Canonical Smiles : C1=CC(=C(C=C1C(=O)C2=C(C(=C(C=C2O)O)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
Inchi Key : DJSLXXDVUXMBKZ-GPRNFGOXSA-N
IUPAC : (3,4-dihydroxyphenyl)-[2,4,6-trihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methanone
Pubchem ID : 101876647
Smiles : O=C(c1ccc(O)c(O)c1)c1c(O)cc(O)c(OC2OC(CO)C(O)C(O)C2O)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 440.1
Volume : 398.538
Density : 1.104
nHA : 12
nHD : 9
nRot : 5
nRing : 3
Max Ring : 6
nHet: 12
fChar : 0
nRig : 19
Flexibility : 0.263
Stereo Centers : 5
TPSA : 217.6
logS : -2.53
logP: -0.553
logD7.4 : 0.073
ABSORPTION
Caco-2 Permeability : -6.489
MDCK Permeability : 0.0000057784
Pgp-inhibitor : 0.006
Pgp-substrate : 0.229
HIA : 0.9
F20% : 0.977
F30% : 1
DISTRIBUTION
PPB : 0.9255
VD : 0.532
BBB Penetration : 0.08
Fu : 0.0832642
METABOLISM
CYP 1A2 inhibitor : 0.077
CYP 1A2 substrate : 0.024
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.044
CYP 2C9 inhibitor : 0.006
CYP 2C9 substrate : 0.132
CYP 2D6 inhibitor : 0.008
CYP 2D6 substrate : 0.145
CYP 3A4 inhibitor : 0.052
CYP 3A4 substrate : 0.012
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MEDICINAL CHEMISTRY
QED : 0.194
SAscore : 3.985
Fsp : 0.316
MCE-18 : 78.2
NPscore : 1.897
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.033
H-HT : 0.061
DILI : 0.975
AMES Toxicity : 0.765
Rat Oral Acute Toxicity : 0.036
FDAMDD : 0.015
Skin Sensitization : 0.603
Carcinogencity : 0.08
Eye Corrosion : 0.003
Eye Irritation : 0.067
Respiratory Toxicity : 0.026
Bioconcentration Factor : 0.861
IGC50 : 3.772
LC50FM : 4.653
LC50DM : 5.678
NR-AR : 0.035
NR-AR-LBD: 0.559
NR-AhR : 0.755
NR-Aromatase : 0.577
NR-ER : 0.272
NR-ER-LBD : 0.72
NR-PPAR-gamma : 0.786
SR-ARE : 0.207
SR-ATAD5 : 0.15
SR-HSE : 0.782
SR-MMP : 0.836
SR-p53 : 0.446
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 12
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 7.806
t1/2 : 0.845
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