# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 01:04:50 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (5R,7R)-5-(4-ethylphenyl)-N-(4-fluorobenzyl)-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccc(cc1)[C@H]2C[C@@H](C)n3ncc(C(=O)NCc4ccc(F)cc4)c3N2
#
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
 G59  G59  (5R,7R)-5-(4-ethylphenyl)-N-(4-fluorobenzyl)-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  54  29  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G59
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
 G59  O22   O  O     0  -0.526  -0.9600  -0.7843   1.1953
 G59  C20   C  C     0   0.521  -1.5396   0.2949   1.0592
 G59  N21   N  NH1   0  -0.642  -2.8721   0.4302   1.2351
 G59  C23   C  CH2   0  -0.308  -3.7571  -0.6390   1.6229
 G59  C24   C  CR6   0  -0.004  -4.6883  -1.0761   0.5189
 G59  C25   C  CR16  0  -0.279  -4.2050  -1.3798  -0.7526
 G59  C26   C  CR16  0  -0.327  -5.0573  -1.8027  -1.7611
 G59  C29   C  CR16  0  -0.165  -6.0519  -1.1978   0.7587
 G59  C28   C  CR16  0  -0.427  -6.9238  -1.6218  -0.2366
 G59  C27   C  CR6   0   0.421  -6.4064  -1.9191  -1.4800
 G59  F30   F  F     0  -0.224  -7.2398  -2.3313  -2.4493
 G59  C17   C  CR5   0  -0.320  -0.8083   1.5034   0.7145
 G59  C5    C  CR5   0   0.575   0.5779   1.5671   0.5433
 G59  N4    N  NR5   0  -0.317   0.8738   2.8512   0.2885
 G59  N19   N  N     0  -0.320  -0.2202   3.6437   0.2891
 G59  C18   C  CR15  0  -0.105  -1.2229   2.8440   0.5368
 G59  N6    N  NH1   0  -0.647   1.5323   0.6112   0.5798
 G59  C1    C  CH1   0  -0.188   2.9214   1.0120   0.7044
 G59  C2    C  CH2   0  -0.468   3.1488   2.2288  -0.1929
 G59  C3    C  CH1   0  -0.060   2.2221   3.3887   0.1610
 G59  C13   C  CH3   0  -0.648   2.2820   4.4952  -0.8744
 G59  C7    C  CR6   0   0.109   3.8303  -0.1284   0.3260
 G59  C8    C  CR16  0  -0.340   3.6088  -0.8775  -0.8255
 G59  C9    C  CR16  0  -0.228   4.4730  -1.9050  -1.1744
 G59  C10   C  CR6   0   0.171   5.5801  -2.2160  -0.3882
 G59  C32   C  CH2   0  -0.511   6.5334  -3.3087  -0.7864
 G59  C33   C  CH3   0  -0.692   7.7752  -2.7609  -1.4877
 G59  C11   C  CR16  0  -0.316   5.7975  -1.4613   0.7619
 G59  C12   C  CR16  0  -0.347   4.9340  -0.4339   1.1150
 G59  HN21  H  HNH1  0   0.401  -3.2926   1.3338   1.0931
 G59  H231  H  HCH2  0   0.283  -3.1456  -1.4796   1.9501
 G59  H232  H  HCH2  0   0.262  -4.3437  -0.3212   2.4871
 G59  H25   H  HCR6  0   0.246  -3.1468  -1.2914  -0.9654
 G59  H26   H  HCR6  0   0.276  -4.6796  -2.0413  -2.7468
 G59  H29   H  HCR6  0   0.232  -6.4515  -0.9532   1.7356
 G59  H28   H  HCR6  0   0.245  -7.9853  -1.7105  -0.0472
 G59  H18   H  HCR5  0   0.279  -2.2260   3.2447   0.5815
 G59  HN6   H  HNH1  0   0.378   1.2464  -0.2610   0.9971
 G59  H49   H  HCH1  0   0.273   3.1450   1.3030   1.7401
 G59  H21   H  HCH2  0   0.292   4.1803   2.5658  -0.0886
 G59  H22   H  HCH2  0   0.296   3.0018   1.9404  -1.2383
 G59  H3    H  HCH1  0   0.323   2.5150   3.7848   1.1388
 G59  H133  H  HCH3  0   0.219   1.6627   5.3454  -0.5950
 G59  H131  H  HCH3  0   0.275   3.3097   4.8465  -0.9657
 G59  H132  H  HCH3  0   0.214   1.9569   4.1343  -1.8506
 G59  H8    H  HCR6  0   0.188   2.7524  -0.6675  -1.4554
 G59  H9    H  HCR6  0   0.218   4.2792  -2.4790  -2.0734
 G59  H321  H  HCH2  0   0.274   6.8382  -3.8708   0.0997
 G59  H322  H  HCH2  0   0.249   6.0237  -4.0155  -1.4447
 G59  H332  H  HCH3  0   0.267   7.5073  -2.2193  -2.3958
 G59  H333  H  HCH3  0   0.234   8.3218  -2.0755  -0.8386
 G59  H331  H  HCH3  0   0.204   8.4529  -3.5686  -1.7670
 G59  H11   H  HCR6  0   0.245   6.6451  -1.6836   1.4004
 G59  H12   H  HCR6  0   0.237   5.1153   0.1296   2.0232

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
 G59  C28  C29   aromatic  1.389  0.020  1.389
 G59  C28  C27   aromatic  1.379  0.020  1.379
 G59  F30  C27   single    1.343  0.020  1.343
 G59  C29  C24   aromatic  1.390  0.020  1.390
 G59  C27  C26   aromatic  1.383  0.020  1.383
 G59  C26  C25   aromatic  1.387  0.020  1.387
 G59  C24  C25   aromatic  1.394  0.020  1.394
 G59  C24  C23   single    1.509  0.020  1.509
 G59  C23  N21   single    1.441  0.020  1.441
 G59  N21  C20   single    1.351  0.020  1.351
 G59  C20  O22   double    1.232  0.020  1.232
 G59  C20  C17   single    1.454  0.020  1.454
 G59  C18  C17   aromatic  1.415  0.020  1.415
 G59  C18  N19   aromatic  1.306  0.020  1.306
 G59  C17  C5    aromatic  1.398  0.020  1.398
 G59  N19  N4    aromatic  1.351  0.020  1.351
 G59  C5   N4    aromatic  1.342  0.020  1.342
 G59  C5   N6    single    1.351  0.020  1.351
 G59  N4   C3    single    1.457  0.020  1.457
 G59  N6   C1    single    1.451  0.020  1.451
 G59  C3   C13   single    1.517  0.020  1.517
 G59  C3   C2    single    1.526  0.020  1.526
 G59  C1   C2    single    1.529  0.020  1.529
 G59  C1   C7    single    1.507  0.020  1.507
 G59  C8   C7    aromatic  1.391  0.020  1.391
 G59  C8   C9    aromatic  1.387  0.020  1.387
 G59  C7   C12   aromatic  1.391  0.020  1.391
 G59  C9   C10   aromatic  1.393  0.020  1.393
 G59  C12  C11   aromatic  1.388  0.020  1.388
 G59  C10  C11   aromatic  1.393  0.020  1.393
 G59  C10  C32   single    1.504  0.020  1.504
 G59  C33  C32   single    1.528  0.020  1.528
 G59  N21  HN21  single    0.860  0.020  1.020
 G59  C23  H231  single    0.970  0.020  1.090
 G59  C23  H232  single    0.970  0.020  1.090
 G59  C25  H25   single    0.930  0.020  1.080
 G59  C26  H26   single    0.930  0.020  1.080
 G59  C29  H29   single    0.930  0.020  1.080
 G59  C28  H28   single    0.930  0.020  1.080
 G59  C18  H18   single    0.930  0.020  1.080
 G59  N6   HN6   single    0.890  0.020  1.040
 G59  C1   H49   single    0.970  0.020  1.090
 G59  C2   H21   single    0.970  0.020  1.090
 G59  C2   H22   single    0.970  0.020  1.090
 G59  C3   H3    single    0.970  0.020  1.090
 G59  C13  H133  single    0.970  0.020  1.090
 G59  C13  H131  single    0.970  0.020  1.090
 G59  C13  H132  single    0.970  0.020  1.090
 G59  C8   H8    single    0.930  0.020  1.080
 G59  C9   H9    single    0.930  0.020  1.080
 G59  C32  H321  single    0.970  0.020  1.090
 G59  C32  H322  single    0.970  0.020  1.090
 G59  C33  H332  single    0.970  0.020  1.090
 G59  C33  H333  single    0.970  0.020  1.090
 G59  C33  H331  single    0.970  0.020  1.090
 G59  C11  H11   single    0.930  0.020  1.080
 G59  C12  H12   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
 G59  C17   C20  N21   116.34  3.000
 G59  C17   C20  O22   121.16  3.000
 G59  N21   C20  O22   122.49  3.000
 G59  HN21  N21  C23   116.57  3.000
 G59  HN21  N21  C20   118.92  3.000
 G59  C23   N21  C20   124.50  3.000
 G59  H232  C23  H231  106.76  3.000
 G59  H232  C23  C24   109.39  3.000
 G59  H231  C23  C24   110.03  3.000
 G59  H232  C23  N21   109.08  3.000
 G59  H231  C23  N21   107.97  3.000
 G59  C24   C23  N21   113.39  3.000
 G59  C29   C24  C25   118.59  3.000
 G59  C25   C24  C23   121.10  3.000
 G59  C29   C24  C23   120.30  3.000
 G59  H25   C25  C26   118.86  3.000
 G59  H25   C25  C24   120.02  3.000
 G59  C26   C25  C24   121.12  3.000
 G59  H26   C26  C27   120.47  3.000
 G59  H26   C26  C25   121.01  3.000
 G59  C27   C26  C25   118.52  3.000
 G59  H29   C29  C28   118.91  3.000
 G59  H29   C29  C24   119.84  3.000
 G59  C28   C29  C24   121.25  3.000
 G59  H28   C28  C27   120.54  3.000
 G59  H28   C28  C29   121.02  3.000
 G59  C27   C28  C29   118.44  3.000
 G59  F30   C27  C28   118.95  3.000
 G59  F30   C27  C26   118.97  3.000
 G59  C28   C27  C26   122.08  3.000
 G59  C18   C17  C5    103.42  3.000
 G59  C5    C17  C20   124.44  3.000
 G59  C18   C17  C20   132.07  3.000
 G59  N6    C5   N4    121.75  3.000
 G59  N6    C5   C17   131.66  3.000
 G59  N4    C5   C17   106.58  3.000
 G59  C3    N4   N19   122.21  3.000
 G59  C3    N4   C5    124.99  3.000
 G59  N19   N4   C5    112.50  3.000
 G59  C18   N19  N4    105.22  3.000
 G59  H18   C18  N19   119.55  3.000
 G59  H18   C18  C17   128.18  3.000
 G59  N19   C18  C17   112.27  3.000
 G59  HN6   N6   C1    118.34  3.000
 G59  HN6   N6   C5    115.01  3.000
 G59  C1    N6   C5    118.89  3.000
 G59  H49   C1   C7    108.33  3.000
 G59  H49   C1   C2    108.19  3.000
 G59  C7    C1   C2    111.42  3.000
 G59  H49   C1   N6    110.42  3.000
 G59  C7    C1   N6    110.30  3.000
 G59  C2    C1   N6    108.17  3.000
 G59  H22   C2   H21   107.46  3.000
 G59  H22   C2   C3    109.89  3.000
 G59  H21   C2   C3    108.51  3.000
 G59  H22   C2   C1    109.32  3.000
 G59  H21   C2   C1    109.31  3.000
 G59  C3    C2   C1    112.23  3.000
 G59  H3    C3   C13   109.59  3.000
 G59  H3    C3   C2    108.64  3.000
 G59  C13   C3   C2    111.85  3.000
 G59  H3    C3   N4    107.63  3.000
 G59  C2    C3   N4    107.57  3.000
 G59  C13   C3   N4    111.43  3.000
 G59  H132  C13  H131  108.23  3.000
 G59  H132  C13  H133  108.59  3.000
 G59  H131  C13  H133  107.83  3.000
 G59  H132  C13  C3    110.98  3.000
 G59  H131  C13  C3    109.25  3.000
 G59  H133  C13  C3    111.85  3.000
 G59  C12   C7   C8    118.53  3.000
 G59  C12   C7   C1    120.17  3.000
 G59  C8    C7   C1    121.29  3.000
 G59  H8    C8   C9    119.32  3.000
 G59  H8    C8   C7    120.17  3.000
 G59  C9    C8   C7    120.51  3.000
 G59  H9    C9   C10   119.46  3.000
 G59  H9    C9   C8    119.30  3.000
 G59  C10   C9   C8    121.23  3.000
 G59  C11   C10  C32   120.90  3.000
 G59  C32   C10  C9    121.10  3.000
 G59  C11   C10  C9    117.98  3.000
 G59  H322  C32  H321  106.62  3.000
 G59  H322  C32  C33   109.56  3.000
 G59  H321  C32  C33   109.27  3.000
 G59  H322  C32  C10   109.51  3.000
 G59  H321  C32  C10   109.63  3.000
 G59  C33   C32  C10   112.11  3.000
 G59  H331  C33  H333  107.84  3.000
 G59  H331  C33  H332  107.89  3.000
 G59  H333  C33  H332  107.84  3.000
 G59  H331  C33  C32   110.92  3.000
 G59  H333  C33  C32   111.07  3.000
 G59  H332  C33  C32   111.14  3.000
 G59  H11   C11  C12   119.24  3.000
 G59  H11   C11  C10   119.82  3.000
 G59  C12   C11  C10   120.94  3.000
 G59  H12   C12  C11   119.59  3.000
 G59  H12   C12  C7    119.60  3.000
 G59  C11   C12  C7    120.80  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
 G59  CONST_01  C27   C28  C29  C24     0.00   0.0  0
 G59  CONST_02  C27   C26  C25  C24     0.00   0.0  0
 G59  CONST_03  C28   C27  C26  C25     0.00   0.0  0
 G59  CONST_04  C28   C29  C24  C25     0.00   0.0  0
 G59  CONST_05  C29   C28  C27  C26     0.00   0.0  0
 G59  CONST_06  C29   C24  C25  C26     0.00   0.0  0
 G59  CONST_07  N4    N19  C18  C17     0.00   0.0  0
 G59  CONST_08  N19   N4   C5   C17     0.00   0.0  0
 G59  CONST_09  N19   C18  C17  C5      0.00   0.0  0
 G59  CONST_10  C18   N19  N4   C5      0.00   0.0  0
 G59  CONST_11  C18   C17  C5   N4      0.00   0.0  0
 G59  CONST_12  C10   C9   C8   C7      0.00   0.0  0
 G59  CONST_13  C10   C11  C12  C7      0.00   0.0  0
 G59  CONST_14  C11   C12  C7   C8      0.00   0.0  0
 G59  CONST_15  C11   C10  C9   C8      0.00   0.0  0
 G59  CONST_16  C12   C7   C8   C9      0.00   0.0  0
 G59  CONST_17  C12   C11  C10  C9      0.00   0.0  0
 G59  CONST_18  C9    C8   C7   C1    180.00   0.0  0
 G59  CONST_19  C11   C12  C7   C1    180.00   0.0  0
 G59  CONST_20  N19   C18  C17  C20   180.00   0.0  0
 G59  CONST_21  N4    C5   C17  C20   180.00   0.0  0
 G59  CONST_22  N6    C5   C17  C20     0.00   0.0  0
 G59  CONST_23  C28   C29  C24  C23   180.00   0.0  0
 G59  CONST_24  C26   C25  C24  C23   180.00   0.0  0
 G59  CONST_25  F30   C27  C26  C25   180.00   0.0  0
 G59  CONST_26  F30   C27  C28  C29   180.00   0.0  0
 G59  CONST_27  C32   C10  C9   C8    180.00   0.0  0
 G59  CONST_28  C12   C11  C10  C32   180.00   0.0  0
 G59  CONST_29  H28   C28  C29  C24   180.00   0.0  0
 G59  CONST_30  H26   C26  C25  C24   180.00   0.0  0
 G59  CONST_31  H29   C29  C24  C25   180.00   0.0  0
 G59  CONST_32  H25   C25  C24  C29   180.00   0.0  0
 G59  CONST_33  H18   C18  C17  C5    180.00   0.0  0
 G59  CONST_34  H8    C8   C7   C1      0.00   0.0  0
 G59  CONST_35  H12   C12  C7   C1      0.00   0.0  0
 G59  CONST_36  H9    C9   C8   C7    180.00   0.0  0
 G59  CONST_37  H11   C11  C12  C7    180.00   0.0  0
 G59  CONST_38  C17   C20  N21  C23   180.00   0.0  0
 G59  CONST_39  HN21  N21  C20  C17     0.00   0.0  0
 G59  CONST_40  C23   N21  C20  O22     0.00   0.0  0
 G59  Var_01    C1    N6   C5   C17  -164.39  30.0  1
 G59  Var_02    C18   C17  C20  O22  -178.21  30.0  2
 G59  Var_03    C29   C24  C23  N21  -130.40  30.0  2
 G59  Var_04    C33   C32  C10  C9     98.14  30.0  2
 G59  Var_05    C24   C23  N21  C20  -110.07  30.0  1
 G59  Var_06    H332  C33  C32  C10   -60.02  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
 G59  chir_01  C1  N6  C2   C7  positiv
 G59  chir_02  C3  N4  C13  C2  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
 G59  plan-1  C23   0.020
 G59  plan-1  C24   0.020
 G59  plan-1  C25   0.020
 G59  plan-1  C26   0.020
 G59  plan-1  C29   0.020
 G59  plan-1  C28   0.020
 G59  plan-1  C27   0.020
 G59  plan-1  F30   0.020
 G59  plan-1  H25   0.020
 G59  plan-1  H26   0.020
 G59  plan-1  H29   0.020
 G59  plan-1  H28   0.020
 G59  plan-2  C1    0.020
 G59  plan-2  C7    0.020
 G59  plan-2  C8    0.020
 G59  plan-2  C9    0.020
 G59  plan-2  C10   0.020
 G59  plan-2  C32   0.020
 G59  plan-2  C11   0.020
 G59  plan-2  C12   0.020
 G59  plan-2  H8    0.020
 G59  plan-2  H9    0.020
 G59  plan-2  H11   0.020
 G59  plan-2  H12   0.020
 G59  plan-3  C20   0.020
 G59  plan-3  C17   0.020
 G59  plan-3  C5    0.020
 G59  plan-3  N4    0.020
 G59  plan-3  N19   0.020
 G59  plan-3  C18   0.020
 G59  plan-3  N6    0.020
 G59  plan-3  C3    0.020
 G59  plan-3  H18   0.020
 G59  plan-4  O22   0.020
 G59  plan-4  C20   0.020
 G59  plan-4  N21   0.020
 G59  plan-4  C23   0.020
 G59  plan-4  C17   0.020
 G59  plan-4  HN21  0.020

