Canonical Smiles : C=CC1C(OC=C2C1=CCOC2=O)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : DUAGQYUORDTXOR-GPQRQXLASA-N
IUPAC : (3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one
Pubchem ID : 88708
Smiles : C=CC1C2=CCOC(=O)C2=COC1OC1OC(CO)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 356.11
Volume : 328.189
Density : 1.085
nHA : 9
nHD : 4
nRot : 4
nRing : 3
Max Ring : 10
nHet: 9
fChar : 0
nRig : 19
Flexibility : 0.211
Stereo Centers : 7
TPSA : 134.91
logS : -1.007
logP: -0.906
logD7.4 : 0.375
ABSORPTION
Caco-2 Permeability : -5.554
MDCK Permeability : 0.0000653886
Pgp-inhibitor : 0
Pgp-substrate : 0.021
HIA : 0.947
F20% : 0.796
F30% : 0.994
DISTRIBUTION
PPB : 0.315111
VD : 0.377
BBB Penetration : 0.658
Fu : 0.640394
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.054
CYP 2C19 inhibitor : 0.017
CYP 2C19 substrate : 0.101
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.082
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.133
CYP 3A4 inhibitor : 0.012
CYP 3A4 substrate : 0.189
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MEDICINAL CHEMISTRY
QED : 0.344
SAscore : 4.811
Fsp : 0.562
MCE-18 : 50.16
NPscore : 3.348
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.019
H-HT : 0.26
DILI : 0.172
AMES Toxicity : 0.402
Rat Oral Acute Toxicity : 0.311
FDAMDD : 0.63
Skin Sensitization : 0.091
Carcinogencity : 0.917
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.086
Bioconcentration Factor : 0.461
IGC50 : 2.499
LC50FM : 3.876
LC50DM : 4.111
NR-AR : 0.003
NR-AR-LBD: 0.137
NR-AhR : 0.011
NR-Aromatase : 0.007
NR-ER : 0.085
NR-ER-LBD : 0.01
NR-PPAR-gamma : 0.006
SR-ARE : 0.167
SR-ATAD5 : 0.102
SR-HSE : 0.076
SR-MMP : 0.332
SR-p53 : 0.494
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.629
t1/2 : 0.491
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