Canonical Smiles : COC1=C(C=CC(=C1)C(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O
Inchi Key : AKNILCMFRRDTEY-UHFFFAOYSA-N
IUPAC : [2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 4-hydroxy-3-methoxybenzoate
Pubchem ID : 3081484
Smiles : COc1cc(C(=O)OC2C3C=COC(OC4OC(CO)C(O)C(O)C4O)C3C3(CO)OC23)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 512.15
Volume : 464.672
Density : 1.102
nHA : 13
nHD : 6
nRot : 8
nRing : 5
Max Ring : 10
nHet: 13
fChar : 0
nRig : 25
Flexibility : 0.32
Stereo Centers : 11
TPSA : 197.13
logS : -1.624
logP: -0.733
logD7.4 : 0.346
ABSORPTION
Caco-2 Permeability : -6.34
MDCK Permeability : 0.000152382
Pgp-inhibitor : 0
Pgp-substrate : 0.88
HIA : 0.966
F20% : 0.131
F30% : 0.996
DISTRIBUTION
PPB : 0.304453
VD : 0.355
BBB Penetration : 0.616
Fu : 0.447118
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.071
CYP 2C19 inhibitor : 0.006
CYP 2C19 substrate : 0.276
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.144
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.175
CYP 3A4 inhibitor : 0.048
CYP 3A4 substrate : 0.092
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MEDICINAL CHEMISTRY
QED : 0.173
SAscore : 4.924
Fsp : 0.609
MCE-18 : 115.027
NPscore : 2.629
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.044
H-HT : 0.19
DILI : 0.856
AMES Toxicity : 0.078
Rat Oral Acute Toxicity : 0.88
FDAMDD : 0.317
Skin Sensitization : 0.011
Carcinogencity : 0.876
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.631
Bioconcentration Factor : 0.489
IGC50 : 3.318
LC50FM : 3.975
LC50DM : 5.42
NR-AR : 0.044
NR-AR-LBD: 0.43
NR-AhR : 0.012
NR-Aromatase : 0.03
NR-ER : 0.082
NR-ER-LBD : 0.042
NR-PPAR-gamma : 0.006
SR-ARE : 0.06
SR-ATAD5 : 0.851
SR-HSE : 0.042
SR-MMP : 0.194
SR-p53 : 0.702
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 7
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 3
EXCRETION
CL : 2.891
t1/2 : 0.555
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