# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 22 00:29:58 2020
#   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  58  37  .  2021-08-03  2021-08-03  
;
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  -0.245  -11.5775   1.5550  -1.1487
 051  C30   C  CSP    0   0.062  -10.5293   1.2415  -0.7884
 051  C27   C  CR6    0   0.009   -9.2292   0.8524  -0.3466
 051  C26   C  CR16   0  -0.391   -9.0108   0.6038   1.0075
 051  C25   C  CR6    0   0.564   -7.7464   0.2294   1.3970
 051  F25   F  F      0  -0.300   -7.5219  -0.0148   2.6953
 051  C28   C  CR16   0  -0.235   -8.1930   0.7232  -1.2662
 051  C29   C  CR16   0  -0.276   -6.9326   0.3449  -0.8317
 051  C24   C  CR6    0  -0.147   -6.6845   0.0903   0.5122
 051  C23   C  CH2    0  -0.190   -5.3465  -0.3295   1.0473
 051  O22   O  O2     0  -0.481   -4.4227  -0.3385  -0.0131
 051  C20   C  C      0   0.429   -3.1452  -0.6921   0.2273
 051  C21   C  C1     0  -0.436   -2.2904  -0.6811  -0.8516
 051  C15   C  CR6    0   0.151   -0.9392  -1.0339  -0.6954
 051  C14   C  CR16   0  -0.311   -0.0330  -1.0270  -1.7880
 051  C13   C  CR16   0  -0.234    1.2737  -1.3750  -1.6179
 051  C19   C  C1     0  -0.373   -2.6706  -1.0602   1.5069
 051  C18   C  C1     0  -0.290   -1.3569  -1.4061   1.6719
 051  C16   C  CR6    0   0.113   -0.4574  -1.4038   0.5868
 051  C17   C  CR16   0  -0.294    0.9010  -1.7582   0.7459
 051  C12   C  CR6    0  -0.221    1.7371  -1.7472  -0.3337
 051  S11   S  S      0   1.374    3.4469  -2.1815  -0.1465
 051  O32   O  OS     0  -0.665    3.6374  -2.6023   1.2358
 051  O33   O  OS     0  -0.680    3.7857  -3.1197  -1.2106
 051  N     N  NC1    0  -0.758    4.3108  -0.8354  -0.4417
 051  C1    C  CH1    0  -0.096    4.0081   0.4139   0.2751
 051  C3    C  CH2    0  -0.418    4.6296   0.4575   1.6665
 051  C6    C  CH2    0  -0.411    6.1512   0.4619   1.6295
 051  C4    C  CH1    0  -0.386    6.6921   1.6128   0.7813
 051  C8    C  C      0   0.427    8.2355   1.6468   0.7761
 051  O4    O  OC    -1  -0.621    8.7975   1.4991   1.8823
 051  O3    O  O      0  -0.605    8.8123   1.8376  -0.3137
 051  C5    C  CH2    0  -0.390    6.0773   1.5829  -0.6139
 051  C2    C  CH1    0  -0.402    4.5428   1.5796  -0.5754
 051  C7    C  C      0   0.466    3.9844   1.6015  -2.0092
 051  O1    O  OC    -1  -0.609    4.0971   0.5293  -2.6694
 051  O2    O  O      0  -0.582    3.5052   2.6596  -2.4401
 051  H26   H  HCR6   0   0.305   -9.8044   0.6993   1.7360
 051  H28   H  HCR6   0   0.289   -8.3686   0.9156  -2.3151
 051  H29   H  HCR6   0   0.283   -6.1389   0.2495  -1.5577
 051  H231  H  HCH2   0   0.264   -5.0300   0.3631   1.8360
 051  H232  H  HCH2   0   0.265   -5.4299  -1.3242   1.5014
 051  H21   H  H      0   0.269   -2.6609  -0.3971  -1.8293
 051  H19   H  H      0   0.294   -3.3267  -1.0748   2.3659
 051  H14   H  HCR6   0   0.265   -0.3917  -0.7377  -2.7678
 051  H13   H  HCR6   0   0.275    1.9529  -1.3495  -2.4595
 051  H18   H  H      0   0.271   -0.9991  -1.6868   2.6546
 051  H17   H  HCR6   0   0.279    1.2590  -2.0383   1.7283
 051  H     H  HNC1   0   0.418    4.3209  -0.6073  -1.4637
 051  H1    H  HCH1   0   0.247    2.9206   0.5390   0.3747
 051  H31C  H  HCH2   0   0.214    4.2724   1.3723   2.1515
 051  H32C  H  HCH2   0   0.235    4.2605  -0.3720   2.2707
 051  H2    H  HCH1   0   0.223    4.2138   2.4922  -0.0692
 051  H61C  H  HCH2   0   0.219    6.5396   0.5358   2.6458
 051  H62C  H  HCH2   0   0.204    6.5063  -0.4929   1.2278
 051  H4    H  HCH1   0   0.209    6.3669   2.5474   1.2649
 051  H51C  H  HCH2   0   0.219    6.4140   2.4516  -1.1838
 051  H52C  H  HCH2   0   0.205    6.4385   0.7046  -1.1554

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  1.394  0.020  1.394
 051  C27  C28   aromatic  1.391  0.020  1.391
 051  C26  C25   aromatic  1.375  0.020  1.375
 051  C25  F25   single    1.340  0.020  1.340
 051  C25  C24   aromatic  1.389  0.020  1.389
 051  C28  C29   aromatic  1.386  0.020  1.386
 051  C29  C24   aromatic  1.390  0.020  1.390
 051  C24  C23   single    1.501  0.020  1.501
 051  C23  O22   single    1.406  0.020  1.406
 051  O22  C20   single    1.347  0.020  1.347
 051  C20  C21   aromatic  1.377  0.020  1.377
 051  C20  C19   aromatic  1.414  0.020  1.414
 051  C21  C15   aromatic  1.405  0.020  1.405
 051  C15  C14   aromatic  1.419  0.020  1.419
 051  C15  C16   aromatic  1.419  0.020  1.419
 051  C14  C13   aromatic  1.363  0.020  1.363
 051  C13  C12   aromatic  1.415  0.020  1.415
 051  C19  C18   aromatic  1.369  0.020  1.369
 051  C18  C16   aromatic  1.410  0.020  1.410
 051  C16  C17   aromatic  1.413  0.020  1.413
 051  C17  C12   aromatic  1.366  0.020  1.366
 051  C12  S11   single    1.774  0.020  1.774
 051  S11  O32   double    1.457  0.020  1.457
 051  S11  O33   double    1.459  0.020  1.459
 051  S11  N     single    1.626  0.020  1.626
 051  N    C1    single    1.472  0.020  1.472
 051  C1   C3    single    1.525  0.020  1.525
 051  C1   C2    single    1.539  0.020  1.539
 051  C3   C6    single    1.522  0.020  1.522
 051  C6   C4    single    1.529  0.020  1.529
 051  C4   C8    single    1.544  0.020  1.544
 051  C4   C5    single    1.525  0.020  1.525
 051  C8   O4    deloc     1.249  0.020  1.249
 051  C8   O3    deloc     1.248  0.020  1.248
 051  C5   C2    single    1.535  0.020  1.535
 051  C2   C7    single    1.539  0.020  1.539
 051  C7   O1    deloc     1.264  0.020  1.264
 051  C7   O2    deloc     1.239  0.020  1.239
 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

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   120.58  3.000
 051  C28   C27  C30   119.95  3.000
 051  C26   C27  C30   119.47  3.000
 051  H26   C26  C25   120.53  3.000
 051  H26   C26  C27   121.58  3.000
 051  C25   C26  C27   117.89  3.000
 051  C24   C25  F25   118.08  3.000
 051  C24   C25  C26   123.35  3.000
 051  F25   C25  C26   118.57  3.000
 051  H28   C28  C29   120.04  3.000
 051  H28   C28  C27   120.25  3.000
 051  C29   C28  C27   119.70  3.000
 051  H29   C29  C24   120.17  3.000
 051  H29   C29  C28   118.81  3.000
 051  C24   C29  C28   121.02  3.000
 051  C23   C24  C29   123.71  3.000
 051  C23   C24  C25   118.84  3.000
 051  C29   C24  C25   117.45  3.000
 051  H232  C23  H231  107.29  3.000
 051  H232  C23  O22   110.88  3.000
 051  H231  C23  O22   110.90  3.000
 051  H232  C23  C24   109.48  3.000
 051  H231  C23  C24   109.70  3.000
 051  O22   C23  C24   108.57  3.000
 051  C20   O22  C23   119.34  3.000
 051  C19   C20  C21   120.21  3.000
 051  C19   C20  O22   123.24  3.000
 051  C21   C20  O22   116.55  3.000
 051  H21   C21  C15   119.67  3.000
 051  H21   C21  C20   119.80  3.000
 051  C15   C21  C20   120.53  3.000
 051  C16   C15  C14   118.69  3.000
 051  C16   C15  C21   119.50  3.000
 051  C14   C15  C21   121.81  3.000
 051  H14   C14  C13   119.92  3.000
 051  H14   C14  C15   119.10  3.000
 051  C13   C14  C15   120.98  3.000
 051  H13   C13  C12   120.43  3.000
 051  H13   C13  C14   119.92  3.000
 051  C12   C13  C14   119.63  3.000
 051  H19   C19  C18   118.91  3.000
 051  H19   C19  C20   121.28  3.000
 051  C18   C19  C20   119.82  3.000
 051  H18   C18  C16   119.23  3.000
 051  H18   C18  C19   119.48  3.000
 051  C16   C18  C19   121.29  3.000
 051  C17   C16  C18   121.77  3.000
 051  C17   C16  C15   119.58  3.000
 051  C18   C16  C15   118.65  3.000
 051  H17   C17  C12   121.14  3.000
 051  H17   C17  C16   119.02  3.000
 051  C12   C17  C16   119.84  3.000
 051  S11   C12  C17   120.31  3.000
 051  S11   C12  C13   118.41  3.000
 051  C17   C12  C13   121.27  3.000
 051  N     S11  O33   106.05  3.000
 051  N     S11  O32   109.98  3.000
 051  O33   S11  O32   118.42  3.000
 051  N     S11  C12   106.87  3.000
 051  O33   S11  C12   107.72  3.000
 051  O32   S11  C12   107.26  3.000
 051  H     N    C1    107.00  3.000
 051  H     N    S11   111.26  3.000
 051  C1    N    S11   120.32  3.000
 051  H1    C1   C2    107.92  3.000
 051  H1    C1   C3    108.50  3.000
 051  C2    C1   C3    109.94  3.000
 051  H1    C1   N     110.13  3.000
 051  C2    C1   N     107.60  3.000
 051  C3    C1   N     112.64  3.000
 051  H32C  C3   H31C  106.23  3.000
 051  H32C  C3   C6    110.73  3.000
 051  H31C  C3   C6    109.54  3.000
 051  H32C  C3   C1    110.24  3.000
 051  H31C  C3   C1    107.16  3.000
 051  C6    C3   C1    112.67  3.000
 051  H62C  C6   H61C  106.58  3.000
 051  H62C  C6   C4    109.77  3.000
 051  H61C  C6   C4    109.89  3.000
 051  H62C  C6   C3    109.31  3.000
 051  H61C  C6   C3    109.48  3.000
 051  C4    C6   C3    111.68  3.000
 051  H4    C4   C5    107.41  3.000
 051  H4    C4   C8    106.14  3.000
 051  C5    C4   C8    113.60  3.000
 051  H4    C4   C6    106.90  3.000
 051  C5    C4   C6    110.51  3.000
 051  C8    C4   C6    111.85  3.000
 051  O3    C8   O4    125.69  3.000
 051  O3    C8   C4    117.94  3.000
 051  O4    C8   C4    116.36  3.000
 051  H52C  C5   H51C  106.18  3.000
 051  H52C  C5   C2    109.94  3.000
 051  H51C  C5   C2    108.85  3.000
 051  H52C  C5   C4    109.62  3.000
 051  H51C  C5   C4    109.73  3.000
 051  C2    C5   C4    112.34  3.000
 051  H2    C2   C7    108.06  3.000
 051  H2    C2   C5    108.08  3.000
 051  C7    C2   C5    109.84  3.000
 051  H2    C2   C1    105.76  3.000
 051  C7    C2   C1    113.55  3.000
 051  C5    C2   C1    111.27  3.000
 051  O2    C7   O1    125.25  3.000
 051  O2    C7   C2    118.46  3.000
 051  O1    C7   C2    116.24  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  Var_01    C4   C6   C3   C1     55.71  30.0  1
 051  Var_02    O22  C23  C24  C25  -177.15  30.0  2
 051  Var_03    C21  C20  O22  C23   179.99  30.0  2
 051  Var_04    O32  S11  C12  C13  -176.40  30.0  2
 051  Var_05    C1   N    S11  C12    52.66  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-4  C4   0.020
 051  plan-4  C8   0.020
 051  plan-4  O4   0.020
 051  plan-4  O3   0.020

