# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 21:32:21 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: (4R)-1-(3,3-dimethylbutanoyl)-4-hydroxy-N-[4-(4-methyl-1,3-oxazol-5-yl)benzyl]-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ncoc1c2ccc(CNC(=O)[C@@H]3C[C@@H](O)CN3C(=O)CC(C)(C)C)cc2
#
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
 3JK  3JK  (4R)-1-(3,3-dimethylbutanoyl)-4-hydroxy-N-[4-(4-methyl-1,3-oxazol-5-yl)benzyl]-L-prolinamide  ligand  58  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3JK
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
 3JK  CAB  C  CH3   0  -0.641  -5.8044  -2.5815   0.6005
 3JK  CBC  C  CT    0  -0.081  -6.4737  -1.3671  -0.0449
 3JK  CAC  C  CH3   0  -0.640  -6.7130  -1.6207  -1.5343
 3JK  CAD  C  CH3   0  -0.640  -7.8316  -1.1445   0.6301
 3JK  CAN  C  CH2   0  -0.576  -5.6551  -0.0911   0.2004
 3JK  CAT  C  C     0   0.585  -4.2273  -0.0472  -0.2989
 3JK  OAE  O  O     0  -0.496  -3.7445  -0.8508  -1.0878
 3JK  N    N  NT    0  -0.478  -3.4795   0.9710   0.1698
 3JK  CD2  C  CH2   0  -0.297  -3.9054   2.0407   1.0574
 3JK  CG   C  CH1   0  -0.002  -2.8665   3.1276   0.8026
 3JK  OD1  O  OH1   0  -0.668  -3.1300   3.8425  -0.3828
 3JK  CB   C  CH2   0  -0.498  -1.6046   2.3114   0.5794
 3JK  CA   C  CH1   0  -0.173  -2.0933   1.0993  -0.2289
 3JK  C    C  C     0   0.559  -1.2932  -0.1440   0.1372
 3JK  O    O  O     0  -0.486  -1.4841  -0.7390   1.1847
 3JK  NAR  N  NH1   0  -0.634  -0.3301  -0.4586  -0.7442
 3JK  CAM  C  CH2   0  -0.348   0.6112  -1.5356  -0.5689
 3JK  CAV  C  CR6   0   0.094   2.0307  -1.0598  -0.3847
 3JK  CAI  C  CR16  0  -0.278   2.3300   0.0614   0.3850
 3JK  CAK  C  CR16  0  -0.278   3.6384   0.4750   0.5647
 3JK  CAH  C  CR16  0  -0.288   3.0821  -1.7621  -0.9626
 3JK  CAJ  C  CR16  0  -0.311   4.3960  -1.3624  -0.7789
 3JK  CAX  C  CR6   0  -0.007   4.6951  -0.2282  -0.0227
 3JK  CAY  C  CR5   0   0.315   6.0702   0.2109   0.1367
 3JK  OAS  O  O     0  -0.403   6.3815   0.9587   1.2318
 3JK  CAL  C  CR15  0   0.159   7.6802   1.2326   1.1186
 3JK  NAQ  N  N     0  -0.424   8.2272   0.7414   0.0651
 3JK  CAW  C  CR5   0   0.102   7.2104   0.0784  -0.5942
 3JK  CAA  C  CH3   0  -0.767   7.4401  -0.6063  -1.8938
 3JK  H1   H  HCH3  0   0.220  -6.4607  -3.4529   0.5427
 3JK  H2   H  HCH3  0   0.233  -4.8675  -2.8378   0.1095
 3JK  H3   H  HCH3  0   0.217  -5.5931  -2.4009   1.6574
 3JK  H4   H  HCH3  0   0.216  -7.4113  -2.4502  -1.6685
 3JK  H5   H  HCH3  0   0.216  -7.1512  -0.7441  -2.0174
 3JK  H6   H  HCH3  0   0.235  -5.7930  -1.8696  -2.0582
 3JK  H7   H  HCH3  0   0.222  -7.7188  -0.9584   1.7006
 3JK  H8   H  HCH3  0   0.222  -8.3574  -0.2891   0.1989
 3JK  H9   H  HCH3  0   0.227  -8.4703  -2.0218   0.5107
 3JK  H10  H  HCH2  0   0.273  -6.1834   0.7594  -0.2484
 3JK  H11  H  HCH2  0   0.264  -5.6516   0.1109   1.2770
 3JK  H12  H  HCH2  0   0.265  -4.9174   2.3823   0.8340
 3JK  H13  H  HCH2  0   0.247  -3.8817   1.7261   2.1055
 3JK  H14  H  HCH1  0   0.244  -2.7788   3.7958   1.6664
 3JK  H15  H  HOH1  0   0.453  -3.9833   4.2788  -0.2955
 3JK  H16  H  HCH2  0   0.273  -0.8224   2.8676   0.0639
 3JK  H17  H  HCH2  0   0.263  -1.2127   1.9945   1.5481
 3JK  H18  H  HCH1  0   0.274  -2.0185   1.2962  -1.3032
 3JK  H19  H  HNH1  0   0.404  -0.2628   0.0780  -1.5944
 3JK  H20  H  HCH2  0   0.272   0.2973  -2.1170   0.2984
 3JK  H21  H  HCH2  0   0.268   0.5595  -2.2060  -1.4292
 3JK  H22  H  HCR6  0   0.251   1.5337   0.6317   0.8476
 3JK  H23  H  HCR6  0   0.257   3.8312   1.3597   1.1573
 3JK  H24  H  HCR6  0   0.257   2.8766  -2.6407  -1.5623
 3JK  H25  H  HCR6  0   0.264   5.1905  -1.9495  -1.2196
 3JK  H26  H  HCR5  0   0.295   8.1381   1.8239   1.8969
 3JK  H27  H  HCH3  0   0.256   7.6933  -1.6597  -1.7581
 3JK  H28  H  HCH3  0   0.251   6.5575  -0.5624  -2.5308
 3JK  H29  H  HCH3  0   0.261   8.2658  -0.1356  -2.4252

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
 3JK  NAQ  CAL  aromatic  1.285  0.020  1.285
 3JK  NAQ  CAW  aromatic  1.381  0.020  1.381
 3JK  CAA  CAW  single    1.487  0.020  1.487
 3JK  CAL  OAS  aromatic  1.332  0.020  1.332
 3JK  CAW  CAY  aromatic  1.361  0.020  1.361
 3JK  OAS  CAY  aromatic  1.362  0.020  1.362
 3JK  CAY  CAX  single    1.452  0.020  1.452
 3JK  CAX  CAK  aromatic  1.399  0.020  1.399
 3JK  CAX  CAJ  aromatic  1.396  0.020  1.396
 3JK  CAK  CAI  aromatic  1.384  0.020  1.384
 3JK  CAJ  CAH  aromatic  1.386  0.020  1.386
 3JK  CAI  CAV  aromatic  1.392  0.020  1.392
 3JK  CAH  CAV  aromatic  1.390  0.020  1.390
 3JK  CAV  CAM  single    1.508  0.020  1.508
 3JK  CAM  NAR  single    1.441  0.020  1.441
 3JK  NAR  C    single    1.343  0.020  1.343
 3JK  CB   CA   single    1.537  0.020  1.537
 3JK  CB   CG   single    1.519  0.020  1.519
 3JK  C    O    double    1.220  0.020  1.220
 3JK  C    CA   single    1.523  0.020  1.523
 3JK  CA   N    single    1.448  0.020  1.448
 3JK  CG   OD1  single    1.409  0.020  1.409
 3JK  CG   CD2  single    1.525  0.020  1.525
 3JK  N    CD2  single    1.454  0.020  1.454
 3JK  N    CAT  single    1.347  0.020  1.347
 3JK  OAE  CAT  double    1.225  0.020  1.225
 3JK  CAT  CAN  single    1.513  0.020  1.513
 3JK  CAC  CBC  single    1.530  0.020  1.530
 3JK  CAN  CBC  single    1.536  0.020  1.536
 3JK  CBC  CAB  single    1.529  0.020  1.529
 3JK  CBC  CAD  single    1.533  0.020  1.533
 3JK  CAB  H1   single    0.970  0.020  1.090
 3JK  CAB  H2   single    0.970  0.020  1.090
 3JK  CAB  H3   single    0.970  0.020  1.090
 3JK  CAC  H4   single    0.970  0.020  1.090
 3JK  CAC  H5   single    0.970  0.020  1.090
 3JK  CAC  H6   single    0.970  0.020  1.090
 3JK  CAD  H7   single    0.970  0.020  1.090
 3JK  CAD  H8   single    0.970  0.020  1.090
 3JK  CAD  H9   single    0.970  0.020  1.090
 3JK  CAN  H10  single    0.970  0.020  1.090
 3JK  CAN  H11  single    0.970  0.020  1.090
 3JK  CD2  H12  single    0.970  0.020  1.090
 3JK  CD2  H13  single    0.970  0.020  1.090
 3JK  CG   H14  single    0.970  0.020  1.090
 3JK  OD1  H15  single    0.850  0.020  0.980
 3JK  CB   H16  single    0.970  0.020  1.090
 3JK  CB   H17  single    0.970  0.020  1.090
 3JK  CA   H18  single    0.970  0.020  1.090
 3JK  NAR  H19  single    0.860  0.020  1.020
 3JK  CAM  H20  single    0.970  0.020  1.090
 3JK  CAM  H21  single    0.970  0.020  1.090
 3JK  CAI  H22  single    0.930  0.020  1.080
 3JK  CAK  H23  single    0.930  0.020  1.080
 3JK  CAH  H24  single    0.930  0.020  1.080
 3JK  CAJ  H25  single    0.930  0.020  1.080
 3JK  CAL  H26  single    0.930  0.020  1.080
 3JK  CAA  H27  single    0.970  0.020  1.090
 3JK  CAA  H28  single    0.970  0.020  1.090
 3JK  CAA  H29  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
 3JK  H3   CAB  H2   107.98  3.000
 3JK  H3   CAB  H1   107.41  3.000
 3JK  H2   CAB  H1   107.78  3.000
 3JK  H3   CAB  CBC  111.19  3.000
 3JK  H2   CAB  CBC  111.92  3.000
 3JK  H1   CAB  CBC  110.38  3.000
 3JK  CAN  CBC  CAD  106.33  3.000
 3JK  CAD  CBC  CAC  108.32  3.000
 3JK  CAN  CBC  CAC  112.13  3.000
 3JK  CAD  CBC  CAB  108.49  3.000
 3JK  CAN  CBC  CAB  111.05  3.000
 3JK  CAC  CBC  CAB  110.35  3.000
 3JK  H6   CAC  H5   108.06  3.000
 3JK  H6   CAC  H4   107.93  3.000
 3JK  H5   CAC  H4   107.37  3.000
 3JK  H6   CAC  CBC  112.00  3.000
 3JK  H5   CAC  CBC  111.11  3.000
 3JK  H4   CAC  CBC  110.21  3.000
 3JK  H9   CAD  H8   107.72  3.000
 3JK  H9   CAD  H7   107.73  3.000
 3JK  H8   CAD  H7   107.64  3.000
 3JK  H9   CAD  CBC  110.70  3.000
 3JK  H8   CAD  CBC  111.48  3.000
 3JK  H7   CAD  CBC  111.39  3.000
 3JK  H11  CAN  H10  105.11  3.000
 3JK  H11  CAN  CAT  108.42  3.000
 3JK  H10  CAN  CAT  107.27  3.000
 3JK  H11  CAN  CBC  108.17  3.000
 3JK  H10  CAN  CBC  108.79  3.000
 3JK  CAT  CAN  CBC  118.31  3.000
 3JK  N    CAT  OAE  120.06  3.000
 3JK  OAE  CAT  CAN  124.42  3.000
 3JK  N    CAT  CAN  115.52  3.000
 3JK  CA   N    CD2  112.54  3.000
 3JK  CD2  N    CAT  127.28  3.000
 3JK  CA   N    CAT  120.17  3.000
 3JK  H13  CD2  H12  107.82  3.000
 3JK  H13  CD2  CG   110.50  3.000
 3JK  H12  CD2  CG   111.99  3.000
 3JK  H13  CD2  N    111.52  3.000
 3JK  H12  CD2  N    112.15  3.000
 3JK  CG   CD2  N    102.88  3.000
 3JK  H14  CG   CB   112.15  3.000
 3JK  H14  CG   OD1  111.65  3.000
 3JK  CB   CG   OD1  107.71  3.000
 3JK  H14  CG   CD2  110.94  3.000
 3JK  OD1  CG   CD2  112.01  3.000
 3JK  CB   CG   CD2  101.97  3.000
 3JK  H15  OD1  CG   108.63  3.000
 3JK  H17  CB   H16  108.07  3.000
 3JK  H17  CB   CA   110.60  3.000
 3JK  H16  CB   CA   112.47  3.000
 3JK  H17  CB   CG   108.88  3.000
 3JK  H16  CB   CG   113.05  3.000
 3JK  CA   CB   CG   103.70  3.000
 3JK  H18  CA   C    110.29  3.000
 3JK  H18  CA   CB   110.64  3.000
 3JK  C    CA   CB   110.51  3.000
 3JK  H18  CA   N    110.58  3.000
 3JK  C    CA   N    111.36  3.000
 3JK  CB   CA   N    103.27  3.000
 3JK  NAR  C    O    124.16  3.000
 3JK  O    C    CA   121.50  3.000
 3JK  NAR  C    CA   114.22  3.000
 3JK  H19  NAR  CAM  117.20  3.000
 3JK  H19  NAR  C    118.48  3.000
 3JK  CAM  NAR  C    124.31  3.000
 3JK  H21  CAM  H20  106.60  3.000
 3JK  H21  CAM  CAV  109.53  3.000
 3JK  H20  CAM  CAV  110.00  3.000
 3JK  H21  CAM  NAR  109.40  3.000
 3JK  H20  CAM  NAR  107.90  3.000
 3JK  CAV  CAM  NAR  113.19  3.000
 3JK  CAH  CAV  CAI  118.30  3.000
 3JK  CAH  CAV  CAM  120.11  3.000
 3JK  CAI  CAV  CAM  121.58  3.000
 3JK  H22  CAI  CAK  118.83  3.000
 3JK  H22  CAI  CAV  120.13  3.000
 3JK  CAK  CAI  CAV  121.03  3.000
 3JK  H23  CAK  CAX  120.43  3.000
 3JK  H23  CAK  CAI  118.94  3.000
 3JK  CAX  CAK  CAI  120.63  3.000
 3JK  H24  CAH  CAJ  119.16  3.000
 3JK  H24  CAH  CAV  119.76  3.000
 3JK  CAJ  CAH  CAV  121.09  3.000
 3JK  H25  CAJ  CAX  120.30  3.000
 3JK  H25  CAJ  CAH  119.07  3.000
 3JK  CAX  CAJ  CAH  120.63  3.000
 3JK  CAY  CAX  CAJ  120.54  3.000
 3JK  CAJ  CAX  CAK  118.31  3.000
 3JK  CAY  CAX  CAK  121.15  3.000
 3JK  CAW  CAY  OAS  107.09  3.000
 3JK  OAS  CAY  CAX  118.07  3.000
 3JK  CAW  CAY  CAX  134.83  3.000
 3JK  CAL  OAS  CAY  105.51  3.000
 3JK  H26  CAL  NAQ  128.33  3.000
 3JK  H26  CAL  OAS  117.71  3.000
 3JK  NAQ  CAL  OAS  113.96  3.000
 3JK  CAW  NAQ  CAL  105.17  3.000
 3JK  CAA  CAW  NAQ  121.64  3.000
 3JK  CAA  CAW  CAY  130.07  3.000
 3JK  NAQ  CAW  CAY  108.28  3.000
 3JK  H29  CAA  H28  108.15  3.000
 3JK  H29  CAA  H27  107.57  3.000
 3JK  H28  CAA  H27  107.43  3.000
 3JK  H29  CAA  CAW  110.15  3.000
 3JK  H28  CAA  CAW  111.56  3.000
 3JK  H27  CAA  CAW  111.81  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
 3JK  CONST_01  CAX  CAK  CAI  CAV     0.00   0.0  0
 3JK  CONST_02  CAX  CAJ  CAH  CAV     0.00   0.0  0
 3JK  CONST_03  CAY  CAX  CAK  CAI   180.00   0.0  0
 3JK  CONST_04  CAJ  CAX  CAK  CAI     0.00   0.0  0
 3JK  CONST_05  CAJ  CAH  CAV  CAI     0.00   0.0  0
 3JK  CONST_08  CAH  CAJ  CAX  CAK     0.00   0.0  0
 3JK  CONST_09  CAH  CAV  CAI  CAK     0.00   0.0  0
 3JK  CONST_10  CAY  CAX  CAJ  CAH   180.00   0.0  0
 3JK  CONST_13  NAQ  CAW  CAY  CAX   180.00   0.0  0
 3JK  CONST_14  CAL  OAS  CAY  CAX   180.00   0.0  0
 3JK  CONST_15  CAL  NAQ  CAW  CAY     0.00   0.0  0
 3JK  CONST_16  NAQ  CAL  OAS  CAY     0.00   0.0  0
 3JK  CONST_17  CAW  NAQ  CAL  OAS     0.00   0.0  0
 3JK  CONST_18  NAQ  CAW  CAY  OAS     0.00   0.0  0
 3JK  CONST_19  CAW  CAY  OAS  CAL     0.00   0.0  0
 3JK  CONST_20  CAK  CAI  CAV  CAM   180.00   0.0  0
 3JK  CONST_21  CAJ  CAH  CAV  CAM   180.00   0.0  0
 3JK  CONST_22  CAA  CAW  CAY  CAX     0.00   0.0  0
 3JK  CONST_23  CAA  CAW  CAY  OAS   180.00   0.0  0
 3JK  CONST_24  CAA  CAW  NAQ  CAL   180.00   0.0  0
 3JK  CONST_25  H23  CAK  CAI  CAV   180.00   0.0  0
 3JK  CONST_26  H25  CAJ  CAH  CAV   180.00   0.0  0
 3JK  CONST_27  H24  CAH  CAV  CAI   180.00   0.0  0
 3JK  CONST_28  H22  CAI  CAV  CAH   180.00   0.0  0
 3JK  CONST_29  H26  CAL  OAS  CAY   180.00   0.0  0
 3JK  CONST_30  CA   N    CAT  CAN   180.00   0.0  0
 3JK  CONST_31  CD2  N    CAT  CAN     0.00   0.0  0
 3JK  CONST_32  CA   N    CAT  OAE     0.00   0.0  0
 3JK  CONST_33  CD2  N    CAT  OAE   180.00   0.0  0
 3JK  CONST_34  CAM  NAR  C    CA    180.00   0.0  0
 3JK  CONST_35  H19  NAR  C    CA      0.00   0.0  0
 3JK  CONST_36  CAM  NAR  C    O       0.00   0.0  0
 3JK  Var_01    CA   N    CD2  CG     19.89  30.0  1
 3JK  Var_02    CAI  CAV  CAM  NAR    39.94  30.0  2
 3JK  Var_03    H27  CAA  CAW  CAY   -88.57  30.0  2
 3JK  Var_04    N    CAT  CAN  CBC  -167.26  30.0  1
 3JK  Var_05    CAV  CAM  NAR  C    -113.19  30.0  1
 3JK  Var_06    CAT  CAN  CBC  CAB    59.18  30.0  3
 3JK  Var_07    H4   CAC  CBC  CAB    63.58  30.0  3
 3JK  Var_08    H7   CAD  CBC  CAB    60.18  30.0  3
 3JK  Var_09    H1   CAB  CBC  CAC   -63.01  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
 3JK  chir_01  CG  CB  OD1  CD2  negativ
 3JK  chir_02  CA  N   C    CB   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
 3JK  plan-1  CAX  0.020
 3JK  plan-1  CAY  0.020
 3JK  plan-1  OAS  0.020
 3JK  plan-1  CAL  0.020
 3JK  plan-1  NAQ  0.020
 3JK  plan-1  CAW  0.020
 3JK  plan-1  CAA  0.020
 3JK  plan-1  H26  0.020
 3JK  plan-2  CAM  0.020
 3JK  plan-2  CAV  0.020
 3JK  plan-2  CAI  0.020
 3JK  plan-2  CAK  0.020
 3JK  plan-2  CAH  0.020
 3JK  plan-2  CAJ  0.020
 3JK  plan-2  CAX  0.020
 3JK  plan-2  CAY  0.020
 3JK  plan-2  H22  0.020
 3JK  plan-2  H23  0.020
 3JK  plan-2  H24  0.020
 3JK  plan-2  H25  0.020
 3JK  plan-3  CA   0.020
 3JK  plan-3  C    0.020
 3JK  plan-3  O    0.020
 3JK  plan-3  NAR  0.020
 3JK  plan-3  CAM  0.020
 3JK  plan-3  H19  0.020
 3JK  plan-4  CAN  0.020
 3JK  plan-4  CAT  0.020
 3JK  plan-4  OAE  0.020
 3JK  plan-4  N    0.020
 3JK  plan-4  CD2  0.020
 3JK  plan-4  CA   0.020

