Canonical Smiles : CC(=CCCC(=C)C1COC2C1(C(=O)C(C(O2)CO)O)O)C(=O)O
Inchi Key : DLYSHNRKPFPELT-KPZGIQGDSA-N
IUPAC : (2E)-6-[(6S)-3a,5-dihydroxy-6-(hydroxymethyl)-4-oxo-3,5,6,7a-tetrahydro-2H-furo[2,3-b]pyran-3-yl]-2-methylhepta-2,6-dienoic acid
Pubchem ID : 5321272
Smiles : C=C(CC=CC(C)C(=O)O)C1COC2OC(CO)C(=O)C(O)C21O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 342.13
Volume : 327.955
Density : 1.043
nHA : 8
nHD : 4
nRot : 6
nRing : 2
Max Ring : 9
nHet: 8
fChar : 0
nRig : 14
Flexibility : 0.429
Stereo Centers : 6
TPSA : 133.52
logS : -1.545
logP: 0.331
logD7.4 : -0.613
ABSORPTION
Caco-2 Permeability : -5.931
MDCK Permeability : 0.00144971
Pgp-inhibitor : 0
Pgp-substrate : 0.032
HIA : 0.035
F20% : 0.818
F30% : 0.011
DISTRIBUTION
PPB : 0.278962
VD : 0.404
BBB Penetration : 0.395
Fu : 0.721011
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.113
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.048
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.095
CYP 2D6 inhibitor : 0.013
CYP 2D6 substrate : 0.116
CYP 3A4 inhibitor : 0.01
CYP 3A4 substrate : 0.015
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MEDICINAL CHEMISTRY
QED : 0.463
SAscore : 5.374
Fsp : 0.625
MCE-18 : 41.846
NPscore : 2.327
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.488
DILI : 0.978
AMES Toxicity : 0.786
Rat Oral Acute Toxicity : 0.313
FDAMDD : 0.009
Skin Sensitization : 0.163
Carcinogencity : 0.05
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.848
Bioconcentration Factor : 0.246
IGC50 : 3.113
LC50FM : 4.235
LC50DM : 4.505
NR-AR : 0.072
NR-AR-LBD: 0.121
NR-AhR : 0.006
NR-Aromatase : 0.008
NR-ER : 0.116
NR-ER-LBD : 0.012
NR-PPAR-gamma : 0.132
SR-ARE : 0.043
SR-ATAD5 : 0.014
SR-HSE : 0.007
SR-MMP : 0.036
SR-p53 : 0.034
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 1.592
t1/2 : 0.543
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