Canonical Smiles : C1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)CO)O)O)O)O)O
Inchi Key : TWYYVOVDSNRIJM-UHFFFAOYSA-O
IUPAC : 2-[2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
Pubchem ID : 74977035
Smiles : OCC1OC(Oc2cc3c(O)cc(O)cc3[o+]c2-c2cc(O)c(O)c(O)c2)C(OC2OCC(O)C(O)C2O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 597.15
Volume : 536.34
Density : 1.113
nHA : 16
nHD : 11
nRot : 6
nRing : 5
Max Ring : 10
nHet: 16
fChar : 1
nRig : 29
Flexibility : 0.207
Stereo Centers : 9
TPSA : 270.75
logS : -2.043
logP: -0.911
logD7.4 : 0.284
ABSORPTION
Caco-2 Permeability : -6.499
MDCK Permeability : 0.000029471
Pgp-inhibitor : 0.002
Pgp-substrate : 0.956
HIA : 0.981
F20% : 0.977
F30% : 1
DISTRIBUTION
PPB : 0.827402
VD : 0.769
BBB Penetration : 0.234
Fu : 0.247631
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.014
CYP 2C19 inhibitor : 0.005
CYP 2C19 substrate : 0.046
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.06
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.136
CYP 3A4 inhibitor : 0.004
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.115
SAscore : 5.011
Fsp : 0.423
MCE-18 : 120.378
NPscore : 2.143
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.027
H-HT : 0.131
DILI : 0.972
AMES Toxicity : 0.617
Rat Oral Acute Toxicity : 0.027
FDAMDD : 0.012
Skin Sensitization : 0.242
Carcinogencity : 0.05
Eye Corrosion : 0.003
Eye Irritation : 0.01
Respiratory Toxicity : 0.019
Bioconcentration Factor : 0.948
IGC50 : 3.907
LC50FM : 4.714
LC50DM : 5.309
NR-AR : 0.03
NR-AR-LBD: 0.738
NR-AhR : 0.872
NR-Aromatase : 0.913
NR-ER : 0.292
NR-ER-LBD : 0.293
NR-PPAR-gamma : 0.949
SR-ARE : 0.153
SR-ATAD5 : 0.709
SR-HSE : 0.765
SR-MMP : 0.868
SR-p53 : 0.812
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.358
t1/2 : 0.795
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