# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 01:43:35 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: methyl 5-(1,3-benzodioxol-5-yl)-2-phenyl-pyrazolo[1,5-a]pyrimidine-7-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1cc(nc2cc(nn12)c3ccccc3)c4ccc5OCOc5c4
#
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
 N98  N98  'methyl 5-(1,3-benzodioxol-5-yl)-2-phenyl-pyrazolo[1,5-a]pyrimidine-7-carboxylate'  ligand  43  28  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N98
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
 N98  C10  C  CR15  0  -0.627  -2.6955  -22.8709  29.4029
 N98  C11  C  CR5   0   0.351  -2.9951  -23.9877  28.6114
 N98  C14  C  CR6   0   0.050  -2.5936  -24.2448  27.2258
 N98  C17  C  CR16  0  -0.261  -1.8201  -24.7368  24.5839
 N98  C24  C  CR16  0  -0.322  -3.4235  -20.1410  35.2319
 N98  C21  C  CR16  0  -0.432  -4.4714  -22.7752  35.2455
 N98  C01  C  CH3   0  -0.427  -5.9823  -28.1871  32.3763
 N98  C05  C  CR6   0   0.344  -4.5759  -24.9233  31.5159
 N98  C06  C  CR16  0  -0.396  -4.5926  -24.2485  32.6955
 N98  C07  C  CR6   0   0.275  -3.9493  -22.9791  32.7989
 N98  C09  C  CR56  0   0.600  -3.2929  -23.1312  30.6214
 N98  C15  C  CR16  0  -0.324  -1.8466  -23.3039  26.5165
 N98  C16  C  CR16  0  -0.233  -1.4639  -23.5478  25.2062
 N98  C18  C  CR16  0  -0.236  -2.5643  -25.6797  25.2821
 N98  C19  C  CR16  0  -0.285  -2.9488  -25.4373  26.5911
 N98  C20  C  CR6   0   0.035  -3.9609  -22.2131  34.0579
 N98  C22  C  CR56  0   0.343  -4.4360  -22.0031  36.3748
 N98  C23  C  CR56  0   0.305  -3.9238  -20.7150  36.3757
 N98  C25  C  CR16  0  -0.289  -3.4505  -20.9154  34.0725
 N98  C27  C  CH2   0   0.069  -4.5119  -21.2262  38.4584
 N98  N08  N  N     0  -0.466  -3.3284  -22.4557  31.7712
 N98  N12  N  N     0  -0.326  -3.7287  -24.8861  29.2685
 N98  N13  N  N     0  -0.426  -3.9123  -24.3654  30.4730
 N98  O02  O  O2    0  -0.439  -5.2508  -26.9555  32.3824
 N98  O04  O  O     0  -0.403  -5.9294  -26.4646  30.3051
 N98  O26  O  O     0  -0.475  -4.0212  -20.1909  37.6126
 N98  O28  O  O     0  -0.482  -4.8695  -22.3146  37.6178
 N98  H1   H  HCR5  0   0.278  -2.1168  -21.9989  29.1505
 N98  H2   H  HCR6  0   0.258  -1.5198  -24.9277  23.5618
 N98  H3   H  HCR6  0   0.278  -3.0271  -19.1350  35.2237
 N98  H4   H  HCR6  0   0.274  -4.8733  -23.7772  35.2928
 N98  H5   H  HCH3  0   0.260  -5.8031  -28.6404  33.3457
 N98  H6   H  HCH3  0   0.249  -7.0491  -28.0103  32.2455
 N98  H7   H  HCH3  0   0.249  -5.6233  -28.8495  31.5900
 N98  H8   H  HCR6  0   0.299  -5.1282  -24.6780  33.5263
 N98  H9   H  HCR6  0   0.255  -1.5586  -22.3710  26.9839
 N98  H10  H  HCR6  0   0.259  -0.8849  -22.8064  24.6712
 N98  H11  H  HCR6  0   0.258  -2.8463  -26.6095  24.8052
 N98  H12  H  HCR6  0   0.255  -3.5282  -26.1789  27.1250
 N98  H13  H  HCR6  0   0.265  -3.0625  -20.4934  33.1567
 N98  H14  H  HCH2  0   0.246  -5.3898  -20.8728  39.0010
 N98  H15  H  HCH2  0   0.239  -3.7279  -21.5341  39.1567
 N98  C03  C  C     0   0.554  -5.3242  -26.2021  31.3067

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
 N98  C17  C16  aromatic  1.388  0.020  1.388
 N98  C17  C18  aromatic  1.389  0.020  1.389
 N98  C16  C15  aromatic  1.387  0.020  1.387
 N98  C18  C19  aromatic  1.386  0.020  1.386
 N98  C15  C14  aromatic  1.395  0.020  1.395
 N98  C19  C14  aromatic  1.397  0.020  1.397
 N98  C14  C11  single    1.465  0.020  1.465
 N98  C11  N12  aromatic  1.333  0.020  1.333
 N98  C11  C10  aromatic  1.401  0.020  1.401
 N98  N12  N13  aromatic  1.325  0.020  1.325
 N98  C10  C09  aromatic  1.382  0.020  1.382
 N98  N13  C09  aromatic  1.389  0.020  1.389
 N98  N13  C05  aromatic  1.356  0.020  1.356
 N98  C09  N08  aromatic  1.334  0.020  1.334
 N98  O04  C03  double    1.199  0.020  1.199
 N98  C05  C03  single    1.496  0.020  1.496
 N98  C05  C06  aromatic  1.359  0.020  1.359
 N98  N08  C07  aromatic  1.310  0.020  1.310
 N98  C03  O02  single    1.315  0.020  1.315
 N98  C06  C07  aromatic  1.427  0.020  1.427
 N98  C07  C20  single    1.474  0.020  1.474
 N98  O02  C01  single    1.432  0.020  1.432
 N98  C20  C25  aromatic  1.395  0.020  1.395
 N98  C20  C21  aromatic  1.410  0.020  1.410
 N98  C25  C24  aromatic  1.395  0.020  1.395
 N98  C21  C22  aromatic  1.368  0.020  1.368
 N98  C24  C23  aromatic  1.374  0.020  1.374
 N98  C22  C23  aromatic  1.386  0.020  1.386
 N98  C22  O28  single    1.353  0.020  1.353
 N98  C23  O26  single    1.347  0.020  1.347
 N98  O28  C27  single    1.421  0.020  1.421
 N98  O26  C27  single    1.424  0.020  1.424
 N98  C10  H1   single    0.930  0.020  1.080
 N98  C17  H2   single    0.930  0.020  1.080
 N98  C24  H3   single    0.930  0.020  1.080
 N98  C21  H4   single    0.930  0.020  1.080
 N98  C01  H5   single    0.970  0.020  1.090
 N98  C01  H6   single    0.970  0.020  1.090
 N98  C01  H7   single    0.970  0.020  1.090
 N98  C06  H8   single    0.930  0.020  1.080
 N98  C15  H9   single    0.930  0.020  1.080
 N98  C16  H10  single    0.930  0.020  1.080
 N98  C18  H11  single    0.930  0.020  1.080
 N98  C19  H12  single    0.930  0.020  1.080
 N98  C25  H13  single    0.930  0.020  1.080
 N98  C27  H14  single    0.970  0.020  1.090
 N98  C27  H15  single    0.970  0.020  1.090

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
 N98  H1   C10  C09  126.28  3.000
 N98  H1   C10  C11  128.91  3.000
 N98  C09  C10  C11  104.80  3.000
 N98  N12  C11  C14  119.91  3.000
 N98  N12  C11  C10  112.11  3.000
 N98  C14  C11  C10  127.98  3.000
 N98  C19  C14  C15  118.75  3.000
 N98  C19  C14  C11  120.65  3.000
 N98  C15  C14  C11  120.60  3.000
 N98  H2   C17  C18  120.23  3.000
 N98  H2   C17  C16  120.21  3.000
 N98  C18  C17  C16  119.56  3.000
 N98  H3   C24  C25  121.16  3.000
 N98  H3   C24  C23  121.90  3.000
 N98  C25  C24  C23  116.94  3.000
 N98  H4   C21  C22  119.77  3.000
 N98  H4   C21  C20  122.77  3.000
 N98  C22  C21  C20  117.45  3.000
 N98  H7   C01  H6   109.57  3.000
 N98  H7   C01  H5   109.66  3.000
 N98  H6   C01  H5   109.69  3.000
 N98  H7   C01  O02  110.96  3.000
 N98  H6   C01  O02  111.17  3.000
 N98  H5   C01  O02  105.73  3.000
 N98  N13  C05  C06  117.98  3.000
 N98  C06  C05  C03  122.65  3.000
 N98  N13  C05  C03  119.26  3.000
 N98  H8   C06  C07  121.51  3.000
 N98  H8   C06  C05  118.51  3.000
 N98  C07  C06  C05  119.94  3.000
 N98  N08  C07  C20  117.80  3.000
 N98  C20  C07  C06  121.39  3.000
 N98  N08  C07  C06  120.82  3.000
 N98  N13  C09  N08  122.03  3.000
 N98  N08  C09  C10  132.54  3.000
 N98  N13  C09  C10  105.42  3.000
 N98  H9   C15  C16  119.09  3.000
 N98  H9   C15  C14  120.28  3.000
 N98  C16  C15  C14  120.63  3.000
 N98  H10  C16  C15  119.63  3.000
 N98  H10  C16  C17  120.15  3.000
 N98  C15  C16  C17  120.22  3.000
 N98  H11  C18  C19  119.62  3.000
 N98  H11  C18  C17  120.07  3.000
 N98  C19  C18  C17  120.31  3.000
 N98  H12  C19  C18  119.66  3.000
 N98  H12  C19  C14  119.81  3.000
 N98  C18  C19  C14  120.53  3.000
 N98  C25  C20  C07  119.32  3.000
 N98  C25  C20  C21  119.66  3.000
 N98  C07  C20  C21  121.02  3.000
 N98  O28  C22  C23  109.38  3.000
 N98  O28  C22  C21  128.32  3.000
 N98  C23  C22  C21  122.30  3.000
 N98  O26  C23  C22  109.60  3.000
 N98  O26  C23  C24  128.91  3.000
 N98  C22  C23  C24  121.48  3.000
 N98  H13  C25  C20  119.08  3.000
 N98  H13  C25  C24  118.74  3.000
 N98  C20  C25  C24  122.18  3.000
 N98  H15  C27  H14  110.51  3.000
 N98  H15  C27  O28  110.02  3.000
 N98  H14  C27  O28  109.87  3.000
 N98  H15  C27  O26  109.68  3.000
 N98  H14  C27  O26  109.70  3.000
 N98  O28  C27  O26  106.99  3.000
 N98  C09  N08  C07  119.11  3.000
 N98  N13  N12  C11  105.04  3.000
 N98  N12  N13  C09  112.62  3.000
 N98  C09  N13  C05  120.11  3.000
 N98  N12  N13  C05  127.24  3.000
 N98  C03  O02  C01  117.42  3.000
 N98  C27  O26  C23  106.70  3.000
 N98  C27  O28  C22  106.65  3.000
 N98  O04  C03  O02  125.86  3.000
 N98  O02  C03  C05  110.32  3.000
 N98  O04  C03  C05  123.79  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
 N98  CONST_01  C15  C14  C11  C10     0.00   0.0  0
 N98  CONST_02  C19  C14  C11  C10   180.00   0.0  0
 N98  CONST_03  N13  N12  C11  C10     0.00   0.0  0
 N98  CONST_04  N12  N13  C09  C10     0.00   0.0  0
 N98  CONST_05  C05  N13  C09  C10   180.00   0.0  0
 N98  CONST_06  C07  N08  C09  C10   180.00   0.0  0
 N98  CONST_07  C16  C15  C14  C11   180.00   0.0  0
 N98  CONST_08  C18  C19  C14  C11   180.00   0.0  0
 N98  CONST_09  C09  N13  N12  C11     0.00   0.0  0
 N98  CONST_10  C05  N13  N12  C11   180.00   0.0  0
 N98  CONST_11  N13  C09  C10  C11     0.00   0.0  0
 N98  CONST_12  N08  C09  C10  C11   180.00   0.0  0
 N98  CONST_13  C17  C16  C15  C14     0.00   0.0  0
 N98  CONST_14  C17  C18  C19  C14     0.00   0.0  0
 N98  CONST_15  N13  N12  C11  C14   180.00   0.0  0
 N98  CONST_16  C09  C10  C11  C14   180.00   0.0  0
 N98  CONST_17  C07  C20  C25  C24   180.00   0.0  0
 N98  CONST_18  C21  C20  C25  C24     0.00   0.0  0
 N98  CONST_19  C21  C22  C23  C24     0.00   0.0  0
 N98  CONST_20  N08  C07  C20  C21   180.00   0.0  0
 N98  CONST_21  C06  C07  C20  C21     0.00   0.0  0
 N98  CONST_22  N08  C09  N13  C05     0.00   0.0  0
 N98  CONST_23  N08  C07  C06  C05     0.00   0.0  0
 N98  CONST_24  C20  C07  C06  C05   180.00   0.0  0
 N98  CONST_25  N12  N13  C05  C06   180.00   0.0  0
 N98  CONST_26  C09  N13  C05  C06     0.00   0.0  0
 N98  CONST_27  C09  N08  C07  C06     0.00   0.0  0
 N98  CONST_28  C25  C20  C07  C06   180.00   0.0  0
 N98  CONST_29  N13  C09  N08  C07     0.00   0.0  0
 N98  CONST_30  N13  C05  C06  C07     0.00   0.0  0
 N98  CONST_31  C22  C21  C20  C07   180.00   0.0  0
 N98  CONST_32  N12  C11  C10  C09     0.00   0.0  0
 N98  CONST_33  C20  C07  N08  C09   180.00   0.0  0
 N98  CONST_34  C18  C17  C16  C15     0.00   0.0  0
 N98  CONST_35  C18  C19  C14  C15     0.00   0.0  0
 N98  CONST_36  N12  C11  C14  C15   180.00   0.0  0
 N98  CONST_37  C19  C18  C17  C16     0.00   0.0  0
 N98  CONST_38  C19  C14  C15  C16     0.00   0.0  0
 N98  CONST_39  N12  C11  C14  C19     0.00   0.0  0
 N98  CONST_40  C23  C24  C25  C20     0.00   0.0  0
 N98  CONST_41  C23  C22  C21  C20     0.00   0.0  0
 N98  CONST_42  C25  C20  C21  C22     0.00   0.0  0
 N98  CONST_43  C25  C24  C23  C22     0.00   0.0  0
 N98  CONST_44  N08  C07  C20  C25     0.00   0.0  0
 N98  CONST_45  N12  N13  C09  N08   180.00   0.0  0
 N98  CONST_46  N12  N13  C05  C03     0.00   0.0  0
 N98  CONST_47  C09  N13  C05  C03   180.00   0.0  0
 N98  CONST_48  C07  C06  C05  C03   180.00   0.0  0
 N98  CONST_49  H9   C15  C14  C11     0.00   0.0  0
 N98  CONST_50  H12  C19  C14  C11     0.00   0.0  0
 N98  CONST_51  H10  C16  C15  C14   180.00   0.0  0
 N98  CONST_52  H11  C18  C19  C14   180.00   0.0  0
 N98  CONST_53  H1   C10  C11  C14     0.00   0.0  0
 N98  CONST_54  H13  C25  C20  C21   180.00   0.0  0
 N98  CONST_55  H4   C21  C20  C07     0.00   0.0  0
 N98  CONST_56  H2   C17  C16  C15   180.00   0.0  0
 N98  CONST_57  H8   C06  C07  C20     0.00   0.0  0
 N98  CONST_58  H3   C24  C25  C20   180.00   0.0  0
 N98  Var_01    O26  C27  O28  C22     8.02  30.0  1
 N98  Var_02    O28  C27  O26  C23    -7.97  30.0  1
 N98  Var_03    O04  C03  C05  C06   138.90  30.0  2
 N98  Var_04    C05  C03  O02  C01   176.45  30.0  1
 N98  Var_05    H5   C01  O02  C03  -179.11  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
 N98  plan-1  C11  0.020
 N98  plan-1  C14  0.020
 N98  plan-1  C17  0.020
 N98  plan-1  C15  0.020
 N98  plan-1  C16  0.020
 N98  plan-1  C18  0.020
 N98  plan-1  C19  0.020
 N98  plan-1  H2   0.020
 N98  plan-1  H9   0.020
 N98  plan-1  H10  0.020
 N98  plan-1  H11  0.020
 N98  plan-1  H12  0.020
 N98  plan-2  C10  0.020
 N98  plan-2  C11  0.020
 N98  plan-2  C14  0.020
 N98  plan-2  C05  0.020
 N98  plan-2  C06  0.020
 N98  plan-2  C07  0.020
 N98  plan-2  C09  0.020
 N98  plan-2  C20  0.020
 N98  plan-2  N08  0.020
 N98  plan-2  N12  0.020
 N98  plan-2  N13  0.020
 N98  plan-2  H1   0.020
 N98  plan-2  H8   0.020
 N98  plan-2  C03  0.020
 N98  plan-3  C24  0.020
 N98  plan-3  C21  0.020
 N98  plan-3  C07  0.020
 N98  plan-3  C20  0.020
 N98  plan-3  C22  0.020
 N98  plan-3  C23  0.020
 N98  plan-3  C25  0.020
 N98  plan-3  O26  0.020
 N98  plan-3  O28  0.020
 N98  plan-3  H3   0.020
 N98  plan-3  H4   0.020
 N98  plan-3  H13  0.020
 N98  plan-4  C05  0.020
 N98  plan-4  O02  0.020
 N98  plan-4  O04  0.020
 N98  plan-4  C03  0.020

