Canonical Smiles : C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
Inchi Key : YXZYFHXWEOAXLF-UGAZNADUSA-N
IUPAC : [(2R,3S,4S,5R,6S)-4-hydroxy-3,5,6-tris[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Pubchem ID : 11297287
Smiles : O=C(OCC1OC(OC(=O)c2cc(O)c(O)c(O)c2)C(OC(=O)c2cc(O)c(O)c(O)c2)C(O)C1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 788.11
Volume : 705.039
Density : 1.118
nHA : 22
nHD : 13
nRot : 13
nRing : 5
Max Ring : 6
nHet: 22
fChar : 0
nRig : 34
Flexibility : 0.382
Stereo Centers : 5
TPSA : 377.42
logS : -2.22
logP: 1.561
logD7.4 : 1.267
ABSORPTION
Caco-2 Permeability : -7.067
MDCK Permeability : 0.00000920754
Pgp-inhibitor : 0.153
Pgp-substrate : 0
HIA : 0.996
F20% : 1
F30% : 1
DISTRIBUTION
PPB : 0.831468
VD : 0.394
BBB Penetration : 0.004
Fu : 0.249643
METABOLISM
CYP 1A2 inhibitor : 0.382
CYP 1A2 substrate : 0.009
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.017
CYP 2C9 inhibitor : 0.32
CYP 2C9 substrate : 0.017
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.07
CYP 3A4 inhibitor : 0.023
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.063
SAscore : 4.547
Fsp : 0.176
MCE-18 : 130
NPscore : 0.84
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.077
H-HT : 0.057
DILI : 0.978
AMES Toxicity : 0.057
Rat Oral Acute Toxicity : 0
FDAMDD : 0.004
Skin Sensitization : 0.967
Carcinogencity : 0.012
Eye Corrosion : 0.003
Eye Irritation : 0.937
Respiratory Toxicity : 0.001
Bioconcentration Factor : 0.816
IGC50 : 4.028
LC50FM : 4.826
LC50DM : 5.769
NR-AR : 0.002
NR-AR-LBD: 0.041
NR-AhR : 0.558
NR-Aromatase : 0.463
NR-ER : 0.606
NR-ER-LBD : 0.992
NR-PPAR-gamma : 0.54
SR-ARE : 0.092
SR-ATAD5 : 0.134
SR-HSE : 0.975
SR-MMP : 0.973
SR-p53 : 0.835
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 3
EXCRETION
CL : 12.987
t1/2 : 0.982
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