# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 15:16:05 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: 2-[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]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3cccc(CC(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
 G57  G57  '2-[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]ethanoic acid'  ligand  58  36  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G57
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
 G57  O52  O  O      0  -0.595   6.5364  -0.1588   0.1369
 G57  C50  C  C      0   0.424   6.7416   0.3204  -0.9908
 G57  O51  O  OC    -1  -0.625   7.7424   0.1451  -1.7137
 G57  C49  C  CH2    0  -0.704   5.6478   1.2374  -1.5962
 G57  C42  C  CR6    0   0.209   4.4783   1.4786  -0.6969
 G57  C41  C  CR16   0  -0.374   3.3954   0.6053  -0.6886
 G57  C43  C  CR16   0  -0.326   4.4440   2.5763   0.1593
 G57  C44  C  CR16   0  -0.229   3.3597   2.7898   0.9991
 G57  C45  C  CR16   0  -0.331   2.2877   1.9109   0.9957
 G57  C34  C  CR6    0   0.099   2.2959   0.8052   0.1446
 G57  C20  C  C      0   0.135   1.1571  -0.1350   0.1329
 G57  C19  C  C1     0  -0.387   1.3655  -1.5092   0.0205
 G57  C18  C  C      0  -0.148   0.2805  -2.3676   0.0310
 G57  C35  C  CT     0   1.056   0.4664  -3.8425  -0.1393
 G57  F48  F  F      0  -0.312  -0.2569  -4.5463   0.7424
 G57  F47  F  F      0  -0.316   0.0725  -4.2445  -1.3586
 G57  F46  F  F      0  -0.302   1.7381  -4.2262   0.0030
 G57  C17  C  C1     0  -0.383  -1.0158  -1.8787   0.1617
 G57  C21  C  C1     0  -0.351  -0.1457   0.3375   0.2439
 G57  C16  C  C      0   0.213  -1.2461  -0.5147   0.2723
 G57  C4   C  CR6    0  -0.175  -2.6583   0.0808   0.3292
 G57  C14  C  CH1    0  -0.218  -3.7281  -0.9330   0.8367
 G57  C36  C  CH3    0  -0.673  -3.4652  -1.4510   2.2491
 G57  C15  C  CH3    0  -0.659  -5.1390  -0.3582   0.7676
 G57  C3   C  CR6    0  -0.228  -2.6545   1.3434   1.1894
 G57  C8   C  CSP    0   0.033  -2.0388   1.3062   2.4531
 G57  N9   N  NS     0  -0.286  -1.5265   1.3110   3.4922
 G57  C2   C  CR6    0   0.609  -3.1958   2.5499   0.8195
 G57  N7   N  NH2    0  -0.835  -3.3401   3.6193   1.6124
 G57  C5   C  CR56   0  -0.140  -3.0068   0.5413  -1.0555
 G57  C10  C  CR5    0   0.370  -3.0035  -0.0670  -2.2993
 G57  C13  C  CH3    0  -0.754  -2.6048  -1.4276  -2.7448
 G57  N11  N  NR15   0  -0.491  -3.4636   0.8621  -3.1559
 G57  N12  N  N      0  -0.294  -3.7689   2.0311  -2.5864
 G57  C6   C  CR56   0   0.458  -3.4893   1.8168  -1.3282
 G57  O1   O  O      0  -0.452  -3.6831   2.7901  -0.4071
 G57  H2   H  HCH2   0   0.246   6.1126   2.1878  -1.8740
 G57  H3   H  HCH2   0   0.246   5.3141   0.7850  -2.5350
 G57  H4   H  HCR6   0   0.243   3.3966  -0.2395  -1.3689
 G57  H5   H  HCR6   0   0.245   5.2739   3.2731   0.1679
 G57  H6   H  HCR6   0   0.252   3.3512   3.6442   1.6639
 G57  H7   H  HCR6   0   0.246   1.4557   2.0752   1.6699
 G57  H8   H  H      0   0.268   2.3755  -1.8894  -0.0538
 G57  H9   H  H      0   0.279  -1.8437  -2.5736   0.1667
 G57  H10  H  H      0   0.260  -0.3063   1.4075   0.2884
 G57  H11  H  HCH1   0   0.232  -3.7061  -1.7884   0.1525
 G57  H12  H  HCH3   0   0.241  -4.1307  -2.2887   2.4617
 G57  H13  H  HCH3   0   0.235  -2.4430  -1.7986   2.3980
 G57  H14  H  HCH3   0   0.232  -3.6676  -0.6852   2.9982
 G57  H15  H  HCH3   0   0.224  -5.2558   0.4934   1.4403
 G57  H16  H  HCH3   0   0.237  -5.4128  -0.0409  -0.2381
 G57  H17  H  HCH3   0   0.239  -5.8584  -1.1173   1.0779
 G57  H18  H  HNH2   0   0.420  -2.9567   3.6072   2.5426
 G57  H19  H  HNH2   0   0.416  -3.4424   4.5297   1.1932
 G57  H20  H  HCH3   0   0.260  -3.1112  -2.1978  -2.1642
 G57  H21  H  HCH3   0   0.271  -2.8527  -1.5845  -3.7935
 G57  H22  H  HCH3   0   0.265  -1.5318  -1.5806  -2.6268
 G57  H23  H  HNR5   0   0.422  -3.5884   0.7510  -4.1498

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
 G57  F48  C35  single    1.340  0.020  1.340
 G57  N9   C8   triple    1.159  0.020  1.159
 G57  F46  C35  single    1.336  0.020  1.336
 G57  C35  F47  single    1.343  0.020  1.343
 G57  C35  C18  single    1.496  0.020  1.496
 G57  C8   C3   single    1.406  0.020  1.406
 G57  N7   C2   single    1.339  0.020  1.339
 G57  C18  C17  aromatic  1.392  0.020  1.392
 G57  C18  C19  aromatic  1.384  0.020  1.384
 G57  C17  C16  aromatic  1.388  0.020  1.388
 G57  C3   C2   double    1.373  0.020  1.373
 G57  C3   C4   single    1.528  0.020  1.528
 G57  C14  C36  single    1.527  0.020  1.527
 G57  C14  C15  single    1.525  0.020  1.525
 G57  C14  C4   single    1.559  0.020  1.559
 G57  C2   O1   single    1.342  0.020  1.342
 G57  C19  C20  aromatic  1.394  0.020  1.394
 G57  C4   C16  single    1.534  0.020  1.534
 G57  C4   C5   single    1.500  0.020  1.500
 G57  C16  C21  aromatic  1.392  0.020  1.392
 G57  O1   C6   single    1.354  0.020  1.354
 G57  C20  C21  aromatic  1.390  0.020  1.390
 G57  C20  C34  single    1.477  0.020  1.477
 G57  C5   C6   aromatic  1.391  0.020  1.391
 G57  C5   C10  aromatic  1.385  0.020  1.385
 G57  O52  C50  deloc     1.242  0.020  1.242
 G57  C6   N12  aromatic  1.307  0.020  1.307
 G57  C41  C34  aromatic  1.394  0.020  1.394
 G57  C41  C42  aromatic  1.391  0.020  1.391
 G57  C50  O51  deloc     1.247  0.020  1.247
 G57  C50  C49  single    1.550  0.020  1.550
 G57  C34  C45  aromatic  1.395  0.020  1.395
 G57  C49  C42  single    1.495  0.020  1.495
 G57  C10  C13  single    1.486  0.020  1.486
 G57  C10  N11  aromatic  1.345  0.020  1.345
 G57  C42  C43  aromatic  1.393  0.020  1.393
 G57  N12  N11  aromatic  1.336  0.020  1.336
 G57  C45  C44  aromatic  1.386  0.020  1.386
 G57  C43  C44  aromatic  1.388  0.020  1.388
 G57  C49  H2   single    0.970  0.020  1.090
 G57  C49  H3   single    0.970  0.020  1.090
 G57  C41  H4   single    0.930  0.020  1.080
 G57  C43  H5   single    0.930  0.020  1.080
 G57  C44  H6   single    0.930  0.020  1.080
 G57  C45  H7   single    0.930  0.020  1.080
 G57  C19  H8   single    0.930  0.020  1.080
 G57  C17  H9   single    0.930  0.020  1.080
 G57  C21  H10  single    0.930  0.020  1.080
 G57  C14  H11  single    0.970  0.020  1.090
 G57  C36  H12  single    0.970  0.020  1.090
 G57  C36  H13  single    0.970  0.020  1.090
 G57  C36  H14  single    0.970  0.020  1.090
 G57  C15  H15  single    0.970  0.020  1.090
 G57  C15  H16  single    0.970  0.020  1.090
 G57  C15  H17  single    0.970  0.020  1.090
 G57  N7   H18  single    0.890  0.020  1.040
 G57  N7   H19  single    0.890  0.020  1.040
 G57  C13  H20  single    0.970  0.020  1.090
 G57  C13  H21  single    0.970  0.020  1.090
 G57  C13  H22  single    0.970  0.020  1.090
 G57  N11  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
 G57  C49  C50  O51  115.02  3.000
 G57  C49  C50  O52  117.78  3.000
 G57  O51  C50  O52  127.19  3.000
 G57  H3   C49  H2   105.72  3.000
 G57  H3   C49  C42  110.14  3.000
 G57  H2   C49  C42  110.18  3.000
 G57  H3   C49  C50  107.79  3.000
 G57  H2   C49  C50  108.26  3.000
 G57  C42  C49  C50  114.36  3.000
 G57  C43  C42  C41  118.16  3.000
 G57  C43  C42  C49  121.09  3.000
 G57  C41  C42  C49  120.75  3.000
 G57  H4   C41  C34  119.18  3.000
 G57  H4   C41  C42  118.97  3.000
 G57  C34  C41  C42  121.84  3.000
 G57  H5   C43  C44  119.64  3.000
 G57  H5   C43  C42  119.53  3.000
 G57  C44  C43  C42  120.83  3.000
 G57  H6   C44  C45  119.73  3.000
 G57  H6   C44  C43  119.94  3.000
 G57  C45  C44  C43  120.34  3.000
 G57  H7   C45  C34  120.28  3.000
 G57  H7   C45  C44  119.75  3.000
 G57  C34  C45  C44  119.96  3.000
 G57  C20  C34  C45  120.32  3.000
 G57  C45  C34  C41  118.87  3.000
 G57  C20  C34  C41  120.81  3.000
 G57  C21  C20  C19  118.78  3.000
 G57  C21  C20  C34  120.37  3.000
 G57  C19  C20  C34  120.85  3.000
 G57  H8   C19  C18  120.97  3.000
 G57  H8   C19  C20  119.44  3.000
 G57  C18  C19  C20  119.58  3.000
 G57  C17  C18  C35  118.21  3.000
 G57  C17  C18  C19  120.88  3.000
 G57  C35  C18  C19  120.88  3.000
 G57  F46  C35  F47  106.85  3.000
 G57  F47  C35  F48  106.37  3.000
 G57  F46  C35  F48  107.03  3.000
 G57  F47  C35  C18  111.22  3.000
 G57  F46  C35  C18  112.91  3.000
 G57  F48  C35  C18  112.08  3.000
 G57  H9   C17  C16  120.30  3.000
 G57  H9   C17  C18  119.22  3.000
 G57  C16  C17  C18  120.49  3.000
 G57  H10  C21  C16  119.14  3.000
 G57  H10  C21  C20  118.56  3.000
 G57  C16  C21  C20  122.30  3.000
 G57  C4   C16  C21  119.40  3.000
 G57  C21  C16  C17  117.97  3.000
 G57  C4   C16  C17  122.50  3.000
 G57  C5   C4   C3   105.46  3.000
 G57  C5   C4   C14  109.92  3.000
 G57  C3   C4   C14  110.85  3.000
 G57  C5   C4   C16  107.38  3.000
 G57  C14  C4   C16  113.05  3.000
 G57  C3   C4   C16  109.84  3.000
 G57  H11  C14  C15  106.53  3.000
 G57  H11  C14  C36  108.02  3.000
 G57  C15  C14  C36  109.21  3.000
 G57  H11  C14  C4   106.90  3.000
 G57  C15  C14  C4   112.02  3.000
 G57  C36  C14  C4   113.80  3.000
 G57  H14  C36  H13  107.71  3.000
 G57  H14  C36  H12  106.99  3.000
 G57  H13  C36  H12  107.50  3.000
 G57  H14  C36  C14  111.42  3.000
 G57  H13  C36  C14  113.32  3.000
 G57  H12  C36  C14  109.62  3.000
 G57  H17  C15  H16  107.43  3.000
 G57  H17  C15  H15  107.28  3.000
 G57  H16  C15  H15  108.35  3.000
 G57  H17  C15  C14  109.56  3.000
 G57  H16  C15  C14  112.59  3.000
 G57  H15  C15  C14  111.41  3.000
 G57  C2   C3   C8   115.97  3.000
 G57  C2   C3   C4   124.99  3.000
 G57  C8   C3   C4   119.03  3.000
 G57  N9   C8   C3   180.00  3.000
 G57  O1   C2   N7   111.06  3.000
 G57  O1   C2   C3   123.15  3.000
 G57  N7   C2   C3   125.78  3.000
 G57  H19  N7   H18  115.74  3.000
 G57  H19  N7   C2   119.09  3.000
 G57  H18  N7   C2   119.79  3.000
 G57  C6   C5   C10  103.16  3.000
 G57  C10  C5   C4   133.92  3.000
 G57  C6   C5   C4   122.89  3.000
 G57  N11  C10  C13  122.23  3.000
 G57  N11  C10  C5   105.53  3.000
 G57  C13  C10  C5   132.24  3.000
 G57  H22  C13  H21  107.94  3.000
 G57  H22  C13  H20  107.49  3.000
 G57  H21  C13  H20  107.79  3.000
 G57  H22  C13  C10  111.11  3.000
 G57  H21  C13  C10  111.07  3.000
 G57  H20  C13  C10  111.27  3.000
 G57  H23  N11  N12  119.25  3.000
 G57  H23  N11  C10  126.46  3.000
 G57  N12  N11  C10  114.29  3.000
 G57  C6   N12  N11  102.60  3.000
 G57  O1   C6   N12  120.43  3.000
 G57  N12  C6   C5   114.43  3.000
 G57  O1   C6   C5   125.14  3.000
 G57  C6   O1   C2   116.18  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
 G57  CONST_01  C20  C34  C41  C42   180.00   0.0  0
 G57  CONST_02  C45  C34  C41  C42     0.00   0.0  0
 G57  CONST_03  C45  C44  C43  C42     0.00   0.0  0
 G57  CONST_06  C44  C45  C34  C41     0.00   0.0  0
 G57  CONST_07  C44  C43  C42  C41     0.00   0.0  0
 G57  CONST_08  C34  C41  C42  C43     0.00   0.0  0
 G57  CONST_09  C34  C45  C44  C43     0.00   0.0  0
 G57  CONST_10  C20  C34  C45  C44   180.00   0.0  0
 G57  CONST_13  C18  C19  C20  C34   180.00   0.0  0
 G57  CONST_14  C16  C21  C20  C34   180.00   0.0  0
 G57  CONST_15  C17  C18  C19  C20     0.00   0.0  0
 G57  CONST_16  C17  C16  C21  C20     0.00   0.0  0
 G57  CONST_17  C16  C17  C18  C19     0.00   0.0  0
 G57  CONST_18  C16  C21  C20  C19     0.00   0.0  0
 G57  CONST_19  C21  C16  C17  C18     0.00   0.0  0
 G57  CONST_20  C21  C20  C19  C18     0.00   0.0  0
 G57  CONST_21  N11  N12  C6   C5      0.00   0.0  0
 G57  CONST_22  N12  N11  C10  C5      0.00   0.0  0
 G57  CONST_23  N12  C6   C5   C10     0.00   0.0  0
 G57  CONST_24  C6   N12  N11  C10     0.00   0.0  0
 G57  CONST_25  C6   C5   C10  N11     0.00   0.0  0
 G57  CONST_26  C4   C16  C21  C20   180.00   0.0  0
 G57  CONST_27  C4   C16  C17  C18   180.00   0.0  0
 G57  CONST_28  C34  C41  C42  C49   180.00   0.0  0
 G57  CONST_29  C44  C43  C42  C49   180.00   0.0  0
 G57  CONST_30  C35  C18  C19  C20   180.00   0.0  0
 G57  CONST_31  C16  C17  C18  C35   180.00   0.0  0
 G57  CONST_32  C13  C10  C5   C4      0.00   0.0  0
 G57  CONST_33  C6   C5   C10  C13   180.00   0.0  0
 G57  CONST_34  N12  N11  C10  C13   180.00   0.0  0
 G57  CONST_35  H6   C44  C43  C42   180.00   0.0  0
 G57  CONST_36  H7   C45  C34  C41   180.00   0.0  0
 G57  CONST_37  H5   C43  C42  C41   180.00   0.0  0
 G57  CONST_38  H4   C41  C42  C43   180.00   0.0  0
 G57  CONST_39  H8   C19  C20  C34     0.00   0.0  0
 G57  CONST_40  H10  C21  C20  C34     0.00   0.0  0
 G57  CONST_41  H9   C17  C18  C19   180.00   0.0  0
 G57  CONST_42  H23  N11  C10  C5    180.00   0.0  0
 G57  Var_01    O1   C2   C3   C4     -6.62  30.0  1
 G57  Var_02    C5   C6   O1   C2      9.61  30.0  1
 G57  Var_03    C41  C42  C49  C50   -87.41  30.0  2
 G57  Var_04    F48  C35  C18  C19   134.88  30.0  2
 G57  Var_05    C2   C3   C8   N9    -24.11  30.0  3
 G57  Var_06    H18  N7   C2   C3      5.99  30.0  2
 G57  Var_07    H20  C13  C10  C5     53.22  30.0  2
 G57  Var_08    C42  C49  C50  O52     2.42  30.0  3
 G57  Var_09    H12  C36  C14  C4   -169.05  30.0  3
 G57  Var_10    H15  C15  C14  C4    -64.60  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
 G57  chir_01  C4  C3  C16  C5  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
 G57  plan-1  C49  0.020
 G57  plan-1  C42  0.020
 G57  plan-1  C41  0.020
 G57  plan-1  C43  0.020
 G57  plan-1  C44  0.020
 G57  plan-1  C45  0.020
 G57  plan-1  C34  0.020
 G57  plan-1  C20  0.020
 G57  plan-1  H4   0.020
 G57  plan-1  H5   0.020
 G57  plan-1  H6   0.020
 G57  plan-1  H7   0.020
 G57  plan-2  C34  0.020
 G57  plan-2  C20  0.020
 G57  plan-2  C19  0.020
 G57  plan-2  C18  0.020
 G57  plan-2  C35  0.020
 G57  plan-2  C17  0.020
 G57  plan-2  C21  0.020
 G57  plan-2  C16  0.020
 G57  plan-2  C4   0.020
 G57  plan-2  H8   0.020
 G57  plan-2  H9   0.020
 G57  plan-2  H10  0.020
 G57  plan-3  C4   0.020
 G57  plan-3  C5   0.020
 G57  plan-3  C10  0.020
 G57  plan-3  C13  0.020
 G57  plan-3  N11  0.020
 G57  plan-3  N12  0.020
 G57  plan-3  C6   0.020
 G57  plan-3  O1   0.020
 G57  plan-3  H23  0.020
 G57  plan-4  O52  0.020
 G57  plan-4  C50  0.020
 G57  plan-4  O51  0.020
 G57  plan-4  C49  0.020

