Canonical Smiles : CC(=CCCC(=CCOC1C(C(C(C(O1)COC2C(C(C(O2)CO)O)O)O)O)O)C)C
Inchi Key : AWDKYYYAAQQLEF-XRSPUIAPSA-N
IUPAC : (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2E)-3,7-dimethylocta-2,6-dienoxy]oxane-3,4,5-triol
Pubchem ID : 15624181
Smiles : CC(C)=CCCC(C)=CCOC1OC(COC2OC(CO)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 448.23
Volume : 437.289
Density : 1.025
nHA : 10
nHD : 6
nRot : 10
nRing : 2
Max Ring : 6
nHet: 10
fChar : 0
nRig : 13
Flexibility : 0.769
Stereo Centers : 9
TPSA : 158.3
logS : -1.851
logP: 0.06
logD7.4 : 0.867
ABSORPTION
Caco-2 Permeability : -5.303
MDCK Permeability : 0.000267938
Pgp-inhibitor : 0.659
Pgp-substrate : 0.688
HIA : 0.961
F20% : 0.828
F30% : 0.976
DISTRIBUTION
PPB : 0.550894
VD : 0.484
BBB Penetration : 0.256
Fu : 0.288569
METABOLISM
CYP 1A2 inhibitor : 0.002
CYP 1A2 substrate : 0.038
CYP 2C19 inhibitor : 0.005
CYP 2C19 substrate : 0.088
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.149
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.095
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.014
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MEDICINAL CHEMISTRY
QED : 0.228
SAscore : 4.523
Fsp : 0.81
MCE-18 : 42.053
NPscore : 2.181
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.074
DILI : 0.029
AMES Toxicity : 0.232
Rat Oral Acute Toxicity : 0.055
FDAMDD : 0.001
Skin Sensitization : 0.036
Carcinogencity : 0.145
Eye Corrosion : 0.003
Eye Irritation : 0.01
Respiratory Toxicity : 0.013
Bioconcentration Factor : 0.696
IGC50 : 2.249
LC50FM : 2.873
LC50DM : 5.586
NR-AR : 0.1
NR-AR-LBD: 0.024
NR-AhR : 0.005
NR-Aromatase : 0.032
NR-ER : 0.202
NR-ER-LBD : 0.258
NR-PPAR-gamma : 0.008
SR-ARE : 0.146
SR-ATAD5 : 0.215
SR-HSE : 0.036
SR-MMP : 0.043
SR-p53 : 0.016
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 1.285
t1/2 : 0.316
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