# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 11:47:04 2020
#   Inital geometry file: a 157 line input string
#   Ligand name: 2-[1-[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]piperidin-4-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)N3CCC(CC3)CC(O)=O)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
 8UR  8UR  '2-[1-[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]piperidin-4-yl]ethanoic acid'  ligand  63  36  .  2022-07-24  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_8UR
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
 8UR  C4   C  CH1    0  -0.224   4.8053   1.2972   0.2293
 8UR  C7   C  CH2    0  -0.562   5.8488   2.2588  -0.3205
 8UR  C6   C  CH2    0  -0.311   3.4287  -0.7822  -0.2181
 8UR  C8   C  C      0   0.406   7.2595   1.6731  -0.5110
 8UR  C2   C  CH2    0  -0.301   2.4335   1.0408   1.0273
 8UR  C3   C  CH2    0  -0.416   3.4906   2.0093   0.5284
 8UR  C5   C  CH2    0  -0.416   4.5249   0.1438  -0.7272
 8UR  N1   N  NT     0  -0.520   2.2155  -0.0404   0.0718
 8UR  F35  F  F      0  -0.309   0.6771  -4.8375   0.4251
 8UR  F33  F  F      0  -0.317  -0.4196  -4.5886  -1.4061
 8UR  F34  F  F      0  -0.309  -1.4700  -4.7469   0.4623
 8UR  C28  C  CR6    0  -0.141  -0.3171  -2.7329   0.0342
 8UR  C27  C  CR16   0  -0.430  -1.4965  -2.0085   0.1306
 8UR  C36  C  CR16   0  -0.435   0.9233  -2.1122   0.0333
 8UR  C29  C  CR6    0   0.431   1.0065  -0.7171   0.1131
 8UR  O10  O  O      0  -0.611   7.6202   0.7806   0.2831
 8UR  O9   O  OC    -1  -0.626   7.9504   2.1664  -1.4271
 8UR  C30  C  CR16   0  -0.359  -0.1953  -0.0036   0.2039
 8UR  C26  C  CR6    0   0.209  -1.4353  -0.6218   0.2291
 8UR  C14  C  CT     0  -0.161  -2.6826   0.2709   0.2827
 8UR  C24  C  CH1    0  -0.217  -3.9932  -0.5216   0.5657
 8UR  C32  C  CH3    0  -0.679  -4.0285  -1.1784   1.9449
 8UR  C25  C  CH3    0  -0.663  -5.2380   0.3443   0.4019
 8UR  C13  C  C      0  -0.218  -2.4746   1.3723   1.3227
 8UR  C18  C  CSP    0   0.033  -1.9534   1.0273   2.5824
 8UR  N19  N  NS     0  -0.288  -1.5000   0.7520   3.6121
 8UR  C12  C  C      0   0.604  -2.7489   2.7019   1.1229
 8UR  N17  N  NH2    0  -0.835  -2.7424   3.6542   2.0650
 8UR  C15  C  CR5    0  -0.151  -2.7949   0.9875  -1.0296
 8UR  C20  C  CR5    0   0.366  -2.7754   0.5787  -2.3512
 8UR  C23  C  CH3    0  -0.748  -2.5903  -0.7561  -2.9757
 8UR  N21  N  NR15   0  -0.492  -2.9667   1.6953  -3.0770
 8UR  N22  N  N      0  -0.295  -3.1056   2.8065  -2.3481
 8UR  C16  C  CR5    0   0.458  -3.0010   2.3591  -1.1246
 8UR  O11  O  O2     0  -0.453  -3.0947   3.2067  -0.0722
 8UR  H1   H  HCH1   0   0.204   5.1852   0.8759   1.1678
 8UR  H2   H  HCH2   0   0.200   5.4959   2.6845  -1.2657
 8UR  H3   H  HCH2   0   0.227   5.9385   3.1082   0.3696
 8UR  H4   H  HCH2   0   0.249   3.2209  -1.5290  -0.9849
 8UR  H5   H  HCH2   0   0.209   3.7876  -1.3226   0.6720
 8UR  H6   H  HCH2   0   0.214   2.7450   0.6246   1.9978
 8UR  H7   H  HCH2   0   0.248   1.5030   1.5754   1.2036
 8UR  H8   H  HCH2   0   0.229   3.6390   2.7870   1.2823
 8UR  H9   H  HCH2   0   0.212   3.1220   2.5056  -0.3757
 8UR  H10  H  HCH2   0   0.208   4.2249   0.5441  -1.7021
 8UR  H11  H  HCH2   0   0.235   5.4297  -0.4461  -0.8859
 8UR  H12  H  HCR6   0   0.268  -2.4439  -2.5268   0.1304
 8UR  H13  H  HCR6   0   0.281   1.8210  -2.7118  -0.0100
 8UR  H15  H  HCR6   0   0.261  -0.1628   1.0780   0.2315
 8UR  H16  H  HCH1   0   0.234  -4.0555  -1.3062  -0.1967
 8UR  H17  H  HCH3   0   0.241  -4.8625  -1.8800   1.9948
 8UR  H18  H  HCH3   0   0.236  -3.1218  -1.7321   2.1873
 8UR  H19  H  HCH3   0   0.230  -4.1858  -0.4363   2.7292
 8UR  H20  H  HCH3   0   0.238  -5.3471   0.7343  -0.6092
 8UR  H21  H  HCH3   0   0.238  -6.1281  -0.2482   0.6181
 8UR  H22  H  HCH3   0   0.222  -5.2349   1.1868   1.0970
 8UR  H23  H  HNH2   0   0.419  -2.4629   3.4264   3.0043
 8UR  H24  H  HNH2   0   0.415  -2.6172   4.6156   1.7912
 8UR  H25  H  HCH3   0   0.261  -3.4078  -1.4310  -2.7210
 8UR  H26  H  HCH3   0   0.265  -2.5505  -0.6795  -4.0615
 8UR  H27  H  HCH3   0   0.264  -1.6640  -1.2180  -2.6349
 8UR  H28  H  HNR5   0   0.421  -2.9990   1.7596  -4.0821
 8UR  C31  C  CT     0   1.050  -0.3824  -4.2210  -0.1144

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
 8UR  O10  C8   deloc     1.248  0.020  1.248
 8UR  O9   C8   deloc     1.249  0.020  1.249
 8UR  C8   C7   single    1.539  0.020  1.539
 8UR  C7   C4   single    1.522  0.020  1.522
 8UR  C5   C4   single    1.524  0.020  1.524
 8UR  C5   C6   single    1.523  0.020  1.523
 8UR  C4   C3   single    1.525  0.020  1.525
 8UR  N21  N22  aromatic  1.336  0.020  1.336
 8UR  N21  C20  aromatic  1.345  0.020  1.345
 8UR  C6   N1   single    1.451  0.020  1.451
 8UR  C23  C20  single    1.485  0.020  1.485
 8UR  N22  C16  aromatic  1.307  0.020  1.307
 8UR  C20  C15  aromatic  1.383  0.020  1.383
 8UR  C3   C2   single    1.518  0.020  1.518
 8UR  N1   C2   single    1.459  0.020  1.459
 8UR  N1   C29  single    1.386  0.020  1.386
 8UR  C16  C15  aromatic  1.390  0.020  1.390
 8UR  C16  O11  single    1.355  0.020  1.355
 8UR  C15  C14  single    1.499  0.020  1.499
 8UR  C30  C29  aromatic  1.401  0.020  1.401
 8UR  C30  C26  aromatic  1.386  0.020  1.386
 8UR  O11  C12  single    1.343  0.020  1.343
 8UR  C29  C36  aromatic  1.400  0.020  1.400
 8UR  C25  C24  single    1.525  0.020  1.525
 8UR  C14  C26  single    1.535  0.020  1.535
 8UR  C14  C24  single    1.558  0.020  1.558
 8UR  C14  C13  single    1.529  0.020  1.529
 8UR  C26  C27  aromatic  1.391  0.020  1.391
 8UR  C36  C28  aromatic  1.387  0.020  1.387
 8UR  C24  C32  single    1.528  0.020  1.528
 8UR  C12  C13  double    1.372  0.020  1.372
 8UR  C12  N17  single    1.340  0.020  1.340
 8UR  C13  C18  single    1.406  0.020  1.406
 8UR  C27  C28  aromatic  1.387  0.020  1.387
 8UR  C28  C31  single    1.497  0.020  1.497
 8UR  C18  N19  triple    1.158  0.020  1.158
 8UR  F34  C31  single    1.339  0.020  1.339
 8UR  C31  F33  single    1.344  0.020  1.344
 8UR  C31  F35  single    1.339  0.020  1.339
 8UR  C4   H1   single    0.970  0.020  1.090
 8UR  C7   H2   single    0.970  0.020  1.090
 8UR  C7   H3   single    0.970  0.020  1.090
 8UR  C6   H4   single    0.970  0.020  1.090
 8UR  C6   H5   single    0.970  0.020  1.090
 8UR  C2   H6   single    0.970  0.020  1.090
 8UR  C2   H7   single    0.970  0.020  1.090
 8UR  C3   H8   single    0.970  0.020  1.090
 8UR  C3   H9   single    0.970  0.020  1.090
 8UR  C5   H10  single    0.970  0.020  1.090
 8UR  C5   H11  single    0.970  0.020  1.090
 8UR  C27  H12  single    0.930  0.020  1.080
 8UR  C36  H13  single    0.930  0.020  1.080
 8UR  C30  H15  single    0.930  0.020  1.080
 8UR  C24  H16  single    0.970  0.020  1.090
 8UR  C32  H17  single    0.970  0.020  1.090
 8UR  C32  H18  single    0.970  0.020  1.090
 8UR  C32  H19  single    0.970  0.020  1.090
 8UR  C25  H20  single    0.970  0.020  1.090
 8UR  C25  H21  single    0.970  0.020  1.090
 8UR  C25  H22  single    0.970  0.020  1.090
 8UR  N17  H23  single    0.890  0.020  1.040
 8UR  N17  H24  single    0.890  0.020  1.040
 8UR  C23  H25  single    0.970  0.020  1.090
 8UR  C23  H26  single    0.970  0.020  1.090
 8UR  C23  H27  single    0.970  0.020  1.090
 8UR  N21  H28  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
 8UR  H1   C4   C5   108.06  3.000
 8UR  H1   C4   C3   108.07  3.000
 8UR  C5   C4   C3   108.53  3.000
 8UR  H1   C4   C7   108.33  3.000
 8UR  C3   C4   C7   111.53  3.000
 8UR  C5   C4   C7   112.18  3.000
 8UR  H3   C7   H2   105.55  3.000
 8UR  H3   C7   C8   107.30  3.000
 8UR  H2   C7   C8   109.66  3.000
 8UR  H3   C7   C4   108.53  3.000
 8UR  H2   C7   C4   109.66  3.000
 8UR  C8   C7   C4   115.64  3.000
 8UR  H5   C6   H4   107.12  3.000
 8UR  H5   C6   N1   111.21  3.000
 8UR  H4   C6   N1   109.35  3.000
 8UR  H5   C6   C5   109.51  3.000
 8UR  H4   C6   C5   108.58  3.000
 8UR  N1   C6   C5   110.96  3.000
 8UR  O9   C8   O10  126.11  3.000
 8UR  O9   C8   C7   116.58  3.000
 8UR  O10  C8   C7   117.28  3.000
 8UR  H7   C2   H6   106.56  3.000
 8UR  H7   C2   N1   110.03  3.000
 8UR  H6   C2   N1   109.84  3.000
 8UR  H7   C2   C3   109.61  3.000
 8UR  H6   C2   C3   109.51  3.000
 8UR  N1   C2   C3   111.19  3.000
 8UR  H9   C3   H8   107.01  3.000
 8UR  H9   C3   C2   109.03  3.000
 8UR  H8   C3   C2   108.76  3.000
 8UR  H9   C3   C4   109.87  3.000
 8UR  H8   C3   C4   110.52  3.000
 8UR  C2   C3   C4   111.53  3.000
 8UR  H11  C5   H10  107.16  3.000
 8UR  H11  C5   C6   108.46  3.000
 8UR  H10  C5   C6   108.82  3.000
 8UR  H11  C5   C4   110.34  3.000
 8UR  H10  C5   C4   109.41  3.000
 8UR  C6   C5   C4   112.51  3.000
 8UR  C29  N1   C2   118.20  3.000
 8UR  C29  N1   C6   119.05  3.000
 8UR  C2   N1   C6   112.62  3.000
 8UR  C36  C28  C27  121.78  3.000
 8UR  C27  C28  C31  119.27  3.000
 8UR  C36  C28  C31  118.93  3.000
 8UR  H12  C27  C26  121.13  3.000
 8UR  H12  C27  C28  119.68  3.000
 8UR  C26  C27  C28  119.20  3.000
 8UR  H13  C36  C29  120.39  3.000
 8UR  H13  C36  C28  119.66  3.000
 8UR  C29  C36  C28  119.94  3.000
 8UR  C30  C29  C36  117.41  3.000
 8UR  C36  C29  N1   122.46  3.000
 8UR  C30  C29  N1   120.11  3.000
 8UR  H15  C30  C26  118.17  3.000
 8UR  H15  C30  C29  119.01  3.000
 8UR  C26  C30  C29  122.80  3.000
 8UR  C14  C26  C30  117.93  3.000
 8UR  C14  C26  C27  123.11  3.000
 8UR  C30  C26  C27  118.86  3.000
 8UR  C15  C14  C13  105.14  3.000
 8UR  C13  C14  C24  110.94  3.000
 8UR  C15  C14  C24  109.83  3.000
 8UR  C13  C14  C26  109.40  3.000
 8UR  C24  C14  C26  113.22  3.000
 8UR  C15  C14  C26  107.96  3.000
 8UR  H16  C24  C25  106.58  3.000
 8UR  H16  C24  C32  108.60  3.000
 8UR  C25  C24  C32  108.79  3.000
 8UR  H16  C24  C14  106.60  3.000
 8UR  C32  C24  C14  113.71  3.000
 8UR  C25  C24  C14  112.23  3.000
 8UR  H19  C32  H18  107.80  3.000
 8UR  H19  C32  H17  107.12  3.000
 8UR  H18  C32  H17  107.40  3.000
 8UR  H19  C32  C24  111.09  3.000
 8UR  H18  C32  C24  113.57  3.000
 8UR  H17  C32  C24  109.60  3.000
 8UR  H22  C25  H21  107.17  3.000
 8UR  H22  C25  H20  108.36  3.000
 8UR  H21  C25  H20  107.26  3.000
 8UR  H22  C25  C24  111.55  3.000
 8UR  H21  C25  C24  109.65  3.000
 8UR  H20  C25  C24  112.63  3.000
 8UR  C12  C13  C18  116.25  3.000
 8UR  C18  C13  C14  118.88  3.000
 8UR  C12  C13  C14  124.87  3.000
 8UR  N19  C18  C13  180.00  3.000
 8UR  O11  C12  N17  111.09  3.000
 8UR  N17  C12  C13  125.83  3.000
 8UR  O11  C12  C13  123.06  3.000
 8UR  H24  N17  H23  115.81  3.000
 8UR  H24  N17  C12  119.20  3.000
 8UR  H23  N17  C12  119.79  3.000
 8UR  C16  C15  C20  103.20  3.000
 8UR  C16  C15  C14  122.85  3.000
 8UR  C20  C15  C14  133.93  3.000
 8UR  N21  C20  C23  122.46  3.000
 8UR  C23  C20  C15  131.98  3.000
 8UR  N21  C20  C15  105.55  3.000
 8UR  H27  C23  H26  108.08  3.000
 8UR  H27  C23  H25  107.57  3.000
 8UR  H26  C23  H25  107.68  3.000
 8UR  H27  C23  C20  110.82  3.000
 8UR  H26  C23  C20  111.13  3.000
 8UR  H25  C23  C20  111.39  3.000
 8UR  H28  N21  N22  119.19  3.000
 8UR  H28  N21  C20  126.55  3.000
 8UR  N22  N21  C20  114.25  3.000
 8UR  C16  N22  N21  102.58  3.000
 8UR  O11  C16  N22  120.51  3.000
 8UR  O11  C16  C15  125.07  3.000
 8UR  N22  C16  C15  114.43  3.000
 8UR  C16  O11  C12  116.00  3.000
 8UR  C28  C31  F34  112.53  3.000
 8UR  F34  C31  F33  106.51  3.000
 8UR  C28  C31  F33  111.63  3.000
 8UR  F33  C31  F35  106.46  3.000
 8UR  F34  C31  F35  106.76  3.000
 8UR  C28  C31  F35  112.53  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
 8UR  CONST_01  C30  C29  C36  C28     0.00   0.0  0
 8UR  CONST_02  C30  C26  C27  C28     0.00   0.0  0
 8UR  CONST_03  C29  C30  C26  C27     0.00   0.0  0
 8UR  CONST_04  C29  C36  C28  C27     0.00   0.0  0
 8UR  CONST_05  C26  C30  C29  C36     0.00   0.0  0
 8UR  CONST_06  C26  C27  C28  C36     0.00   0.0  0
 8UR  CONST_07  N22  N21  C20  C15     0.00   0.0  0
 8UR  CONST_08  N21  N22  C16  C15     0.00   0.0  0
 8UR  CONST_09  C16  N22  N21  C20     0.00   0.0  0
 8UR  CONST_10  N22  C16  C15  C20     0.00   0.0  0
 8UR  CONST_11  C16  C15  C20  N21     0.00   0.0  0
 8UR  CONST_12  C26  C30  C29  N1    180.00   0.0  0
 8UR  CONST_13  C28  C36  C29  N1    180.00   0.0  0
 8UR  CONST_14  C14  C26  C27  C28   180.00   0.0  0
 8UR  CONST_15  C14  C26  C30  C29   180.00   0.0  0
 8UR  CONST_16  C29  C36  C28  C31   180.00   0.0  0
 8UR  CONST_17  C26  C27  C28  C31   180.00   0.0  0
 8UR  CONST_18  C23  C20  C15  C14     0.00   0.0  0
 8UR  CONST_19  N22  N21  C20  C23   180.00   0.0  0
 8UR  CONST_20  C16  C15  C20  C23   180.00   0.0  0
 8UR  CONST_21  H15  C30  C29  N1      0.00   0.0  0
 8UR  CONST_22  H13  C36  C29  N1      0.00   0.0  0
 8UR  CONST_23  H12  C27  C28  C36   180.00   0.0  0
 8UR  CONST_24  H28  N21  C20  C15   180.00   0.0  0
 8UR  Var_01    N1   C6   C5   C4     54.97  30.0  1
 8UR  Var_02    N1   C2   C3   C4    -56.53  30.0  1
 8UR  Var_03    C3   C2   N1   C6     57.63  30.0  1
 8UR  Var_04    C30  C29  N1   C6   -171.07  30.0  2
 8UR  Var_05    C5   C6   N1   C2    -56.41  30.0  1
 8UR  Var_06    O11  C12  C13  C14    -7.73  30.0  1
 8UR  Var_07    N22  C16  O11  C12  -168.97  30.0  1
 8UR  Var_08    C36  C28  C31  F35    31.86  30.0  3
 8UR  Var_09    C12  C13  C18  N19   -78.63  30.0  1
 8UR  Var_10    H23  N17  C12  C13     4.02  30.0  2
 8UR  Var_11    H25  C23  C20  C15    64.80  30.0  2
 8UR  Var_12    O10  C8   C7   C4    -31.68  30.0  2
 8UR  Var_13    H20  C25  C24  C14    61.16  30.0  3
 8UR  Var_14    H17  C32  C24  C14  -168.07  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
 8UR  chir_01  C4   C7   C5   C3   positiv
 8UR  chir_02  C14  C26  C15  C13  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
 8UR  plan-1  N1   0.020
 8UR  plan-1  C28  0.020
 8UR  plan-1  C27  0.020
 8UR  plan-1  C36  0.020
 8UR  plan-1  C29  0.020
 8UR  plan-1  C30  0.020
 8UR  plan-1  C26  0.020
 8UR  plan-1  C14  0.020
 8UR  plan-1  H12  0.020
 8UR  plan-1  H13  0.020
 8UR  plan-1  H15  0.020
 8UR  plan-1  C31  0.020
 8UR  plan-2  C14  0.020
 8UR  plan-2  C15  0.020
 8UR  plan-2  C20  0.020
 8UR  plan-2  C23  0.020
 8UR  plan-2  N21  0.020
 8UR  plan-2  N22  0.020
 8UR  plan-2  C16  0.020
 8UR  plan-2  O11  0.020
 8UR  plan-2  H28  0.020
 8UR  plan-3  C7   0.020
 8UR  plan-3  C8   0.020
 8UR  plan-3  O10  0.020
 8UR  plan-3  O9   0.020

