Canonical Smiles : C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O)O
Inchi Key : PLAPMLGJVGLZOV-VPRICQMDSA-N
IUPAC : 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Pubchem ID : 5281675
Smiles : O=c1cc(-c2ccc(O)c(O)c2)oc2c(C3OC(CO)C(O)C(O)C3O)c(O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 448.1
Volume : 413.147
Density : 1.085
nHA : 11
nHD : 8
nRot : 3
nRing : 4
Max Ring : 10
nHet: 11
fChar : 0
nRig : 24
Flexibility : 0.125
Stereo Centers : 5
TPSA : 201.28
logS : -3.741
logP: -0.067
logD7.4 : 0.165
ABSORPTION
Caco-2 Permeability : -6.208
MDCK Permeability : 0.0000140299
Pgp-inhibitor : 0.001
Pgp-substrate : 0.75
HIA : 0.941
F20% : 0.96
F30% : 1
DISTRIBUTION
PPB : 0.878604
VD : 0.932
BBB Penetration : 0.022
Fu : 0.133881
METABOLISM
CYP 1A2 inhibitor : 0.05
CYP 1A2 substrate : 0.04
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.049
CYP 2C9 inhibitor : 0.015
CYP 2C9 substrate : 0.253
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.169
CYP 3A4 inhibitor : 0.038
CYP 3A4 substrate : 0.013
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MEDICINAL CHEMISTRY
QED : 0.247
SAscore : 4.072
Fsp : 0.286
MCE-18 : 91
NPscore : 2.014
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.024
H-HT : 0.145
DILI : 0.978
AMES Toxicity : 0.822
Rat Oral Acute Toxicity : 0.099
FDAMDD : 0.012
Skin Sensitization : 0.342
Carcinogencity : 0.035
Eye Corrosion : 0.003
Eye Irritation : 0.061
Respiratory Toxicity : 0.036
Bioconcentration Factor : 0.824
IGC50 : 4.018
LC50FM : 5.014
LC50DM : 5.282
NR-AR : 0.012
NR-AR-LBD: 0.138
NR-AhR : 0.906
NR-Aromatase : 0.943
NR-ER : 0.339
NR-ER-LBD : 0.733
NR-PPAR-gamma : 0.928
SR-ARE : 0.479
SR-ATAD5 : 0.232
SR-HSE : 0.453
SR-MMP : 0.847
SR-p53 : 0.714
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 5.042
t1/2 : 0.724
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