# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun May 31 15:07:35 2020
#   Inital geometry file: a 108 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)Cc1c(C)n(C(=O)[C+]234[B-]56[B-]78[B+]9%10[C@]2%11[B]9%12%13[B]7%10%14[B]58%15[B]36%16[B]%12%14%15[B]4%11%13%16)c%17ccc(OC)cc1%17
#
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
 4LA  4LA  'None                     '  ligand  44  30  .  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_4LA
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
 4LA  C01  C  CR6   0   0.400  108.0452  53.3729  70.9770
 4LA  C02  C  CR16  0  -0.399  108.7409  53.8559  72.0929
 4LA  C03  C  CR16  0  -0.269  110.1287  53.8374  72.1428
 4LA  C04  C  CR56  0   0.323  110.8178  53.3243  71.0565
 4LA  C05  C  CR56  0   0.096  110.1312  52.8486  69.9331
 4LA  C06  C  CR16  0  -0.479  108.7442  52.8659  69.8865
 4LA  N07  N  NR5   0  -0.669  112.1897  53.2159  70.7781
 4LA  C08  C  CR5   0   0.327  112.3416  52.6163  69.5134
 4LA  C09  C  CR5   0  -0.006  111.1123  52.3953  68.9857
 4LA  C10  C  CH3   0  -0.778  113.6451  52.1366  68.9892
 4LA  C11  C  CH2   0  -0.700  110.7745  51.7490  67.6880
 4LA  C12  C  C     0   0.598  110.2005  50.3551  67.8143
 4LA  O13  O  O     0  -0.454  109.3764  49.8959  67.0633
 4LA  C14  C  C     0   0.597  113.1605  53.6473  71.6528
 4LA  O15  O  O     0  -0.398  112.9661  53.6840  72.8451
 4LA  C16  C  C     0  -0.386  114.4599  54.1386  71.0755
 4LA  B17  B  B     0   0.003  115.5909  54.6508  72.2645
 4LA  B18  B  B     0   0.126  117.0137  54.5512  71.4619
 4LA  B19  B  B     0   0.109  117.0640  55.5118  70.1541
 4LA  B20  B  B     0  -0.042  116.2886  56.0278  71.6332
 4LA  B21  B  B     0   0.113  114.7117  55.7494  71.3968
 4LA  C22  C  CT    0  -0.211  114.4751  55.1464  69.8966
 4LA  B23  B  B     0   0.076  115.8593  53.3745  71.2180
 4LA  B24  B  B     0  -0.013  116.7884  53.8755  69.9583
 4LA  B25  B  B     0   0.111  115.8353  54.9586  69.1994
 4LA  B26  B  B     0   0.008  115.6389  56.2927  70.1803
 4LA  O27  O  O2    0  -0.477  106.6996  53.3624  70.8781
 4LA  C28  C  CH3   0  -0.435  105.9352  53.8844  71.9454
 4LA  O29  O  O2    0  -0.439  110.7347  49.6861  68.8209
 4LA  C30  C  CH3   0  -0.427  110.3058  48.3385  69.0204
 4LA  H1   H  HCR6  0   0.281  108.2127  54.2513  72.9490
 4LA  H2   H  HCR6  0   0.278  110.6240  54.2118  73.0246
 4LA  H3   H  HCR6  0   0.253  108.2055  52.4988  69.0208
 4LA  H4   H  HCH3  0   0.272  114.1554  51.5075  69.7200
 4LA  H5   H  HCH3  0   0.275  113.4765  51.5295  68.1026
 4LA  H6   H  HCH3  0   0.293  114.3255  52.9381  68.7102
 4LA  H7   H  HCH2  0   0.293  110.0566  52.3543  67.1312
 4LA  H8   H  HCH2  0   0.307  111.6563  51.6725  67.0455
 4LA  H9   H  HCH3  0   0.259  104.8922  53.7889  71.6534
 4LA  H10  H  HCH3  0   0.227  106.0912  53.3271  72.8729
 4LA  H11  H  HCH3  0   0.227  106.1529  54.9402  72.1279
 4LA  H12  H  HCH3  0   0.252  110.8676  47.9712  69.8738
 4LA  H13  H  HCH3  0   0.241  109.2398  48.2899  69.2408
 4LA  H14  H  HCH3  0   0.240  110.5223  47.7183  68.1510

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
 4LA  C01  C02  aromatic  1.401  0.020  1.401
 4LA  C01  C06  aromatic  1.391  0.020  1.391
 4LA  C01  O27  single    1.349  0.020  1.349
 4LA  C02  C03  aromatic  1.389  0.020  1.389
 4LA  C03  C04  aromatic  1.385  0.020  1.385
 4LA  C04  C05  aromatic  1.400  0.020  1.400
 4LA  C04  N07  aromatic  1.404  0.020  1.404
 4LA  C05  C06  aromatic  1.388  0.020  1.388
 4LA  C05  C09  aromatic  1.437  0.020  1.437
 4LA  N07  C08  aromatic  1.408  0.020  1.408
 4LA  N07  C14  single    1.376  0.020  1.376
 4LA  C08  C09  aromatic  1.356  0.020  1.356
 4LA  C08  C10  single    1.485  0.020  1.485
 4LA  C09  C11  single    1.489  0.020  1.489
 4LA  C11  C12  single    1.513  0.020  1.513
 4LA  C12  O13  double    1.206  0.020  1.206
 4LA  C12  O29  single    1.321  0.020  1.321
 4LA  C14  O15  double    1.209  0.020  1.209
 4LA  C14  C16  single    1.504  0.020  1.504
 4LA  C16  B17  single    1.719  0.020  1.719
 4LA  C16  B21  single    1.662  0.020  1.662
 4LA  C16  C22  single    1.551  0.020  1.551
 4LA  C16  B23  single    1.601  0.020  1.601
 4LA  B17  B18  single    1.637  0.020  1.637
 4LA  B17  B20  single    1.668  0.020  1.668
 4LA  B17  B21  single    1.653  0.020  1.653
 4LA  B17  B23  single    1.672  0.020  1.672
 4LA  B18  B19  single    1.624  0.020  1.624
 4LA  B18  B20  single    1.654  0.020  1.654
 4LA  B18  B23  single    1.666  0.020  1.666
 4LA  B18  B24  single    1.664  0.020  1.664
 4LA  B19  B20  single    1.748  0.020  1.748
 4LA  B19  B24  single    1.671  0.020  1.671
 4LA  B19  B25  single    1.651  0.020  1.651
 4LA  B19  B26  single    1.625  0.020  1.625
 4LA  B20  B21  single    1.619  0.020  1.619
 4LA  B20  B26  single    1.613  0.020  1.613
 4LA  B21  C22  single    1.634  0.020  1.634
 4LA  B21  B26  single    1.623  0.020  1.623
 4LA  C22  B25  single    1.540  0.020  1.540
 4LA  C22  B26  single    1.658  0.020  1.658
 4LA  B23  B24  single    1.643  0.020  1.643
 4LA  B24  B25  single    1.630  0.020  1.630
 4LA  B25  B26  single    1.668  0.020  1.668
 4LA  O27  C28  single    1.413  0.020  1.413
 4LA  O29  C30  single    1.428  0.020  1.428
 4LA  C02  H1   single    0.930  0.020  1.080
 4LA  C03  H2   single    0.930  0.020  1.080
 4LA  C06  H3   single    0.930  0.020  1.080
 4LA  C10  H4   single    0.970  0.020  1.090
 4LA  C10  H5   single    0.970  0.020  1.090
 4LA  C10  H6   single    0.970  0.020  1.090
 4LA  C11  H7   single    0.970  0.020  1.090
 4LA  C11  H8   single    0.970  0.020  1.090
 4LA  C28  H9   single    0.970  0.020  1.090
 4LA  C28  H10  single    0.970  0.020  1.090
 4LA  C28  H11  single    0.970  0.020  1.090
 4LA  C30  H12  single    0.970  0.020  1.090
 4LA  C30  H13  single    0.970  0.020  1.090
 4LA  C30  H14  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
 4LA  O27  C01  C06  116.16  3.000
 4LA  O27  C01  C02  123.81  3.000
 4LA  C06  C01  C02  120.03  3.000
 4LA  H1   C02  C03  117.70  3.000
 4LA  H1   C02  C01  120.95  3.000
 4LA  C03  C02  C01  121.35  3.000
 4LA  H2   C03  C04  122.78  3.000
 4LA  H2   C03  C02  118.92  3.000
 4LA  C04  C03  C02  118.29  3.000
 4LA  N07  C04  C05  107.09  3.000
 4LA  N07  C04  C03  132.09  3.000
 4LA  C05  C04  C03  120.75  3.000
 4LA  C09  C05  C06  131.61  3.000
 4LA  C09  C05  C04  107.54  3.000
 4LA  C06  C05  C04  120.85  3.000
 4LA  H3   C06  C05  121.29  3.000
 4LA  H3   C06  C01  119.99  3.000
 4LA  C05  C06  C01  118.72  3.000
 4LA  C14  N07  C08  128.93  3.000
 4LA  C14  N07  C04  122.62  3.000
 4LA  C08  N07  C04  108.45  3.000
 4LA  C10  C08  C09  127.30  3.000
 4LA  C10  C08  N07  123.34  3.000
 4LA  C09  C08  N07  108.74  3.000
 4LA  C11  C09  C08  128.01  3.000
 4LA  C11  C09  C05  123.82  3.000
 4LA  C08  C09  C05  108.12  3.000
 4LA  H6   C10  H5   107.41  3.000
 4LA  H6   C10  H4   107.70  3.000
 4LA  H5   C10  H4   107.25  3.000
 4LA  H6   C10  C08  113.69  3.000
 4LA  H5   C10  C08  109.39  3.000
 4LA  H4   C10  C08  111.13  3.000
 4LA  H8   C11  H7   105.62  3.000
 4LA  H8   C11  C12  106.89  3.000
 4LA  H7   C11  C12  107.70  3.000
 4LA  H8   C11  C09  111.07  3.000
 4LA  H7   C11  C09  110.68  3.000
 4LA  C12  C11  C09  114.42  3.000
 4LA  O29  C12  O13  123.91  3.000
 4LA  O29  C12  C11  112.13  3.000
 4LA  O13  C12  C11  123.93  3.000
 4LA  C16  C14  O15  120.51  3.000
 4LA  C16  C14  N07  117.89  3.000
 4LA  O15  C14  N07  121.54  3.000
 4LA  B23  C16  C22  111.67  3.000
 4LA  B23  C16  B21  108.24  3.000
 4LA  C22  C16  B21   61.03  3.000
 4LA  B23  C16  B17   60.36  3.000
 4LA  C22  C16  B17  109.01  3.000
 4LA  B21  C16  B17   58.52  3.000
 4LA  B23  C16  C14  124.41  3.000
 4LA  C22  C16  C14  120.82  3.000
 4LA  B21  C16  C14  111.91  3.000
 4LA  B17  C16  C14  113.59  3.000
 4LA  B23  B17  B21  105.31  3.000
 4LA  B23  B17  B20  109.03  3.000
 4LA  B21  B17  B20   58.34  3.000
 4LA  B23  B17  B18   60.47  3.000
 4LA  B21  B17  B18  104.21  3.000
 4LA  B20  B17  B18   60.06  3.000
 4LA  B23  B17  C16   56.31  3.000
 4LA  B21  B17  C16   59.01  3.000
 4LA  B20  B17  C16  105.03  3.000
 4LA  B18  B17  C16  102.40  3.000
 4LA  B24  B18  B23   59.14  3.000
 4LA  B24  B18  B20  113.38  3.000
 4LA  B23  B18  B20  109.99  3.000
 4LA  B24  B18  B19   61.08  3.000
 4LA  B23  B18  B19  108.74  3.000
 4LA  B20  B18  B19   64.45  3.000
 4LA  B24  B18  B17  110.50  3.000
 4LA  B23  B18  B17   60.82  3.000
 4LA  B20  B18  B17   60.90  3.000
 4LA  B19  B18  B17  112.70  3.000
 4LA  B26  B19  B25   61.18  3.000
 4LA  B26  B19  B24  109.13  3.000
 4LA  B25  B19  B24   58.77  3.000
 4LA  B26  B19  B20   57.01  3.000
 4LA  B25  B19  B20  104.95  3.000
 4LA  B24  B19  B20  108.36  3.000
 4LA  B26  B19  B18  104.13  3.000
 4LA  B25  B19  B18  104.15  3.000
 4LA  B24  B19  B18   60.65  3.000
 4LA  B20  B19  B18   58.62  3.000
 4LA  B26  B20  B21   60.29  3.000
 4LA  B26  B20  B19   57.66  3.000
 4LA  B21  B20  B19  104.94  3.000
 4LA  B26  B20  B18  103.29  3.000
 4LA  B21  B20  B18  104.98  3.000
 4LA  B19  B20  B18   56.93  3.000
 4LA  B26  B20  B17  107.94  3.000
 4LA  B21  B20  B17   60.38  3.000
 4LA  B19  B20  B17  105.20  3.000
 4LA  B18  B20  B17   59.03  3.000
 4LA  B26  B21  C22   61.19  3.000
 4LA  B26  B21  B20   59.69  3.000
 4LA  C22  B21  B20  109.79  3.000
 4LA  B26  B21  B17  108.18  3.000
 4LA  C22  B21  B17  108.28  3.000
 4LA  B20  B21  B17   61.28  3.000
 4LA  B26  B21  C16  105.43  3.000
 4LA  C22  B21  C16   56.14  3.000
 4LA  B20  B21  C16  110.03  3.000
 4LA  B17  B21  C16   62.48  3.000
 4LA  B26  C22  B25   62.73  3.000
 4LA  B26  C22  B21   59.08  3.000
 4LA  B25  C22  B21  109.44  3.000
 4LA  B26  C22  C16  109.03  3.000
 4LA  B25  C22  C16  105.87  3.000
 4LA  B21  C22  C16   62.83  3.000
 4LA  B24  B23  B18   60.35  3.000
 4LA  B24  B23  B17  109.74  3.000
 4LA  B18  B23  B17   58.71  3.000
 4LA  B24  B23  C16  106.29  3.000
 4LA  B18  B23  C16  106.36  3.000
 4LA  B17  B23  C16   63.33  3.000
 4LA  B25  B24  B23  103.23  3.000
 4LA  B25  B24  B19   60.02  3.000
 4LA  B23  B24  B19  107.58  3.000
 4LA  B25  B24  B18  103.30  3.000
 4LA  B23  B24  B18   60.51  3.000
 4LA  B19  B24  B18   58.27  3.000
 4LA  B26  B25  B24  109.06  3.000
 4LA  B26  B25  C22   62.10  3.000
 4LA  B24  B25  C22  112.75  3.000
 4LA  B26  B25  B19   58.64  3.000
 4LA  B24  B25  B19   61.21  3.000
 4LA  C22  B25  B19  110.77  3.000
 4LA  B25  B26  C22   55.17  3.000
 4LA  B25  B26  B21  103.91  3.000
 4LA  C22  B26  B21   59.73  3.000
 4LA  B25  B26  B20  110.54  3.000
 4LA  C22  B26  B20  108.86  3.000
 4LA  B21  B26  B20   60.01  3.000
 4LA  B25  B26  B19   60.19  3.000
 4LA  C22  B26  B19  106.29  3.000
 4LA  B21  B26  B19  110.62  3.000
 4LA  B20  B26  B19   65.33  3.000
 4LA  C28  O27  C01  118.77  3.000
 4LA  H11  C28  H10  108.80  3.000
 4LA  H11  C28  H9   108.70  3.000
 4LA  H10  C28  H9   108.66  3.000
 4LA  H11  C28  O27  112.03  3.000
 4LA  H10  C28  O27  112.05  3.000
 4LA  H9   C28  O27  106.48  3.000
 4LA  C30  O29  C12  117.56  3.000
 4LA  H14  C30  H13  109.30  3.000
 4LA  H14  C30  H12  109.37  3.000
 4LA  H13  C30  H12  109.40  3.000
 4LA  H14  C30  O29  111.46  3.000
 4LA  H13  C30  O29  111.35  3.000
 4LA  H12  C30  O29  105.88  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
 4LA  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 4LA  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 4LA  CONST_03  C09  C05  C06  C01  180.00   0.0  0
 4LA  CONST_04  C05  C06  C01  C02    0.00   0.0  0
 4LA  CONST_05  C05  C04  C03  C02    0.00   0.0  0
 4LA  CONST_06  N07  C04  C03  C02  180.00   0.0  0
 4LA  CONST_07  C06  C01  C02  C03    0.00   0.0  0
 4LA  CONST_08  C06  C05  C04  C03    0.00   0.0  0
 4LA  CONST_09  C09  C05  C04  C03  180.00   0.0  0
 4LA  CONST_10  C08  N07  C04  C03  180.00   0.0  0
 4LA  CONST_11  C08  C09  C05  C04    0.00   0.0  0
 4LA  CONST_12  C09  C08  N07  C04    0.00   0.0  0
 4LA  CONST_13  C08  N07  C04  C05    0.00   0.0  0
 4LA  CONST_14  N07  C08  C09  C05    0.00   0.0  0
 4LA  CONST_15  N07  C04  C05  C06  180.00   0.0  0
 4LA  CONST_16  C08  C09  C05  C06  180.00   0.0  0
 4LA  CONST_17  C09  C05  C04  N07    0.00   0.0  0
 4LA  CONST_18  O27  C01  C02  C03  180.00   0.0  0
 4LA  CONST_19  C14  N07  C04  C03    0.00   0.0  0
 4LA  CONST_20  C11  C09  C05  C04  180.00   0.0  0
 4LA  CONST_21  C10  C08  N07  C04  180.00   0.0  0
 4LA  CONST_22  C14  N07  C04  C05  180.00   0.0  0
 4LA  CONST_23  O27  C01  C06  C05  180.00   0.0  0
 4LA  CONST_24  C10  C08  C09  C05  180.00   0.0  0
 4LA  CONST_25  C11  C09  C05  C06    0.00   0.0  0
 4LA  CONST_26  C11  C09  C08  N07  180.00   0.0  0
 4LA  CONST_27  C14  N07  C08  C09  180.00   0.0  0
 4LA  CONST_30  H2   C03  C02  C01  180.00   0.0  0
 4LA  CONST_31  H3   C06  C01  C02  180.00   0.0  0
 4LA  CONST_32  H1   C02  C03  C04  180.00   0.0  0
 4LA  Var_01    B19  B18  B17  C16   60.52  30.0  1
 4LA  Var_02    B25  C22  B21  C16  -98.33  30.0  1
 4LA  Var_03    B19  B26  B21  C16  -61.56  30.0  1
 4LA  Var_04    B19  B25  C22  C16  -69.74  30.0  1
 4LA  Var_05    B20  B19  B18  B17   38.35  30.0  1
 4LA  Var_06    C22  B25  B19  B18   63.36  30.0  1
 4LA  Var_07    B17  C16  C14  N07  179.96  30.0  3
 4LA  Var_08    C12  C11  C09  C05  -70.42  30.0  2
 4LA  Var_09    H4   C10  C08  N07   49.73  30.0  2
 4LA  Var_10    O13  C12  C11  C09  146.87  30.0  3
 4LA  Var_11    H9   C28  O27  C01  179.31  30.0  3
 4LA  Var_12    H12  C30  O29  C12  179.16  30.0  3

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
 4LA  plan-1  C01  0.020
 4LA  plan-1  C02  0.020
 4LA  plan-1  C03  0.020
 4LA  plan-1  C04  0.020
 4LA  plan-1  C05  0.020
 4LA  plan-1  C06  0.020
 4LA  plan-1  N07  0.020
 4LA  plan-1  C08  0.020
 4LA  plan-1  C09  0.020
 4LA  plan-1  C10  0.020
 4LA  plan-1  C11  0.020
 4LA  plan-1  C14  0.020
 4LA  plan-1  O15  0.020
 4LA  plan-1  C16  0.020
 4LA  plan-1  O27  0.020
 4LA  plan-1  H1   0.020
 4LA  plan-1  H2   0.020
 4LA  plan-1  H3   0.020
 4LA  plan-2  C11  0.020
 4LA  plan-2  C12  0.020
 4LA  plan-2  O13  0.020
 4LA  plan-2  O29  0.020

