Canonical Smiles : CC1CC(=O)C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : HLXRWTJXGMHOFN-XJSNKYLASA-N
IUPAC : methyl (1S,4aS,7S,7aR)-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
Pubchem ID : 73467
Smiles : CC1CC(=O)C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 388.14
Volume : 356.912
Density : 1.087
nHA : 10
nHD : 4
nRot : 5
nRing : 3
Max Ring : 9
nHet: 10
fChar : 0
nRig : 18
Flexibility : 0.278
Stereo Centers : 8
TPSA : 151.98
logS : -1.052
logP: -0.817
logD7.4 : 0.06
ABSORPTION
Caco-2 Permeability : -5.685
MDCK Permeability : 0.000200911
Pgp-inhibitor : 0.002
Pgp-substrate : 0.163
HIA : 0.933
F20% : 0.105
F30% : 0.912
DISTRIBUTION
PPB : 0.265751
VD : 0.337
BBB Penetration : 0.546
Fu : 0.581917
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.11
CYP 2C19 inhibitor : 0.017
CYP 2C19 substrate : 0.641
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.052
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.099
CYP 3A4 inhibitor : 0.008
CYP 3A4 substrate : 0.139
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MEDICINAL CHEMISTRY
QED : 0.392
SAscore : 4.657
Fsp : 0.765
MCE-18 : 56
NPscore : 1.935
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.008
H-HT : 0.225
DILI : 0.922
AMES Toxicity : 0.316
Rat Oral Acute Toxicity : 0.104
FDAMDD : 0.165
Skin Sensitization : 0.079
Carcinogencity : 0.26
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.051
Bioconcentration Factor : 0.528
IGC50 : 3.218
LC50FM : 3.052
LC50DM : 4.267
NR-AR : 0.035
NR-AR-LBD: 0.78
NR-AhR : 0.005
NR-Aromatase : 0.087
NR-ER : 0.058
NR-ER-LBD : 0.128
NR-PPAR-gamma : 0.029
SR-ARE : 0.706
SR-ATAD5 : 0.881
SR-HSE : 0.16
SR-MMP : 0.085
SR-p53 : 0.806
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.599
t1/2 : 0.482
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