Canonical Smiles : Cc1C(C(C(C(O1)Oc2=Cc(=C3C(=C2)Oc(=C(C3=O)Oc4C(C(C(Co4)O)O)O)C5=Cc(=C(C=C5)O)Oc)O)O)O)O
Inchi Key : Uixiexawtsbgcb-Uhfffaoysa-N
IUPAC : 5-Hydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-7-(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxy-3-(3,4,5-Trihydroxyoxan-2-Yl)Oxychromen-4-One
Pubchem ID : 74978267
Smiles : COc1cc(-c2oc3cc(OC4OC(C)C(O)C(O)C4O)cc(O)c3c(=O)c2OC2OCC(O)C(O)C2O)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.16
Volume : 543.527
Density : 1.093
nHA : 15
nHD : 8
nRot : 6
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 9
TPSA : 238.2
logS : -4.281
logP: -0.271
logD7.4 : 1.406
ABSORPTION
Caco-2 Permeability : -6.267
MDCK Permeability : 0.0000528451
Pgp-inhibitor : 0.002
Pgp-substrate : 0.993
HIA : 0.845
F20% : 0.007
F30% : 0.994
DISTRIBUTION
PPB : 0.725687
VD : 0.701
BBB Penetration : 0.189
Fu : 0.213118
METABOLISM
CYP 1A2 inhibitor : 0.019
CYP 1A2 substrate : 0.061
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.093
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.278
CYP 2D6 inhibitor : 0.013
CYP 2D6 substrate : 0.185
CYP 3A4 inhibitor : 0.008
CYP 3A4 substrate : 0.008
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MEDICINAL CHEMISTRY
QED : 0.169
SAscore : 4.669
Fsp : 0.444
MCE-18 : 119.436
NPscore : 1.911
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.054
DILI : 0.978
AMES Toxicity : 0.79
Rat Oral Acute Toxicity : 0.022
FDAMDD : 0.02
Skin Sensitization : 0.015
Carcinogencity : 0.747
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.019
Bioconcentration Factor : 0.964
IGC50 : 3.997
LC50FM : 5.034
LC50DM : 5.77
NR-AR : 0.544
NR-AR-LBD: 0.483
NR-AhR : 0.815
NR-Aromatase : 0.887
NR-ER : 0.124
NR-ER-LBD : 0.045
NR-PPAR-gamma : 0.956
SR-ARE : 0.196
SR-ATAD5 : 0.372
SR-HSE : 0.094
SR-MMP : 0.346
SR-p53 : 0.777
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.622
t1/2 : 0.296
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