Canonical Smiles : Coc(=O)C1=Coc(C2C1C(C=C2Co)O)Oc3C(C(C(C(O3)Co)O)O)O
Inchi Key : Wsgplsdarznmcw-Lpgrtnkpsa-N
IUPAC : Methyl (1S,4As,5R,7As)-5-Hydroxy-7-(Hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,4A,5,7A-Tetrahydrocyclopenta[C]Pyran-4-Carboxylate
Pubchem ID : 442433
Smiles : COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C(CO)=CC(O)C12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 404.13
Volume : 365.702
Density : 1.105
nHA : 11
nHD : 6
nRot : 6
nRing : 3
Max Ring : 9
nHet: 11
fChar : 0
nRig : 17
Flexibility : 0.353
Stereo Centers : 9
TPSA : 175.37
logS : -0.238
logP: -1.797
logD7.4 : -0.046
ABSORPTION
Caco-2 Permeability : -5.761
MDCK Permeability : 0.000234989
Pgp-inhibitor : 0
Pgp-substrate : 0.301
HIA : 0.96
F20% : 0.279
F30% : 0.997
DISTRIBUTION
PPB : 0.197342
VD : 0.289
BBB Penetration : 0.655
Fu : 0.606876
METABOLISM
CYP 1A2 inhibitor : 0.005
CYP 1A2 substrate : 0.039
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.206
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.045
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.098
CYP 3A4 inhibitor : 0.006
CYP 3A4 substrate : 0.048
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MEDICINAL CHEMISTRY
QED : 0.2
SAscore : 4.791
Fsp : 0.706
MCE-18 : 55.034
NPscore : 2.689
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.165
DILI : 0.981
AMES Toxicity : 0.283
Rat Oral Acute Toxicity : 0.593
FDAMDD : 0.091
Skin Sensitization : 0.024
Carcinogencity : 0.937
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.762
Bioconcentration Factor : 0.364
IGC50 : 1.693
LC50FM : 3.352
LC50DM : 4.451
NR-AR : 0.007
NR-AR-LBD: 0.181
NR-AhR : 0.004
NR-Aromatase : 0.004
NR-ER : 0.059
NR-ER-LBD : 0.019
NR-PPAR-gamma : 0.005
SR-ARE : 0.036
SR-ATAD5 : 0.755
SR-HSE : 0.005
SR-MMP : 0.206
SR-p53 : 0.023
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 : 1
EXCRETION
CL : 1.378
t1/2 : 0.658
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