Canonical Smiles : C1=CC(=CC=C1C(=O)C2=C(C=C(C(=C2O)C3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
Inchi Key : KSLXEOVMWLSIDW-QGJGNJNTSA-N
IUPAC : [(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-6-[2,4,6-trihydroxy-3-(4-hydroxybenzoyl)phenyl]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Pubchem ID : 102082135
Smiles : O=C(OCC1OC(c2c(O)cc(O)c(C(=O)c3ccc(O)cc3)c2O)C(OC(=O)c2cc(O)c(O)c(O)c2)C(O)C1O)c1cc(O)c(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 712.13
Volume : 655.219
Density : 1.087
nHA : 18
nHD : 12
nRot : 10
nRing : 5
Max Ring : 6
nHet: 18
fChar : 0
nRig : 33
Flexibility : 0.303
Stereo Centers : 5
TPSA : 321.66
logS : -2.827
logP: 2.191
logD7.4 : 0.974
ABSORPTION
Caco-2 Permeability : -6.897
MDCK Permeability : 0.00000440463
Pgp-inhibitor : 0.033
Pgp-substrate : 0.001
HIA : 0.979
F20% : 0.999
F30% : 1
DISTRIBUTION
PPB : 0.915586
VD : 0.374
BBB Penetration : 0.002
Fu : 0.0959702
METABOLISM
CYP 1A2 inhibitor : 0.124
CYP 1A2 substrate : 0.011
CYP 2C19 inhibitor : 0.023
CYP 2C19 substrate : 0.023
CYP 2C9 inhibitor : 0.504
CYP 2C9 substrate : 0.055
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.101
CYP 3A4 inhibitor : 0.058
CYP 3A4 substrate : 0.008
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MEDICINAL CHEMISTRY
QED : 0.069
SAscore : 4.568
Fsp : 0.182
MCE-18 : 123.744
NPscore : 1.317
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.072
H-HT : 0.129
DILI : 0.983
AMES Toxicity : 0.209
Rat Oral Acute Toxicity : 0.004
FDAMDD : 0.009
Skin Sensitization : 0.951
Carcinogencity : 0.029
Eye Corrosion : 0.003
Eye Irritation : 0.902
Respiratory Toxicity : 0.003
Bioconcentration Factor : 0.965
IGC50 : 4.309
LC50FM : 4.366
LC50DM : 5.994
NR-AR : 0.004
NR-AR-LBD: 0.135
NR-AhR : 0.851
NR-Aromatase : 0.766
NR-ER : 0.77
NR-ER-LBD : 0.994
NR-PPAR-gamma : 0.85
SR-ARE : 0.5
SR-ATAD5 : 0.197
SR-HSE : 0.969
SR-MMP : 0.988
SR-p53 : 0.846
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 3
EXCRETION
CL : 10.057
t1/2 : 0.942
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