# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:55:08 2020
#   Inital geometry file: a 159 line input string
#   Ligand name: 3-[3-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3cccc(CCC(O)=O)c3)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
 GCF  GCF  '3-[3-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]phenyl]propanoic acid'  ligand  61  37  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GCF
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
 GCF  O61  O  OC    -1  -0.629  -7.2074  -2.5680  -2.7995
 GCF  C51  C  C      0   0.414  -7.0783  -1.8009  -1.8229
 GCF  O58  O  O      0  -0.607  -7.9038  -0.9514  -1.4347
 GCF  C50  C  CH2    0  -0.577  -5.7601  -1.9329  -1.0383
 GCF  C49  C  CH2    0  -0.501  -5.6162  -1.0043   0.1649
 GCF  C42  C  CR6    0   0.158  -4.2914  -1.1888   0.8505
 GCF  C41  C  CR16   0  -0.380  -3.2167  -0.3564   0.5554
 GCF  C43  C  CR16   0  -0.319  -4.0910  -2.2314   1.7540
 GCF  C44  C  CR16   0  -0.225  -2.8493  -2.4325   2.3393
 GCF  C45  C  CR16   0  -0.327  -1.7857  -1.5961   2.0329
 GCF  C34  C  CR6    0   0.102  -1.9620  -0.5442   1.1350
 GCF  C20  C  C      0   0.131  -0.8421   0.3607   0.8071
 GCF  C19  C  C1     0  -0.386  -1.0501   1.7370   0.7084
 GCF  C18  C  C      0  -0.144   0.0129   2.5676   0.4076
 GCF  C35  C  CT     0   1.056  -0.1729   4.0468   0.2792
 GCF  F48  F  F      0  -0.315   0.6540   4.7257   1.0880
 GCF  F47  F  F      0  -0.315   0.0887   4.4682  -0.9679
 GCF  F46  F  F      0  -0.302  -1.4149   4.4416   0.5717
 GCF  C17  C  C1     0  -0.384   1.2895   2.0492   0.2040
 GCF  C21  C  C1     0  -0.342   0.4348  -0.1418   0.5932
 GCF  C16  C  C      0   0.210   1.5170   0.6842   0.2954
 GCF  C4   C  CR6    0  -0.171   2.8770   0.0441  -0.0095
 GCF  C14  C  CH1    0  -0.218   4.0538   1.0641   0.0453
 GCF  C36  C  CH3    0  -0.678   4.2802   1.6581   1.4340
 GCF  C15  C  CH3    0  -0.661   5.3615   0.4639  -0.4591
 GCF  C3   C  CR6    0  -0.222   3.1185  -1.1247   0.9435
 GCF  C8   C  CSP    0   0.032   2.8811  -0.9419   2.3175
 GCF  N9   N  NS     0  -0.286   2.6650  -0.8205   3.4490
 GCF  C2   C  CR6    0   0.607   3.5316  -2.3774   0.5630
 GCF  N7   N  NH2    0  -0.834   3.8977  -3.3653   1.3896
 GCF  C5   C  CR56   0  -0.147   2.7913  -0.5680  -1.3761
 GCF  C10  C  CR5    0   0.371   2.4117  -0.0933  -2.6204
 GCF  C13  C  CH3    0  -0.753   1.8964   1.2249  -3.0716
 GCF  N11  N  NR15   0  -0.491   2.6030  -1.1181  -3.4700
 GCF  N12  N  N      0  -0.294   3.0741  -2.2281  -2.8952
 GCF  C6   C  CR56   0   0.460   3.1811  -1.8761  -1.6415
 GCF  O1   O  O      0  -0.452   3.6452  -2.7533  -0.7199
 GCF  H2   H  HCH2   0   0.229  -5.6528  -2.9736  -0.7134
 GCF  H3   H  HCH2   0   0.230  -4.9276  -1.7655  -1.7311
 GCF  H4   H  HCH2   0   0.230  -5.7212   0.0332  -0.1580
 GCF  H5   H  HCH2   0   0.231  -6.4266  -1.1920   0.8729
 GCF  H6   H  HCR6   0   0.246  -3.3581   0.4443  -0.1626
 GCF  H7   H  HCR6   0   0.246  -4.9148  -2.8908   2.0027
 GCF  H8   H  HCR6   0   0.254  -2.7108  -3.2401   3.0467
 GCF  H9   H  HCR6   0   0.248  -0.8265  -1.7450   2.5143
 GCF  H10  H  H      0   0.269  -2.0379   2.1388   0.8896
 GCF  H11  H  H      0   0.276   2.0998   2.7255  -0.0312
 GCF  H12  H  H      0   0.260   0.5866  -1.2137   0.6362
 GCF  H13  H  HCH1   0   0.233   3.7989   1.8771  -0.6436
 GCF  H14  H  HCH3   0   0.232   4.7522   0.9329   2.0986
 GCF  H15  H  HCH3   0   0.243   4.9543   2.5129   1.3630
 GCF  H16  H  HCH3   0   0.236   3.3656   2.0024   1.9158
 GCF  H17  H  HCH3   0   0.238   5.2955   0.1286  -1.4934
 GCF  H18  H  HCH3   0   0.239   6.1521   1.2137  -0.4094
 GCF  H19  H  HCH3   0   0.223   5.6779  -0.3810   0.1564
 GCF  H20  H  HNH2   0   0.420   3.8006  -3.2452   2.3839
 GCF  H21  H  HNH2   0   0.417   3.8667  -4.3172   1.0602
 GCF  H22  H  HCH3   0   0.262   2.6363   2.0115  -2.9236
 GCF  H23  H  HCH3   0   0.269   1.6421   1.2050  -4.1306
 GCF  H24  H  HCH3   0   0.264   1.0014   1.5054  -2.5178
 GCF  H25  H  HNR5   0   0.422   2.4223  -1.1170  -4.4615

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
 GCF  C44  C43  aromatic  1.387  0.020  1.387
 GCF  C44  C45  aromatic  1.387  0.020  1.387
 GCF  C43  C42  aromatic  1.394  0.020  1.394
 GCF  O58  C51  deloc     1.247  0.020  1.247
 GCF  N11  N12  aromatic  1.336  0.020  1.336
 GCF  N11  C10  aromatic  1.345  0.020  1.345
 GCF  C45  C34  aromatic  1.394  0.020  1.394
 GCF  N12  C6   aromatic  1.307  0.020  1.307
 GCF  C42  C49  single    1.503  0.020  1.503
 GCF  C42  C41  aromatic  1.391  0.020  1.391
 GCF  C13  C10  single    1.485  0.020  1.485
 GCF  C49  C50  single    1.527  0.020  1.527
 GCF  C10  C5   aromatic  1.385  0.020  1.385
 GCF  C51  O61  deloc     1.249  0.020  1.249
 GCF  C51  C50  single    1.540  0.020  1.540
 GCF  C34  C41  aromatic  1.395  0.020  1.395
 GCF  C34  C20  single    1.477  0.020  1.477
 GCF  C6   C5   aromatic  1.390  0.020  1.390
 GCF  C6   O1   single    1.354  0.020  1.354
 GCF  C5   C4   single    1.500  0.020  1.500
 GCF  C21  C20  aromatic  1.389  0.020  1.389
 GCF  C21  C16  aromatic  1.394  0.020  1.394
 GCF  C20  C19  aromatic  1.395  0.020  1.395
 GCF  O1   C2   single    1.342  0.020  1.342
 GCF  C4   C16  single    1.534  0.020  1.534
 GCF  C4   C14  single    1.558  0.020  1.558
 GCF  C4   C3   single    1.527  0.020  1.527
 GCF  C16  C17  aromatic  1.387  0.020  1.387
 GCF  C19  C18  aromatic  1.382  0.020  1.382
 GCF  C15  C14  single    1.525  0.020  1.525
 GCF  C2   C3   double    1.373  0.020  1.373
 GCF  C2   N7   single    1.339  0.020  1.339
 GCF  C36  C14  single    1.527  0.020  1.527
 GCF  C3   C8   single    1.406  0.020  1.406
 GCF  C17  C18  aromatic  1.393  0.020  1.393
 GCF  C18  C35  single    1.496  0.020  1.496
 GCF  C8   N9   triple    1.158  0.020  1.158
 GCF  F47  C35  single    1.342  0.020  1.342
 GCF  C35  F46  single    1.336  0.020  1.336
 GCF  C35  F48  single    1.341  0.020  1.341
 GCF  C50  H2   single    0.970  0.020  1.090
 GCF  C50  H3   single    0.970  0.020  1.090
 GCF  C49  H4   single    0.970  0.020  1.090
 GCF  C49  H5   single    0.970  0.020  1.090
 GCF  C41  H6   single    0.930  0.020  1.080
 GCF  C43  H7   single    0.930  0.020  1.080
 GCF  C44  H8   single    0.930  0.020  1.080
 GCF  C45  H9   single    0.930  0.020  1.080
 GCF  C19  H10  single    0.930  0.020  1.080
 GCF  C17  H11  single    0.930  0.020  1.080
 GCF  C21  H12  single    0.930  0.020  1.080
 GCF  C14  H13  single    0.970  0.020  1.090
 GCF  C36  H14  single    0.970  0.020  1.090
 GCF  C36  H15  single    0.970  0.020  1.090
 GCF  C36  H16  single    0.970  0.020  1.090
 GCF  C15  H17  single    0.970  0.020  1.090
 GCF  C15  H18  single    0.970  0.020  1.090
 GCF  C15  H19  single    0.970  0.020  1.090
 GCF  N7   H20  single    0.890  0.020  1.040
 GCF  N7   H21  single    0.890  0.020  1.040
 GCF  C13  H22  single    0.970  0.020  1.090
 GCF  C13  H23  single    0.970  0.020  1.090
 GCF  C13  H24  single    0.970  0.020  1.090
 GCF  N11  H25  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
 GCF  C50  C51  O58  117.83  3.000
 GCF  C50  C51  O61  115.75  3.000
 GCF  O58  C51  O61  126.42  3.000
 GCF  H3   C50  H2   104.96  3.000
 GCF  H3   C50  C49  109.50  3.000
 GCF  H2   C50  C49  109.57  3.000
 GCF  H3   C50  C51  108.37  3.000
 GCF  H2   C50  C51  108.44  3.000
 GCF  C49  C50  C51  115.47  3.000
 GCF  H5   C49  H4   106.48  3.000
 GCF  H5   C49  C42  109.71  3.000
 GCF  H4   C49  C42  109.66  3.000
 GCF  H5   C49  C50  109.66  3.000
 GCF  H4   C49  C50  109.63  3.000
 GCF  C42  C49  C50  111.58  3.000
 GCF  C43  C42  C41  118.29  3.000
 GCF  C41  C42  C49  120.71  3.000
 GCF  C43  C42  C49  120.94  3.000
 GCF  H6   C41  C34  119.45  3.000
 GCF  H6   C41  C42  118.78  3.000
 GCF  C34  C41  C42  121.75  3.000
 GCF  H7   C43  C44  119.68  3.000
 GCF  H7   C43  C42  119.62  3.000
 GCF  C44  C43  C42  120.70  3.000
 GCF  H8   C44  C45  119.74  3.000
 GCF  H8   C44  C43  119.89  3.000
 GCF  C45  C44  C43  120.37  3.000
 GCF  H9   C45  C34  120.11  3.000
 GCF  H9   C45  C44  119.85  3.000
 GCF  C34  C45  C44  120.01  3.000
 GCF  C20  C34  C45  120.63  3.000
 GCF  C20  C34  C41  120.49  3.000
 GCF  C45  C34  C41  118.88  3.000
 GCF  C21  C20  C19  118.88  3.000
 GCF  C19  C20  C34  120.47  3.000
 GCF  C21  C20  C34  120.65  3.000
 GCF  H10  C19  C18  121.03  3.000
 GCF  H10  C19  C20  119.38  3.000
 GCF  C18  C19  C20  119.57  3.000
 GCF  C17  C18  C35  117.99  3.000
 GCF  C35  C18  C19  121.15  3.000
 GCF  C17  C18  C19  120.86  3.000
 GCF  F46  C35  F47  106.98  3.000
 GCF  F46  C35  F48  106.95  3.000
 GCF  F47  C35  F48  106.33  3.000
 GCF  F48  C35  C18  111.84  3.000
 GCF  F46  C35  C18  112.88  3.000
 GCF  F47  C35  C18  111.46  3.000
 GCF  H11  C17  C16  120.46  3.000
 GCF  H11  C17  C18  119.07  3.000
 GCF  C16  C17  C18  120.47  3.000
 GCF  H12  C21  C16  119.08  3.000
 GCF  H12  C21  C20  118.73  3.000
 GCF  C16  C21  C20  122.17  3.000
 GCF  C4   C16  C21  118.93  3.000
 GCF  C4   C16  C17  122.90  3.000
 GCF  C21  C16  C17  118.04  3.000
 GCF  C5   C4   C3   105.38  3.000
 GCF  C3   C4   C14  111.07  3.000
 GCF  C5   C4   C14  110.02  3.000
 GCF  C3   C4   C16  109.61  3.000
 GCF  C14  C4   C16  112.92  3.000
 GCF  C5   C4   C16  107.51  3.000
 GCF  H13  C14  C15  106.47  3.000
 GCF  H13  C14  C36  108.52  3.000
 GCF  C15  C14  C36  109.07  3.000
 GCF  H13  C14  C4   106.74  3.000
 GCF  C36  C14  C4   113.49  3.000
 GCF  C15  C14  C4   112.23  3.000
 GCF  H16  C36  H15  107.45  3.000
 GCF  H16  C36  H14  107.68  3.000
 GCF  H15  C36  H14  107.05  3.000
 GCF  H16  C36  C14  113.61  3.000
 GCF  H15  C36  C14  109.71  3.000
 GCF  H14  C36  C14  111.07  3.000
 GCF  H19  C15  H18  107.23  3.000
 GCF  H19  C15  H17  108.33  3.000
 GCF  H18  C15  H17  107.39  3.000
 GCF  H19  C15  C14  111.50  3.000
 GCF  H18  C15  C14  109.63  3.000
 GCF  H17  C15  C14  112.54  3.000
 GCF  C2   C3   C8   116.12  3.000
 GCF  C8   C3   C4   118.91  3.000
 GCF  C2   C3   C4   124.96  3.000
 GCF  N9   C8   C3   180.00  3.000
 GCF  O1   C2   N7   111.12  3.000
 GCF  N7   C2   C3   125.75  3.000
 GCF  O1   C2   C3   123.11  3.000
 GCF  H21  N7   H20  115.65  3.000
 GCF  H21  N7   C2   119.12  3.000
 GCF  H20  N7   C2   119.70  3.000
 GCF  C6   C5   C10  103.17  3.000
 GCF  C6   C5   C4   122.81  3.000
 GCF  C10  C5   C4   133.98  3.000
 GCF  N11  C10  C13  122.25  3.000
 GCF  C13  C10  C5   132.24  3.000
 GCF  N11  C10  C5   105.51  3.000
 GCF  H24  C13  H23  107.89  3.000
 GCF  H24  C13  H22  107.63  3.000
 GCF  H23  C13  H22  107.68  3.000
 GCF  H24  C13  C10  111.05  3.000
 GCF  H23  C13  C10  111.11  3.000
 GCF  H22  C13  C10  111.32  3.000
 GCF  H25  N11  N12  119.18  3.000
 GCF  H25  N11  C10  126.52  3.000
 GCF  N12  N11  C10  114.30  3.000
 GCF  C6   N12  N11  102.59  3.000
 GCF  O1   C6   N12  120.44  3.000
 GCF  O1   C6   C5   125.13  3.000
 GCF  N12  C6   C5   114.43  3.000
 GCF  C6   O1   C2   116.12  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
 GCF  CONST_01  C45  C44  C43  C42     0.00   0.0  0
 GCF  CONST_02  C45  C34  C41  C42     0.00   0.0  0
 GCF  CONST_03  C20  C34  C41  C42   180.00   0.0  0
 GCF  CONST_04  C44  C43  C42  C41     0.00   0.0  0
 GCF  CONST_05  C44  C45  C34  C41     0.00   0.0  0
 GCF  CONST_08  C34  C45  C44  C43     0.00   0.0  0
 GCF  CONST_09  C34  C41  C42  C43     0.00   0.0  0
 GCF  CONST_10  C20  C34  C45  C44   180.00   0.0  0
 GCF  CONST_13  C16  C21  C20  C34   180.00   0.0  0
 GCF  CONST_14  C18  C19  C20  C34   180.00   0.0  0
 GCF  CONST_15  C17  C16  C21  C20     0.00   0.0  0
 GCF  CONST_16  C17  C18  C19  C20     0.00   0.0  0
 GCF  CONST_17  C16  C21  C20  C19     0.00   0.0  0
 GCF  CONST_18  C16  C17  C18  C19     0.00   0.0  0
 GCF  CONST_19  C21  C20  C19  C18     0.00   0.0  0
 GCF  CONST_20  C21  C16  C17  C18     0.00   0.0  0
 GCF  CONST_21  N12  N11  C10  C5      0.00   0.0  0
 GCF  CONST_22  N11  N12  C6   C5      0.00   0.0  0
 GCF  CONST_23  C6   N12  N11  C10     0.00   0.0  0
 GCF  CONST_24  N12  C6   C5   C10     0.00   0.0  0
 GCF  CONST_25  C6   C5   C10  N11     0.00   0.0  0
 GCF  CONST_26  C4   C16  C21  C20   180.00   0.0  0
 GCF  CONST_27  C4   C16  C17  C18   180.00   0.0  0
 GCF  CONST_28  C44  C43  C42  C49   180.00   0.0  0
 GCF  CONST_29  C34  C41  C42  C49   180.00   0.0  0
 GCF  CONST_30  C35  C18  C19  C20   180.00   0.0  0
 GCF  CONST_31  C16  C17  C18  C35   180.00   0.0  0
 GCF  CONST_32  C13  C10  C5   C4      0.00   0.0  0
 GCF  CONST_33  N12  N11  C10  C13   180.00   0.0  0
 GCF  CONST_34  C6   C5   C10  C13   180.00   0.0  0
 GCF  CONST_35  H8   C44  C43  C42   180.00   0.0  0
 GCF  CONST_36  H7   C43  C42  C41   180.00   0.0  0
 GCF  CONST_37  H9   C45  C34  C41   180.00   0.0  0
 GCF  CONST_38  H6   C41  C42  C43   180.00   0.0  0
 GCF  CONST_39  H12  C21  C20  C34     0.00   0.0  0
 GCF  CONST_40  H10  C19  C20  C34     0.00   0.0  0
 GCF  CONST_41  H11  C17  C18  C19   180.00   0.0  0
 GCF  CONST_42  H25  N11  C10  C5    180.00   0.0  0
 GCF  Var_01    O1   C2   C3   C4     -6.76  30.0  1
 GCF  Var_02    N12  C6   O1   C2   -170.28  30.0  1
 GCF  Var_03    C43  C42  C49  C50   -81.37  30.0  2
 GCF  Var_04    F47  C35  C18  C19  -116.19  30.0  2
 GCF  Var_05    C2   C3   C8   N9    -50.67  30.0  2
 GCF  Var_06    H20  N7   C2   C3      5.70  30.0  2
 GCF  Var_07    H22  C13  C10  C5     63.74  30.0  2
 GCF  Var_08    C42  C49  C50  C51  -179.01  30.0  1
 GCF  Var_09    H17  C15  C14  C4     60.14  30.0  3
 GCF  Var_10    H14  C36  C14  C4     74.39  30.0  3
 GCF  Var_11    C49  C50  C51  O61  -179.27  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
 GCF  chir_01  C4  C16  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
 GCF  plan-1  C49  0.020
 GCF  plan-1  C42  0.020
 GCF  plan-1  C41  0.020
 GCF  plan-1  C43  0.020
 GCF  plan-1  C44  0.020
 GCF  plan-1  C45  0.020
 GCF  plan-1  C34  0.020
 GCF  plan-1  C20  0.020
 GCF  plan-1  H6   0.020
 GCF  plan-1  H7   0.020
 GCF  plan-1  H8   0.020
 GCF  plan-1  H9   0.020
 GCF  plan-2  C34  0.020
 GCF  plan-2  C20  0.020
 GCF  plan-2  C19  0.020
 GCF  plan-2  C18  0.020
 GCF  plan-2  C35  0.020
 GCF  plan-2  C17  0.020
 GCF  plan-2  C21  0.020
 GCF  plan-2  C16  0.020
 GCF  plan-2  C4   0.020
 GCF  plan-2  H10  0.020
 GCF  plan-2  H11  0.020
 GCF  plan-2  H12  0.020
 GCF  plan-3  C4   0.020
 GCF  plan-3  C5   0.020
 GCF  plan-3  C10  0.020
 GCF  plan-3  C13  0.020
 GCF  plan-3  N11  0.020
 GCF  plan-3  N12  0.020
 GCF  plan-3  C6   0.020
 GCF  plan-3  O1   0.020
 GCF  plan-3  H25  0.020
 GCF  plan-4  O61  0.020
 GCF  plan-4  C51  0.020
 GCF  plan-4  O58  0.020
 GCF  plan-4  C50  0.020

