# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:45:11 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: (2R)-2-[(1-{[(1R)-1-carboxy-2-(5-phenyl-1,3-oxazol-2-yl)ethyl]carbamoyl}cyclopentyl)methyl]pentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@H](CC1(CCCC1)C(=O)N[C@H](Cc2oc(cn2)c3ccccc3)C(O)=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
 HA0  HA0  '(2R)-2-[(1-{[(1R)-1-carboxy-2-(5-phenyl-1,3-oxazol-2-yl)ethyl]carbamoyl}cyclopentyl)methyl]pentanoic acid'  ligand  60  32  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HA0
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
 HA0  C     C  C      0   0.629   0.3805  -0.0281  -0.3090
 HA0  N     N  NH1    0  -0.634   0.4839   0.9371  -1.2408
 HA0  O     O  O      0  -0.496  -0.0271   0.1963   0.8215
 HA0  C1    C  C      0   0.429   1.4007   3.0940  -1.9254
 HA0  OXT   O  OC     0  -0.607   1.5726   4.3021  -1.6850
 HA0  N3    N  N      0  -0.435  -2.0511   2.7409   1.2513
 HA0  C4    C  CH2    0  -0.420   0.0850  -1.8187  -2.0688
 HA0  C5    C  CH2    0  -0.411   0.2656  -2.4920   0.1865
 HA0  O6    O  O      0  -0.422  -2.5580   1.3009  -0.3249
 HA0  CA    C  CH1    0  -0.323   3.1792  -1.3720   0.3360
 HA0  CB    C  CR15   0  -0.248  -2.9414   1.8215   1.7502
 HA0  CD    C  CH3    0  -0.663   6.9854  -2.2317   0.7627
 HA0  CH    C  CH2    0  -0.537  -0.9132   2.9722  -0.9551
 HA0  C11   C  CH1    0  -0.201   0.4927   2.3389  -0.9215
 HA0  C17   C  CR16   0  -0.319  -4.5037  -0.8726   1.8971
 HA0  C20   C  CR16   0  -0.237  -5.3153  -1.9940   1.8585
 HA0  C21   C  CR16   0  -0.265  -5.7391  -2.5109   0.6399
 HA0  CA1   C  CT     0  -0.254   0.8111  -1.4255  -0.7680
 HA0  CB1   C  CH2    0  -0.402   4.6294  -1.7351  -0.0101
 HA0  CB2   C  C      0   0.427   3.1519   0.0211   0.9949
 HA0  CD2   C  CR6    0   0.007  -4.1078  -0.2413   0.7149
 HA0  CE3   C  CR16   0  -0.291  -4.5440  -0.7610  -0.5053
 HA0  CG1   C  CH2    0  -0.450  -1.3450  -2.1348  -1.6284
 HA0  OG1   O  O      0  -0.601   3.3307   1.0001   0.2421
 HA0  CG2   C  CH2    0  -0.441  -1.2187  -2.6480  -0.1768
 HA0  OG2   O  OC    -1  -0.632   3.0155   0.0615   2.2361
 HA0  CG3   C  CR5    0   0.348  -3.2493   0.9263   0.7805
 HA0  CH2   C  CH2    0  -0.375   2.3365  -1.4858  -0.9340
 HA0  O1    O  O     -1  -0.591   1.8550   2.4435  -2.8858
 HA0  CZ1   C  CR5    0   0.508  -1.8433   2.3768   0.0300
 HA0  CZ3   C  CR16   0  -0.237  -5.3498  -1.8890  -0.5384
 HA0  HN    H  HNH1   0   0.379   0.9971   0.7389  -2.0891
 HA0  H4    H  HCH2   0   0.228   0.1303  -1.0686  -2.8597
 HA0  H4A   H  HCH2   0   0.222   0.5688  -2.7177  -2.4630
 HA0  H5    H  HCH2   0   0.215   0.7992  -3.4257  -0.0183
 HA0  H5A   H  HCH2   0   0.231   0.4268  -2.2563   1.2373
 HA0  HA    H  HCH1   0   0.193   2.8202  -2.1067   1.0650
 HA0  HB    H  HCR5   0   0.264  -3.3129   1.8708   2.7617
 HA0  HD    H  HCH3   0   0.213   6.9435  -3.2611   0.4014
 HA0  HDA   H  HCH3   0   0.213   7.4097  -1.6218  -0.0374
 HA0  HDB   H  HCH3   0   0.224   7.6819  -2.2042   1.6016
 HA0  HG    H  HCH2   0   0.204   5.2070  -2.3478   1.9719
 HA0  HGA   H  HCH2   0   0.214   5.6937  -0.7185   1.5695
 HA0  HH    H  HCH2   0   0.262  -0.8121   4.0316  -0.7236
 HA0  HHA   H  HCH2   0   0.256  -1.3300   2.8889  -1.9615
 HA0  H11   H  HCH1   0   0.245   0.9044   2.4800   0.0807
 HA0  H21   H  HCR6   0   0.256  -6.3672  -3.3915   0.6103
 HA0  HB1   H  HCH2   0   0.202   4.6373  -2.7331  -0.4645
 HA0  HB1A  H  HCH2   0   0.201   4.9928  -1.0519  -0.7862
 HA0  HE3   H  HCR6   0   0.253  -4.2622  -0.2854  -1.4356
 HA0  HG1   H  HCH2   0   0.229  -1.9539  -1.2301  -1.6539
 HA0  HG1A  H  HCH2   0   0.223  -1.8288  -2.8548  -2.2898
 HA0  HG2   H  HCH2   0   0.216  -1.5458  -3.6841  -0.0775
 HA0  HG2A  H  HCH2   0   0.235  -1.8497  -2.0565   0.4866
 HA0  HH2   H  HCH2   0   0.215   2.6640  -0.7228  -1.6459
 HA0  HH2A  H  HCH2   0   0.204   2.5577  -2.4536  -1.3990
 HA0  HZ3   H  HCR6   0   0.257  -5.6761  -2.2813  -1.4928
 HA0  CG    C  CH2    0  -0.423   5.6040  -1.7283   1.1615
 HA0  H17   H  HCR6   0   0.253  -4.1617  -0.4943   2.8524
 HA0  H20   H  HCR6   0   0.258  -5.6068  -2.4739   2.7837

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
 HA0  CA1  C     single    1.533  0.020  1.533
 HA0  O    C     double    1.222  0.020  1.222
 HA0  C    N     single    1.346  0.020  1.346
 HA0  N    C11   single    1.438  0.020  1.438
 HA0  N    HN    single    0.890  0.020  1.040
 HA0  O1   C1    deloc     1.246  0.020  1.246
 HA0  C1   OXT   deloc     1.244  0.020  1.244
 HA0  C1   C11   single    1.550  0.020  1.550
 HA0  CZ1  N3    aromatic  1.291  0.020  1.291
 HA0  N3   CB    aromatic  1.374  0.020  1.374
 HA0  C4   CA1   single    1.541  0.020  1.541
 HA0  C4   CG1   single    1.529  0.020  1.529
 HA0  C4   H4    single    0.970  0.020  1.090
 HA0  C4   H4A   single    0.970  0.020  1.090
 HA0  CA1  C5    single    1.532  0.020  1.532
 HA0  C5   CG2   single    1.536  0.020  1.536
 HA0  C5   H5    single    0.970  0.020  1.090
 HA0  C5   H5A   single    0.970  0.020  1.090
 HA0  CZ1  O6    aromatic  1.340  0.020  1.340
 HA0  O6   CG3   aromatic  1.356  0.020  1.356
 HA0  CB2  CA    single    1.541  0.020  1.541
 HA0  CB1  CA    single    1.534  0.020  1.534
 HA0  CA   CH2   single    1.528  0.020  1.528
 HA0  CA   HA    single    0.970  0.020  1.090
 HA0  CB   CG3   aromatic  1.355  0.020  1.355
 HA0  CB   HB    single    0.930  0.020  1.080
 HA0  CD   CG    single    1.523  0.020  1.523
 HA0  CD   HD    single    0.970  0.020  1.090
 HA0  CD   HDA   single    0.970  0.020  1.090
 HA0  CD   HDB   single    0.970  0.020  1.090
 HA0  CG   CB1   single    1.524  0.020  1.524
 HA0  CG   HG    single    0.970  0.020  1.090
 HA0  CG   HGA   single    0.970  0.020  1.090
 HA0  C11  CH    single    1.542  0.020  1.542
 HA0  CH   CZ1   single    1.480  0.020  1.480
 HA0  CH   HH    single    0.970  0.020  1.090
 HA0  CH   HHA   single    0.970  0.020  1.090
 HA0  C11  H11   single    0.970  0.020  1.090
 HA0  CD2  C17   aromatic  1.397  0.020  1.397
 HA0  C17  C20   aromatic  1.385  0.020  1.385
 HA0  C17  H17   single    0.930  0.020  1.080
 HA0  C21  C20   aromatic  1.390  0.020  1.390
 HA0  C20  H20   single    0.930  0.020  1.080
 HA0  CZ3  C21   aromatic  1.388  0.020  1.388
 HA0  C21  H21   single    0.930  0.020  1.080
 HA0  CH2  CA1   single    1.536  0.020  1.536
 HA0  CB1  HB1   single    0.970  0.020  1.090
 HA0  CB1  HB1A  single    0.970  0.020  1.090
 HA0  OG1  CB2   deloc     1.248  0.020  1.248
 HA0  OG2  CB2   deloc     1.249  0.020  1.249
 HA0  CG3  CD2   single    1.451  0.020  1.451
 HA0  CE3  CD2   aromatic  1.396  0.020  1.396
 HA0  CE3  CZ3   aromatic  1.387  0.020  1.387
 HA0  CE3  HE3   single    0.930  0.020  1.080
 HA0  CG1  CG2   single    1.545  0.020  1.545
 HA0  CG1  HG1   single    0.970  0.020  1.090
 HA0  CG1  HG1A  single    0.970  0.020  1.090
 HA0  CG2  HG2   single    0.970  0.020  1.090
 HA0  CG2  HG2A  single    0.970  0.020  1.090
 HA0  CH2  HH2   single    0.970  0.020  1.090
 HA0  CH2  HH2A  single    0.970  0.020  1.090
 HA0  CZ3  HZ3   single    0.930  0.020  1.080

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
 HA0  CA1   C    O    122.54  3.000
 HA0  O     C    N    122.30  3.000
 HA0  CA1   C    N    115.15  3.000
 HA0  HN    N    C11  111.99  3.000
 HA0  HN    N    C    118.65  3.000
 HA0  C11   N    C    123.09  3.000
 HA0  O1    C1   C11  117.30  3.000
 HA0  C11   C1   OXT  115.40  3.000
 HA0  O1    C1   OXT  127.29  3.000
 HA0  CZ1   N3   CB   105.02  3.000
 HA0  H4A   C4   H4   106.57  3.000
 HA0  H4A   C4   CG1  110.33  3.000
 HA0  H4    C4   CG1  112.93  3.000
 HA0  H4A   C4   CA1  107.78  3.000
 HA0  H4    C4   CA1  114.65  3.000
 HA0  CG1   C4   CA1  104.50  3.000
 HA0  H5A   C5   H5   107.04  3.000
 HA0  H5A   C5   CG2  113.16  3.000
 HA0  H5    C5   CG2  109.88  3.000
 HA0  H5A   C5   CA1  113.45  3.000
 HA0  H5    C5   CA1  107.68  3.000
 HA0  CG2   C5   CA1  105.52  3.000
 HA0  CZ1   O6   CG3  106.12  3.000
 HA0  HA    CA   CH2  108.81  3.000
 HA0  HA    CA   CB2  108.41  3.000
 HA0  CH2   CA   CB2  114.37  3.000
 HA0  HA    CA   CB1  107.53  3.000
 HA0  CH2   CA   CB1  108.42  3.000
 HA0  CB2   CA   CB1  109.09  3.000
 HA0  HB    CB   CG3  128.53  3.000
 HA0  HB    CB   N3   122.22  3.000
 HA0  CG3   CB   N3   109.23  3.000
 HA0  HDB   CD   HDA  107.54  3.000
 HA0  HDB   CD   HD   107.63  3.000
 HA0  HDA   CD   HD   107.40  3.000
 HA0  HDB   CD   CG   111.68  3.000
 HA0  HDA   CD   CG   111.08  3.000
 HA0  HD    CD   CG   111.31  3.000
 HA0  HHA   CH   HH   107.78  3.000
 HA0  HHA   CH   CZ1  110.04  3.000
 HA0  HH    CH   CZ1  107.96  3.000
 HA0  HHA   CH   C11  109.67  3.000
 HA0  HH    CH   C11  108.07  3.000
 HA0  CZ1   CH   C11  113.16  3.000
 HA0  H11   C11  CH   108.09  3.000
 HA0  H11   C11  C1   108.09  3.000
 HA0  CH    C11  C1   108.66  3.000
 HA0  H11   C11  N    109.38  3.000
 HA0  CH    C11  N    112.95  3.000
 HA0  C1    C11  N    109.55  3.000
 HA0  H17   C17  CD2  119.93  3.000
 HA0  H17   C17  C20  119.51  3.000
 HA0  CD2   C17  C20  120.55  3.000
 HA0  H20   C20  C21  120.17  3.000
 HA0  H20   C20  C17  119.54  3.000
 HA0  C21   C20  C17  120.28  3.000
 HA0  H21   C21  CZ3  120.28  3.000
 HA0  H21   C21  C20  120.24  3.000
 HA0  CZ3   C21  C20  119.48  3.000
 HA0  CH2   CA1  C5   113.20  3.000
 HA0  CH2   CA1  C4   111.52  3.000
 HA0  C5    CA1  C4   100.40  3.000
 HA0  CH2   CA1  C    110.32  3.000
 HA0  C5    CA1  C    110.37  3.000
 HA0  C4    CA1  C    110.68  3.000
 HA0  HB1A  CB1  HB1  105.76  3.000
 HA0  HB1A  CB1  CG   109.24  3.000
 HA0  HB1   CB1  CG   108.54  3.000
 HA0  HB1A  CB1  CA   109.00  3.000
 HA0  HB1   CB1  CA   108.39  3.000
 HA0  CG    CB1  CA   115.46  3.000
 HA0  OG2   CB2  OG1  126.13  3.000
 HA0  OG2   CB2  CA   117.12  3.000
 HA0  OG1   CB2  CA   116.66  3.000
 HA0  CG3   CD2  CE3  121.60  3.000
 HA0  CE3   CD2  C17  118.86  3.000
 HA0  CG3   CD2  C17  119.54  3.000
 HA0  HE3   CE3  CZ3  119.23  3.000
 HA0  HE3   CE3  CD2  120.42  3.000
 HA0  CZ3   CE3  CD2  120.35  3.000
 HA0  HG1A  CG1  HG1  106.60  3.000
 HA0  HG1A  CG1  CG2  112.75  3.000
 HA0  HG1   CG1  CG2  110.07  3.000
 HA0  HG1A  CG1  C4   112.12  3.000
 HA0  HG1   CG1  C4   110.11  3.000
 HA0  CG2   CG1  C4   105.23  3.000
 HA0  HG2A  CG2  HG2  106.64  3.000
 HA0  HG2A  CG2  CG1  110.14  3.000
 HA0  HG2   CG2  CG1  112.12  3.000
 HA0  HG2A  CG2  C5   111.12  3.000
 HA0  HG2   CG2  C5   111.38  3.000
 HA0  CG1   CG2  C5   105.52  3.000
 HA0  CD2   CG3  CB   134.30  3.000
 HA0  CD2   CG3  O6   119.14  3.000
 HA0  CB    CG3  O6   106.56  3.000
 HA0  HH2A  CH2  HH2  106.22  3.000
 HA0  HH2A  CH2  CA1  106.31  3.000
 HA0  HH2   CH2  CA1  109.91  3.000
 HA0  HH2A  CH2  CA   107.87  3.000
 HA0  HH2   CH2  CA   108.90  3.000
 HA0  CA1   CH2  CA   117.06  3.000
 HA0  CH    CZ1  O6   118.82  3.000
 HA0  CH    CZ1  N3   128.12  3.000
 HA0  O6    CZ1  N3   113.03  3.000
 HA0  HZ3   CZ3  CE3  119.42  3.000
 HA0  HZ3   CZ3  C21  120.11  3.000
 HA0  CE3   CZ3  C21  120.48  3.000
 HA0  HGA   CG   HG   106.04  3.000
 HA0  HGA   CG   CB1  110.10  3.000
 HA0  HG    CG   CB1  109.55  3.000
 HA0  HGA   CG   CD   109.19  3.000
 HA0  HG    CG   CD   109.61  3.000
 HA0  CB1   CG   CD   112.16  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
 HA0  CONST_01  CG3  O6   CZ1  N3     0.00   0.0  0
 HA0  CONST_02  O6   CG3  CB   N3     0.00   0.0  0
 HA0  CONST_03  CD2  CG3  CB   N3   180.00   0.0  0
 HA0  CONST_04  CB   N3   CZ1  O6     0.00   0.0  0
 HA0  CONST_07  CZ1  O6   CG3  CB     0.00   0.0  0
 HA0  CONST_10  CZ3  CE3  CD2  C17    0.00   0.0  0
 HA0  CONST_11  CZ3  C21  C20  C17    0.00   0.0  0
 HA0  CONST_12  CG3  CD2  C17  C20  180.00   0.0  0
 HA0  CONST_13  CE3  CD2  C17  C20    0.00   0.0  0
 HA0  CONST_14  CE3  CZ3  C21  C20    0.00   0.0  0
 HA0  CONST_15  CD2  C17  C20  C21    0.00   0.0  0
 HA0  CONST_16  CD2  CE3  CZ3  C21    0.00   0.0  0
 HA0  CONST_17  CZ1  O6   CG3  CD2  180.00   0.0  0
 HA0  CONST_18  CZ1  N3   CB   CG3    0.00   0.0  0
 HA0  CONST_19  CZ3  CE3  CD2  CG3  180.00   0.0  0
 HA0  CONST_20  CH   CZ1  N3   CB   180.00   0.0  0
 HA0  CONST_21  CG3  O6   CZ1  CH   180.00   0.0  0
 HA0  CONST_22  HB   CB   CG3  O6   180.00   0.0  0
 HA0  CONST_23  HE3  CE3  CD2  C17  180.00   0.0  0
 HA0  CONST_24  H21  C21  C20  C17  180.00   0.0  0
 HA0  CONST_25  HZ3  CZ3  C21  C20  180.00   0.0  0
 HA0  CONST_26  H17  C17  C20  C21  180.00   0.0  0
 HA0  CONST_27  H20  C20  C17  CD2  180.00   0.0  0
 HA0  CONST_29  HN   N    C    CA1    0.00   0.0  0
 HA0  Var_01    C5   CG2  CG1  C4     4.56  30.0  1
 HA0  Var_02    CG2  CG1  C4   CA1  -29.52  30.0  1
 HA0  Var_03    CG1  CG2  C5   CA1   22.25  30.0  1
 HA0  Var_04    C11  CH   CZ1  N3    89.93  30.0  1
 HA0  Var_05    CD   CG   CB1  CA   174.30  30.0  1
 HA0  Var_06    HD   CD   CG   CB1  -60.85  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
 HA0  chir_01  CA   CB2  CB1  CH2  positiv
 HA0  chir_02  C11  N    C1   CH   negativ
 HA0  chir_03  CA1  C5   C4   C    negativ

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
 HA0  plan-1  N3   0.020
 HA0  plan-1  O6   0.020
 HA0  plan-1  CB   0.020
 HA0  plan-1  CH   0.020
 HA0  plan-1  CD2  0.020
 HA0  plan-1  CG3  0.020
 HA0  plan-1  CZ1  0.020
 HA0  plan-1  HB   0.020
 HA0  plan-2  C17  0.020
 HA0  plan-2  C20  0.020
 HA0  plan-2  C21  0.020
 HA0  plan-2  CD2  0.020
 HA0  plan-2  CE3  0.020
 HA0  plan-2  CG3  0.020
 HA0  plan-2  CZ3  0.020
 HA0  plan-2  H21  0.020
 HA0  plan-2  HE3  0.020
 HA0  plan-2  HZ3  0.020
 HA0  plan-2  H17  0.020
 HA0  plan-2  H20  0.020
 HA0  plan-3  C    0.020
 HA0  plan-3  N    0.020
 HA0  plan-3  O    0.020
 HA0  plan-3  C11  0.020
 HA0  plan-3  CA1  0.020
 HA0  plan-3  HN   0.020
 HA0  plan-4  C1   0.020
 HA0  plan-4  OXT  0.020
 HA0  plan-4  C11  0.020
 HA0  plan-4  O1   0.020
 HA0  plan-5  CA   0.020
 HA0  plan-5  CB2  0.020
 HA0  plan-5  OG1  0.020
 HA0  plan-5  OG2  0.020

