# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 17:06:35 2022
#   Inital geometry file: a 144 line input string
#   Ligand name: (4~{S})-6-azanyl-3-methyl-4-[3-(2-methylphenyl)-5-(trifluoromethyl)phenyl]-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3C)C(=C(N)Oc4n[nH]c(C)c14)C#N
#
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
 8A0  8A0  (4~{S})-6-azanyl-3-methyl-4-[3-(2-methylphenyl)-5-(trifluoromethyl)phenyl]-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile  ligand  56  33  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8A0
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
 8A0  C5   C  CR56  0  -0.142   2.3573   0.1670   0.9532
 8A0  C6   C  CR56  0   0.458   3.2176   1.2581   0.9460
 8A0  C8   C  CSP   0   0.031   1.4035   0.4674  -2.6218
 8A0  C2   C  CR6   0   0.610   3.0098   1.5923  -1.3082
 8A0  N7   N  NH2   0  -0.836   3.4015   2.3881  -2.3092
 8A0  C16  C  CR16  0  -0.396  -0.3264  -1.7956   0.1564
 8A0  F48  F  F     0  -0.307  -1.6850  -4.2009   0.2208
 8A0  F46  F  F     0  -0.308  -3.6028  -3.2309   0.3211
 8A0  F47  F  F     0  -0.315  -2.3630  -3.3454   2.0732
 8A0  C17  C  CR6   0  -0.153  -1.6964  -1.8495   0.3902
 8A0  C18  C  CR16  0  -0.354  -2.4655  -0.6982   0.3656
 8A0  C19  C  CR6   0   0.084  -1.8622   0.5283   0.1010
 8A0  C32  C  CR6   0   0.046  -2.6486   1.7834   0.0928
 8A0  C43  C  CR16  0  -0.285  -2.2626   2.8165   0.9467
 8A0  C42  C  CR16  0  -0.260  -2.9560   4.0160   0.9825
 8A0  C41  C  CR16  0  -0.249  -4.0502   4.1946   0.1486
 8A0  C40  C  CR16  0  -0.291  -4.4318   3.1760  -0.7121
 8A0  C39  C  CR6   0   0.070  -3.7479   1.9625  -0.7597
 8A0  C50  C  CH3   0  -0.748  -4.1903   0.9055  -1.7328
 8A0  C20  C  CR16  0  -0.325  -0.4925   0.5662  -0.1295
 8A0  C15  C  CR6   0   0.212   0.2930  -0.5832  -0.1128
 8A0  C4   C  CR6   0  -0.172   1.8083  -0.4460  -0.3000
 8A0  C13  C  CH1   0  -0.217   2.5176  -1.8042  -0.5805
 8A0  C34  C  CH3   0  -0.678   2.0931  -2.4556  -1.8957
 8A0  C14  C  CH3   0  -0.663   4.0368  -1.6735  -0.5544
 8A0  C3   C  CR6   0  -0.221   2.1041   0.5642  -1.4070
 8A0  N9   N  NS    0  -0.287   0.8153   0.4195  -3.6188
 8A0  C10  C  CR5   0   0.371   2.2312  -0.1283   2.2990
 8A0  N51  N  NR15  0  -0.492   2.9980   0.7731   2.9384
 8A0  N11  N  N     0  -0.295   3.6151   1.6404   2.1307
 8A0  O1   O  O     0  -0.454   3.6430   1.9040  -0.1662
 8A0  H1   H  HNH2  0   0.421   2.9800   2.3058  -3.2189
 8A0  H2   H  HNH2  0   0.417   3.8431   3.2694  -2.1013
 8A0  H3   H  HCH3  0   0.261   1.6915  -2.1656   2.6528
 8A0  H4   H  HCH3  0   0.270   1.6533  -1.1447   4.0873
 8A0  H5   H  HCH3  0   0.263   0.3799  -1.0183   2.8737
 8A0  H6   H  HCR6  0   0.277   0.2537  -2.7068   0.1931
 8A0  H7   H  HCR6  0   0.270  -3.5281  -0.7378   0.5630
 8A0  H8   H  HCR6  0   0.251  -1.4121   2.6722   1.6024
 8A0  H9   H  HCR6  0   0.256  -2.6435   4.8028   1.6565
 8A0  H10  H  HCR6  0   0.255  -4.6014   5.1260   0.1601
 8A0  H11  H  HCR6  0   0.250  -5.2760   3.3258  -1.3748
 8A0  H12  H  HCH3  0   0.249  -4.8218   0.1533  -1.2560
 8A0  H13  H  HCH3  0   0.254  -4.7747   1.3473  -2.5388
 8A0  H14  H  HCH3  0   0.245  -3.3458   0.3802  -2.1780
 8A0  H15  H  HCR6  0   0.259  -0.0262   1.5228  -0.3338
 8A0  H16  H  HCH1  0   0.233   2.2511  -2.4791   0.2414
 8A0  H17  H  HCH3  0   0.232   2.5323  -1.9407  -2.7509
 8A0  H18  H  HCH3  0   0.243   2.4443  -3.4877  -1.9256
 8A0  H19  H  HCH3  0   0.236   1.0137  -2.4762  -2.0419
 8A0  H20  H  HCH3  0   0.238   4.4122  -1.3583   0.4185
 8A0  H21  H  HCH3  0   0.239   4.4924  -2.6383  -0.7817
 8A0  H22  H  HCH3  0   0.224   4.3911  -0.9642  -1.3051
 8A0  H23  H  HNR5  0   0.421   3.1331   0.8468   3.9344
 8A0  C12  C  CH3   0  -0.751   1.4502  -1.1675   3.0175
 8A0  C33  C  CT    0   1.055  -2.3354  -3.1556   0.7442

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
 8A0  C42  C41  aromatic  1.387  0.020  1.387
 8A0  C42  C43  aromatic  1.386  0.020  1.386
 8A0  C41  C40  aromatic  1.387  0.020  1.387
 8A0  N51  N11  aromatic  1.336  0.020  1.336
 8A0  N51  C10  aromatic  1.345  0.020  1.345
 8A0  C43  C32  aromatic  1.395  0.020  1.395
 8A0  N11  C6   aromatic  1.307  0.020  1.307
 8A0  C40  C39  aromatic  1.394  0.020  1.394
 8A0  C12  C10  single    1.485  0.020  1.485
 8A0  C10  C5   aromatic  1.384  0.020  1.384
 8A0  C32  C39  aromatic  1.403  0.020  1.403
 8A0  C32  C19  single    1.481  0.020  1.481
 8A0  C39  C50  single    1.503  0.020  1.503
 8A0  C6   C5   aromatic  1.390  0.020  1.390
 8A0  C6   O1   single    1.355  0.020  1.355
 8A0  C5   C4   single    1.499  0.020  1.499
 8A0  C20  C19  aromatic  1.389  0.020  1.389
 8A0  C20  C15  aromatic  1.392  0.020  1.392
 8A0  C19  C18  aromatic  1.392  0.020  1.392
 8A0  O1   C2   single    1.343  0.020  1.343
 8A0  C4   C15  single    1.533  0.020  1.533
 8A0  C4   C13  single    1.558  0.020  1.558
 8A0  C4   C3   single    1.528  0.020  1.528
 8A0  C15  C16  aromatic  1.388  0.020  1.388
 8A0  C18  C17  aromatic  1.385  0.020  1.385
 8A0  C14  C13  single    1.525  0.020  1.525
 8A0  C2   C3   double    1.374  0.020  1.374
 8A0  C2   N7   single    1.337  0.020  1.337
 8A0  C34  C13  single    1.528  0.020  1.528
 8A0  C3   C8   single    1.406  0.020  1.406
 8A0  C16  C17  aromatic  1.391  0.020  1.391
 8A0  C17  C33  single    1.497  0.020  1.497
 8A0  F46  C33  single    1.338  0.020  1.338
 8A0  C8   N9   triple    1.159  0.020  1.159
 8A0  C33  F47  single    1.343  0.020  1.343
 8A0  C33  F48  single    1.338  0.020  1.338
 8A0  N7   H1   single    0.890  0.020  1.040
 8A0  N7   H2   single    0.890  0.020  1.040
 8A0  C12  H3   single    0.970  0.020  1.090
 8A0  C12  H4   single    0.970  0.020  1.090
 8A0  C12  H5   single    0.970  0.020  1.090
 8A0  C16  H6   single    0.930  0.020  1.080
 8A0  C18  H7   single    0.930  0.020  1.080
 8A0  C43  H8   single    0.930  0.020  1.080
 8A0  C42  H9   single    0.930  0.020  1.080
 8A0  C41  H10  single    0.930  0.020  1.080
 8A0  C40  H11  single    0.930  0.020  1.080
 8A0  C50  H12  single    0.970  0.020  1.090
 8A0  C50  H13  single    0.970  0.020  1.090
 8A0  C50  H14  single    0.970  0.020  1.090
 8A0  C20  H15  single    0.930  0.020  1.080
 8A0  C13  H16  single    0.970  0.020  1.090
 8A0  C34  H17  single    0.970  0.020  1.090
 8A0  C34  H18  single    0.970  0.020  1.090
 8A0  C34  H19  single    0.970  0.020  1.090
 8A0  C14  H20  single    0.970  0.020  1.090
 8A0  C14  H21  single    0.970  0.020  1.090
 8A0  C14  H22  single    0.970  0.020  1.090
 8A0  N51  H23  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
 8A0  C10  C5   C4   133.83  3.000
 8A0  C4   C5   C6   122.92  3.000
 8A0  C10  C5   C6   103.24  3.000
 8A0  O1   C6   N11  120.62  3.000
 8A0  O1   C6   C5   124.97  3.000
 8A0  N11  C6   C5   114.41  3.000
 8A0  N9   C8   C3   180.00  3.000
 8A0  O1   C2   C3   123.09  3.000
 8A0  C3   C2   N7   125.78  3.000
 8A0  O1   C2   N7   111.12  3.000
 8A0  H2   N7   H1   116.22  3.000
 8A0  H2   N7   C2   119.64  3.000
 8A0  H1   N7   C2   120.36  3.000
 8A0  H6   C16  C15  120.24  3.000
 8A0  H6   C16  C17  119.36  3.000
 8A0  C15  C16  C17  120.40  3.000
 8A0  C18  C17  C33  119.52  3.000
 8A0  C33  C17  C16  119.61  3.000
 8A0  C18  C17  C16  120.79  3.000
 8A0  H7   C18  C19  119.52  3.000
 8A0  H7   C18  C17  120.79  3.000
 8A0  C19  C18  C17  119.68  3.000
 8A0  C20  C19  C32  119.96  3.000
 8A0  C20  C19  C18  118.86  3.000
 8A0  C32  C19  C18  121.16  3.000
 8A0  C39  C32  C43  119.63  3.000
 8A0  C39  C32  C19  121.85  3.000
 8A0  C43  C32  C19  118.51  3.000
 8A0  H8   C43  C42  119.50  3.000
 8A0  H8   C43  C32  119.28  3.000
 8A0  C42  C43  C32  121.22  3.000
 8A0  H9   C42  C41  120.57  3.000
 8A0  H9   C42  C43  120.06  3.000
 8A0  C41  C42  C43  119.37  3.000
 8A0  H10  C41  C40  119.90  3.000
 8A0  H10  C41  C42  120.40  3.000
 8A0  C40  C41  C42  119.70  3.000
 8A0  H11  C40  C39  118.80  3.000
 8A0  H11  C40  C41  119.49  3.000
 8A0  C39  C40  C41  121.71  3.000
 8A0  C50  C39  C40  119.34  3.000
 8A0  C50  C39  C32  122.29  3.000
 8A0  C40  C39  C32  118.36  3.000
 8A0  H14  C50  H13  107.99  3.000
 8A0  H14  C50  H12  107.13  3.000
 8A0  H13  C50  H12  107.00  3.000
 8A0  H14  C50  C39  112.05  3.000
 8A0  H13  C50  C39  110.59  3.000
 8A0  H12  C50  C39  111.84  3.000
 8A0  H15  C20  C15  119.22  3.000
 8A0  H15  C20  C19  118.66  3.000
 8A0  C15  C20  C19  122.12  3.000
 8A0  C4   C15  C20  118.84  3.000
 8A0  C4   C15  C16  122.89  3.000
 8A0  C20  C15  C16  118.15  3.000
 8A0  C3   C4   C13  110.97  3.000
 8A0  C3   C4   C15  109.82  3.000
 8A0  C13  C4   C15  113.20  3.000
 8A0  C3   C4   C5   105.34  3.000
 8A0  C13  C4   C5   109.89  3.000
 8A0  C15  C4   C5   107.25  3.000
 8A0  H16  C13  C14  106.39  3.000
 8A0  H16  C13  C34  108.38  3.000
 8A0  C14  C13  C34  109.15  3.000
 8A0  H16  C13  C4   106.92  3.000
 8A0  C34  C13  C4   113.59  3.000
 8A0  C14  C13  C4   112.07  3.000
 8A0  H19  C34  H18  107.31  3.000
 8A0  H19  C34  H17  107.62  3.000
 8A0  H18  C34  H17  107.20  3.000
 8A0  H19  C34  C13  113.50  3.000
 8A0  H18  C34  C13  109.73  3.000
 8A0  H17  C34  C13  111.21  3.000
 8A0  H22  C14  H21  107.21  3.000
 8A0  H22  C14  H20  108.31  3.000
 8A0  H21  C14  H20  107.34  3.000
 8A0  H22  C14  C13  111.54  3.000
 8A0  H21  C14  C13  109.67  3.000
 8A0  H20  C14  C13  112.54  3.000
 8A0  C4   C3   C2   124.78  3.000
 8A0  C2   C3   C8   116.25  3.000
 8A0  C4   C3   C8   118.96  3.000
 8A0  N51  C10  C12  122.59  3.000
 8A0  C12  C10  C5   131.90  3.000
 8A0  N51  C10  C5   105.51  3.000
 8A0  H23  N51  N11  119.21  3.000
 8A0  H23  N51  C10  126.53  3.000
 8A0  N11  N51  C10  114.26  3.000
 8A0  N51  N11  C6   102.57  3.000
 8A0  C2   O1   C6   116.07  3.000
 8A0  H5   C12  H4   108.05  3.000
 8A0  H5   C12  H3   107.37  3.000
 8A0  H4   C12  H3   107.86  3.000
 8A0  H5   C12  C10  110.89  3.000
 8A0  H4   C12  C10  111.25  3.000
 8A0  H3   C12  C10  111.25  3.000
 8A0  C17  C33  F47  111.49  3.000
 8A0  F47  C33  F46  106.59  3.000
 8A0  C17  C33  F46  112.25  3.000
 8A0  F47  C33  F48  106.66  3.000
 8A0  F46  C33  F48  107.02  3.000
 8A0  C17  C33  F48  112.45  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
 8A0  CONST_01  N11  N51  C10  C5      0.00   0.0  0
 8A0  CONST_02  N51  N11  C6   C5      0.00   0.0  0
 8A0  CONST_03  C10  N51  N11  C6      0.00   0.0  0
 8A0  CONST_04  N51  C10  C5   C6      0.00   0.0  0
 8A0  CONST_05  C19  C20  C15  C16     0.00   0.0  0
 8A0  CONST_06  C19  C18  C17  C16     0.00   0.0  0
 8A0  CONST_07  C32  C19  C18  C17   180.00   0.0  0
 8A0  CONST_08  C20  C19  C18  C17     0.00   0.0  0
 8A0  CONST_09  C20  C15  C16  C17     0.00   0.0  0
 8A0  CONST_12  C15  C20  C19  C18     0.00   0.0  0
 8A0  CONST_13  C15  C16  C17  C18     0.00   0.0  0
 8A0  CONST_14  C42  C43  C32  C19   180.00   0.0  0
 8A0  CONST_15  C40  C39  C32  C19   180.00   0.0  0
 8A0  CONST_16  C41  C42  C43  C32     0.00   0.0  0
 8A0  CONST_17  C41  C40  C39  C32     0.00   0.0  0
 8A0  CONST_18  C15  C20  C19  C32   180.00   0.0  0
 8A0  CONST_19  C40  C41  C42  C43     0.00   0.0  0
 8A0  CONST_20  C40  C39  C32  C43     0.00   0.0  0
 8A0  CONST_22  C39  C40  C41  C42     0.00   0.0  0
 8A0  CONST_23  C39  C32  C43  C42     0.00   0.0  0
 8A0  CONST_25  N11  C6   C5   C10     0.00   0.0  0
 8A0  CONST_26  C4   C15  C16  C17   180.00   0.0  0
 8A0  CONST_27  C4   C15  C20  C19   180.00   0.0  0
 8A0  CONST_28  C12  C10  C5   C6    180.00   0.0  0
 8A0  CONST_29  N11  N51  C10  C12   180.00   0.0  0
 8A0  CONST_30  C4   C5   C10  C12     0.00   0.0  0
 8A0  CONST_31  C19  C18  C17  C33   180.00   0.0  0
 8A0  CONST_32  C15  C16  C17  C33   180.00   0.0  0
 8A0  CONST_33  C50  C39  C32  C19     0.00   0.0  0
 8A0  CONST_34  C50  C39  C32  C43   180.00   0.0  0
 8A0  CONST_35  C50  C39  C40  C41   180.00   0.0  0
 8A0  CONST_36  H23  N51  C10  C5    180.00   0.0  0
 8A0  CONST_37  H15  C20  C15  C16   180.00   0.0  0
 8A0  CONST_38  H7   C18  C17  C16   180.00   0.0  0
 8A0  CONST_39  H6   C16  C17  C18   180.00   0.0  0
 8A0  CONST_40  H8   C43  C32  C19     0.00   0.0  0
 8A0  CONST_41  H9   C42  C43  C32   180.00   0.0  0
 8A0  CONST_42  H11  C40  C39  C32   180.00   0.0  0
 8A0  CONST_43  H10  C41  C42  C43   180.00   0.0  0
 8A0  Var_01    C3   C2   O1   C6     -8.22  30.0  1
 8A0  Var_02    N11  C6   O1   C2   -168.98  30.0  1
 8A0  Var_03    O1   C2   C3   C4     -6.98  30.0  1
 8A0  Var_04    F46  C33  C17  C16  -149.70  30.0  2
 8A0  Var_05    H3   C12  C10  C5     55.56  30.0  2
 8A0  Var_06    H12  C50  C39  C32    82.76  30.0  2
 8A0  Var_07    H1   N7   C2   C3      4.42  30.0  2
 8A0  Var_08    H20  C14  C13  C4     62.12  30.0  3
 8A0  Var_09    H17  C34  C13  C4     74.25  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
 8A0  chir_01  C4  C15  C5  C3  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
 8A0  plan-1  C19  0.020
 8A0  plan-1  C32  0.020
 8A0  plan-1  C43  0.020
 8A0  plan-1  C42  0.020
 8A0  plan-1  C41  0.020
 8A0  plan-1  C40  0.020
 8A0  plan-1  C39  0.020
 8A0  plan-1  C50  0.020
 8A0  plan-1  H8   0.020
 8A0  plan-1  H9   0.020
 8A0  plan-1  H10  0.020
 8A0  plan-1  H11  0.020
 8A0  plan-2  C16  0.020
 8A0  plan-2  C17  0.020
 8A0  plan-2  C18  0.020
 8A0  plan-2  C19  0.020
 8A0  plan-2  C32  0.020
 8A0  plan-2  C20  0.020
 8A0  plan-2  C15  0.020
 8A0  plan-2  C4   0.020
 8A0  plan-2  H6   0.020
 8A0  plan-2  H7   0.020
 8A0  plan-2  H15  0.020
 8A0  plan-2  C33  0.020
 8A0  plan-3  C5   0.020
 8A0  plan-3  C6   0.020
 8A0  plan-3  C4   0.020
 8A0  plan-3  C10  0.020
 8A0  plan-3  N51  0.020
 8A0  plan-3  N11  0.020
 8A0  plan-3  O1   0.020
 8A0  plan-3  H23  0.020
 8A0  plan-3  C12  0.020

