Canonical Smiles : C1C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C(C=C3)C(=O)C=CC4=CC=C(C=C4)O)O)CO)O)O)O)(CO)O
Inchi Key : NIZFPXZQERMCLE-KVFWHIKKSA-N
IUPAC : (E)-1-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Pubchem ID : 14282455
Smiles : C1C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C(C=C3)C(=O)C=CC4=CC=C(C=C4)O)O)CO)O)O)O)(CO)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 550.17
Volume : 517.208
Density : 1.064
nHA : 13
nHD : 8
nRot : 9
nRing : 4
Max Ring : 6
nHet: 13
fChar : 0
nRig : 25
Flexibility : 0.36
Stereo Centers : 8
TPSA : 215.83
logS : -2.351
logP: -0.114
logD7.4 : 0.61
ABSORPTION
Caco-2 Permeability : -6.316
MDCK Permeability : 0.0000143043
Pgp-inhibitor : 0.002
Pgp-substrate : 0.836
HIA : 0.931
F20% : 0.814
F30% : 0.999
DISTRIBUTION
PPB : 0.942502
VD : 0.521
BBB Penetration : 0.46
Fu : 0.0553717
METABOLISM
CYP 1A2 inhibitor : 0.029
CYP 1A2 substrate : 0.03
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.057
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.187
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.178
CYP 3A4 inhibitor : 0.066
CYP 3A4 substrate : 0.068
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MEDICINAL CHEMISTRY
QED : 0.134
SAscore : 4.52
Fsp : 0.423
MCE-18 : 97.622
NPscore : 1.936
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 : 0.058
H-HT : 0.154
DILI : 0.771
AMES Toxicity : 0.702
Rat Oral Acute Toxicity : 0.086
FDAMDD : 0.009
Skin Sensitization : 0.235
Carcinogencity : 0.741
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.045
Bioconcentration Factor : 0.662
IGC50 : 4.892
LC50FM : 6.048
LC50DM : 5.029
NR-AR : 0.006
NR-AR-LBD: 0.809
NR-AhR : 0.75
NR-Aromatase : 0.937
NR-ER : 0.242
NR-ER-LBD : 0.054
NR-PPAR-gamma : 0.494
SR-ARE : 0.85
SR-ATAD5 : 0.868
SR-HSE : 0.776
SR-MMP : 0.953
SR-p53 : 0.971
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.825
t1/2 : 0.526
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