Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O)O)O
Inchi Key : OHOBPOYHROOXEI-SRIOWEGGSA-N
IUPAC : 3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Pubchem ID : 5487339
Smiles : CC1OC(OC2C(Oc3c(-c4ccc(O)cc4)oc4cc(O)cc(O)c4c3=O)OC(CO)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.16
Volume : 543.527
Density : 1.093
nHA : 15
nHD : 9
nRot : 6
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 10
TPSA : 249.2
logS : -3.944
logP: -0.446
logD7.4 : 1.01
ABSORPTION
Caco-2 Permeability : -6.293
MDCK Permeability : 0.0000443669
Pgp-inhibitor : 0.002
Pgp-substrate : 0.967
HIA : 0.89
F20% : 0.297
F30% : 0.998
DISTRIBUTION
PPB : 0.832165
VD : 0.736
BBB Penetration : 0.161
Fu : 0.200737
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.026
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.056
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.445
CYP 2D6 inhibitor : 0.007
CYP 2D6 substrate : 0.155
CYP 3A4 inhibitor : 0.015
CYP 3A4 substrate : 0.008
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MEDICINAL CHEMISTRY
QED : 0.159
SAscore : 4.675
Fsp : 0.444
MCE-18 : 119.436
NPscore : 2.173
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.014
H-HT : 0.103
DILI : 0.981
AMES Toxicity : 0.76
Rat Oral Acute Toxicity : 0.066
FDAMDD : 0.004
Skin Sensitization : 0.019
Carcinogencity : 0.136
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.014
Bioconcentration Factor : 0.855
IGC50 : 3.909
LC50FM : 4.959
LC50DM : 5.247
NR-AR : 0.159
NR-AR-LBD: 0.569
NR-AhR : 0.853
NR-Aromatase : 0.953
NR-ER : 0.241
NR-ER-LBD : 0.137
NR-PPAR-gamma : 0.935
SR-ARE : 0.197
SR-ATAD5 : 0.624
SR-HSE : 0.113
SR-MMP : 0.765
SR-p53 : 0.827
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.29
t1/2 : 0.445
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