Canonical Smiles : COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O)O
Inchi Key : HXQOVGDXCHFLOP-VNAFEJHWSA-O
IUPAC : [(2S,3R,4R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Pubchem ID : 71308234
Smiles : COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 639.17
Volume : 609.353
Density : 1.049
nHA : 14
nHD : 7
nRot : 10
nRing : 5
Max Ring : 10
nHet: 14
fChar : 1
nRig : 31
Flexibility : 0.323
Stereo Centers : 5
TPSA : 216.13
logS : -3.591
logP: 3.085
logD7.4 : 2.608
ABSORPTION
Caco-2 Permeability : -6.372
MDCK Permeability : 0.0000125328
Pgp-inhibitor : 0.025
Pgp-substrate : 0.983
HIA : 0.806
F20% : 0.825
F30% : 0.995
DISTRIBUTION
PPB : 0.939878
VD : 0.599
BBB Penetration : 0.029
Fu : 0.129241
METABOLISM
CYP 1A2 inhibitor : 0.052
CYP 1A2 substrate : 0.119
CYP 2C19 inhibitor : 0.031
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0.041
CYP 2C9 substrate : 0.722
CYP 2D6 inhibitor : 0.13
CYP 2D6 substrate : 0.298
CYP 3A4 inhibitor : 0.055
CYP 3A4 substrate : 0.063
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MEDICINAL CHEMISTRY
QED : 0.08
SAscore : 4.451
Fsp : 0.25
MCE-18 : 107.25
NPscore : 1.573
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.081
H-HT : 0.117
DILI : 0.926
AMES Toxicity : 0.677
Rat Oral Acute Toxicity : 0.059
FDAMDD : 0.548
Skin Sensitization : 0.702
Carcinogencity : 0.118
Eye Corrosion : 0.003
Eye Irritation : 0.019
Respiratory Toxicity : 0.034
Bioconcentration Factor : 1.177
IGC50 : 5.018
LC50FM : 5.938
LC50DM : 6.329
NR-AR : 0.051
NR-AR-LBD: 0.835
NR-AhR : 0.939
NR-Aromatase : 0.878
NR-ER : 0.597
NR-ER-LBD : 0.923
NR-PPAR-gamma : 0.982
SR-ARE : 0.913
SR-ATAD5 : 0.849
SR-HSE : 0.945
SR-MMP : 0.98
SR-p53 : 0.978
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 11
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.289
t1/2 : 0.89
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