# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  2 16:40:20 2021
#   Inital geometry file: a 156 line input string
#   Ligand name: (1R,3R,4S)-4-[({6-[(4-cyano-2-fluorobenzyl)oxy]naphthalen-2-yl}sulfonyl)amino]cyclohexane-1,3-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H]1CC[C@H](N[S](=O)(=O)c2ccc3cc(OCc4ccc(cc4F)C#N)ccc3c2)[C@@H](C1)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
 051  051  '(1R,3R,4S)-4-[({6-[(4-cyano-2-fluorobenzyl)oxy]naphthalen-2-yl}sulfonyl)amino]cyclohexane-1,3-dicarboxylic acid'  ligand  60  37  .  2021-08-03  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_051
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
 051  N30   N  NS    0  -0.244  20.0397  33.8059  44.9040
 051  C30   C  CSP   0   0.064  19.3425  33.9171  45.8141
 051  C27   C  CR6   0   0.008  18.4801  34.0518  46.9433
 051  C26   C  CR16  0  -0.390  17.6496  35.1657  47.0413
 051  C25   C  CR6   0   0.564  16.8292  35.2650  48.1421
 051  F25   F  F     0  -0.301  16.0326  36.3369  48.2485
 051  C28   C  CR16  0  -0.234  18.4768  33.0748  47.9355
 051  C29   C  CR16  0  -0.248  17.6367  33.2139  49.0268
 051  C24   C  CR6   0  -0.168  16.7895  34.3101  49.1489
 051  C23   C  CH2   0  -0.243  15.8840  34.5078  50.3384
 051  O22   O  O2    0  -0.476  15.6787  33.3256  51.0749
 051  C20   C  CR6   0   0.406  14.8411  32.3866  50.5910
 051  C21   C  CR16  0  -0.430  14.1992  32.4500  49.3791
 051  C15   C  CR66  0   0.157  13.3463  31.3975  48.9794
 051  C14   C  CR16  0  -0.309  12.6775  31.4256  47.7314
 051  C13   C  CR16  0  -0.243  11.8596  30.4025  47.3484
 051  C19   C  CR16  0  -0.338  14.6552  31.2700  51.4433
 051  C18   C  CR16  0  -0.287  13.8352  30.2486  51.0702
 051  C16   C  CR66  0   0.104  13.1562  30.2802  49.8288
 051  C17   C  CR16  0  -0.289  12.3037  29.2327  49.4246
 051  C12   C  CR6   0  -0.217  11.6719  29.3026  48.2131
 051  S11   S  S     0   1.379  10.5361  28.0356  47.7340
 051  O32   O  OS    0  -0.658  10.6926  27.7970  46.3088
 051  O33   O  OS    0  -0.645  10.6666  26.9409  48.6792
 051  N     N  NC1   0  -0.745   9.0337  28.6690  47.9120
 051  C1    C  CH1   0  -0.118   8.5306  29.0940  49.2169
 051  C3    C  CH2   0  -0.427   8.7034  30.5886  49.4769
 051  C6    C  CH2   0  -0.449   7.8368  31.4532  48.5712
 051  C4    C  CH1   0  -0.393   6.3620  31.0430  48.6882
 051  C8    C  C     0   0.573   5.4926  31.8932  47.7937
 051  O4    O  OH1   0  -0.595   5.5238  33.1739  48.1471
 051  O3    O  O     0  -0.436   4.8430  31.4858  46.8634
 051  C5    C  CH2   0  -0.427   6.1812  29.5589  48.3873
 051  C2    C  CH1   0  -0.392   7.0447  28.7111  49.3155
 051  C7    C  C     0   0.583   6.8688  27.2342  49.0457
 051  O1    O  OH1   0  -0.591   7.5049  26.4930  49.9436
 051  O2    O  O     0  -0.433   6.2304  26.7672  48.1370
 051  H26   H  HCR6  0   0.306  17.6429  35.9339  46.2801
 051  H28   H  HCR6  0   0.289  19.1262  32.2146  47.8563
 051  H29   H  HCR6  0   0.287  17.6484  32.4502  49.7918
 051  H231  H  HCH2  0   0.306  16.3511  35.2073  51.0343
 051  H232  H  HCH2  0   0.261  14.9290  34.9483  50.0366
 051  H21   H  HCR6  0   0.283  14.3244  33.2843  48.7013
 051  H19   H  HCR6  0   0.279  15.1720  31.2436  52.3940
 051  H14   H  HCR6  0   0.269  12.8252  32.2706  47.0709
 051  H13   H  HCR6  0   0.284  11.3645  30.4399  46.3870
 051  H18   H  HCR6  0   0.270  13.6970  29.4005  51.7287
 051  H17   H  HCR6  0   0.285  12.1631  28.3866  50.0852
 051  H     H  HNC1  0   0.417   8.7266  29.2019  47.1070
 051  H1    H  HCH1  0   0.298   9.0840  28.5413  49.9771
 051  H31C  H  HCH2  0   0.249   8.4345  30.7789  50.5197
 051  H32C  H  HCH2  0   0.259   9.7532  30.8692  49.3732
 051  H2    H  HCH1  0   0.298   6.7371  28.8929  50.3528
 051  H61C  H  HCH2  0   0.268   7.9685  32.4998  48.8456
 051  H62C  H  HCH2  0   0.232   8.1616  31.3679  47.5277
 051  H4    H  HCH1  0   0.281   6.0443  31.2386  49.7204
 051  H51C  H  HCH2  0   0.265   5.1344  29.2774  48.5084
 051  H52C  H  HCH2  0   0.240   6.4355  29.3591  47.3431
 051  HA    H  HOH1  0   0.481   4.9686  33.6967  47.5494
 051  HB    H  HOH1  0   0.481   7.4051  25.5530  49.7314

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
 051  N30  C30   triple    1.152  0.020  1.152
 051  C30  C27   single    1.427  0.020  1.427
 051  C27  C26   aromatic  1.393  0.020  1.393
 051  C27  C28   aromatic  1.392  0.020  1.392
 051  C26  C25   aromatic  1.376  0.020  1.376
 051  C25  F25   single    1.340  0.020  1.340
 051  C25  C24   aromatic  1.388  0.020  1.388
 051  C28  C29   aromatic  1.384  0.020  1.384
 051  C29  C24   aromatic  1.391  0.020  1.391
 051  C24  C23   single    1.508  0.020  1.508
 051  C23  O22   single    1.408  0.020  1.408
 051  O22  C20   single    1.348  0.020  1.348
 051  C20  C21   aromatic  1.373  0.020  1.373
 051  C20  C19   aromatic  1.417  0.020  1.417
 051  C21  C15   aromatic  1.412  0.020  1.412
 051  C15  C14   aromatic  1.416  0.020  1.416
 051  C15  C16   aromatic  1.416  0.020  1.416
 051  C14  C13   aromatic  1.365  0.020  1.365
 051  C13  C12   aromatic  1.412  0.020  1.412
 051  C19  C18   aromatic  1.362  0.020  1.362
 051  C18  C16   aromatic  1.415  0.020  1.415
 051  C16  C17   aromatic  1.410  0.020  1.410
 051  C17  C12   aromatic  1.368  0.020  1.368
 051  C12  S11   single    1.768  0.020  1.768
 051  S11  O32   double    1.454  0.020  1.454
 051  S11  O33   double    1.452  0.020  1.452
 051  S11  N     single    1.640  0.020  1.640
 051  N    C1    single    1.462  0.020  1.462
 051  C1   C3    single    1.527  0.020  1.527
 051  C1   C2    single    1.538  0.020  1.538
 051  C3   C6    single    1.523  0.020  1.523
 051  C6   C4    single    1.535  0.020  1.535
 051  C4   C8    single    1.510  0.020  1.510
 051  C4   C5    single    1.525  0.020  1.525
 051  C8   O4    single    1.329  0.020  1.329
 051  C8   O3    double    1.206  0.020  1.206
 051  C5   C2    single    1.525  0.020  1.525
 051  C2   C7    single    1.512  0.020  1.512
 051  C7   O1    single    1.327  0.020  1.327
 051  C7   O2    double    1.205  0.020  1.205
 051  C26  H26   single    0.930  0.020  1.080
 051  C28  H28   single    0.930  0.020  1.080
 051  C29  H29   single    0.930  0.020  1.080
 051  C23  H231  single    0.970  0.020  1.090
 051  C23  H232  single    0.970  0.020  1.090
 051  C21  H21   single    0.930  0.020  1.080
 051  C19  H19   single    0.930  0.020  1.080
 051  C14  H14   single    0.930  0.020  1.080
 051  C13  H13   single    0.930  0.020  1.080
 051  C18  H18   single    0.930  0.020  1.080
 051  C17  H17   single    0.930  0.020  1.080
 051  N    H     single    0.860  0.020  1.020
 051  C1   H1    single    0.970  0.020  1.090
 051  C3   H31C  single    0.970  0.020  1.090
 051  C3   H32C  single    0.970  0.020  1.090
 051  C2   H2    single    0.970  0.020  1.090
 051  C6   H61C  single    0.970  0.020  1.090
 051  C6   H62C  single    0.970  0.020  1.090
 051  C4   H4    single    0.970  0.020  1.090
 051  C5   H51C  single    0.970  0.020  1.090
 051  C5   H52C  single    0.970  0.020  1.090
 051  O4   HA    single    0.850  0.020  0.980
 051  O1   HB    single    0.850  0.020  0.980

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
 051  C27   C30  N30   180.00  3.000
 051  C28   C27  C26   120.63  3.000
 051  C28   C27  C30   119.93  3.000
 051  C26   C27  C30   119.43  3.000
 051  H26   C26  C25   120.53  3.000
 051  H26   C26  C27   121.48  3.000
 051  C25   C26  C27   117.99  3.000
 051  C24   C25  F25   118.41  3.000
 051  C24   C25  C26   123.19  3.000
 051  F25   C25  C26   118.40  3.000
 051  H28   C28  C29   120.15  3.000
 051  H28   C28  C27   120.32  3.000
 051  C29   C28  C27   119.52  3.000
 051  H29   C29  C24   120.08  3.000
 051  H29   C29  C28   118.71  3.000
 051  C24   C29  C28   121.20  3.000
 051  C23   C24  C29   122.57  3.000
 051  C23   C24  C25   119.94  3.000
 051  C29   C24  C25   117.46  3.000
 051  H232  C23  H231  106.94  3.000
 051  H232  C23  O22   110.80  3.000
 051  H231  C23  O22   105.48  3.000
 051  H232  C23  C24   111.06  3.000
 051  H231  C23  C24   109.27  3.000
 051  O22   C23  C24   112.96  3.000
 051  C20   O22  C23   119.19  3.000
 051  C19   C20  C21   120.40  3.000
 051  C19   C20  O22   114.49  3.000
 051  C21   C20  O22   125.11  3.000
 051  H21   C21  C15   117.84  3.000
 051  H21   C21  C20   122.30  3.000
 051  C15   C21  C20   119.86  3.000
 051  C16   C15  C14   118.73  3.000
 051  C16   C15  C21   119.94  3.000
 051  C14   C15  C21   121.32  3.000
 051  H14   C14  C13   119.71  3.000
 051  H14   C14  C15   119.25  3.000
 051  C13   C14  C15   121.03  3.000
 051  H13   C13  C12   120.69  3.000
 051  H13   C13  C14   119.85  3.000
 051  C12   C13  C14   119.46  3.000
 051  H19   C19  C18   120.65  3.000
 051  H19   C19  C20   119.01  3.000
 051  C18   C19  C20   120.34  3.000
 051  H18   C18  C16   119.33  3.000
 051  H18   C18  C19   119.85  3.000
 051  C16   C18  C19   120.83  3.000
 051  C17   C16  C18   121.67  3.000
 051  C17   C16  C15   119.69  3.000
 051  C18   C16  C15   118.64  3.000
 051  H17   C17  C12   121.35  3.000
 051  H17   C17  C16   118.96  3.000
 051  C12   C17  C16   119.68  3.000
 051  S11   C12  C17   120.01  3.000
 051  S11   C12  C13   118.55  3.000
 051  C17   C12  C13   121.39  3.000
 051  N     S11  O33   107.63  3.000
 051  N     S11  O32   105.57  3.000
 051  O33   S11  O32   120.32  3.000
 051  N     S11  C12   106.40  3.000
 051  O33   S11  C12   107.83  3.000
 051  O32   S11  C12   108.32  3.000
 051  H     N    C1    116.88  3.000
 051  H     N    S11   113.24  3.000
 051  C1    N    S11   121.63  3.000
 051  H1    C1   C2    108.63  3.000
 051  H1    C1   C3    108.66  3.000
 051  C2    C1   C3    110.01  3.000
 051  H1    C1   N     107.47  3.000
 051  C2    C1   N     108.51  3.000
 051  C3    C1   N     113.43  3.000
 051  H32C  C3   H31C  106.40  3.000
 051  H32C  C3   C6    110.17  3.000
 051  H31C  C3   C6    109.17  3.000
 051  H32C  C3   C1    110.14  3.000
 051  H31C  C3   C1    107.75  3.000
 051  C6    C3   C1    112.96  3.000
 051  H62C  C6   H61C  106.17  3.000
 051  H62C  C6   C4    109.66  3.000
 051  H61C  C6   C4    110.70  3.000
 051  H62C  C6   C3    110.69  3.000
 051  H61C  C6   C3    109.06  3.000
 051  C4    C6   C3    110.47  3.000
 051  H4    C4   C5    108.94  3.000
 051  H4    C4   C8    106.87  3.000
 051  C5    C4   C8    111.28  3.000
 051  H4    C4   C6    107.58  3.000
 051  C5    C4   C6    111.03  3.000
 051  C8    C4   C6    110.95  3.000
 051  O3    C8   O4    122.92  3.000
 051  O3    C8   C4    125.26  3.000
 051  O4    C8   C4    111.82  3.000
 051  HA    O4   C8    110.03  3.000
 051  H52C  C5   H51C  106.39  3.000
 051  H52C  C5   C2    110.37  3.000
 051  H51C  C5   C2    109.40  3.000
 051  H52C  C5   C4    109.81  3.000
 051  H51C  C5   C4    110.06  3.000
 051  C2    C5   C4    110.72  3.000
 051  H2    C2   C7    107.34  3.000
 051  H2    C2   C5    108.94  3.000
 051  C7    C2   C5    111.63  3.000
 051  H2    C2   C1    106.88  3.000
 051  C7    C2   C1    110.14  3.000
 051  C5    C2   C1    111.69  3.000
 051  O2    C7   O1    123.23  3.000
 051  O2    C7   C2    125.10  3.000
 051  O1    C7   C2    111.67  3.000
 051  HB    O1   C7    110.15  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
 051  CONST_01  C24  C25  C26  C27    0.00   0.0  0
 051  CONST_02  C24  C29  C28  C27    0.00   0.0  0
 051  CONST_03  C29  C28  C27  C26    0.00   0.0  0
 051  CONST_04  C29  C24  C25  C26    0.00   0.0  0
 051  CONST_05  C28  C27  C26  C25    0.00   0.0  0
 051  CONST_06  C28  C29  C24  C25    0.00   0.0  0
 051  CONST_07  C14  C15  C21  C20  180.00   0.0  0
 051  CONST_08  C16  C15  C21  C20    0.00   0.0  0
 051  CONST_09  C16  C18  C19  C20    0.00   0.0  0
 051  CONST_10  C18  C19  C20  C21    0.00   0.0  0
 051  CONST_11  C13  C14  C15  C21  180.00   0.0  0
 051  CONST_12  C18  C16  C15  C21    0.00   0.0  0
 051  CONST_13  C17  C16  C15  C21  180.00   0.0  0
 051  CONST_14  C19  C20  C21  C15    0.00   0.0  0
 051  CONST_15  C12  C13  C14  C15    0.00   0.0  0
 051  CONST_16  C19  C18  C16  C15    0.00   0.0  0
 051  CONST_17  C12  C17  C16  C15    0.00   0.0  0
 051  CONST_18  C18  C16  C15  C14  180.00   0.0  0
 051  CONST_19  C17  C16  C15  C14    0.00   0.0  0
 051  CONST_20  C17  C12  C13  C14    0.00   0.0  0
 051  CONST_21  C16  C15  C14  C13    0.00   0.0  0
 051  CONST_22  C16  C17  C12  C13    0.00   0.0  0
 051  CONST_23  C17  C16  C18  C19  180.00   0.0  0
 051  CONST_24  C12  C17  C16  C18  180.00   0.0  0
 051  CONST_25  C25  C26  C27  C30  180.00   0.0  0
 051  CONST_26  C29  C28  C27  C30  180.00   0.0  0
 051  CONST_27  F25  C25  C26  C27  180.00   0.0  0
 051  CONST_28  C23  C24  C25  C26  180.00   0.0  0
 051  CONST_29  C29  C24  C25  F25  180.00   0.0  0
 051  CONST_30  C23  C24  C29  C28  180.00   0.0  0
 051  CONST_31  C15  C21  C20  O22  180.00   0.0  0
 051  CONST_32  C18  C19  C20  O22  180.00   0.0  0
 051  CONST_33  S11  C12  C13  C14  180.00   0.0  0
 051  CONST_34  S11  C12  C17  C16  180.00   0.0  0
 051  CONST_35  H29  C29  C28  C27  180.00   0.0  0
 051  CONST_36  H28  C28  C27  C26  180.00   0.0  0
 051  CONST_37  H26  C26  C27  C28  180.00   0.0  0
 051  CONST_38  H18  C18  C19  C20  180.00   0.0  0
 051  CONST_39  H19  C19  C20  C21  180.00   0.0  0
 051  CONST_40  H14  C14  C15  C21    0.00   0.0  0
 051  CONST_41  H13  C13  C14  C15  180.00   0.0  0
 051  CONST_42  H17  C17  C16  C15  180.00   0.0  0
 051  CONST_43  H21  C21  C15  C14    0.00   0.0  0
 051  CONST_44  HA   O4   C8   C4   180.00   0.0  0
 051  CONST_45  HB   O1   C7   C2   180.00   0.0  0
 051  Var_01    C4   C6   C3   C1    55.09  30.0  1
 051  Var_02    O22  C23  C24  C25  163.87  30.0  2
 051  Var_03    C21  C20  O22  C23    3.38  30.0  2
 051  Var_04    O32  S11  C12  C13   40.17  30.0  2
 051  Var_05    C1   N    S11  C12  -62.49  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
 051  chir_01  C1  N   C3  C2  negativ
 051  chir_02  C4  C6  C8  C5  negativ
 051  chir_03  C2  C7  C5  C1  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
 051  plan-1  N30  0.020
 051  plan-1  C30  0.020
 051  plan-1  C27  0.020
 051  plan-1  C26  0.020
 051  plan-1  C25  0.020
 051  plan-1  F25  0.020
 051  plan-1  C28  0.020
 051  plan-1  C29  0.020
 051  plan-1  C24  0.020
 051  plan-1  C23  0.020
 051  plan-1  H26  0.020
 051  plan-1  H28  0.020
 051  plan-1  H29  0.020
 051  plan-2  O22  0.020
 051  plan-2  C20  0.020
 051  plan-2  C21  0.020
 051  plan-2  C15  0.020
 051  plan-2  C14  0.020
 051  plan-2  C13  0.020
 051  plan-2  C19  0.020
 051  plan-2  C18  0.020
 051  plan-2  C16  0.020
 051  plan-2  C17  0.020
 051  plan-2  C12  0.020
 051  plan-2  S11  0.020
 051  plan-2  H21  0.020
 051  plan-2  H19  0.020
 051  plan-2  H14  0.020
 051  plan-2  H13  0.020
 051  plan-2  H18  0.020
 051  plan-2  H17  0.020
 051  plan-3  C2   0.020
 051  plan-3  C7   0.020
 051  plan-3  O1   0.020
 051  plan-3  O2   0.020
 051  plan-3  HB   0.020
 051  plan-4  C4   0.020
 051  plan-4  C8   0.020
 051  plan-4  O4   0.020
 051  plan-4  O3   0.020
 051  plan-4  HA   0.020

