Canonical Smiles : C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
Inchi Key : DVGGLGXQSFURLP-VWMSDXGPSA-N
IUPAC : [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Pubchem ID : 5320686
Smiles : O=C(C=Cc1ccc(O)cc1)OCC1OC(Oc2c(-c3ccc(O)cc3)oc3cc(O)cc(O)c3c2=O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.14
Volume : 564.653
Density : 1.052
nHA : 13
nHD : 7
nRot : 8
nRing : 5
Max Ring : 10
nHet: 13
fChar : 0
nRig : 32
Flexibility : 0.25
Stereo Centers : 5
TPSA : 216.58
logS : -4.215
logP: 2.808
logD7.4 : 2.483
ABSORPTION
Caco-2 Permeability : -6.211
MDCK Permeability : 0.00000724926
Pgp-inhibitor : 0.005
Pgp-substrate : 0.534
HIA : 0.382
F20% : 0.527
F30% : 0.997
DISTRIBUTION
PPB : 0.992505
VD : 0.59
BBB Penetration : 0.015
Fu : 0.0257555
METABOLISM
CYP 1A2 inhibitor : 0.134
CYP 1A2 substrate : 0.024
CYP 2C19 inhibitor : 0.191
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.635
CYP 2C9 substrate : 0.938
CYP 2D6 inhibitor : 0.684
CYP 2D6 substrate : 0.295
CYP 3A4 inhibitor : 0.508
CYP 3A4 substrate : 0.051
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MEDICINAL CHEMISTRY
QED : 0.12
SAscore : 4.151
Fsp : 0.2
MCE-18 : 104.889
NPscore : 1.648
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.104
H-HT : 0.097
DILI : 0.976
AMES Toxicity : 0.769
Rat Oral Acute Toxicity : 0.089
FDAMDD : 0.043
Skin Sensitization : 0.53
Carcinogencity : 0.304
Eye Corrosion : 0.003
Eye Irritation : 0.024
Respiratory Toxicity : 0.014
Bioconcentration Factor : 0.88
IGC50 : 4.901
LC50FM : 5.922
LC50DM : 5.808
NR-AR : 0.019
NR-AR-LBD: 0.894
NR-AhR : 0.923
NR-Aromatase : 0.942
NR-ER : 0.869
NR-ER-LBD : 0.973
NR-PPAR-gamma : 0.981
SR-ARE : 0.903
SR-ATAD5 : 0.579
SR-HSE : 0.862
SR-MMP : 0.976
SR-p53 : 0.966
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 4.63
t1/2 : 0.787
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