# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 16:14:17 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (5-hydroxy-6-methyl-4-{[2-({[(2-nitrophenyl)carbonyl]amino}acetyl)hydrazino]methyl}pyridin-3-yl)methyl dihydrogen phosphate (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ncc(CO[P](O)(O)=O)c(CNNC(=O)CNC(=O)c2ccccc2[N+]([O-])=O)c1O
#
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
 BLP  BLP  '(5-hydroxy-6-methyl-4-{[2-({[(2-nitrophenyl)carbonyl]amino}acetyl)hydrazino]methyl}pyridin-3-yl)methyl dihydrogen phosphate (non-preferred name)'  ligand  52  32  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BLP
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
 BLP  O8    O  O     -1  -0.411  -5.8831   3.5322  -0.3051
 BLP  N5    N  N      1   0.304  -5.4025   2.5353   0.1789
 BLP  O7    O  O      0  -0.345  -4.2546   2.4255   0.5333
 BLP  C16   C  CR6    0   0.357  -6.2784   1.3920   0.3828
 BLP  C15   C  CR16   0  -0.316  -7.5711   1.6382   0.8077
 BLP  C14   C  CR16   0  -0.187  -8.4032   0.5635   1.0835
 BLP  C13   C  CR16   0  -0.287  -7.9383  -0.7312   0.9184
 BLP  C12   C  CR16   0  -0.299  -6.6407  -0.9578   0.4774
 BLP  C11   C  CR6    0  -0.028  -5.7857   0.1027   0.2071
 BLP  C10   C  C      0   0.489  -4.4460  -0.1704  -0.4139
 BLP  O6    O  O      0  -0.438  -4.1550   0.3055  -1.4965
 BLP  N4    N  NH1    0  -0.601  -3.6822  -1.0317   0.2730
 BLP  C9    C  CH2    0  -0.434  -2.3912  -1.4591  -0.1775
 BLP  C8    C  C      0   0.509  -1.2757  -0.5555   0.3301
 BLP  O5    O  O      0  -0.442  -1.4627   0.6033   0.6400
 BLP  N3    N  NH1    0  -0.510  -0.0727  -1.1651   0.3725
 BLP  N2    N  NH1    0  -0.441   1.0549  -0.4484   0.7045
 BLP  C7    C  CH2    0  -0.372   2.0119  -0.3253  -0.3924
 BLP  C6    C  CR6    0   0.053   3.0628   0.6949  -0.0370
 BLP  C17   C  CR6    0   0.183   2.6687   1.9216   0.4983
 BLP  O9    O  OH1    0  -0.632   1.3887   2.2223   0.7625
 BLP  C2    C  CR6    0   0.154   3.6348   2.9062   0.7557
 BLP  C1    C  CH3    0  -0.697   3.2292   4.2395   1.3039
 BLP  C4    C  CR6    0  -0.088   4.4255   0.4815  -0.2652
 BLP  C3    C  CR16   0  -0.080   5.3048   1.5112   0.0282
 BLP  N1    N  N      0  -0.403   4.9157   2.6857   0.5151
 BLP  C5    C  CH2    0  -0.268   4.8953  -0.8321  -0.8270
 BLP  O1    O  O2     0  -0.578   6.3137  -0.8175  -0.9441
 BLP  P1    P  P      0   1.444   7.1010  -2.1972  -1.1192
 BLP  O2    O  OH1    0  -0.703   8.5311  -1.5578  -1.3994
 BLP  O3    O  OH1    0  -0.618   7.1415  -2.8943   0.3171
 BLP  O4    O  O      0  -0.769   6.5496  -3.1399  -2.1099
 BLP  H15   H  HCR6   0   0.275  -7.9224   2.6505   0.9500
 BLP  H14   H  HCR6   0   0.286  -9.4112   0.7450   1.4291
 BLP  H13   H  HCR6   0   0.265  -8.5862  -1.5719   1.1251
 BLP  H12   H  HCR6   0   0.288  -6.3002  -1.9728   0.3207
 BLP  HN4   H  HNH1   0   0.387  -3.9639  -1.3004   1.2023
 BLP  H91   H  HCH2   0   0.307  -2.3601  -1.4394  -1.2680
 BLP  H92   H  HCH2   0   0.304  -2.2299  -2.4931   0.1284
 BLP  HN3   H  HNH1   0   0.427   0.0222  -2.1388   0.1147
 BLP  HN2   H  HNH1   0   0.390   1.4910  -0.8581   1.5226
 BLP  H71   H  HCH2   0   0.312   1.4627   0.0244  -1.2707
 BLP  H72   H  HCH2   0   0.239   2.4490  -1.2906  -0.6618
 BLP  HO9   H  HOH1   0   0.464   0.8762   1.3852   0.8338
 BLP  H11   H  HCH3   0   0.278   2.5365   4.7562   0.6369
 BLP  H12A  H  HCH3   0   0.243   2.7272   4.1419   2.2684
 BLP  H13A  H  HCH3   0   0.218   4.1072   4.8681   1.4375
 BLP  H3    H  HCR6   0   0.275   6.3689   1.3954  -0.1311
 BLP  H51   H  HCH2   0   0.258   4.5707  -1.6462  -0.1698
 BLP  H52   H  HCH2   0   0.235   4.4542  -1.0116  -1.8112
 BLP  HO2   H  HOH1   0   0.489   9.2231  -2.2056  -1.5916
 BLP  HO3   H  HOH1   0   0.513   7.5523  -2.3802   1.0254

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
 BLP  O8   N5    single    1.208  0.020  1.208
 BLP  N5   O7    double    1.206  0.020  1.206
 BLP  N5   C16   single    1.455  0.020  1.455
 BLP  C16  C15   aromatic  1.383  0.020  1.383
 BLP  C16  C11   aromatic  1.391  0.020  1.391
 BLP  C15  C14   aromatic  1.387  0.020  1.387
 BLP  C15  H15   single    0.930  0.020  1.080
 BLP  C14  C13   aromatic  1.385  0.020  1.385
 BLP  C14  H14   single    0.930  0.020  1.080
 BLP  C13  C12   aromatic  1.389  0.020  1.389
 BLP  C13  H13   single    0.930  0.020  1.080
 BLP  C12  C11   aromatic  1.389  0.020  1.389
 BLP  C12  H12   single    0.930  0.020  1.080
 BLP  C11  C10   single    1.502  0.020  1.502
 BLP  C10  O6    double    1.218  0.020  1.218
 BLP  C10  N4    single    1.341  0.020  1.341
 BLP  N4   C9    single    1.433  0.020  1.433
 BLP  N4   HN4   single    0.860  0.020  1.020
 BLP  C9   C8    single    1.523  0.020  1.523
 BLP  C9   H91   single    0.970  0.020  1.090
 BLP  C9   H92   single    0.970  0.020  1.090
 BLP  C8   O5    double    1.214  0.020  1.214
 BLP  C8   N3    single    1.349  0.020  1.349
 BLP  N3   N2    single    1.377  0.020  1.377
 BLP  N3   HN3   single    0.860  0.020  1.020
 BLP  N2   C7    single    1.461  0.020  1.461
 BLP  N2   HN2   single    0.890  0.020  1.040
 BLP  C7   C6    single    1.507  0.020  1.507
 BLP  C7   H71   single    0.970  0.020  1.090
 BLP  C7   H72   single    0.970  0.020  1.090
 BLP  C6   C17   aromatic  1.395  0.020  1.395
 BLP  C6   C4    aromatic  1.398  0.020  1.398
 BLP  C17  O9    single    1.341  0.020  1.341
 BLP  C17  C2    aromatic  1.403  0.020  1.403
 BLP  O9   HO9   single    0.850  0.020  0.980
 BLP  C2   C1    single    1.498  0.020  1.498
 BLP  C2   N1    aromatic  1.322  0.020  1.322
 BLP  C1   H11   single    0.970  0.020  1.090
 BLP  C1   H12A  single    0.970  0.020  1.090
 BLP  C1   H13A  single    0.970  0.020  1.090
 BLP  C4   C3    aromatic  1.386  0.020  1.386
 BLP  C4   C5    single    1.504  0.020  1.504
 BLP  C3   N1    aromatic  1.330  0.020  1.330
 BLP  C3   H3    single    0.930  0.020  1.080
 BLP  C5   O1    single    1.423  0.020  1.423
 BLP  C5   H51   single    0.970  0.020  1.090
 BLP  C5   H52   single    0.970  0.020  1.090
 BLP  O1   P1    single    1.598  0.020  1.598
 BLP  P1   O2    single    1.591  0.020  1.591
 BLP  P1   O3    single    1.597  0.020  1.597
 BLP  P1   O4    double    1.475  0.020  1.475
 BLP  O2   HO2   single    0.850  0.020  0.980
 BLP  O3   HO3   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
 BLP  C16   N5   O7    117.40  3.000
 BLP  C16   N5   O8    117.72  3.000
 BLP  O7    N5   O8    124.85  3.000
 BLP  C11   C16  C15   122.34  3.000
 BLP  C11   C16  N5    119.82  3.000
 BLP  C15   C16  N5    117.78  3.000
 BLP  H15   C15  C14   120.30  3.000
 BLP  H15   C15  C16   120.73  3.000
 BLP  C14   C15  C16   118.94  3.000
 BLP  H14   C14  C13   120.52  3.000
 BLP  H14   C14  C15   119.53  3.000
 BLP  C13   C14  C15   119.94  3.000
 BLP  H13   C13  C12   119.58  3.000
 BLP  H13   C13  C14   120.18  3.000
 BLP  C12   C13  C14   120.25  3.000
 BLP  H12   C12  C11   119.63  3.000
 BLP  H12   C12  C13   119.54  3.000
 BLP  C11   C12  C13   120.82  3.000
 BLP  C10   C11  C12   119.40  3.000
 BLP  C10   C11  C16   122.46  3.000
 BLP  C12   C11  C16   117.71  3.000
 BLP  N4    C10  O6    124.78  3.000
 BLP  N4    C10  C11   114.41  3.000
 BLP  O6    C10  C11   120.64  3.000
 BLP  HN4   N4   C9    117.54  3.000
 BLP  HN4   N4   C10   118.99  3.000
 BLP  C9    N4   C10   122.96  3.000
 BLP  H92   C9   H91   107.05  3.000
 BLP  H92   C9   C8    111.15  3.000
 BLP  H91   C9   C8    107.55  3.000
 BLP  H92   C9   N4    109.15  3.000
 BLP  H91   C9   N4    109.55  3.000
 BLP  C8    C9   N4    112.23  3.000
 BLP  N3    C8   O5    124.10  3.000
 BLP  N3    C8   C9    113.30  3.000
 BLP  O5    C8   C9    122.60  3.000
 BLP  HN3   N3   N2    119.06  3.000
 BLP  HN3   N3   C8    120.69  3.000
 BLP  N2    N3   C8    120.17  3.000
 BLP  HN2   N2   C7    110.99  3.000
 BLP  HN2   N2   N3    109.67  3.000
 BLP  C7    N2   N3    113.54  3.000
 BLP  H72   C7   H71   106.57  3.000
 BLP  H72   C7   C6    112.15  3.000
 BLP  H71   C7   C6    108.86  3.000
 BLP  H72   C7   N2    111.87  3.000
 BLP  H71   C7   N2    107.51  3.000
 BLP  C6    C7   N2    109.68  3.000
 BLP  C4    C6   C17   118.18  3.000
 BLP  C4    C6   C7    122.53  3.000
 BLP  C17   C6   C7    119.25  3.000
 BLP  C2    C17  O9    117.62  3.000
 BLP  C2    C17  C6    119.53  3.000
 BLP  O9    C17  C6    122.84  3.000
 BLP  HO9   O9   C17   108.69  3.000
 BLP  N1    C2   C1    118.53  3.000
 BLP  N1    C2   C17   121.11  3.000
 BLP  C1    C2   C17   120.35  3.000
 BLP  H13A  C1   H12A  108.31  3.000
 BLP  H13A  C1   H11   108.28  3.000
 BLP  H12A  C1   H11   106.88  3.000
 BLP  H13A  C1   C2    109.92  3.000
 BLP  H12A  C1   C2    111.61  3.000
 BLP  H11   C1   C2    111.69  3.000
 BLP  C5    C4   C3    122.01  3.000
 BLP  C5    C4   C6    119.92  3.000
 BLP  C3    C4   C6    118.07  3.000
 BLP  H3    C3   N1    115.87  3.000
 BLP  H3    C3   C4    120.88  3.000
 BLP  N1    C3   C4    123.25  3.000
 BLP  C3    N1   C2    119.85  3.000
 BLP  H52   C5   H51   107.37  3.000
 BLP  H52   C5   O1    109.24  3.000
 BLP  H51   C5   O1    110.63  3.000
 BLP  H52   C5   C4    110.70  3.000
 BLP  H51   C5   C4    109.42  3.000
 BLP  O1    C5   C4    109.46  3.000
 BLP  P1    O1   C5    119.41  3.000
 BLP  O4    P1   O3    109.56  3.000
 BLP  O4    P1   O2    118.33  3.000
 BLP  O3    P1   O2    108.11  3.000
 BLP  O4    P1   O1    116.19  3.000
 BLP  O3    P1   O1    106.90  3.000
 BLP  O2    P1   O1     96.61  3.000
 BLP  HO2   O2   P1    114.13  3.000
 BLP  HO3   O3   P1    115.95  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
 BLP  CONST_01  C13  C14  C15  C16     0.00   0.0  0
 BLP  CONST_02  C13  C12  C11  C16     0.00   0.0  0
 BLP  CONST_03  C12  C11  C16  C15     0.00   0.0  0
 BLP  CONST_04  C12  C13  C14  C15     0.00   0.0  0
 BLP  CONST_05  C11  C16  C15  C14     0.00   0.0  0
 BLP  CONST_06  C11  C12  C13  C14     0.00   0.0  0
 BLP  CONST_07  N1   C2   C17  C6      0.00   0.0  0
 BLP  CONST_08  N1   C3   C4   C6      0.00   0.0  0
 BLP  CONST_09  C3   C4   C6   C17     0.00   0.0  0
 BLP  CONST_10  C3   N1   C2   C17     0.00   0.0  0
 BLP  CONST_11  C4   C6   C17  C2      0.00   0.0  0
 BLP  CONST_12  C4   C3   N1   C2      0.00   0.0  0
 BLP  CONST_13  C14  C15  C16  N5    180.00   0.0  0
 BLP  CONST_14  C12  C11  C16  N5    180.00   0.0  0
 BLP  CONST_15  C10  C11  C16  C15   180.00   0.0  0
 BLP  CONST_16  C10  C11  C12  C13   180.00   0.0  0
 BLP  CONST_17  C2   C17  C6   C7    180.00   0.0  0
 BLP  CONST_18  C3   C4   C6   C7    180.00   0.0  0
 BLP  CONST_19  C1   C2   C17  C6    180.00   0.0  0
 BLP  CONST_20  C5   C4   C6   C17   180.00   0.0  0
 BLP  CONST_21  C4   C6   C17  O9    180.00   0.0  0
 BLP  CONST_22  N1   C2   C17  O9    180.00   0.0  0
 BLP  CONST_23  C3   N1   C2   C1    180.00   0.0  0
 BLP  CONST_24  C5   C4   C3   N1    180.00   0.0  0
 BLP  CONST_25  H14  C14  C15  C16   180.00   0.0  0
 BLP  CONST_26  H12  C12  C11  C16   180.00   0.0  0
 BLP  CONST_27  H13  C13  C14  C15   180.00   0.0  0
 BLP  CONST_28  H15  C15  C14  C13   180.00   0.0  0
 BLP  CONST_29  H3   C3   C4   C6    180.00   0.0  0
 BLP  CONST_34  C9   N4   C10  C11   180.00   0.0  0
 BLP  CONST_35  HN4  N4   C10  C11     0.00   0.0  0
 BLP  CONST_36  C9   N4   C10  O6      0.00   0.0  0
 BLP  CONST_37  N2   N3   C8   C9    180.00   0.0  0
 BLP  CONST_38  N2   N3   C8   O5      0.00   0.0  0
 BLP  CONST_39  HN3  N3   C8   C9      0.00   0.0  0
 BLP  Var_01    O6   C10  C11  C16   -52.81  30.0  2
 BLP  Var_02    C17  C6   C7   N2    -46.68  30.0  2
 BLP  Var_03    O1   C5   C4   C6   -178.89  30.0  2
 BLP  Var_04    H11  C1   C2   C17   -59.77  30.0  2
 BLP  Var_05    C6   C7   N2   N3    168.48  30.0  3
 BLP  Var_06    C8   C9   N4   C10    90.08  30.0  3
 BLP  Var_07    O5   C8   C9   N4    -24.86  30.0  3
 BLP  Var_08    C7   N2   N3   C8   -113.95  30.0  2
 BLP  Var_09    O2   P1   O1   C5    172.36  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
 BLP  plan-1  N5   0.020
 BLP  plan-1  C16  0.020
 BLP  plan-1  C15  0.020
 BLP  plan-1  C14  0.020
 BLP  plan-1  C13  0.020
 BLP  plan-1  C12  0.020
 BLP  plan-1  C11  0.020
 BLP  plan-1  C10  0.020
 BLP  plan-1  H15  0.020
 BLP  plan-1  H14  0.020
 BLP  plan-1  H13  0.020
 BLP  plan-1  H12  0.020
 BLP  plan-2  C7   0.020
 BLP  plan-2  C6   0.020
 BLP  plan-2  C17  0.020
 BLP  plan-2  O9   0.020
 BLP  plan-2  C2   0.020
 BLP  plan-2  C1   0.020
 BLP  plan-2  C4   0.020
 BLP  plan-2  C3   0.020
 BLP  plan-2  N1   0.020
 BLP  plan-2  C5   0.020
 BLP  plan-2  H3   0.020
 BLP  plan-3  C11  0.020
 BLP  plan-3  C10  0.020
 BLP  plan-3  O6   0.020
 BLP  plan-3  N4   0.020
 BLP  plan-3  C9   0.020
 BLP  plan-3  HN4  0.020
 BLP  plan-4  C9   0.020
 BLP  plan-4  C8   0.020
 BLP  plan-4  O5   0.020
 BLP  plan-4  N3   0.020
 BLP  plan-4  N2   0.020
 BLP  plan-4  HN3  0.020
 BLP  plan-5  O8   0.020
 BLP  plan-5  N5   0.020
 BLP  plan-5  O7   0.020
 BLP  plan-5  C16  0.020

