# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 26 10:51:53 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: (8S)-6-(3-bromophenoxy)-2-[1-(4-chlorophenyl)cyclopropyl]-7-hydroxypyrazolo[1,5-a]pyrimidine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1n2nc(c(C#N)c2ncc1Oc3cccc(Br)c3)C4(CC4)c5ccc(Cl)cc5
#
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
 ZG7  ZG7  (8S)-6-(3-bromophenoxy)-2-[1-(4-chlorophenyl)cyclopropyl]-7-hydroxypyrazolo[1,5-a]pyrimidine-3-carbonitrile  ligand  44  30  .  2022-08-11  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ZG7
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
 ZG7  C10   C   CH2   0  -0.470  101.4897  70.6573  62.3149
 ZG7  N12   N   N     0  -0.294  100.5041  73.9880  61.9232
 ZG7  C17   C   CR6   0   0.082  101.5381  77.3976  62.3761
 ZG7  C20   C   CR16  0  -0.294  101.2100  80.5257  64.0594
 ZG7  C21   C   CR6   0  -0.102  101.5118  81.1186  65.2734
 ZG7  C24   C   CR16  0  -0.240  102.1741  79.0196  66.1808
 ZG7  C26   C   CR6   0   0.610  100.6656  76.3292  62.3673
 ZG7  C28   C   CR5   0  -0.319  102.6689  73.6539  61.3657
 ZG7  C02   C   CR6   0  -0.052  100.8065  70.7546  57.1489
 ZG7  C03   C   CR16  0  -0.194   99.7996  71.5029  57.7416
 ZG7  C04   C   CR16  0  -0.291   99.8790  71.7821  59.0960
 ZG7  C05   C   CR6   0   0.132  100.9461  71.3214  59.8638
 ZG7  C06   C   CR16  0  -0.316  101.9420  70.5756  59.2453
 ZG7  C07   C   CR16  0  -0.192  101.8792  70.2862  57.8887
 ZG7  C08   C   CT    0  -0.167  101.0140  71.6749  61.3177
 ZG7  C09   C   CH2   0  -0.461  100.0452  71.0404  62.2704
 ZG7  C11   C   CR5   0   0.421  101.3885  73.0884  61.5477
 ZG7  C14   C   CR56  0   0.659  102.5219  75.0075  61.6645
 ZG7  C16   C   CR16  0  -0.089  102.8775  77.1931  62.0193
 ZG7  C19   C   CR6   0   0.368  101.3988  79.1557  63.9266
 ZG7  C23   C   CR16  0  -0.239  101.9972  80.3844  66.3464
 ZG7  C25   C   CR16  0  -0.323  101.8786  78.3907  64.9793
 ZG7  N13   N   N     0  -0.426  101.1901  75.1396  61.9938
 ZG7  N15   N   N     0  -0.424  103.3715  76.0284  61.6727
 ZG7  O18   O   O2    0  -0.505  101.0630  78.6324  62.7037
 ZG7  O27   O   OH1   0  -0.546   99.3961  76.3260  62.6685
 ZG7  CL01  CL  CL    0  -0.128  100.7169  70.3979  55.4550
 ZG7  H1    H   HCH2  0   0.266  101.7737  69.6825  61.9398
 ZG7  H2    H   HCH2  0   0.265  102.0866  71.0068  63.1477
 ZG7  H3    H   HCR6  0   0.297  100.8362  81.1010  63.2224
 ZG7  H4    H   HCR6  0   0.278  102.5478  78.4301  67.0072
 ZG7  H5    H   HCR6  0   0.279   98.9630  71.8618  57.1573
 ZG7  H6    H   HCR6  0   0.262   99.0943  72.3654  59.5625
 ZG7  H7    H   HCR6  0   0.264  102.7822  70.2094  59.8214
 ZG7  H8    H   HCR6  0   0.279  102.6596  69.7030  57.4188
 ZG7  H9    H   HCH2  0   0.264   99.6475  71.6484  63.0722
 ZG7  H10   H   HCH2  0   0.265   99.3434  70.3305  61.8529
 ZG7  H11   H   HCR6  0   0.310  103.5539  78.0419  62.0272
 ZG7  H12   H   HCR6  0   0.282  102.2331  80.8561  67.2902
 ZG7  H13   H   HCR6  0   0.294  102.0232  77.3227  64.8865
 ZG7  H14   H   HOH1  0   0.513   99.0776  77.2136  62.8935
 ZG7  C29   C   CSP   0  -0.033  103.8570  73.0060  60.9936
 ZG7  BR22  BR  BR    0  -0.033  101.2632  82.9792  65.4646
 ZG7  N30   N   NS    0  -0.252  104.8329  72.4679  60.6925

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
 ZG7  CL01  C02   single    1.733  0.020  1.733
 ZG7  C02   C07   aromatic  1.385  0.020  1.385
 ZG7  C02   C03   aromatic  1.388  0.020  1.388
 ZG7  C07   C06   aromatic  1.389  0.020  1.389
 ZG7  C03   C04   aromatic  1.385  0.020  1.385
 ZG7  C06   C05   aromatic  1.390  0.020  1.390
 ZG7  C04   C05   aromatic  1.393  0.020  1.393
 ZG7  C05   C08   single    1.498  0.020  1.498
 ZG7  N30   C29   triple    1.154  0.020  1.154
 ZG7  C29   C28   single    1.404  0.020  1.404
 ZG7  C28   C14   aromatic  1.394  0.020  1.394
 ZG7  C28   C11   aromatic  1.412  0.020  1.412
 ZG7  N15   C14   aromatic  1.328  0.020  1.328
 ZG7  N15   C16   aromatic  1.312  0.020  1.312
 ZG7  C14   N13   aromatic  1.378  0.020  1.378
 ZG7  C08   C11   single    1.480  0.020  1.480
 ZG7  C08   C10   single    1.502  0.020  1.502
 ZG7  C08   C09   single    1.500  0.020  1.500
 ZG7  C11   N12   aromatic  1.316  0.020  1.316
 ZG7  C16   C17   aromatic  1.401  0.020  1.401
 ZG7  N13   N12   aromatic  1.342  0.020  1.342
 ZG7  N13   C26   aromatic  1.353  0.020  1.353
 ZG7  C17   C26   aromatic  1.380  0.020  1.380
 ZG7  C17   O18   single    1.363  0.020  1.363
 ZG7  C26   O27   single    1.305  0.020  1.305
 ZG7  O18   C19   single    1.372  0.020  1.372
 ZG7  C10   C09   single    1.495  0.020  1.495
 ZG7  C19   C20   aromatic  1.389  0.020  1.389
 ZG7  C19   C25   aromatic  1.387  0.020  1.387
 ZG7  C20   C21   aromatic  1.384  0.020  1.384
 ZG7  C25   C24   aromatic  1.388  0.020  1.388
 ZG7  C21   BR22  single    1.887  0.020  1.887
 ZG7  C21   C23   aromatic  1.388  0.020  1.388
 ZG7  C24   C23   aromatic  1.386  0.020  1.386
 ZG7  C10   H1    single    0.970  0.020  1.090
 ZG7  C10   H2    single    0.970  0.020  1.090
 ZG7  C20   H3    single    0.930  0.020  1.080
 ZG7  C24   H4    single    0.930  0.020  1.080
 ZG7  C03   H5    single    0.930  0.020  1.080
 ZG7  C04   H6    single    0.930  0.020  1.080
 ZG7  C06   H7    single    0.930  0.020  1.080
 ZG7  C07   H8    single    0.930  0.020  1.080
 ZG7  C09   H9    single    0.970  0.020  1.090
 ZG7  C09   H10   single    0.970  0.020  1.090
 ZG7  C16   H11   single    0.930  0.020  1.080
 ZG7  C23   H12   single    0.930  0.020  1.080
 ZG7  C25   H13   single    0.930  0.020  1.080
 ZG7  O27   H14   single    0.850  0.020  0.980

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
 ZG7  H2    C10  H1   114.37  3.000
 ZG7  H2    C10  C09  118.22  3.000
 ZG7  H1    C10  C09  118.29  3.000
 ZG7  H2    C10  C08  117.81  3.000
 ZG7  H1    C10  C08  117.59  3.000
 ZG7  C09   C10  C08   60.05  3.000
 ZG7  N13   N12  C11  104.95  3.000
 ZG7  O18   C17  C16  121.78  3.000
 ZG7  O18   C17  C26  118.86  3.000
 ZG7  C16   C17  C26  119.34  3.000
 ZG7  H3    C20  C19  119.82  3.000
 ZG7  H3    C20  C21  121.72  3.000
 ZG7  C19   C20  C21  118.46  3.000
 ZG7  BR22  C21  C23  119.30  3.000
 ZG7  C23   C21  C20  121.85  3.000
 ZG7  BR22  C21  C20  118.85  3.000
 ZG7  H4    C24  C25  119.21  3.000
 ZG7  H4    C24  C23  119.30  3.000
 ZG7  C25   C24  C23  121.49  3.000
 ZG7  O27   C26  N13  116.04  3.000
 ZG7  O27   C26  C17  128.01  3.000
 ZG7  N13   C26  C17  115.95  3.000
 ZG7  C29   C28  C14  126.47  3.000
 ZG7  C14   C28  C11  105.41  3.000
 ZG7  C29   C28  C11  128.11  3.000
 ZG7  CL01  C02  C07  119.51  3.000
 ZG7  C07   C02  C03  121.09  3.000
 ZG7  CL01  C02  C03  119.40  3.000
 ZG7  H5    C03  C04  120.38  3.000
 ZG7  H5    C03  C02  120.63  3.000
 ZG7  C04   C03  C02  119.00  3.000
 ZG7  H6    C04  C05  119.71  3.000
 ZG7  H6    C04  C03  119.21  3.000
 ZG7  C05   C04  C03  121.08  3.000
 ZG7  C08   C05  C06  121.76  3.000
 ZG7  C08   C05  C04  119.45  3.000
 ZG7  C06   C05  C04  118.76  3.000
 ZG7  H7    C06  C07  118.99  3.000
 ZG7  H7    C06  C05  120.06  3.000
 ZG7  C07   C06  C05  120.95  3.000
 ZG7  H8    C07  C06  120.27  3.000
 ZG7  H8    C07  C02  120.62  3.000
 ZG7  C06   C07  C02  119.11  3.000
 ZG7  C11   C08  C09  117.95  3.000
 ZG7  C09   C08  C05  119.18  3.000
 ZG7  C11   C08  C05  112.81  3.000
 ZG7  C09   C08  C10   59.75  3.000
 ZG7  C11   C08  C10  117.63  3.000
 ZG7  C05   C08  C10  119.93  3.000
 ZG7  H10   C09  H9   114.60  3.000
 ZG7  H10   C09  C08  116.84  3.000
 ZG7  H9    C09  C08  118.07  3.000
 ZG7  H10   C09  C10  118.03  3.000
 ZG7  H9    C09  C10  118.50  3.000
 ZG7  C08   C09  C10   60.21  3.000
 ZG7  C08   C11  C28  126.30  3.000
 ZG7  C08   C11  N12  121.81  3.000
 ZG7  C28   C11  N12  111.87  3.000
 ZG7  N15   C14  N13  122.89  3.000
 ZG7  N13   C14  C28  104.25  3.000
 ZG7  N15   C14  C28  132.86  3.000
 ZG7  H11   C16  N15  117.49  3.000
 ZG7  H11   C16  C17  118.67  3.000
 ZG7  N15   C16  C17  123.84  3.000
 ZG7  O18   C19  C25  123.43  3.000
 ZG7  C25   C19  C20  121.22  3.000
 ZG7  O18   C19  C20  115.34  3.000
 ZG7  H12   C23  C24  120.40  3.000
 ZG7  H12   C23  C21  121.36  3.000
 ZG7  C24   C23  C21  118.24  3.000
 ZG7  H13   C25  C19  121.72  3.000
 ZG7  H13   C25  C24  119.55  3.000
 ZG7  C19   C25  C24  118.74  3.000
 ZG7  C14   N13  C26  121.67  3.000
 ZG7  C26   N13  N12  124.81  3.000
 ZG7  C14   N13  N12  113.52  3.000
 ZG7  C16   N15  C14  116.31  3.000
 ZG7  C19   O18  C17  118.33  3.000
 ZG7  H14   O27  C26  111.78  3.000
 ZG7  N30   C29  C28  180.00  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
 ZG7  CONST_01  C14   C28  C11  N12    0.00   0.0  0
 ZG7  CONST_02  C28   C14  N13  N12    0.00   0.0  0
 ZG7  CONST_03  N15   C14  N13  N12  180.00   0.0  0
 ZG7  CONST_04  C17   C26  N13  N12  180.00   0.0  0
 ZG7  CONST_05  C14   N15  C16  C17    0.00   0.0  0
 ZG7  CONST_06  C14   N13  C26  C17    0.00   0.0  0
 ZG7  CONST_07  C24   C25  C19  C20    0.00   0.0  0
 ZG7  CONST_08  C24   C23  C21  C20    0.00   0.0  0
 ZG7  CONST_09  C25   C19  C20  C21    0.00   0.0  0
 ZG7  CONST_10  C25   C24  C23  C21    0.00   0.0  0
 ZG7  CONST_11  C28   C14  N13  C26  180.00   0.0  0
 ZG7  CONST_12  N15   C14  N13  C26    0.00   0.0  0
 ZG7  CONST_13  C11   N12  N13  C26  180.00   0.0  0
 ZG7  CONST_14  N15   C16  C17  C26    0.00   0.0  0
 ZG7  CONST_15  C16   N15  C14  C28  180.00   0.0  0
 ZG7  CONST_16  N13   N12  C11  C28    0.00   0.0  0
 ZG7  CONST_17  C05   C06  C07  C02    0.00   0.0  0
 ZG7  CONST_18  C05   C04  C03  C02    0.00   0.0  0
 ZG7  CONST_19  C06   C07  C02  C03    0.00   0.0  0
 ZG7  CONST_20  C06   C05  C04  C03    0.00   0.0  0
 ZG7  CONST_21  C07   C02  C03  C04    0.00   0.0  0
 ZG7  CONST_22  C07   C06  C05  C04    0.00   0.0  0
 ZG7  CONST_23  N15   C14  C28  C11  180.00   0.0  0
 ZG7  CONST_24  N13   C14  C28  C11    0.00   0.0  0
 ZG7  CONST_25  C14   N13  N12  C11    0.00   0.0  0
 ZG7  CONST_26  N13   C14  N15  C16    0.00   0.0  0
 ZG7  CONST_27  N13   C26  C17  C16    0.00   0.0  0
 ZG7  CONST_28  C23   C21  C20  C19    0.00   0.0  0
 ZG7  CONST_29  C23   C24  C25  C19    0.00   0.0  0
 ZG7  CONST_30  C08   C05  C04  C03  180.00   0.0  0
 ZG7  CONST_31  C08   C05  C06  C07  180.00   0.0  0
 ZG7  CONST_32  C14   C28  C11  C08  180.00   0.0  0
 ZG7  CONST_33  N13   N12  C11  C08  180.00   0.0  0
 ZG7  CONST_34  C29   C28  C11  N12  180.00   0.0  0
 ZG7  CONST_35  O27   C26  N13  N12    0.00   0.0  0
 ZG7  CONST_36  O18   C19  C20  C21  180.00   0.0  0
 ZG7  CONST_37  O18   C19  C25  C24  180.00   0.0  0
 ZG7  CONST_38  BR22  C21  C23  C24  180.00   0.0  0
 ZG7  CONST_39  CL01  C02  C03  C04  180.00   0.0  0
 ZG7  CONST_40  CL01  C02  C07  C06  180.00   0.0  0
 ZG7  CONST_41  C29   C28  C11  C08    0.00   0.0  0
 ZG7  CONST_42  O27   C26  N13  C14  180.00   0.0  0
 ZG7  CONST_43  O27   C26  C17  C16  180.00   0.0  0
 ZG7  CONST_44  BR22  C21  C20  C19  180.00   0.0  0
 ZG7  CONST_45  N15   C14  C28  C29    0.00   0.0  0
 ZG7  CONST_46  N13   C14  C28  C29  180.00   0.0  0
 ZG7  CONST_47  O18   C17  C26  N13  180.00   0.0  0
 ZG7  CONST_48  O18   C17  C16  N15  180.00   0.0  0
 ZG7  CONST_49  H13   C25  C19  C20  180.00   0.0  0
 ZG7  CONST_50  H12   C23  C21  C20  180.00   0.0  0
 ZG7  CONST_51  H4    C24  C23  C21  180.00   0.0  0
 ZG7  CONST_52  H11   C16  C17  C26  180.00   0.0  0
 ZG7  CONST_53  H7    C06  C07  C02  180.00   0.0  0
 ZG7  CONST_54  H6    C04  C03  C02  180.00   0.0  0
 ZG7  CONST_55  H8    C07  C02  C03  180.00   0.0  0
 ZG7  CONST_56  H5    C03  C04  C05  180.00   0.0  0
 ZG7  CONST_57  H3    C20  C21  C23  180.00   0.0  0
 ZG7  Var_01    C06   C05  C08  C10  -40.82  30.0  2
 ZG7  Var_02    C28   C11  C08  C10   73.33  30.0  2
 ZG7  Var_03    C05   C08  C09  C10  109.62  30.0  1
 ZG7  Var_04    C20   C19  O18  C17  162.95  30.0  2

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
 ZG7  plan-1  C02   0.020
 ZG7  plan-1  C03   0.020
 ZG7  plan-1  C04   0.020
 ZG7  plan-1  C05   0.020
 ZG7  plan-1  C06   0.020
 ZG7  plan-1  C07   0.020
 ZG7  plan-1  C08   0.020
 ZG7  plan-1  CL01  0.020
 ZG7  plan-1  H5    0.020
 ZG7  plan-1  H6    0.020
 ZG7  plan-1  H7    0.020
 ZG7  plan-1  H8    0.020
 ZG7  plan-2  C20   0.020
 ZG7  plan-2  C21   0.020
 ZG7  plan-2  C24   0.020
 ZG7  plan-2  C19   0.020
 ZG7  plan-2  C23   0.020
 ZG7  plan-2  C25   0.020
 ZG7  plan-2  O18   0.020
 ZG7  plan-2  H3    0.020
 ZG7  plan-2  H4    0.020
 ZG7  plan-2  H12   0.020
 ZG7  plan-2  H13   0.020
 ZG7  plan-2  BR22  0.020
 ZG7  plan-3  N12   0.020
 ZG7  plan-3  C17   0.020
 ZG7  plan-3  C26   0.020
 ZG7  plan-3  C28   0.020
 ZG7  plan-3  C08   0.020
 ZG7  plan-3  C11   0.020
 ZG7  plan-3  C14   0.020
 ZG7  plan-3  C16   0.020
 ZG7  plan-3  N13   0.020
 ZG7  plan-3  N15   0.020
 ZG7  plan-3  O18   0.020
 ZG7  plan-3  O27   0.020
 ZG7  plan-3  H11   0.020
 ZG7  plan-3  C29   0.020
 ZG7  plan-3  N30   0.020

