Canonical Smiles : C1=CC(=CC=C1C(=O)OCC2C(C(C(C(O2)C3=C(C(=C(C=C3O)O)C(=O)C4=CC(=C(C=C4)O)O)O)O)O)O)O
Inchi Key : NJIPOSKZXKMYEM-UHFFFAOYSA-N
IUPAC : [6-[3-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxyphenyl]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate
Pubchem ID : 131751271
Smiles : O=C(OCC1OC(c2c(O)cc(O)c(C(=O)c3ccc(O)c(O)c3)c2O)C(O)C(O)C1O)c1ccc(O)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 544.12
Volume : 509.298
Density : 1.068
nHA : 13
nHD : 9
nRot : 7
nRing : 4
Max Ring : 6
nHet: 13
fChar : 0
nRig : 26
Flexibility : 0.269
Stereo Centers : 5
TPSA : 234.67
logS : -3.535
logP: 1.66
logD7.4 : 0.894
ABSORPTION
Caco-2 Permeability : -6.537
MDCK Permeability : 0.00000476621
Pgp-inhibitor : 0.005
Pgp-substrate : 0.014
HIA : 0.894
F20% : 0.97
F30% : 1
DISTRIBUTION
PPB : 0.988172
VD : 0.557
BBB Penetration : 0.02
Fu : 0.0384336
METABOLISM
CYP 1A2 inhibitor : 0.084
CYP 1A2 substrate : 0.017
CYP 2C19 inhibitor : 0.033
CYP 2C19 substrate : 0.038
CYP 2C9 inhibitor : 0.291
CYP 2C9 substrate : 0.291
CYP 2D6 inhibitor : 0.061
CYP 2D6 substrate : 0.154
CYP 3A4 inhibitor : 0.12
CYP 3A4 substrate : 0.023
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MEDICINAL CHEMISTRY
QED : 0.117
SAscore : 4.053
Fsp : 0.231
MCE-18 : 96.062
NPscore : 1.478
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 : 0.033
H-HT : 0.071
DILI : 0.972
AMES Toxicity : 0.64
Rat Oral Acute Toxicity : 0.041
FDAMDD : 0.009
Skin Sensitization : 0.603
Carcinogencity : 0.108
Eye Corrosion : 0.003
Eye Irritation : 0.658
Respiratory Toxicity : 0.007
Bioconcentration Factor : 0.882
IGC50 : 4.829
LC50FM : 4.69
LC50DM : 6.138
NR-AR : 0.011
NR-AR-LBD: 0.521
NR-AhR : 0.853
NR-Aromatase : 0.879
NR-ER : 0.83
NR-ER-LBD : 0.975
NR-PPAR-gamma : 0.926
SR-ARE : 0.71
SR-ATAD5 : 0.238
SR-HSE : 0.931
SR-MMP : 0.971
SR-p53 : 0.751
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.808
t1/2 : 0.833
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