# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 22:40:47 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-piperazin-1-yl-1H-pyrazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1n[nH]c(c2cc(Cl)c(O)cc2O)c1N3CCNCC3
#
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
 2E1  2E1  5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-piperazin-1-yl-1H-pyrazole-3-carboxamide  ligand  45  25  .  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_2E1
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
 2E1  C19   C   CH2   0  -0.291  -0.0581  -3.4094   1.1842
 2E1  C20   C   CH2   0  -0.292  -0.3109  -1.9419   0.8824
 2E1  C17   C   CH2   0  -0.281   0.8398  -2.1974  -1.2232
 2E1  C16   C   CH2   0  -0.300   1.0641  -3.6658  -0.9166
 2E1  N21   N   NT    0  -0.512   0.7455  -1.4529   0.0194
 2E1  C3    C   CR5   0   0.031   0.9985  -0.0882  -0.0268
 2E1  C2    C   CR5   0   0.094   2.2632   0.5433  -0.1586
 2E1  C8    C   C     0   0.522   3.6030  -0.0700  -0.3065
 2E1  N24   N   NH1   0  -0.604  -0.0033  -4.1538  -0.0606
 2E1  O9    O   O     0  -0.486   3.7566  -1.2748  -0.4698
 2E1  N10   N   NH1   0  -0.648   4.6319   0.7883  -0.2356
 2E1  C26   C   CH2   0  -0.256   6.0104   0.3639  -0.3646
 2E1  C27   C   CH3   0  -0.702   6.9459   1.5466  -0.2011
 2E1  N1    N   N     0  -0.276   2.1423   1.8618  -0.0897
 2E1  N5    N   NR15  0  -0.473   0.8649   2.0907   0.0918
 2E1  C4    C   CR5   0   0.409   0.1103   0.9685   0.1224
 2E1  C6    C   CR6   0  -0.128  -1.3451   1.0038   0.2721
 2E1  C11   C   CR16  0  -0.230  -2.1614   0.4595  -0.7103
 2E1  C12   C   CR6   0  -0.191  -3.5362   0.4564  -0.5762
 2E1  CL25  CL  CL    0  -0.118  -4.5359  -0.2305  -1.8174
 2E1  C13   C   CR6   0   0.439  -4.1404   1.0099   0.5545
 2E1  O24   O   OH1   0  -0.606  -5.4629   1.0412   0.7426
 2E1  C14   C   CR16  0  -0.478  -3.3303   1.5589   1.5425
 2E1  C15   C   CR6   0   0.379  -1.9489   1.5556   1.4101
 2E1  O23   O   OH1   0  -0.616  -1.1395   2.0592   2.3531
 2E1  H191  H   HCH2  0   0.230  -0.8738  -3.7966   1.7986
 2E1  H192  H   HCH2  0   0.190   0.8678  -3.4915   1.7752
 2E1  H201  H   HCH2  0   0.239  -0.3127  -1.3685   1.8113
 2E1  H202  H   HCH2  0   0.204  -1.3089  -1.8432   0.4316
 2E1  H171  H   HCH2  0   0.198  -0.0765  -2.0847  -1.8257
 2E1  H172  H   HCH2  0   0.243   1.6703  -1.8162  -1.8127
 2E1  H161  H   HCH2  0   0.227   1.0642  -4.2361  -1.8481
 2E1  H162  H   HCH2  0   0.196   2.0605  -3.7718  -0.4625
 2E1  H24   H   HNH1  0   0.353   0.1407  -5.1353   0.1365
 2E1  H10   H   HNH1  0   0.402   4.4358   1.7684  -0.1056
 2E1  H261  H   HCH2  0   0.231   6.1697  -0.1018  -1.3407
 2E1  H262  H   HCH2  0   0.232   6.2354  -0.3970   0.3866
 2E1  H271  H   HCH3  0   0.245   7.9797   1.2176  -0.2950
 2E1  H272  H   HCH3  0   0.234   6.7659   2.3038  -0.9652
 2E1  H273  H   HCH3  0   0.234   6.8318   2.0141   0.7778
 2E1  H5    H   HNR5  0   0.422   0.5341   3.0406   0.1669
 2E1  H11   H   HCR6  0   0.287  -1.7101   0.0313  -1.5957
 2E1  HA    H   HOH1  0   0.472  -5.9315   0.6474  -0.0049
 2E1  H14   H   HCR6  0   0.292  -3.7968   1.9836   2.4243
 2E1  H23   H   HOH1  0   0.483  -1.6499   2.4130   3.0907

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
 2E1  C19  C20   single    1.519  0.020  1.519
 2E1  C19  N24   single    1.451  0.020  1.451
 2E1  C19  H191  single    0.970  0.020  1.090
 2E1  C19  H192  single    0.970  0.020  1.090
 2E1  C20  N21   single    1.449  0.020  1.449
 2E1  C20  H201  single    0.970  0.020  1.090
 2E1  C20  H202  single    0.970  0.020  1.090
 2E1  C17  C16   single    1.517  0.020  1.517
 2E1  C17  N21   single    1.452  0.020  1.452
 2E1  C17  H171  single    0.970  0.020  1.090
 2E1  C17  H172  single    0.970  0.020  1.090
 2E1  C16  N24   single    1.453  0.020  1.453
 2E1  C16  H161  single    0.970  0.020  1.090
 2E1  C16  H162  single    0.970  0.020  1.090
 2E1  N21  C3    single    1.389  0.020  1.389
 2E1  C3   C2    aromatic  1.420  0.020  1.420
 2E1  C3   C4    aromatic  1.388  0.020  1.388
 2E1  C2   C8    single    1.481  0.020  1.481
 2E1  C2   N1    aromatic  1.326  0.020  1.326
 2E1  C8   O9    double    1.225  0.020  1.225
 2E1  C8   N10   single    1.342  0.020  1.342
 2E1  N24  H24   single    0.890  0.020  1.040
 2E1  N10  C26   single    1.448  0.020  1.448
 2E1  N10  H10   single    0.860  0.020  1.020
 2E1  C26  C27   single    1.517  0.020  1.517
 2E1  C26  H261  single    0.970  0.020  1.090
 2E1  C26  H262  single    0.970  0.020  1.090
 2E1  C27  H271  single    0.970  0.020  1.090
 2E1  C27  H272  single    0.970  0.020  1.090
 2E1  C27  H273  single    0.970  0.020  1.090
 2E1  N1   N5    aromatic  1.310  0.020  1.310
 2E1  N5   C4    aromatic  1.353  0.020  1.353
 2E1  N5   H5    single    0.860  0.020  1.020
 2E1  C4   C6    single    1.463  0.020  1.463
 2E1  C6   C11   aromatic  1.388  0.020  1.388
 2E1  C6   C15   aromatic  1.402  0.020  1.402
 2E1  C11  C12   aromatic  1.381  0.020  1.381
 2E1  C11  H11   single    0.930  0.020  1.080
 2E1  C12  CL25  single    1.735  0.020  1.735
 2E1  C12  C13   aromatic  1.396  0.020  1.396
 2E1  C13  O24   single    1.336  0.020  1.336
 2E1  C13  C14   aromatic  1.391  0.020  1.391
 2E1  O24  HA    single    0.850  0.020  0.980
 2E1  C14  C15   aromatic  1.388  0.020  1.388
 2E1  C14  H14   single    0.930  0.020  1.080
 2E1  C15  O23   single    1.341  0.020  1.341
 2E1  O23  H23   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
 2E1  H192  C19  H191  107.43  3.000
 2E1  H192  C19  N24   112.97  3.000
 2E1  H191  C19  N24   109.20  3.000
 2E1  H192  C19  C20   108.57  3.000
 2E1  H191  C19  C20   109.26  3.000
 2E1  N24   C19  C20   109.34  3.000
 2E1  H202  C20  H201  107.47  3.000
 2E1  H202  C20  N21   112.78  3.000
 2E1  H201  C20  N21   109.31  3.000
 2E1  H202  C20  C19   108.61  3.000
 2E1  H201  C20  C19   109.79  3.000
 2E1  N21   C20  C19   108.84  3.000
 2E1  H172  C17  H171  107.61  3.000
 2E1  H172  C17  N21   109.51  3.000
 2E1  H171  C17  N21   111.19  3.000
 2E1  H172  C17  C16   109.63  3.000
 2E1  H171  C17  C16   109.41  3.000
 2E1  N21   C17  C16   109.46  3.000
 2E1  H162  C16  H161  107.55  3.000
 2E1  H162  C16  N24   112.94  3.000
 2E1  H161  C16  N24   109.10  3.000
 2E1  H162  C16  C17   108.10  3.000
 2E1  H161  C16  C17   109.46  3.000
 2E1  N24   C16  C17   109.62  3.000
 2E1  C3    N21  C17   117.63  3.000
 2E1  C3    N21  C20   118.96  3.000
 2E1  C17   N21  C20   112.59  3.000
 2E1  C4    C3   C2    103.96  3.000
 2E1  C4    C3   N21   128.89  3.000
 2E1  C2    C3   N21   127.05  3.000
 2E1  N1    C2   C8    119.98  3.000
 2E1  N1    C2   C3    110.87  3.000
 2E1  C8    C2   C3    129.12  3.000
 2E1  N10   C8   O9    122.67  3.000
 2E1  N10   C8   C2    115.06  3.000
 2E1  O9    C8   C2    122.27  3.000
 2E1  H24   N24  C16   109.65  3.000
 2E1  H24   N24  C19   109.63  3.000
 2E1  C16   N24  C19   111.15  3.000
 2E1  H10   N10  C26   118.79  3.000
 2E1  H10   N10  C8    118.66  3.000
 2E1  C26   N10  C8    122.53  3.000
 2E1  H262  C26  H261  106.69  3.000
 2E1  H262  C26  C27   109.99  3.000
 2E1  H261  C26  C27   109.79  3.000
 2E1  H262  C26  N10   109.81  3.000
 2E1  H261  C26  N10   110.06  3.000
 2E1  C27   C26  N10   110.43  3.000
 2E1  H273  C27  H272  108.30  3.000
 2E1  H273  C27  H271  107.83  3.000
 2E1  H272  C27  H271  107.82  3.000
 2E1  H273  C27  C26   111.49  3.000
 2E1  H272  C27  C26   111.35  3.000
 2E1  H271  C27  C26   109.92  3.000
 2E1  N5    N1   C2    105.66  3.000
 2E1  H5    N5   C4    126.64  3.000
 2E1  H5    N5   N1    119.63  3.000
 2E1  C4    N5   N1    113.70  3.000
 2E1  C6    C4   N5    122.48  3.000
 2E1  C6    C4   C3    131.72  3.000
 2E1  N5    C4   C3    105.79  3.000
 2E1  C15   C6   C11   118.40  3.000
 2E1  C15   C6   C4    121.40  3.000
 2E1  C11   C6   C4    120.19  3.000
 2E1  H11   C11  C12   119.58  3.000
 2E1  H11   C11  C6    119.26  3.000
 2E1  C12   C11  C6    121.16  3.000
 2E1  C13   C12  CL25  119.13  3.000
 2E1  C13   C12  C11   120.56  3.000
 2E1  CL25  C12  C11   120.32  3.000
 2E1  C14   C13  O24   117.86  3.000
 2E1  C14   C13  C12   118.67  3.000
 2E1  O24   C13  C12   123.47  3.000
 2E1  HA    O24  C13   111.20  3.000
 2E1  H14   C14  C15   120.45  3.000
 2E1  H14   C14  C13   118.80  3.000
 2E1  C15   C14  C13   120.74  3.000
 2E1  O23   C15  C14   122.20  3.000
 2E1  O23   C15  C6    117.31  3.000
 2E1  C14   C15  C6    120.48  3.000
 2E1  H23   O23  C15   110.87  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
 2E1  CONST_01  N5    N1   C2   C3       0.00   0.0  0
 2E1  CONST_02  N1    N5   C4   C3       0.00   0.0  0
 2E1  CONST_05  N5    C4   C3   C2       0.00   0.0  0
 2E1  CONST_06  C6    C4   C3   C2     180.00   0.0  0
 2E1  CONST_07  C4    N5   N1   C2       0.00   0.0  0
 2E1  CONST_08  C4    C3   C2   N1       0.00   0.0  0
 2E1  CONST_09  C6    C4   N5   N1     180.00   0.0  0
 2E1  CONST_12  C12   C11  C6   C4     180.00   0.0  0
 2E1  CONST_13  C14   C15  C6   C4     180.00   0.0  0
 2E1  CONST_14  C13   C12  C11  C6       0.00   0.0  0
 2E1  CONST_15  C13   C14  C15  C6       0.00   0.0  0
 2E1  CONST_16  C14   C15  C6   C11      0.00   0.0  0
 2E1  CONST_17  C14   C13  C12  C11      0.00   0.0  0
 2E1  CONST_18  C15   C6   C11  C12      0.00   0.0  0
 2E1  CONST_19  C15   C14  C13  C12      0.00   0.0  0
 2E1  CONST_20  N1    C2   C3   N21    180.00   0.0  0
 2E1  CONST_21  N5    C4   C3   N21    180.00   0.0  0
 2E1  CONST_22  C6    C4   C3   N21      0.00   0.0  0
 2E1  CONST_23  C8    C2   C3   N21      0.00   0.0  0
 2E1  CONST_24  C4    C3   C2   C8     180.00   0.0  0
 2E1  CONST_25  N5    N1   C2   C8     180.00   0.0  0
 2E1  CONST_26  O23   C15  C6   C4       0.00   0.0  0
 2E1  CONST_27  CL25  C12  C11  C6     180.00   0.0  0
 2E1  CONST_28  O23   C15  C6   C11    180.00   0.0  0
 2E1  CONST_29  O24   C13  C12  C11    180.00   0.0  0
 2E1  CONST_30  C14   C13  C12  CL25   180.00   0.0  0
 2E1  CONST_31  O23   C15  C14  C13    180.00   0.0  0
 2E1  CONST_32  C15   C14  C13  O24    180.00   0.0  0
 2E1  CONST_33  H5    N5   C4   C3     180.00   0.0  0
 2E1  CONST_34  H11   C11  C6   C4       0.00   0.0  0
 2E1  CONST_35  H14   C14  C15  C6     180.00   0.0  0
 2E1  CONST_36  C26   N10  C8   C2     180.00   0.0  0
 2E1  CONST_37  H10   N10  C8   C2       0.00   0.0  0
 2E1  CONST_38  C26   N10  C8   O9       0.00   0.0  0
 2E1  Var_01    C17   N21  C20  C19     58.22  30.0  1
 2E1  Var_02    C17   C16  N24  C19    -59.19  30.0  1
 2E1  Var_03    C16   N24  C19  C20     60.09  30.0  1
 2E1  Var_04    C16   C17  N21  C20    -57.54  30.0  1
 2E1  Var_05    C2    C3   N21  C20    143.74  30.0  2
 2E1  Var_06    N24   C19  C20  N21    -58.08  30.0  1
 2E1  Var_07    N24   C16  C17  N21     56.38  30.0  1
 2E1  Var_08    O9    C8   C2   C3       7.67  30.0  2
 2E1  Var_09    C27   C26  N10  C8    -178.33  30.0  3
 2E1  Var_10    H271  C27  C26  N10    179.74  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
 2E1  plan-1  N21   0.020
 2E1  plan-1  C3    0.020
 2E1  plan-1  C2    0.020
 2E1  plan-1  C8    0.020
 2E1  plan-1  N1    0.020
 2E1  plan-1  N5    0.020
 2E1  plan-1  C4    0.020
 2E1  plan-1  C6    0.020
 2E1  plan-1  H5    0.020
 2E1  plan-2  C4    0.020
 2E1  plan-2  C6    0.020
 2E1  plan-2  C11   0.020
 2E1  plan-2  C12   0.020
 2E1  plan-2  CL25  0.020
 2E1  plan-2  C13   0.020
 2E1  plan-2  O24   0.020
 2E1  plan-2  C14   0.020
 2E1  plan-2  C15   0.020
 2E1  plan-2  O23   0.020
 2E1  plan-2  H11   0.020
 2E1  plan-2  H14   0.020
 2E1  plan-3  C2    0.020
 2E1  plan-3  C8    0.020
 2E1  plan-3  O9    0.020
 2E1  plan-3  N10   0.020
 2E1  plan-3  C26   0.020
 2E1  plan-3  H10   0.020

