Canonical Smiles : CC1=C2C(CC1O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC
Inchi Key : FTOKJPLQUSVDHI-KOGWUIJCSA-N
IUPAC : methyl (1S,6S)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate
Pubchem ID : 5319221
Smiles : COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2=C(C)C(O)CC12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 388.14
Volume : 356.912
Density : 1.087
nHA : 10
nHD : 5
nRot : 5
nRing : 3
Max Ring : 9
nHet: 10
fChar : 0
nRig : 17
Flexibility : 0.294
Stereo Centers : 8
TPSA : 155.14
logS : -0.759
logP: -1.47
logD7.4 : -0.411
ABSORPTION
Caco-2 Permeability : -5.627
MDCK Permeability : 0.000176629
Pgp-inhibitor : 0
Pgp-substrate : 0.997
HIA : 0.901
F20% : 0.182
F30% : 0.989
DISTRIBUTION
PPB : 0.289529
VD : 0.519
BBB Penetration : 0.571
Fu : 0.579285
METABOLISM
CYP 1A2 inhibitor : 0.008
CYP 1A2 substrate : 0.079
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.526
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.098
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.118
CYP 3A4 inhibitor : 0.008
CYP 3A4 substrate : 0.124
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MEDICINAL CHEMISTRY
QED : 0.267
SAscore : 4.853
Fsp : 0.706
MCE-18 : 55.034
NPscore : 2.406
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.004
H-HT : 0.339
DILI : 0.945
AMES Toxicity : 0.918
Rat Oral Acute Toxicity : 0.67
FDAMDD : 0.26
Skin Sensitization : 0.048
Carcinogencity : 0.966
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.936
Bioconcentration Factor : 0.528
IGC50 : 1.683
LC50FM : 2.972
LC50DM : 4.347
NR-AR : 0.007
NR-AR-LBD: 0.163
NR-AhR : 0.007
NR-Aromatase : 0.017
NR-ER : 0.048
NR-ER-LBD : 0.007
NR-PPAR-gamma : 0.015
SR-ARE : 0.08
SR-ATAD5 : 0.021
SR-HSE : 0.022
SR-MMP : 0.395
SR-p53 : 0.165
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.552
t1/2 : 0.29
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