# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 05:32:46 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: N-(4-methoxyphenyl)-N~2~-[1-(2-methylphenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-L-alaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(NC(=O)[C@H](C)NC2=Nc3n(ncc3C(=O)N2)c4ccccc4C)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
 LUO  LUO  N-(4-methoxyphenyl)-N~2~-[1-(2-methylphenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-L-alaninamide  ligand  53  31  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LUO
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
 LUO  CL1  C  CH3   0  -0.721    4.9775  -1.8970  -2.1562
 LUO  C2   C  CR6   0   0.093    4.4303  -2.4086  -0.8573
 LUO  C3   C  CR16  0  -0.315    4.2074  -3.7700  -0.6643
 LUO  C4   C  CR16  0  -0.234    3.6659  -4.2576   0.5168
 LUO  C5   C  CR16  0  -0.281    3.3347  -3.3840   1.5426
 LUO  C6   C  CR16  0  -0.257    3.5629  -2.0263   1.3821
 LUO  C7   C  CR6   0   0.273    4.1089  -1.5514   0.1973
 LUO  N8   N  NR5   0  -0.489    4.3229  -0.1594   0.0613
 LUO  C11  C  CR56  0   0.592    3.3965   0.8183   0.1119
 LUO  N13  N  N     0  -0.511    2.0777   0.6434   0.2696
 LUO  N9   N  N     0  -0.266    5.5715   0.3428  -0.1064
 LUO  C10  C  CR15  0  -0.072    5.4392   1.6423  -0.1679
 LUO  C12  C  CR56  0  -0.350    4.0859   2.0168  -0.0354
 LUO  C16  C  CR6   0   0.519    3.3472   3.2381  -0.0145
 LUO  O17  O  O     0  -0.461    3.7691   4.3757  -0.1227
 LUO  N15  N  NR16  0  -0.749    1.9829   2.9972   0.1592
 LUO  C14  C  CR6   0   0.781    1.4011   1.7640   0.2895
 LUO  N18  N  NH1   0  -0.685    0.0722   1.7449   0.4291
 LUO  C19  C  CH1   0  -0.211   -0.6652   0.5299   0.6788
 LUO  C20  C  CH3   0  -0.652   -0.5554   0.0724   2.1353
 LUO  C21  C  C     0   0.541   -2.1251   0.8044   0.3325
 LUO  O22  O  O     0  -0.466   -2.5949   1.9268   0.3962
 LUO  N23  N  NH1   0  -0.736   -2.8221  -0.3016   0.0066
 LUO  C24  C  CR6   0   0.331   -4.2114  -0.4052  -0.1941
 LUO  C29  C  CR16  0  -0.280   -4.9833   0.6101  -0.7431
 LUO  C28  C  CR16  0  -0.378   -6.3511   0.4376  -0.9258
 LUO  C27  C  CR6   0   0.374   -6.9667  -0.7593  -0.5738
 LUO  O30  O  O2    0  -0.471   -8.2816  -1.0152  -0.7155
 LUO  C31  C  CH3   0  -0.436   -9.1089  -0.0052  -1.2566
 LUO  C26  C  CR16  0  -0.333   -6.1869  -1.7860  -0.0384
 LUO  C25  C  CR16  0  -0.310   -4.8319  -1.6061   0.1520
 LUO  H1   H  HCH3  0   0.255    6.0073  -1.5549  -2.0529
 LUO  H2   H  HCH3  0   0.250    4.9576  -2.6783  -2.9137
 LUO  H3   H  HCH3  0   0.246    4.3964  -1.0530  -2.5295
 LUO  H4   H  HCR6  0   0.255    4.4479  -4.4588  -1.4651
 LUO  H5   H  HCR6  0   0.261    3.4971  -5.3203   0.6322
 LUO  H6   H  HCR6  0   0.262    2.9086  -3.7546   2.4650
 LUO  H7   H  HCR6  0   0.265    3.3242  -1.3333   2.1779
 LUO  H8   H  HCR5  0   0.276    6.3042   2.2746  -0.2994
 LUO  H9   H  HNR6  0   0.426    1.3883   3.8158   0.1927
 LUO  H10  H  HNH1  0   0.409   -0.4335   2.6128   0.5303
 LUO  H11  H  HCH1  0   0.289   -0.2737  -0.2551   0.0278
 LUO  H12  H  HCH3  0   0.242   -1.1163  -0.8465   2.3058
 LUO  H13  H  HCH3  0   0.257    0.4874  -0.1222   2.3802
 LUO  H14  H  HCH3  0   0.240   -0.9367   0.8381   2.8107
 LUO  H15  H  HNH1  0   0.418   -2.3160  -1.1745   0.0068
 LUO  H16  H  HCR6  0   0.274   -4.5384   1.5447  -1.0473
 LUO  H17  H  HCR6  0   0.281   -6.9119   1.2557  -1.3566
 LUO  H18  H  HCH3  0   0.228   -9.1097   0.8970  -0.6390
 LUO  H19  H  HCH3  0   0.228   -8.8128   0.2654  -2.2735
 LUO  H20  H  HCH3  0   0.260  -10.1168  -0.4118  -1.2832
 LUO  H21  H  HCR6  0   0.268   -6.6505  -2.7246   0.2377
 LUO  H22  H  HCR6  0   0.272   -4.2476  -2.4128   0.5787

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
 LUO  C31  O30  single    1.413  0.020  1.413
 LUO  O30  C27  single    1.347  0.020  1.347
 LUO  C27  C26  aromatic  1.396  0.020  1.396
 LUO  C27  C28  aromatic  1.391  0.020  1.391
 LUO  C26  C25  aromatic  1.380  0.020  1.380
 LUO  C28  C29  aromatic  1.391  0.020  1.391
 LUO  C25  C24  aromatic  1.395  0.020  1.395
 LUO  C29  C24  aromatic  1.389  0.020  1.389
 LUO  C24  N23  single    1.408  0.020  1.408
 LUO  C4   C3   aromatic  1.388  0.020  1.388
 LUO  C4   C5   aromatic  1.387  0.020  1.387
 LUO  C3   C2   aromatic  1.393  0.020  1.393
 LUO  O22  C21  double    1.219  0.020  1.219
 LUO  N23  C21  single    1.347  0.020  1.347
 LUO  C21  C19  single    1.525  0.020  1.525
 LUO  C5   C6   aromatic  1.386  0.020  1.386
 LUO  C20  C19  single    1.531  0.020  1.531
 LUO  C2   CL1  single    1.499  0.020  1.499
 LUO  C2   C7   aromatic  1.397  0.020  1.397
 LUO  C19  N18  single    1.443  0.020  1.443
 LUO  C6   C7   aromatic  1.388  0.020  1.388
 LUO  C7   N8   single    1.415  0.020  1.415
 LUO  N18  C14  single    1.336  0.020  1.336
 LUO  N13  C14  double    1.309  0.020  1.309
 LUO  N13  C11  single    1.340  0.020  1.340
 LUO  C14  N15  single    1.370  0.020  1.370
 LUO  N8   C11  aromatic  1.348  0.020  1.348
 LUO  N8   N9   aromatic  1.356  0.020  1.356
 LUO  C11  C12  aromatic  1.390  0.020  1.390
 LUO  N9   C10  aromatic  1.308  0.020  1.308
 LUO  N15  C16  single    1.396  0.020  1.396
 LUO  C12  C16  single    1.427  0.020  1.427
 LUO  C12  C10  aromatic  1.410  0.020  1.410
 LUO  C16  O17  double    1.218  0.020  1.218
 LUO  CL1  H1   single    0.970  0.020  1.090
 LUO  CL1  H2   single    0.970  0.020  1.090
 LUO  CL1  H3   single    0.970  0.020  1.090
 LUO  C3   H4   single    0.930  0.020  1.080
 LUO  C4   H5   single    0.930  0.020  1.080
 LUO  C5   H6   single    0.930  0.020  1.080
 LUO  C6   H7   single    0.930  0.020  1.080
 LUO  C10  H8   single    0.930  0.020  1.080
 LUO  N15  H9   single    0.860  0.020  1.020
 LUO  N18  H10  single    0.860  0.020  1.020
 LUO  C19  H11  single    0.970  0.020  1.090
 LUO  C20  H12  single    0.970  0.020  1.090
 LUO  C20  H13  single    0.970  0.020  1.090
 LUO  C20  H14  single    0.970  0.020  1.090
 LUO  N23  H15  single    0.860  0.020  1.020
 LUO  C29  H16  single    0.930  0.020  1.080
 LUO  C28  H17  single    0.930  0.020  1.080
 LUO  C31  H18  single    0.970  0.020  1.090
 LUO  C31  H19  single    0.970  0.020  1.090
 LUO  C31  H20  single    0.970  0.020  1.090
 LUO  C26  H21  single    0.930  0.020  1.080
 LUO  C25  H22  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
 LUO  H3   CL1  H2   107.91  3.000
 LUO  H3   CL1  H1   107.04  3.000
 LUO  H2   CL1  H1   107.97  3.000
 LUO  H3   CL1  C2   111.47  3.000
 LUO  H2   CL1  C2   110.57  3.000
 LUO  H1   CL1  C2   111.70  3.000
 LUO  C7   C2   C3   117.29  3.000
 LUO  C7   C2   CL1  121.92  3.000
 LUO  C3   C2   CL1  120.79  3.000
 LUO  H4   C3   C4   119.50  3.000
 LUO  H4   C3   C2   118.91  3.000
 LUO  C4   C3   C2   121.58  3.000
 LUO  H5   C4   C5   120.15  3.000
 LUO  H5   C4   C3   119.77  3.000
 LUO  C5   C4   C3   120.08  3.000
 LUO  H6   C5   C6   119.96  3.000
 LUO  H6   C5   C4   120.58  3.000
 LUO  C6   C5   C4   119.46  3.000
 LUO  H7   C6   C7   119.69  3.000
 LUO  H7   C6   C5   120.39  3.000
 LUO  C7   C6   C5   119.92  3.000
 LUO  N8   C7   C6   118.56  3.000
 LUO  N8   C7   C2   119.77  3.000
 LUO  C6   C7   C2   121.66  3.000
 LUO  N9   N8   C11  111.65  3.000
 LUO  N9   N8   C7   121.02  3.000
 LUO  C11  N8   C7   127.31  3.000
 LUO  C12  C11  N13  127.81  3.000
 LUO  C12  C11  N8   106.29  3.000
 LUO  N13  C11  N8   125.90  3.000
 LUO  C14  N13  C11  113.50  3.000
 LUO  C10  N9   N8   106.30  3.000
 LUO  H8   C10  C12  128.67  3.000
 LUO  H8   C10  N9   120.44  3.000
 LUO  C12  C10  N9   110.89  3.000
 LUO  C16  C12  C10  136.48  3.000
 LUO  C10  C12  C11  104.88  3.000
 LUO  C16  C12  C11  118.64  3.000
 LUO  N15  C16  O17  120.70  3.000
 LUO  O17  C16  C12  128.20  3.000
 LUO  N15  C16  C12  111.09  3.000
 LUO  H9   N15  C14  118.39  3.000
 LUO  H9   N15  C16  116.01  3.000
 LUO  C14  N15  C16  125.60  3.000
 LUO  N18  C14  N15  116.43  3.000
 LUO  N15  C14  N13  123.35  3.000
 LUO  N18  C14  N13  120.22  3.000
 LUO  H10  N18  C19  116.78  3.000
 LUO  H10  N18  C14  119.76  3.000
 LUO  C19  N18  C14  122.56  3.000
 LUO  H11  C19  C21  109.70  3.000
 LUO  H11  C19  C20  109.06  3.000
 LUO  C21  C19  C20  109.78  3.000
 LUO  H11  C19  N18  108.59  3.000
 LUO  C20  C19  N18  112.31  3.000
 LUO  C21  C19  N18  107.35  3.000
 LUO  H14  C20  H13  108.74  3.000
 LUO  H14  C20  H12  108.38  3.000
 LUO  H13  C20  H12  107.88  3.000
 LUO  H14  C20  C19  110.77  3.000
 LUO  H13  C20  C19  109.65  3.000
 LUO  H12  C20  C19  111.34  3.000
 LUO  N23  C21  O22  124.71  3.000
 LUO  N23  C21  C19  113.72  3.000
 LUO  O22  C21  C19  121.53  3.000
 LUO  H15  N23  C24  115.56  3.000
 LUO  H15  N23  C21  116.79  3.000
 LUO  C24  N23  C21  127.27  3.000
 LUO  C25  C24  C29  118.70  3.000
 LUO  C29  C24  N23  123.45  3.000
 LUO  C25  C24  N23  117.83  3.000
 LUO  H16  C29  C28  118.42  3.000
 LUO  H16  C29  C24  121.05  3.000
 LUO  C28  C29  C24  120.53  3.000
 LUO  H17  C28  C27  121.48  3.000
 LUO  H17  C28  C29  117.94  3.000
 LUO  C27  C28  C29  120.58  3.000
 LUO  C26  C27  O30  116.48  3.000
 LUO  C26  C27  C28  118.86  3.000
 LUO  O30  C27  C28  124.66  3.000
 LUO  C31  O30  C27  118.42  3.000
 LUO  H20  C31  H19  108.72  3.000
 LUO  H20  C31  H18  108.77  3.000
 LUO  H19  C31  H18  108.75  3.000
 LUO  H20  C31  O30  106.54  3.000
 LUO  H19  C31  O30  111.99  3.000
 LUO  H18  C31  O30  111.96  3.000
 LUO  H21  C26  C25  119.88  3.000
 LUO  H21  C26  C27  119.75  3.000
 LUO  C25  C26  C27  120.37  3.000
 LUO  H22  C25  C26  119.12  3.000
 LUO  H22  C25  C24  119.91  3.000
 LUO  C26  C25  C24  120.97  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
 LUO  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 LUO  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 LUO  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 LUO  CONST_06  C6   C7   C2   C3      0.00   0.0  0
 LUO  CONST_07  N8   C7   C2   C3    180.00   0.0  0
 LUO  CONST_08  C7   C2   C3   C4      0.00   0.0  0
 LUO  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 LUO  CONST_10  N8   C7   C6   C5    180.00   0.0  0
 LUO  CONST_13  C12  C11  N8   C7    180.00   0.0  0
 LUO  CONST_14  C10  N9   N8   C7    180.00   0.0  0
 LUO  CONST_15  C10  C12  C11  N8      0.00   0.0  0
 LUO  CONST_16  C12  C10  N9   N8      0.00   0.0  0
 LUO  CONST_17  C10  N9   N8   C11     0.00   0.0  0
 LUO  CONST_18  N9   C10  C12  C11     0.00   0.0  0
 LUO  CONST_19  C12  C11  N8   N9      0.00   0.0  0
 LUO  CONST_20  C27  C26  C25  C24     0.00   0.0  0
 LUO  CONST_21  C27  C28  C29  C24     0.00   0.0  0
 LUO  CONST_22  C26  C27  C28  C29     0.00   0.0  0
 LUO  CONST_23  C26  C25  C24  C29     0.00   0.0  0
 LUO  CONST_24  C25  C26  C27  C28     0.00   0.0  0
 LUO  CONST_25  C25  C24  C29  C28     0.00   0.0  0
 LUO  CONST_26  N13  C11  N8   C7      0.00   0.0  0
 LUO  CONST_27  N15  C14  N13  C11     0.00   0.0  0
 LUO  CONST_28  C16  N15  C14  N13     0.00   0.0  0
 LUO  CONST_29  C14  N15  C16  C12     0.00   0.0  0
 LUO  CONST_30  C4   C3   C2   CL1   180.00   0.0  0
 LUO  CONST_31  C6   C7   C2   CL1   180.00   0.0  0
 LUO  CONST_32  N8   C7   C2   CL1     0.00   0.0  0
 LUO  CONST_33  C26  C25  C24  N23   180.00   0.0  0
 LUO  CONST_34  C28  C29  C24  N23   180.00   0.0  0
 LUO  CONST_35  O30  C27  C28  C29   180.00   0.0  0
 LUO  CONST_36  C25  C26  C27  O30   180.00   0.0  0
 LUO  CONST_37  N18  C14  N13  C11   180.00   0.0  0
 LUO  CONST_38  N18  C14  N15  C16   180.00   0.0  0
 LUO  CONST_39  C14  N15  C16  O17   180.00   0.0  0
 LUO  CONST_40  H5   C4   C3   C2    180.00   0.0  0
 LUO  CONST_41  H7   C6   C7   C2    180.00   0.0  0
 LUO  CONST_42  H6   C5   C4   C3    180.00   0.0  0
 LUO  CONST_43  H4   C3   C4   C5    180.00   0.0  0
 LUO  CONST_44  H8   C10  N9   N8    180.00   0.0  0
 LUO  CONST_45  H21  C26  C25  C24   180.00   0.0  0
 LUO  CONST_46  H17  C28  C29  C24   180.00   0.0  0
 LUO  CONST_47  H22  C25  C24  C29   180.00   0.0  0
 LUO  CONST_48  H16  C29  C28  C27   180.00   0.0  0
 LUO  CONST_49  H9   N15  C14  N13   180.00   0.0  0
 LUO  CONST_52  C19  N18  C14  N13     0.00   0.0  0
 LUO  CONST_53  C19  N18  C14  N15   180.00   0.0  0
 LUO  CONST_55  H10  N18  C14  N13   180.00   0.0  0
 LUO  CONST_56  C24  N23  C21  C19   180.00   0.0  0
 LUO  CONST_57  C24  N23  C21  O22     0.00   0.0  0
 LUO  Var_01    C26  C27  O30  C31  -179.86  30.0  2
 LUO  Var_02    H1   CL1  C2   C3   -108.67  30.0  2
 LUO  Var_03    H18  C31  O30  C27   -61.17  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
 LUO  chir_01  C19  C21  C20  N18  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
 LUO  plan-1  CL1  0.020
 LUO  plan-1  C2   0.020
 LUO  plan-1  C3   0.020
 LUO  plan-1  C4   0.020
 LUO  plan-1  C5   0.020
 LUO  plan-1  C6   0.020
 LUO  plan-1  C7   0.020
 LUO  plan-1  N8   0.020
 LUO  plan-1  H4   0.020
 LUO  plan-1  H5   0.020
 LUO  plan-1  H6   0.020
 LUO  plan-1  H7   0.020
 LUO  plan-2  N23  0.020
 LUO  plan-2  C24  0.020
 LUO  plan-2  C29  0.020
 LUO  plan-2  C28  0.020
 LUO  plan-2  C27  0.020
 LUO  plan-2  O30  0.020
 LUO  plan-2  C26  0.020
 LUO  plan-2  C25  0.020
 LUO  plan-2  H16  0.020
 LUO  plan-2  H17  0.020
 LUO  plan-2  H21  0.020
 LUO  plan-2  H22  0.020
 LUO  plan-3  C7   0.020
 LUO  plan-3  N8   0.020
 LUO  plan-3  C11  0.020
 LUO  plan-3  N13  0.020
 LUO  plan-3  N9   0.020
 LUO  plan-3  C10  0.020
 LUO  plan-3  C12  0.020
 LUO  plan-3  C16  0.020
 LUO  plan-3  O17  0.020
 LUO  plan-3  N15  0.020
 LUO  plan-3  C14  0.020
 LUO  plan-3  N18  0.020
 LUO  plan-3  C19  0.020
 LUO  plan-3  H8   0.020
 LUO  plan-3  H9   0.020
 LUO  plan-3  H10  0.020
 LUO  plan-4  C19  0.020
 LUO  plan-4  C21  0.020
 LUO  plan-4  O22  0.020
 LUO  plan-4  N23  0.020
 LUO  plan-4  C24  0.020
 LUO  plan-4  H15  0.020

