# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 06:47:02 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (9S,12S)-9-(1-methylethyl)-7,10-dioxo-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@@H]1NC(=O)CCCCOc2ccc(C[C@H](NC1=O)C(O)=O)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
 DRS  DRS  '(9S,12S)-9-(1-methylethyl)-7,10-dioxo-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid'  ligand  52  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DRS
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
 DRS  CAA   C  CH3   0  -0.671  -2.4494   3.3744   0.0974
 DRS  CAX   C  CH1   0  -0.231  -0.9694   3.3982  -0.2734
 DRS  CAB   C  CH3   0  -0.656  -0.2610   4.5416   0.4437
 DRS  CAZ   C  CH1   0  -0.198  -0.2848   2.0536   0.0431
 DRS  CAU   C  C     0   0.580  -1.0128   0.9067  -0.6559
 DRS  OAE   O  O     0  -0.483  -0.8844   0.7282  -1.8567
 DRS  N     N  NH1   0  -0.621  -1.7990   0.1563   0.1345
 DRS  CA    C  CH1   0  -0.201  -2.5823  -0.9534  -0.3300
 DRS  C     C  C     0   0.554  -4.0656  -0.6424  -0.2166
 DRS  O     O  O     0  -0.423  -4.5256   0.3224   0.3349
 DRS  OXT   O  OH1   0  -0.590  -4.7962  -1.5846  -0.7950
 DRS  CB    C  CH2   0  -0.542  -2.2338  -2.2503   0.4366
 DRS  CG    C  C     0   0.128  -0.7703  -2.5505   0.3112
 DRS  CD2   C  C1    0  -0.291   0.1374  -2.0829   1.2537
 DRS  CE2   C  C1    0  -0.330   1.5047  -2.2148   1.0703
 DRS  CD1   C  C1    0  -0.288  -0.2671  -3.2125  -0.8052
 DRS  CE1   C  C1    0  -0.329   1.0971  -3.3461  -1.0086
 DRS  CZ    C  C     0   0.344   1.9946  -2.8157  -0.0864
 DRS  OH    O  O2    0  -0.495   3.3167  -2.8935  -0.3814
 DRS  CAM   C  CH2   0  -0.192   4.1279  -1.7904   0.0205
 DRS  CAK   C  CH2   0  -0.482   3.6414  -0.4748  -0.5713
 DRS  CAL   C  CH2   0  -0.441   4.2888   0.7468   0.0713
 DRS  CAN   C  CH2   0  -0.563   3.5113   2.0254  -0.2449
 DRS  CAS   C  C     0   0.537   2.1551   2.0166   0.4358
 DRS  OAC   O  O     0  -0.494   2.0557   1.9733   1.6540
 DRS  NAP   N  NH1   0  -0.626   1.0928   2.0463  -0.3907
 DRS  HAA   H  HCH3  0   0.236  -2.8914   4.3573  -0.0680
 DRS  HAAA  H  HCH3  0   0.241  -3.0210   2.6581  -0.4916
 DRS  HAAB  H  HCH3  0   0.220  -2.5882   3.1209   1.1510
 DRS  HAX   H  HCH1  0   0.231  -0.8868   3.5622  -1.3539
 DRS  HAB   H  HCH3  0   0.220  -0.3352   4.4314   1.5278
 DRS  HABA  H  HCH3  0   0.233   0.7952   4.6029   0.1825
 DRS  HABB  H  HCH3  0   0.235  -0.7186   5.4944   0.1750
 DRS  HAZ   H  HCH1  0   0.270  -0.2890   1.9067   1.1255
 DRS  HN    H  HNH1  0   0.404  -1.8488   0.3850   1.1148
 DRS  HA    H  HCH1  0   0.306  -2.3505  -1.1060  -1.3863
 DRS  HO    H  HOH1  0   0.487  -5.7400  -1.3873  -0.6947
 DRS  HB    H  HCH2  0   0.268  -2.5140  -2.1314   1.4869
 DRS  HBA   H  HCH2  0   0.275  -2.8309  -3.0695   0.0348
 DRS  HD2   H  H     0   0.249  -0.2224  -1.5841   2.1458
 DRS  HE2   H  H     0   0.269   2.1739  -1.8047   1.8154
 DRS  HD1   H  H     0   0.249  -0.9484  -3.6057  -1.5513
 DRS  HE1   H  H     0   0.259   1.4709  -3.8304  -1.9023
 DRS  HAM   H  HCH2  0   0.218   4.1747  -1.7223   1.1131
 DRS  HAMA  H  HCH2  0   0.254   5.1335  -2.0306  -0.3246
 DRS  HAK   H  HCH2  0   0.243   3.8046  -0.4660  -1.6523
 DRS  HAKA  H  HCH2  0   0.245   2.5599  -0.4076  -0.4302
 DRS  HAL   H  HCH2  0   0.229   4.3327   0.6205   1.1565
 DRS  HALA  H  HCH2  0   0.245   5.3208   0.8599  -0.2668
 DRS  HAN   H  HCH2  0   0.273   4.0603   2.8926   0.1295
 DRS  HANA  H  HCH2  0   0.247   3.4176   2.1502  -1.3260
 DRS  HNAP  H  HNH1  0   0.396   1.2553   2.0737  -1.3852

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
 DRS  CAA  CAX   single    1.526  0.020  1.526
 DRS  CAX  CAB   single    1.524  0.020  1.524
 DRS  CAX  CAZ   single    1.542  0.020  1.542
 DRS  CAZ  CAU   single    1.528  0.020  1.528
 DRS  CAZ  NAP   single    1.444  0.020  1.444
 DRS  CAU  OAE   double    1.221  0.020  1.221
 DRS  CAU  N     single    1.344  0.020  1.344
 DRS  N    CA    single    1.436  0.020  1.436
 DRS  CA   C     single    1.520  0.020  1.520
 DRS  CA   CB    single    1.546  0.020  1.546
 DRS  C    O     double    1.203  0.020  1.203
 DRS  C    OXT   single    1.325  0.020  1.325
 DRS  CB   CG    single    1.499  0.020  1.499
 DRS  CG   CD2   aromatic  1.389  0.020  1.389
 DRS  CG   CD1   aromatic  1.392  0.020  1.392
 DRS  CD2  CE2   aromatic  1.386  0.020  1.386
 DRS  CE2  CZ    aromatic  1.392  0.020  1.392
 DRS  CD1  CE1   aromatic  1.386  0.020  1.386
 DRS  CE1  CZ    aromatic  1.392  0.020  1.392
 DRS  CZ   OH    single    1.357  0.020  1.357
 DRS  OH   CAM   single    1.427  0.020  1.427
 DRS  CAM  CAK   single    1.522  0.020  1.522
 DRS  CAK  CAL   single    1.525  0.020  1.525
 DRS  CAL  CAN   single    1.529  0.020  1.529
 DRS  CAN  CAS   single    1.517  0.020  1.517
 DRS  CAS  OAC   double    1.223  0.020  1.223
 DRS  CAS  NAP   single    1.346  0.020  1.346
 DRS  CAA  HAA   single    0.970  0.020  1.090
 DRS  CAA  HAAA  single    0.970  0.020  1.090
 DRS  CAA  HAAB  single    0.970  0.020  1.090
 DRS  CAX  HAX   single    0.970  0.020  1.090
 DRS  CAB  HAB   single    0.970  0.020  1.090
 DRS  CAB  HABA  single    0.970  0.020  1.090
 DRS  CAB  HABB  single    0.970  0.020  1.090
 DRS  CAZ  HAZ   single    0.970  0.020  1.090
 DRS  N    HN    single    0.860  0.020  1.020
 DRS  CA   HA    single    0.970  0.020  1.090
 DRS  OXT  HO    single    0.850  0.020  0.980
 DRS  CB   HB    single    0.970  0.020  1.090
 DRS  CB   HBA   single    0.970  0.020  1.090
 DRS  CD2  HD2   single    0.930  0.020  1.080
 DRS  CE2  HE2   single    0.930  0.020  1.080
 DRS  CD1  HD1   single    0.930  0.020  1.080
 DRS  CE1  HE1   single    0.930  0.020  1.080
 DRS  CAM  HAM   single    0.970  0.020  1.090
 DRS  CAM  HAMA  single    0.970  0.020  1.090
 DRS  CAK  HAK   single    0.970  0.020  1.090
 DRS  CAK  HAKA  single    0.970  0.020  1.090
 DRS  CAL  HAL   single    0.970  0.020  1.090
 DRS  CAL  HALA  single    0.970  0.020  1.090
 DRS  CAN  HAN   single    0.970  0.020  1.090
 DRS  CAN  HANA  single    0.970  0.020  1.090
 DRS  NAP  HNAP  single    0.860  0.020  1.020

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
 DRS  HAAB  CAA  HAAA  107.59  3.000
 DRS  HAAB  CAA  HAA   107.69  3.000
 DRS  HAAA  CAA  HAA   107.33  3.000
 DRS  HAAB  CAA  CAX   111.18  3.000
 DRS  HAAA  CAA  CAX   112.82  3.000
 DRS  HAA   CAA  CAX   110.01  3.000
 DRS  HAX   CAX  CAZ   107.43  3.000
 DRS  HAX   CAX  CAB   108.46  3.000
 DRS  CAZ   CAX  CAB   110.56  3.000
 DRS  HAX   CAX  CAA   108.36  3.000
 DRS  CAZ   CAX  CAA   111.54  3.000
 DRS  CAB   CAX  CAA   110.37  3.000
 DRS  HABB  CAB  HABA  107.37  3.000
 DRS  HABB  CAB  HAB   107.71  3.000
 DRS  HABA  CAB  HAB   108.03  3.000
 DRS  HABB  CAB  CAX   110.14  3.000
 DRS  HABA  CAB  CAX   112.32  3.000
 DRS  HAB   CAB  CAX   111.08  3.000
 DRS  HAZ   CAZ  NAP   107.50  3.000
 DRS  HAZ   CAZ  CAU   110.52  3.000
 DRS  NAP   CAZ  CAU   108.26  3.000
 DRS  HAZ   CAZ  CAX   108.60  3.000
 DRS  NAP   CAZ  CAX   111.48  3.000
 DRS  CAU   CAZ  CAX   110.44  3.000
 DRS  N     CAU  OAE   123.95  3.000
 DRS  N     CAU  CAZ   115.40  3.000
 DRS  OAE   CAU  CAZ   120.64  3.000
 DRS  HN    N    CA    117.60  3.000
 DRS  HN    N    CAU   118.31  3.000
 DRS  CA    N    CAU   124.09  3.000
 DRS  HA    CA   CB    108.33  3.000
 DRS  HA    CA   C     107.93  3.000
 DRS  CB    CA   C     110.77  3.000
 DRS  HA    CA   N     107.77  3.000
 DRS  CB    CA   N     111.40  3.000
 DRS  C     CA   N     110.50  3.000
 DRS  OXT   C    O     124.03  3.000
 DRS  OXT   C    CA    111.10  3.000
 DRS  O     C    CA    124.86  3.000
 DRS  HO    OXT  C     110.30  3.000
 DRS  HBA   CB   HB    107.18  3.000
 DRS  HBA   CB   CG    110.69  3.000
 DRS  HB    CB   CG    110.62  3.000
 DRS  HBA   CB   CA    108.90  3.000
 DRS  HB    CB   CA    109.11  3.000
 DRS  CG    CB   CA    110.27  3.000
 DRS  CD1   CG   CD2   117.90  3.000
 DRS  CD1   CG   CB    121.00  3.000
 DRS  CD2   CG   CB    120.90  3.000
 DRS  HD2   CD2  CE2   118.71  3.000
 DRS  HD2   CD2  CG    119.76  3.000
 DRS  CE2   CD2  CG    121.51  3.000
 DRS  HE2   CE2  CZ    121.19  3.000
 DRS  HE2   CE2  CD2   118.87  3.000
 DRS  CZ    CE2  CD2   119.88  3.000
 DRS  HD1   CD1  CE1   118.86  3.000
 DRS  HD1   CD1  CG    119.82  3.000
 DRS  CE1   CD1  CG    121.29  3.000
 DRS  HE1   CE1  CZ    119.65  3.000
 DRS  HE1   CE1  CD1   120.26  3.000
 DRS  CZ    CE1  CD1   120.05  3.000
 DRS  OH    CZ   CE1   117.54  3.000
 DRS  OH    CZ   CE2   123.24  3.000
 DRS  CE1   CZ   CE2   119.21  3.000
 DRS  CAM   OH   CZ    116.63  3.000
 DRS  HAMA  CAM  HAM   106.86  3.000
 DRS  HAMA  CAM  CAK   111.23  3.000
 DRS  HAM   CAM  CAK   110.33  3.000
 DRS  HAMA  CAM  OH    105.36  3.000
 DRS  HAM   CAM  OH    110.68  3.000
 DRS  CAK   CAM  OH    112.14  3.000
 DRS  HAKA  CAK  HAK   105.96  3.000
 DRS  HAKA  CAK  CAL   108.45  3.000
 DRS  HAK   CAK  CAL   110.30  3.000
 DRS  HAKA  CAK  CAM   108.62  3.000
 DRS  HAK   CAK  CAM   110.10  3.000
 DRS  CAL   CAK  CAM   113.13  3.000
 DRS  HALA  CAL  HAL   106.34  3.000
 DRS  HALA  CAL  CAN   109.26  3.000
 DRS  HAL   CAL  CAN   108.80  3.000
 DRS  HALA  CAL  CAK   110.72  3.000
 DRS  HAL   CAL  CAK   110.05  3.000
 DRS  CAN   CAL  CAK   111.52  3.000
 DRS  HANA  CAN  HAN   106.95  3.000
 DRS  HANA  CAN  CAS   111.58  3.000
 DRS  HAN   CAN  CAS   107.46  3.000
 DRS  HANA  CAN  CAL   110.11  3.000
 DRS  HAN   CAN  CAL   109.71  3.000
 DRS  CAS   CAN  CAL   110.90  3.000
 DRS  NAP   CAS  OAC   123.24  3.000
 DRS  NAP   CAS  CAN   115.45  3.000
 DRS  OAC   CAS  CAN   121.30  3.000
 DRS  HNAP  NAP  CAS   118.62  3.000
 DRS  HNAP  NAP  CAZ   116.74  3.000
 DRS  CAS   NAP  CAZ   124.64  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
 DRS  CONST_01  CZ    CE2  CD2  CG      0.00   0.0  0
 DRS  CONST_02  CZ    CE1  CD1  CG      0.00   0.0  0
 DRS  CONST_03  CE1   CD1  CG   CD2     0.00   0.0  0
 DRS  CONST_04  CE1   CZ   CE2  CD2     0.00   0.0  0
 DRS  CONST_05  CD1   CG   CD2  CE2     0.00   0.0  0
 DRS  CONST_06  CD1   CE1  CZ   CE2     0.00   0.0  0
 DRS  CONST_07  CA    N    CAU  CAZ   180.00   0.0  0
 DRS  CONST_08  CAN   CAS  NAP  CAZ   180.00   0.0  0
 DRS  CONST_09  OAC   CAS  NAP  CAZ     0.00   0.0  0
 DRS  CONST_10  CA    N    CAU  OAE     0.00   0.0  0
 DRS  CONST_11  HD2   CD2  CG   CB      0.00   0.0  0
 DRS  CONST_12  HD1   CD1  CG   CB      0.00   0.0  0
 DRS  CONST_13  HE2   CE2  CD2  CG    180.00   0.0  0
 DRS  CONST_14  HE1   CE1  CD1  CG    180.00   0.0  0
 DRS  CONST_15  HN    N    CAU  CAZ     0.00   0.0  0
 DRS  CONST_16  HNAP  NAP  CAS  CAN     0.00   0.0  0
 DRS  CONST_17  HO    OXT  C    CA    180.00   0.0  0
 DRS  Var_01    CD2   CG   CB   CA     91.66  30.0  1
 DRS  Var_02    CAK   CAM  OH   CZ    -57.45  30.0  1
 DRS  Var_03    CAL   CAK  CAM  OH    167.44  30.0  1
 DRS  Var_04    CAN   CAL  CAK  CAM  -163.70  30.0  1
 DRS  Var_05    CAS   CAN  CAL  CAK    67.97  30.0  1
 DRS  Var_06    NAP   CAS  CAN  CAL  -117.78  30.0  1
 DRS  Var_07    HAA   CAA  CAX  CAZ   175.88  30.0  3
 DRS  Var_08    HAB   CAB  CAX  CAZ   -63.64  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
 DRS  chir_01  CAZ  CAX  CAU  NAP  negativ
 DRS  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
 DRS  plan-1  CB    0.020
 DRS  plan-1  CG    0.020
 DRS  plan-1  CD2   0.020
 DRS  plan-1  CE2   0.020
 DRS  plan-1  CD1   0.020
 DRS  plan-1  CE1   0.020
 DRS  plan-1  CZ    0.020
 DRS  plan-1  OH    0.020
 DRS  plan-1  HD2   0.020
 DRS  plan-1  HE2   0.020
 DRS  plan-1  HD1   0.020
 DRS  plan-1  HE1   0.020
 DRS  plan-2  CAZ   0.020
 DRS  plan-2  CAU   0.020
 DRS  plan-2  OAE   0.020
 DRS  plan-2  N     0.020
 DRS  plan-2  CA    0.020
 DRS  plan-2  HN    0.020
 DRS  plan-3  CAZ   0.020
 DRS  plan-3  CAN   0.020
 DRS  plan-3  CAS   0.020
 DRS  plan-3  OAC   0.020
 DRS  plan-3  NAP   0.020
 DRS  plan-3  HNAP  0.020
 DRS  plan-4  CA    0.020
 DRS  plan-4  C     0.020
 DRS  plan-4  O     0.020
 DRS  plan-4  OXT   0.020
 DRS  plan-4  HO    0.020

