# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 10:27:02 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 3-[[3-[[3-(aminomethyl)phenyl]amino]-1~{H}-pyrazolo[3,4-d]pyrimidin-4-yl]amino]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1cccc(Nc2n[nH]c3ncnc(Nc4cccc(O)c4)c23)c1
#
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
 E85  E85  3-[[3-[[3-(aminomethyl)phenyl]amino]-1~{H}-pyrazolo[3,4-d]pyrimidin-4-yl]amino]phenol  ligand  43  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E85
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
 E85  N1   N  NR15  0  -0.522   0.5913  -3.7178   0.4922
 E85  N3   N  N     0  -0.262   1.5414  -2.7636   0.4432
 E85  C4   C  CR5   0   0.433   0.9151  -1.6178   0.3551
 E85  C5   C  CR56  0  -0.292  -0.4930  -1.8219   0.3480
 E85  C6   C  CR56  0   0.558  -0.6453  -3.2053   0.4617
 E85  C8   C  CR16  0   0.074  -2.8408  -3.0440   0.4483
 E85  C15  C  CR16  0  -0.469  -3.9862   0.9662   0.0582
 E85  C17  C  CR6   0   0.400  -4.9050   2.0012  -0.1029
 E85  C20  C  CR16  0  -0.230  -3.1402   3.5005  -0.6905
 E85  C22  C  CR16  0  -0.395  -2.2093   2.4891  -0.5322
 E85  C28  C  CR6   0   0.396   2.8623  -0.1605  -0.0772
 E85  O24  O  OH1   0  -0.635  -6.2226   1.8077   0.1009
 E85  C18  C  CR16  0  -0.364  -4.4914   3.2749  -0.4817
 E85  C14  C  CR6   0   0.392  -2.6310   1.2101  -0.1575
 E85  C11  C  CR6   0   0.560  -1.6834  -1.0782   0.2162
 E85  N10  N  N     0  -0.497  -2.8445  -1.7162   0.2936
 E85  N7   N  N     0  -0.451  -1.8110  -3.8581   0.5202
 E85  N26  N  NH1   0  -0.808   1.5393  -0.3843   0.3061
 E85  C36  C  CR16  0  -0.327   3.5283  -0.9697  -0.9998
 E85  C34  C  CR16  0  -0.236   4.8208  -0.6431  -1.3788
 E85  C32  C  CR16  0  -0.336   5.4624   0.4751  -0.8635
 E85  C31  C  CR6   0   0.100   4.8051   1.2886   0.0546
 E85  C29  C  CR16  0  -0.406   3.5106   0.9618   0.4385
 E85  C38  C  CH2   0  -0.337   5.5029   2.4848   0.6527
 E85  N41  N  NH2   0  -0.793   4.5910   3.5885   0.8944
 E85  H1   H  HNR5  0   0.422   0.8558  -4.6886   0.5463
 E85  H2   H  HCR6  0   0.261  -3.8218  -3.5020   0.5112
 E85  H3   H  HNH1  0   0.408  -0.6973   0.6092  -0.1804
 E85  H4   H  HCR6  0   0.301  -4.3232  -0.0191   0.3439
 E85  H5   H  HCR6  0   0.262  -2.8038   4.4862  -0.9838
 E85  H6   H  HCR6  0   0.265  -1.1579   2.6893  -0.6998
 E85  H7   H  HOH1  0   0.474  -6.3937   0.8963   0.3632
 E85  H8   H  HCR6  0   0.262  -5.2157   4.0691  -0.6074
 E85  H9   H  HNH1  0   0.406   1.2035   0.2648   1.0026
 E85  H10  H  HCR6  0   0.262   3.0498  -1.8418  -1.4211
 E85  H11  H  HCR6  0   0.253   5.3313  -1.2710  -2.0980
 E85  H12  H  HCR6  0   0.243   6.4706   0.7154  -1.1784
 E85  H13  H  HCR6  0   0.252   2.9933   1.6025   1.1440
 E85  H14  H  HCH2  0   0.241   5.9314   2.1890   1.6153
 E85  H15  H  HCH2  0   0.215   6.3587   2.7444   0.0148
 E85  H16  H  HNH2  0   0.354   5.0741   4.3198   1.3993
 E85  H17  H  HNH2  0   0.344   4.3081   3.9942   0.0114
 E85  N12  N  NH1   0  -0.776  -1.6257   0.2533  -0.0067

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
 E85  N7   C8   aromatic  1.315  0.020  1.315
 E85  N7   C6   aromatic  1.337  0.020  1.337
 E85  C8   N10  aromatic  1.337  0.020  1.337
 E85  C20  C22  aromatic  1.384  0.020  1.384
 E85  C20  C18  aromatic  1.386  0.020  1.386
 E85  C22  C14  aromatic  1.398  0.020  1.398
 E85  N1   C6   aromatic  1.339  0.020  1.339
 E85  N1   N3   aromatic  1.348  0.020  1.348
 E85  C6   C5   aromatic  1.396  0.020  1.396
 E85  N10  C11  aromatic  1.327  0.020  1.327
 E85  N3   C4   aromatic  1.309  0.020  1.309
 E85  C18  C17  aromatic  1.392  0.020  1.392
 E85  C5   C11  aromatic  1.410  0.020  1.410
 E85  C5   C4   aromatic  1.423  0.020  1.423
 E85  C36  C34  aromatic  1.386  0.020  1.386
 E85  C36  C28  aromatic  1.396  0.020  1.396
 E85  C11  N12  single    1.351  0.020  1.351
 E85  C14  N12  single    1.396  0.020  1.396
 E85  C14  C15  aromatic  1.394  0.020  1.394
 E85  C34  C32  aromatic  1.388  0.020  1.388
 E85  C4   N26  single    1.383  0.020  1.383
 E85  N26  C28  single    1.395  0.020  1.395
 E85  C28  C29  aromatic  1.395  0.020  1.395
 E85  C17  C15  aromatic  1.393  0.020  1.393
 E85  C17  O24  single    1.347  0.020  1.347
 E85  C32  C31  aromatic  1.392  0.020  1.392
 E85  C29  C31  aromatic  1.389  0.020  1.389
 E85  C31  C38  single    1.509  0.020  1.509
 E85  N41  C38  single    1.452  0.020  1.452
 E85  N1   H1   single    0.860  0.020  1.020
 E85  C8   H2   single    0.930  0.020  1.080
 E85  N12  H3   single    0.860  0.020  1.020
 E85  C15  H4   single    0.930  0.020  1.080
 E85  C20  H5   single    0.930  0.020  1.080
 E85  C22  H6   single    0.930  0.020  1.080
 E85  O24  H7   single    0.850  0.020  0.980
 E85  C18  H8   single    0.930  0.020  1.080
 E85  N26  H9   single    0.890  0.020  1.040
 E85  C36  H10  single    0.930  0.020  1.080
 E85  C34  H11  single    0.930  0.020  1.080
 E85  C32  H12  single    0.930  0.020  1.080
 E85  C29  H13  single    0.930  0.020  1.080
 E85  C38  H14  single    0.970  0.020  1.090
 E85  C38  H15  single    0.970  0.020  1.090
 E85  N41  H16  single    0.890  0.020  1.040
 E85  N41  H17  single    0.890  0.020  1.040

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
 E85  H1   N1   C6   127.77  3.000
 E85  H1   N1   N3   119.94  3.000
 E85  C6   N1   N3   112.29  3.000
 E85  C4   N3   N1   106.56  3.000
 E85  N26  C4   C5   125.05  3.000
 E85  N26  C4   N3   124.55  3.000
 E85  C5   C4   N3   110.39  3.000
 E85  C11  C5   C6   115.98  3.000
 E85  C11  C5   C4   139.51  3.000
 E85  C6   C5   C4   104.45  3.000
 E85  N7   C6   C5   125.61  3.000
 E85  C5   C6   N1   106.28  3.000
 E85  N7   C6   N1   128.11  3.000
 E85  H2   C8   N7   116.35  3.000
 E85  H2   C8   N10  115.07  3.000
 E85  N7   C8   N10  128.58  3.000
 E85  H4   C15  C14  120.27  3.000
 E85  H4   C15  C17  120.18  3.000
 E85  C14  C15  C17  119.55  3.000
 E85  C18  C17  O24  117.59  3.000
 E85  O24  C17  C15  121.38  3.000
 E85  C18  C17  C15  121.02  3.000
 E85  H5   C20  C18  119.49  3.000
 E85  H5   C20  C22  119.20  3.000
 E85  C18  C20  C22  121.32  3.000
 E85  H6   C22  C14  120.22  3.000
 E85  H6   C22  C20  120.01  3.000
 E85  C14  C22  C20  119.77  3.000
 E85  C29  C28  C36  119.27  3.000
 E85  C29  C28  N26  117.91  3.000
 E85  C36  C28  N26  122.74  3.000
 E85  H7   O24  C17  110.52  3.000
 E85  H8   C18  C20  121.04  3.000
 E85  H8   C18  C17  120.29  3.000
 E85  C20  C18  C17  118.67  3.000
 E85  C22  C14  C15  119.67  3.000
 E85  C15  C14  N12  124.30  3.000
 E85  C22  C14  N12  116.03  3.000
 E85  N10  C11  N12  121.38  3.000
 E85  N12  C11  C5   119.95  3.000
 E85  N10  C11  C5   118.67  3.000
 E85  C11  N10  C8   118.81  3.000
 E85  C8   N7   C6   112.21  3.000
 E85  H9   N26  C28  113.69  3.000
 E85  H9   N26  C4   113.50  3.000
 E85  C28  N26  C4   125.48  3.000
 E85  H10  C36  C34  119.78  3.000
 E85  H10  C36  C28  120.95  3.000
 E85  C34  C36  C28  119.27  3.000
 E85  H11  C34  C32  119.72  3.000
 E85  H11  C34  C36  118.99  3.000
 E85  C32  C34  C36  121.28  3.000
 E85  H12  C32  C31  120.12  3.000
 E85  H12  C32  C34  120.06  3.000
 E85  C31  C32  C34  119.83  3.000
 E85  C38  C31  C29  120.53  3.000
 E85  C38  C31  C32  120.44  3.000
 E85  C29  C31  C32  119.01  3.000
 E85  H13  C29  C31  119.03  3.000
 E85  H13  C29  C28  119.62  3.000
 E85  C31  C29  C28  121.34  3.000
 E85  H15  C38  H14  105.64  3.000
 E85  H15  C38  N41  113.97  3.000
 E85  H14  C38  N41  107.76  3.000
 E85  H15  C38  C31  108.51  3.000
 E85  H14  C38  C31  108.40  3.000
 E85  N41  C38  C31  112.22  3.000
 E85  H17  N41  H16  106.21  3.000
 E85  H17  N41  C38  109.58  3.000
 E85  H16  N41  C38  109.44  3.000
 E85  H3   N12  C11  114.52  3.000
 E85  H3   N12  C14  113.71  3.000
 E85  C11  N12  C14  131.49  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
 E85  CONST_01  C8   N7   C6   N1    180.00   0.0  0
 E85  CONST_02  C11  C5   C6   N1    180.00   0.0  0
 E85  CONST_03  C4   C5   C6   N1      0.00   0.0  0
 E85  CONST_04  C5   C4   N3   N1      0.00   0.0  0
 E85  CONST_05  N7   C6   N1   N3    180.00   0.0  0
 E85  CONST_06  C5   C6   N1   N3      0.00   0.0  0
 E85  CONST_07  C6   C5   C4   N3      0.00   0.0  0
 E85  CONST_08  C11  C5   C4   N3    180.00   0.0  0
 E85  CONST_09  C6   N1   N3   C4      0.00   0.0  0
 E85  CONST_10  N7   C6   C5   C4    180.00   0.0  0
 E85  CONST_11  N10  C11  C5   C4    180.00   0.0  0
 E85  CONST_12  C8   N7   C6   C5      0.00   0.0  0
 E85  CONST_13  C8   N10  C11  C5      0.00   0.0  0
 E85  CONST_14  N10  C8   N7   C6      0.00   0.0  0
 E85  CONST_15  N10  C11  C5   C6      0.00   0.0  0
 E85  CONST_16  C20  C22  C14  C15     0.00   0.0  0
 E85  CONST_17  C20  C18  C17  C15     0.00   0.0  0
 E85  CONST_18  C22  C20  C18  C17     0.00   0.0  0
 E85  CONST_19  C22  C14  C15  C17     0.00   0.0  0
 E85  CONST_20  C32  C34  C36  C28     0.00   0.0  0
 E85  CONST_21  C32  C31  C29  C28     0.00   0.0  0
 E85  CONST_22  C14  C22  C20  C18     0.00   0.0  0
 E85  CONST_23  C14  C15  C17  C18     0.00   0.0  0
 E85  CONST_24  N7   C8   N10  C11     0.00   0.0  0
 E85  CONST_25  N7   C6   C5   C11     0.00   0.0  0
 E85  CONST_26  C31  C32  C34  C36     0.00   0.0  0
 E85  CONST_27  C31  C29  C28  C36     0.00   0.0  0
 E85  CONST_28  C29  C28  C36  C34     0.00   0.0  0
 E85  CONST_29  C29  C31  C32  C34     0.00   0.0  0
 E85  CONST_30  N26  C4   N3   N1    180.00   0.0  0
 E85  CONST_31  N12  C11  C5   C4      0.00   0.0  0
 E85  CONST_32  N12  C11  C5   C6    180.00   0.0  0
 E85  CONST_33  N26  C4   C5   C6    180.00   0.0  0
 E85  CONST_34  N12  C11  N10  C8    180.00   0.0  0
 E85  CONST_35  C20  C22  C14  N12   180.00   0.0  0
 E85  CONST_36  C17  C15  C14  N12   180.00   0.0  0
 E85  CONST_37  O24  C17  C18  C20   180.00   0.0  0
 E85  CONST_38  C38  C31  C29  C28   180.00   0.0  0
 E85  CONST_39  C14  C15  C17  O24   180.00   0.0  0
 E85  CONST_40  N26  C4   C5   C11     0.00   0.0  0
 E85  CONST_41  C34  C36  C28  N26   180.00   0.0  0
 E85  CONST_42  C31  C29  C28  N26   180.00   0.0  0
 E85  CONST_43  C38  C31  C32  C34   180.00   0.0  0
 E85  CONST_44  H1   N1   N3   C4    180.00   0.0  0
 E85  CONST_45  H2   C8   N7   C6    180.00   0.0  0
 E85  CONST_46  H6   C22  C14  C15   180.00   0.0  0
 E85  CONST_47  H8   C18  C17  C15   180.00   0.0  0
 E85  CONST_48  H5   C20  C18  C17   180.00   0.0  0
 E85  CONST_49  H4   C15  C14  C22   180.00   0.0  0
 E85  CONST_50  H11  C34  C36  C28   180.00   0.0  0
 E85  CONST_51  H12  C32  C34  C36   180.00   0.0  0
 E85  CONST_52  H13  C29  C28  C36   180.00   0.0  0
 E85  CONST_53  H10  C36  C34  C32   180.00   0.0  0
 E85  Var_01    C28  N26  C4   N3     21.49  30.0  2
 E85  Var_02    C36  C28  N26  C4     30.18  30.0  2
 E85  Var_03    C14  N12  C11  C5   -179.15  30.0  2
 E85  Var_04    C11  N12  C14  C15     8.02  30.0  2
 E85  Var_05    N41  C38  C31  C32   145.68  30.0  2
 E85  Var_06    H16  N41  C38  C31   172.92  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
 E85  plan-1  C15  0.020
 E85  plan-1  C17  0.020
 E85  plan-1  C20  0.020
 E85  plan-1  C22  0.020
 E85  plan-1  O24  0.020
 E85  plan-1  C18  0.020
 E85  plan-1  C14  0.020
 E85  plan-1  H4   0.020
 E85  plan-1  H5   0.020
 E85  plan-1  H6   0.020
 E85  plan-1  H8   0.020
 E85  plan-1  N12  0.020
 E85  plan-2  C28  0.020
 E85  plan-2  N26  0.020
 E85  plan-2  C36  0.020
 E85  plan-2  C34  0.020
 E85  plan-2  C32  0.020
 E85  plan-2  C31  0.020
 E85  plan-2  C29  0.020
 E85  plan-2  C38  0.020
 E85  plan-2  H10  0.020
 E85  plan-2  H11  0.020
 E85  plan-2  H12  0.020
 E85  plan-2  H13  0.020
 E85  plan-3  N1   0.020
 E85  plan-3  N3   0.020
 E85  plan-3  C4   0.020
 E85  plan-3  C5   0.020
 E85  plan-3  C6   0.020
 E85  plan-3  C8   0.020
 E85  plan-3  C11  0.020
 E85  plan-3  N10  0.020
 E85  plan-3  N7   0.020
 E85  plan-3  N26  0.020
 E85  plan-3  H1   0.020
 E85  plan-3  H2   0.020
 E85  plan-3  N12  0.020

