Canonical Smiles : OC1=CC(=C(C=C1O)C=1OC2=CC(=CC(=C2C(C1)=O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)OC1OC([C@@H]([C@H]([C@H]1O)O)O)O
Inchi Key : ZOKMFJNXCYDLKO-JLNVJPGXSA-N
IUPAC : 2-(4,5-dihydroxy-2-(((3R,4R,5R)-3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-yl)oxy)phenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
Pubchem ID :
Smiles : O=c1cc(-c2cc(O)c(O)cc2OC2OC(O)[C@H](O)[C@@H](O)[C@H]2O)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 612.13
Volume : 543.812
Density : 1.126
nHA : 17
nHD : 11
nRot : 6
nRing : 5
Max Ring : 10
nHet: 17
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 10
TPSA : 289.66
logS : -2.144
logP: -0.639
logD7.4 : -0.53
ABSORPTION
Caco-2 Permeability : -6.559
MDCK Permeability : 0.0000483663
Pgp-inhibitor : 0
Pgp-substrate : 0.998
HIA : 0.947
F20% : 0.088
F30% : 1
DISTRIBUTION
PPB : 0.792954
VD : 0.635
BBB Penetration : 0.096
Fu : 0.187633
METABOLISM
CYP 1A2 inhibitor : 0.088
CYP 1A2 substrate : 0.02
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.054
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.073
CYP 2D6 inhibitor : 0.016
CYP 2D6 substrate : 0.142
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.123
SAscore : 4.869
Fsp : 0.423
MCE-18 : 123.919
NPscore : 1.817
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.301
H-HT : 0.048
DILI : 0.966
AMES Toxicity : 0.771
Rat Oral Acute Toxicity : 0.006
FDAMDD : 0.004
Skin Sensitization : 0.553
Carcinogencity : 0.036
Eye Corrosion : 0.003
Eye Irritation : 0.043
Respiratory Toxicity : 0.021
Bioconcentration Factor : 1.012
IGC50 : 3.808
LC50FM : 4.034
LC50DM : 5.986
NR-AR : 0.454
NR-AR-LBD: 0.581
NR-AhR : 0.539
NR-Aromatase : 0.766
NR-ER : 0.195
NR-ER-LBD : 0.194
NR-PPAR-gamma : 0.089
SR-ARE : 0.068
SR-ATAD5 : 0.153
SR-HSE : 0.027
SR-MMP : 0.323
SR-p53 : 0.709
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.221
t1/2 : 0.773
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