# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 00:44:17 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: N-(4-acetylphenyl)-5-(5-chloro-2,4-dihydroxyphenyl)-1H-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1ccc(NC(=O)c2cn[nH]c2c3cc(Cl)c(O)cc3O)cc1
#
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
 2D7  2D7  N-(4-acetylphenyl)-5-(5-chloro-2,4-dihydroxyphenyl)-1H-pyrazole-4-carboxamide  ligand  40  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2D7
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
 2D7  O6    O   O     0  -0.400   7.0623   2.2149  -0.7363
 2D7  C17   C   C     0   0.366   6.8734   1.1939  -0.1054
 2D7  C18   C   CH3   0  -0.802   7.9790   0.5473   0.6837
 2D7  C14   C   CR6   0  -0.042   5.5350   0.5504  -0.0938
 2D7  C15   C   CR16  0  -0.253   4.4945   1.1098  -0.8346
 2D7  C16   C   CR16  0  -0.297   3.2294   0.5524  -0.8543
 2D7  C13   C   CR16  0  -0.272   5.2703  -0.6075   0.6374
 2D7  C12   C   CR16  0  -0.340   4.0133  -1.1764   0.6294
 2D7  C11   C   CR6   0   0.394   2.9759  -0.6052  -0.1123
 2D7  N3    N   NH1   0  -0.753   1.7474  -1.2616  -0.0585
 2D7  C10   C   C     0   0.557   0.5479  -0.8896  -0.5599
 2D7  O5    O   O     0  -0.509   0.3655   0.1837  -1.1343
 2D7  C8    C   CR5   0  -0.363  -0.5266  -1.8579  -0.3705
 2D7  C9    C   CR15  0  -0.071  -0.4206  -3.2563  -0.2069
 2D7  N1    N   N     0  -0.239  -1.5994  -3.8065  -0.0396
 2D7  N2    N   NR15  0  -0.480  -2.4583  -2.7943  -0.0807
 2D7  C7    C   CR5   0   0.488  -1.8922  -1.5940  -0.2806
 2D7  C5    C   CR6   0  -0.139  -2.7256  -0.3888  -0.2694
 2D7  C6    C   CR16  0  -0.239  -3.6366  -0.2314   0.7741
 2D7  C1    C   CR6   0  -0.185  -4.5452   0.8053   0.7790
 2D7  CL1   CL  CL    0  -0.114  -5.6601   0.9855   2.0955
 2D7  C2    C   CR6   0   0.442  -4.5839   1.7229  -0.2747
 2D7  O2    O   OH1   0  -0.605  -5.4494   2.7380  -0.3326
 2D7  C3    C   CR16  0  -0.438  -3.6657   1.5830  -1.3072
 2D7  C4    C   CR6   0   0.350  -2.7358   0.5502  -1.3167
 2D7  O4    O   OH1   0  -0.660  -1.9031   0.4641  -2.3608
 2D7  H181  H   HCH3  0   0.271   8.9068   1.1003   0.5579
 2D7  H182  H   HCH3  0   0.269   7.7303   0.5191   1.7463
 2D7  H183  H   HCH3  0   0.267   8.1366  -0.4843   0.3650
 2D7  H15   H   HCR6  0   0.268   4.6718   2.0054  -1.4151
 2D7  H16   H   HCR6  0   0.289   2.4600   1.0204  -1.4442
 2D7  H13   H   HCR6  0   0.270   6.0419  -1.0822   1.2280
 2D7  H12   H   HCR6  0   0.281   3.8326  -2.0761   1.2048
 2D7  H3    H   HNH1  0   0.434   1.7510  -2.1076   0.4925
 2D7  H9    H   HCR5  0   0.282   0.4688  -3.8689  -0.2298
 2D7  H2    H   HNR5  0   0.432  -3.4474  -2.9768   0.0102
 2D7  H6    H   HCR6  0   0.294  -3.6331  -0.9285   1.6021
 2D7  HA    H   HOH1  0   0.472  -6.0245   2.7521   0.4435
 2D7  HB    H   HCR6  0   0.285  -3.6725   2.2968  -2.1219
 2D7  H4    H   HOH1  0   0.489  -0.9892   0.2796  -2.0260

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
 2D7  O6   C17   double    1.215  0.020  1.215
 2D7  C17  C18   single    1.504  0.020  1.504
 2D7  C17  C14   single    1.485  0.020  1.485
 2D7  C18  H181  single    0.970  0.020  1.090
 2D7  C18  H182  single    0.970  0.020  1.090
 2D7  C18  H183  single    0.970  0.020  1.090
 2D7  C14  C15   aromatic  1.394  0.020  1.394
 2D7  C14  C13   aromatic  1.395  0.020  1.395
 2D7  C15  C16   aromatic  1.383  0.020  1.383
 2D7  C15  H15   single    0.930  0.020  1.080
 2D7  C16  C11   aromatic  1.398  0.020  1.398
 2D7  C16  H16   single    0.930  0.020  1.080
 2D7  C13  C12   aromatic  1.380  0.020  1.380
 2D7  C13  H13   single    0.930  0.020  1.080
 2D7  C12  C11   aromatic  1.397  0.020  1.397
 2D7  C12  H12   single    0.930  0.020  1.080
 2D7  C11  N3    single    1.394  0.020  1.394
 2D7  N3   C10   single    1.352  0.020  1.352
 2D7  N3   H3    single    0.860  0.020  1.020
 2D7  C10  O5    double    1.231  0.020  1.231
 2D7  C10  C8    single    1.459  0.020  1.459
 2D7  C8   C9    aromatic  1.412  0.020  1.412
 2D7  C8   C7    aromatic  1.394  0.020  1.394
 2D7  C9   N1    aromatic  1.312  0.020  1.312
 2D7  C9   H9    single    0.930  0.020  1.080
 2D7  N1   N2    aromatic  1.328  0.020  1.328
 2D7  N2   C7    aromatic  1.342  0.020  1.342
 2D7  N2   H2    single    0.860  0.020  1.020
 2D7  C7   C5    single    1.465  0.020  1.465
 2D7  C5   C6    aromatic  1.394  0.020  1.394
 2D7  C5   C4    aromatic  1.407  0.020  1.407
 2D7  C6   C1    aromatic  1.378  0.020  1.378
 2D7  C6   H6    single    0.930  0.020  1.080
 2D7  C1   CL1   single    1.735  0.020  1.735
 2D7  C1   C2    aromatic  1.398  0.020  1.398
 2D7  C2   O2    single    1.335  0.020  1.335
 2D7  C2   C3    aromatic  1.389  0.020  1.389
 2D7  O2   HA    single    0.850  0.020  0.980
 2D7  C3   C4    aromatic  1.390  0.020  1.390
 2D7  C3   HB    single    0.930  0.020  1.080
 2D7  C4   O4    single    1.338  0.020  1.338
 2D7  O4   H4    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
 2D7  C14   C17  C18   118.16  3.000
 2D7  C14   C17  O6    120.55  3.000
 2D7  C18   C17  O6    121.29  3.000
 2D7  H183  C18  H182  107.02  3.000
 2D7  H183  C18  H181  108.89  3.000
 2D7  H182  C18  H181  108.67  3.000
 2D7  H183  C18  C17   111.06  3.000
 2D7  H182  C18  C17   110.75  3.000
 2D7  H181  C18  C17   110.35  3.000
 2D7  C13   C14  C15   118.03  3.000
 2D7  C13   C14  C17   122.34  3.000
 2D7  C15   C14  C17   119.64  3.000
 2D7  H15   C15  C16   118.43  3.000
 2D7  H15   C15  C14   119.66  3.000
 2D7  C16   C15  C14   121.91  3.000
 2D7  H16   C16  C11   121.41  3.000
 2D7  H16   C16  C15   119.11  3.000
 2D7  C11   C16  C15   119.48  3.000
 2D7  H13   C13  C12   118.18  3.000
 2D7  H13   C13  C14   121.01  3.000
 2D7  C12   C13  C14   120.81  3.000
 2D7  H12   C12  C11   119.85  3.000
 2D7  H12   C12  C13   119.43  3.000
 2D7  C11   C12  C13   120.72  3.000
 2D7  N3    C11  C12   116.18  3.000
 2D7  N3    C11  C16   124.76  3.000
 2D7  C12   C11  C16   119.05  3.000
 2D7  H3    N3   C10   115.84  3.000
 2D7  H3    N3   C11   114.37  3.000
 2D7  C10   N3   C11   129.64  3.000
 2D7  C8    C10  O5    122.02  3.000
 2D7  C8    C10  N3    115.00  3.000
 2D7  O5    C10  N3    122.97  3.000
 2D7  C7    C8   C9    104.69  3.000
 2D7  C7    C8   C10   127.18  3.000
 2D7  C9    C8   C10   128.11  3.000
 2D7  H9    C9   N1    120.32  3.000
 2D7  H9    C9   C8    128.39  3.000
 2D7  N1    C9   C8    111.27  3.000
 2D7  N2    N1   C9    104.93  3.000
 2D7  H2    N2   C7    126.03  3.000
 2D7  H2    N2   N1    119.53  3.000
 2D7  C7    N2   N1    114.42  3.000
 2D7  C5    C7   N2    119.64  3.000
 2D7  C5    C7   C8    135.52  3.000
 2D7  N2    C7   C8    104.69  3.000
 2D7  C4    C5   C6    118.50  3.000
 2D7  C4    C5   C7    123.19  3.000
 2D7  C6    C5   C7    118.05  3.000
 2D7  H6    C6   C1    118.93  3.000
 2D7  H6    C6   C5    119.85  3.000
 2D7  C1    C6   C5    121.22  3.000
 2D7  C2    C1   CL1   119.09  3.000
 2D7  C2    C1   C6    120.62  3.000
 2D7  CL1   C1   C6    120.30  3.000
 2D7  C3    C2   O2    118.22  3.000
 2D7  C3    C2   C1    118.43  3.000
 2D7  O2    C2   C1    123.35  3.000
 2D7  HA    O2   C2    111.23  3.000
 2D7  HB    C3   C4    119.26  3.000
 2D7  HB    C3   C2    119.25  3.000
 2D7  C4    C3   C2    121.49  3.000
 2D7  O4    C4   C3    118.00  3.000
 2D7  O4    C4   C5    122.24  3.000
 2D7  C3    C4   C5    119.72  3.000
 2D7  H4    O4   C4    108.80  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
 2D7  CONST_01  C11   C16  C15  C14    0.00   0.0  0
 2D7  CONST_02  C11   C12  C13  C14    0.00   0.0  0
 2D7  CONST_03  C12   C13  C14  C15    0.00   0.0  0
 2D7  CONST_04  C12   C11  C16  C15    0.00   0.0  0
 2D7  CONST_05  C13   C14  C15  C16    0.00   0.0  0
 2D7  CONST_06  C13   C12  C11  C16    0.00   0.0  0
 2D7  CONST_07  N2    N1   C9   C8     0.00   0.0  0
 2D7  CONST_08  N1    N2   C7   C8     0.00   0.0  0
 2D7  CONST_11  N2    C7   C8   C9     0.00   0.0  0
 2D7  CONST_12  C5    C7   C8   C9   180.00   0.0  0
 2D7  CONST_13  C7    N2   N1   C9     0.00   0.0  0
 2D7  CONST_14  C7    C8   C9   N1     0.00   0.0  0
 2D7  CONST_15  C5    C7   N2   N1   180.00   0.0  0
 2D7  CONST_18  C1    C6   C5   C7   180.00   0.0  0
 2D7  CONST_19  C3    C4   C5   C7   180.00   0.0  0
 2D7  CONST_20  C2    C1   C6   C5     0.00   0.0  0
 2D7  CONST_21  C2    C3   C4   C5     0.00   0.0  0
 2D7  CONST_22  C3    C4   C5   C6     0.00   0.0  0
 2D7  CONST_23  C3    C2   C1   C6     0.00   0.0  0
 2D7  CONST_24  C4    C5   C6   C1     0.00   0.0  0
 2D7  CONST_25  C4    C3   C2   C1     0.00   0.0  0
 2D7  CONST_26  C16   C15  C14  C17  180.00   0.0  0
 2D7  CONST_27  C12   C13  C14  C17  180.00   0.0  0
 2D7  CONST_28  N3    C11  C16  C15  180.00   0.0  0
 2D7  CONST_29  N3    C11  C12  C13  180.00   0.0  0
 2D7  CONST_30  N1    C9   C8   C10  180.00   0.0  0
 2D7  CONST_31  N2    C7   C8   C10  180.00   0.0  0
 2D7  CONST_32  C5    C7   C8   C10    0.00   0.0  0
 2D7  CONST_33  O4    C4   C5   C7     0.00   0.0  0
 2D7  CONST_34  CL1   C1   C6   C5   180.00   0.0  0
 2D7  CONST_35  O4    C4   C5   C6   180.00   0.0  0
 2D7  CONST_36  O2    C2   C1   C6   180.00   0.0  0
 2D7  CONST_37  C3    C2   C1   CL1  180.00   0.0  0
 2D7  CONST_38  O4    C4   C3   C2   180.00   0.0  0
 2D7  CONST_39  C4    C3   C2   O2   180.00   0.0  0
 2D7  CONST_40  H16   C16  C15  C14  180.00   0.0  0
 2D7  CONST_41  H12   C12  C13  C14  180.00   0.0  0
 2D7  CONST_42  H13   C13  C14  C15  180.00   0.0  0
 2D7  CONST_43  H15   C15  C14  C13  180.00   0.0  0
 2D7  CONST_44  H2    N2   C7   C8   180.00   0.0  0
 2D7  CONST_45  H9    C9   N1   N2   180.00   0.0  0
 2D7  CONST_46  H6    C6   C5   C7     0.00   0.0  0
 2D7  CONST_47  HB    C3   C4   C5   180.00   0.0  0
 2D7  CONST_48  C8    C10  N3   C11  180.00   0.0  0
 2D7  CONST_49  C10   N3   C11  C16    0.00   0.0  0
 2D7  CONST_50  C10   N3   C11  C12  180.00   0.0  0
 2D7  CONST_51  H3    N3   C11  C16  180.00   0.0  0
 2D7  CONST_52  O5    C10  N3   C11    0.00   0.0  0
 2D7  Var_01    C15   C14  C17  O6     1.25  30.0  2
 2D7  Var_02    C9    C8   C10  N3   -25.64  30.0  2
 2D7  Var_03    H181  C18  C17  C14  177.96  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
 2D7  plan-1  C10  0.020
 2D7  plan-1  C8   0.020
 2D7  plan-1  C9   0.020
 2D7  plan-1  N1   0.020
 2D7  plan-1  N2   0.020
 2D7  plan-1  C7   0.020
 2D7  plan-1  C5   0.020
 2D7  plan-1  H9   0.020
 2D7  plan-1  H2   0.020
 2D7  plan-2  C17  0.020
 2D7  plan-2  C14  0.020
 2D7  plan-2  C15  0.020
 2D7  plan-2  C16  0.020
 2D7  plan-2  C13  0.020
 2D7  plan-2  C12  0.020
 2D7  plan-2  C11  0.020
 2D7  plan-2  N3   0.020
 2D7  plan-2  H15  0.020
 2D7  plan-2  H16  0.020
 2D7  plan-2  H13  0.020
 2D7  plan-2  H12  0.020
 2D7  plan-3  C7   0.020
 2D7  plan-3  C5   0.020
 2D7  plan-3  C6   0.020
 2D7  plan-3  C1   0.020
 2D7  plan-3  CL1  0.020
 2D7  plan-3  C2   0.020
 2D7  plan-3  O2   0.020
 2D7  plan-3  C3   0.020
 2D7  plan-3  C4   0.020
 2D7  plan-3  O4   0.020
 2D7  plan-3  H6   0.020
 2D7  plan-3  HB   0.020
 2D7  plan-4  C11  0.020
 2D7  plan-4  N3   0.020
 2D7  plan-4  C10  0.020
 2D7  plan-4  O5   0.020
 2D7  plan-4  C8   0.020
 2D7  plan-4  H3   0.020
 2D7  plan-5  O6   0.020
 2D7  plan-5  C17  0.020
 2D7  plan-5  C18  0.020
 2D7  plan-5  C14  0.020

