Canonical Smiles : CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
Inchi Key : IBIPGYWNOBGEMH-DILZHRMZSA-N
IUPAC : [(4S,7S,8S,11S)-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate
Pubchem ID : 84298
Smiles : CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 414.12
Volume : 371.805
Density : 1.114
nHA : 11
nHD : 4
nRot : 6
nRing : 4
Max Ring : 10
nHet: 11
fChar : 0
nRig : 21
Flexibility : 0.286
Stereo Centers : 9
TPSA : 161.21
logS : -0.867
logP: -0.986
logD7.4 : 0.324
ABSORPTION
Caco-2 Permeability : -5.858
MDCK Permeability : 0.000208167
Pgp-inhibitor : 0
Pgp-substrate : 0.187
HIA : 0.982
F20% : 0.171
F30% : 0.998
DISTRIBUTION
PPB : 0.203641
VD : 0.327
BBB Penetration : 0.415
Fu : 0.659243
METABOLISM
CYP 1A2 inhibitor : 0.007
CYP 1A2 substrate : 0.033
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.069
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.052
CYP 2D6 inhibitor : 0.007
CYP 2D6 substrate : 0.105
CYP 3A4 inhibitor : 0.017
CYP 3A4 substrate : 0.205
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MEDICINAL CHEMISTRY
QED : 0.283
SAscore : 4.909
Fsp : 0.667
MCE-18 : 65
NPscore : 2.859
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.002
H-HT : 0.085
DILI : 0.98
AMES Toxicity : 0.717
Rat Oral Acute Toxicity : 0.842
FDAMDD : 0.186
Skin Sensitization : 0.022
Carcinogencity : 0.961
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.757
Bioconcentration Factor : 0.492
IGC50 : 3.371
LC50FM : 5.965
LC50DM : 5.281
NR-AR : 0.001
NR-AR-LBD: 0.161
NR-AhR : 0.006
NR-Aromatase : 0.004
NR-ER : 0.05
NR-ER-LBD : 0.011
NR-PPAR-gamma : 0.019
SR-ARE : 0.063
SR-ATAD5 : 0.973
SR-HSE : 0.094
SR-MMP : 0.599
SR-p53 : 0.635
Acute/Aquatic Toxicity Rule : 6
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.76
t1/2 : 0.451
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