# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 01:35:01 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 2-{3-[(5E)-3-tert-butyl-5-{[(2,3-dichlorophenyl)carbamoyl]imino}-2,5-dihydro-1H-pyrazol-1-yl]phenyl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)C1=CC(=NC(=O)Nc2cccc(Cl)c2Cl)N(N1)c3cccc(CC(N)=O)c3
#
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
 EDD  EDD  2-{3-[(5E)-3-tert-butyl-5-{[(2,3-dichlorophenyl)carbamoyl]imino}-2,5-dihydro-1H-pyrazol-1-yl]phenyl}acetamide  ligand  54  31  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EDD
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
 EDD  C1    C   CR6   0   0.337  -3.0571   0.6834   0.2289
 EDD  C2    C   CR16  0  -0.303  -3.9587   1.0797   1.2119
 EDD  C3    C   CR16  0  -0.240  -4.1541   2.4332   1.4368
 EDD  C4    C   CR16  0  -0.320  -3.4412   3.3801   0.7136
 EDD  C5    C   CR6   0   0.142  -2.5427   2.9825  -0.2696
 EDD  C6    C   CR16  0  -0.290  -2.3706   1.6270  -0.5224
 EDD  C13   C   CH2   0  -0.671  -1.7364   3.9764  -1.0554
 EDD  C14   C   C     0   0.526  -0.2699   3.9256  -0.6507
 EDD  N15   N   NH2   0  -0.800   0.6017   3.9550  -1.6677
 EDD  O19   O   O     0  -0.479   0.0678   3.8756   0.5215
 EDD  N21   N   NR5   0  -0.439  -2.8257  -0.6854  -0.0076
 EDD  N23   N   NR15  0  -0.491  -3.8269  -1.5929   0.1570
 EDD  C24   C   CR5   0   0.564  -3.3038  -2.8338   0.0836
 EDD  C25   C   CR15  0  -0.614  -1.9418  -2.7253  -0.0105
 EDD  C26   C   CR5   0   0.573  -1.6235  -1.3381  -0.0485
 EDD  C32   C   CT    0  -0.207  -4.1892  -4.0480   0.0941
 EDD  C34   C   CH3   0  -0.653  -3.3353  -5.3035   0.2610
 EDD  C36   C   CH3   0  -0.636  -5.1839  -3.9520   1.2579
 EDD  C38   C   CH3   0  -0.634  -4.9537  -4.1217  -1.2359
 EDD  N40   N   N     0  -0.600  -0.5231  -0.6194  -0.0611
 EDD  C42   C   C     0   0.634   0.6857  -1.2137  -0.1335
 EDD  N43   N   NH1   0  -0.772   1.6663  -0.2323  -0.0609
 EDD  C44   C   CR6   0   0.463   3.0367  -0.3461  -0.1012
 EDD  O48   O   O     0  -0.518   0.9536  -2.4049  -0.2526
 EDD  C50   C   CR16  0  -0.327   3.7173  -1.5309  -0.4055
 EDD  C51   C   CR16  0  -0.245   5.1000  -1.5597  -0.4421
 EDD  C52   C   CR16  0  -0.254   5.8584  -0.4288  -0.1880
 EDD  C53   C   CR6   0   0.005   5.1982   0.7507   0.1111
 EDD  C54   C   CR6   0  -0.123   3.8114   0.8006   0.1587
 EDD  CL61  CL  CL    0  -0.083   3.0187   2.2866   0.5475
 EDD  CL63  CL  CL    0  -0.099   6.1218   2.1723   0.4287
 EDD  H2    H   HCR6  0   0.278  -4.4919   0.3484   1.8055
 EDD  H3    H   HCR6  0   0.265  -4.8536   2.7497   2.1990
 EDD  H4    H   HCR6  0   0.258  -3.5894   4.4338   0.9144
 EDD  H6    H   HCR6  0   0.267  -1.6900   1.3040  -1.2976
 EDD  H13   H   HCH2  0   0.279  -1.8550   3.8016  -2.1269
 EDD  H13A  H   HCH2  0   0.296  -2.0931   4.9915  -0.8625
 EDD  HN15  H   HNH2  0   0.408   0.3031   3.9784  -2.6267
 EDD  HN1A  H   HNH2  0   0.394   1.5929   3.9402  -1.4901
 EDD  HN23  H   HNR5  0   0.430  -4.7478  -1.3303  -0.1660
 EDD  H25   H   HCR5  0   0.289  -1.2335  -3.5313  -0.0261
 EDD  H34   H   HCH3  0   0.239  -2.7807  -5.2897   1.2005
 EDD  H34A  H   HCH3  0   0.246  -3.9789  -6.1838   0.2695
 EDD  H34B  H   HCH3  0   0.239  -2.6214  -5.4245  -0.5548
 EDD  H36   H   HCH3  0   0.232  -5.8430  -3.0877   1.1678
 EDD  H36A  H   HCH3  0   0.243  -5.8125  -4.8429   1.2727
 EDD  H36B  H   HCH3  0   0.242  -4.6676  -3.8867   2.2163
 EDD  H38   H   HCH3  0   0.242  -4.2724  -4.1555  -2.0868
 EDD  H38A  H   HCH3  0   0.244  -5.5638  -5.0261  -1.2558
 EDD  H38B  H   HCH3  0   0.232  -5.6271  -3.2732  -1.3729
 EDD  HN43  H   HNH1  0   0.390   1.2879   0.6915   0.0799
 EDD  H50   H   HCR6  0   0.289   3.1585  -2.4267  -0.6167
 EDD  H51   H   HCR6  0   0.271   5.5986  -2.4889  -0.6830
 EDD  H52   H   HCR6  0   0.282   6.9383  -0.4576  -0.2218

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
 EDD  C1   C2    aromatic  1.391  0.020  1.391
 EDD  C1   C6    aromatic  1.388  0.020  1.388
 EDD  C1   N21   single    1.408  0.020  1.408
 EDD  C2   C3    aromatic  1.386  0.020  1.386
 EDD  C3   C4    aromatic  1.388  0.020  1.388
 EDD  C4   C5    aromatic  1.390  0.020  1.390
 EDD  C5   C6    aromatic  1.390  0.020  1.390
 EDD  C5   C13   single    1.502  0.020  1.502
 EDD  C13  C14   single    1.522  0.020  1.522
 EDD  C14  N15   single    1.340  0.020  1.340
 EDD  C14  O19   double    1.221  0.020  1.221
 EDD  N21  N23   single    1.361  0.020  1.361
 EDD  N21  C26   single    1.369  0.020  1.369
 EDD  N23  C24   single    1.349  0.020  1.349
 EDD  C24  C25   double    1.370  0.020  1.370
 EDD  C24  C32   single    1.503  0.020  1.503
 EDD  C25  C26   single    1.424  0.020  1.424
 EDD  C26  N40   double    1.314  0.020  1.314
 EDD  C32  C34   single    1.528  0.020  1.528
 EDD  C32  C36   single    1.534  0.020  1.534
 EDD  C32  C38   single    1.536  0.020  1.536
 EDD  N40  C42   single    1.349  0.020  1.349
 EDD  C42  N43   single    1.389  0.020  1.389
 EDD  C42  O48   double    1.227  0.020  1.227
 EDD  N43  C44   single    1.376  0.020  1.376
 EDD  C44  C50   aromatic  1.400  0.020  1.400
 EDD  C44  C54   aromatic  1.408  0.020  1.408
 EDD  C50  C51   aromatic  1.383  0.020  1.383
 EDD  C51  C52   aromatic  1.385  0.020  1.385
 EDD  C52  C53   aromatic  1.384  0.020  1.384
 EDD  C53  C54   aromatic  1.389  0.020  1.389
 EDD  C53  CL63  single    1.725  0.020  1.725
 EDD  C54  CL61  single    1.729  0.020  1.729
 EDD  C2   H2    single    0.930  0.020  1.080
 EDD  C3   H3    single    0.930  0.020  1.080
 EDD  C4   H4    single    0.930  0.020  1.080
 EDD  C6   H6    single    0.930  0.020  1.080
 EDD  C13  H13   single    0.970  0.020  1.090
 EDD  C13  H13A  single    0.970  0.020  1.090
 EDD  N15  HN15  single    0.860  0.020  1.020
 EDD  N15  HN1A  single    0.860  0.020  1.020
 EDD  N23  HN23  single    0.890  0.020  1.040
 EDD  C25  H25   single    0.930  0.020  1.080
 EDD  C34  H34   single    0.970  0.020  1.090
 EDD  C34  H34A  single    0.970  0.020  1.090
 EDD  C34  H34B  single    0.970  0.020  1.090
 EDD  C36  H36   single    0.970  0.020  1.090
 EDD  C36  H36A  single    0.970  0.020  1.090
 EDD  C36  H36B  single    0.970  0.020  1.090
 EDD  C38  H38   single    0.970  0.020  1.090
 EDD  C38  H38A  single    0.970  0.020  1.090
 EDD  C38  H38B  single    0.970  0.020  1.090
 EDD  N43  HN43  single    0.860  0.020  1.020
 EDD  C50  H50   single    0.930  0.020  1.080
 EDD  C51  H51   single    0.930  0.020  1.080
 EDD  C52  H52   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
 EDD  N21   C1   C6    119.25  3.000
 EDD  N21   C1   C2    120.13  3.000
 EDD  C6    C1   C2    120.62  3.000
 EDD  H2    C2   C3    120.09  3.000
 EDD  H2    C2   C1    120.94  3.000
 EDD  C3    C2   C1    118.96  3.000
 EDD  H3    C3   C4    119.97  3.000
 EDD  H3    C3   C2    119.41  3.000
 EDD  C4    C3   C2    120.61  3.000
 EDD  H4    C4   C5    119.87  3.000
 EDD  H4    C4   C3    119.79  3.000
 EDD  C5    C4   C3    120.35  3.000
 EDD  C13   C5   C6    118.94  3.000
 EDD  C13   C5   C4    121.86  3.000
 EDD  C6    C5   C4    119.19  3.000
 EDD  H6    C6   C5    119.99  3.000
 EDD  H6    C6   C1    119.77  3.000
 EDD  C5    C6   C1    120.23  3.000
 EDD  H13A  C13  H13   106.64  3.000
 EDD  H13A  C13  C14   107.37  3.000
 EDD  H13   C13  C14   111.11  3.000
 EDD  H13A  C13  C5    110.31  3.000
 EDD  H13   C13  C5    110.43  3.000
 EDD  C14   C13  C5    110.86  3.000
 EDD  O19   C14  N15   123.35  3.000
 EDD  O19   C14  C13   121.54  3.000
 EDD  N15   C14  C13   115.10  3.000
 EDD  HN1A  N15  HN15  117.46  3.000
 EDD  HN1A  N15  C14   120.41  3.000
 EDD  HN15  N15  C14   122.13  3.000
 EDD  C26   N21  N23   109.38  3.000
 EDD  C26   N21  C1    127.81  3.000
 EDD  N23   N21  C1    120.45  3.000
 EDD  HN23  N23  C24   125.11  3.000
 EDD  HN23  N23  N21   117.28  3.000
 EDD  C24   N23  N21   108.76  3.000
 EDD  C32   C24  C25   130.58  3.000
 EDD  C32   C24  N23   120.96  3.000
 EDD  C25   C24  N23   108.46  3.000
 EDD  H25   C25  C26   125.72  3.000
 EDD  H25   C25  C24   126.72  3.000
 EDD  C26   C25  C24   107.54  3.000
 EDD  N40   C26  C25   136.07  3.000
 EDD  N40   C26  N21   118.35  3.000
 EDD  C25   C26  N21   105.52  3.000
 EDD  C38   C32  C36   109.71  3.000
 EDD  C38   C32  C34   109.48  3.000
 EDD  C36   C32  C34   109.33  3.000
 EDD  C38   C32  C24   109.02  3.000
 EDD  C36   C32  C24   109.68  3.000
 EDD  C34   C32  C24   109.60  3.000
 EDD  H34B  C34  H34A  107.61  3.000
 EDD  H34B  C34  H34   108.22  3.000
 EDD  H34A  C34  H34   107.67  3.000
 EDD  H34B  C34  C32   112.04  3.000
 EDD  H34A  C34  C32   109.54  3.000
 EDD  H34   C34  C32   111.58  3.000
 EDD  H36B  C36  H36A  108.05  3.000
 EDD  H36B  C36  H36   108.14  3.000
 EDD  H36A  C36  H36   107.47  3.000
 EDD  H36B  C36  C32   111.32  3.000
 EDD  H36A  C36  C32   109.45  3.000
 EDD  H36   C36  C32   112.25  3.000
 EDD  H38B  C38  H38A  107.27  3.000
 EDD  H38B  C38  H38   108.15  3.000
 EDD  H38A  C38  H38   108.02  3.000
 EDD  H38B  C38  C32   112.23  3.000
 EDD  H38A  C38  C32   109.50  3.000
 EDD  H38   C38  C32   111.48  3.000
 EDD  C42   N40  C26   120.65  3.000
 EDD  O48   C42  N43   122.47  3.000
 EDD  O48   C42  N40   128.96  3.000
 EDD  N43   C42  N40   108.57  3.000
 EDD  HN43  N43  C44   116.98  3.000
 EDD  HN43  N43  C42   112.94  3.000
 EDD  C44   N43  C42   130.03  3.000
 EDD  C54   C44  C50   117.51  3.000
 EDD  C54   C44  N43   118.38  3.000
 EDD  C50   C44  N43   124.10  3.000
 EDD  H50   C50  C51   119.75  3.000
 EDD  H50   C50  C44   119.63  3.000
 EDD  C51   C50  C44   120.62  3.000
 EDD  H51   C51  C52   119.33  3.000
 EDD  H51   C51  C50   118.97  3.000
 EDD  C52   C51  C50   121.69  3.000
 EDD  H52   C52  C53   120.39  3.000
 EDD  H52   C52  C51   121.31  3.000
 EDD  C53   C52  C51   118.30  3.000
 EDD  CL63  C53  C54   119.93  3.000
 EDD  CL63  C53  C52   119.12  3.000
 EDD  C54   C53  C52   120.95  3.000
 EDD  CL61  C54  C53   119.78  3.000
 EDD  CL61  C54  C44   119.30  3.000
 EDD  C53   C54  C44   120.93  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
 EDD  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 EDD  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 EDD  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 EDD  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 EDD  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 EDD  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 EDD  CONST_07  C52   C51  C50  C44     0.00   0.0  0
 EDD  CONST_08  C52   C53  C54  C44     0.00   0.0  0
 EDD  CONST_09  C53   C54  C44  C50     0.00   0.0  0
 EDD  CONST_10  C53   C52  C51  C50     0.00   0.0  0
 EDD  CONST_11  C54   C44  C50  C51     0.00   0.0  0
 EDD  CONST_12  C54   C53  C52  C51     0.00   0.0  0
 EDD  CONST_13  N21   C1   C2   C3    180.00   0.0  0
 EDD  CONST_14  N21   C1   C6   C5    180.00   0.0  0
 EDD  CONST_15  C25   C26  N21  C1    180.00   0.0  0
 EDD  CONST_16  C25   C26  N21  N23     0.00   0.0  0
 EDD  CONST_17  C13   C5   C6   C1    180.00   0.0  0
 EDD  CONST_18  C13   C5   C4   C3    180.00   0.0  0
 EDD  CONST_19  C51   C50  C44  N43   180.00   0.0  0
 EDD  CONST_20  C53   C54  C44  N43   180.00   0.0  0
 EDD  CONST_21  CL63  C53  C54  C44   180.00   0.0  0
 EDD  CONST_22  CL61  C54  C44  C50   180.00   0.0  0
 EDD  CONST_23  CL63  C53  C52  C51   180.00   0.0  0
 EDD  CONST_24  CL61  C54  C53  C52   180.00   0.0  0
 EDD  CONST_25  N40   C26  N21  C1      0.00   0.0  0
 EDD  CONST_26  N40   C26  N21  N23   180.00   0.0  0
 EDD  CONST_27  H3    C3   C2   C1    180.00   0.0  0
 EDD  CONST_28  H6    C6   C1   C2    180.00   0.0  0
 EDD  CONST_29  H4    C4   C3   C2    180.00   0.0  0
 EDD  CONST_30  H2    C2   C3   C4    180.00   0.0  0
 EDD  CONST_31  H51   C51  C50  C44   180.00   0.0  0
 EDD  CONST_32  H52   C52  C51  C50   180.00   0.0  0
 EDD  CONST_33  H50   C50  C51  C52   180.00   0.0  0
 EDD  CONST_34  C50   C44  N43  C42     0.00   0.0  0
 EDD  CONST_35  C54   C44  N43  C42   180.00   0.0  0
 EDD  CONST_36  C42   N40  C26  N21   180.00   0.0  0
 EDD  CONST_37  C42   N40  C26  C25     0.00   0.0  0
 EDD  CONST_38  HN43  N43  C44  C50   180.00   0.0  0
 EDD  CONST_39  O48   C42  N40  C26     0.00   0.0  0
 EDD  CONST_40  O48   C42  N43  C44     0.00   0.0  0
 EDD  CONST_41  C44   N43  C42  N40   180.00   0.0  0
 EDD  CONST_42  N43   C42  N40  C26   180.00   0.0  0
 EDD  CONST_43  HN15  N15  C14  C13     0.00   0.0  0
 EDD  CONST_44  HN1A  N15  C14  C13   180.00   0.0  0
 EDD  Var_01    N23   N21  C1   C2     32.84  30.0  2
 EDD  Var_02    C14   C13  C5   C4    108.84  30.0  2
 EDD  Var_03    C34   C32  C24  N23  -169.60  30.0  3
 EDD  Var_04    N15   C14  C13  C5    136.12  30.0  3
 EDD  Var_05    H34   C34  C32  C24    60.82  30.0  3
 EDD  Var_06    H36   C36  C32  C24    61.76  30.0  3
 EDD  Var_07    H38   C38  C32  C24    57.87  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
 EDD  plan-1  C1    0.020
 EDD  plan-1  C2    0.020
 EDD  plan-1  C3    0.020
 EDD  plan-1  C4    0.020
 EDD  plan-1  C5    0.020
 EDD  plan-1  C6    0.020
 EDD  plan-1  C13   0.020
 EDD  plan-1  N21   0.020
 EDD  plan-1  H2    0.020
 EDD  plan-1  H3    0.020
 EDD  plan-1  H4    0.020
 EDD  plan-1  H6    0.020
 EDD  plan-2  N43   0.020
 EDD  plan-2  C44   0.020
 EDD  plan-2  C50   0.020
 EDD  plan-2  C51   0.020
 EDD  plan-2  C52   0.020
 EDD  plan-2  C53   0.020
 EDD  plan-2  C54   0.020
 EDD  plan-2  CL61  0.020
 EDD  plan-2  CL63  0.020
 EDD  plan-2  H50   0.020
 EDD  plan-2  H51   0.020
 EDD  plan-2  H52   0.020
 EDD  plan-3  C13   0.020
 EDD  plan-3  C14   0.020
 EDD  plan-3  N15   0.020
 EDD  plan-3  O19   0.020
 EDD  plan-3  HN15  0.020
 EDD  plan-3  HN1A  0.020
 EDD  plan-4  C1    0.020
 EDD  plan-4  N21   0.020
 EDD  plan-4  N23   0.020
 EDD  plan-4  C24   0.020
 EDD  plan-4  C25   0.020
 EDD  plan-4  C26   0.020
 EDD  plan-4  C32   0.020
 EDD  plan-4  N40   0.020
 EDD  plan-4  C42   0.020
 EDD  plan-4  N43   0.020
 EDD  plan-4  C44   0.020
 EDD  plan-4  O48   0.020
 EDD  plan-4  HN23  0.020
 EDD  plan-4  H25   0.020
 EDD  plan-4  HN43  0.020

