Canonical Smiles : C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Inchi Key : FXAMKGHSKXKNHR-DAURTTLQSA-N
IUPAC : (3S,4S,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenoxy]oxane-2-carboxylic acid
Pubchem ID : 71260071
Smiles : O=C(O)C1OC(Oc2ccc(C3Oc4cc(O)cc(O)c4CC3O)cc2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 466.11
Volume : 424.574
Density : 1.098
nHA : 12
nHD : 8
nRot : 4
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.167
Stereo Centers : 7
TPSA : 206.6
logS : -3.336
logP: -0.389
logD7.4 : 0.214
ABSORPTION
Caco-2 Permeability : -6.833
MDCK Permeability : 0.0000196574
Pgp-inhibitor : 0
Pgp-substrate : 0.22
HIA : 0.784
F20% : 0.773
F30% : 1
DISTRIBUTION
PPB : 0.87579
VD : 0.324
BBB Penetration : 0.166
Fu : 0.216567
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.028
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.049
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.647
CYP 2D6 inhibitor : 0.008
CYP 2D6 substrate : 0.165
CYP 3A4 inhibitor : 0.028
CYP 3A4 substrate : 0.007
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MEDICINAL CHEMISTRY
QED : 0.276
SAscore : 4.348
Fsp : 0.381
MCE-18 : 95.897
NPscore : 2.246
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.022
H-HT : 0.253
DILI : 0.913
AMES Toxicity : 0.066
Rat Oral Acute Toxicity : 0.155
FDAMDD : 0.008
Skin Sensitization : 0.038
Carcinogencity : 0.061
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.026
Bioconcentration Factor : 0.419
IGC50 : 3.511
LC50FM : 3.242
LC50DM : 4.896
NR-AR : 0.154
NR-AR-LBD: 0.392
NR-AhR : 0.415
NR-Aromatase : 0.103
NR-ER : 0.175
NR-ER-LBD : 0.024
NR-PPAR-gamma : 0.738
SR-ARE : 0.07
SR-ATAD5 : 0.092
SR-HSE : 0.137
SR-MMP : 0.145
SR-p53 : 0.223
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 2.074
t1/2 : 0.723
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