# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 18:07:20 2021
#   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  62  37  .  2022-07-25  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  OH1   0  -0.595  11.7921  18.5986  94.1771
 GCF  C51  C  C     0   0.550  11.8127  17.3721  93.6651
 GCF  O58  O  O     0  -0.439  11.8027  17.1538  92.4795
 GCF  C50  C  CH2   0  -0.576  11.8107  16.3143  94.7348
 GCF  C49  C  CH2   0  -0.516  12.3406  14.9681  94.2514
 GCF  C42  C  CR6   0   0.148  13.8038  15.0128  93.8996
 GCF  C41  C  CR16  0  -0.375  14.7554  15.1749  94.9030
 GCF  C43  C  CR16  0  -0.313  14.2369  14.9054  92.5821
 GCF  C44  C  CR16  0  -0.226  15.5914  14.9556  92.2799
 GCF  C45  C  CR16  0  -0.322  16.5280  15.1202  93.2873
 GCF  C34  C  CR6   0   0.110  16.1177  15.2330  94.6164
 GCF  C20  C  CR6   0   0.132  17.1073  15.4121  95.6975
 GCF  C19  C  CR16  0  -0.366  16.8497  16.2708  96.7619
 GCF  C18  C  CR6   0  -0.152  17.7900  16.4222  97.7693
 GCF  C35  C  CT    0   1.057  17.4771  17.3603  98.8932
 GCF  F48  F  F     0  -0.301  18.4001  17.3411  99.8587
 GCF  F47  F  F     0  -0.315  17.3856  18.6291  98.4662
 GCF  F46  F  F     0  -0.314  16.3022  17.0692  99.4695
 GCF  C17  C  CR16  0  -0.387  18.9990  15.7408  97.7229
 GCF  C21  C  CR16  0  -0.354  18.3186  14.7270  95.6719
 GCF  C16  C  CR6   0   0.213  19.2826  14.8891  96.6607
 GCF  C4   C  CR6   0  -0.183  20.5643  14.0480  96.5985
 GCF  C14  C  CH1   0  -0.217  21.7167  14.6197  97.4818
 GCF  C36  C  CH3   0  -0.661  22.9153  13.6768  97.5445
 GCF  C15  C  CH3   0  -0.673  22.1906  16.0019  97.0465
 GCF  C3   C  CR6   0  -0.158  20.1958  12.6484  97.1023
 GCF  C8   C  CSP   0   0.029  19.5200  12.5578  98.3302
 GCF  N9   N  NS    0  -0.287  18.9658  12.4901  99.3451
 GCF  C2   C  CR6   0   0.598  20.5860  11.4738  96.5136
 GCF  N7   N  NH2   0  -0.834  20.4386  10.2473  97.0321
 GCF  C5   C  CR56  0  -0.213  21.0068  13.8570  95.1784
 GCF  C10  C  CR5   0   0.362  21.1996  14.6981  94.0938
 GCF  C13  C  CH3   0  -0.756  20.9837  16.1559  93.8968
 GCF  N11  N  NR15  0  -0.483  21.6072  13.9033  93.0874
 GCF  N12  N  N     0  -0.287  21.6812  12.6080  93.4069
 GCF  C6   C  CR56  0   0.462  21.3125  12.6004  94.6587
 GCF  O1   O  O     0  -0.452  21.2215  11.4291  95.3329
 GCF  H1   H  HOH1  0   0.478  11.7455  19.2536  93.4646
 GCF  H2   H  HCH2  0   0.296  10.7748  16.2031  95.0726
 GCF  H3   H  HCH2  0   0.272  12.3699  16.6647  95.6043
 GCF  H4   H  HCH2  0   0.257  11.7582  14.6247  93.3956
 GCF  H5   H  HCH2  0   0.265  12.1786  14.2396  95.0488
 GCF  H6   H  HCR6  0   0.252  14.4257  15.2332  95.9355
 GCF  H7   H  HCR6  0   0.250  13.5116  14.7840  91.7875
 GCF  H8   H  HCR6  0   0.257  15.9178  14.8762  91.2509
 GCF  H9   H  HCR6  0   0.246  17.5798  15.1821  93.0357
 GCF  H10  H  HCR6  0   0.271  15.9206  16.8275  96.7855
 GCF  H11  H  HCR6  0   0.274  19.7127  15.8692  98.5230
 GCF  H12  H  HCR6  0   0.264  18.5047  14.0239  94.8694
 GCF  H13  H  HCH1  0   0.238  21.3266  14.6957  98.5030
 GCF  H14  H  HCH3  0   0.239  23.6958  14.1193  98.1649
 GCF  H15  H  HCH3  0   0.236  22.6636  12.7118  97.9827
 GCF  H16  H  HCH3  0   0.226  23.3475  13.5047  96.5566
 GCF  H17  H  HCH3  0   0.244  22.9042  16.3936  97.7724
 GCF  H18  H  HCH3  0   0.231  22.7027  15.9541  96.0839
 GCF  H19  H  HCH3  0   0.234  21.3844  16.7295  96.9595
 GCF  H20  H  HNH2  0   0.416  20.4777   9.4489  96.4187
 GCF  H21  H  HNH2  0   0.420  19.8992  10.1233  97.8724
 GCF  H22  H  HCH3  0   0.268  20.2734  16.3367  93.0886
 GCF  H23  H  HCH3  0   0.264  20.5849  16.6145  94.7958
 GCF  H24  H  HCH3  0   0.271  21.9126  16.6678  93.6426
 GCF  H25  H  HNR5  0   0.424  21.8371  14.1915  92.1497

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  1.389  0.020  1.389
 GCF  C44  C45  aromatic  1.385  0.020  1.385
 GCF  C43  C42  aromatic  1.391  0.020  1.391
 GCF  O58  C51  double    1.206  0.020  1.206
 GCF  N11  N12  aromatic  1.336  0.020  1.336
 GCF  N11  C10  aromatic  1.346  0.020  1.346
 GCF  C45  C34  aromatic  1.396  0.020  1.396
 GCF  N12  C6   aromatic  1.305  0.020  1.305
 GCF  C42  C49  single    1.506  0.020  1.506
 GCF  C42  C41  aromatic  1.392  0.020  1.392
 GCF  C13  C10  single    1.487  0.020  1.487
 GCF  C49  C50  single    1.525  0.020  1.525
 GCF  C10  C5   aromatic  1.386  0.020  1.386
 GCF  C51  O61  single    1.329  0.020  1.329
 GCF  C51  C50  single    1.504  0.020  1.504
 GCF  C34  C41  aromatic  1.393  0.020  1.393
 GCF  C34  C20  single    1.477  0.020  1.477
 GCF  C6   C5   aromatic  1.394  0.020  1.394
 GCF  C6   O1   single    1.355  0.020  1.355
 GCF  C5   C4   single    1.500  0.020  1.500
 GCF  C21  C20  aromatic  1.392  0.020  1.392
 GCF  C21  C16  aromatic  1.390  0.020  1.390
 GCF  C20  C19  aromatic  1.392  0.020  1.392
 GCF  O1   C2   single    1.342  0.020  1.342
 GCF  C4   C16  single    1.534  0.020  1.534
 GCF  C4   C14  single    1.561  0.020  1.561
 GCF  C4   C3   single    1.532  0.020  1.532
 GCF  C16  C17  aromatic  1.391  0.020  1.391
 GCF  C19  C18  aromatic  1.386  0.020  1.386
 GCF  C15  C14  single    1.525  0.020  1.525
 GCF  C2   C3   double    1.371  0.020  1.371
 GCF  C2   N7   single    1.340  0.020  1.340
 GCF  C36  C14  single    1.526  0.020  1.526
 GCF  C3   C8   single    1.405  0.020  1.405
 GCF  C17  C18  aromatic  1.389  0.020  1.389
 GCF  C18  C35  single    1.497  0.020  1.497
 GCF  C8   N9   triple    1.158  0.020  1.158
 GCF  F47  C35  single    1.342  0.020  1.342
 GCF  C35  F46  single    1.341  0.020  1.341
 GCF  C35  F48  single    1.336  0.020  1.336
 GCF  O61  H1   single    0.850  0.020  0.980
 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  H1   O61  C51  109.95  3.000
 GCF  C50  C51  O58  124.88  3.000
 GCF  C50  C51  O61  112.02  3.000
 GCF  O58  C51  O61  123.08  3.000
 GCF  H3   C50  H2   105.75  3.000
 GCF  H3   C50  C49  110.97  3.000
 GCF  H2   C50  C49  109.68  3.000
 GCF  H3   C50  C51  109.88  3.000
 GCF  H2   C50  C51  106.97  3.000
 GCF  C49  C50  C51  113.25  3.000
 GCF  H5   C49  H4   106.48  3.000
 GCF  H5   C49  C42  109.55  3.000
 GCF  H4   C49  C42  110.19  3.000
 GCF  H5   C49  C50  107.80  3.000
 GCF  H4   C49  C50  109.94  3.000
 GCF  C42  C49  C50  112.67  3.000
 GCF  C43  C42  C41  118.60  3.000
 GCF  C41  C42  C49  119.96  3.000
 GCF  C43  C42  C49  121.44  3.000
 GCF  H6   C41  C34  119.36  3.000
 GCF  H6   C41  C42  118.96  3.000
 GCF  C34  C41  C42  121.66  3.000
 GCF  H7   C43  C44  119.85  3.000
 GCF  H7   C43  C42  119.68  3.000
 GCF  C44  C43  C42  120.46  3.000
 GCF  H8   C44  C45  119.74  3.000
 GCF  H8   C44  C43  119.89  3.000
 GCF  C45  C44  C43  120.36  3.000
 GCF  H9   C45  C34  120.14  3.000
 GCF  H9   C45  C44  119.62  3.000
 GCF  C34  C45  C44  120.22  3.000
 GCF  C20  C34  C45  120.67  3.000
 GCF  C20  C34  C41  120.65  3.000
 GCF  C45  C34  C41  118.68  3.000
 GCF  C21  C20  C19  118.62  3.000
 GCF  C19  C20  C34  120.71  3.000
 GCF  C21  C20  C34  120.67  3.000
 GCF  H10  C19  C18  120.65  3.000
 GCF  H10  C19  C20  119.51  3.000
 GCF  C18  C19  C20  119.84  3.000
 GCF  C17  C18  C35  120.97  3.000
 GCF  C35  C18  C19  118.18  3.000
 GCF  C17  C18  C19  120.85  3.000
 GCF  F46  C35  F47  106.40  3.000
 GCF  F46  C35  F48  106.96  3.000
 GCF  F47  C35  F48  106.90  3.000
 GCF  F48  C35  C18  112.91  3.000
 GCF  F46  C35  C18  111.70  3.000
 GCF  F47  C35  C18  111.58  3.000
 GCF  H11  C17  C16  120.26  3.000
 GCF  H11  C17  C18  119.50  3.000
 GCF  C16  C17  C18  120.24  3.000
 GCF  H12  C21  C16  118.91  3.000
 GCF  H12  C21  C20  118.86  3.000
 GCF  C16  C21  C20  122.20  3.000
 GCF  C4   C16  C21  119.10  3.000
 GCF  C4   C16  C17  122.48  3.000
 GCF  C21  C16  C17  118.24  3.000
 GCF  C5   C4   C3   105.42  3.000
 GCF  C3   C4   C14  109.03  3.000
 GCF  C5   C4   C14  111.39  3.000
 GCF  C3   C4   C16  106.65  3.000
 GCF  C14  C4   C16  113.15  3.000
 GCF  C5   C4   C16  110.78  3.000
 GCF  H13  C14  C15  108.29  3.000
 GCF  H13  C14  C36  106.51  3.000
 GCF  C15  C14  C36  109.13  3.000
 GCF  H13  C14  C4   106.86  3.000
 GCF  C36  C14  C4   112.14  3.000
 GCF  C15  C14  C4   113.58  3.000
 GCF  H16  C36  H15  108.40  3.000
 GCF  H16  C36  H14  107.17  3.000
 GCF  H15  C36  H14  107.21  3.000
 GCF  H16  C36  C14  111.78  3.000
 GCF  H15  C36  C14  112.48  3.000
 GCF  H14  C36  C14  109.56  3.000
 GCF  H19  C15  H18  107.82  3.000
 GCF  H19  C15  H17  107.30  3.000
 GCF  H18  C15  H17  107.20  3.000
 GCF  H19  C15  C14  113.47  3.000
 GCF  H18  C15  C14  110.98  3.000
 GCF  H17  C15  C14  109.81  3.000
 GCF  C2   C3   C8   117.21  3.000
 GCF  C8   C3   C4   117.52  3.000
 GCF  C2   C3   C4   124.96  3.000
 GCF  N9   C8   C3   180.00  3.000
 GCF  O1   C2   N7   111.24  3.000
 GCF  N7   C2   C3   125.94  3.000
 GCF  O1   C2   C3   122.78  3.000
 GCF  H21  N7   H20  115.57  3.000
 GCF  H21  N7   C2   119.67  3.000
 GCF  H20  N7   C2   119.05  3.000
 GCF  C6   C5   C10  103.00  3.000
 GCF  C6   C5   C4   122.18  3.000
 GCF  C10  C5   C4   134.81  3.000
 GCF  N11  C10  C13  121.61  3.000
 GCF  C13  C10  C5   132.73  3.000
 GCF  N11  C10  C5   105.60  3.000
 GCF  H24  C13  H23  107.92  3.000
 GCF  H24  C13  H22  107.70  3.000
 GCF  H23  C13  H22  107.72  3.000
 GCF  H24  C13  C10  111.56  3.000
 GCF  H23  C13  C10  110.97  3.000
 GCF  H22  C13  C10  110.80  3.000
 GCF  H25  N11  N12  119.15  3.000
 GCF  H25  N11  C10  126.59  3.000
 GCF  N12  N11  C10  114.24  3.000
 GCF  C6   N12  N11  102.67  3.000
 GCF  O1   C6   N12  120.10  3.000
 GCF  O1   C6   C5   125.40  3.000
 GCF  N12  C6   C5   114.48  3.000
 GCF  C6   O1   C2   116.17  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  CONST_43  H1   O61  C51  O58     0.00   0.0  0
 GCF  Var_01    O1   C2   C3   C4     -7.55  30.0  1
 GCF  Var_02    N12  C6   O1   C2   -167.02  30.0  1
 GCF  Var_03    C43  C42  C49  C50  -110.48  30.0  2
 GCF  Var_04    F47  C35  C18  C19   -64.88  30.0  2
 GCF  Var_05    C2   C3   C8   N9    148.91  30.0  2
 GCF  Var_06    H20  N7   C2   C3    160.36  30.0  2
 GCF  Var_07    H22  C13  C10  C5   -120.52  30.0  2
 GCF  Var_08    C42  C49  C50  C51    66.32  30.0  2
 GCF  Var_09    H17  C15  C14  C4    173.04  30.0  3
 GCF  Var_10    H14  C36  C14  C4    179.61  30.0  3
 GCF  Var_11    C49  C50  C51  O61  -158.74  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
 GCF  plan-4  H1   0.020

