Canonical Smiles : C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : HEYZWPRKKUGDCR-QBXMEVCASA-N
IUPAC : (3S,4R,4aR)-4-ethenyl-4a-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one
Pubchem ID : 442435
Smiles : C=CC1C(OC2OC(CO)C(O)C(O)C2O)OC=C2C(=O)OCCC21O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 374.12
Volume : 339.616
Density : 1.102
nHA : 10
nHD : 5
nRot : 4
nRing : 3
Max Ring : 10
nHet: 10
fChar : 0
nRig : 19
Flexibility : 0.211
Stereo Centers : 8
TPSA : 155.14
logS : -0.928
logP: -1.121
logD7.4 : -0.158
ABSORPTION
Caco-2 Permeability : -5.868
MDCK Permeability : 0.000186181
Pgp-inhibitor : 0
Pgp-substrate : 0.099
HIA : 0.936
F20% : 0.332
F30% : 0.991
DISTRIBUTION
PPB : 0.258662
VD : 0.269
BBB Penetration : 0.581
Fu : 0.657987
METABOLISM
CYP 1A2 inhibitor : 0.005
CYP 1A2 substrate : 0.098
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.324
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.095
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.118
CYP 3A4 inhibitor : 0.014
CYP 3A4 substrate : 0.064
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MEDICINAL CHEMISTRY
QED : 0.264
SAscore : 5.01
Fsp : 0.688
MCE-18 : 57.556
NPscore : 3.071
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 : 0.107
DILI : 0.429
AMES Toxicity : 0.16
Rat Oral Acute Toxicity : 0.27
FDAMDD : 0.024
Skin Sensitization : 0.022
Carcinogencity : 0.911
Eye Corrosion : 0.003
Eye Irritation : 0.01
Respiratory Toxicity : 0.142
Bioconcentration Factor : 0.338
IGC50 : 2.304
LC50FM : 2.461
LC50DM : 4.304
NR-AR : 0.022
NR-AR-LBD: 0.205
NR-AhR : 0.013
NR-Aromatase : 0.012
NR-ER : 0.102
NR-ER-LBD : 0.023
NR-PPAR-gamma : 0.004
SR-ARE : 0.037
SR-ATAD5 : 0.267
SR-HSE : 0.011
SR-MMP : 0.025
SR-p53 : 0.353
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.458
t1/2 : 0.384
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