Canonical Smiles : C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C=C6)O)O
Inchi Key : HGVVOUNEGQIPMS-UHFFFAOYSA-N
IUPAC : 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol
Pubchem ID : 107876
Smiles : Oc1cc(O)c2c(c1)OC(c1ccc(O)c(O)c1)C(OC1(c3ccc(O)c(O)c3)Oc3cc(O)cc(O)c3C(O)C1O)C2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.14
Volume : 558.733
Density : 1.063
nHA : 13
nHD : 10
nRot : 4
nRing : 6
Max Ring : 10
nHet: 13
fChar : 0
nRig : 34
Flexibility : 0.118
Stereo Centers : 5
TPSA : 229.99
logS : -3.897
logP: 1.845
logD7.4 : 1.929
ABSORPTION
Caco-2 Permeability : -6.764
MDCK Permeability : 0.00000437774
Pgp-inhibitor : 0.059
Pgp-substrate : 0
HIA : 0.98
F20% : 0.997
F30% : 1
DISTRIBUTION
PPB : 0.886303
VD : 0.365
BBB Penetration : 0.013
Fu : 0.0743237
METABOLISM
CYP 1A2 inhibitor : 0.022
CYP 1A2 substrate : 0.086
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.042
CYP 2C9 inhibitor : 0.437
CYP 2C9 substrate : 0.674
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.243
CYP 3A4 inhibitor : 0.167
CYP 3A4 substrate : 0.239
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MEDICINAL CHEMISTRY
QED : 0.153
SAscore : 4.768
Fsp : 0.2
MCE-18 : 130
NPscore : 1.71
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.023
H-HT : 0.059
DILI : 0.253
AMES Toxicity : 0.269
Rat Oral Acute Toxicity : 0.167
FDAMDD : 0.074
Skin Sensitization : 0.968
Carcinogencity : 0.056
Eye Corrosion : 0.003
Eye Irritation : 0.91
Respiratory Toxicity : 0.021
Bioconcentration Factor : 1.275
IGC50 : 4.73
LC50FM : 5.72
LC50DM : 5.91
NR-AR : 0.013
NR-AR-LBD: 0.403
NR-AhR : 0.724
NR-Aromatase : 0.871
NR-ER : 0.91
NR-ER-LBD : 0.997
NR-PPAR-gamma : 0.805
SR-ARE : 0.586
SR-ATAD5 : 0.048
SR-HSE : 0.972
SR-MMP : 0.978
SR-p53 : 0.762
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 : 13.618
t1/2 : 0.774
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