# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 01:34:57 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: 7-(azepan-1-yl)-5-ethyl-3-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(N2CCCCCC2)n3ncc(c4ccc(F)cc4)c3n1
#
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
 V0D  V0D  7-(azepan-1-yl)-5-ethyl-3-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine  ligand  48  25  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_V0D
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
 V0D  C10   C  CH2   0  -0.363   -4.9174   8.0799  -17.7150
 V0D  C13   C  CH2   0  -0.430   -3.3168   7.6840  -20.2917
 V0D  C17   C  CR15  0  -0.056   -3.2807  13.3220  -17.3350
 V0D  C12   C  CH2   0  -0.433   -4.4380   6.7497  -19.8539
 V0D  C14   C  CH2   0  -0.487   -2.4414   8.1584  -19.1329
 V0D  C1    C  CH3   0  -0.661   -9.4486  12.0013  -16.8365
 V0D  C11   C  CH2   0  -0.433   -5.4857   7.3907  -18.9551
 V0D  C15   C  CH2   0  -0.274   -2.9055   9.4199  -18.4160
 V0D  C18   C  CR5   0  -0.226   -4.5409  13.9258  -17.4656
 V0D  C19   C  CR6   0   0.102   -4.8718  15.3398  -17.3264
 V0D  C2    C  CR6   0   0.714   -5.1009  10.4627  -17.9244
 V0D  C20   C  CR16  0  -0.333   -6.1019  15.8604  -17.7435
 V0D  C21   C  CR16  0  -0.390   -6.3998  17.2086  -17.6078
 V0D  C22   C  CR6   0   0.502   -5.4564  18.0501  -17.0536
 V0D  C23   C  CR16  0  -0.394   -4.2283  17.5798  -16.6314
 V0D  C24   C  CR16  0  -0.324   -3.9472  16.2303  -16.7683
 V0D  C4    C  CR56  0   0.549   -5.3961  12.8514  -17.7212
 V0D  C6    C  CR6   0   0.281   -7.2509  11.5947  -17.9847
 V0D  C7    C  CR16  0  -0.510   -6.4910  10.4215  -18.0101
 V0D  C8    C  CH2   0  -0.499   -8.7465  11.5200  -18.1042
 V0D  F25   F  F     0  -0.318   -5.7372  19.3582  -16.9177
 V0D  N16   N  N     0  -0.299   -3.3000  12.0167  -17.4951
 V0D  N3    N  N     0  -0.447   -4.5866  11.7224  -17.7508
 V0D  N5    N  N     0  -0.484   -6.7207  12.7952  -17.8598
 V0D  N9    N  NT    0  -0.489   -4.3038   9.3801  -17.9646
 V0D  H102  H  HCH2  0   0.272   -5.7020   8.2174  -16.9705
 V0D  H101  H  HCH2  0   0.273   -4.1717   7.4428  -17.2358
 V0D  H131  H  HCH2  0   0.235   -2.6871   7.1502  -21.0072
 V0D  H132  H  HCH2  0   0.220   -3.7233   8.5450  -20.8333
 V0D  H17   H  HCR5  0   0.268   -2.3367  13.8042  -17.1260
 V0D  H122  H  HCH2  0   0.231   -4.9371   6.3397  -20.7352
 V0D  H121  H  HCH2  0   0.217   -3.9927   5.8972  -19.3302
 V0D  H141  H  HCH2  0   0.234   -2.2916   7.3404  -18.4230
 V0D  H142  H  HCH2  0   0.254   -1.4429   8.4046  -19.5025
 V0D  H1    H  HCH3  0   0.235  -10.5306  11.9505  -16.9563
 V0D  H11   H  HCH3  0   0.227   -9.1781  11.3860  -15.9780
 V0D  H12   H  HCH3  0   0.228   -9.1825  13.0331  -16.6100
 V0D  H111  H  HCH2  0   0.231   -6.0777   8.1063  -19.5318
 V0D  H112  H  HCH2  0   0.238   -6.1832   6.6199  -18.6174
 V0D  H151  H  HCH2  0   0.245   -2.2382   9.6086  -17.5740
 V0D  H152  H  HCH2  0   0.247   -2.7925  10.2527  -19.1058
 V0D  H20   H  HCR6  0   0.261   -6.8428  15.2047  -18.1783
 V0D  H21   H  HCR6  0   0.274   -7.3563  17.5952  -17.9356
 V0D  H23   H  HCR6  0   0.275   -3.5017  18.2530  -16.1952
 V0D  H24   H  HCR6  0   0.255   -2.9866  15.8730  -16.4203
 V0D  H7    H  HCR6  0   0.288   -6.9982   9.4821  -18.1546
 V0D  H81   H  HCH2  0   0.249   -9.0604  12.1367  -18.9500
 V0D  H82   H  HCH2  0   0.244   -9.0479  10.4965  -18.3306

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
 V0D  C13  C12   single    1.524  0.020  1.524
 V0D  C13  C14   single    1.528  0.020  1.528
 V0D  C12  C11   single    1.522  0.020  1.522
 V0D  C11  C10   single    1.528  0.020  1.528
 V0D  C14  C15   single    1.523  0.020  1.523
 V0D  C15  N9    single    1.470  0.020  1.470
 V0D  C10  N9    single    1.459  0.020  1.459
 V0D  C8   C6    single    1.502  0.020  1.502
 V0D  C8   C1    single    1.527  0.020  1.527
 V0D  C7   C6    aromatic  1.398  0.020  1.398
 V0D  C7   C2    aromatic  1.393  0.020  1.393
 V0D  C6   N5    aromatic  1.318  0.020  1.318
 V0D  N9   C2    single    1.345  0.020  1.345
 V0D  C20  C21   aromatic  1.387  0.020  1.387
 V0D  C20  C19   aromatic  1.399  0.020  1.399
 V0D  C2   N3    aromatic  1.372  0.020  1.372
 V0D  N5   C4    aromatic  1.333  0.020  1.333
 V0D  C21  C22   aromatic  1.380  0.020  1.380
 V0D  N3   C4    aromatic  1.390  0.020  1.390
 V0D  N3   N16   aromatic  1.344  0.020  1.344
 V0D  C4   C18   aromatic  1.397  0.020  1.397
 V0D  C18  C19   single    1.459  0.020  1.459
 V0D  C18  C17   aromatic  1.403  0.020  1.403
 V0D  N16  C17   aromatic  1.315  0.020  1.315
 V0D  C19  C24   aromatic  1.400  0.020  1.400
 V0D  C22  F25   single    1.345  0.020  1.345
 V0D  C22  C23   aromatic  1.381  0.020  1.381
 V0D  C24  C23   aromatic  1.385  0.020  1.385
 V0D  C10  H102  single    0.970  0.020  1.090
 V0D  C10  H101  single    0.970  0.020  1.090
 V0D  C13  H131  single    0.970  0.020  1.090
 V0D  C13  H132  single    0.970  0.020  1.090
 V0D  C17  H17   single    0.930  0.020  1.080
 V0D  C12  H122  single    0.970  0.020  1.090
 V0D  C12  H121  single    0.970  0.020  1.090
 V0D  C14  H141  single    0.970  0.020  1.090
 V0D  C14  H142  single    0.970  0.020  1.090
 V0D  C1   H1    single    0.970  0.020  1.090
 V0D  C1   H11   single    0.970  0.020  1.090
 V0D  C1   H12   single    0.970  0.020  1.090
 V0D  C11  H111  single    0.970  0.020  1.090
 V0D  C11  H112  single    0.970  0.020  1.090
 V0D  C15  H151  single    0.970  0.020  1.090
 V0D  C15  H152  single    0.970  0.020  1.090
 V0D  C20  H20   single    0.930  0.020  1.080
 V0D  C21  H21   single    0.930  0.020  1.080
 V0D  C23  H23   single    0.930  0.020  1.080
 V0D  C24  H24   single    0.930  0.020  1.080
 V0D  C7   H7    single    0.930  0.020  1.080
 V0D  C8   H81   single    0.970  0.020  1.090
 V0D  C8   H82   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
 V0D  H101  C10  H102  105.39  3.000
 V0D  H101  C10  N9    107.93  3.000
 V0D  H102  C10  N9    107.88  3.000
 V0D  H101  C10  C11   110.31  3.000
 V0D  H102  C10  C11   110.08  3.000
 V0D  N9    C10  C11   114.79  3.000
 V0D  H132  C13  H131  105.91  3.000
 V0D  H132  C13  C14   110.10  3.000
 V0D  H131  C13  C14   108.55  3.000
 V0D  H132  C13  C12   110.55  3.000
 V0D  H131  C13  C12   108.22  3.000
 V0D  C14   C13  C12   113.21  3.000
 V0D  H17   C17  N16   118.63  3.000
 V0D  H17   C17  C18   127.63  3.000
 V0D  N16   C17  C18   113.74  3.000
 V0D  H121  C12  H122  106.22  3.000
 V0D  H121  C12  C11   108.99  3.000
 V0D  H122  C12  C11   108.66  3.000
 V0D  H121  C12  C13   108.39  3.000
 V0D  H122  C12  C13   109.54  3.000
 V0D  C11   C12  C13   114.70  3.000
 V0D  H142  C14  H141  105.25  3.000
 V0D  H142  C14  C15   104.54  3.000
 V0D  H141  C14  C15   110.84  3.000
 V0D  H142  C14  C13   109.69  3.000
 V0D  H141  C14  C13   109.79  3.000
 V0D  C15   C14  C13   116.07  3.000
 V0D  H12   C1   H11   108.07  3.000
 V0D  H12   C1   H1    108.03  3.000
 V0D  H11   C1   H1    107.85  3.000
 V0D  H12   C1   C8    111.03  3.000
 V0D  H11   C1   C8    111.21  3.000
 V0D  H1    C1   C8    110.52  3.000
 V0D  H112  C11  H111  106.20  3.000
 V0D  H112  C11  C12   108.95  3.000
 V0D  H111  C11  C12   109.69  3.000
 V0D  H112  C11  C10   107.73  3.000
 V0D  H111  C11  C10   109.53  3.000
 V0D  C12   C11  C10   114.40  3.000
 V0D  H152  C15  H151  107.07  3.000
 V0D  H152  C15  N9    108.33  3.000
 V0D  H151  C15  N9    110.46  3.000
 V0D  H152  C15  C14   107.70  3.000
 V0D  H151  C15  C14   108.67  3.000
 V0D  N9    C15  C14   114.33  3.000
 V0D  C4    C18  C19   128.62  3.000
 V0D  C19   C18  C17   127.72  3.000
 V0D  C4    C18  C17   103.64  3.000
 V0D  C24   C19  C20   117.57  3.000
 V0D  C24   C19  C18   120.32  3.000
 V0D  C20   C19  C18   122.11  3.000
 V0D  N9    C2   N3    121.38  3.000
 V0D  N3    C2   C7    114.15  3.000
 V0D  N9    C2   C7    124.44  3.000
 V0D  H20   C20  C21   118.81  3.000
 V0D  H20   C20  C19   119.79  3.000
 V0D  C21   C20  C19   121.41  3.000
 V0D  H21   C21  C22   120.52  3.000
 V0D  H21   C21  C20   120.47  3.000
 V0D  C22   C21  C20   119.01  3.000
 V0D  F25   C22  C23   119.07  3.000
 V0D  C23   C22  C21   121.53  3.000
 V0D  F25   C22  C21   119.40  3.000
 V0D  H23   C23  C24   120.63  3.000
 V0D  H23   C23  C22   120.56  3.000
 V0D  C24   C23  C22   118.81  3.000
 V0D  H24   C24  C23   118.03  3.000
 V0D  H24   C24  C19   120.29  3.000
 V0D  C23   C24  C19   121.68  3.000
 V0D  N5    C4   N3    122.85  3.000
 V0D  N3    C4   C18   105.79  3.000
 V0D  N5    C4   C18   131.29  3.000
 V0D  N5    C6   C8    116.96  3.000
 V0D  N5    C6   C7    123.18  3.000
 V0D  C8    C6   C7    119.86  3.000
 V0D  H7    C7   C6    118.58  3.000
 V0D  H7    C7   C2    120.25  3.000
 V0D  C6    C7   C2    121.08  3.000
 V0D  H82   C8   H81   106.83  3.000
 V0D  H82   C8   C6    109.77  3.000
 V0D  H81   C8   C6    108.63  3.000
 V0D  H82   C8   C1    109.94  3.000
 V0D  H81   C8   C1    109.43  3.000
 V0D  C6    C8   C1    112.09  3.000
 V0D  N3    N16  C17   104.74  3.000
 V0D  N16   N3   C4    112.07  3.000
 V0D  N16   N3   C2    125.73  3.000
 V0D  C4    N3   C2    122.03  3.000
 V0D  C6    N5   C4    116.61  3.000
 V0D  C2    N9   C15   123.45  3.000
 V0D  C2    N9   C10   117.57  3.000
 V0D  C15   N9   C10   118.47  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
 V0D  CONST_01  N5   C4   C18  C17  180.00   0.0  0
 V0D  CONST_02  N3   C4   C18  C17    0.00   0.0  0
 V0D  CONST_03  C20  C19  C18  C17  180.00   0.0  0
 V0D  CONST_04  C24  C19  C18  C17    0.00   0.0  0
 V0D  CONST_05  C2   N3   N16  C17  180.00   0.0  0
 V0D  CONST_06  C4   N3   N16  C17    0.00   0.0  0
 V0D  CONST_07  C6   N5   C4   C18  180.00   0.0  0
 V0D  CONST_08  C2   N3   C4   C18  180.00   0.0  0
 V0D  CONST_09  N16  N3   C4   C18    0.00   0.0  0
 V0D  CONST_10  C21  C20  C19  C18  180.00   0.0  0
 V0D  CONST_11  C23  C24  C19  C18  180.00   0.0  0
 V0D  CONST_12  N3   N16  C17  C18    0.00   0.0  0
 V0D  CONST_13  C22  C21  C20  C19    0.00   0.0  0
 V0D  CONST_14  N5   C4   C18  C19    0.00   0.0  0
 V0D  CONST_15  N3   C4   C18  C19  180.00   0.0  0
 V0D  CONST_16  N16  C17  C18  C19  180.00   0.0  0
 V0D  CONST_17  C22  C23  C24  C19    0.00   0.0  0
 V0D  CONST_18  N5   C6   C7   C2     0.00   0.0  0
 V0D  CONST_19  N5   C4   N3   C2     0.00   0.0  0
 V0D  CONST_20  C23  C22  C21  C20    0.00   0.0  0
 V0D  CONST_22  C23  C24  C19  C20    0.00   0.0  0
 V0D  CONST_23  C24  C19  C20  C21    0.00   0.0  0
 V0D  CONST_24  C24  C23  C22  C21    0.00   0.0  0
 V0D  CONST_25  C4   C18  C19  C24  180.00   0.0  0
 V0D  CONST_26  C7   C6   N5   C4     0.00   0.0  0
 V0D  CONST_27  C7   C2   N3   C4     0.00   0.0  0
 V0D  CONST_28  N16  C17  C18  C4     0.00   0.0  0
 V0D  CONST_29  N3   C2   C7   C6     0.00   0.0  0
 V0D  CONST_30  N3   C4   N5   C6     0.00   0.0  0
 V0D  CONST_31  N16  N3   C2   C7   180.00   0.0  0
 V0D  CONST_32  N5   C4   N3   N16  180.00   0.0  0
 V0D  CONST_33  N9   C2   N3   C4   180.00   0.0  0
 V0D  CONST_34  N9   C2   C7   C6   180.00   0.0  0
 V0D  CONST_35  N9   C2   N3   N16    0.00   0.0  0
 V0D  CONST_36  C8   C6   C7   C2   180.00   0.0  0
 V0D  CONST_37  F25  C22  C21  C20  180.00   0.0  0
 V0D  CONST_38  F25  C22  C23  C24  180.00   0.0  0
 V0D  CONST_39  C8   C6   N5   C4   180.00   0.0  0
 V0D  CONST_40  H20  C20  C19  C18    0.00   0.0  0
 V0D  CONST_41  H24  C24  C19  C18    0.00   0.0  0
 V0D  CONST_42  H21  C21  C20  C19  180.00   0.0  0
 V0D  CONST_43  H17  C17  C18  C19    0.00   0.0  0
 V0D  CONST_44  H23  C23  C24  C19  180.00   0.0  0
 V0D  CONST_45  H7   C7   C2   N3   180.00   0.0  0
 V0D  Var_01    C7   C6   C8   C1   115.21  30.0  2
 V0D  Var_02    H1   C1   C8   C6   179.15  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
 V0D  plan-1  C18  0.020
 V0D  plan-1  C19  0.020
 V0D  plan-1  C20  0.020
 V0D  plan-1  C21  0.020
 V0D  plan-1  C22  0.020
 V0D  plan-1  C23  0.020
 V0D  plan-1  C24  0.020
 V0D  plan-1  F25  0.020
 V0D  plan-1  H20  0.020
 V0D  plan-1  H21  0.020
 V0D  plan-1  H23  0.020
 V0D  plan-1  H24  0.020
 V0D  plan-2  C17  0.020
 V0D  plan-2  C18  0.020
 V0D  plan-2  C19  0.020
 V0D  plan-2  C2   0.020
 V0D  plan-2  C4   0.020
 V0D  plan-2  C6   0.020
 V0D  plan-2  C7   0.020
 V0D  plan-2  C8   0.020
 V0D  plan-2  N16  0.020
 V0D  plan-2  N3   0.020
 V0D  plan-2  N5   0.020
 V0D  plan-2  N9   0.020
 V0D  plan-2  H17  0.020
 V0D  plan-2  H7   0.020

