Canonical Smiles : COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O
Inchi Key : GAMYVSCDDLXAQW-MIUGBVLSSA-N
IUPAC : 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Pubchem ID : 11294177
Smiles : COc1cc(-c2cc(=O)c3c(O)cc(OC4OC(CO)C(O)C(O)C4O)cc3o2)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 462.12
Volume : 430.443
Density : 1.074
nHA : 11
nHD : 6
nRot : 5
nRing : 4
Max Ring : 10
nHet: 11
fChar : 0
nRig : 24
Flexibility : 0.208
Stereo Centers : 5
TPSA : 179.28
logS : -3.881
logP: 0.935
logD7.4 : 1.552
ABSORPTION
Caco-2 Permeability : -5.976
MDCK Permeability : 0.0000387596
Pgp-inhibitor : 0.002
Pgp-substrate : 0.96
HIA : 0.856
F20% : 0.049
F30% : 0.997
DISTRIBUTION
PPB : 0.802766
VD : 0.959
BBB Penetration : 0.154
Fu : 0.144411
METABOLISM
CYP 1A2 inhibitor : 0.058
CYP 1A2 substrate : 0.109
CYP 2C19 inhibitor : 0.019
CYP 2C19 substrate : 0.069
CYP 2C9 inhibitor : 0.011
CYP 2C9 substrate : 0.44
CYP 2D6 inhibitor : 0.048
CYP 2D6 substrate : 0.334
CYP 3A4 inhibitor : 0.061
CYP 3A4 substrate : 0.036
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MEDICINAL CHEMISTRY
QED : 0.302
SAscore : 3.872
Fsp : 0.318
MCE-18 : 86.966
NPscore : 1.867
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.027
H-HT : 0.078
DILI : 0.898
AMES Toxicity : 0.711
Rat Oral Acute Toxicity : 0.027
FDAMDD : 0.055
Skin Sensitization : 0.098
Carcinogencity : 0.53
Eye Corrosion : 0.003
Eye Irritation : 0.013
Respiratory Toxicity : 0.075
Bioconcentration Factor : 0.862
IGC50 : 4.164
LC50FM : 4.732
LC50DM : 5.653
NR-AR : 0.05
NR-AR-LBD: 0.222
NR-AhR : 0.887
NR-Aromatase : 0.903
NR-ER : 0.212
NR-ER-LBD : 0.029
NR-PPAR-gamma : 0.921
SR-ARE : 0.389
SR-ATAD5 : 0.481
SR-HSE : 0.428
SR-MMP : 0.594
SR-p53 : 0.871
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 : 4.068
t1/2 : 0.497
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