Canonical Smiles : COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
Inchi Key : GVEZRDBRYNJUDQ-BCWMXOPMSA-N
IUPAC : (3S,4S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
Pubchem ID : 44258434
Smiles : COc1c(OC2OC(C(=O)O)C(O)C(O)C2O)cc2oc(-c3ccc(O)cc3)cc(=O)c2c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 476.1
Volume : 436.597
Density : 1.09
nHA : 12
nHD : 6
nRot : 5
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 25
Flexibility : 0.2
Stereo Centers : 5
TPSA : 196.35
logS : -3.971
logP: 0.906
logD7.4 : 1.027
ABSORPTION
Caco-2 Permeability : -6.355
MDCK Permeability : 0.0000363486
Pgp-inhibitor : 0
Pgp-substrate : 0.841
HIA : 0.742
F20% : 0.113
F30% : 0.996
DISTRIBUTION
PPB : 0.808633
VD : 0.568
BBB Penetration : 0.047
Fu : 0.150177
METABOLISM
CYP 1A2 inhibitor : 0.031
CYP 1A2 substrate : 0.06
CYP 2C19 inhibitor : 0.02
CYP 2C19 substrate : 0.053
CYP 2C9 inhibitor : 0.004
CYP 2C9 substrate : 0.507
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.145
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.005
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MEDICINAL CHEMISTRY
QED : 0.292
SAscore : 3.979
Fsp : 0.273
MCE-18 : 90.643
NPscore : 1.768
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 : 0.037
H-HT : 0.202
DILI : 0.975
AMES Toxicity : 0.025
Rat Oral Acute Toxicity : 0.048
FDAMDD : 0.006
Skin Sensitization : 0.026
Carcinogencity : 0.187
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.031
Bioconcentration Factor : 0.618
IGC50 : 3.642
LC50FM : 3.865
LC50DM : 5.265
NR-AR : 0.37
NR-AR-LBD: 0.391
NR-AhR : 0.828
NR-Aromatase : 0.754
NR-ER : 0.266
NR-ER-LBD : 0.019
NR-PPAR-gamma : 0.953
SR-ARE : 0.309
SR-ATAD5 : 0.698
SR-HSE : 0.43
SR-MMP : 0.368
SR-p53 : 0.826
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 : 1.04
t1/2 : 0.819
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