Canonical Smiles : COC1=CC=C(C=C1)C(=O)OCC2=CC(C3C2C(OC=C3)OC4C(C(C(C(O4)CO)O)O)O)O
Inchi Key : DFPMDOYBQWARDX-DRRAMYCQSA-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-methoxybenzoate
Pubchem ID : 101035897
Smiles : COc1ccc(C(=O)OCC2=CC(O)C3C=COC(OC4OC(CO)C(O)C(O)C4O)C23)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 480.16
Volume : 453.012
Density : 1.06
nHA : 11
nHD : 5
nRot : 8
nRing : 4
Max Ring : 9
nHet: 11
fChar : 0
nRig : 23
Flexibility : 0.348
Stereo Centers : 9
TPSA : 164.37
logS : -1.94
logP: -0.092
logD7.4 : 1.159
ABSORPTION
Caco-2 Permeability : -5.665
MDCK Permeability : 0.000131979
Pgp-inhibitor : 0
Pgp-substrate : 0.57
HIA : 0.952
F20% : 0.041
F30% : 0.996
DISTRIBUTION
PPB : 0.313984
VD : 0.431
BBB Penetration : 0.617
Fu : 0.389778
METABOLISM
CYP 1A2 inhibitor : 0.01
CYP 1A2 substrate : 0.056
CYP 2C19 inhibitor : 0.015
CYP 2C19 substrate : 0.433
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.239
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.215
CYP 3A4 inhibitor : 0.046
CYP 3A4 substrate : 0.127
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MEDICINAL CHEMISTRY
QED : 0.242
SAscore : 4.563
Fsp : 0.522
MCE-18 : 87.857
NPscore : 1.999
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.102
DILI : 0.975
AMES Toxicity : 0.105
Rat Oral Acute Toxicity : 0.251
FDAMDD : 0.756
Skin Sensitization : 0.02
Carcinogencity : 0.979
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.123
Bioconcentration Factor : 0.532
IGC50 : 3.343
LC50FM : 5.565
LC50DM : 5.688
NR-AR : 0.017
NR-AR-LBD: 0.212
NR-AhR : 0.011
NR-Aromatase : 0.011
NR-ER : 0.083
NR-ER-LBD : 0.07
NR-PPAR-gamma : 0.003
SR-ARE : 0.044
SR-ATAD5 : 0.636
SR-HSE : 0.01
SR-MMP : 0.133
SR-p53 : 0.092
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 : 0
EXCRETION
CL : 1.762
t1/2 : 0.342
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