Canonical Smiles : Cc(=O)Occ1=Cc(C2C1C(Oc=C2C(=O)Oc)Oc3C(C(C(C(O3)Co)O)O)O)O
Inchi Key : Ysobqimodqogkq-Hozamiddsa-N
IUPAC : Methyl (1S,4As,5S,7As)-7-(Acetyloxymethyl)-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-4-Carboxylate
Pubchem ID : 21602024
Smiles : COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C(COC(C)=O)=CC(O)C12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 446.14
Volume : 406.448
Density : 1.098
nHA : 12
nHD : 5
nRot : 8
nRing : 3
Max Ring : 9
nHet: 12
fChar : 0
nRig : 18
Flexibility : 0.444
Stereo Centers : 9
TPSA : 181.44
logS : -0.528
logP: -1.182
logD7.4 : 0.279
ABSORPTION
Caco-2 Permeability : -5.868
MDCK Permeability : 0.000235344
Pgp-inhibitor : 0
Pgp-substrate : 0.702
HIA : 0.989
F20% : 0.293
F30% : 0.998
DISTRIBUTION
PPB : 0.186935
VD : 0.285
BBB Penetration : 0.535
Fu : 0.61949
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.053
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.197
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.057
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.095
CYP 3A4 inhibitor : 0.01
CYP 3A4 substrate : 0.078
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MEDICINAL CHEMISTRY
QED : 0.211
SAscore : 4.764
Fsp : 0.684
MCE-18 : 56.375
NPscore : 2.52
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.004
H-HT : 0.095
DILI : 0.978
AMES Toxicity : 0.27
Rat Oral Acute Toxicity : 0.517
FDAMDD : 0.119
Skin Sensitization : 0.019
Carcinogencity : 0.959
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.83
Bioconcentration Factor : 0.434
IGC50 : 2.097
LC50FM : 4.221
LC50DM : 4.576
NR-AR : 0.004
NR-AR-LBD: 0.147
NR-AhR : 0.005
NR-Aromatase : 0.003
NR-ER : 0.052
NR-ER-LBD : 0.01
NR-PPAR-gamma : 0.007
SR-ARE : 0.031
SR-ATAD5 : 0.918
SR-HSE : 0.01
SR-MMP : 0.333
SR-p53 : 0.242
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.578
t1/2 : 0.594
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