# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 18:44:15 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 5-(2-azanylethylsulfanyl)-3-propan-2-yl-~{N}-[(4-pyridin-2-ylphenyl)methyl]-2~{H}-pyrazolo[4,3-d]pyrimidin-7-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1[nH]nc2c(NCc3ccc(cc3)c4ccccn4)nc(SCCN)nc12
#
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
 FCQ  FCQ  5-(2-azanylethylsulfanyl)-3-propan-2-yl-~{N}-[(4-pyridin-2-ylphenyl)methyl]-2~{H}-pyrazolo[4,3-d]pyrimidin-7-amine  ligand  55  30  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FCQ
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
 FCQ  C4   C  CR5   0   0.378  -4.2458   2.4339  -0.0258
 FCQ  C14  C  CR16  0  -0.269   3.4274   0.3819   0.4853
 FCQ  C5   C  CR56  0   0.068  -2.4110   1.3868  -0.6852
 FCQ  C6   C  CR56  0   0.009  -3.6524   1.1764  -0.0575
 FCQ  C11  C  CH2   0  -0.344   0.5287  -0.7334  -1.7051
 FCQ  C7   C  CR6   0   0.201  -3.2108  -0.9875   0.1692
 FCQ  C8   C  CH2   0  -0.541  -2.3330  -3.6537   0.3436
 FCQ  C9   C  CH2   0  -0.282  -2.6848  -5.0729   0.7696
 FCQ  C10  C  CR6   0   0.568  -1.5688   0.2464  -0.8634
 FCQ  C12  C  CR6   0   0.084   1.9220  -0.4362  -1.2155
 FCQ  C13  C  CR16  0  -0.275   2.1418   0.1419   0.0326
 FCQ  N1   N  NR15  0  -0.467  -3.3390   3.2431  -0.6108
 FCQ  N2   N  N     0  -0.287  -2.2263   2.6582  -1.0211
 FCQ  C3   C  CH3   0  -0.646  -5.3800   3.8083   1.7262
 FCQ  N3   N  N     0  -0.470  -4.0754  -0.0364   0.3860
 FCQ  C1   C  CH3   0  -0.651  -6.4122   3.5683  -0.5634
 FCQ  C2   C  CH1   0  -0.345  -5.5603   2.8926   0.5131
 FCQ  S1   S  S2    0   0.004  -3.7360  -2.5729   0.7359
 FCQ  N4   N  NH2   0  -0.796  -1.5674  -5.9520   0.4657
 FCQ  N5   N  N     0  -0.480  -2.0041  -0.9180  -0.4233
 FCQ  N6   N  NH1   0  -0.652  -0.3800   0.3599  -1.4569
 FCQ  C15  C  CR6   0   0.064   4.5368   0.0602  -0.2998
 FCQ  C16  C  CR16  0  -0.305   4.3131  -0.5222  -1.5463
 FCQ  C17  C  CR16  0  -0.291   3.0238  -0.7639  -1.9963
 FCQ  C18  C  CR6   0   0.228   5.9036   0.3359   0.1943
 FCQ  N7   N  N     0  -0.428   6.0517   0.4536   1.5138
 FCQ  C19  C  CR16  0  -0.074   7.2565   0.7039   2.0050
 FCQ  C20  C  CR16  0  -0.327   8.3891   0.8512   1.2183
 FCQ  C21  C  CR16  0  -0.150   8.2403   0.7399  -0.1556
 FCQ  C22  C  CR16  0  -0.340   6.9837   0.4837  -0.6773
 FCQ  H2   H  HCH2  0   0.267   0.5532  -0.9646  -2.7731
 FCQ  H3   H  HCH2  0   0.285   0.1326  -1.6145  -1.2001
 FCQ  H4   H  HCH2  0   0.266  -1.4484  -3.3007   0.8751
 FCQ  H5   H  HCH2  0   0.269  -2.1273  -3.6199  -0.7249
 FCQ  H6   H  HCH2  0   0.208  -2.9764  -5.0773   1.8287
 FCQ  H7   H  HCH2  0   0.233  -3.5546  -5.4147   0.2044
 FCQ  H8   H  HCR6  0   0.254   1.3012   0.4138   0.6598
 FCQ  H9   H  HNR5  0   0.426  -3.4372   4.2378  -0.7546
 FCQ  H10  H  HCH3  0   0.221  -4.8694   4.7336   1.4519
 FCQ  H11  H  HCH3  0   0.239  -6.3510   4.0793   2.1421
 FCQ  H12  H  HCH3  0   0.240  -4.7998   3.3231   2.5109
 FCQ  H13  H  HCH3  0   0.241  -7.3992   3.8063  -0.1662
 FCQ  H14  H  HCH3  0   0.221  -5.9620   4.5046  -0.8991
 FCQ  H15  H  HCH3  0   0.240  -6.5429   2.9257  -1.4338
 FCQ  H16  H  HCH1  0   0.260  -6.0785   1.9881   0.8424
 FCQ  H17  H  HNH2  0   0.344  -0.8150  -5.7798   1.1210
 FCQ  H18  H  HNH2  0   0.353  -1.8474  -6.9126   0.6150
 FCQ  H20  H  HNH1  0   0.411  -0.1214   1.2700  -1.8058
 FCQ  H21  H  HCR6  0   0.254   5.1446  -0.8054  -2.1788
 FCQ  H22  H  HCR6  0   0.256   2.8780  -1.2167  -2.9699
 FCQ  H23  H  HCR6  0   0.262   7.3272   0.7895   3.0838
 FCQ  H24  H  HCR6  0   0.272   9.3501   1.0527   1.6706
 FCQ  H25  H  HCR6  0   0.275   9.0886   0.8596  -0.8165
 FCQ  H26  H  HCR6  0   0.270   6.8473   0.4180  -1.7478
 FCQ  H1   H  HCR6  0   0.253   3.5763   0.8326   1.4572

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
 FCQ  N1   N2   aromatic  1.322  0.020  1.322
 FCQ  N1   C4   aromatic  1.349  0.020  1.349
 FCQ  N2   C5   aromatic  1.328  0.020  1.328
 FCQ  C2   C4   single    1.493  0.020  1.493
 FCQ  C2   C3   single    1.531  0.020  1.531
 FCQ  C2   C1   single    1.530  0.020  1.530
 FCQ  C4   C6   aromatic  1.391  0.020  1.391
 FCQ  C21  C22  aromatic  1.385  0.020  1.385
 FCQ  C21  C20  aromatic  1.386  0.020  1.386
 FCQ  C22  C18  aromatic  1.396  0.020  1.396
 FCQ  C16  C17  aromatic  1.387  0.020  1.387
 FCQ  C16  C15  aromatic  1.394  0.020  1.394
 FCQ  C5   C6   aromatic  1.407  0.020  1.407
 FCQ  C5   C10  aromatic  1.429  0.020  1.429
 FCQ  C17  C12  aromatic  1.390  0.020  1.390
 FCQ  C6   N3   aromatic  1.359  0.020  1.359
 FCQ  C20  C19  aromatic  1.387  0.020  1.387
 FCQ  N6   C10  single    1.334  0.020  1.334
 FCQ  N6   C11  single    1.443  0.020  1.443
 FCQ  C18  C15  single    1.479  0.020  1.479
 FCQ  C18  N7   aromatic  1.333  0.020  1.333
 FCQ  C10  N5   aromatic  1.319  0.020  1.319
 FCQ  C15  C14  aromatic  1.397  0.020  1.397
 FCQ  N3   C7   aromatic  1.304  0.020  1.304
 FCQ  C12  C11  single    1.506  0.020  1.506
 FCQ  C12  C13  aromatic  1.393  0.020  1.393
 FCQ  C19  N7   aromatic  1.325  0.020  1.325
 FCQ  N5   C7   aromatic  1.346  0.020  1.346
 FCQ  C7   S1   single    1.764  0.020  1.764
 FCQ  C14  C13  aromatic  1.384  0.020  1.384
 FCQ  S1   C8   single    1.814  0.020  1.814
 FCQ  C8   C9   single    1.523  0.020  1.523
 FCQ  C9   N4   single    1.454  0.020  1.454
 FCQ  C14  H1   single    0.930  0.020  1.080
 FCQ  C11  H2   single    0.970  0.020  1.090
 FCQ  C11  H3   single    0.970  0.020  1.090
 FCQ  C8   H4   single    0.970  0.020  1.090
 FCQ  C8   H5   single    0.970  0.020  1.090
 FCQ  C9   H6   single    0.970  0.020  1.090
 FCQ  C9   H7   single    0.970  0.020  1.090
 FCQ  C13  H8   single    0.930  0.020  1.080
 FCQ  N1   H9   single    0.860  0.020  1.020
 FCQ  C3   H10  single    0.970  0.020  1.090
 FCQ  C3   H11  single    0.970  0.020  1.090
 FCQ  C3   H12  single    0.970  0.020  1.090
 FCQ  C1   H13  single    0.970  0.020  1.090
 FCQ  C1   H14  single    0.970  0.020  1.090
 FCQ  C1   H15  single    0.970  0.020  1.090
 FCQ  C2   H16  single    0.970  0.020  1.090
 FCQ  N4   H17  single    0.890  0.020  1.040
 FCQ  N4   H18  single    0.890  0.020  1.040
 FCQ  N6   H20  single    0.860  0.020  1.020
 FCQ  C16  H21  single    0.930  0.020  1.080
 FCQ  C17  H22  single    0.930  0.020  1.080
 FCQ  C19  H23  single    0.930  0.020  1.080
 FCQ  C20  H24  single    0.930  0.020  1.080
 FCQ  C21  H25  single    0.930  0.020  1.080
 FCQ  C22  H26  single    0.930  0.020  1.080

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
 FCQ  C2   C4   N1   124.35  3.000
 FCQ  C2   C4   C6   131.43  3.000
 FCQ  N1   C4   C6   104.22  3.000
 FCQ  H1   C14  C15  119.45  3.000
 FCQ  H1   C14  C13  119.61  3.000
 FCQ  C15  C14  C13  120.94  3.000
 FCQ  N2   C5   C10  130.59  3.000
 FCQ  C10  C5   C6   117.15  3.000
 FCQ  N2   C5   C6   112.26  3.000
 FCQ  N3   C6   C5   123.62  3.000
 FCQ  N3   C6   C4   131.81  3.000
 FCQ  C5   C6   C4   104.56  3.000
 FCQ  H3   C11  H2   106.85  3.000
 FCQ  H3   C11  N6   107.69  3.000
 FCQ  H2   C11  N6   110.03  3.000
 FCQ  H3   C11  C12  110.18  3.000
 FCQ  H2   C11  C12  109.79  3.000
 FCQ  N6   C11  C12  112.15  3.000
 FCQ  N5   C7   S1   117.05  3.000
 FCQ  S1   C7   N3   113.89  3.000
 FCQ  N5   C7   N3   129.06  3.000
 FCQ  H5   C8   H4   108.36  3.000
 FCQ  H5   C8   S1   109.87  3.000
 FCQ  H4   C8   S1   109.21  3.000
 FCQ  H5   C8   C9   110.31  3.000
 FCQ  H4   C8   C9   110.65  3.000
 FCQ  S1   C8   C9   108.42  3.000
 FCQ  H7   C9   H6   106.64  3.000
 FCQ  H7   C9   N4   108.34  3.000
 FCQ  H6   C9   N4   113.77  3.000
 FCQ  H7   C9   C8   109.32  3.000
 FCQ  H6   C9   C8   109.55  3.000
 FCQ  N4   C9   C8   109.11  3.000
 FCQ  N6   C10  N5   121.19  3.000
 FCQ  N5   C10  C5   117.94  3.000
 FCQ  N6   C10  C5   120.87  3.000
 FCQ  C17  C12  C13  118.43  3.000
 FCQ  C13  C12  C11  121.27  3.000
 FCQ  C17  C12  C11  120.28  3.000
 FCQ  H8   C13  C12  120.02  3.000
 FCQ  H8   C13  C14  119.20  3.000
 FCQ  C12  C13  C14  120.78  3.000
 FCQ  H9   N1   N2   118.24  3.000
 FCQ  H9   N1   C4   125.97  3.000
 FCQ  N2   N1   C4   115.78  3.000
 FCQ  N1   N2   C5   103.17  3.000
 FCQ  H12  C3   H11  108.07  3.000
 FCQ  H12  C3   H10  108.01  3.000
 FCQ  H11  C3   H10  107.55  3.000
 FCQ  H12  C3   C2   111.53  3.000
 FCQ  H11  C3   C2   110.24  3.000
 FCQ  H10  C3   C2   111.28  3.000
 FCQ  C7   N3   C6   112.98  3.000
 FCQ  H15  C1   H14  108.03  3.000
 FCQ  H15  C1   H13  108.13  3.000
 FCQ  H14  C1   H13  107.34  3.000
 FCQ  H15  C1   C2   111.61  3.000
 FCQ  H14  C1   C2   111.44  3.000
 FCQ  H13  C1   C2   110.13  3.000
 FCQ  H16  C2   C1   108.26  3.000
 FCQ  H16  C2   C3   108.18  3.000
 FCQ  C1   C2   C3   111.04  3.000
 FCQ  H16  C2   C4   105.78  3.000
 FCQ  C1   C2   C4   111.84  3.000
 FCQ  C3   C2   C4   111.48  3.000
 FCQ  C8   S1   C7   103.64  3.000
 FCQ  H18  N4   H17  105.76  3.000
 FCQ  H18  N4   C9   109.30  3.000
 FCQ  H17  N4   C9   109.45  3.000
 FCQ  C10  N5   C7   119.23  3.000
 FCQ  H20  N6   C10  117.35  3.000
 FCQ  H20  N6   C11  117.57  3.000
 FCQ  C10  N6   C11  124.99  3.000
 FCQ  C18  C15  C16  121.66  3.000
 FCQ  C18  C15  C14  120.22  3.000
 FCQ  C16  C15  C14  118.13  3.000
 FCQ  H21  C16  C17  118.62  3.000
 FCQ  H21  C16  C15  120.57  3.000
 FCQ  C17  C16  C15  120.81  3.000
 FCQ  H22  C17  C16  119.31  3.000
 FCQ  H22  C17  C12  119.78  3.000
 FCQ  C16  C17  C12  120.91  3.000
 FCQ  C22  C18  N7   121.52  3.000
 FCQ  N7   C18  C15  116.72  3.000
 FCQ  C22  C18  C15  121.75  3.000
 FCQ  C19  N7   C18  118.99  3.000
 FCQ  H23  C19  C20  120.18  3.000
 FCQ  H23  C19  N7   116.30  3.000
 FCQ  C20  C19  N7   123.53  3.000
 FCQ  H24  C20  C21  121.67  3.000
 FCQ  H24  C20  C19  120.55  3.000
 FCQ  C21  C20  C19  117.78  3.000
 FCQ  H25  C21  C22  120.13  3.000
 FCQ  H25  C21  C20  120.82  3.000
 FCQ  C22  C21  C20  119.05  3.000
 FCQ  H26  C22  C21  119.92  3.000
 FCQ  H26  C22  C18  120.95  3.000
 FCQ  C21  C22  C18  119.12  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
 FCQ  CONST_01  C5   N2   N1   C4      0.00   0.0  0
 FCQ  CONST_02  N2   C5   C6   C4      0.00   0.0  0
 FCQ  CONST_03  C10  C5   C6   C4    180.00   0.0  0
 FCQ  CONST_04  C7   N3   C6   C4    180.00   0.0  0
 FCQ  CONST_05  C17  C16  C15  C14     0.00   0.0  0
 FCQ  CONST_08  C17  C12  C13  C14     0.00   0.0  0
 FCQ  CONST_09  N1   C4   C6   C5      0.00   0.0  0
 FCQ  CONST_10  C7   N3   C6   C5      0.00   0.0  0
 FCQ  CONST_11  C7   N5   C10  C5      0.00   0.0  0
 FCQ  CONST_12  N2   N1   C4   C6      0.00   0.0  0
 FCQ  CONST_13  N1   N2   C5   C6      0.00   0.0  0
 FCQ  CONST_14  N5   C10  C5   C6      0.00   0.0  0
 FCQ  CONST_15  N5   C7   N3   C6      0.00   0.0  0
 FCQ  CONST_16  N1   N2   C5   C10   180.00   0.0  0
 FCQ  CONST_17  N3   C6   C5   C10     0.00   0.0  0
 FCQ  CONST_18  N3   C7   N5   C10     0.00   0.0  0
 FCQ  CONST_19  C15  C16  C17  C12     0.00   0.0  0
 FCQ  CONST_20  C15  C14  C13  C12     0.00   0.0  0
 FCQ  CONST_21  C16  C17  C12  C13     0.00   0.0  0
 FCQ  CONST_22  C16  C15  C14  C13     0.00   0.0  0
 FCQ  CONST_23  C18  C15  C14  C13   180.00   0.0  0
 FCQ  CONST_24  N3   C6   C4   N1    180.00   0.0  0
 FCQ  CONST_25  N3   C6   C5   N2    180.00   0.0  0
 FCQ  CONST_26  N5   C10  C5   N2    180.00   0.0  0
 FCQ  CONST_27  C21  C22  C18  C15   180.00   0.0  0
 FCQ  CONST_28  C19  N7   C18  C15   180.00   0.0  0
 FCQ  CONST_31  C18  C15  C16  C17   180.00   0.0  0
 FCQ  CONST_32  C20  C21  C22  C18     0.00   0.0  0
 FCQ  CONST_33  C20  C19  N7   C18     0.00   0.0  0
 FCQ  CONST_34  C21  C22  C18  N7      0.00   0.0  0
 FCQ  CONST_35  C21  C20  C19  N7      0.00   0.0  0
 FCQ  CONST_36  C22  C21  C20  C19     0.00   0.0  0
 FCQ  CONST_37  C22  C18  N7   C19     0.00   0.0  0
 FCQ  CONST_38  C11  C12  C13  C14   180.00   0.0  0
 FCQ  CONST_39  C2   C4   C6   C5    180.00   0.0  0
 FCQ  CONST_40  N6   C10  C5   C6    180.00   0.0  0
 FCQ  CONST_41  S1   C7   N3   C6    180.00   0.0  0
 FCQ  CONST_42  C16  C17  C12  C11   180.00   0.0  0
 FCQ  CONST_43  N6   C10  N5   C7    180.00   0.0  0
 FCQ  CONST_44  S1   C7   N5   C10   180.00   0.0  0
 FCQ  CONST_45  C2   C4   N1   N2    180.00   0.0  0
 FCQ  CONST_46  N6   C10  C5   N2      0.00   0.0  0
 FCQ  CONST_47  C2   C4   C6   N3      0.00   0.0  0
 FCQ  CONST_48  H21  C16  C15  C14   180.00   0.0  0
 FCQ  CONST_49  H9   N1   N2   C5    180.00   0.0  0
 FCQ  CONST_50  H1   C14  C13  C12   180.00   0.0  0
 FCQ  CONST_51  H22  C17  C12  C13   180.00   0.0  0
 FCQ  CONST_52  H26  C22  C18  C15     0.00   0.0  0
 FCQ  CONST_53  H8   C13  C14  C15   180.00   0.0  0
 FCQ  CONST_54  H25  C21  C22  C18   180.00   0.0  0
 FCQ  CONST_55  H23  C19  N7   C18   180.00   0.0  0
 FCQ  CONST_56  H24  C20  C19  N7    180.00   0.0  0
 FCQ  CONST_57  C11  N6   C10  C5    180.00   0.0  0
 FCQ  CONST_58  N5   C10  N6   C11     0.00   0.0  0
 FCQ  CONST_59  H20  N6   C10  C5      0.00   0.0  0
 FCQ  Var_01    C3   C2   C4   C6    112.45  30.0  2
 FCQ  Var_02    N3   C7   S1   C8   -178.48  30.0  2
 FCQ  Var_03    C12  C11  N6   C10  -129.29  30.0  3
 FCQ  Var_04    N6   C11  C12  C13    44.48  30.0  2
 FCQ  Var_05    C9   C8   S1   C7   -178.96  30.0  3
 FCQ  Var_06    H10  C3   C2   C4     64.38  30.0  3
 FCQ  Var_07    H13  C1   C2   C4    174.63  30.0  3
 FCQ  Var_08    N4   C9   C8   S1   -179.81  30.0  3
 FCQ  Var_09    H17  N4   C9   C8     73.16  30.0  3

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
 FCQ  plan-1  C14  0.020
 FCQ  plan-1  C11  0.020
 FCQ  plan-1  C12  0.020
 FCQ  plan-1  C13  0.020
 FCQ  plan-1  C15  0.020
 FCQ  plan-1  C16  0.020
 FCQ  plan-1  C17  0.020
 FCQ  plan-1  C18  0.020
 FCQ  plan-1  H8   0.020
 FCQ  plan-1  H21  0.020
 FCQ  plan-1  H22  0.020
 FCQ  plan-1  H1   0.020
 FCQ  plan-2  C15  0.020
 FCQ  plan-2  C18  0.020
 FCQ  plan-2  N7   0.020
 FCQ  plan-2  C19  0.020
 FCQ  plan-2  C20  0.020
 FCQ  plan-2  C21  0.020
 FCQ  plan-2  C22  0.020
 FCQ  plan-2  H23  0.020
 FCQ  plan-2  H24  0.020
 FCQ  plan-2  H25  0.020
 FCQ  plan-2  H26  0.020
 FCQ  plan-3  C4   0.020
 FCQ  plan-3  C5   0.020
 FCQ  plan-3  C6   0.020
 FCQ  plan-3  C7   0.020
 FCQ  plan-3  C10  0.020
 FCQ  plan-3  N1   0.020
 FCQ  plan-3  N2   0.020
 FCQ  plan-3  N3   0.020
 FCQ  plan-3  C2   0.020
 FCQ  plan-3  S1   0.020
 FCQ  plan-3  N5   0.020
 FCQ  plan-3  N6   0.020
 FCQ  plan-3  H9   0.020
 FCQ  plan-4  C11  0.020
 FCQ  plan-4  C10  0.020
 FCQ  plan-4  N6   0.020
 FCQ  plan-4  H20  0.020

