Canonical Smiles : COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O
Inchi Key : DMXHXBGUNHLMQO-IWLDQSELSA-N
IUPAC : 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Pubchem ID : 120742
Smiles : COc1c(OC2OC(CO)C(O)C(O)C2O)cc2oc(-c3ccc(O)c(O)c3)cc(=O)c2c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 478.11
Volume : 439.233
Density : 1.089
nHA : 12
nHD : 7
nRot : 5
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.208
Stereo Centers : 5
TPSA : 199.51
logS : -3.76
logP: -0.028
logD7.4 : 0.601
ABSORPTION
Caco-2 Permeability : -6.162
MDCK Permeability : 0.0000266911
Pgp-inhibitor : 0.005
Pgp-substrate : 0.951
HIA : 0.854
F20% : 0.119
F30% : 0.996
DISTRIBUTION
PPB : 0.822158
VD : 0.896
BBB Penetration : 0.09
Fu : 0.190309
METABOLISM
CYP 1A2 inhibitor : 0.034
CYP 1A2 substrate : 0.085
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0.005
CYP 2C9 substrate : 0.213
CYP 2D6 inhibitor : 0.015
CYP 2D6 substrate : 0.189
CYP 3A4 inhibitor : 0.032
CYP 3A4 substrate : 0.018
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MEDICINAL CHEMISTRY
QED : 0.238
SAscore : 4.026
Fsp : 0.318
MCE-18 : 90.31
NPscore : 2.032
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.091
H-HT : 0.069
DILI : 0.95
AMES Toxicity : 0.732
Rat Oral Acute Toxicity : 0.037
FDAMDD : 0.012
Skin Sensitization : 0.193
Carcinogencity : 0.091
Eye Corrosion : 0.003
Eye Irritation : 0.018
Respiratory Toxicity : 0.039
Bioconcentration Factor : 0.94
IGC50 : 3.91
LC50FM : 4.361
LC50DM : 5.845
NR-AR : 0.201
NR-AR-LBD: 0.331
NR-AhR : 0.897
NR-Aromatase : 0.883
NR-ER : 0.226
NR-ER-LBD : 0.043
NR-PPAR-gamma : 0.939
SR-ARE : 0.525
SR-ATAD5 : 0.721
SR-HSE : 0.749
SR-MMP : 0.838
SR-p53 : 0.887
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 10
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 4.4
t1/2 : 0.72
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