# GEN: Generated by GRADE_PDB_LIGAND 1.2.9pre (June 16 2014)
# GEN: using MOGUL 1.6.1(DEV7), CSD as535be, with quantum mechanics RM1
# GEN: ((DatabaseID PDB-I0G))
# Compound InChI XIESSJVMWNJCGZ-VKJFTORMSA-N
# Compound full name _3AS,4R,9BR_-4-_4-HYDROXYPHENYL_-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA_C_CHROMEN-8-OL
#  
# Number of restraints found:
# Bond lengths
#     lengths/sigmas set by mogul                24
#     bonds to hydrogen set to neutron values    18
#     bonds lengths set by partial QM             0
# Bond Angles
#     angles/sigmas set by mogul                 34
#     non-H angles set by partial QM              1
#     H bond angles set by partial QM            40
# Trigonal planes (atoms bonded to 3 others that are held flat)
#     trigonal atoms from 3 mogul bond angles     5
#     atoms NOT trigonal from 3 mogul angles      0
#     trigonal atoms from partial QM              7
#     atoms not trigonal from partial QM          0
# Torsions and 1-4 planes                                      
#     bonds where mogul states cis/trans          0
#     bonds mogul indicates flat                  0
#     bonds mogul indicates 3-fold staggered      0
#     bonds mogul indicates not flat              0
#     in flat 5/6 membered rings after PQM       12
#     other flat bonds after partial QM           1
#     sp3-sp3 set 3-fold staggered by QM          1
#     All other torsions (unrestrained)          10
# Total charge set to 0
# Bonds defined by QM have a sigma set to 0.030 Angs
# Angles defined by QM have a sigma set to 3.0 degrees
# Coordinates are "ideal" after geometry minimization with restraints
# BUSTER-KEYWORD TRUSTCOORD
# BUSTER-KEYWORD TRUSTTORS
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 
I0G I0G 
;_3AS,4R,9BR_-4-_4-HYDROXYPHENYL_-1,2,3,3A,4,9B-HEXAHYDROCYCLOPENTA_C_CHROMEN-8-OL
;
non-polymer 39 21 . 
data_comp_I0G
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.type_energy 
_chem_comp_atom.partial_charge 
_chem_comp_atom.x 
_chem_comp_atom.y 
_chem_comp_atom.z 
I0G C4   C CH1  -0.006 -0.979 -5.175 -0.932 
I0G C6   C CR6  0.001  -0.648 -3.703 -0.732 
I0G C7   C CR16 -0.013 -1.506 -2.703 -1.191 
I0G C8   C CR6  0.117  -1.182 -1.364 -1.010 
I0G C10  C CR16 -0.017 -0.003 -1.009 -0.371 
I0G C17  C CR16 -0.052 3.221  -7.303 -0.273 
I0G C21  C CR16 -0.020 3.474  -7.214 2.476  
I0G C22  C CR16 -0.052 2.561  -6.400 1.831  
I0G C24  C CH2  -0.052 -2.092 -6.439 0.854  
I0G C1   C CH2  -0.046 -0.599 -6.382 1.121  
I0G C2   C CH1  0.007  0.025  -6.141 -0.259 
I0G O9   O OH1  -0.507 -2.031 -0.398 -1.465 
I0G C11  C CR16 -0.016 0.856  -1.989 0.090  
I0G C12  C CR6  0.125  0.532  -3.323 -0.092 
I0G O13  O O2   -0.484 1.431  -4.245 0.389  
I0G C14  C CH1  0.128  1.433  -5.537 -0.258 
I0G C16  C CR6  -0.007 2.420  -6.429 0.450  
I0G C18  C CR16 -0.020 4.138  -8.124 0.359  
I0G C19  C CR6  0.117  4.268  -8.081 1.740  
I0G O20  O OH1  -0.507 5.168  -8.883 2.383  
I0G C23  C CH2  -0.046 -2.355 -5.661 -0.435 
I0G H4   H HCH1 0.035  -0.923 -5.316 -2.010 
I0G H7   H HCR  0.066  -2.434 -2.973 -1.694 
I0G H10  H HCR  0.065  0.259  0.038  -0.224 
I0G H17  H HCR  0.062  3.132  -7.349 -1.357 
I0G H21  H HCR  0.065  3.575  -7.179 3.560  
I0G H22  H HCR  0.062  1.950  -5.737 2.442  
I0G H241 H HCH2 0.027  -2.658 -6.032 1.691  
I0G H242 H HCH2 0.027  -2.433 -7.470 0.771  
I0G H11A H HCH2 0.027  -0.352 -5.581 1.816  
I0G H12  H HCH2 0.027  -0.217 -7.287 1.590  
I0G H2   H HCH1 0.035  0.060  -7.080 -0.809 
I0G HO9  H HOH1 0.292  -1.593 0.044  -2.239 
I0G H11  H HCR  0.065  1.783  -1.716 0.593  
I0G H14  H HCH1 0.079  1.756  -5.376 -1.285 
I0G H18  H HCR  0.065  4.745  -8.793 -0.249 
I0G HO20 H HOH1 0.292  5.652  -9.438 1.716  
I0G H231 H HCH2 0.027  -2.838 -6.288 -1.184 
I0G H232 H HCH2 0.027  -3.044 -4.835 -0.270 
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 
I0G C4  C2   single   1.549 0.014 
I0G C4  C23  single   1.540 0.013 
I0G C4  C6   single   1.520 0.012 
I0G C4  H4   single   1.089 0.010 
I0G C6  C12  aromatic 1.393 0.012 
I0G C6  C7   aromatic 1.393 0.011 
I0G C7  C8   aromatic 1.387 0.010 
I0G C7  H7   single   1.089 0.010 
I0G C8  C10  aromatic 1.386 0.010 
I0G C8  O9   single   1.365 0.013 
I0G C10 C11  aromatic 1.383 0.009 
I0G C10 H10  single   1.089 0.010 
I0G C17 C16  aromatic 1.387 0.011 
I0G C17 C18  aromatic 1.383 0.009 
I0G C17 H17  single   1.089 0.010 
I0G C21 C19  aromatic 1.386 0.010 
I0G C21 C22  aromatic 1.383 0.009 
I0G C21 H21  single   1.089 0.010 
I0G C22 C16  aromatic 1.387 0.011 
I0G C22 H22  single   1.089 0.010 
I0G C24 C1   single   1.517 0.028 
I0G C24 C23  single   1.517 0.028 
I0G C24 H241 single   1.089 0.010 
I0G C24 H242 single   1.089 0.010 
I0G C1  C2   single   1.535 0.014 
I0G C1  H11A single   1.089 0.010 
I0G C1  H12  single   1.089 0.010 
I0G C2  C14  single   1.531 0.009 
I0G C2  H2   single   1.089 0.010 
I0G O9  HO9  single   0.993 0.010 
I0G C11 C12  aromatic 1.385 0.012 
I0G C11 H11  single   1.089 0.010 
I0G C12 O13  single   1.374 0.009 
I0G O13 C14  single   1.444 0.013 
I0G C14 C16  single   1.506 0.011 
I0G C14 H14  single   1.089 0.010 
I0G C18 C19  aromatic 1.386 0.010 
I0G C18 H18  single   1.089 0.010 
I0G C19 O20  single   1.365 0.013 
I0G O20 HO20 single   0.993 0.010 
I0G C23 H231 single   1.089 0.010 
I0G C23 H232 single   1.089 0.010 
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 
I0G C2   C4  C23  104.0 1.6 
I0G C2   C4  C6   113.7 1.6 
I0G C23  C4  C6   116.9 3.1 
I0G C2   C4  H4   108.9 3.0 
I0G C23  C4  H4   109.4 3.0 
I0G C6   C4  H4   104.6 3.0 
I0G C4   C6  C12  120.2 1.8 
I0G C4   C6  C7   121.1 1.5 
I0G C12  C6  C7   117.7 1.1 
I0G C6   C7  C8   119.5 1.0 
I0G C6   C7  H7   119.9 3.0 
I0G C8   C7  H7   119.9 3.0 
I0G C7   C8  C10  120.1 0.7 
I0G C7   C8  O9   119.7 2.5 
I0G C10  C8  O9   120.2 2.5 
I0G C8   C10 C11  119.9 0.6 
I0G C8   C10 H10  120.9 3.0 
I0G C11  C10 H10  119.1 3.0 
I0G C16  C17 C18  121.2 0.7 
I0G C16  C17 H17  119.9 3.0 
I0G C18  C17 H17  119.0 3.0 
I0G C19  C21 C22  119.9 0.6 
I0G C19  C21 H21  119.7 3.0 
I0G C22  C21 H21  120.4 3.0 
I0G C21  C22 C16  121.2 0.7 
I0G C21  C22 H22  118.1 3.0 
I0G C16  C22 H22  120.7 3.0 
I0G C1   C24 C23  105.5 2.3 
I0G C1   C24 H241 111.3 3.0 
I0G C23  C24 H241 111.6 3.0 
I0G C1   C24 H242 111.0 3.0 
I0G C23  C24 H242 111.3 3.0 
I0G H241 C24 H242 104.5 3.0 
I0G C24  C1  C2   104.5 1.2 
I0G C24  C1  H11A 111.4 3.0 
I0G C2   C1  H11A 111.3 3.0 
I0G C24  C1  H12  112.9 3.0 
I0G C2   C1  H12  112.1 3.0 
I0G H11A C1  H12  104.9 3.0 
I0G C4   C2  C1   103.5 1.3 
I0G C4   C2  C14  110.8 2.0 
I0G C1   C2  C14  115.3 2.1 
I0G C4   C2  H2   110.0 3.0 
I0G C1   C2  H2   109.6 3.0 
I0G C14  C2  H2   108.3 3.0 
I0G C8   O9  HO9  107.5 3.0 
I0G C10  C11 C12  119.3 1.6 
I0G C10  C11 H11  120.4 3.0 
I0G C12  C11 H11  120.2 3.0 
I0G C6   C12 C11  121.2 1.0 
I0G C6   C12 O13  121.9 1.7 
I0G C11  C12 O13  116.8 1.7 
I0G C12  O13 C14  116.1 2.0 
I0G C2   C14 O13  110.6 1.5 
I0G C2   C14 C16  110.4 3.0 
I0G O13  C14 C16  108.0 1.9 
I0G C2   C14 H14  110.1 3.0 
I0G O13  C14 H14  107.6 3.0 
I0G C16  C14 H14  110.4 3.0 
I0G C17  C16 C22  118.3 0.8 
I0G C17  C16 C14  120.7 2.0 
I0G C22  C16 C14  120.7 2.0 
I0G C17  C18 C19  119.9 0.6 
I0G C17  C18 H18  118.9 3.0 
I0G C19  C18 H18  121.2 3.0 
I0G C21  C19 C18  119.6 0.6 
I0G C21  C19 O20  120.2 2.5 
I0G C18  C19 O20  120.2 2.5 
I0G C19  O20 HO20 108.2 3.0 
I0G C4   C23 C24  104.9 1.7 
I0G C4   C23 H231 110.9 3.0 
I0G C24  C23 H231 111.4 3.0 
I0G C4   C23 H232 111.6 3.0 
I0G C24  C23 H232 111.7 3.0 
I0G H231 C23 H232 105.2 3.0 
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 
I0G chir_01 C4  C23 C2  C6   positive 
I0G chir_02 C24 C23 C1  H242 both     
I0G chir_03 C1  C2  C24 H12  both     
I0G chir_04 C2  C14 C1  C4   negative 
I0G chir_05 C14 C16 O13 C2   positive 
I0G chir_06 C23 C24 C4  H232 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 
I0G csd-C12  C12  0.020 
I0G csd-C12  C6   0.020 
I0G csd-C12  C11  0.020 
I0G csd-C12  O13  0.020 
I0G csd-C16  C16  0.020 
I0G csd-C16  C17  0.020 
I0G csd-C16  C22  0.020 
I0G csd-C16  C14  0.020 
I0G csd-C19  C19  0.020 
I0G csd-C19  C21  0.020 
I0G csd-C19  C18  0.020 
I0G csd-C19  O20  0.020 
I0G csd-C6   C6   0.020 
I0G csd-C6   C4   0.020 
I0G csd-C6   C7   0.020 
I0G csd-C6   C12  0.020 
I0G csd-C8   C8   0.020 
I0G csd-C8   C7   0.020 
I0G csd-C8   C10  0.020 
I0G csd-C8   O9   0.020 
I0G qm-C10   C10  0.020 
I0G qm-C10   C8   0.020 
I0G qm-C10   C11  0.020 
I0G qm-C10   H10  0.020 
I0G qm-C11   C11  0.020 
I0G qm-C11   C10  0.020 
I0G qm-C11   C12  0.020 
I0G qm-C11   H11  0.020 
I0G qm-C17   C17  0.020 
I0G qm-C17   C16  0.020 
I0G qm-C17   C18  0.020 
I0G qm-C17   H17  0.020 
I0G qm-C18   C18  0.020 
I0G qm-C18   C17  0.020 
I0G qm-C18   C19  0.020 
I0G qm-C18   H18  0.020 
I0G qm-C21   C21  0.020 
I0G qm-C21   C22  0.020 
I0G qm-C21   C19  0.020 
I0G qm-C21   H21  0.020 
I0G qm-C22   C22  0.020 
I0G qm-C22   C21  0.020 
I0G qm-C22   C16  0.020 
I0G qm-C22   H22  0.020 
I0G qm-C7    C7   0.020 
I0G qm-C7    C6   0.020 
I0G qm-C7    C8   0.020 
I0G qm-C7    H7   0.020 
I0G qmf-01   C21  0.020 
I0G qmf-01   C19  0.020 
I0G qmf-01   O20  0.020 
I0G qmf-01   HO20 0.020 
I0G ring6A-1 C6   0.020 
I0G ring6A-1 C7   0.020 
I0G ring6A-1 C8   0.020 
I0G ring6A-1 C10  0.020 
I0G ring6A-2 C7   0.020 
I0G ring6A-2 C8   0.020 
I0G ring6A-2 C10  0.020 
I0G ring6A-2 C11  0.020 
I0G ring6A-3 C8   0.020 
I0G ring6A-3 C10  0.020 
I0G ring6A-3 C11  0.020 
I0G ring6A-3 C12  0.020 
I0G ring6A-4 C10  0.020 
I0G ring6A-4 C11  0.020 
I0G ring6A-4 C12  0.020 
I0G ring6A-4 C6   0.020 
I0G ring6A-5 C11  0.020 
I0G ring6A-5 C12  0.020 
I0G ring6A-5 C6   0.020 
I0G ring6A-5 C7   0.020 
I0G ring6A-6 C12  0.020 
I0G ring6A-6 C6   0.020 
I0G ring6A-6 C7   0.020 
I0G ring6A-6 C8   0.020 
I0G ring6B-1 C17  0.020 
I0G ring6B-1 C16  0.020 
I0G ring6B-1 C22  0.020 
I0G ring6B-1 C21  0.020 
I0G ring6B-2 C16  0.020 
I0G ring6B-2 C22  0.020 
I0G ring6B-2 C21  0.020 
I0G ring6B-2 C19  0.020 
I0G ring6B-3 C22  0.020 
I0G ring6B-3 C21  0.020 
I0G ring6B-3 C19  0.020 
I0G ring6B-3 C18  0.020 
I0G ring6B-4 C21  0.020 
I0G ring6B-4 C19  0.020 
I0G ring6B-4 C18  0.020 
I0G ring6B-4 C17  0.020 
I0G ring6B-5 C19  0.020 
I0G ring6B-5 C18  0.020 
I0G ring6B-5 C17  0.020 
I0G ring6B-5 C16  0.020 
I0G ring6B-6 C18  0.020 
I0G ring6B-6 C17  0.020 
I0G ring6B-6 C16  0.020 
I0G ring6B-6 C22  0.020 
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 
I0G other-001      C2  C4  C6  C7   0.0   1000000.0 10 
I0G other-002      C23 C4  C2  C1   0.0   1000000.0 10 
I0G other-003      C2  C4  C23 C24  0.0   1000000.0 10 
I0G CONST_ring6A-6 C12 C6  C7  C8   0.0   1000000.0 0  
I0G CONST_ring6A-5 C7  C6  C12 C11  0.0   1000000.0 0  
I0G CONST_ring6A-1 C6  C7  C8  C10  0.0   1000000.0 0  
I0G CONST_ring6A-2 C7  C8  C10 C11  0.0   1000000.0 0  
I0G other-004      C7  C8  O9  HO9  0.0   1000000.0 10 
I0G CONST_ring6A-3 C8  C10 C11 C12  0.0   1000000.0 0  
I0G CONST_ring6B-6 C18 C17 C16 C22  0.0   1000000.0 0  
I0G CONST_ring6B-5 C16 C17 C18 C19  0.0   1000000.0 0  
I0G CONST_ring6B-2 C19 C21 C22 C16  0.0   1000000.0 0  
I0G CONST_ring6B-3 C22 C21 C19 C18  0.0   1000000.0 0  
I0G CONST_ring6B-1 C21 C22 C16 C17  0.0   1000000.0 0  
I0G other-005      C23 C24 C1  C2   0.0   1000000.0 10 
I0G other-006      C1  C24 C23 C4   0.0   1000000.0 10 
I0G other-007      C24 C1  C2  C4   0.0   1000000.0 10 
I0G qm-sp3sp3-01   C4  C2  C14 C16  180.0 15.0      3  
I0G CONST_ring6A-4 C10 C11 C12 C6   0.0   1000000.0 0  
I0G other-008      C6  C12 O13 C14  0.0   1000000.0 10 
I0G other-009      C12 O13 C14 C2   0.0   1000000.0 10 
I0G other-010      C2  C14 C16 C17  0.0   1000000.0 10 
I0G CONST_ring6B-4 C17 C18 C19 C21  0.0   1000000.0 0  
I0G qmf-01         C21 C19 O20 HO20 180.0 1000000.0 2  

# 
# 
