# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 16:53:23 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 2-amino-4-methyl-8-(propan-2-yl)-6-(1H-pyrazol-4-yl)pteridin-7(8H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)N1C(=O)C(=Nc2c(C)nc(N)nc12)c3c[nH]nc3
#
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
 OAW  OAW  2-amino-4-methyl-8-(propan-2-yl)-6-(1H-pyrazol-4-yl)pteridin-7(8H)-one  ligand  36  21  .  2021-08-17  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OAW
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
 OAW  N1    N  N     0  -0.475   3.0356  -1.9454  -0.0492
 OAW  C2    C  CR6   0   0.562   3.4647  -0.6693  -0.0508
 OAW  N3    N  N     0  -0.513   2.6936   0.4153  -0.0466
 OAW  C4    C  CR66  0   0.591   1.3882   0.2155  -0.0389
 OAW  C5    C  CR66  0   0.038   0.8291  -1.0696  -0.0344
 OAW  C6    C  CR6   0   0.237   1.7358  -2.1468  -0.0394
 OAW  N7    N  NH2   0  -0.814   4.7895  -0.4836  -0.0738
 OAW  C9    C  CH3   0  -0.729   1.2399  -3.5543  -0.0208
 OAW  N10   N  NR6   0  -0.586   0.5381   1.2960  -0.0322
 OAW  C11   C  CR6   0   0.582  -0.8303   1.1214  -0.0140
 OAW  C12   C  CR6   0   0.017  -1.3129  -0.2773  -0.0148
 OAW  N13   N  N     0  -0.392  -0.5080  -1.2838  -0.0232
 OAW  O14   O  O     0  -0.454  -1.5955   2.0683  -0.0004
 OAW  C15   C  CR5   0  -0.141  -2.7443  -0.5425  -0.0112
 OAW  C16   C  CH3   0  -0.659   0.7345   3.4376  -1.3014
 OAW  C17   C  CH3   0  -0.658   0.7975   3.4226   1.2461
 OAW  C18   C  CR15  0   0.049  -3.2927  -1.8157  -0.0478
 OAW  N19   N  NR15  0  -0.421  -4.6165  -1.6598  -0.0307
 OAW  N20   N  N     0  -0.263  -4.9979  -0.3868   0.0145
 OAW  C21   C  CR15  0  -0.117  -3.8771   0.3063   0.0266
 OAW  HN7   H  HNH2  0   0.404   5.4066  -1.2695   0.0296
 OAW  HN7A  H  HNH2  0   0.404   5.1721   0.4405   0.0228
 OAW  H8    H  HCH1  0   0.283   2.1761   2.5059  -0.0677
 OAW  H9    H  HCH3  0   0.262   0.7742  -3.7804   0.9398
 OAW  H9A   H  HCH3  0   0.259   0.4815  -3.7184  -0.7851
 OAW  H9B   H  HCH3  0   0.255   2.0634  -4.2467  -0.1762
 OAW  H16   H  HCH3  0   0.238   1.3701   4.3215  -1.3612
 OAW  H16A  H  HCH3  0   0.237   0.9191   2.8401  -2.1947
 OAW  H16B  H  HCH3  0   0.238  -0.3010   3.7679  -1.3093
 OAW  H17   H  HCH3  0   0.238  -0.2443   3.7228   1.3242
 OAW  H17A  H  HCH3  0   0.237   1.0586   2.8271   2.1215
 OAW  H17B  H  HCH3  0   0.238   1.4106   4.3240   1.2696
 OAW  H18   H  HCR5  0   0.294  -2.8285  -2.7871  -0.0855
 OAW  H21   H  HCR5  0   0.261  -3.9124   1.3811   0.0626
 OAW  HN19  H  HNR5  0   0.426  -5.3097  -2.3907  -0.0524
 OAW  C8    C  CH1   0  -0.127   1.1029   2.6672  -0.0403

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
 OAW  N1   C6    aromatic  1.315  0.020  1.315
 OAW  N1   C2    aromatic  1.346  0.020  1.346
 OAW  N7   C2    single    1.338  0.020  1.338
 OAW  C2   N3    aromatic  1.331  0.020  1.331
 OAW  N3   C4    aromatic  1.321  0.020  1.321
 OAW  C5   C4    aromatic  1.402  0.020  1.402
 OAW  C4   N10   single    1.375  0.020  1.375
 OAW  C6   C5    aromatic  1.408  0.020  1.408
 OAW  C5   N13   single    1.354  0.020  1.354
 OAW  C9   C6    single    1.492  0.020  1.492
 OAW  N7   HN7   single    0.860  0.020  1.020
 OAW  N7   HN7A  single    0.860  0.020  1.020
 OAW  N10  C8    single    1.483  0.020  1.483
 OAW  C16  C8    single    1.523  0.020  1.523
 OAW  C8   C17   single    1.523  0.020  1.523
 OAW  C8   H8    single    0.970  0.020  1.090
 OAW  C9   H9    single    0.970  0.020  1.090
 OAW  C9   H9A   single    0.970  0.020  1.090
 OAW  C9   H9B   single    0.970  0.020  1.090
 OAW  N10  C11   single    1.380  0.020  1.380
 OAW  C12  C11   single    1.480  0.020  1.480
 OAW  C11  O14   double    1.217  0.020  1.217
 OAW  N13  C12   double    1.289  0.020  1.289
 OAW  C12  C15   single    1.456  0.020  1.456
 OAW  C18  C15   aromatic  1.387  0.020  1.387
 OAW  C15  C21   aromatic  1.416  0.020  1.416
 OAW  C16  H16   single    0.970  0.020  1.090
 OAW  C16  H16A  single    0.970  0.020  1.090
 OAW  C16  H16B  single    0.970  0.020  1.090
 OAW  C17  H17   single    0.970  0.020  1.090
 OAW  C17  H17A  single    0.970  0.020  1.090
 OAW  C17  H17B  single    0.970  0.020  1.090
 OAW  C18  N19   aromatic  1.333  0.020  1.333
 OAW  C18  H18   single    0.930  0.020  1.080
 OAW  N19  N20   aromatic  1.330  0.020  1.330
 OAW  N20  C21   aromatic  1.318  0.020  1.318
 OAW  C21  H21   single    0.930  0.020  1.080
 OAW  N19  HN19  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
 OAW  C6    N1   C2    117.39  3.000
 OAW  N7    C2   N3    117.43  3.000
 OAW  N3    C2   N1    126.00  3.000
 OAW  N7    C2   N1    116.56  3.000
 OAW  C4    N3   C2    116.71  3.000
 OAW  N10   C4   C5    118.29  3.000
 OAW  N10   C4   N3    119.49  3.000
 OAW  C5    C4   N3    122.22  3.000
 OAW  N13   C5   C6    120.99  3.000
 OAW  N13   C5   C4    122.61  3.000
 OAW  C6    C5   C4    116.39  3.000
 OAW  C9    C6   C5    120.49  3.000
 OAW  C9    C6   N1    118.22  3.000
 OAW  C5    C6   N1    121.28  3.000
 OAW  HN7A  N7   HN7   118.41  3.000
 OAW  HN7A  N7   C2    120.20  3.000
 OAW  HN7   N7   C2    119.86  3.000
 OAW  H9B   C9   H9A   109.35  3.000
 OAW  H9B   C9   H9    108.49  3.000
 OAW  H9A   C9   H9    106.82  3.000
 OAW  H9B   C9   C6    110.31  3.000
 OAW  H9A   C9   C6    111.40  3.000
 OAW  H9    C9   C6    110.38  3.000
 OAW  C11   N10  C8    119.66  3.000
 OAW  C11   N10  C4    120.92  3.000
 OAW  C8    N10  C4    119.42  3.000
 OAW  O14   C11  C12   122.02  3.000
 OAW  O14   C11  N10   121.67  3.000
 OAW  C12   C11  N10   116.30  3.000
 OAW  C15   C12  N13   118.15  3.000
 OAW  C15   C12  C11   119.53  3.000
 OAW  N13   C12  C11   122.32  3.000
 OAW  C12   N13  C5    119.55  3.000
 OAW  C21   C15  C18   103.58  3.000
 OAW  C21   C15  C12   132.64  3.000
 OAW  C18   C15  C12   123.78  3.000
 OAW  H16B  C16  H16A  108.77  3.000
 OAW  H16B  C16  H16   107.98  3.000
 OAW  H16A  C16  H16   107.49  3.000
 OAW  H16B  C16  C8    112.97  3.000
 OAW  H16A  C16  C8    111.11  3.000
 OAW  H16   C16  C8    108.33  3.000
 OAW  H17B  C17  H17A  107.42  3.000
 OAW  H17B  C17  H17   108.00  3.000
 OAW  H17A  C17  H17   108.82  3.000
 OAW  H17B  C17  C8    108.40  3.000
 OAW  H17A  C17  C8    111.05  3.000
 OAW  H17   C17  C8    112.95  3.000
 OAW  H18   C18  N19   122.26  3.000
 OAW  H18   C18  C15   131.18  3.000
 OAW  N19   C18  C15   106.56  3.000
 OAW  HN19  N19  N20   119.86  3.000
 OAW  HN19  N19  C18   126.74  3.000
 OAW  N20   N19  C18   113.40  3.000
 OAW  C21   N20  N19   105.06  3.000
 OAW  H21   C21  N20   119.85  3.000
 OAW  H21   C21  C15   128.75  3.000
 OAW  N20   C21  C15   111.40  3.000
 OAW  H8    C8   C17   107.06  3.000
 OAW  H8    C8   C16   107.06  3.000
 OAW  C17   C8   C16   113.58  3.000
 OAW  H8    C8   N10   103.84  3.000
 OAW  C17   C8   N10   112.19  3.000
 OAW  C16   C8   N10   112.34  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
 OAW  CONST_01  C4    C5   C6   N1      0.00   0.0  0
 OAW  CONST_02  C4    N3   C2   N1      0.00   0.0  0
 OAW  CONST_03  C5    C6   N1   C2      0.00   0.0  0
 OAW  CONST_04  C5    C4   N3   C2      0.00   0.0  0
 OAW  CONST_05  C6    N1   C2   N3      0.00   0.0  0
 OAW  CONST_06  C6    C5   C4   N3      0.00   0.0  0
 OAW  CONST_07  N20   N19  C18  C15     0.00   0.0  0
 OAW  CONST_08  N19   N20  C21  C15     0.00   0.0  0
 OAW  CONST_09  N20   C21  C15  C18     0.00   0.0  0
 OAW  CONST_10  C21   N20  N19  C18     0.00   0.0  0
 OAW  CONST_11  C21   C15  C18  N19     0.00   0.0  0
 OAW  CONST_12  N19   C18  C15  C12   180.00   0.0  0
 OAW  CONST_13  N20   C21  C15  C12   180.00   0.0  0
 OAW  CONST_14  C12   C11  N10  C4      0.00   0.0  0
 OAW  CONST_15  C9    C6   N1   C2    180.00   0.0  0
 OAW  CONST_16  N7    C2   N3   C4    180.00   0.0  0
 OAW  CONST_17  C9    C6   C5   C4    180.00   0.0  0
 OAW  CONST_18  N7    C2   N1   C6    180.00   0.0  0
 OAW  CONST_19  N13   C5   C6   C9      0.00   0.0  0
 OAW  CONST_20  O14   C11  N10  C4    180.00   0.0  0
 OAW  CONST_21  C12   C11  N10  C8    180.00   0.0  0
 OAW  CONST_22  H18   C18  C15  C12     0.00   0.0  0
 OAW  CONST_23  H21   C21  C15  C12     0.00   0.0  0
 OAW  CONST_24  HN19  N19  C18  C15   180.00   0.0  0
 OAW  CONST_25  O14   C11  N10  C8      0.00   0.0  0
 OAW  CONST_26  HN7   N7   C2   N1      0.00   0.0  0
 OAW  CONST_27  HN7A  N7   C2   N1    180.00   0.0  0
 OAW  Var_01    C18   C15  C12  C11   178.20  30.0  2
 OAW  Var_02    C16   C8   N10  C4    116.25  30.0  3
 OAW  Var_03    H9    C9   C6   N1    110.95  30.0  2
 OAW  Var_04    H16   C16  C8   N10  -166.10  30.0  3
 OAW  Var_05    H17   C17  C8   N10   -72.44  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
 OAW  plan-1  C12   0.020
 OAW  plan-1  C15   0.020
 OAW  plan-1  C18   0.020
 OAW  plan-1  N19   0.020
 OAW  plan-1  N20   0.020
 OAW  plan-1  C21   0.020
 OAW  plan-1  H18   0.020
 OAW  plan-1  H21   0.020
 OAW  plan-1  HN19  0.020
 OAW  plan-2  N1    0.020
 OAW  plan-2  C2    0.020
 OAW  plan-2  N3    0.020
 OAW  plan-2  C4    0.020
 OAW  plan-2  C5    0.020
 OAW  plan-2  C6    0.020
 OAW  plan-2  N7    0.020
 OAW  plan-2  C9    0.020
 OAW  plan-2  N10   0.020
 OAW  plan-2  C11   0.020
 OAW  plan-2  C12   0.020
 OAW  plan-2  N13   0.020
 OAW  plan-2  O14   0.020
 OAW  plan-2  C15   0.020
 OAW  plan-2  C8    0.020
 OAW  plan-3  C2    0.020
 OAW  plan-3  N7    0.020
 OAW  plan-3  HN7   0.020
 OAW  plan-3  HN7A  0.020

