Canonical Smiles : CC(=CCCC(C)(C=C)O)C(=O)OC1CC2C(C(OC=C2C(=O)O1)OC3C(C(C(C(O3)CO)O)O)O)C=C
Inchi Key : FPDCQAOWJZHIQX-RQHRMXDNSA-N
IUPAC : [(4aS,5R)-5-ethenyl-1-oxo-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (2E)-6-hydroxy-2,6-dimethylocta-2,7-dienoate
Pubchem ID : 76960104
Smiles : C=CC1C(OC2OC(CO)C(O)C(O)C2O)OC=C2C(=O)OC(OC(=O)C(C)=CCCC(C)(O)C=C)CC21
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 540.22
Volume : 522.247
Density : 1.034
nHA : 12
nHD : 5
nRot : 11
nRing : 3
Max Ring : 10
nHet: 12
fChar : 0
nRig : 22
Flexibility : 0.5
Stereo Centers : 10
TPSA : 181.44
logS : -1.645
logP: 0.331
logD7.4 : 1.402
ABSORPTION
Caco-2 Permeability : -5.538
MDCK Permeability : 0.0000918874
Pgp-inhibitor : 0.001
Pgp-substrate : 0.102
HIA : 0.232
F20% : 0.016
F30% : 0.996
DISTRIBUTION
PPB : 0.507008
VD : 0.466
BBB Penetration : 0.311
Fu : 0.220066
METABOLISM
CYP 1A2 inhibitor : 0.007
CYP 1A2 substrate : 0.084
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.314
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.228
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.059
CYP 3A4 inhibitor : 0.75
CYP 3A4 substrate : 0.256
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MEDICINAL CHEMISTRY
QED : 0.142
SAscore : 5.396
Fsp : 0.615
MCE-18 : 61.905
NPscore : 3.244
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.14
DILI : 0.197
AMES Toxicity : 0.066
Rat Oral Acute Toxicity : 0.079
FDAMDD : 0.939
Skin Sensitization : 0.115
Carcinogencity : 0.941
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.38
Bioconcentration Factor : 0.618
IGC50 : 2.534
LC50FM : 4.696
LC50DM : 4.848
NR-AR : 0.051
NR-AR-LBD: 0.452
NR-AhR : 0.008
NR-Aromatase : 0.016
NR-ER : 0.097
NR-ER-LBD : 0.013
NR-PPAR-gamma : 0.026
SR-ARE : 0.15
SR-ATAD5 : 0.283
SR-HSE : 0.079
SR-MMP : 0.712
SR-p53 : 0.42
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 : 2
EXCRETION
CL : 1.403
t1/2 : 0.222
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