# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 07:59:33 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: N-[(1,3-dimethyl-1H-pyrazol-5-yl)methyl]-5-methyl-3H-imidazo[4,5-b]pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(C)cc1CNc2[nH]c3nc(C)ccc3n2
#
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
 CWP  CWP  N-[(1,3-dimethyl-1H-pyrazol-5-yl)methyl]-5-methyl-3H-imidazo[4,5-b]pyridin-2-amine  ligand  35  19  .  2022-07-24  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_CWP
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
 CWP  C1   C  CR5   0   0.698  -0.6758   0.5345  -0.2008
 CWP  C3   C  CR56  0   0.428  -2.6974  -0.1854   0.2806
 CWP  C12  C  CR5   0   0.417   2.8996   0.1559   0.6236
 CWP  C13  C  CR15  0  -0.558   3.9763   0.9016   1.0450
 CWP  C14  C  CR5   0   0.261   5.0798   0.3684   0.3541
 CWP  C17  C  CH3   0  -0.735   6.5077   0.7871   0.4372
 CWP  C18  C  CH2   0  -0.382   1.4621   0.2604   0.9975
 CWP  C10  C  CH3   0  -0.721  -6.1003  -1.2218   0.8574
 CWP  C4   C  CR56  0   0.110  -2.7043   0.6933  -0.8182
 CWP  C7   C  CR6   0   0.210  -4.9102  -0.5332   0.2601
 CWP  C8   C  CR16  0  -0.351  -5.0418   0.3218  -0.8355
 CWP  C9   C  CR16  0  -0.242  -3.9334   0.9529  -1.3971
 CWP  N11  N  NR5   0  -0.318   3.3815  -0.7484  -0.2539
 CWP  N15  N  N     0  -0.303   4.6959  -0.6236  -0.4306
 CWP  N19  N  NH1   0  -0.686   0.6673   0.6561  -0.1479
 CWP  N2   N  NR15  0  -0.731  -1.3775  -0.2655   0.6558
 CWP  N5   N  N     0  -0.531  -1.4319   1.1282  -1.0941
 CWP  N6   N  N     0  -0.443  -3.7228  -0.7902   0.8262
 CWP  H1   H  HCR5  0   0.263   3.9654   1.7120   1.7558
 CWP  H2   H  HCH3  0   0.256   2.3586  -1.3177  -1.9981
 CWP  H3   H  HCH3  0   0.265   3.2585  -2.6010  -1.1674
 CWP  H4   H  HCH3  0   0.255   1.7397  -2.0088  -0.4936
 CWP  H5   H  HCH3  0   0.245   6.9099   0.6272   1.4386
 CWP  H6   H  HCH3  0   0.244   7.1198   0.2235  -0.2651
 CWP  H7   H  HCH3  0   0.245   6.6236   1.8474   0.2100
 CWP  H8   H  HCH2  0   0.268   1.1121  -0.7073   1.3659
 CWP  H9   H  HCH2  0   0.281   1.3717   0.9672   1.8273
 CWP  H10  H  HCH3  0   0.245  -6.1567  -1.0450   1.9322
 CWP  H11  H  HCH3  0   0.241  -7.0300  -0.8767   0.4085
 CWP  H12  H  HCH3  0   0.246  -6.0409  -2.3022   0.7119
 CWP  H13  H  HCR6  0   0.256  -6.0245   0.4926  -1.2547
 CWP  H14  H  HCR6  0   0.260  -4.0365   1.6150  -2.2472
 CWP  H15  H  HNH1  0   0.403   1.0326   1.4163  -0.7013
 CWP  H16  H  HNR5  0   0.423  -1.0198  -0.8027   1.4296
 CWP  C16  C  CH3   0  -0.517   2.6418  -1.7179  -1.0253

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
 CWP  C8   C9   aromatic  1.394  0.020  1.394
 CWP  C8   C7   aromatic  1.396  0.020  1.396
 CWP  C9   C4   aromatic  1.383  0.020  1.383
 CWP  C10  C7   single    1.499  0.020  1.499
 CWP  C17  C14  single    1.490  0.020  1.490
 CWP  C7   N6   aromatic  1.340  0.020  1.340
 CWP  N15  C14  aromatic  1.322  0.020  1.322
 CWP  N15  N11  aromatic  1.332  0.020  1.332
 CWP  C14  C13  aromatic  1.407  0.020  1.407
 CWP  C4   N5   aromatic  1.373  0.020  1.373
 CWP  C4   C3   aromatic  1.407  0.020  1.407
 CWP  N6   C3   aromatic  1.310  0.020  1.310
 CWP  N11  C16  single    1.443  0.020  1.443
 CWP  N11  C12  aromatic  1.349  0.020  1.349
 CWP  N5   C1   aromatic  1.312  0.020  1.312
 CWP  C3   N2   aromatic  1.374  0.020  1.374
 CWP  C13  C12  aromatic  1.376  0.020  1.376
 CWP  C12  C18  single    1.489  0.020  1.489
 CWP  C1   N2   aromatic  1.366  0.020  1.366
 CWP  C1   N19  single    1.350  0.020  1.350
 CWP  C18  N19  single    1.449  0.020  1.449
 CWP  C13  H1   single    0.930  0.020  1.080
 CWP  C16  H2   single    0.970  0.020  1.090
 CWP  C16  H3   single    0.970  0.020  1.090
 CWP  C16  H4   single    0.970  0.020  1.090
 CWP  C17  H5   single    0.970  0.020  1.090
 CWP  C17  H6   single    0.970  0.020  1.090
 CWP  C17  H7   single    0.970  0.020  1.090
 CWP  C18  H8   single    0.970  0.020  1.090
 CWP  C18  H9   single    0.970  0.020  1.090
 CWP  C10  H10  single    0.970  0.020  1.090
 CWP  C10  H11  single    0.970  0.020  1.090
 CWP  C10  H12  single    0.970  0.020  1.090
 CWP  C8   H13  single    0.930  0.020  1.080
 CWP  C9   H14  single    0.930  0.020  1.080
 CWP  N19  H15  single    0.890  0.020  1.040
 CWP  N2   H16  single    0.860  0.020  1.020

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
 CWP  N5   C1   N2   113.32  3.000
 CWP  N2   C1   N19  122.64  3.000
 CWP  N5   C1   N19  124.00  3.000
 CWP  N6   C3   N2   127.68  3.000
 CWP  N2   C3   C4   104.73  3.000
 CWP  N6   C3   C4   127.58  3.000
 CWP  N11  C12  C18  123.72  3.000
 CWP  C18  C12  C13  129.84  3.000
 CWP  N11  C12  C13  106.44  3.000
 CWP  H1   C13  C14  128.07  3.000
 CWP  H1   C13  C12  126.98  3.000
 CWP  C14  C13  C12  104.95  3.000
 CWP  N15  C14  C17  121.48  3.000
 CWP  N15  C14  C13  110.37  3.000
 CWP  C17  C14  C13  128.14  3.000
 CWP  H7   C17  H6   108.01  3.000
 CWP  H7   C17  H5   107.13  3.000
 CWP  H6   C17  H5   108.00  3.000
 CWP  H7   C17  C14  111.31  3.000
 CWP  H6   C17  C14  110.93  3.000
 CWP  H5   C17  C14  111.30  3.000
 CWP  H9   C18  H8   106.85  3.000
 CWP  H9   C18  N19  112.20  3.000
 CWP  H8   C18  N19  109.43  3.000
 CWP  H9   C18  C12  108.39  3.000
 CWP  H8   C18  C12  109.37  3.000
 CWP  N19  C18  C12  110.50  3.000
 CWP  H12  C10  H11  107.77  3.000
 CWP  H12  C10  H10  107.13  3.000
 CWP  H11  C10  H10  108.11  3.000
 CWP  H12  C10  C7   110.99  3.000
 CWP  H11  C10  C7   111.60  3.000
 CWP  H10  C10  C7   111.05  3.000
 CWP  N5   C4   C9   132.85  3.000
 CWP  N5   C4   C3   110.51  3.000
 CWP  C9   C4   C3   116.65  3.000
 CWP  N6   C7   C8   122.17  3.000
 CWP  N6   C7   C10  116.55  3.000
 CWP  C8   C7   C10  121.28  3.000
 CWP  H13  C8   C9   119.66  3.000
 CWP  H13  C8   C7   119.10  3.000
 CWP  C9   C8   C7   121.24  3.000
 CWP  H14  C9   C8   121.18  3.000
 CWP  H14  C9   C4   121.88  3.000
 CWP  C8   C9   C4   116.94  3.000
 CWP  N15  N11  C16  119.86  3.000
 CWP  C16  N11  C12  127.95  3.000
 CWP  N15  N11  C12  112.08  3.000
 CWP  N11  N15  C14  106.15  3.000
 CWP  H15  N19  C18  116.16  3.000
 CWP  H15  N19  C1   114.00  3.000
 CWP  C18  N19  C1   123.52  3.000
 CWP  H16  N2   C3   125.57  3.000
 CWP  H16  N2   C1   127.69  3.000
 CWP  C3   N2   C1   106.74  3.000
 CWP  C4   N5   C1   104.70  3.000
 CWP  C7   N6   C3   115.42  3.000
 CWP  H4   C16  H3   108.52  3.000
 CWP  H4   C16  H2   108.63  3.000
 CWP  H3   C16  H2   109.23  3.000
 CWP  H4   C16  N11  110.11  3.000
 CWP  H3   C16  N11  108.97  3.000
 CWP  H2   C16  N11  111.34  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
 CWP  CONST_01  C9   C4   N5   C1    180.00   0.0  0
 CWP  CONST_02  C3   C4   N5   C1      0.00   0.0  0
 CWP  CONST_03  C4   C3   N2   C1      0.00   0.0  0
 CWP  CONST_04  N6   C3   N2   C1    180.00   0.0  0
 CWP  CONST_05  C8   C9   C4   C3      0.00   0.0  0
 CWP  CONST_06  C8   C7   N6   C3      0.00   0.0  0
 CWP  CONST_07  N5   C1   N2   C3      0.00   0.0  0
 CWP  CONST_08  C14  N15  N11  C12     0.00   0.0  0
 CWP  CONST_09  N15  C14  C13  C12     0.00   0.0  0
 CWP  CONST_10  N11  N15  C14  C13     0.00   0.0  0
 CWP  CONST_11  N15  N11  C12  C13     0.00   0.0  0
 CWP  CONST_12  N11  C12  C13  C14     0.00   0.0  0
 CWP  CONST_13  C7   C8   C9   C4      0.00   0.0  0
 CWP  CONST_14  N2   C1   N5   C4      0.00   0.0  0
 CWP  CONST_15  C7   N6   C3   C4      0.00   0.0  0
 CWP  CONST_16  N2   C3   N6   C7    180.00   0.0  0
 CWP  CONST_17  N5   C4   C9   C8    180.00   0.0  0
 CWP  CONST_18  N6   C7   C8   C9      0.00   0.0  0
 CWP  CONST_19  N6   C3   C4   C9      0.00   0.0  0
 CWP  CONST_20  N2   C3   C4   C9    180.00   0.0  0
 CWP  CONST_21  N5   C4   C3   N2      0.00   0.0  0
 CWP  CONST_22  N6   C3   C4   N5    180.00   0.0  0
 CWP  CONST_23  C10  C7   N6   C3    180.00   0.0  0
 CWP  CONST_24  N19  C1   N2   C3    180.00   0.0  0
 CWP  CONST_25  C17  C14  C13  C12   180.00   0.0  0
 CWP  CONST_26  C16  N11  C12  C13   180.00   0.0  0
 CWP  CONST_27  C16  N11  N15  C14   180.00   0.0  0
 CWP  CONST_28  C18  C12  C13  C14   180.00   0.0  0
 CWP  CONST_29  N11  N15  C14  C17   180.00   0.0  0
 CWP  CONST_30  N15  N11  C12  C18   180.00   0.0  0
 CWP  CONST_31  C9   C8   C7   C10   180.00   0.0  0
 CWP  CONST_32  N19  C1   N5   C4    180.00   0.0  0
 CWP  CONST_33  H14  C9   C4   C3    180.00   0.0  0
 CWP  CONST_34  H13  C8   C9   C4    180.00   0.0  0
 CWP  CONST_35  H16  N2   C3   C4    180.00   0.0  0
 CWP  CONST_36  H1   C13  C12  N11   180.00   0.0  0
 CWP  CONST_37  N5   C1   N19  C18   180.00   0.0  0
 CWP  CONST_39  H15  N19  C1   N2    180.00   0.0  0
 CWP  Var_01    C12  C18  N19  C1    164.14  30.0  1
 CWP  Var_02    N19  C18  C12  C13   114.56  30.0  2
 CWP  Var_03    H2   C16  N11  C12    91.40  30.0  2
 CWP  Var_04    H5   C17  C14  C13    63.20  30.0  2
 CWP  Var_05    H10  C10  C7   C8   -127.25  30.0  2

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
 CWP  plan-1  C12  0.020
 CWP  plan-1  C13  0.020
 CWP  plan-1  C14  0.020
 CWP  plan-1  C17  0.020
 CWP  plan-1  C18  0.020
 CWP  plan-1  N11  0.020
 CWP  plan-1  N15  0.020
 CWP  plan-1  H1   0.020
 CWP  plan-1  C16  0.020
 CWP  plan-2  C1   0.020
 CWP  plan-2  C3   0.020
 CWP  plan-2  C10  0.020
 CWP  plan-2  C4   0.020
 CWP  plan-2  C7   0.020
 CWP  plan-2  C8   0.020
 CWP  plan-2  C9   0.020
 CWP  plan-2  N19  0.020
 CWP  plan-2  N2   0.020
 CWP  plan-2  N5   0.020
 CWP  plan-2  N6   0.020
 CWP  plan-2  H13  0.020
 CWP  plan-2  H14  0.020
 CWP  plan-2  H16  0.020
 CWP  plan-3  C1   0.020
 CWP  plan-3  C18  0.020
 CWP  plan-3  N19  0.020
 CWP  plan-3  H15  0.020

