# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 17:08:34 2022
#   Inital geometry file: a 145 line input string
#   Ligand name: (4~{S})-6-azanyl-4-[3-(2-cyanophenyl)-5-(trifluoromethyl)phenyl]-3-methyl-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#N)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
 8B0  8B0  (4~{S})-6-azanyl-4-[3-(2-cyanophenyl)-5-(trifluoromethyl)phenyl]-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile  ligand  54  34  .  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_8B0
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
 8B0  C2   C  CR6   0   0.611   2.9681   1.8182  -1.3858
 8B0  C3   C  CR6   0  -0.221   2.1128   0.7466  -1.4723
 8B0  C4   C  CR6   0  -0.175   1.9525  -0.3259  -0.3974
 8B0  C5   C  CR56  0  -0.143   2.5448   0.2656   0.8460
 8B0  C6   C  CR56  0   0.461   3.3433   1.4030   0.8330
 8B0  C10  C  CR5   0   0.372   2.5261  -0.0935   2.1820
 8B0  C12  C  CH3   0  -0.750   1.8518  -1.2045   2.9014
 8B0  C13  C  CH1   0  -0.216   2.7195  -1.6254  -0.7854
 8B0  C14  C  CH3   0  -0.678   2.2501  -2.2410  -2.1026
 8B0  C15  C  CR6   0   0.210   0.4643  -0.5659  -0.1215
 8B0  C16  C  CR16  0  -0.381  -0.0655  -1.8217   0.1331
 8B0  C17  C  CR6   0  -0.148  -1.4115  -1.9715   0.4561
 8B0  C19  C  CR6   0   0.081  -1.7325   0.3954   0.2782
 8B0  N53  N  NS    0  -0.239  -4.6144  -0.1443  -1.9179
 8B0  C39  C  CR6   0  -0.018  -3.8023   1.7067  -0.3139
 8B0  C40  C  CR16  0  -0.230  -4.5937   2.8505  -0.2009
 8B0  C41  C  CR16  0  -0.255  -4.1769   3.9001   0.5979
 8B0  C42  C  CR16  0  -0.218  -2.9695   3.8084   1.2774
 8B0  C43  C  CR16  0  -0.300  -2.1861   2.6696   1.1658
 8B0  C32  C  CR6   0   0.149  -2.5860   1.5964   0.3758
 8B0  C18  C  CR16  0  -0.362  -2.2492  -0.8742   0.5308
 8B0  C33  C  CT    0   1.056  -1.9143  -3.3441   0.7783
 8B0  F48  F  F     0  -0.311  -1.5125  -4.2467  -0.1262
 8B0  F47  F  F     0  -0.314  -1.4565  -3.7659   1.9671
 8B0  F46  F  F     0  -0.302  -3.2472  -3.4071   0.8308
 8B0  C20  C  CR16  0  -0.320  -0.3885   0.5326  -0.0389
 8B0  C34  C  CH3   0  -0.664   4.2273  -1.4051  -0.8443
 8B0  C8   C  CSP   0   0.031   1.3447   0.6566  -2.6463
 8B0  N9   N  NS    0  -0.284   0.7000   0.6140  -3.6077
 8B0  N7   N  NH2   0  -0.834   3.2522   2.6727  -2.3745
 8B0  N51  N  NR15  0  -0.493   3.2853   0.8213   2.8109
 8B0  N11  N  N     0  -0.293   3.7993   1.7557   2.0056
 8B0  O1   O  O     0  -0.453   3.6560   2.1192  -0.2733
 8B0  H1   H  HCH3  0   0.261   2.1416  -2.1728   2.4948
 8B0  H2   H  HCH3  0   0.268   2.1032  -1.1994   3.9611
 8B0  H3   H  HCH3  0   0.264   0.7682  -1.1245   2.8131
 8B0  H4   H  HCH1  0   0.232   2.5416  -2.3498   0.0177
 8B0  H5   H  HCH3  0   0.233   2.6263  -1.6778  -2.9577
 8B0  H6   H  HCH3  0   0.244   2.6358  -3.2570  -2.1936
 8B0  H7   H  HCH3  0   0.236   1.1657  -2.2957  -2.1965
 8B0  H8   H  HCR6  0   0.281   0.5668  -2.6982   0.0969
 8B0  H9   H  HCR6  0   0.286  -5.5249   2.9136  -0.7470
 8B0  H10  H  HCR6  0   0.278  -4.7904   4.7859   0.6850
 8B0  H11  H  HCR6  0   0.277  -2.6373   4.6251   1.9043
 8B0  H12  H  HCR6  0   0.269  -1.2569   2.6038   1.7170
 8B0  H13  H  HCR6  0   0.276  -3.2891  -0.9876   0.8055
 8B0  H14  H  HCR6  0   0.267   0.0035   1.5229  -0.2375
 8B0  H15  H  HCH3  0   0.224   4.4908  -0.6463  -1.5840
 8B0  H16  H  HCH3  0   0.239   4.6447  -1.1066   0.1169
 8B0  H17  H  HCH3  0   0.241   4.7230  -2.3308  -1.1396
 8B0  H18  H  HNH2  0   0.420   2.7734   2.6045  -3.2566
 8B0  H19  H  HNH2  0   0.417   3.6558   3.5695  -2.1566
 8B0  H20  H  HNR5  0   0.421   3.4833   0.8606   3.7983
 8B0  C50  C  CSP   0   0.003  -4.2402   0.6699  -1.1934

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
 8B0  C42  C41  aromatic  1.389  0.020  1.389
 8B0  C42  C43  aromatic  1.387  0.020  1.387
 8B0  C41  C40  aromatic  1.383  0.020  1.383
 8B0  C43  C32  aromatic  1.391  0.020  1.391
 8B0  N51  N11  aromatic  1.336  0.020  1.336
 8B0  N51  C10  aromatic  1.345  0.020  1.345
 8B0  C40  C39  aromatic  1.395  0.020  1.395
 8B0  N11  C6   aromatic  1.307  0.020  1.307
 8B0  C12  C10  single    1.485  0.020  1.485
 8B0  C10  C5   aromatic  1.384  0.020  1.384
 8B0  C32  C39  aromatic  1.403  0.020  1.403
 8B0  C32  C19  single    1.477  0.020  1.477
 8B0  C39  C50  single    1.428  0.020  1.428
 8B0  C6   C5   aromatic  1.390  0.020  1.390
 8B0  C6   O1   single    1.354  0.020  1.354
 8B0  C5   C4   single    1.499  0.020  1.499
 8B0  C50  N53  triple    1.152  0.020  1.152
 8B0  C19  C20  aromatic  1.388  0.020  1.388
 8B0  C19  C18  aromatic  1.394  0.020  1.394
 8B0  C20  C15  aromatic  1.393  0.020  1.393
 8B0  O1   C2   single    1.342  0.020  1.342
 8B0  C18  C17  aromatic  1.382  0.020  1.382
 8B0  C15  C4   single    1.532  0.020  1.532
 8B0  C15  C16  aromatic  1.386  0.020  1.386
 8B0  C4   C13  single    1.558  0.020  1.558
 8B0  C4   C3   single    1.527  0.020  1.527
 8B0  C2   C3   double    1.374  0.020  1.374
 8B0  C2   N7   single    1.337  0.020  1.337
 8B0  C14  C13  single    1.528  0.020  1.528
 8B0  C13  C34  single    1.525  0.020  1.525
 8B0  C3   C8   single    1.406  0.020  1.406
 8B0  C16  C17  aromatic  1.392  0.020  1.392
 8B0  C17  C33  single    1.497  0.020  1.497
 8B0  C8   N9   triple    1.158  0.020  1.158
 8B0  F48  C33  single    1.340  0.020  1.340
 8B0  C33  F47  single    1.342  0.020  1.342
 8B0  C33  F46  single    1.335  0.020  1.335
 8B0  C12  H1   single    0.970  0.020  1.090
 8B0  C12  H2   single    0.970  0.020  1.090
 8B0  C12  H3   single    0.970  0.020  1.090
 8B0  C13  H4   single    0.970  0.020  1.090
 8B0  C14  H5   single    0.970  0.020  1.090
 8B0  C14  H6   single    0.970  0.020  1.090
 8B0  C14  H7   single    0.970  0.020  1.090
 8B0  C16  H8   single    0.930  0.020  1.080
 8B0  C40  H9   single    0.930  0.020  1.080
 8B0  C41  H10  single    0.930  0.020  1.080
 8B0  C42  H11  single    0.930  0.020  1.080
 8B0  C43  H12  single    0.930  0.020  1.080
 8B0  C18  H13  single    0.930  0.020  1.080
 8B0  C20  H14  single    0.930  0.020  1.080
 8B0  C34  H15  single    0.970  0.020  1.090
 8B0  C34  H16  single    0.970  0.020  1.090
 8B0  C34  H17  single    0.970  0.020  1.090
 8B0  N7   H18  single    0.890  0.020  1.040
 8B0  N7   H19  single    0.890  0.020  1.040
 8B0  N51  H20  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
 8B0  O1   C2   N7   111.14  3.000
 8B0  N7   C2   C3   125.74  3.000
 8B0  O1   C2   C3   123.11  3.000
 8B0  C8   C3   C4   119.05  3.000
 8B0  C8   C3   C2   116.28  3.000
 8B0  C4   C3   C2   124.68  3.000
 8B0  C15  C4   C13  113.10  3.000
 8B0  C13  C4   C5   109.95  3.000
 8B0  C15  C4   C5   107.23  3.000
 8B0  C13  C4   C3   111.03  3.000
 8B0  C15  C4   C3   109.80  3.000
 8B0  C5   C4   C3   105.38  3.000
 8B0  C10  C5   C6   103.25  3.000
 8B0  C6   C5   C4   122.84  3.000
 8B0  C10  C5   C4   133.89  3.000
 8B0  O1   C6   N11  120.64  3.000
 8B0  O1   C6   C5   124.96  3.000
 8B0  N11  C6   C5   114.40  3.000
 8B0  N51  C10  C12  122.59  3.000
 8B0  C12  C10  C5   131.91  3.000
 8B0  N51  C10  C5   105.51  3.000
 8B0  H3   C12  H2   107.93  3.000
 8B0  H3   C12  H1   107.42  3.000
 8B0  H2   C12  H1   107.81  3.000
 8B0  H3   C12  C10  110.92  3.000
 8B0  H2   C12  C10  111.28  3.000
 8B0  H1   C12  C10  111.30  3.000
 8B0  H4   C13  C34  106.51  3.000
 8B0  H4   C13  C14  108.39  3.000
 8B0  C34  C13  C14  109.19  3.000
 8B0  H4   C13  C4   106.79  3.000
 8B0  C34  C13  C4   112.08  3.000
 8B0  C14  C13  C4   113.55  3.000
 8B0  H7   C14  H6   107.34  3.000
 8B0  H7   C14  H5   107.55  3.000
 8B0  H6   C14  H5   107.07  3.000
 8B0  H7   C14  C13  113.60  3.000
 8B0  H6   C14  C13  109.79  3.000
 8B0  H5   C14  C13  111.21  3.000
 8B0  C20  C15  C16  117.99  3.000
 8B0  C16  C15  C4   123.09  3.000
 8B0  C20  C15  C4   118.79  3.000
 8B0  H8   C16  C17  119.06  3.000
 8B0  H8   C16  C15  120.30  3.000
 8B0  C17  C16  C15  120.63  3.000
 8B0  C33  C17  C18  120.84  3.000
 8B0  C33  C17  C16  118.25  3.000
 8B0  C18  C17  C16  120.86  3.000
 8B0  C20  C19  C18  119.37  3.000
 8B0  C18  C19  C32  120.98  3.000
 8B0  C20  C19  C32  119.63  3.000
 8B0  C32  C39  C40  121.09  3.000
 8B0  C32  C39  C50  120.76  3.000
 8B0  C40  C39  C50  118.10  3.000
 8B0  H9   C40  C41  120.45  3.000
 8B0  H9   C40  C39  119.69  3.000
 8B0  C41  C40  C39  119.86  3.000
 8B0  H10  C41  C42  120.54  3.000
 8B0  H10  C41  C40  119.82  3.000
 8B0  C42  C41  C40  119.64  3.000
 8B0  H11  C42  C43  119.55  3.000
 8B0  H11  C42  C41  120.05  3.000
 8B0  C43  C42  C41  120.40  3.000
 8B0  H12  C43  C32  119.28  3.000
 8B0  H12  C43  C42  119.59  3.000
 8B0  C32  C43  C42  121.12  3.000
 8B0  C43  C32  C39  117.89  3.000
 8B0  C39  C32  C19  122.19  3.000
 8B0  C43  C32  C19  119.92  3.000
 8B0  H13  C18  C19  119.86  3.000
 8B0  H13  C18  C17  120.87  3.000
 8B0  C19  C18  C17  119.25  3.000
 8B0  F46  C33  F47  106.91  3.000
 8B0  F46  C33  F48  107.11  3.000
 8B0  F47  C33  F48  106.50  3.000
 8B0  F46  C33  C17  112.77  3.000
 8B0  F47  C33  C17  111.36  3.000
 8B0  F48  C33  C17  111.83  3.000
 8B0  H14  C20  C19  118.86  3.000
 8B0  H14  C20  C15  119.24  3.000
 8B0  C19  C20  C15  121.90  3.000
 8B0  H17  C34  H16  107.30  3.000
 8B0  H17  C34  H15  107.26  3.000
 8B0  H16  C34  H15  108.35  3.000
 8B0  H17  C34  C13  109.70  3.000
 8B0  H16  C34  C13  112.60  3.000
 8B0  H15  C34  C13  111.41  3.000
 8B0  N9   C8   C3   180.00  3.000
 8B0  H19  N7   H18  116.15  3.000
 8B0  H19  N7   C2   119.60  3.000
 8B0  H18  N7   C2   120.25  3.000
 8B0  H20  N51  N11  119.18  3.000
 8B0  H20  N51  C10  126.55  3.000
 8B0  N11  N51  C10  114.26  3.000
 8B0  N51  N11  C6   102.58  3.000
 8B0  C6   O1   C2   116.11  3.000
 8B0  C39  C50  N53  180.00  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
 8B0  CONST_01  N11  N51  C10  C5      0.00   0.0  0
 8B0  CONST_02  N51  N11  C6   C5      0.00   0.0  0
 8B0  CONST_03  C10  N51  N11  C6      0.00   0.0  0
 8B0  CONST_04  N51  C10  C5   C6      0.00   0.0  0
 8B0  CONST_05  N11  C6   C5   C10     0.00   0.0  0
 8B0  CONST_06  C32  C19  C20  C15   180.00   0.0  0
 8B0  CONST_07  C18  C19  C20  C15     0.00   0.0  0
 8B0  CONST_08  C18  C17  C16  C15     0.00   0.0  0
 8B0  CONST_09  C19  C20  C15  C16     0.00   0.0  0
 8B0  CONST_10  C19  C18  C17  C16     0.00   0.0  0
 8B0  CONST_11  C32  C19  C18  C17   180.00   0.0  0
 8B0  CONST_12  C20  C19  C18  C17     0.00   0.0  0
 8B0  CONST_13  C20  C15  C16  C17     0.00   0.0  0
 8B0  CONST_14  C42  C43  C32  C19   180.00   0.0  0
 8B0  CONST_15  C40  C39  C32  C19   180.00   0.0  0
 8B0  CONST_16  C42  C41  C40  C39     0.00   0.0  0
 8B0  CONST_17  C42  C43  C32  C39     0.00   0.0  0
 8B0  CONST_20  C43  C42  C41  C40     0.00   0.0  0
 8B0  CONST_21  C43  C32  C39  C40     0.00   0.0  0
 8B0  CONST_22  C32  C43  C42  C41     0.00   0.0  0
 8B0  CONST_23  C32  C39  C40  C41     0.00   0.0  0
 8B0  CONST_26  C19  C20  C15  C4    180.00   0.0  0
 8B0  CONST_27  C17  C16  C15  C4    180.00   0.0  0
 8B0  CONST_28  C12  C10  C5   C4      0.00   0.0  0
 8B0  CONST_29  C12  C10  C5   C6    180.00   0.0  0
 8B0  CONST_30  N11  N51  C10  C12   180.00   0.0  0
 8B0  CONST_31  C33  C17  C16  C15   180.00   0.0  0
 8B0  CONST_32  C50  C39  C32  C19     0.00   0.0  0
 8B0  CONST_33  C33  C17  C18  C19   180.00   0.0  0
 8B0  CONST_34  C41  C40  C39  C50   180.00   0.0  0
 8B0  CONST_35  C43  C32  C39  C50   180.00   0.0  0
 8B0  CONST_36  H14  C20  C15  C4      0.00   0.0  0
 8B0  CONST_37  H8   C16  C15  C4      0.00   0.0  0
 8B0  CONST_38  H20  N51  C10  C5    180.00   0.0  0
 8B0  CONST_39  H13  C18  C17  C16   180.00   0.0  0
 8B0  CONST_40  H12  C43  C32  C19     0.00   0.0  0
 8B0  CONST_41  H10  C41  C40  C39   180.00   0.0  0
 8B0  CONST_42  H11  C42  C41  C40   180.00   0.0  0
 8B0  CONST_43  H9   C40  C41  C42   180.00   0.0  0
 8B0  Var_01    N11  C6   O1   C2   -169.22  30.0  1
 8B0  Var_02    O1   C2   C3   C4     -7.53  30.0  1
 8B0  Var_03    F48  C33  C17  C16   -47.72  30.0  2
 8B0  Var_04    H18  N7   C2   C3      4.75  30.0  2
 8B0  Var_05    H1   C12  C10  C5     57.17  30.0  2
 8B0  Var_06    H5   C14  C13  C4     75.77  30.0  3
 8B0  Var_07    H15  C34  C13  C4    -60.16  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
 8B0  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
 8B0  plan-1  C4   0.020
 8B0  plan-1  C15  0.020
 8B0  plan-1  C16  0.020
 8B0  plan-1  C17  0.020
 8B0  plan-1  C19  0.020
 8B0  plan-1  C32  0.020
 8B0  plan-1  C18  0.020
 8B0  plan-1  C33  0.020
 8B0  plan-1  C20  0.020
 8B0  plan-1  H8   0.020
 8B0  plan-1  H13  0.020
 8B0  plan-1  H14  0.020
 8B0  plan-2  C19  0.020
 8B0  plan-2  N53  0.020
 8B0  plan-2  C39  0.020
 8B0  plan-2  C40  0.020
 8B0  plan-2  C41  0.020
 8B0  plan-2  C42  0.020
 8B0  plan-2  C43  0.020
 8B0  plan-2  C32  0.020
 8B0  plan-2  H9   0.020
 8B0  plan-2  H10  0.020
 8B0  plan-2  H11  0.020
 8B0  plan-2  H12  0.020
 8B0  plan-2  C50  0.020
 8B0  plan-3  C4   0.020
 8B0  plan-3  C5   0.020
 8B0  plan-3  C6   0.020
 8B0  plan-3  C10  0.020
 8B0  plan-3  C12  0.020
 8B0  plan-3  N51  0.020
 8B0  plan-3  N11  0.020
 8B0  plan-3  O1   0.020
 8B0  plan-3  H20  0.020

