Canonical Smiles : CC1CCC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O
Inchi Key : KMHXLGLJTQHEIM-OUEWTLASSA-N
IUPAC : methyl (1S,4aS,7S,7aR)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
Pubchem ID : 440906
Smiles : COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C(C)CCC12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 374.16
Volume : 350.758
Density : 1.067
nHA : 9
nHD : 4
nRot : 5
nRing : 3
Max Ring : 9
nHet: 9
fChar : 0
nRig : 17
Flexibility : 0.294
Stereo Centers : 9
TPSA : 134.91
logS : -0.762
logP: -0.351
logD7.4 : 0.638
ABSORPTION
Caco-2 Permeability : -5.598
MDCK Permeability : 0.00014013
Pgp-inhibitor : 0
Pgp-substrate : 0.014
HIA : 0.881
F20% : 0.017
F30% : 0.981
DISTRIBUTION
PPB : 0.266045
VD : 0.432
BBB Penetration : 0.587
Fu : 0.552766
METABOLISM
CYP 1A2 inhibitor : 0.009
CYP 1A2 substrate : 0.134
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.734
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.11
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.129
CYP 3A4 inhibitor : 0.01
CYP 3A4 substrate : 0.198
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MEDICINAL CHEMISTRY
QED : 0.451
SAscore : 4.558
Fsp : 0.824
MCE-18 : 54.194
NPscore : 2.69
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 : 0.024
H-HT : 0.469
DILI : 0.631
AMES Toxicity : 0.358
Rat Oral Acute Toxicity : 0.134
FDAMDD : 0.249
Skin Sensitization : 0.029
Carcinogencity : 0.941
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.79
Bioconcentration Factor : 0.548
IGC50 : 2.197
LC50FM : 2.52
LC50DM : 4.46
NR-AR : 0.076
NR-AR-LBD: 0.05
NR-AhR : 0.007
NR-Aromatase : 0.003
NR-ER : 0.085
NR-ER-LBD : 0.149
NR-PPAR-gamma : 0.003
SR-ARE : 0.027
SR-ATAD5 : 0.134
SR-HSE : 0.008
SR-MMP : 0.103
SR-p53 : 0.014
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.934
t1/2 : 0.485
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