24  A1AMN 32 
A1AMN O31  O9  O 0 1 N N N N N N -53.195 72.430 -1.489  12.406 0.210  -1.128 O31  A1AMN 33 
A1AMN P18  P1  P 0 1 N N N N N N -62.140 58.946 -13.243 -8.362 -2.645 0.404  P18  A1AMN 34 
A1AMN H151 H2  H 0 0 N N N N N N -61.907 62.231 -15.334 -5.477 0.085  -1.584 H151 A1AMN 35 
A1AMN H152 H3  H 0 0 N N N N N N -62.320 61.794 -13.642 -6.739 -0.602 -2.634 H152 A1AMN 36 
A1AMN H153 H4  H 0 0 N N N N N N -61.609 63.403 -14.006 -6.145 1.051  -2.920 H153 A1AMN 37 
A1AMN H162 H5  H 0 0 N N N N N N -59.645 59.722 -13.679 -6.717 -0.216 0.496  H162 A1AMN 38 
A1AMN H161 H6  H 0 0 N N N N N N -59.723 60.142 -15.424 -8.422 0.282  0.616  H161 A1AMN 39 
A1AMN H042 H7  H 0 0 N N N N N N -57.464 69.013 -7.181  2.537  -0.165 -0.697 H042 A1AMN 40 
A1AMN H041 H8  H 0 0 N N N N N N -56.943 69.519 -8.823  2.786  1.580  -0.944 H041 A1AMN 41 
A1AMN H051 H9  H 0 0 N N N N N N -55.029 67.986 -8.738  1.355  0.304  1.431  H051 A1AMN 42 
A1AMN H052 H10 H 0 0 N N N N N N -55.410 67.553 -7.037  1.604  2.049  1.185  H052 A1AMN 43 
A1AMN H081 H11 H 0 0 N N N N N N -58.459 65.498 -10.423 -2.071 2.239  -1.182 H081 A1AMN 44 
A1AMN H082 H12 H 0 0 N N N N N N -57.502 64.260 -9.540  -2.320 0.494  -0.935 H082 A1AMN 45 
A1AMN H091 H13 H 0 0 N N N N N N -57.182 65.198 -12.437 -3.502 0.964  1.193  H091 A1AMN 46 
A1AMN H092 H14 H 0 0 N N N N N N -55.898 64.280 -11.579 -3.253 2.709  0.946  H092 A1AMN 47 
A1AMN H223 H15 H 0 0 N N N N N N -59.552 62.390 -16.046 -8.613 1.651  -2.854 H223 A1AMN 48 
A1AMN H222 H16 H 0 0 N N N N N N -59.230 63.575 -14.735 -9.109 0.026  -2.322 H222 A1AMN 49 
A1AMN H221 H17 H 0 0 N N N N N N -58.225 62.092 -14.873 -9.522 1.450  -1.337 H221 A1AMN 50 
A1AMN H251 H18 H 0 0 N N N N N N -54.732 71.232 -4.097  6.461  1.390  1.423  H251 A1AMN 51 
A1AMN H252 H19 H 0 0 N N N N N N -53.482 70.904 -5.345  6.212  -0.355 1.670  H252 A1AMN 52 
A1AMN H261 H20 H 0 0 N N N N N N -56.789 74.483 -3.596  8.805  -1.551 -1.557 H261 A1AMN 53 
A1AMN H271 H21 H 0 0 N N N N N N -57.783 73.612 -1.496  11.027 -1.113 -2.566 H271 A1AMN 54 
A1AMN H272 H22 H 0 0 N N N N N N -57.217 72.306 -2.592  11.811 -1.944 -1.201 H272 A1AMN 55 
A1AMN H273 H23 H 0 0 N N N N N N -56.247 72.749 -1.146  10.770 -2.857 -2.319 H273 A1AMN 56 
A1AMN H281 H24 H 0 0 N N N N N N -56.708 75.824 -1.528  8.678  -2.481 0.738  H281 A1AMN 57 
A1AMN H283 H25 H 0 0 N N N N N N -55.094 75.131 -1.152  9.398  -3.656 -0.389 H283 A1AMN 58 
A1AMN H282 H26 H 0 0 N N N N N N -55.315 76.153 -2.613  10.439 -2.743 0.729  H282 A1AMN 59 
A1AMN H301 H27 H 0 0 N N N N N N -51.962 73.957 -1.548  13.204 -0.106 0.663  H301 A1AMN 60 
A1AMN H302 H28 H 0 0 N N N N N N -54.874 72.455 -3.153  10.017 0.535  -0.984 H302 A1AMN 61 
A1AMN H031 H29 H 0 0 N N N N N N -55.314 70.889 -7.823  3.819  0.883  1.591  H031 A1AMN 62 
A1AMN H061 H30 H 0 0 N N N N N N -57.539 66.534 -7.921  0.322  1.001  -1.103 H061 A1AMN 63 
A1AMN H101 H31 H 0 0 N N N N N N -57.212 62.353 -11.805 -4.535 1.661  -1.342 H101 A1AMN 64 
A1AMN H291 H32 H 0 0 N N N N N N -54.854 72.557 -6.775  7.371  0.027  -0.877 H291 A1AMN 65 
A1AMN H303 H33 H 0 0 N N N N N N -53.400 75.052 -3.281  11.037 -0.528 1.537  H303 A1AMN 66 
A1AMN H131 H34 H 0 0 N N N N N N -58.658 60.950 -11.373 -8.338 2.256  0.851  H131 A1AMN 67 
A1AMN H1   H35 H 0 1 N N N N N N -60.903 58.343 -11.588 -6.295 -3.355 0.541  H1   A1AMN 68 
A1AMN H3   H36 H 0 1 N N N N N N -60.694 61.865 -11.996 -6.784 2.882  -1.520 H3   A1AMN 69 
A1AMN O1   O10 O 0 1 N Y N N N N -63.690 59.445 -12.966 -8.919 -3.868 -0.482 O1   A1AMN 70 
A1AMN H2   H37 H 0 1 N N N N N N -64.284 58.713 -13.082 -9.123 -4.664 0.029  H2   A1AMN 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 
A1AMN C02 O01  DOUB N N 1  
A1AMN C04 N03  SING N N 2  
A1AMN C05 C04  SING N N 3  
A1AMN N06 C05  SING N N 4  
A1AMN C07 N06  SING N N 5  
A1AMN C09 C08  SING N N 6  
A1AMN N10 C09  SING N N 7  
A1AMN C11 N10  SING N N 8  
A1AMN O13 C12  SING N N 9  
A1AMN C14 C12  SING N N 10 
A1AMN C15 C14  SING N N 11 
A1AMN O17 C16  SING N N 12 
A1AMN P18 O17  SING N N 13 
A1AMN O19 P18  SING N N 14 
A1AMN O21 P18  DOUB N N 15 
A1AMN C16 C14  SING N N 16 
A1AMN C22 C14  SING N N 17 
A1AMN C12 C11  SING N N 18 
A1AMN O23 C11  DOUB N N 19 
A1AMN C08 C07  SING N N 20 
A1AMN O24 C07  DOUB N N 21 
A1AMN N03 C02  SING N N 22 
A1AMN C25 C02  SING N N 23 
A1AMN N29 C25  SING N N 24 
A1AMN N29 C10  SING N N 25 
A1AMN C10 O02  DOUB N N 26 
A1AMN C50 C10  SING N N 27 
A1AMN C26 C50  SING N N 28 
A1AMN C27 C26  SING N N 29 
A1AMN C28 C26  SING N N 30 
A1AMN N30 C50  SING N N 31 
A1AMN C30 N30  SING N N 32 
A1AMN O31 C30  DOUB N N 33 
A1AMN C15 H151 SING N N 34 
A1AMN C15 H152 SING N N 35 
A1AMN C15 H153 SING N N 36 
A1AMN C16 H162 SING N N 37 
A1AMN C16 H161 SING N N 38 
A1AMN C04 H042 SING N N 39 
A1AMN C04 H041 SING N N 40 
A1AMN C05 H051 SING N N 41 
A1AMN C05 H052 SING N N 42 
A1AMN C08 H081 SING N N 43 
A1AMN C08 H082 SING N N 44 
A1AMN C09 H091 SING N N 45 
A1AMN C09 H092 SING N N 46 
A1AMN C22 H223 SING N N 47 
A1AMN C22 H222 SING N N 48 
A1AMN C22 H221 SING N N 49 
A1AMN C25 H251 SING N N 50 
A1AMN C25 H252 SING N N 51 
A1AMN C26 H261 SING N N 52 
A1AMN C27 H271 SING N N 53 
A1AMN C27 H272 SING N N 54 
A1AMN C27 H273 SING N N 55 
A1AMN C28 H281 SING N N 56 
A1AMN C28 H283 SING N N 57 
A1AMN C28 H282 SING N N 58 
A1AMN C30 H301 SING N N 59 
A1AMN C50 H302 SING N N 60 
A1AMN N03 H031 SING N N 61 
A1AMN N06 H061 SING N N 62 
A1AMN N10 H101 SING N N 63 
A1AMN N29 H291 SING N N 64 
A1AMN N30 H303 SING N N 65 
A1AMN O13 H131 SING N N 66 
A1AMN O19 H1   SING N N 67 
A1AMN C12 H3   SING N N 68 
A1AMN P18 O1   SING N N 69 
A1AMN O1  H2   SING N N 70 
# 
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 
A1AMN SMILES           ACDLabs              12.01 "O=P(O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCNC(=O)CNC(=O)C(NC=O)C(C)C"                                                                                                                                                                
A1AMN InChI            InChI                1.06  "InChI=1S/C19H36N5O10P/c1-12(2)15(24-11-25)17(29)23-9-14(27)21-8-7-20-13(26)5-6-22-18(30)16(28)19(3,4)10-34-35(31,32)33/h11-12,15-16,28H,5-10H2,1-4H3,(H,20,26)(H,21,27)(H,22,30)(H,23,29)(H,24,25)(H2,31,32,33)/t15-,16-/m0/s1" 
A1AMN InChIKey         InChI                1.06  GDYWXJHQLCXGCW-HOTGVXAUSA-N                                                                                                                                                                                                      
A1AMN SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](NC=O)C(=O)NCC(=O)NCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                                                      
A1AMN SMILES           CACTVS               3.385 "CC(C)[CH](NC=O)C(=O)NCC(=O)NCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O"                                                                                                                                                        
A1AMN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](C(=O)NCC(=O)NCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)O)O)NC=O"                                                                                                                                                      
A1AMN SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(C(=O)NCC(=O)NCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)NC=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 
A1AMN "SYSTEMATIC NAME" ACDLabs              12.01 "N-formyl-L-valyl-N-[2-({N-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl]glycinamide"                                                                           
A1AMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(3~{R})-4-[[3-[2-[2-[[(2~{S})-2-formamido-3-methyl-butanoyl]amino]ethanoylamino]ethylamino]-3-oxidanylidene-propyl]amino]-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-butyl] dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AMN "Create component" 2024-04-15 RCSB 
A1AMN "Modify PCM"       2024-09-27 PDBE 
A1AMN "Initial release"  2024-11-20 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AMN 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_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               P18 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
