Canonical Smiles : C1=COC(C2C1C(C=C2COC(=O)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O
Inchi Key : GLACGTLACKLUJX-QNAXTHAFSA-N
IUPAC : [(1S,4aR,5S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 4-hydroxybenzoate
Pubchem ID : 442416
Smiles : O=C(OCC1=CC(O)C2C=COC(OC3OC(CO)C(O)C(O)C3O)C12)c1ccc(O)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 466.15
Volume : 435.716
Density : 1.07
nHA : 11
nHD : 6
nRot : 7
nRing : 4
Max Ring : 9
nHet: 11
fChar : 0
nRig : 23
Flexibility : 0.304
Stereo Centers : 9
TPSA : 175.37
logS : -1.531
logP: -0.424
logD7.4 : 0.824
ABSORPTION
Caco-2 Permeability : -5.867
MDCK Permeability : 0.000137698
Pgp-inhibitor : 0
Pgp-substrate : 0.441
HIA : 0.938
F20% : 0.132
F30% : 0.997
DISTRIBUTION
PPB : 0.342051
VD : 0.373
BBB Penetration : 0.644
Fu : 0.497635
METABOLISM
CYP 1A2 inhibitor : 0.01
CYP 1A2 substrate : 0.024
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.105
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.18
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.129
CYP 3A4 inhibitor : 0.028
CYP 3A4 substrate : 0.082
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MEDICINAL CHEMISTRY
QED : 0.219
SAscore : 4.644
Fsp : 0.5
MCE-18 : 88.636
NPscore : 2.234
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.006
H-HT : 0.082
DILI : 0.973
AMES Toxicity : 0.077
Rat Oral Acute Toxicity : 0.366
FDAMDD : 0.502
Skin Sensitization : 0.019
Carcinogencity : 0.978
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.166
Bioconcentration Factor : 0.436
IGC50 : 3.628
LC50FM : 5.219
LC50DM : 5.261
NR-AR : 0.007
NR-AR-LBD: 0.321
NR-AhR : 0.014
NR-Aromatase : 0.009
NR-ER : 0.116
NR-ER-LBD : 0.017
NR-PPAR-gamma : 0.005
SR-ARE : 0.042
SR-ATAD5 : 0.652
SR-HSE : 0.033
SR-MMP : 0.323
SR-p53 : 0.317
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.647
t1/2 : 0.542
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