# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 14:24:43 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: N-[3-(4-amino-3-methylphenyl)-1H-pyrazol-5-yl]-4-[(4-methylpiperazin-1-yl)methyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)Cc2ccc(cc2)C(=O)Nc3[nH]nc(c3)c4ccc(N)c(C)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
 45Q  45Q  N-[3-(4-amino-3-methylphenyl)-1H-pyrazol-5-yl]-4-[(4-methylpiperazin-1-yl)methyl]benzamide  ligand  58  30  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_45Q
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
 45Q  C10  C  CR5   0   0.649    2.1937  -0.6529   0.3337
 45Q  C14  C  C     0   0.537    0.0775   0.5431   0.3780
 45Q  C15  C  CR6   0  -0.061   -1.3777   0.3867   0.6514
 45Q  C17  C  CR16  0  -0.250   -2.2520   1.3194   0.0922
 45Q  N01  N  NH2   0  -0.856    9.6187   1.4732  -0.8683
 45Q  C02  C  CR16  0  -0.304    7.2566   1.8743  -0.5844
 45Q  C03  C  CR6   0   0.245    8.3495   1.0034  -0.6049
 45Q  C04  C  CR6   0   0.082    8.1202  -0.3727  -0.4093
 45Q  C05  C  CR16  0  -0.356    6.8242  -0.8150  -0.2014
 45Q  C06  C  CR6   0   0.054    5.7259   0.0482  -0.1814
 45Q  C07  C  CR16  0  -0.349    5.9714   1.4047  -0.3794
 45Q  C08  C  CR5   0   0.267    4.3694  -0.4562   0.0410
 45Q  C09  C  CR15  0  -0.553    3.1711   0.2920   0.1043
 45Q  N11  N  NR15  0  -0.510    2.8176  -1.8440   0.3889
 45Q  N12  N  N     0  -0.308    4.1361  -1.7454   0.2147
 45Q  N13  N  NH1   0  -0.761    0.8261  -0.5863   0.5104
 45Q  O16  O  O     0  -0.451    0.5609   1.6102   0.0477
 45Q  C18  C  CR16  0  -0.269   -3.6129   1.2333   0.3201
 45Q  C19  C  CR6   0   0.089   -4.1380   0.2267   1.1291
 45Q  C20  C  CR16  0  -0.295   -3.2645  -0.6957   1.6923
 45Q  C21  C  CR16  0  -0.279   -1.8992  -0.6204   1.4598
 45Q  C22  C  CH2   0  -0.317   -5.6135   0.1698   1.4238
 45Q  N23  N  NT    0  -0.416   -6.4255   0.4219   0.2552
 45Q  C24  C  CH2   0  -0.290   -6.3390  -0.6649  -0.7064
 45Q  C25  C  CH2   0  -0.322   -7.1708  -0.3473  -1.9433
 45Q  N26  N  NT    0  -0.403   -8.5597  -0.0387  -1.6504
 45Q  C27  C  CH2   0  -0.324   -8.6196   1.0051  -0.6422
 45Q  C28  C  CH2   0  -0.293   -7.8085   0.6934   0.6101
 45Q  C29  C  CH3   0  -0.528   -9.3535  -1.2052  -1.3168
 45Q  H1   H  HCR6  0   0.260   -1.8637   2.1134  -0.5318
 45Q  H2   H  HNH2  0   0.380    9.7507   2.4625  -0.7295
 45Q  H3   H  HNH2  0   0.384   10.3830   0.9424  -0.4828
 45Q  H4   H  HCR6  0   0.253    7.4192   2.9359  -0.7304
 45Q  H5   H  HCR6  0   0.239    6.6632  -1.8761  -0.0502
 45Q  H6   H  HCR6  0   0.242    5.1569   2.1183  -0.3714
 45Q  H7   H  HCR5  0   0.270    3.0451   1.3534   0.0030
 45Q  H8   H  HNR5  0   0.421    2.4005  -2.7487   0.5417
 45Q  H9   H  HNH1  0   0.427    0.3540  -1.4586   0.6917
 45Q  H10  H  HCR6  0   0.253   -4.2821   1.9495  -0.1392
 45Q  H11  H  HCR6  0   0.259   -3.6521  -1.4860   2.3237
 45Q  H12  H  HCR6  0   0.260   -1.2574  -1.3483   1.9404
 45Q  H13  H  HCH2  0   0.215   -5.8548  -0.7962   1.8980
 45Q  H14  H  HCH2  0   0.258   -5.8410   0.9398   2.1686
 45Q  H16  H  HCH2  0   0.241   -5.2976  -0.8000  -1.0077
 45Q  H17  H  HCH2  0   0.196   -6.6645  -1.6209  -0.2598
 45Q  H18  H  HCH2  0   0.228   -6.7253   0.5160  -2.4486
 45Q  H19  H  HCH2  0   0.236   -7.1256  -1.1864  -2.6409
 45Q  H21  H  HCH2  0   0.228   -8.2358   1.9319  -1.0818
 45Q  H22  H  HCH2  0   0.236   -9.6617   1.1873  -0.3705
 45Q  H23  H  HCH2  0   0.194   -8.2630  -0.1499   1.1579
 45Q  H24  H  HCH2  0   0.239   -7.8414   1.5563   1.2802
 45Q  H25  H  HCH3  0   0.199   -9.0514  -1.7315  -0.4019
 45Q  H26  H  HCH3  0   0.231  -10.3972  -0.9107  -1.1930
 45Q  H27  H  HCH3  0   0.232   -9.3074  -1.9231  -2.1370
 45Q  H28  H  HCH3  0   0.242    9.9950  -1.1334   0.3572
 45Q  H29  H  HCH3  0   0.254    8.9207  -2.3608  -0.2964
 45Q  H30  H  HCH3  0   0.244    9.8111  -1.2969  -1.3810
 45Q  C30  C  CH3   0  -0.748    9.2680  -1.3382  -0.4337

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
 45Q  C20  C21  aromatic  1.387  0.020  1.387
 45Q  C20  C19  aromatic  1.390  0.020  1.390
 45Q  C22  C19  single    1.506  0.020  1.506
 45Q  C22  N23  single    1.445  0.020  1.445
 45Q  C24  N23  single    1.454  0.020  1.454
 45Q  C24  C25  single    1.524  0.020  1.524
 45Q  C21  C15  aromatic  1.393  0.020  1.393
 45Q  C19  C18  aromatic  1.394  0.020  1.394
 45Q  N23  C28  single    1.453  0.020  1.453
 45Q  C25  N26  single    1.453  0.020  1.453
 45Q  O16  C14  double    1.217  0.020  1.217
 45Q  C15  C14  single    1.489  0.020  1.489
 45Q  C15  C17  aromatic  1.395  0.020  1.395
 45Q  C18  C17  aromatic  1.383  0.020  1.383
 45Q  C14  N13  single    1.361  0.020  1.361
 45Q  C28  C27  single    1.524  0.020  1.524
 45Q  N26  C29  single    1.450  0.020  1.450
 45Q  N26  C27  single    1.452  0.020  1.452
 45Q  C30  C04  single    1.500  0.020  1.500
 45Q  N13  C10  single    1.381  0.020  1.381
 45Q  C05  C04  aromatic  1.385  0.020  1.385
 45Q  C05  C06  aromatic  1.397  0.020  1.397
 45Q  C09  C10  aromatic  1.379  0.020  1.379
 45Q  C09  C08  aromatic  1.414  0.020  1.414
 45Q  C10  N11  aromatic  1.346  0.020  1.346
 45Q  C04  C03  aromatic  1.409  0.020  1.409
 45Q  C08  C06  single    1.464  0.020  1.464
 45Q  C08  N12  aromatic  1.322  0.020  1.322
 45Q  C06  C07  aromatic  1.393  0.020  1.393
 45Q  N11  N12  aromatic  1.334  0.020  1.334
 45Q  C03  N01  single    1.379  0.020  1.379
 45Q  C03  C02  aromatic  1.398  0.020  1.398
 45Q  C07  C02  aromatic  1.384  0.020  1.384
 45Q  C17  H1   single    0.930  0.020  1.080
 45Q  N01  H2   single    0.890  0.020  1.040
 45Q  N01  H3   single    0.890  0.020  1.040
 45Q  C02  H4   single    0.930  0.020  1.080
 45Q  C05  H5   single    0.930  0.020  1.080
 45Q  C07  H6   single    0.930  0.020  1.080
 45Q  C09  H7   single    0.930  0.020  1.080
 45Q  N11  H8   single    0.860  0.020  1.020
 45Q  N13  H9   single    0.860  0.020  1.020
 45Q  C18  H10  single    0.930  0.020  1.080
 45Q  C20  H11  single    0.930  0.020  1.080
 45Q  C21  H12  single    0.930  0.020  1.080
 45Q  C22  H13  single    0.970  0.020  1.090
 45Q  C22  H14  single    0.970  0.020  1.090
 45Q  C24  H16  single    0.970  0.020  1.090
 45Q  C24  H17  single    0.970  0.020  1.090
 45Q  C25  H18  single    0.970  0.020  1.090
 45Q  C25  H19  single    0.970  0.020  1.090
 45Q  C27  H21  single    0.970  0.020  1.090
 45Q  C27  H22  single    0.970  0.020  1.090
 45Q  C28  H23  single    0.970  0.020  1.090
 45Q  C28  H24  single    0.970  0.020  1.090
 45Q  C29  H25  single    0.970  0.020  1.090
 45Q  C29  H26  single    0.970  0.020  1.090
 45Q  C29  H27  single    0.970  0.020  1.090
 45Q  C30  H28  single    0.970  0.020  1.090
 45Q  C30  H29  single    0.970  0.020  1.090
 45Q  C30  H30  single    0.970  0.020  1.090

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
 45Q  N13  C10  N11  119.79  3.000
 45Q  N11  C10  C09  106.54  3.000
 45Q  N13  C10  C09  133.67  3.000
 45Q  O16  C14  N13  122.37  3.000
 45Q  N13  C14  C15  115.62  3.000
 45Q  O16  C14  C15  122.01  3.000
 45Q  C21  C15  C17  118.77  3.000
 45Q  C17  C15  C14  117.94  3.000
 45Q  C21  C15  C14  123.27  3.000
 45Q  H1   C17  C18  119.61  3.000
 45Q  H1   C17  C15  119.79  3.000
 45Q  C18  C17  C15  120.60  3.000
 45Q  H3   N01  H2   111.42  3.000
 45Q  H3   N01  C03  116.47  3.000
 45Q  H2   N01  C03  115.39  3.000
 45Q  H4   C02  C07  119.46  3.000
 45Q  H4   C02  C03  119.41  3.000
 45Q  C07  C02  C03  121.14  3.000
 45Q  C04  C03  C02  118.65  3.000
 45Q  C02  C03  N01  120.68  3.000
 45Q  C04  C03  N01  120.61  3.000
 45Q  C30  C04  C05  120.85  3.000
 45Q  C05  C04  C03  119.02  3.000
 45Q  C30  C04  C03  120.13  3.000
 45Q  H5   C05  C06  119.09  3.000
 45Q  H5   C05  C04  118.20  3.000
 45Q  C06  C05  C04  122.71  3.000
 45Q  C08  C06  C07  121.36  3.000
 45Q  C07  C06  C05  117.47  3.000
 45Q  C08  C06  C05  121.17  3.000
 45Q  H6   C07  C06  120.54  3.000
 45Q  H6   C07  C02  118.43  3.000
 45Q  C06  C07  C02  121.02  3.000
 45Q  N12  C08  C09  111.14  3.000
 45Q  N12  C08  C06  121.30  3.000
 45Q  C09  C08  C06  127.56  3.000
 45Q  H7   C09  C08  128.18  3.000
 45Q  H7   C09  C10  127.60  3.000
 45Q  C08  C09  C10  104.22  3.000
 45Q  H8   N11  N12  119.69  3.000
 45Q  H8   N11  C10  127.50  3.000
 45Q  N12  N11  C10  112.81  3.000
 45Q  N11  N12  C08  105.30  3.000
 45Q  H9   N13  C14  118.54  3.000
 45Q  H9   N13  C10  116.43  3.000
 45Q  C14  N13  C10  124.91  3.000
 45Q  H10  C18  C19  119.41  3.000
 45Q  H10  C18  C17  119.83  3.000
 45Q  C19  C18  C17  120.76  3.000
 45Q  C22  C19  C20  120.77  3.000
 45Q  C22  C19  C18  120.66  3.000
 45Q  C20  C19  C18  118.53  3.000
 45Q  H11  C20  C21  119.31  3.000
 45Q  H11  C20  C19  119.71  3.000
 45Q  C21  C20  C19  120.98  3.000
 45Q  H12  C21  C20  118.20  3.000
 45Q  H12  C21  C15  121.45  3.000
 45Q  C20  C21  C15  120.34  3.000
 45Q  H14  C22  H13  106.14  3.000
 45Q  H14  C22  N23  108.10  3.000
 45Q  H13  C22  N23  112.18  3.000
 45Q  H14  C22  C19  108.07  3.000
 45Q  H13  C22  C19  109.37  3.000
 45Q  N23  C22  C19  112.69  3.000
 45Q  C28  N23  C24  110.96  3.000
 45Q  C28  N23  C22  111.70  3.000
 45Q  C24  N23  C22  111.78  3.000
 45Q  H17  C24  H16  106.59  3.000
 45Q  H17  C24  C25  110.35  3.000
 45Q  H16  C24  C25  108.80  3.000
 45Q  H17  C24  N23  111.23  3.000
 45Q  H16  C24  N23  109.37  3.000
 45Q  C25  C24  N23  110.40  3.000
 45Q  H19  C25  H18  107.10  3.000
 45Q  H19  C25  N26  109.37  3.000
 45Q  H18  C25  N26  108.34  3.000
 45Q  H19  C25  C24  109.61  3.000
 45Q  H18  C25  C24  108.46  3.000
 45Q  N26  C25  C24  113.74  3.000
 45Q  C29  N26  C27  113.32  3.000
 45Q  C27  N26  C25  109.39  3.000
 45Q  C29  N26  C25  113.51  3.000
 45Q  H22  C27  H21  107.04  3.000
 45Q  H22  C27  C28  109.72  3.000
 45Q  H21  C27  C28  108.44  3.000
 45Q  H22  C27  N26  109.38  3.000
 45Q  H21  C27  N26  108.37  3.000
 45Q  C28  C27  N26  113.67  3.000
 45Q  H24  C28  H23  106.65  3.000
 45Q  H24  C28  C27  109.04  3.000
 45Q  H23  C28  C27  110.18  3.000
 45Q  H24  C28  N23  109.01  3.000
 45Q  H23  C28  N23  111.74  3.000
 45Q  C27  C28  N23  110.12  3.000
 45Q  H27  C29  H26  107.65  3.000
 45Q  H27  C29  H25  107.42  3.000
 45Q  H26  C29  H25  107.34  3.000
 45Q  H27  C29  N26  109.47  3.000
 45Q  H26  C29  N26  109.42  3.000
 45Q  H25  C29  N26  115.26  3.000
 45Q  H30  C30  H29  107.66  3.000
 45Q  H30  C30  H28  106.83  3.000
 45Q  H29  C30  H28  107.26  3.000
 45Q  H30  C30  C04  111.72  3.000
 45Q  H29  C30  C04  111.00  3.000
 45Q  H28  C30  C04  112.11  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
 45Q  CONST_01  C06  C08  C09  C10  180.00   0.0  0
 45Q  CONST_02  N12  C08  C09  C10    0.00   0.0  0
 45Q  CONST_03  C08  N12  N11  C10    0.00   0.0  0
 45Q  CONST_04  C19  C20  C21  C15    0.00   0.0  0
 45Q  CONST_05  C19  C18  C17  C15    0.00   0.0  0
 45Q  CONST_06  C20  C21  C15  C17    0.00   0.0  0
 45Q  CONST_07  C20  C19  C18  C17    0.00   0.0  0
 45Q  CONST_08  C05  C04  C03  C02    0.00   0.0  0
 45Q  CONST_09  C05  C06  C07  C02    0.00   0.0  0
 45Q  CONST_10  C08  C06  C07  C02  180.00   0.0  0
 45Q  CONST_11  C06  C05  C04  C03    0.00   0.0  0
 45Q  CONST_12  C06  C07  C02  C03    0.00   0.0  0
 45Q  CONST_13  C08  C06  C05  C04  180.00   0.0  0
 45Q  CONST_14  C07  C06  C05  C04    0.00   0.0  0
 45Q  CONST_15  C07  C02  C03  C04    0.00   0.0  0
 45Q  CONST_16  C09  C08  C06  C05  180.00   0.0  0
 45Q  CONST_17  N12  C08  C06  C05    0.00   0.0  0
 45Q  CONST_18  N11  N12  C08  C06  180.00   0.0  0
 45Q  CONST_19  C09  C08  C06  C07    0.00   0.0  0
 45Q  CONST_20  N12  C08  C06  C07  180.00   0.0  0
 45Q  CONST_21  N11  C10  C09  C08    0.00   0.0  0
 45Q  CONST_22  N12  N11  C10  C09    0.00   0.0  0
 45Q  CONST_23  N11  N12  C08  C09    0.00   0.0  0
 45Q  CONST_24  C21  C20  C19  C18    0.00   0.0  0
 45Q  CONST_25  C21  C15  C17  C18    0.00   0.0  0
 45Q  CONST_26  C20  C21  C15  C14  180.00   0.0  0
 45Q  CONST_27  C18  C17  C15  C14  180.00   0.0  0
 45Q  CONST_28  C22  C19  C18  C17  180.00   0.0  0
 45Q  CONST_29  C05  C04  C03  N01  180.00   0.0  0
 45Q  CONST_30  C07  C02  C03  N01  180.00   0.0  0
 45Q  CONST_31  C30  C04  C03  C02  180.00   0.0  0
 45Q  CONST_32  C30  C04  C05  C06  180.00   0.0  0
 45Q  CONST_33  N13  C10  C09  C08  180.00   0.0  0
 45Q  CONST_34  N13  C10  N11  N12  180.00   0.0  0
 45Q  CONST_35  C22  C19  C20  C21  180.00   0.0  0
 45Q  CONST_36  H11  C20  C21  C15  180.00   0.0  0
 45Q  CONST_37  H10  C18  C17  C15  180.00   0.0  0
 45Q  CONST_38  H12  C21  C15  C17  180.00   0.0  0
 45Q  CONST_39  H5   C05  C04  C03  180.00   0.0  0
 45Q  CONST_40  H6   C07  C02  C03  180.00   0.0  0
 45Q  CONST_41  H4   C02  C03  C04  180.00   0.0  0
 45Q  CONST_42  H7   C09  C08  C06    0.00   0.0  0
 45Q  CONST_43  H8   N11  N12  C08  180.00   0.0  0
 45Q  CONST_44  H1   C17  C18  C19  180.00   0.0  0
 45Q  CONST_45  C15  C14  N13  C10  180.00   0.0  0
 45Q  CONST_46  C09  C10  N13  C14    0.00   0.0  0
 45Q  CONST_47  N11  C10  N13  C14  180.00   0.0  0
 45Q  CONST_50  H9   N13  C10  C09  180.00   0.0  0
 45Q  CONST_51  O16  C14  N13  C10    0.00   0.0  0
 45Q  Var_01    N26  C25  C24  N23  -55.22  30.0  1
 45Q  Var_02    N26  C27  C28  N23   55.99  30.0  1
 45Q  Var_03    C27  C28  N23  C24  -56.65  30.0  1
 45Q  Var_04    C27  N26  C25  C24   52.57  30.0  1
 45Q  Var_05    C28  N23  C24  C25   56.36  30.0  1
 45Q  Var_06    C28  C27  N26  C25  -53.00  30.0  1
 45Q  Var_07    N23  C22  C19  C18   43.02  30.0  3
 45Q  Var_08    C24  N23  C22  C19   69.31  30.0  3
 45Q  Var_09    O16  C14  C15  C17   22.05  30.0  2
 45Q  Var_10    H28  C30  C04  C03   61.72  30.0  2
 45Q  Var_11    H25  C29  N26  C25   63.72  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
 45Q  plan-1  C10  0.020
 45Q  plan-1  C06  0.020
 45Q  plan-1  C08  0.020
 45Q  plan-1  C09  0.020
 45Q  plan-1  N11  0.020
 45Q  plan-1  N12  0.020
 45Q  plan-1  N13  0.020
 45Q  plan-1  H7   0.020
 45Q  plan-1  H8   0.020
 45Q  plan-2  N01  0.020
 45Q  plan-2  C02  0.020
 45Q  plan-2  C03  0.020
 45Q  plan-2  C04  0.020
 45Q  plan-2  C05  0.020
 45Q  plan-2  C06  0.020
 45Q  plan-2  C07  0.020
 45Q  plan-2  C08  0.020
 45Q  plan-2  H4   0.020
 45Q  plan-2  H5   0.020
 45Q  plan-2  H6   0.020
 45Q  plan-2  C30  0.020
 45Q  plan-3  C14  0.020
 45Q  plan-3  C15  0.020
 45Q  plan-3  C17  0.020
 45Q  plan-3  C18  0.020
 45Q  plan-3  C19  0.020
 45Q  plan-3  C20  0.020
 45Q  plan-3  C21  0.020
 45Q  plan-3  C22  0.020
 45Q  plan-3  H1   0.020
 45Q  plan-3  H10  0.020
 45Q  plan-3  H11  0.020
 45Q  plan-3  H12  0.020
 45Q  plan-4  C10  0.020
 45Q  plan-4  C14  0.020
 45Q  plan-4  C15  0.020
 45Q  plan-4  N13  0.020
 45Q  plan-4  O16  0.020
 45Q  plan-4  H9   0.020
 45Q  plan-5  N01  0.020
 45Q  plan-5  C03  0.020
 45Q  plan-5  H2   0.020
 45Q  plan-5  H3   0.020

