# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 15:22:52 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 4-{[6-(cyclohexylmethoxy)-9H-purin-2-yl]amino}phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(Nc2nc3[nH]cnc3c(OCC4CCCCC4)n2)cc1
#
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
 N20  N20  4-{[6-(cyclohexylmethoxy)-9H-purin-2-yl]amino}phenol  ligand  46  25  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_N20
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
 N20  C2    C  CR6   0   0.580   1.3729   0.0417  -1.9500
 N20  C8    C  CR15  0   0.094  -2.0715   0.0263  -4.5865
 N20  C10   C  CH2   0  -0.147  -1.3703  -0.0696   0.9861
 N20  C11   C  CH1   0  -0.281  -2.6049  -0.2950   1.8353
 N20  C12   C  CH2   0  -0.424  -2.1779  -0.4900   3.2912
 N20  C13   C  CH2   0  -0.432  -3.3781  -0.7300   4.2009
 N20  C14   C  CH2   0  -0.429  -4.3976   0.3981   4.0854
 N20  C15   C  CH2   0  -0.433  -4.8251   0.6045   2.6361
 N20  C16   C  CH2   0  -0.416  -3.6228   0.8405   1.7258
 N20  C19   C  CR16  0  -0.374   5.0845   0.7232   1.1259
 N20  C20   C  CR6   0   0.337   4.5141   0.0673   2.2112
 N20  C21   C  CR16  0  -0.337   3.3070  -0.6023   2.0327
 N20  C22   C  CR16  0  -0.274   2.6800  -0.6188   0.7977
 N20  N1    N  N     0  -0.520   0.4424   0.0248  -0.9863
 N20  C6    C  CR6   0   0.522  -0.8302   0.0061  -1.3173
 N20  O6    O  O2    0  -0.456  -1.7653  -0.0266  -0.3901
 N20  C5    C  CR56  0  -0.050  -1.2020   0.0184  -2.6655
 N20  N7    N  N     0  -0.438  -2.4037   0.0050  -3.3311
 N20  N9    N  NR15  0  -0.654  -0.7203   0.0527  -4.7886
 N20  C4    C  CR56  0   0.482  -0.1357   0.0463  -3.5629
 N20  N3    N  N     0  -0.502   1.1554   0.0557  -3.2627
 N20  N2    N  NH1   0  -0.761   2.6807   0.0516  -1.5757
 N20  C17   C  CR6   0   0.330   3.2351   0.0564  -0.2905
 N20  C18   C  CR16  0  -0.322   4.4449   0.7225  -0.1038
 N20  H23   H  HOH1  0   0.472   5.9011   0.5485   3.4356
 N20  H8    H  HCR5  0   0.288  -2.7606   0.0245  -5.4170
 N20  H101  H  HCH2  0   0.242  -0.6502  -0.8778   1.1363
 N20  H102  H  HCH2  0   0.225  -0.8784   0.8695   1.2576
 N20  H11   H  HCH1  0   0.225  -3.0819  -1.2254   1.5008
 N20  H121  H  HCH2  0   0.231  -1.4772  -1.3264   3.3671
 N20  H122  H  HCH2  0   0.212  -1.6390   0.4014   3.6330
 N20  H131  H  HCH2  0   0.211  -3.8522  -1.6788   3.9275
 N20  H132  H  HCH2  0   0.228  -3.0437  -0.8373   5.2354
 N20  H141  H  HCH2  0   0.226  -5.2675   0.1892   4.7128
 N20  H142  H  HCH2  0   0.208  -3.9542   1.3250   4.4652
 N20  H151  H  HCH2  0   0.210  -5.3721  -0.2790   2.2896
 N20  H152  H  HCH2  0   0.228  -5.5181   1.4458   2.5604
 N20  H161  H  HCH2  0   0.207  -3.1372   1.7829   2.0071
 N20  H162  H  HCH2  0   0.233  -3.9574   0.9579   0.6927
 N20  H19   H  HCR6  0   0.271   6.0262   1.2495   1.2340
 N20  H21   H  HCR6  0   0.262   2.8562  -1.1285   2.8652
 N20  H22   H  HCR6  0   0.270   1.7544  -1.1625   0.6924
 N20  H9    H  HNR5  0   0.424  -0.2521   0.0671  -5.6816
 N20  H2    H  HNH1  0   0.402   3.3248   0.1918  -2.3383
 N20  H18   H  HCR6  0   0.269   4.8993   1.2535  -0.9318
 N20  O23   O  OH1   0  -0.637   5.0799   0.0449   3.4380

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
 N20  C2   N1    aromatic  1.340  0.020  1.340
 N20  C2   N3    aromatic  1.331  0.020  1.331
 N20  C2   N2    single    1.360  0.020  1.360
 N20  O23  C20   single    1.351  0.020  1.351
 N20  O23  H23   single    0.850  0.020  0.980
 N20  C8   N7    aromatic  1.299  0.020  1.299
 N20  C8   N9    aromatic  1.367  0.020  1.367
 N20  C8   H8    single    0.930  0.020  1.080
 N20  C10  C11   single    1.515  0.020  1.515
 N20  C10  O6    single    1.432  0.020  1.432
 N20  C10  H101  single    0.970  0.020  1.090
 N20  C10  H102  single    0.970  0.020  1.090
 N20  C11  C12   single    1.530  0.020  1.530
 N20  C11  C16   single    1.529  0.020  1.529
 N20  C11  H11   single    0.970  0.020  1.090
 N20  C12  C13   single    1.525  0.020  1.525
 N20  C12  H121  single    0.970  0.020  1.090
 N20  C12  H122  single    0.970  0.020  1.090
 N20  C13  C14   single    1.525  0.020  1.525
 N20  C13  H131  single    0.970  0.020  1.090
 N20  C13  H132  single    0.970  0.020  1.090
 N20  C14  C15   single    1.525  0.020  1.525
 N20  C14  H141  single    0.970  0.020  1.090
 N20  C14  H142  single    0.970  0.020  1.090
 N20  C15  C16   single    1.526  0.020  1.526
 N20  C15  H151  single    0.970  0.020  1.090
 N20  C15  H152  single    0.970  0.020  1.090
 N20  C16  H161  single    0.970  0.020  1.090
 N20  C16  H162  single    0.970  0.020  1.090
 N20  C19  C20   aromatic  1.391  0.020  1.391
 N20  C19  C18   aromatic  1.386  0.020  1.386
 N20  C19  H19   single    0.930  0.020  1.080
 N20  C20  C21   aromatic  1.392  0.020  1.392
 N20  C21  C22   aromatic  1.385  0.020  1.385
 N20  C21  H21   single    0.930  0.020  1.080
 N20  C22  C17   aromatic  1.396  0.020  1.396
 N20  C22  H22   single    0.930  0.020  1.080
 N20  N1   C6    aromatic  1.315  0.020  1.315
 N20  C6   O6    single    1.317  0.020  1.317
 N20  C6   C5    aromatic  1.399  0.020  1.399
 N20  C5   N7    aromatic  1.374  0.020  1.374
 N20  C5   C4    aromatic  1.394  0.020  1.394
 N20  N9   C4    aromatic  1.358  0.020  1.358
 N20  N9   H9    single    0.860  0.020  1.020
 N20  C4   N3    aromatic  1.326  0.020  1.326
 N20  N2   C17   single    1.400  0.020  1.400
 N20  N2   H2    single    0.860  0.020  1.020
 N20  C17  C18   aromatic  1.394  0.020  1.394
 N20  C18  H18   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
 N20  N2    C2   N3    115.37  3.000
 N20  N2    C2   N1    118.03  3.000
 N20  N3    C2   N1    126.60  3.000
 N20  H8    C8   N9    121.18  3.000
 N20  H8    C8   N7    125.49  3.000
 N20  N9    C8   N7    113.33  3.000
 N20  H102  C10  H101  107.72  3.000
 N20  H102  C10  O6    109.66  3.000
 N20  H101  C10  O6    109.63  3.000
 N20  H102  C10  C11   110.78  3.000
 N20  H101  C10  C11   110.48  3.000
 N20  O6    C10  C11   108.55  3.000
 N20  H11   C11  C16   108.56  3.000
 N20  H11   C11  C12   107.65  3.000
 N20  C16   C11  C12   110.41  3.000
 N20  H11   C11  C10   108.02  3.000
 N20  C16   C11  C10   113.07  3.000
 N20  C12   C11  C10   108.96  3.000
 N20  H122  C12  H121  106.57  3.000
 N20  H122  C12  C13   109.20  3.000
 N20  H121  C12  C13   110.03  3.000
 N20  H122  C12  C11   109.29  3.000
 N20  H121  C12  C11   110.02  3.000
 N20  C13   C12  C11   111.60  3.000
 N20  H132  C13  H131  106.49  3.000
 N20  H132  C13  C14   110.43  3.000
 N20  H131  C13  C14   109.42  3.000
 N20  H132  C13  C12   109.84  3.000
 N20  H131  C13  C12   109.15  3.000
 N20  C14   C13  C12   111.38  3.000
 N20  H142  C14  H141  106.56  3.000
 N20  H142  C14  C15   109.17  3.000
 N20  H141  C14  C15   110.39  3.000
 N20  H142  C14  C13   109.22  3.000
 N20  H141  C14  C13   110.32  3.000
 N20  C15   C14  C13   111.07  3.000
 N20  H152  C15  H151  106.41  3.000
 N20  H152  C15  C16   109.83  3.000
 N20  H151  C15  C16   109.23  3.000
 N20  H152  C15  C14   110.36  3.000
 N20  H151  C15  C14   109.36  3.000
 N20  C16   C15  C14   111.52  3.000
 N20  H162  C16  H161  106.61  3.000
 N20  H162  C16  C15   109.84  3.000
 N20  H161  C16  C15   109.18  3.000
 N20  H162  C16  C11   110.58  3.000
 N20  H161  C16  C11   108.97  3.000
 N20  C15   C16  C11   111.52  3.000
 N20  H19   C19  C18   119.31  3.000
 N20  H19   C19  C20   120.49  3.000
 N20  C18   C19  C20   120.19  3.000
 N20  C21   C20  C19   118.85  3.000
 N20  C21   C20  O23   118.14  3.000
 N20  C19   C20  O23   123.00  3.000
 N20  H21   C21  C22   119.42  3.000
 N20  H21   C21  C20   119.74  3.000
 N20  C22   C21  C20   120.84  3.000
 N20  H22   C22  C17   120.60  3.000
 N20  H22   C22  C21   118.78  3.000
 N20  C17   C22  C21   120.62  3.000
 N20  C6    N1   C2    119.42  3.000
 N20  C5    C6   O6    119.34  3.000
 N20  C5    C6   N1    119.98  3.000
 N20  O6    C6   N1    120.67  3.000
 N20  C6    O6   C10   118.76  3.000
 N20  C4    C5   N7    110.94  3.000
 N20  C4    C5   C6    114.67  3.000
 N20  N7    C5   C6    134.39  3.000
 N20  C5    N7   C8    104.15  3.000
 N20  H9    N9   C4    126.84  3.000
 N20  H9    N9   C8    126.17  3.000
 N20  C4    N9   C8    106.99  3.000
 N20  N3    C4   N9    128.58  3.000
 N20  N3    C4   C5    126.82  3.000
 N20  N9    C4   C5    104.59  3.000
 N20  C4    N3   C2    112.49  3.000
 N20  H2    N2   C17   116.18  3.000
 N20  H2    N2   C2    114.02  3.000
 N20  C17   N2   C2    129.30  3.000
 N20  C18   C17  N2    117.93  3.000
 N20  C18   C17  C22   118.16  3.000
 N20  N2    C17  C22   123.83  3.000
 N20  H18   C18  C17   119.73  3.000
 N20  H18   C18  C19   118.95  3.000
 N20  C17   C18  C19   121.31  3.000
 N20  H23   O23  C20   110.25  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
 N20  CONST_01  C5    C6   N1   C2     0.00   0.0  0
 N20  CONST_02  C5    C4   N3   C2     0.00   0.0  0
 N20  CONST_03  N9    C4   N3   C2   180.00   0.0  0
 N20  CONST_04  C6    C5   N7   C8   180.00   0.0  0
 N20  CONST_05  C4    C5   N7   C8     0.00   0.0  0
 N20  CONST_06  C5    C4   N9   C8     0.00   0.0  0
 N20  CONST_07  N3    C4   N9   C8   180.00   0.0  0
 N20  CONST_08  C22   C21  C20  C19    0.00   0.0  0
 N20  CONST_09  C22   C17  C18  C19    0.00   0.0  0
 N20  CONST_10  C17   C18  C19  C20    0.00   0.0  0
 N20  CONST_11  C17   C22  C21  C20    0.00   0.0  0
 N20  CONST_12  C18   C19  C20  C21    0.00   0.0  0
 N20  CONST_13  C18   C17  C22  C21    0.00   0.0  0
 N20  CONST_14  C4    N3   C2   N1     0.00   0.0  0
 N20  CONST_15  N7    C5   C6   N1   180.00   0.0  0
 N20  CONST_16  C4    C5   C6   N1     0.00   0.0  0
 N20  CONST_17  N3    C2   N1   C6     0.00   0.0  0
 N20  CONST_18  N9    C4   C5   C6   180.00   0.0  0
 N20  CONST_19  N3    C4   C5   C6     0.00   0.0  0
 N20  CONST_20  N9    C8   N7   C5     0.00   0.0  0
 N20  CONST_21  C4    N9   C8   N7     0.00   0.0  0
 N20  CONST_22  N9    C4   C5   N7     0.00   0.0  0
 N20  CONST_23  N3    C4   C5   N7   180.00   0.0  0
 N20  CONST_24  O6    C6   N1   C2   180.00   0.0  0
 N20  CONST_25  C18   C19  C20  O23  180.00   0.0  0
 N20  CONST_26  C22   C21  C20  O23  180.00   0.0  0
 N20  CONST_27  N2    C17  C18  C19  180.00   0.0  0
 N20  CONST_28  N2    C17  C22  C21  180.00   0.0  0
 N20  CONST_29  N2    C2   N1   C6   180.00   0.0  0
 N20  CONST_30  N7    C5   C6   O6     0.00   0.0  0
 N20  CONST_31  C4    C5   C6   O6   180.00   0.0  0
 N20  CONST_32  N2    C2   N3   C4   180.00   0.0  0
 N20  CONST_33  H21   C21  C20  C19  180.00   0.0  0
 N20  CONST_34  H18   C18  C19  C20  180.00   0.0  0
 N20  CONST_35  H22   C22  C21  C20  180.00   0.0  0
 N20  CONST_36  H19   C19  C20  C21  180.00   0.0  0
 N20  CONST_37  H8    C8   N7   C5   180.00   0.0  0
 N20  CONST_38  H9    N9   C4   C5   180.00   0.0  0
 N20  Var_01    C14   C13  C12  C11  -55.76  30.0  1
 N20  Var_02    C14   C15  C16  C11   55.53  30.0  1
 N20  Var_03    C15   C14  C13  C12   54.98  30.0  1
 N20  Var_04    C16   C15  C14  C13  -54.92  30.0  1
 N20  Var_05    C22   C17  N2   C2    35.40  30.0  2
 N20  Var_06    C17   N2   C2   N1    -0.51  30.0  2
 N20  Var_07    N1    C6   O6   C10   -1.29  30.0  2
 N20  Var_08    H101  C10  O6   C6   -51.46  30.0  1

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
 N20  chir_01  C11  C10  C12  C16  negativ

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
 N20  plan-1  C19  0.020
 N20  plan-1  C20  0.020
 N20  plan-1  C21  0.020
 N20  plan-1  C22  0.020
 N20  plan-1  N2   0.020
 N20  plan-1  C17  0.020
 N20  plan-1  C18  0.020
 N20  plan-1  H19  0.020
 N20  plan-1  H21  0.020
 N20  plan-1  H22  0.020
 N20  plan-1  H18  0.020
 N20  plan-1  O23  0.020
 N20  plan-2  C2   0.020
 N20  plan-2  C8   0.020
 N20  plan-2  N1   0.020
 N20  plan-2  C6   0.020
 N20  plan-2  O6   0.020
 N20  plan-2  C5   0.020
 N20  plan-2  N7   0.020
 N20  plan-2  N9   0.020
 N20  plan-2  C4   0.020
 N20  plan-2  N3   0.020
 N20  plan-2  N2   0.020
 N20  plan-2  H8   0.020
 N20  plan-2  H9   0.020

