# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 10:53:26 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: [4-(5-naphthalen-2-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1ccc(cc1)c2c[nH]c3ncc(cc23)c4ccc5ccccc5c4
#
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
 GMG  GMG  '[4-(5-naphthalen-2-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl]acetic acid'  ligand  47  29  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GMG
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
 GMG  C4    C  CR16  0  -0.316   6.3720   0.5932   1.2183
 GMG  C5    C  CR16  0  -0.281  -4.8684  -0.0869  -0.9191
 GMG  C6    C  CR16  0  -0.279  -3.4164   1.2864   0.3865
 GMG  C7    C  CR16  0  -0.298   3.8426   1.9546  -1.1550
 GMG  C8    C  CR16  0  -0.311  -3.9203  -1.0971  -0.9157
 GMG  C10   C  CR16  0  -0.309   2.8861   0.9807  -1.1100
 GMG  C13   C  CR15  0  -0.041  -1.9857  -3.3591  -0.2118
 GMG  C17   C  CR66  0   0.099   5.0250   1.8476  -0.3857
 GMG  C20   C  CR6   0   0.086   3.0475  -0.1678  -0.2929
 GMG  C21   C  CR6   0  -0.013   2.0039  -1.2087  -0.2635
 GMG  C22   C  CR56  0   0.017  -0.2810  -1.9094  -0.2287
 GMG  C24   C  CR56  0   0.474   0.2285  -3.2276  -0.2025
 GMG  C1    C  CR16  0  -0.259   7.1627   2.7008   0.3527
 GMG  C2    C  CR16  0  -0.257   7.3317   1.5675   1.1767
 GMG  C3    C  CR16  0  -0.308   6.0350   2.8372  -0.4108
 GMG  C9    C  CR16  0  -0.330  -2.4694   0.2741   0.4030
 GMG  C11   C  CR16  0  -0.390   4.1889  -0.2846   0.4638
 GMG  C12   C  CR16  0  -0.321   0.6530  -0.8796  -0.2757
 GMG  C14   C  CR16  0  -0.123   2.3639  -2.5688  -0.2251
 GMG  C16   C  CR6   0   0.130  -4.6298   1.1216  -0.2720
 GMG  C18   C  CR6   0   0.058  -2.7023  -0.9386  -0.2497
 GMG  C19   C  CR66  0   0.145   5.1966   0.7054   0.4377
 GMG  C23   C  CR5   0  -0.046  -1.7132  -2.0150  -0.2311
 GMG  C25   C  C     0   0.557  -6.5988   2.1323   0.8988
 GMG  N26   N  NR15  0  -0.665  -0.8296  -4.0807  -0.1945
 GMG  N27   N  N     0  -0.417   1.5047  -3.5725  -0.2006
 GMG  O28   O  OH1   0  -0.593  -7.4833   3.1230   0.8790
 GMG  O29   O  O     0  -0.435  -6.5696   1.2857   1.7545
 GMG  H4    H  HCR6  0   0.255   6.5032  -0.2775   1.8497
 GMG  H5    H  HCR6  0   0.252  -5.8015  -0.2375  -1.4496
 GMG  H6    H  HCR6  0   0.253  -3.2046   2.2174   0.8994
 GMG  H7    H  HCR6  0   0.257   3.7048   2.8193  -1.7930
 GMG  H8    H  HCR6  0   0.247  -4.1232  -2.0154  -1.4533
 GMG  H10   H  HCR6  0   0.256   1.9976   1.0752  -1.7221
 GMG  H13   H  HCR5  0   0.296  -2.9410  -3.8593  -0.1897
 GMG  H15   H  HCH2  0   0.304  -5.1804   3.1984  -0.2639
 GMG  H15A  H  HCH2  0   0.305  -6.2536   2.1850  -1.1928
 GMG  H1    H  HCR6  0   0.259   7.9305   3.4627   0.3280
 GMG  H2    H  HCR6  0   0.259   8.2274   1.4725   1.7767
 GMG  H3    H  HCR6  0   0.256   5.9037   3.7068  -1.0436
 GMG  H9    H  HCR6  0   0.250  -1.5479   0.4274   0.9503
 GMG  H11   H  HCR6  0   0.252   4.3245  -1.1392   1.1169
 GMG  H12   H  HCR6  0   0.261   0.3418   0.1576  -0.3060
 GMG  H14   H  HCR6  0   0.258   3.4138  -2.8416  -0.2397
 GMG  HO28  H  HOH1  0   0.481  -8.0759   3.0555   1.6426
 GMG  HN26  H  HNR5  0   0.416  -0.7705  -5.0857  -0.1639
 GMG  C15   C  CH2   0  -0.693  -5.6560   2.2135  -0.2771

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
 GMG  C2   C4    aromatic  1.368  0.020  1.368
 GMG  C19  C4    aromatic  1.415  0.020  1.415
 GMG  C4   H4    single    0.930  0.020  1.080
 GMG  C5   C8    aromatic  1.385  0.020  1.385
 GMG  C5   C16   aromatic  1.391  0.020  1.391
 GMG  C5   H5    single    0.930  0.020  1.080
 GMG  C16  C6    aromatic  1.390  0.020  1.390
 GMG  C6   C9    aromatic  1.386  0.020  1.386
 GMG  C6   H6    single    0.930  0.020  1.080
 GMG  C7   C17   aromatic  1.415  0.020  1.415
 GMG  C7   C10   aromatic  1.366  0.020  1.366
 GMG  C7   H7    single    0.930  0.020  1.080
 GMG  C8   C18   aromatic  1.397  0.020  1.397
 GMG  C8   H8    single    0.930  0.020  1.080
 GMG  C10  C20   aromatic  1.419  0.020  1.419
 GMG  C10  H10   single    0.930  0.020  1.080
 GMG  C23  C13   aromatic  1.372  0.020  1.372
 GMG  C13  N26   aromatic  1.363  0.020  1.363
 GMG  C13  H13   single    0.930  0.020  1.080
 GMG  C25  C15   single    1.509  0.020  1.509
 GMG  C15  C16   single    1.498  0.020  1.498
 GMG  C15  H15   single    0.970  0.020  1.090
 GMG  C15  H15A  single    0.970  0.020  1.090
 GMG  C3   C17   aromatic  1.414  0.020  1.414
 GMG  C17  C19   aromatic  1.418  0.020  1.418
 GMG  C20  C11   aromatic  1.374  0.020  1.374
 GMG  C20  C21   single    1.474  0.020  1.474
 GMG  C21  C12   aromatic  1.390  0.020  1.390
 GMG  C21  C14   aromatic  1.408  0.020  1.408
 GMG  C12  C22   aromatic  1.391  0.020  1.391
 GMG  C22  C23   aromatic  1.436  0.020  1.436
 GMG  C22  C24   aromatic  1.413  0.020  1.413
 GMG  C24  N27   aromatic  1.322  0.020  1.322
 GMG  C24  N26   aromatic  1.359  0.020  1.359
 GMG  C3   C1    aromatic  1.369  0.020  1.369
 GMG  C1   C2    aromatic  1.411  0.020  1.411
 GMG  C1   H1    single    0.930  0.020  1.080
 GMG  C2   H2    single    0.930  0.020  1.080
 GMG  C3   H3    single    0.930  0.020  1.080
 GMG  C18  C9    aromatic  1.397  0.020  1.397
 GMG  C9   H9    single    0.930  0.020  1.080
 GMG  C19  C11   aromatic  1.413  0.020  1.413
 GMG  C11  H11   single    0.930  0.020  1.080
 GMG  C12  H12   single    0.930  0.020  1.080
 GMG  C14  N27   aromatic  1.321  0.020  1.321
 GMG  C14  H14   single    0.930  0.020  1.080
 GMG  C18  C23   single    1.462  0.020  1.462
 GMG  O29  C25   double    1.204  0.020  1.204
 GMG  C25  O28   single    1.328  0.020  1.328
 GMG  O28  HO28  single    0.850  0.020  0.980
 GMG  N26  HN26  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
 GMG  H4    C4   C19  119.06  3.000
 GMG  H4    C4   C2   120.33  3.000
 GMG  C19   C4   C2   120.61  3.000
 GMG  H5    C5   C16  119.73  3.000
 GMG  H5    C5   C8   119.28  3.000
 GMG  C16   C5   C8   120.99  3.000
 GMG  H6    C6   C16  119.77  3.000
 GMG  H6    C6   C9   119.21  3.000
 GMG  C16   C6   C9   121.02  3.000
 GMG  H7    C7   C17  119.14  3.000
 GMG  H7    C7   C10  119.96  3.000
 GMG  C17   C7   C10  120.90  3.000
 GMG  H8    C8   C18  119.74  3.000
 GMG  H8    C8   C5   119.26  3.000
 GMG  C18   C8   C5   121.00  3.000
 GMG  H10   C10  C20  119.30  3.000
 GMG  H10   C10  C7   119.59  3.000
 GMG  C20   C10  C7   121.10  3.000
 GMG  H13   C13  N26  120.36  3.000
 GMG  H13   C13  C23  129.11  3.000
 GMG  N26   C13  C23  110.51  3.000
 GMG  C19   C17  C3   119.17  3.000
 GMG  C19   C17  C7   118.54  3.000
 GMG  C3    C17  C7   122.30  3.000
 GMG  C11   C20  C21  121.12  3.000
 GMG  C21   C20  C10  120.17  3.000
 GMG  C11   C20  C10  118.71  3.000
 GMG  C14   C21  C12  118.52  3.000
 GMG  C14   C21  C20  120.12  3.000
 GMG  C12   C21  C20  121.36  3.000
 GMG  C23   C22  C12  136.39  3.000
 GMG  C23   C22  C24  106.91  3.000
 GMG  C12   C22  C24  116.68  3.000
 GMG  N27   C24  N26  126.00  3.000
 GMG  N26   C24  C22  107.75  3.000
 GMG  N27   C24  C22  126.25  3.000
 GMG  H1    C1   C3   120.12  3.000
 GMG  H1    C1   C2   119.59  3.000
 GMG  C3    C1   C2   120.29  3.000
 GMG  H2    C2   C1   119.56  3.000
 GMG  H2    C2   C4   120.07  3.000
 GMG  C1    C2   C4   120.37  3.000
 GMG  H3    C3   C1   120.37  3.000
 GMG  H3    C3   C17  119.04  3.000
 GMG  C1    C3   C17  120.59  3.000
 GMG  H9    C9   C18  120.07  3.000
 GMG  H9    C9   C6   118.95  3.000
 GMG  C18   C9   C6   120.96  3.000
 GMG  H11   C11  C19  118.31  3.000
 GMG  H11   C11  C20  120.17  3.000
 GMG  C19   C11  C20  121.50  3.000
 GMG  H12   C12  C22  121.12  3.000
 GMG  H12   C12  C21  120.39  3.000
 GMG  C22   C12  C21  118.48  3.000
 GMG  H14   C14  N27  116.01  3.000
 GMG  H14   C14  C21  119.35  3.000
 GMG  N27   C14  C21  124.63  3.000
 GMG  C15   C16  C6   120.86  3.000
 GMG  C15   C16  C5   120.92  3.000
 GMG  C6    C16  C5   118.21  3.000
 GMG  C23   C18  C9   121.37  3.000
 GMG  C23   C18  C8   120.82  3.000
 GMG  C9    C18  C8   117.81  3.000
 GMG  C11   C19  C17  119.25  3.000
 GMG  C11   C19  C4   121.77  3.000
 GMG  C17   C19  C4   118.98  3.000
 GMG  C18   C23  C22  128.36  3.000
 GMG  C18   C23  C13  125.97  3.000
 GMG  C22   C23  C13  105.68  3.000
 GMG  O29   C25  O28  123.45  3.000
 GMG  O28   C25  C15  111.36  3.000
 GMG  O29   C25  C15  125.19  3.000
 GMG  HN26  N26  C24  125.51  3.000
 GMG  HN26  N26  C13  125.34  3.000
 GMG  C24   N26  C13  109.15  3.000
 GMG  C14   N27  C24  115.44  3.000
 GMG  HO28  O28  C25  110.09  3.000
 GMG  H15A  C15  H15  105.73  3.000
 GMG  H15A  C15  C25  108.03  3.000
 GMG  H15   C15  C25  108.10  3.000
 GMG  H15A  C15  C16  110.98  3.000
 GMG  H15   C15  C16  110.99  3.000
 GMG  C25   C15  C16  112.70  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
 GMG  CONST_01  C3    C1   C2   C4     0.00   0.0  0
 GMG  CONST_02  C7    C17  C19  C4   180.00   0.0  0
 GMG  CONST_03  C3    C17  C19  C4     0.00   0.0  0
 GMG  CONST_04  C20   C11  C19  C4   180.00   0.0  0
 GMG  CONST_05  C9    C18  C8   C5     0.00   0.0  0
 GMG  CONST_06  C23   C18  C8   C5   180.00   0.0  0
 GMG  CONST_07  C9    C6   C16  C5     0.00   0.0  0
 GMG  CONST_08  C8    C5   C16  C6     0.00   0.0  0
 GMG  CONST_09  C8    C18  C9   C6     0.00   0.0  0
 GMG  CONST_10  C23   C18  C9   C6   180.00   0.0  0
 GMG  CONST_11  C1    C3   C17  C7   180.00   0.0  0
 GMG  CONST_12  C11   C19  C17  C7     0.00   0.0  0
 GMG  CONST_13  C11   C20  C10  C7     0.00   0.0  0
 GMG  CONST_14  C21   C20  C10  C7   180.00   0.0  0
 GMG  CONST_17  C3    C17  C7   C10  180.00   0.0  0
 GMG  CONST_18  C19   C17  C7   C10    0.00   0.0  0
 GMG  CONST_19  C19   C11  C20  C10    0.00   0.0  0
 GMG  CONST_22  C12   C22  C23  C13  180.00   0.0  0
 GMG  CONST_23  C24   C22  C23  C13    0.00   0.0  0
 GMG  CONST_25  C22   C24  N26  C13    0.00   0.0  0
 GMG  CONST_26  N27   C24  N26  C13  180.00   0.0  0
 GMG  CONST_27  C20   C10  C7   C17    0.00   0.0  0
 GMG  CONST_28  C2    C1   C3   C17    0.00   0.0  0
 GMG  CONST_29  C2    C4   C19  C17    0.00   0.0  0
 GMG  CONST_30  C20   C11  C19  C17    0.00   0.0  0
 GMG  CONST_31  C22   C12  C21  C20  180.00   0.0  0
 GMG  CONST_32  N27   C14  C21  C20  180.00   0.0  0
 GMG  CONST_33  C19   C11  C20  C21  180.00   0.0  0
 GMG  CONST_34  C23   C22  C12  C21  180.00   0.0  0
 GMG  CONST_35  C24   C22  C12  C21    0.00   0.0  0
 GMG  CONST_36  C24   N27  C14  C21    0.00   0.0  0
 GMG  CONST_37  C14   C21  C12  C22    0.00   0.0  0
 GMG  CONST_38  N26   C13  C23  C22    0.00   0.0  0
 GMG  CONST_40  C14   N27  C24  C22    0.00   0.0  0
 GMG  CONST_41  C18   C23  C22  C24  180.00   0.0  0
 GMG  CONST_42  C23   C13  N26  C24    0.00   0.0  0
 GMG  CONST_43  C19   C17  C3   C1     0.00   0.0  0
 GMG  CONST_44  C19   C4   C2   C1     0.00   0.0  0
 GMG  CONST_45  C11   C19  C4   C2   180.00   0.0  0
 GMG  CONST_46  C11   C19  C17  C3   180.00   0.0  0
 GMG  CONST_49  N27   C14  C21  C12    0.00   0.0  0
 GMG  CONST_50  C18   C23  C22  C12    0.00   0.0  0
 GMG  CONST_51  N27   C24  C22  C12    0.00   0.0  0
 GMG  CONST_52  N26   C24  C22  C12  180.00   0.0  0
 GMG  CONST_53  N26   C24  N27  C14  180.00   0.0  0
 GMG  CONST_54  C18   C8   C5   C16    0.00   0.0  0
 GMG  CONST_55  C18   C9   C6   C16    0.00   0.0  0
 GMG  CONST_56  N26   C13  C23  C18  180.00   0.0  0
 GMG  CONST_57  N27   C24  C22  C23  180.00   0.0  0
 GMG  CONST_58  N26   C24  C22  C23    0.00   0.0  0
 GMG  CONST_59  C15   C16  C5   C8   180.00   0.0  0
 GMG  CONST_60  C9    C6   C16  C15  180.00   0.0  0
 GMG  CONST_61  H1    C1   C2   C4   180.00   0.0  0
 GMG  CONST_62  H11   C11  C19  C4     0.00   0.0  0
 GMG  CONST_63  H6    C6   C16  C5   180.00   0.0  0
 GMG  CONST_64  H5    C5   C16  C6   180.00   0.0  0
 GMG  CONST_65  H3    C3   C17  C7     0.00   0.0  0
 GMG  CONST_66  H9    C9   C18  C8   180.00   0.0  0
 GMG  CONST_67  H10   C10  C7   C17  180.00   0.0  0
 GMG  CONST_68  H4    C4   C19  C17  180.00   0.0  0
 GMG  CONST_69  H7    C7   C10  C20  180.00   0.0  0
 GMG  CONST_70  H12   C12  C21  C20    0.00   0.0  0
 GMG  CONST_71  H14   C14  C21  C20    0.00   0.0  0
 GMG  CONST_72  H13   C13  C23  C22  180.00   0.0  0
 GMG  CONST_73  HN26  N26  C24  C22  180.00   0.0  0
 GMG  CONST_74  H2    C2   C1   C3   180.00   0.0  0
 GMG  CONST_75  H8    C8   C18  C9   180.00   0.0  0
 GMG  CONST_76  HO28  O28  C25  C15  180.00   0.0  0
 GMG  Var_01    C25   C15  C16  C5    90.73  30.0  2
 GMG  Var_02    O29   C25  C15  C16   -1.01  30.0  1

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
 GMG  plan-1  C5    0.020
 GMG  plan-1  C6    0.020
 GMG  plan-1  C8    0.020
 GMG  plan-1  C9    0.020
 GMG  plan-1  C16   0.020
 GMG  plan-1  C18   0.020
 GMG  plan-1  C23   0.020
 GMG  plan-1  H5    0.020
 GMG  plan-1  H6    0.020
 GMG  plan-1  H8    0.020
 GMG  plan-1  H9    0.020
 GMG  plan-1  C15   0.020
 GMG  plan-2  C13   0.020
 GMG  plan-2  C20   0.020
 GMG  plan-2  C21   0.020
 GMG  plan-2  C22   0.020
 GMG  plan-2  C24   0.020
 GMG  plan-2  C12   0.020
 GMG  plan-2  C14   0.020
 GMG  plan-2  C18   0.020
 GMG  plan-2  C23   0.020
 GMG  plan-2  N26   0.020
 GMG  plan-2  N27   0.020
 GMG  plan-2  H13   0.020
 GMG  plan-2  H12   0.020
 GMG  plan-2  H14   0.020
 GMG  plan-2  HN26  0.020
 GMG  plan-3  C4    0.020
 GMG  plan-3  C7    0.020
 GMG  plan-3  C10   0.020
 GMG  plan-3  C17   0.020
 GMG  plan-3  C20   0.020
 GMG  plan-3  C21   0.020
 GMG  plan-3  C1    0.020
 GMG  plan-3  C2    0.020
 GMG  plan-3  C3    0.020
 GMG  plan-3  C11   0.020
 GMG  plan-3  C19   0.020
 GMG  plan-3  H4    0.020
 GMG  plan-3  H7    0.020
 GMG  plan-3  H10   0.020
 GMG  plan-3  H1    0.020
 GMG  plan-3  H2    0.020
 GMG  plan-3  H3    0.020
 GMG  plan-3  H11   0.020
 GMG  plan-4  C25   0.020
 GMG  plan-4  O28   0.020
 GMG  plan-4  O29   0.020
 GMG  plan-4  HO28  0.020
 GMG  plan-4  C15   0.020

