# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 19:00:39 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@@H](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4
#
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
 82A  82A  N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide  ligand  48  31  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_82A
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
 82A  C11   C   CR15  0  -0.060   5.7165  -1.7199   2.7714
 82A  C14   C   CR5   0   0.258   5.2029  -2.1206   0.3093
 82A  N16   N   NR15  0  -0.428   4.4011  -2.1624  -1.6415
 82A  C18   C   CR15  0   0.015   3.8155  -3.1967  -1.0280
 82A  C19   C   CR5   0  -0.185   4.3124  -3.2250   0.2588
 82A  C20   C   CR6   0   0.028   3.9901  -4.2198   1.2854
 82A  C21   C   CR16  0  -0.304   4.9929  -4.8412   2.0319
 82A  C22   C   CR16  0  -0.244   4.6722  -5.7970   2.9820
 82A  C23   C   CR16  0  -0.230   3.3517  -6.1652   3.2034
 82A  C24   C   CR6   0  -0.020   2.3625  -5.5524   2.4521
 82A  C26   C   CR16  0  -0.280   2.6625  -4.5860   1.5056
 82A  C27   C   CR6   0   0.114  11.9115   0.2874   3.1200
 82A  C29   C   CR16  0  -0.404  13.7301  -0.1954   4.6362
 82A  C30   C   CR6   0   0.597  13.8759  -1.4342   4.0474
 82A  C2    C   CH2   0  -0.159  11.4580   1.9711   1.3680
 82A  C3    C   CH1   0  -0.162  10.8814   1.2568   2.5844
 82A  N5    N   NH1   0  -0.674   9.6522   0.5969   2.2121
 82A  O7    O   O     0  -0.492   9.0895   0.0378   4.3272
 82A  C8    C   CR5   0   0.257   7.6484  -0.6348   2.5968
 82A  C9    C   CR15  0  -0.421   7.2316  -0.9328   1.3168
 82A  C10   C   CR5   0  -0.034   6.0052  -1.6284   1.4207
 82A  N12   N   NR15  0  -0.618   6.7108  -1.1254   3.4558
 82A  N15   N   N     0  -0.296   5.2366  -1.4946  -0.8574
 82A  CL25  CL  CL    0  -0.132   0.7037  -5.9927   2.7074
 82A  C28   C   CR16  0  -0.284  12.7437   0.6598   4.1682
 82A  C32   C   CR6   0  -0.216  13.0548  -1.8244   3.0021
 82A  CL33  CL  CL    0  -0.094  13.2660  -3.3836   2.2979
 82A  C34   C   CR16  0  -0.247  12.0754  -0.9632   2.5368
 82A  H11   H   HCR5  0   0.282   4.8716  -2.1541   3.2793
 82A  HN16  H   HNR5  0   0.423   4.2672  -1.8694  -2.5960
 82A  H18   H   HCR5  0   0.296   3.1213  -3.8473  -1.5347
 82A  H21   H   HCR6  0   0.259   6.0293  -4.5825   1.8604
 82A  H22   H   HCR6  0   0.268   5.4573  -6.2713   3.5558
 82A  H23   H   HCR6  0   0.279   3.1040  -6.9135   3.9438
 82A  H26   H   HCR6  0   0.272   1.8685  -4.1091   0.9459
 82A  H29   H   HCR6  0   0.291  14.3749   0.0924   5.4562
 82A  HO1   H   HOH1  0   0.462  10.8236   3.2565   0.0656
 82A  H21A  H   HCH2  0   0.226  12.4012   2.4416   1.6690
 82A  H22A  H   HCH2  0   0.212  11.6982   1.2248   0.5991
 82A  H3    H   HCH1  0   0.271  10.6826   2.0039   3.3608
 82A  HN5   H   HNH1  0   0.408   9.3346   0.6805   1.2596
 82A  H9    H   HCR5  0   0.256   7.7503  -0.7111   0.3968
 82A  HN12  H   HNR5  0   0.415   6.7601  -1.0472   4.4596
 82A  H28   H   HCR6  0   0.270  12.6220   1.6307   4.6319
 82A  H34   H   HCR6  0   0.281  11.4363  -1.2795   1.7219
 82A  C6    C   C     0   0.502   8.8455   0.0261   3.1263
 82A  F31   F   F     0  -0.295  14.8130  -2.2768   4.4886
 82A  O1    O   OH1   0  -0.664  10.5174   2.9096   0.9085

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
 82A  C11  N12   aromatic  1.346  0.020  1.346
 82A  C11  C10   aromatic  1.384  0.020  1.384
 82A  C11  H11   single    0.930  0.020  1.080
 82A  C14  C10   single    1.456  0.020  1.456
 82A  C14  N15   aromatic  1.324  0.020  1.324
 82A  C14  C19   aromatic  1.420  0.020  1.420
 82A  N16  N15   aromatic  1.326  0.020  1.326
 82A  N16  C18   aromatic  1.338  0.020  1.338
 82A  N16  HN16  single    0.860  0.020  1.020
 82A  C18  C19   aromatic  1.380  0.020  1.380
 82A  C18  H18   single    0.930  0.020  1.080
 82A  C19  C20   single    1.465  0.020  1.465
 82A  C20  C26   aromatic  1.395  0.020  1.395
 82A  C20  C21   aromatic  1.396  0.020  1.396
 82A  C21  C22   aromatic  1.385  0.020  1.385
 82A  C21  H21   single    0.930  0.020  1.080
 82A  C22  C23   aromatic  1.389  0.020  1.389
 82A  C22  H22   single    0.930  0.020  1.080
 82A  C23  C24   aromatic  1.385  0.020  1.385
 82A  C23  H23   single    0.930  0.020  1.080
 82A  C24  CL25  single    1.735  0.020  1.735
 82A  C24  C26   aromatic  1.386  0.020  1.386
 82A  C26  H26   single    0.930  0.020  1.080
 82A  C27  C34   aromatic  1.390  0.020  1.390
 82A  C27  C28   aromatic  1.389  0.020  1.389
 82A  C27  C3    single    1.513  0.020  1.513
 82A  C29  C30   aromatic  1.379  0.020  1.379
 82A  C29  C28   aromatic  1.387  0.020  1.387
 82A  C29  H29   single    0.930  0.020  1.080
 82A  C30  F31   single    1.335  0.020  1.335
 82A  C30  C32   aromatic  1.385  0.020  1.385
 82A  O1   C2    single    1.406  0.020  1.406
 82A  O1   HO1   single    0.850  0.020  0.980
 82A  C2   C3    single    1.524  0.020  1.524
 82A  C2   H21A  single    0.970  0.020  1.090
 82A  C2   H22A  single    0.970  0.020  1.090
 82A  C3   N5    single    1.444  0.020  1.444
 82A  C3   H3    single    0.970  0.020  1.090
 82A  N5   C6    single    1.346  0.020  1.346
 82A  N5   HN5   single    0.860  0.020  1.020
 82A  C6   O7    double    1.225  0.020  1.225
 82A  C6   C8    single    1.466  0.020  1.466
 82A  C8   N12   aromatic  1.363  0.020  1.363
 82A  C8   C9    aromatic  1.379  0.020  1.379
 82A  C9   C10   aromatic  1.414  0.020  1.414
 82A  C9   H9    single    0.930  0.020  1.080
 82A  N12  HN12  single    0.860  0.020  1.020
 82A  C28  H28   single    0.930  0.020  1.080
 82A  C32  CL33  single    1.724  0.020  1.724
 82A  C32  C34   aromatic  1.385  0.020  1.385
 82A  C34  H34   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
 82A  H11   C11  N12   121.19  3.000
 82A  H11   C11  C10   130.56  3.000
 82A  N12   C11  C10   108.24  3.000
 82A  N15   C14  C10   119.90  3.000
 82A  N15   C14  C19   110.63  3.000
 82A  C10   C14  C19   129.46  3.000
 82A  HN16  N16  N15   119.84  3.000
 82A  HN16  N16  C18   126.96  3.000
 82A  N15   N16  C18   113.20  3.000
 82A  H18   C18  C19   131.15  3.000
 82A  H18   C18  N16   122.21  3.000
 82A  C19   C18  N16   106.62  3.000
 82A  C20   C19  C18   126.02  3.000
 82A  C20   C19  C14   129.88  3.000
 82A  C18   C19  C14   104.07  3.000
 82A  C26   C20  C21   118.84  3.000
 82A  C21   C20  C19   121.25  3.000
 82A  C26   C20  C19   119.88  3.000
 82A  H21   C21  C22   119.69  3.000
 82A  H21   C21  C20   119.80  3.000
 82A  C22   C21  C20   120.51  3.000
 82A  H22   C22  C23   119.29  3.000
 82A  H22   C22  C21   119.89  3.000
 82A  C23   C22  C21   120.82  3.000
 82A  H23   C23  C24   120.93  3.000
 82A  H23   C23  C22   120.69  3.000
 82A  C24   C23  C22   118.38  3.000
 82A  CL25  C24  C26   118.98  3.000
 82A  C26   C24  C23   121.63  3.000
 82A  CL25  C24  C23   119.39  3.000
 82A  H26   C26  C24   120.12  3.000
 82A  H26   C26  C20   120.07  3.000
 82A  C24   C26  C20   119.81  3.000
 82A  C34   C27  C28   119.16  3.000
 82A  C28   C27  C3    120.22  3.000
 82A  C34   C27  C3    120.57  3.000
 82A  H29   C29  C28   121.03  3.000
 82A  H29   C29  C30   119.96  3.000
 82A  C28   C29  C30   119.01  3.000
 82A  C32   C30  F31   119.18  3.000
 82A  C32   C30  C29   120.82  3.000
 82A  F31   C30  C29   119.99  3.000
 82A  H22A  C2   H21A  107.20  3.000
 82A  H22A  C2   C3    108.85  3.000
 82A  H21A  C2   C3    107.91  3.000
 82A  H22A  C2   O1    111.79  3.000
 82A  H21A  C2   O1    112.27  3.000
 82A  C3    C2   O1    108.70  3.000
 82A  H3    C3   N5    109.87  3.000
 82A  H3    C3   C2    108.35  3.000
 82A  N5    C3   C2    109.30  3.000
 82A  H3    C3   C27   108.04  3.000
 82A  N5    C3   C27   112.22  3.000
 82A  C2    C3   C27   108.99  3.000
 82A  HN5   N5   C6    119.23  3.000
 82A  HN5   N5   C3    118.30  3.000
 82A  C6    N5   C3    121.92  3.000
 82A  N12   C8   C9    107.42  3.000
 82A  C9    C8   C6    132.80  3.000
 82A  N12   C8   C6    119.75  3.000
 82A  H9    C9   C10   125.50  3.000
 82A  H9    C9   C8    126.99  3.000
 82A  C10   C9   C8    107.48  3.000
 82A  C9    C10  C14   126.02  3.000
 82A  C9    C10  C11   106.57  3.000
 82A  C14   C10  C11   127.40  3.000
 82A  HN12  N12  C8    124.48  3.000
 82A  HN12  N12  C11   125.23  3.000
 82A  C8    N12  C11   110.29  3.000
 82A  N16   N15  C14   105.47  3.000
 82A  H28   C28  C29   119.23  3.000
 82A  H28   C28  C27   119.75  3.000
 82A  C29   C28  C27   121.02  3.000
 82A  C34   C32  CL33  120.79  3.000
 82A  C34   C32  C30   119.84  3.000
 82A  CL33  C32  C30   119.37  3.000
 82A  H34   C34  C32   119.25  3.000
 82A  H34   C34  C27   120.60  3.000
 82A  C32   C34  C27   120.14  3.000
 82A  C8    C6   O7    121.38  3.000
 82A  C8    C6   N5    115.79  3.000
 82A  O7    C6   N5    122.82  3.000
 82A  HO1   O1   C2    108.31  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
 82A  CONST_01  C9    C8   N12  C11     0.00   0.0  0
 82A  CONST_04  C8    C9   C10  C11     0.00   0.0  0
 82A  CONST_05  N12   C11  C10  C14   180.00   0.0  0
 82A  CONST_06  C8    C9   C10  C14   180.00   0.0  0
 82A  CONST_07  C18   N16  N15  C14     0.00   0.0  0
 82A  CONST_08  N16   C18  C19  C14     0.00   0.0  0
 82A  CONST_11  C10   C14  N15  N16   180.00   0.0  0
 82A  CONST_12  C19   C14  N15  N16     0.00   0.0  0
 82A  CONST_13  C20   C19  C18  N16   180.00   0.0  0
 82A  CONST_14  C10   C14  C19  C18   180.00   0.0  0
 82A  CONST_15  N15   C14  C19  C18     0.00   0.0  0
 82A  CONST_19  N15   N16  C18  C19     0.00   0.0  0
 82A  CONST_20  C24   C26  C20  C19   180.00   0.0  0
 82A  CONST_21  C22   C21  C20  C19   180.00   0.0  0
 82A  CONST_22  C10   C14  C19  C20     0.00   0.0  0
 82A  CONST_23  N15   C14  C19  C20   180.00   0.0  0
 82A  CONST_24  C23   C24  C26  C20     0.00   0.0  0
 82A  CONST_25  C23   C22  C21  C20     0.00   0.0  0
 82A  CONST_26  C24   C26  C20  C21     0.00   0.0  0
 82A  CONST_27  C24   C23  C22  C21     0.00   0.0  0
 82A  CONST_28  C26   C20  C21  C22     0.00   0.0  0
 82A  CONST_29  C26   C24  C23  C22     0.00   0.0  0
 82A  CONST_30  C30   C32  C34  C27     0.00   0.0  0
 82A  CONST_31  C30   C29  C28  C27     0.00   0.0  0
 82A  CONST_32  C34   C32  C30  C29     0.00   0.0  0
 82A  CONST_33  C34   C27  C28  C29     0.00   0.0  0
 82A  CONST_34  C10   C11  N12  C8      0.00   0.0  0
 82A  CONST_35  N12   C11  C10  C9      0.00   0.0  0
 82A  CONST_37  N12   C8   C9   C10     0.00   0.0  0
 82A  CONST_38  C32   C34  C27  C28     0.00   0.0  0
 82A  CONST_39  C32   C30  C29  C28     0.00   0.0  0
 82A  CONST_40  C6    C8   N12  C11   180.00   0.0  0
 82A  CONST_41  CL25  C24  C26  C20   180.00   0.0  0
 82A  CONST_42  CL25  C24  C23  C22   180.00   0.0  0
 82A  CONST_43  CL33  C32  C34  C27   180.00   0.0  0
 82A  CONST_44  CL33  C32  C30  C29   180.00   0.0  0
 82A  CONST_45  C3    C27  C28  C29   180.00   0.0  0
 82A  CONST_46  C32   C34  C27  C3    180.00   0.0  0
 82A  CONST_47  C10   C9   C8   C6    180.00   0.0  0
 82A  CONST_48  F31   C30  C29  C28   180.00   0.0  0
 82A  CONST_49  C34   C32  C30  F31   180.00   0.0  0
 82A  CONST_50  H9    C9   C10  C11   180.00   0.0  0
 82A  CONST_51  H11   C11  C10  C14     0.00   0.0  0
 82A  CONST_52  HN16  N16  N15  C14   180.00   0.0  0
 82A  CONST_53  H18   C18  C19  C14   180.00   0.0  0
 82A  CONST_54  H26   C26  C20  C19     0.00   0.0  0
 82A  CONST_55  H21   C21  C20  C19     0.00   0.0  0
 82A  CONST_56  H22   C22  C21  C20   180.00   0.0  0
 82A  CONST_57  H23   C23  C22  C21   180.00   0.0  0
 82A  CONST_58  H29   C29  C28  C27   180.00   0.0  0
 82A  CONST_59  H28   C28  C29  C30   180.00   0.0  0
 82A  CONST_60  H34   C34  C32  C30   180.00   0.0  0
 82A  CONST_61  HN12  N12  C8   C9    180.00   0.0  0
 82A  CONST_62  C8    C6   N5   C3    180.00   0.0  0
 82A  CONST_63  HN5   N5   C6   C8      0.00   0.0  0
 82A  CONST_64  O7    C6   N5   C3      0.00   0.0  0
 82A  Var_01    N12   C8   C6   N5   -173.65  30.0  2

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
 82A  chir_01  C3  C27  C2  N5  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
 82A  plan-1  C11   0.020
 82A  plan-1  C14   0.020
 82A  plan-1  C8    0.020
 82A  plan-1  C9    0.020
 82A  plan-1  C10   0.020
 82A  plan-1  N12   0.020
 82A  plan-1  H11   0.020
 82A  plan-1  H9    0.020
 82A  plan-1  HN12  0.020
 82A  plan-1  C6    0.020
 82A  plan-2  C14   0.020
 82A  plan-2  N16   0.020
 82A  plan-2  C18   0.020
 82A  plan-2  C19   0.020
 82A  plan-2  C20   0.020
 82A  plan-2  C10   0.020
 82A  plan-2  N15   0.020
 82A  plan-2  HN16  0.020
 82A  plan-2  H18   0.020
 82A  plan-3  C19   0.020
 82A  plan-3  C20   0.020
 82A  plan-3  C21   0.020
 82A  plan-3  C22   0.020
 82A  plan-3  C23   0.020
 82A  plan-3  C24   0.020
 82A  plan-3  C26   0.020
 82A  plan-3  CL25  0.020
 82A  plan-3  H21   0.020
 82A  plan-3  H22   0.020
 82A  plan-3  H23   0.020
 82A  plan-3  H26   0.020
 82A  plan-4  C27   0.020
 82A  plan-4  C29   0.020
 82A  plan-4  C30   0.020
 82A  plan-4  C3    0.020
 82A  plan-4  C28   0.020
 82A  plan-4  C32   0.020
 82A  plan-4  CL33  0.020
 82A  plan-4  C34   0.020
 82A  plan-4  H29   0.020
 82A  plan-4  H28   0.020
 82A  plan-4  H34   0.020
 82A  plan-4  F31   0.020
 82A  plan-5  C3    0.020
 82A  plan-5  N5    0.020
 82A  plan-5  O7    0.020
 82A  plan-5  C8    0.020
 82A  plan-5  HN5   0.020
 82A  plan-5  C6    0.020

