# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 20:29:24 2022
#   Inital geometry file: a 95 line input string
#   Ligand name: (4R)-1-acetyl-4-(hexyloxy)-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCO[C@@H]1C[C@H](N(C1)C(C)=O)C(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 4L0  4L0  (4R)-1-acetyl-4-(hexyloxy)-L-proline  L-peptide  40  18  .  2016-04-22  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4L0
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 4L0  N    N  NR5    0  -0.454   -3.5579  28.1306  69.7772
 4L0  C14  C  CH2    0  -0.404   -9.5729  28.2511  68.2931
 4L0  C15  C  CH2    0  -0.420   -8.2021  28.8028  67.9234
 4L0  C16  C  CH2    0  -0.469   -7.5336  28.0221  66.7993
 4L0  C    C  C      0   0.401   -4.8092  26.8519  71.5597
 4L0  O    O  O      0  -0.600   -3.7797  26.1881  71.7722
 4L0  CA   C  CR15   0  -0.139   -4.8567  27.6801  70.2561
 4L0  CB   C  CH2    0  -0.517   -5.3552  26.8099  69.0955
 4L0  CD   C  CH2    0  -0.280   -3.2733  27.6757  68.4266
 4L0  C41  C  C      0   0.504   -2.7786  28.9312  70.5187
 4L0  O6   O  O      0  -0.512   -3.1396  29.3555  71.6118
 4L0  C42  C  CH3    0  -0.795   -1.4400  29.3059  69.9257
 4L0  CG   C  CR15   0   0.011   -4.6611  27.3930  67.8672
 4L0  O5   O  O2     0  -0.491   -5.2183  28.6196  67.4505
 4L0  C17  C  CH2    0  -0.179   -6.1615  28.5487  66.4044
 4L0  C13  C  CH2    0  -0.416  -10.2371  29.0113  69.4344
 4L0  C12  C  CH3    0  -0.660  -11.6140  28.4680  69.7891
 4L0  H27  H  HCH2   0   0.205  -10.2253  28.2720  67.4131
 4L0  H26  H  HCH2   0   0.206   -9.4746  27.1956  68.5715
 4L0  H28  H  HCH2   0   0.211   -8.3008  29.8530  67.6269
 4L0  H29  H  HCH2   0   0.221   -7.5637  28.7997  68.8119
 4L0  H30  H  HCH2   0   0.221   -7.4716  26.9621  67.0648
 4L0  H31  H  HCH2   0   0.228   -8.1603  28.0648  65.9023
 4L0  HA   H  HCR5   0   0.225   -5.5224  28.5385  70.3917
 4L0  HB3  H  HCH2   0   0.261   -6.4409  26.7861  69.0275
 4L0  HB2  H  HCH2   0   0.242   -5.0111  25.7795  69.2234
 4L0  HD3  H  HCH2   0   0.238   -2.6737  26.7592  68.4265
 4L0  HD2  H  HCH2   0   0.257   -2.7429  28.4241  67.8384
 4L0  H69  H  HCH3   0   0.261   -0.8334  29.8031  70.6785
 4L0  H67  H  HCH3   0   0.255   -0.8945  28.4382  69.5535
 4L0  H68  H  HCH3   0   0.261   -1.5672  29.9917  69.0853
 4L0  HG2  H  HCR5   0   0.236   -4.6163  26.6817  67.0332
 4L0  H32  H  HCH2   0   0.208   -5.7664  27.9432  65.5768
 4L0  H33  H  HCH2   0   0.219   -6.2642  29.5712  66.0308
 4L0  H24  H  HCH2   0   0.210   -9.5898  28.9743  70.3161
 4L0  H22  H  HCH3   0   0.224  -12.0647  29.0248  70.6115
 4L0  H23  H  HCH3   0   0.215  -12.2935  28.5288  68.9371
 4L0  OXT  O  OC    -1  -0.608   -5.8542  26.8798  72.2384
 4L0  H25  H  HCH2   0   0.209  -10.3196  30.0687  69.1647
 4L0  H2   H  HCH3   0   0.215  -11.5593  27.4203  70.0909

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 4L0  N    CD   single  1.473  0.014  1.473
 4L0  N    CA   single  1.466  0.015  1.466
 4L0  N    C41  single  1.341  0.020  1.341
 4L0  C14  C13  single  1.524  0.020  1.524
 4L0  C14  C15  single  1.523  0.020  1.523
 4L0  C15  C16  single  1.523  0.020  1.523
 4L0  C16  C17  single  1.522  0.020  1.522
 4L0  C    O    deloc   1.231  0.020  1.231
 4L0  C    CA   single  1.525  0.021  1.525
 4L0  CA   CB   single  1.530  0.020  1.530
 4L0  CB   CG   single  1.527  0.020  1.527
 4L0  CD   CG   single  1.523  0.020  1.523
 4L0  C41  C42  single  1.511  0.020  1.511
 4L0  C41  O6   double  1.227  0.020  1.227
 4L0  CG   O5   single  1.410  0.020  1.410
 4L0  O5   C17  single  1.410  0.020  1.410
 4L0  C13  C12  single  1.522  0.020  1.522
 4L0  C14  H26  single  0.970  0.020  1.090
 4L0  C14  H27  single  0.970  0.020  1.090
 4L0  C15  H28  single  0.970  0.020  1.090
 4L0  C15  H29  single  0.970  0.020  1.090
 4L0  C16  H30  single  0.970  0.020  1.090
 4L0  C16  H31  single  0.970  0.020  1.090
 4L0  CA   HA   single  0.970  0.020  0.970
 4L0  CB   HB2  single  0.970  0.020  1.090
 4L0  CB   HB3  single  0.970  0.020  1.090
 4L0  CD   HD2  single  0.970  0.020  1.090
 4L0  CD   HD3  single  0.970  0.020  1.090
 4L0  C42  H69  single  0.970  0.020  1.090
 4L0  C42  H67  single  0.970  0.020  1.090
 4L0  C42  H68  single  0.970  0.020  1.090
 4L0  CG   HG2  single  0.970  0.020  1.090
 4L0  C17  H32  single  0.970  0.020  1.090
 4L0  C17  H33  single  0.970  0.020  1.090
 4L0  C13  H24  single  0.970  0.020  1.090
 4L0  C13  H25  single  0.970  0.020  1.090
 4L0  C12  H22  single  0.970  0.020  1.090
 4L0  C12  H23  single  0.970  0.020  1.090
 4L0  C    OXT  deloc   1.246  0.020  1.246
 4L0  C12  H2   single  0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 4L0  C41  N    CD   125.94  3.000
 4L0  C41  N    CA   121.42  3.000
 4L0  CD   N    CA   112.56  3.000
 4L0  H26  C14  H27  106.01  3.000
 4L0  H27  C14  C13  109.42  3.000
 4L0  H26  C14  C13  109.23  3.000
 4L0  H27  C14  C15  109.51  3.000
 4L0  H26  C14  C15  109.25  3.000
 4L0  C13  C14  C15  113.16  3.000
 4L0  H29  C15  H28  105.96  3.000
 4L0  H29  C15  C16  109.98  3.000
 4L0  H28  C15  C16  109.34  3.000
 4L0  H29  C15  C14  109.09  3.000
 4L0  H28  C15  C14  109.38  3.000
 4L0  C16  C15  C14  112.86  3.000
 4L0  H31  C16  H30  105.60  3.000
 4L0  H31  C16  C17  106.85  3.000
 4L0  H30  C16  C17  110.30  3.000
 4L0  H31  C16  C15  109.47  3.000
 4L0  H30  C16  C15  110.02  3.000
 4L0  C17  C16  C15  114.20  3.000
 4L0  OXT  C    CA   114.94  3.000
 4L0  OXT  C    O    127.82  3.000
 4L0  CA   C    O    119.00  3.000
 4L0  HA   CA   CB   109.00  3.000
 4L0  HA   CA   C    109.00  3.000
 4L0  CB   CA   C    110.10  1.900
 4L0  HA   CA   N    110.00  3.000
 4L0  CB   CA   N    103.00  1.100
 4L0  C    CA   N    112.10  2.500
 4L0  HB2  CB   HB3  107.49  3.000
 4L0  HB3  CB   CG   114.32  3.000
 4L0  HB2  CB   CG   108.11  3.000
 4L0  HB3  CB   CA   112.58  3.000
 4L0  HB2  CB   CA   110.10  3.000
 4L0  CG   CB   CA   104.14  3.000
 4L0  HD2  CD   HD3  107.95  3.000
 4L0  HD3  CD   CG   110.09  3.000
 4L0  HD2  CD   CG   111.89  3.000
 4L0  HD3  CD   N    111.67  3.000
 4L0  HD2  CD   N    112.46  3.000
 4L0  CG   CD   N    103.20  1.500
 4L0  C42  C41  O6   121.64  3.000
 4L0  O6   C41  N    121.88  3.000
 4L0  C42  C41  N    116.47  3.000
 4L0  H68  C42  H67  107.18  3.000
 4L0  H68  C42  H69  108.10  3.000
 4L0  H67  C42  H69  108.73  3.000
 4L0  H68  C42  C41  110.76  3.000
 4L0  H67  C42  C41  112.32  3.000
 4L0  H69  C42  C41  109.63  3.000
 4L0  HG2  CG   O5   110.82  3.000
 4L0  HG2  CG   CD   111.25  3.000
 4L0  O5   CG   CD   107.89  3.000
 4L0  HG2  CG   CB   112.49  3.000
 4L0  O5   CG   CB   112.97  3.000
 4L0  CD   CG   CB   100.94  3.000
 4L0  C17  O5   CG   116.08  3.000
 4L0  H33  C17  H32  106.96  3.000
 4L0  H33  C17  O5   105.61  3.000
 4L0  H32  C17  O5   110.24  3.000
 4L0  H33  C17  C16  109.12  3.000
 4L0  H32  C17  C16  109.21  3.000
 4L0  O5   C17  C16  115.33  3.000
 4L0  H25  C13  H24  106.01  3.000
 4L0  H25  C13  C12  109.52  3.000
 4L0  H24  C13  C12  109.58  3.000
 4L0  H25  C13  C14  109.29  3.000
 4L0  H24  C13  C14  109.19  3.000
 4L0  C12  C13  C14  113.00  3.000
 4L0  H2   C12  H23  107.48  3.000
 4L0  H2   C12  H22  107.60  3.000
 4L0  H23  C12  H22  107.63  3.000
 4L0  H2   C12  C13  111.20  3.000
 4L0  H23  C12  C13  111.18  3.000
 4L0  H22  C12  C13  111.55  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 4L0  CONST_01  C42  C41  N    CA    180.00   0.0  0
 4L0  CONST_02  O6   C41  N    CA      0.00   0.0  0
 4L0  CONST_03  C42  C41  N    CD      0.00   0.0  0
 4L0  CONST_04  O6   C41  N    CD    180.00   0.0  0
 4L0  Var_01    CG   CD   N    CA     22.10  30.0  1
 4L0  Var_02    H69  C42  C41  N    -170.07  30.0  3
 4L0  Var_03    H32  C17  O5   CG    -49.18  30.0  3
 4L0  Var_04    C17  C16  C15  C14   179.95  30.0  3
 4L0  Var_05    C12  C13  C14  C15   179.28  30.0  3
 4L0  Var_06    O5   C17  C16  C15    56.50  30.0  3
 4L0  Var_07    C13  C14  C15  C16   178.94  30.0  1
 4L0  Var_08    H22  C12  C13  C14   179.66  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4L0  chir_01  CA  N   C   CB  positiv
 4L0  chir_02  CG  O5  CB  CD  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 4L0  plan-1  N    0.020
 4L0  plan-1  CA   0.020
 4L0  plan-1  CD   0.020
 4L0  plan-1  C41  0.020
 4L0  plan-1  O6   0.020
 4L0  plan-1  C42  0.020
 4L0  plan-2  C    0.020
 4L0  plan-2  O    0.020
 4L0  plan-2  CA   0.020
 4L0  plan-2  OXT  0.020

