Canonical Smiles : COC1=C(C=CC(=C1)C(=O)OC2C3CC4OCC(C3C(O4)OC5C(C(C(C(O5)CO)O)O)O)(C2O)O)O
Inchi Key : DTNNYXMHYVWWHO-BBECDWKJSA-N
IUPAC : [(1R,4S,5R,6S,7R,8S,9S)-4,5-dihydroxy-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-6-yl] 4-hydroxy-3-methoxybenzoate
Pubchem ID : 21588222
Smiles : COc1cc(C(=O)OC2C3CC4OCC(O)(C2O)C3C(OC2OC(CO)C(O)C(O)C2O)O4)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 530.16
Volume : 476.099
Density : 1.114
nHA : 14
nHD : 7
nRot : 7
nRing : 6
Max Ring : 6
nHet: 14
fChar : 0
nRig : 26
Flexibility : 0.269
Stereo Centers : 12
TPSA : 214.06
logS : -1.764
logP: -0.838
logD7.4 : 0.216
ABSORPTION
Caco-2 Permeability : -6.388
MDCK Permeability : 0.00016189
Pgp-inhibitor : 0.001
Pgp-substrate : 0.853
HIA : 0.986
F20% : 0.267
F30% : 0.994
DISTRIBUTION
PPB : 0.288623
VD : 0.356
BBB Penetration : 0.444
Fu : 0.535569
METABOLISM
CYP 1A2 inhibitor : 0.002
CYP 1A2 substrate : 0.168
CYP 2C19 inhibitor : 0.006
CYP 2C19 substrate : 0.222
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.252
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.17
CYP 3A4 inhibitor : 0.012
CYP 3A4 substrate : 0.03
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MEDICINAL CHEMISTRY
QED : 0.185
SAscore : 6.042
Fsp : 0.696
MCE-18 : 122.692
NPscore : 2.24
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 : 0.022
H-HT : 0.158
DILI : 0.834
AMES Toxicity : 0.191
Rat Oral Acute Toxicity : 0.148
FDAMDD : 0.014
Skin Sensitization : 0.007
Carcinogencity : 0.1
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.015
Bioconcentration Factor : 0.535
IGC50 : 3.115
LC50FM : 2.327
LC50DM : 5.141
NR-AR : 0.015
NR-AR-LBD: 0.453
NR-AhR : 0.011
NR-Aromatase : 0.2
NR-ER : 0.106
NR-ER-LBD : 0.06
NR-PPAR-gamma : 0.07
SR-ARE : 0.069
SR-ATAD5 : 0.836
SR-HSE : 0.024
SR-MMP : 0.207
SR-p53 : 0.725
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.598
t1/2 : 0.464
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