# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 07:02:00 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 6-[5-(cyclopropylcarbamoyl)-2-methylphenyl]-N-(cyclopropylmethyl)pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1c2ccc(cn2)C(=O)NCC3CC3)C(=O)NC4CC4
#
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
 G11  G11  6-[5-(cyclopropylcarbamoyl)-2-methylphenyl]-N-(cyclopropylmethyl)pyridine-3-carboxamide  ligand  49  26  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_G11
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
 G11  C1    C  CR6   0   0.063  -1.1841   0.7982   0.0998
 G11  C2    C  CR6   0   0.186   0.1809   0.2469   0.2547
 G11  C3    C  CR16  0  -0.316  -2.2552  -0.0886   0.1177
 G11  C4    C  CR6   0   0.085  -1.4196   2.1744  -0.0564
 G11  C5    C  CR16  0  -0.314   0.4569  -0.7032   1.2379
 G11  N6    N  N     0  -0.406   1.1174   0.6723  -0.5893
 G11  C7    C  CR6   0  -0.035  -3.5648   0.3445  -0.0529
 G11  C8    C  CR16  0  -0.285  -2.7384   2.5977  -0.1996
 G11  C9    C  CH3   0  -0.731  -0.3230   3.1984  -0.0402
 G11  C10   C  CR16  0  -0.094   2.3445   0.1899  -0.4791
 G11  C11   C  CR16  0  -0.152   1.7366  -1.2125   1.3385
 G11  C12   C  C     0   0.534  -4.6570  -0.6747  -0.0232
 G11  C13   C  CR16  0  -0.283  -3.7991   1.7067  -0.2078
 G11  C14   C  CR6   0  -0.127   2.7233  -0.7502   0.4744
 G11  N15   N  NH1   0  -0.660  -5.7957  -0.3380  -0.6586
 G11  O16   O  O     0  -0.481  -4.5114  -1.7453   0.5485
 G11  C17   C  C     0   0.540   4.1058  -1.3066   0.5832
 G11  C18   C  CH1   0  -0.079  -6.9193  -1.2134  -0.7093
 G11  N19   N  NH1   0  -0.655   5.0965  -0.5283   0.1313
 G11  O20   O  O     0  -0.491   4.2967  -2.4124   1.0730
 G11  C21   C  CH2   0  -0.484  -7.7501  -1.3931   0.5203
 G11  C22   C  CH2   0  -0.511  -8.2792  -0.5985  -0.6334
 G11  C23   C  CH2   0  -0.253   6.4893  -0.9361   0.1345
 G11  C24   C  CH1   0  -0.301   7.3669   0.2487  -0.1518
 G11  C25   C  CH2   0  -0.485   7.5058   0.7368  -1.5641
 G11  C26   C  CH2   0  -0.491   8.6537   0.0514  -0.8875
 G11  H3    H  HCR6  0   0.261  -2.0650  -1.1475   0.2414
 G11  H5    H  HCR6  0   0.280  -0.3174  -1.0290   1.9189
 G11  H8    H  HCR6  0   0.260  -2.9415   3.6570  -0.2960
 G11  H9    H  HCH3  0   0.257   0.2343   3.1987  -0.9763
 G11  H9A   H  HCH3  0   0.247  -0.7372   4.1951   0.1040
 G11  H9B   H  HCH3  0   0.245   0.3973   3.0142   0.7567
 G11  H10   H  HCR6  0   0.261   3.0541   0.5607  -1.2118
 G11  H11   H  HCR6  0   0.275   1.9702  -1.9517   2.0932
 G11  H13   H  HCR6  0   0.260  -4.8050   2.0955  -0.3048
 G11  HN15  H  HNH1  0   0.407  -5.7963   0.4604  -1.2727
 G11  H18   H  HCH1  0   0.268  -6.8068  -2.0770  -1.3579
 G11  HN19  H  HNH1  0   0.408   4.8900   0.3959  -0.2106
 G11  H21   H  HCH2  0   0.256  -8.1611  -2.3760   0.7091
 G11  H21A  H  HCH2  0   0.256  -7.4510  -0.8522   1.4088
 G11  H22   H  HCH2  0   0.258  -8.3402   0.4768  -0.5193
 G11  H22A  H  HCH2  0   0.259  -9.0570  -1.0290  -1.2501
 G11  H23   H  HCH2  0   0.251   6.7401  -1.3663   1.1063
 G11  H23A  H  HCH2  0   0.237   6.6550  -1.7176  -0.6142
 G11  H24   H  HCH1  0   0.269   7.3668   1.0092   0.6224
 G11  H25   H  HCH2  0   0.250   6.9796   0.1951  -2.3413
 G11  H25A  H  HCH2  0   0.255   7.5708   1.8041  -1.7312
 G11  H26   H  HCH2  0   0.256   9.5053   0.6489  -0.5895
 G11  H26A  H  HCH2  0   0.250   8.9063  -0.9517  -1.2083

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
 G11  C4   C1    aromatic  1.405  0.020  1.405
 G11  C2   C1    single    1.480  0.020  1.480
 G11  C1   C3    aromatic  1.391  0.020  1.391
 G11  N6   C2    aromatic  1.331  0.020  1.331
 G11  C2   C5    aromatic  1.395  0.020  1.395
 G11  C3   C7    aromatic  1.390  0.020  1.390
 G11  C3   H3    single    0.930  0.020  1.080
 G11  C9   C4    single    1.500  0.020  1.500
 G11  C4   C8    aromatic  1.392  0.020  1.392
 G11  C11  C5    aromatic  1.381  0.020  1.381
 G11  C5   H5    single    0.930  0.020  1.080
 G11  C10  N6    aromatic  1.323  0.020  1.323
 G11  C13  C7    aromatic  1.391  0.020  1.391
 G11  C7   C12   single    1.494  0.020  1.494
 G11  C8   C13   aromatic  1.385  0.020  1.385
 G11  C8   H8    single    0.930  0.020  1.080
 G11  C9   H9    single    0.970  0.020  1.090
 G11  C9   H9A   single    0.970  0.020  1.090
 G11  C9   H9B   single    0.970  0.020  1.090
 G11  C10  C14   aromatic  1.392  0.020  1.392
 G11  C10  H10   single    0.930  0.020  1.080
 G11  C14  C11   aromatic  1.391  0.020  1.391
 G11  C11  H11   single    0.930  0.020  1.080
 G11  C12  N15   single    1.347  0.020  1.347
 G11  C12  O16   double    1.222  0.020  1.222
 G11  C13  H13   single    0.930  0.020  1.080
 G11  C17  C14   single    1.494  0.020  1.494
 G11  N15  C18   single    1.425  0.020  1.425
 G11  N15  HN15  single    0.860  0.020  1.020
 G11  N19  C17   single    1.338  0.020  1.338
 G11  C17  O20   double    1.224  0.020  1.224
 G11  C18  C22   single    1.494  0.020  1.494
 G11  C18  C21   single    1.495  0.020  1.495
 G11  C18  H18   single    0.970  0.020  1.090
 G11  C23  N19   single    1.451  0.020  1.451
 G11  N19  HN19  single    0.860  0.020  1.020
 G11  C22  C21   single    1.497  0.020  1.497
 G11  C21  H21   single    0.970  0.020  1.090
 G11  C21  H21A  single    0.970  0.020  1.090
 G11  C22  H22   single    0.970  0.020  1.090
 G11  C22  H22A  single    0.970  0.020  1.090
 G11  C23  C24   single    1.502  0.020  1.502
 G11  C23  H23   single    0.970  0.020  1.090
 G11  C23  H23A  single    0.970  0.020  1.090
 G11  C24  C26   single    1.495  0.020  1.495
 G11  C24  C25   single    1.501  0.020  1.501
 G11  C24  H24   single    0.970  0.020  1.090
 G11  C26  C25   single    1.499  0.020  1.499
 G11  C25  H25   single    0.970  0.020  1.090
 G11  C25  H25A  single    0.970  0.020  1.090
 G11  C26  H26   single    0.970  0.020  1.090
 G11  C26  H26A  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
 G11  C4    C1   C3   119.80  3.000
 G11  C3    C1   C2   118.13  3.000
 G11  C4    C1   C2   122.08  3.000
 G11  N6    C2   C5   121.71  3.000
 G11  C5    C2   C1   120.66  3.000
 G11  N6    C2   C1   117.62  3.000
 G11  H3    C3   C7   118.96  3.000
 G11  H3    C3   C1   119.32  3.000
 G11  C7    C3   C1   121.70  3.000
 G11  C9    C4   C8   119.07  3.000
 G11  C8    C4   C1   117.90  3.000
 G11  C9    C4   C1   123.01  3.000
 G11  H5    C5   C11  120.43  3.000
 G11  H5    C5   C2   120.49  3.000
 G11  C11   C5   C2   119.07  3.000
 G11  C10   N6   C2   118.90  3.000
 G11  C13   C7   C12  123.18  3.000
 G11  C12   C7   C3   118.28  3.000
 G11  C13   C7   C3   118.53  3.000
 G11  H8    C8   C13  119.01  3.000
 G11  H8    C8   C4   118.95  3.000
 G11  C13   C8   C4   122.03  3.000
 G11  H9B   C9   H9A  108.02  3.000
 G11  H9B   C9   H9   106.88  3.000
 G11  H9A   C9   H9   107.94  3.000
 G11  H9B   C9   C4   112.06  3.000
 G11  H9A   C9   C4   110.37  3.000
 G11  H9    C9   C4   111.39  3.000
 G11  H10   C10  C14  121.02  3.000
 G11  H10   C10  N6   115.19  3.000
 G11  C14   C10  N6   123.77  3.000
 G11  H11   C11  C14  120.49  3.000
 G11  H11   C11  C5   120.19  3.000
 G11  C14   C11  C5   119.31  3.000
 G11  O16   C12  N15  122.70  3.000
 G11  O16   C12  C7   121.31  3.000
 G11  N15   C12  C7   115.98  3.000
 G11  H13   C13  C8   118.75  3.000
 G11  H13   C13  C7   121.21  3.000
 G11  C8    C13  C7   120.02  3.000
 G11  C17   C14  C11  119.17  3.000
 G11  C17   C14  C10  123.60  3.000
 G11  C11   C14  C10  117.21  3.000
 G11  HN15  N15  C18  117.69  3.000
 G11  HN15  N15  C12  119.10  3.000
 G11  C18   N15  C12  122.00  3.000
 G11  O20   C17  N19  123.01  3.000
 G11  O20   C17  C14  120.65  3.000
 G11  N19   C17  C14  116.34  3.000
 G11  H18   C18  C22  116.86  3.000
 G11  H18   C18  C21  116.95  3.000
 G11  C22   C18  C21   60.13  3.000
 G11  H18   C18  N15  115.35  3.000
 G11  C21   C18  N15  118.86  3.000
 G11  C22   C18  N15  117.57  3.000
 G11  HN19  N19  C23  117.10  3.000
 G11  HN19  N19  C17  119.78  3.000
 G11  C23   N19  C17  123.10  3.000
 G11  H21A  C21  H21  114.57  3.000
 G11  H21A  C21  C22  117.70  3.000
 G11  H21   C21  C22  118.83  3.000
 G11  H21A  C21  C18  117.49  3.000
 G11  H21   C21  C18  117.63  3.000
 G11  C22   C21  C18   59.92  3.000
 G11  H22A  C22  H22  114.49  3.000
 G11  H22A  C22  C21  118.82  3.000
 G11  H22   C22  C21  117.75  3.000
 G11  H22A  C22  C18  117.48  3.000
 G11  H22   C22  C18  117.72  3.000
 G11  C21   C22  C18   59.95  3.000
 G11  H23A  C23  H23  107.02  3.000
 G11  H23A  C23  C24  110.14  3.000
 G11  H23   C23  C24  110.26  3.000
 G11  H23A  C23  N19  110.13  3.000
 G11  H23   C23  N19  109.46  3.000
 G11  C24   C23  N19  109.79  3.000
 G11  H24   C24  C26  116.33  3.000
 G11  H24   C24  C25  116.33  3.000
 G11  C26   C24  C25   60.02  3.000
 G11  H24   C24  C23  114.63  3.000
 G11  C25   C24  C23  119.34  3.000
 G11  C26   C24  C23  119.50  3.000
 G11  H25A  C25  H25  114.30  3.000
 G11  H25A  C25  C26  118.34  3.000
 G11  H25   C25  C26  117.85  3.000
 G11  H25A  C25  C24  118.13  3.000
 G11  H25   C25  C24  117.87  3.000
 G11  C26   C25  C24   59.81  3.000
 G11  H26A  C26  H26  114.17  3.000
 G11  H26A  C26  C25  117.94  3.000
 G11  H26   C26  C25  118.33  3.000
 G11  H26A  C26  C24  117.95  3.000
 G11  H26   C26  C24  117.96  3.000
 G11  C25   C26  C24   60.17  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
 G11  CONST_01  C13   C8   C4   C1      0.00   0.0  0
 G11  CONST_02  C10   N6   C2   C1    180.00   0.0  0
 G11  CONST_03  C11   C5   C2   C1    180.00   0.0  0
 G11  CONST_04  C13   C7   C3   C1      0.00   0.0  0
 G11  CONST_05  C8    C4   C1   C2    180.00   0.0  0
 G11  CONST_06  C7    C3   C1   C2    180.00   0.0  0
 G11  CONST_07  C14   C10  N6   C2      0.00   0.0  0
 G11  CONST_08  C14   C11  C5   C2      0.00   0.0  0
 G11  CONST_09  C8    C4   C1   C3      0.00   0.0  0
 G11  CONST_12  C8    C13  C7   C3      0.00   0.0  0
 G11  CONST_15  C7    C3   C1   C4      0.00   0.0  0
 G11  CONST_16  C7    C13  C8   C4      0.00   0.0  0
 G11  CONST_17  C10   N6   C2   C5      0.00   0.0  0
 G11  CONST_18  C10   C14  C11  C5      0.00   0.0  0
 G11  CONST_19  C11   C5   C2   N6      0.00   0.0  0
 G11  CONST_20  C11   C14  C10  N6      0.00   0.0  0
 G11  CONST_21  C12   C7   C3   C1    180.00   0.0  0
 G11  CONST_22  C9    C4   C1   C2      0.00   0.0  0
 G11  CONST_23  C9    C4   C1   C3    180.00   0.0  0
 G11  CONST_24  C17   C14  C11  C5    180.00   0.0  0
 G11  CONST_25  C17   C14  C10  N6    180.00   0.0  0
 G11  CONST_26  C12   C7   C13  C8    180.00   0.0  0
 G11  CONST_27  C13   C8   C4   C9    180.00   0.0  0
 G11  CONST_28  H8    C8   C4   C1    180.00   0.0  0
 G11  CONST_29  H5    C5   C2   C1      0.00   0.0  0
 G11  CONST_30  H3    C3   C1   C2      0.00   0.0  0
 G11  CONST_31  H10   C10  N6   C2    180.00   0.0  0
 G11  CONST_32  H11   C11  C5   C2    180.00   0.0  0
 G11  CONST_33  H13   C13  C7   C3    180.00   0.0  0
 G11  CONST_34  C18   N15  C12  C7    180.00   0.0  0
 G11  CONST_35  C23   N19  C17  C14   180.00   0.0  0
 G11  CONST_36  C18   N15  C12  O16     0.00   0.0  0
 G11  CONST_37  HN15  N15  C12  C7      0.00   0.0  0
 G11  CONST_38  HN19  N19  C17  C14     0.00   0.0  0
 G11  CONST_39  C23   N19  C17  O20     0.00   0.0  0
 G11  Var_01    C21   C22  C18  N15  -109.15  30.0  1
 G11  Var_02    C25   C26  C24  C23   108.88  30.0  1
 G11  Var_03    H21   C21  C22  C18  -107.04  30.0  1
 G11  Var_04    H25   C25  C26  C24  -107.71  30.0  1
 G11  Var_05    N15   C12  C7   C3   -156.31  30.0  2
 G11  Var_06    N19   C17  C14  C10    26.47  30.0  2
 G11  Var_07    C22   C18  N15  C12   143.34  30.0  3
 G11  Var_08    C26   C24  C23  N19  -148.08  30.0  3
 G11  Var_09    H9    C9   C4   C1     76.02  30.0  2
 G11  Var_10    C24   C23  N19  C17  -167.88  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 G11  chir_01  C18  N15  C22  C21  both
 G11  chir_02  C24  C23  C26  C25  both

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
 G11  plan-1  C1    0.020
 G11  plan-1  C2    0.020
 G11  plan-1  C3    0.020
 G11  plan-1  C4    0.020
 G11  plan-1  C7    0.020
 G11  plan-1  C8    0.020
 G11  plan-1  C9    0.020
 G11  plan-1  C12   0.020
 G11  plan-1  C13   0.020
 G11  plan-1  H3    0.020
 G11  plan-1  H8    0.020
 G11  plan-1  H13   0.020
 G11  plan-2  C1    0.020
 G11  plan-2  C2    0.020
 G11  plan-2  C5    0.020
 G11  plan-2  N6    0.020
 G11  plan-2  C10   0.020
 G11  plan-2  C11   0.020
 G11  plan-2  C14   0.020
 G11  plan-2  C17   0.020
 G11  plan-2  H5    0.020
 G11  plan-2  H10   0.020
 G11  plan-2  H11   0.020
 G11  plan-3  C7    0.020
 G11  plan-3  C12   0.020
 G11  plan-3  N15   0.020
 G11  plan-3  O16   0.020
 G11  plan-3  C18   0.020
 G11  plan-3  HN15  0.020
 G11  plan-4  C14   0.020
 G11  plan-4  C17   0.020
 G11  plan-4  N19   0.020
 G11  plan-4  O20   0.020
 G11  plan-4  C23   0.020
 G11  plan-4  HN19  0.020

