# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 06:53:52 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: 3-fluoro-4-{[(2R)-2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CCC(C)(C)c2cc(ccc12)[C@@H](O)C(=O)Nc3ccc(cc3F)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
 394  394  '3-fluoro-4-{[(2R)-2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetyl]amino}benzoic acid'  ligand  55  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_394
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
 394  C1    C  CR6   0   0.498  -0.7561  -0.4359   2.4769
 394  C2    C  CR16  0  -0.414  -1.4620  -0.0582   3.5894
 394  C3    C  CR6   0  -0.086  -0.7715   0.4850   4.6725
 394  C4    C  CR16  0  -0.257   0.6092   0.6233   4.5921
 394  C5    C  CR16  0  -0.296   1.3082   0.2368   3.4613
 394  C6    C  CR6   0   0.238   0.6308  -0.3040   2.3681
 394  C7    C  C     0   0.540  -1.4652   0.9233   5.9051
 394  C8    C  CR16  0  -0.388   0.7764  -1.1814  -2.1032
 394  C9    C  CR6   0   0.085   1.8838  -0.5085  -1.6189
 394  C10   C  CR16  0  -0.294   2.0987   0.8041  -2.0270
 394  C11   C  CR16  0  -0.294   1.2060   1.3958  -2.8964
 394  C12   C  CR6   0   0.122   0.0756   0.7286  -3.3854
 394  C13   C  CT    0  -0.172  -0.8670   1.4760  -4.3204
 394  C14   C  CH2   0  -0.422  -1.8076   0.4898  -5.0183
 394  C15   C  CH2   0  -0.427  -2.4136  -0.5074  -4.0518
 394  C16   C  CT    0  -0.171  -1.3603  -1.4075  -3.3984
 394  C17   C  CR6   0   0.158  -0.1547  -0.5847  -2.9610
 394  C18   C  CH3   0  -0.649  -2.0184  -2.0887  -2.1917
 394  C19   C  CH3   0  -0.635  -0.9023  -2.4870  -4.3897
 394  C20   C  CH3   0  -0.647  -0.0893   2.2314  -5.4046
 394  C21   C  CH3   0  -0.636  -1.6731   2.4915  -3.4969
 394  C22   C  CH1   0  -0.116   2.8008  -1.1628  -0.6135
 394  C23   C  C     0   0.505   2.5067  -0.6075   0.7890
 394  N6    N  NH1   0  -0.733   1.2171  -0.7247   1.1823
 394  F1    F  F     0  -0.312  -1.4166  -0.9604   1.4297
 394  O22   O  OH1   0  -0.660   4.1414  -0.9499  -0.9215
 394  O23   O  O     0  -0.449   3.3991  -0.1165   1.4521
 394  O71   O  O     0  -0.437  -0.8994   1.4002   6.8596
 394  O72   O  OH1   0  -0.593  -2.7766   0.7403   5.8509
 394  H2    H  HCR6  0   0.295  -2.5354  -0.1892   3.5965
 394  H4    H  HCR6  0   0.275   1.1588   1.0406   5.4243
 394  H5    H  HCR6  0   0.300   2.3777   0.3594   3.4372
 394  H8    H  HCR6  0   0.255   0.6299  -2.2132  -1.8008
 394  H10   H  HCR6  0   0.252   2.9536   1.3638  -1.6685
 394  H11   H  HCR6  0   0.246   1.3933   2.4175  -3.2009
 394  H141  H  HCH2  0   0.233  -2.5944   1.0494  -5.5322
 394  H142  H  HCH2  0   0.227  -1.2556  -0.0429  -5.7998
 394  H151  H  HCH2  0   0.228  -2.9700   0.0234  -3.2726
 394  H152  H  HCH2  0   0.233  -3.1456  -1.1387  -4.5631
 394  H181  H  HCH3  0   0.229  -1.3911  -2.8611  -1.7462
 394  H182  H  HCH3  0   0.228  -2.2609  -1.3615  -1.4148
 394  H183  H  HCH3  0   0.232  -2.9482  -2.5697  -2.5026
 394  H191  H  HCH3  0   0.230  -0.1531  -3.1436  -3.9433
 394  H192  H  HCH3  0   0.226  -1.7495  -3.1077  -4.6911
 394  H193  H  HCH3  0   0.231  -0.4652  -2.0570  -5.2920
 394  H201  H  HCH3  0   0.230   0.5415   3.0223  -4.9978
 394  H202  H  HCH3  0   0.229   0.5440   1.5552  -5.9810
 394  H203  H  HCH3  0   0.231  -0.7894   2.7044  -6.0963
 394  H211  H  HCH3  0   0.231  -1.0135   3.1965  -2.9888
 394  H212  H  HCH3  0   0.226  -2.3370   3.0665  -4.1458
 394  H213  H  HCH3  0   0.230  -2.2846   2.0096  -2.7332
 394  H22   H  HCH1  0   0.276   2.5756  -2.2398  -0.5793
 394  HN6   H  HNH1  0   0.425   0.5844  -1.1248   0.5035
 394  HO22  H  HOH1  0   0.453   4.5677  -0.5756  -0.1369
 394  HO27  H  HOH1  0   0.490  -3.1898   1.0488   6.6710

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
 394  C1   C2    aromatic  1.371  0.020  1.371
 394  C1   C6    aromatic  1.397  0.020  1.397
 394  C1   F1    single    1.345  0.020  1.345
 394  C2   C3    aromatic  1.395  0.020  1.395
 394  C2   H2    single    0.930  0.020  1.080
 394  C3   C4    aromatic  1.390  0.020  1.390
 394  C3   C7    single    1.481  0.020  1.481
 394  C4   C5    aromatic  1.384  0.020  1.384
 394  C4   H4    single    0.930  0.020  1.080
 394  C5   C6    aromatic  1.395  0.020  1.395
 394  C5   H5    single    0.930  0.020  1.080
 394  C6   N6    single    1.388  0.020  1.388
 394  C7   O71   double    1.208  0.020  1.208
 394  C7   O72   single    1.325  0.020  1.325
 394  C8   C9    aromatic  1.383  0.020  1.383
 394  C8   C17   aromatic  1.400  0.020  1.400
 394  C8   H8    single    0.930  0.020  1.080
 394  C9   C10   aromatic  1.391  0.020  1.391
 394  C9   C22   single    1.510  0.020  1.510
 394  C10  C11   aromatic  1.379  0.020  1.379
 394  C10  H10   single    0.930  0.020  1.080
 394  C11  C12   aromatic  1.401  0.020  1.401
 394  C11  H11   single    0.930  0.020  1.080
 394  C12  C13   single    1.524  0.020  1.524
 394  C12  C17   aromatic  1.399  0.020  1.399
 394  C13  C14   single    1.531  0.020  1.531
 394  C13  C20   single    1.533  0.020  1.533
 394  C13  C21   single    1.536  0.020  1.536
 394  C14  C15   single    1.515  0.020  1.515
 394  C14  H141  single    0.970  0.020  1.090
 394  C14  H142  single    0.970  0.020  1.090
 394  C15  C16   single    1.532  0.020  1.532
 394  C15  H151  single    0.970  0.020  1.090
 394  C15  H152  single    0.970  0.020  1.090
 394  C16  C17   single    1.524  0.020  1.524
 394  C16  C18   single    1.534  0.020  1.534
 394  C16  C19   single    1.535  0.020  1.535
 394  C18  H181  single    0.970  0.020  1.090
 394  C18  H182  single    0.970  0.020  1.090
 394  C18  H183  single    0.970  0.020  1.090
 394  C19  H191  single    0.970  0.020  1.090
 394  C19  H192  single    0.970  0.020  1.090
 394  C19  H193  single    0.970  0.020  1.090
 394  C20  H201  single    0.970  0.020  1.090
 394  C20  H202  single    0.970  0.020  1.090
 394  C20  H203  single    0.970  0.020  1.090
 394  C21  H211  single    0.970  0.020  1.090
 394  C21  H212  single    0.970  0.020  1.090
 394  C21  H213  single    0.970  0.020  1.090
 394  C22  C23   single    1.537  0.020  1.537
 394  C22  O22   single    1.392  0.020  1.392
 394  C22  H22   single    0.970  0.020  1.090
 394  C23  N6    single    1.353  0.020  1.353
 394  C23  O23   double    1.215  0.020  1.215
 394  N6   HN6   single    0.860  0.020  1.020
 394  O22  HO22  single    0.850  0.020  0.980
 394  O72  HO27  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
 394  F1    C1   C6    117.63  3.000
 394  F1    C1   C2    119.12  3.000
 394  C6    C1   C2    123.26  3.000
 394  H2    C2   C3    122.25  3.000
 394  H2    C2   C1    118.90  3.000
 394  C3    C2   C1    118.86  3.000
 394  C7    C3   C4    118.95  3.000
 394  C7    C3   C2    121.99  3.000
 394  C4    C3   C2    119.06  3.000
 394  H4    C4   C5    118.67  3.000
 394  H4    C4   C3    119.93  3.000
 394  C5    C4   C3    121.40  3.000
 394  H5    C5   C6    120.58  3.000
 394  H5    C5   C4    119.21  3.000
 394  C6    C5   C4    120.20  3.000
 394  N6    C6   C5    125.57  3.000
 394  N6    C6   C1    117.21  3.000
 394  C5    C6   C1    117.22  3.000
 394  O72   C7   O71   123.40  3.000
 394  O72   C7   C3    112.87  3.000
 394  O71   C7   C3    123.73  3.000
 394  H8    C8   C17   119.10  3.000
 394  H8    C8   C9    118.23  3.000
 394  C17   C8   C9    122.67  3.000
 394  C22   C9   C10   120.69  3.000
 394  C22   C9   C8    120.56  3.000
 394  C10   C9   C8    118.68  3.000
 394  H10   C10  C11   119.86  3.000
 394  H10   C10  C9    120.83  3.000
 394  C11   C10  C9    119.31  3.000
 394  H11   C11  C12   119.41  3.000
 394  H11   C11  C10   118.04  3.000
 394  C12   C11  C10   122.55  3.000
 394  C17   C12  C13   123.01  3.000
 394  C17   C12  C11   118.29  3.000
 394  C13   C12  C11   118.67  3.000
 394  C21   C13  C20   108.64  3.000
 394  C21   C13  C14   110.36  3.000
 394  C20   C13  C14   107.85  3.000
 394  C21   C13  C12   108.66  3.000
 394  C20   C13  C12   111.21  3.000
 394  C14   C13  C12   110.11  3.000
 394  H142  C14  H141  106.03  3.000
 394  H142  C14  C15   109.67  3.000
 394  H141  C14  C15   110.41  3.000
 394  H142  C14  C13   109.20  3.000
 394  H141  C14  C13   109.06  3.000
 394  C15   C14  C13   112.26  3.000
 394  H152  C15  H151  105.81  3.000
 394  H152  C15  C16   108.69  3.000
 394  H151  C15  C16   109.32  3.000
 394  H152  C15  C14   110.45  3.000
 394  H151  C15  C14   109.77  3.000
 394  C16   C15  C14   112.57  3.000
 394  C19   C16  C18   108.88  3.000
 394  C19   C16  C17   109.20  3.000
 394  C18   C16  C17   110.69  3.000
 394  C19   C16  C15   110.05  3.000
 394  C18   C16  C15   107.55  3.000
 394  C17   C16  C15   110.44  3.000
 394  C16   C17  C12   123.36  3.000
 394  C16   C17  C8    118.18  3.000
 394  C12   C17  C8    118.46  3.000
 394  H183  C18  H182  107.88  3.000
 394  H183  C18  H181  107.12  3.000
 394  H182  C18  H181  108.00  3.000
 394  H183  C18  C16   109.68  3.000
 394  H182  C18  C16   111.06  3.000
 394  H181  C18  C16   112.90  3.000
 394  H193  C19  H192  107.84  3.000
 394  H193  C19  H191  107.48  3.000
 394  H192  C19  H191  107.65  3.000
 394  H193  C19  C16   112.11  3.000
 394  H192  C19  C16   110.25  3.000
 394  H191  C19  C16   111.32  3.000
 394  H203  C20  H202  107.81  3.000
 394  H203  C20  H201  107.04  3.000
 394  H202  C20  H201  108.10  3.000
 394  H203  C20  C13   109.65  3.000
 394  H202  C20  C13   111.26  3.000
 394  H201  C20  C13   112.77  3.000
 394  H213  C21  H212  107.93  3.000
 394  H213  C21  H211  107.36  3.000
 394  H212  C21  H211  107.70  3.000
 394  H213  C21  C13   112.18  3.000
 394  H212  C21  C13   110.40  3.000
 394  H211  C21  C13   111.08  3.000
 394  H22   C22  O22   110.70  3.000
 394  H22   C22  C23   106.62  3.000
 394  O22   C22  C23   109.33  3.000
 394  H22   C22  C9    108.69  3.000
 394  O22   C22  C9    111.79  3.000
 394  C23   C22  C9    109.57  3.000
 394  O23   C23  N6    125.17  3.000
 394  O23   C23  C22   120.23  3.000
 394  N6    C23  C22   114.60  3.000
 394  HN6   N6   C23   115.83  3.000
 394  HN6   N6   C6    115.42  3.000
 394  C23   N6   C6    128.65  3.000
 394  HO22  O22  C22   107.69  3.000
 394  HO27  O72  C7    110.08  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
 394  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 394  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 394  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 394  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 394  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 394  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 394  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 394  CONST_08  C11   C12  C17  C8      0.00   0.0  0
 394  CONST_09  C12   C17  C8   C9      0.00   0.0  0
 394  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 394  CONST_11  C17   C8   C9   C10     0.00   0.0  0
 394  CONST_12  C17   C12  C11  C10     0.00   0.0  0
 394  CONST_13  C7    C3   C2   C1    180.00   0.0  0
 394  CONST_14  N6    C6   C1   C2    180.00   0.0  0
 394  CONST_15  F1    C1   C2   C3    180.00   0.0  0
 394  CONST_16  N6    C6   C5   C4    180.00   0.0  0
 394  CONST_17  C7    C3   C4   C5    180.00   0.0  0
 394  CONST_18  F1    C1   C6   C5    180.00   0.0  0
 394  CONST_19  C22   C9   C10  C11   180.00   0.0  0
 394  CONST_20  C22   C9   C8   C17   180.00   0.0  0
 394  CONST_21  H5    C5   C6   C1    180.00   0.0  0
 394  CONST_22  H4    C4   C3   C2    180.00   0.0  0
 394  CONST_23  H2    C2   C3   C4    180.00   0.0  0
 394  CONST_24  H10   C10  C9   C8    180.00   0.0  0
 394  CONST_25  H11   C11  C10  C9    180.00   0.0  0
 394  CONST_26  H8    C8   C9   C10   180.00   0.0  0
 394  CONST_27  C23   N6   C6   C1    180.00   0.0  0
 394  CONST_28  C23   N6   C6   C5      0.00   0.0  0
 394  CONST_29  HN6   N6   C6   C1      0.00   0.0  0
 394  CONST_30  C22   C23  N6   C6    180.00   0.0  0
 394  CONST_31  O23   C23  N6   C6      0.00   0.0  0
 394  CONST_32  HO27  O72  C7   C3    180.00   0.0  0
 394  Var_01    C15   C16  C17  C8    166.89  30.0  1
 394  Var_02    C14   C13  C12  C11   165.24  30.0  1
 394  Var_03    C15   C14  C13  C12    46.60  30.0  1
 394  Var_04    C16   C15  C14  C13   -63.32  30.0  1
 394  Var_05    C17   C16  C15  C14    43.97  30.0  1
 394  Var_06    O71   C7   C3   C2   -179.83  30.0  2
 394  Var_07    H201  C20  C13  C12   -64.42  30.0  3
 394  Var_08    H211  C21  C13  C12    58.80  30.0  3
 394  Var_09    H181  C18  C16  C15   171.62  30.0  3
 394  Var_10    H191  C19  C16  C15  -179.78  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
 394  chir_01  C22  C9  C23  O22  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
 394  plan-1  C1    0.020
 394  plan-1  C2    0.020
 394  plan-1  C3    0.020
 394  plan-1  C4    0.020
 394  plan-1  C5    0.020
 394  plan-1  C6    0.020
 394  plan-1  C7    0.020
 394  plan-1  N6    0.020
 394  plan-1  F1    0.020
 394  plan-1  H2    0.020
 394  plan-1  H4    0.020
 394  plan-1  H5    0.020
 394  plan-2  C8    0.020
 394  plan-2  C9    0.020
 394  plan-2  C10   0.020
 394  plan-2  C11   0.020
 394  plan-2  C12   0.020
 394  plan-2  C13   0.020
 394  plan-2  C16   0.020
 394  plan-2  C17   0.020
 394  plan-2  C22   0.020
 394  plan-2  H8    0.020
 394  plan-2  H10   0.020
 394  plan-2  H11   0.020
 394  plan-3  C6    0.020
 394  plan-3  C22   0.020
 394  plan-3  C23   0.020
 394  plan-3  N6    0.020
 394  plan-3  O23   0.020
 394  plan-3  HN6   0.020
 394  plan-4  C3    0.020
 394  plan-4  C7    0.020
 394  plan-4  O71   0.020
 394  plan-4  O72   0.020
 394  plan-4  HO27  0.020

