data_A1ACH
# 
_chem_comp.id                                    A1ACH 
_chem_comp.name                                  "Nalpha-{(2S)-1-[(3S)-2-acetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl]piperidine-2-carbonyl}-5-fluoro-L-tryptophanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H33 F N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-12 
_chem_comp.pdbx_modified_date                    2024-11-01 
_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                        572.630 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ACH 
_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        8VJG 
_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 
A1ACH C11 C1  C 0 1 N N S N N N 39.736 -10.759 14.355 3.341  1.359  1.795  C11 A1ACH 1  
A1ACH C12 C2  C 0 1 N N N N N N 40.071 -10.209 12.963 3.883  2.694  2.237  C12 A1ACH 2  
A1ACH C15 C3  C 0 1 N N N N N N 40.813 -10.337 15.352 4.417  0.287  1.976  C15 A1ACH 3  
A1ACH C16 C4  C 0 1 Y N N N N N 40.557 -10.837 16.790 3.837  -1.066 1.651  C16 A1ACH 4  
A1ACH N18 N1  N 0 1 Y N N N N N 40.830 -11.869 18.729 2.892  -3.063 1.865  N18 A1ACH 5  
A1ACH C19 C5  C 0 1 Y N N N N N 39.658 -11.167 18.831 3.132  -2.930 0.514  C19 A1ACH 6  
A1ACH C20 C6  C 0 1 Y N N N N N 39.449 -10.507 17.644 3.737  -1.675 0.323  C20 A1ACH 7  
A1ACH C21 C7  C 0 1 Y N N N N N 38.289 -9.695  17.485 4.101  -1.265 -0.962 C21 A1ACH 8  
A1ACH C22 C8  C 0 1 Y N N N N N 37.371 -9.568  18.531 3.864  -2.095 -2.035 C22 A1ACH 9  
A1ACH C24 C9  C 0 1 Y N N N N N 37.574 -10.250 19.741 3.265  -3.336 -1.844 C24 A1ACH 10 
A1ACH C27 C10 C 0 1 N N S N N N 39.354 -15.806 16.932 -1.903 0.021  -0.787 C27 A1ACH 11 
A1ACH C30 C11 C 0 1 N N N N N N 40.354 -19.480 16.804 -0.753 -3.317 0.716  C30 A1ACH 12 
A1ACH C33 C12 C 0 1 N N N N N N 40.851 -17.139 18.424 -3.055 -2.218 -0.578 C33 A1ACH 13 
A1ACH C34 C13 C 0 1 Y N N N N N 40.101 -16.545 19.575 -4.248 -1.408 -0.124 C34 A1ACH 14 
A1ACH C35 C14 C 0 1 Y N N N N N 39.356 -15.417 19.421 -4.189 -0.088 0.158  C35 A1ACH 15 
A1ACH C02 C15 C 0 1 N N N N N N 39.784 -15.314 15.552 -0.549 0.652  -0.588 C02 A1ACH 16 
A1ACH C04 C16 C 0 1 N N S N N N 38.832 -14.431 13.308 1.343  1.969  -1.413 C04 A1ACH 17 
A1ACH C05 C17 C 0 1 N N N N N N 37.841 -15.037 12.331 1.225  3.435  -1.839 C05 A1ACH 18 
A1ACH C06 C18 C 0 1 N N N N N N 36.443 -15.089 12.835 0.689  3.505  -3.271 C06 A1ACH 19 
A1ACH C07 C19 C 0 1 N N N N N N 36.318 -15.667 14.199 -0.703 2.873  -3.328 C07 A1ACH 20 
A1ACH C08 C20 C 0 1 N N N N N N 37.211 -14.924 15.167 -0.607 1.400  -2.918 C08 A1ACH 21 
A1ACH C09 C21 C 0 1 N N N N N N 38.755 -12.907 13.363 1.738  1.895  0.040  C09 A1ACH 22 
A1ACH C17 C22 C 0 1 Y N N N N N 41.377 -11.692 17.531 3.320  -1.944 2.526  C17 A1ACH 23 
A1ACH C25 C23 C 0 1 Y N N N N N 38.712 -11.045 19.896 2.901  -3.753 -0.583 C25 A1ACH 24 
A1ACH C29 C24 C 0 1 N N N N N N 39.796 -18.165 16.324 -0.739 -1.912 0.171  C29 A1ACH 25 
A1ACH C36 C25 C 0 1 Y N N N N N 38.758 -15.171 20.719 -5.523 0.321  0.550  C36 A1ACH 26 
A1ACH C37 C26 C 0 1 Y N N N N N 37.887 -14.165 21.202 -6.059 1.551  0.943  C37 A1ACH 27 
A1ACH C38 C27 C 0 1 Y N N N N N 37.496 -14.234 22.544 -7.397 1.574  1.252  C38 A1ACH 28 
A1ACH C39 C28 C 0 1 Y N N N N N 37.951 -15.273 23.377 -8.188 0.439  1.182  C39 A1ACH 29 
A1ACH C40 C29 C 0 1 Y N N N N N 38.804 -16.261 22.885 -7.683 -0.791 0.796  C40 A1ACH 30 
A1ACH C41 C30 C 0 1 Y N N N N N 39.208 -16.200 21.530 -6.328 -0.844 0.475  C41 A1ACH 31 
A1ACH C43 C31 C 0 1 N N N N N N 39.321 -14.691 18.036 -2.941 0.754  0.072  C43 A1ACH 32 
A1ACH F23 F1  F 0 1 N N N N N N 36.258 -8.786  18.356 4.214  -1.703 -3.279 F23 A1ACH 33 
A1ACH N03 N2  N 0 1 N N N N N N 38.644 -14.904 14.706 0.040  1.316  -1.602 N03 A1ACH 34 
A1ACH N10 N3  N 0 1 N N N N N N 39.739 -12.213 14.259 2.956  1.431  0.383  N10 A1ACH 35 
A1ACH N13 N4  N 0 1 N N N N N N 40.972 -10.980 12.091 4.302  2.865  3.506  N13 A1ACH 36 
A1ACH N28 N5  N 0 1 N N N N N N 40.025 -17.049 17.249 -1.854 -1.390 -0.376 N28 A1ACH 37 
A1ACH N42 N6  N 0 1 Y N N N N N 40.036 -17.035 20.833 -5.524 -1.868 0.065  N42 A1ACH 38 
A1ACH O01 O1  O 0 1 N N N N N N 40.904 -15.327 15.200 0.010  0.562  0.484  O01 A1ACH 39 
A1ACH O14 O2  O 0 1 N N N N N N 39.606 -9.176  12.587 3.943  3.615  1.450  O14 A1ACH 40 
A1ACH O26 O3  O 0 1 N N N N N N 37.952 -12.309 12.745 0.961  2.252  0.899  O26 A1ACH 41 
A1ACH O32 O4  O 0 1 N N N N N N 39.072 -18.107 15.390 0.277  -1.252 0.224  O32 A1ACH 42 
A1ACH H1  H1  H 0 1 N N N N N N 38.754 -10.386 14.680 2.469  1.104  2.397  H1  A1ACH 43 
A1ACH H2  H2  H 0 1 N N N N N N 41.779 -10.739 15.011 5.253  0.494  1.308  H2  A1ACH 44 
A1ACH H3  H3  H 0 1 N N N N N N 40.859 -9.238  15.369 4.767  0.294  3.009  H3  A1ACH 45 
A1ACH H4  H4  H 0 1 N N N N N N 41.220 -12.436 19.455 2.480  -3.834 2.284  H4  A1ACH 46 
A1ACH H5  H5  H 0 1 N N N N N N 38.119 -9.176  16.553 4.566  -0.301 -1.113 H5  A1ACH 47 
A1ACH H6  H6  H 0 1 N N N N N N 36.857 -10.161 20.544 3.083  -3.978 -2.693 H6  A1ACH 48 
A1ACH H7  H7  H 0 1 N N N N N N 38.296 -16.079 16.803 -2.187 0.086  -1.837 H7  A1ACH 49 
A1ACH H8  H8  H 0 1 N N N N N N 39.981 -20.293 16.164 -0.427 -4.011 -0.059 H8  A1ACH 50 
A1ACH H9  H9  H 0 1 N N N N N N 41.453 -19.451 16.757 -0.079 -3.383 1.570  H9  A1ACH 51 
A1ACH H10 H10 H 0 1 N Y N N N N 40.036 -19.656 17.842 -1.765 -3.574 1.032  H10 A1ACH 52 
A1ACH H11 H11 H 0 1 N N N N N N 41.787 -16.583 18.264 -2.980 -3.131 0.014  H11 A1ACH 53 
A1ACH H12 H12 H 0 1 N N N N N N 41.082 -18.193 18.636 -3.158 -2.469 -1.634 H12 A1ACH 54 
A1ACH H13 H13 H 0 1 N N N N N N 39.845 -14.707 12.981 2.096  1.470  -2.023 H13 A1ACH 55 
A1ACH H14 H14 H 0 1 N N N N N N 37.853 -14.436 11.410 0.541  3.955  -1.168 H14 A1ACH 56 
A1ACH H15 H15 H 0 1 N N N N N N 38.164 -16.064 12.104 2.207  3.907  -1.794 H15 A1ACH 57 
A1ACH H16 H16 H 0 1 N N N N N N 36.043 -14.064 12.855 0.628  4.547  -3.585 H16 A1ACH 58 
A1ACH H17 H17 H 0 1 N N N N N N 35.847 -15.702 12.143 1.362  2.964  -3.937 H17 A1ACH 59 
A1ACH H18 H18 H 0 1 N N N N N N 35.273 -15.586 14.533 -1.369 3.398  -2.643 H18 A1ACH 60 
A1ACH H19 H19 H 0 1 N N N N N N 36.613 -16.726 14.173 -1.094 2.944  -4.343 H19 A1ACH 61 
A1ACH H20 H20 H 0 1 N N N N N N 36.852 -13.888 15.258 -1.608 0.971  -2.862 H20 A1ACH 62 
A1ACH H21 H21 H 0 1 N N N N N N 37.160 -15.418 16.149 -0.015 0.854  -3.653 H21 A1ACH 63 
A1ACH H22 H22 H 0 1 N N N N N N 42.300 -12.135 17.188 3.253  -1.790 3.592  H22 A1ACH 64 
A1ACH H23 H23 H 0 1 N N N N N N 38.878 -11.570 20.825 2.438  -4.719 -0.446 H23 A1ACH 65 
A1ACH H24 H24 H 0 1 N N N N N N 37.537 -13.372 20.558 -5.450 2.441  1.000  H24 A1ACH 66 
A1ACH H25 H25 H 0 1 N N N N N N 36.836 -13.479 22.946 -7.846 2.506  1.560  H25 A1ACH 67 
A1ACH H26 H26 H 0 1 N N N N N N 37.636 -15.306 24.410 -9.234 0.516  1.438  H26 A1ACH 68 
A1ACH H27 H27 H 0 1 N N N N N N 39.150 -17.058 23.526 -8.310 -1.668 0.746  H27 A1ACH 69 
A1ACH H28 H28 H 0 1 N N N N N N 40.195 -14.032 17.933 -2.540 0.914  1.072  H28 A1ACH 70 
A1ACH H29 H29 H 0 1 N N N N N N 38.400 -14.096 17.945 -3.181 1.714  -0.385 H29 A1ACH 71 
A1ACH H30 H30 H 0 1 N N N N N N 40.396 -12.748 14.790 3.578  1.146  -0.304 H30 A1ACH 72 
A1ACH H31 H31 H 0 1 N N N N N N 41.197 -10.639 11.178 4.255  2.128  4.136  H31 A1ACH 73 
A1ACH H32 H32 H 0 1 N N N N N N 41.359 -11.845 12.411 4.651  3.724  3.790  H32 A1ACH 74 
A1ACH H33 H33 H 0 1 N N N N N N 40.501 -17.847 21.184 -5.813 -2.784 -0.072 H33 A1ACH 75 
# 
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 
A1ACH C02 C27 SING N N 1  
A1ACH C02 N03 SING N N 2  
A1ACH C02 O01 DOUB N N 3  
A1ACH C04 C05 SING N N 4  
A1ACH C04 C09 SING N N 5  
A1ACH C04 N03 SING N N 6  
A1ACH C05 C06 SING N N 7  
A1ACH C06 C07 SING N N 8  
A1ACH C07 C08 SING N N 9  
A1ACH C08 N03 SING N N 10 
A1ACH C09 N10 SING N N 11 
A1ACH C09 O26 DOUB N N 12 
A1ACH C11 C12 SING N N 13 
A1ACH C11 C15 SING N N 14 
A1ACH C11 N10 SING N N 15 
A1ACH C12 N13 SING N N 16 
A1ACH C12 O14 DOUB N N 17 
A1ACH C15 C16 SING N N 18 
A1ACH C16 C17 DOUB Y N 19 
A1ACH C16 C20 SING Y N 20 
A1ACH C17 N18 SING Y N 21 
A1ACH C19 C20 DOUB Y N 22 
A1ACH C19 C25 SING Y N 23 
A1ACH C19 N18 SING Y N 24 
A1ACH C20 C21 SING Y N 25 
A1ACH C21 C22 DOUB Y N 26 
A1ACH C22 C24 SING Y N 27 
A1ACH C22 F23 SING N N 28 
A1ACH C24 C25 DOUB Y N 29 
A1ACH C27 C43 SING N N 30 
A1ACH C27 N28 SING N N 31 
A1ACH C29 C30 SING N N 32 
A1ACH C29 N28 SING N N 33 
A1ACH C29 O32 DOUB N N 34 
A1ACH C33 C34 SING N N 35 
A1ACH C33 N28 SING N N 36 
A1ACH C34 C35 DOUB Y N 37 
A1ACH C34 N42 SING Y N 38 
A1ACH C35 C36 SING Y N 39 
A1ACH C35 C43 SING N N 40 
A1ACH C36 C37 DOUB Y N 41 
A1ACH C36 C41 SING Y N 42 
A1ACH C37 C38 SING Y N 43 
A1ACH C38 C39 DOUB Y N 44 
A1ACH C39 C40 SING Y N 45 
A1ACH C40 C41 DOUB Y N 46 
A1ACH C41 N42 SING Y N 47 
A1ACH C11 H1  SING N N 48 
A1ACH C15 H2  SING N N 49 
A1ACH C15 H3  SING N N 50 
A1ACH N18 H4  SING N N 51 
A1ACH C21 H5  SING N N 52 
A1ACH C24 H6  SING N N 53 
A1ACH C27 H7  SING N N 54 
A1ACH C30 H8  SING N N 55 
A1ACH C30 H9  SING N N 56 
A1ACH C30 H10 SING N N 57 
A1ACH C33 H11 SING N N 58 
A1ACH C33 H12 SING N N 59 
A1ACH C04 H13 SING N N 60 
A1ACH C05 H14 SING N N 61 
A1ACH C05 H15 SING N N 62 
A1ACH C06 H16 SING N N 63 
A1ACH C06 H17 SING N N 64 
A1ACH C07 H18 SING N N 65 
A1ACH C07 H19 SING N N 66 
A1ACH C08 H20 SING N N 67 
A1ACH C08 H21 SING N N 68 
A1ACH C17 H22 SING N N 69 
A1ACH C25 H23 SING N N 70 
A1ACH C37 H24 SING N N 71 
A1ACH C38 H25 SING N N 72 
A1ACH C39 H26 SING N N 73 
A1ACH C40 H27 SING N N 74 
A1ACH C43 H28 SING N N 75 
A1ACH C43 H29 SING N N 76 
A1ACH N10 H30 SING N N 77 
A1ACH N13 H31 SING N N 78 
A1ACH N13 H32 SING N N 79 
A1ACH N42 H33 SING N N 80 
# 
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 
A1ACH SMILES           ACDLabs              14.52   "O=C(C1Cc2c3ccccc3[NH]c2CN1C(C)=O)N1CCCCC1C(=O)NC(Cc1c[NH]c2ccc(F)cc21)C(N)=O"                                                                                                                                                                                    
A1ACH InChI            InChI                1.06    "InChI=1S/C31H33FN6O4/c1-17(39)38-16-26-22(20-6-2-3-7-24(20)35-26)14-28(38)31(42)37-11-5-4-8-27(37)30(41)36-25(29(33)40)12-18-15-34-23-10-9-19(32)13-21(18)23/h2-3,6-7,9-10,13,15,25,27-28,34-35H,4-5,8,11-12,14,16H2,1H3,(H2,33,40)(H,36,41)/t25-,27-,28-/m0/s1" 
A1ACH InChIKey         InChI                1.06    VWCVSCYVDCSUOY-MYKRZTLLSA-N                                                                                                                                                                                                                                       
A1ACH SMILES_CANONICAL CACTVS               3.385   "CC(=O)N1Cc2[nH]c3ccccc3c2C[C@H]1C(=O)N4CCCC[C@H]4C(=O)N[C@@H](Cc5c[nH]c6ccc(F)cc56)C(N)=O"                                                                                                                                                                       
A1ACH SMILES           CACTVS               3.385   "CC(=O)N1Cc2[nH]c3ccccc3c2C[CH]1C(=O)N4CCCC[CH]4C(=O)N[CH](Cc5c[nH]c6ccc(F)cc56)C(N)=O"                                                                                                                                                                           
A1ACH SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(=O)N1Cc2c(c3ccccc3[nH]2)C[C@H]1C(=O)N4CCCC[C@H]4C(=O)N[C@@H](Cc5c[nH]c6c5cc(cc6)F)C(=O)N"                                                                                                                                                                     
A1ACH SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(=O)N1Cc2c(c3ccccc3[nH]2)CC1C(=O)N4CCCCC4C(=O)NC(Cc5c[nH]c6c5cc(cc6)F)C(=O)N"                                                                                                                                                                                  
# 
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 
A1ACH "SYSTEMATIC NAME" ACDLabs              14.52   "Nalpha-{(2S)-1-[(3S)-2-acetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl]piperidine-2-carbonyl}-5-fluoro-L-tryptophanamide"                                                            
A1ACH "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-~{N}-[(2~{S})-1-azanyl-3-(5-fluoranyl-1~{H}-indol-3-yl)-1-oxidanylidene-propan-2-yl]-1-[[(3~{S})-2-ethanoyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-3-yl]carbonyl]piperidine-2-carboxamide" 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1ACH 
_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               C30 
_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      ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ACH "Create component" 2024-01-12 RCSB 
A1ACH "Modify PCM"       2024-10-21 RCSB 
A1ACH "Initial release"  2024-11-06 RCSB 
# 
