# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 13:57:04 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: (5R,7S)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccc(cc1)[C@H]2C[C@H](n3ncc(C(O)=O)c3N2)C(F)(F)F
#
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
 G7A  G7A  '(5R,7S)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid'  ligand  39  24  .  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_G7A
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
 G7A  O21   O  O      0  -0.613   0.7678   3.7581  -0.0156
 G7A  C20   C  C      0   0.372   1.9919   3.4785  -0.0108
 G7A  O22   O  OC    -1  -0.603   2.9362   4.2894  -0.0765
 G7A  C17   C  CR5    0  -0.433   2.3361   2.0368   0.0968
 G7A  C18   C  CR15   0  -0.053   3.5933   1.4088   0.2009
 G7A  N19   N  N      0  -0.312   3.5051   0.1069   0.3421
 G7A  N4    N  NR5    0  -0.406   2.1753  -0.1480   0.3120
 G7A  C3    C  CH1    0  -0.248   1.6391  -1.4687   0.5348
 G7A  C13   C  CT     0   1.020   2.3699  -2.4957  -0.3252
 G7A  F57   F  F      0  -0.298   3.6189  -2.7270   0.0826
 G7A  F56   F  F      0  -0.308   1.7313  -3.6735  -0.2805
 G7A  F58   F  F      0  -0.304   2.4299  -2.1222  -1.6070
 G7A  C5    C  CR5    0   0.708   1.4431   0.9778   0.1805
 G7A  N6    N  NH1    0  -0.685   0.0839   0.9426   0.1421
 G7A  C1    C  CH1    0  -0.159  -0.5500  -0.2110   0.7484
 G7A  C2    C  CH2    0  -0.495   0.1415  -1.4624   0.2077
 G7A  C7    C  CR6    0   0.110  -2.0214  -0.2373   0.4242
 G7A  C12   C  CR16   0  -0.305  -2.9494  -0.5672   1.4051
 G7A  C11   C  CR16   0  -0.290  -4.3039  -0.6288   1.1087
 G7A  C10   C  CR6    0   0.115  -4.7689  -0.3589  -0.1756
 G7A  C32   C  CH2    0  -0.502  -6.2406  -0.3691  -0.4835
 G7A  C33   C  CH3    0  -0.655  -6.8985   0.9719  -0.1622
 G7A  C9    C  CR16   0  -0.293  -3.8337  -0.0285  -1.1544
 G7A  C8    C  CR16   0  -0.285  -2.4792   0.0309  -0.8626
 G7A  H18   H  HCR5   0   0.252   4.5638   1.8833   0.1812
 G7A  H3    H  HCH1   0   0.314   1.7861  -1.7556   1.5817
 G7A  H4    H  HNH1   0   0.386  -0.3229   1.8518   0.3201
 G7A  H1    H  HCH1   0   0.259  -0.4376  -0.1970   1.8423
 G7A  H22   H  HCH2   0   0.270  -0.0189  -1.5029  -0.8725
 G7A  H21   H  HCH2   0   0.292  -0.3221  -2.3441   0.6464
 G7A  H12   H  HCR6   0   0.249  -2.6118  -0.7792   2.4131
 G7A  H11   H  HCR6   0   0.246  -5.0087  -0.8848   1.8918
 G7A  H321  H  HCH2   0   0.239  -6.3932  -0.6050  -1.5390
 G7A  H322  H  HCH2   0   0.239  -6.7317  -1.1602   0.0877
 G7A  H331  H  HCH3   0   0.231  -7.9644   0.9496  -0.3911
 G7A  H333  H  HCH3   0   0.225  -6.7882   1.2188   0.8946
 G7A  H332  H  HCH3   0   0.226  -6.4472   1.7788  -0.7411
 G7A  H9    H  HCR6   0   0.246  -4.1706   0.1876  -2.1619
 G7A  H8    H  HCR6   0   0.249  -1.7732   0.2887  -1.6429

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
 G7A  F56  C13   single    1.340  0.020  1.340
 G7A  F57  C13   single    1.334  0.020  1.334
 G7A  C13  C3    single    1.526  0.020  1.526
 G7A  C13  F58   single    1.336  0.020  1.336
 G7A  C3   C2    single    1.533  0.020  1.533
 G7A  C3   N4    single    1.443  0.020  1.443
 G7A  C2   C1    single    1.529  0.020  1.529
 G7A  C8   C9    aromatic  1.387  0.020  1.387
 G7A  C8   C7    aromatic  1.392  0.020  1.392
 G7A  C1   C7    single    1.507  0.020  1.507
 G7A  C1   N6    single    1.449  0.020  1.449
 G7A  C9   C10   aromatic  1.393  0.020  1.393
 G7A  N4   N19   aromatic  1.354  0.020  1.354
 G7A  N4   C5    aromatic  1.349  0.020  1.349
 G7A  N19  C18   aromatic  1.312  0.020  1.312
 G7A  C7   C12   aromatic  1.390  0.020  1.390
 G7A  C10  C32   single    1.504  0.020  1.504
 G7A  C10  C11   aromatic  1.392  0.020  1.392
 G7A  C5   N6    single    1.360  0.020  1.360
 G7A  C5   C17   aromatic  1.388  0.020  1.388
 G7A  C32  C33   single    1.528  0.020  1.528
 G7A  C12  C11   aromatic  1.388  0.020  1.388
 G7A  C18  C17   aromatic  1.409  0.020  1.409
 G7A  C17  C20   single    1.486  0.020  1.486
 G7A  C20  O21   deloc     1.256  0.020  1.256
 G7A  C20  O22   deloc     1.246  0.020  1.246
 G7A  C18  H18   single    0.930  0.020  1.080
 G7A  C3   H3    single    0.970  0.020  1.090
 G7A  N6   H4    single    0.890  0.020  1.040
 G7A  C1   H1    single    0.970  0.020  1.090
 G7A  C2   H22   single    0.970  0.020  1.090
 G7A  C2   H21   single    0.970  0.020  1.090
 G7A  C12  H12   single    0.930  0.020  1.080
 G7A  C11  H11   single    0.930  0.020  1.080
 G7A  C32  H321  single    0.970  0.020  1.090
 G7A  C32  H322  single    0.970  0.020  1.090
 G7A  C33  H331  single    0.970  0.020  1.090
 G7A  C33  H333  single    0.970  0.020  1.090
 G7A  C33  H332  single    0.970  0.020  1.090
 G7A  C9   H9    single    0.930  0.020  1.080
 G7A  C8   H8    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
 G7A  C17   C20  O22   117.35  3.000
 G7A  O22   C20  O21   126.41  3.000
 G7A  C17   C20  O21   116.24  3.000
 G7A  C5    C17  C18   103.27  3.000
 G7A  C18   C17  C20   130.11  3.000
 G7A  C5    C17  C20   126.56  3.000
 G7A  H18   C18  N19   119.86  3.000
 G7A  H18   C18  C17   127.18  3.000
 G7A  N19   C18  C17   112.96  3.000
 G7A  N4    N19  C18   104.50  3.000
 G7A  C5    N4   C3    125.25  3.000
 G7A  C5    N4   N19   112.21  3.000
 G7A  C3    N4   N19   122.26  3.000
 G7A  H3    C3   C2    109.64  3.000
 G7A  H3    C3   C13   107.34  3.000
 G7A  C2    C3   C13   110.51  3.000
 G7A  H3    C3   N4    109.72  3.000
 G7A  C2    C3   N4    109.05  3.000
 G7A  C13   C3   N4    110.56  3.000
 G7A  F58   C13  F56   107.39  3.000
 G7A  F58   C13  F57   107.43  3.000
 G7A  F56   C13  F57   106.47  3.000
 G7A  F58   C13  C3    111.96  3.000
 G7A  F57   C13  C3    113.13  3.000
 G7A  F56   C13  C3    110.14  3.000
 G7A  N6    C5   N4    121.56  3.000
 G7A  N6    C5   C17   131.38  3.000
 G7A  N4    C5   C17   107.06  3.000
 G7A  H4    N6   C1    117.77  3.000
 G7A  H4    N6   C5    111.93  3.000
 G7A  C1    N6   C5    116.48  3.000
 G7A  H1    C1   C7    108.30  3.000
 G7A  H1    C1   C2    108.42  3.000
 G7A  C7    C1   C2    110.57  3.000
 G7A  H1    C1   N6    111.18  3.000
 G7A  C7    C1   N6    110.54  3.000
 G7A  C2    C1   N6    107.81  3.000
 G7A  H21   C2   H22   107.81  3.000
 G7A  H21   C2   C1    109.14  3.000
 G7A  H22   C2   C1    108.28  3.000
 G7A  H21   C2   C3    109.07  3.000
 G7A  H22   C2   C3    110.74  3.000
 G7A  C1    C2   C3    111.71  3.000
 G7A  C8    C7   C12   118.59  3.000
 G7A  C12   C7   C1    120.27  3.000
 G7A  C8    C7   C1    121.11  3.000
 G7A  H12   C12  C11   119.59  3.000
 G7A  H12   C12  C7    119.66  3.000
 G7A  C11   C12  C7    120.75  3.000
 G7A  H11   C11  C10   119.66  3.000
 G7A  H11   C11  C12   119.38  3.000
 G7A  C10   C11  C12   120.95  3.000
 G7A  C9    C10  C32   120.98  3.000
 G7A  C32   C10  C11   120.96  3.000
 G7A  C9    C10  C11   118.02  3.000
 G7A  H322  C32  H321  106.62  3.000
 G7A  H322  C32  C33   109.39  3.000
 G7A  H321  C32  C33   109.43  3.000
 G7A  H322  C32  C10   109.75  3.000
 G7A  H321  C32  C10   109.64  3.000
 G7A  C33   C32  C10   111.87  3.000
 G7A  H332  C33  H333  107.75  3.000
 G7A  H332  C33  H331  107.95  3.000
 G7A  H333  C33  H331  107.87  3.000
 G7A  H332  C33  C32   111.07  3.000
 G7A  H333  C33  C32   111.02  3.000
 G7A  H331  C33  C32   111.02  3.000
 G7A  H9    C9   C8    119.38  3.000
 G7A  H9    C9   C10   119.44  3.000
 G7A  C8    C9   C10   121.19  3.000
 G7A  H8    C8   C9    119.67  3.000
 G7A  H8    C8   C7    119.83  3.000
 G7A  C9    C8   C7    120.50  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
 G7A  CONST_01  N19   N4   C5   C17     0.00   0.0  0
 G7A  CONST_02  N4    N19  C18  C17     0.00   0.0  0
 G7A  CONST_03  C5    N4   N19  C18     0.00   0.0  0
 G7A  CONST_04  N4    C5   C17  C18     0.00   0.0  0
 G7A  CONST_05  C5    C17  C18  N19     0.00   0.0  0
 G7A  CONST_06  C10   C9   C8   C7      0.00   0.0  0
 G7A  CONST_07  C10   C11  C12  C7      0.00   0.0  0
 G7A  CONST_08  C9    C8   C7   C12     0.00   0.0  0
 G7A  CONST_09  C9    C10  C11  C12     0.00   0.0  0
 G7A  CONST_10  C8    C9   C10  C11     0.00   0.0  0
 G7A  CONST_11  C8    C7   C12  C11     0.00   0.0  0
 G7A  CONST_12  C9    C8   C7   C1    180.00   0.0  0
 G7A  CONST_13  C11   C12  C7   C1    180.00   0.0  0
 G7A  CONST_14  N4    C5   C17  C20   180.00   0.0  0
 G7A  CONST_15  N6    C5   C17  C20     0.00   0.0  0
 G7A  CONST_16  N19   C18  C17  C20   180.00   0.0  0
 G7A  CONST_17  C32   C10  C11  C12   180.00   0.0  0
 G7A  CONST_18  C8    C9   C10  C32   180.00   0.0  0
 G7A  CONST_19  H18   C18  N19  N4    180.00   0.0  0
 G7A  CONST_20  H8    C8   C7   C1      0.00   0.0  0
 G7A  CONST_21  H12   C12  C7   C1      0.00   0.0  0
 G7A  CONST_22  H9    C9   C8   C7    180.00   0.0  0
 G7A  CONST_23  H11   C11  C12  C7    180.00   0.0  0
 G7A  Var_01    C1    N6   C5   C17  -157.25  30.0  1
 G7A  Var_02    C5    C17  C20  O21     0.58  30.0  3
 G7A  Var_03    C33   C32  C10  C11    84.84  30.0  2
 G7A  Var_04    H331  C33  C32  C10   179.96  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
 G7A  chir_01  C3  C13  C2  N4  positiv
 G7A  chir_02  C1  N6   C7  C2  negativ

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
 G7A  plan-1  C1   0.020
 G7A  plan-1  C7   0.020
 G7A  plan-1  C12  0.020
 G7A  plan-1  C11  0.020
 G7A  plan-1  C10  0.020
 G7A  plan-1  C32  0.020
 G7A  plan-1  C9   0.020
 G7A  plan-1  C8   0.020
 G7A  plan-1  H12  0.020
 G7A  plan-1  H11  0.020
 G7A  plan-1  H9   0.020
 G7A  plan-1  H8   0.020
 G7A  plan-2  C20  0.020
 G7A  plan-2  C17  0.020
 G7A  plan-2  C18  0.020
 G7A  plan-2  N19  0.020
 G7A  plan-2  N4   0.020
 G7A  plan-2  C3   0.020
 G7A  plan-2  C5   0.020
 G7A  plan-2  N6   0.020
 G7A  plan-2  H18  0.020
 G7A  plan-3  O21  0.020
 G7A  plan-3  C20  0.020
 G7A  plan-3  O22  0.020
 G7A  plan-3  C17  0.020

