Canonical Smiles : Coc1=C(C=Cc(=C1)C(=O)Occ2=Cc(C3C2C(Oc=C3)Oc4C(C(C(C(O4)Co)O)O)O)O)O
Inchi Key : Vtyvnbxslbxsgd-Uhfffaoysa-N
IUPAC : [5-Hydroxy-1-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,4A,5,7A-Tetrahydrocyclopenta[C]Pyran-7-Yl]Methyl 4-Hydroxy-3-Methoxybenzoate
Pubchem ID : 85136115
Smiles : COc1cc(C(=O)OCC2=CC(O)C3C=COC(OC4OC(CO)C(O)C(O)C4O)C23)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 496.16
Volume : 461.802
Density : 1.074
nHA : 12
nHD : 6
nRot : 8
nRing : 4
Max Ring : 9
nHet: 12
fChar : 0
nRig : 23
Flexibility : 0.348
Stereo Centers : 9
TPSA : 184.6
logS : -1.575
logP: -0.385
logD7.4 : 0.84
ABSORPTION
Caco-2 Permeability : -6.036
MDCK Permeability : 0.000131032
Pgp-inhibitor : 0
Pgp-substrate : 0.856
HIA : 0.959
F20% : 0.17
F30% : 0.997
DISTRIBUTION
PPB : 0.359677
VD : 0.383
BBB Penetration : 0.722
Fu : 0.431614
METABOLISM
CYP 1A2 inhibitor : 0.009
CYP 1A2 substrate : 0.055
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.278
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.379
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.16
CYP 3A4 inhibitor : 0.037
CYP 3A4 substrate : 0.085
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MEDICINAL CHEMISTRY
QED : 0.196
SAscore : 4.685
Fsp : 0.522
MCE-18 : 91.371
NPscore : 2.149
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.006
H-HT : 0.089
DILI : 0.969
AMES Toxicity : 0.077
Rat Oral Acute Toxicity : 0.253
FDAMDD : 0.689
Skin Sensitization : 0.013
Carcinogencity : 0.976
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.236
Bioconcentration Factor : 0.536
IGC50 : 3.413
LC50FM : 5.145
LC50DM : 5.603
NR-AR : 0.045
NR-AR-LBD: 0.391
NR-AhR : 0.014
NR-Aromatase : 0.014
NR-ER : 0.09
NR-ER-LBD : 0.037
NR-PPAR-gamma : 0.007
SR-ARE : 0.054
SR-ATAD5 : 0.68
SR-HSE : 0.046
SR-MMP : 0.227
SR-p53 : 0.274
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.92
t1/2 : 0.683
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