Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O)O
Inchi Key : OBKKEZLIABHSGY-DOYQYKRZSA-N
IUPAC : (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one
Pubchem ID : 114627
Smiles : CC1OC(OC2C(Oc3cc(O)c4c(c3)OC(c3ccc(O)c(O)c3)CC4=O)OC(CO)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 596.17
Volume : 546.164
Density : 1.092
nHA : 15
nHD : 9
nRot : 6
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 11
TPSA : 245.29
logS : -3.381
logP: -0.726
logD7.4 : 0.756
ABSORPTION
Caco-2 Permeability : -6.559
MDCK Permeability : 0.0000907551
Pgp-inhibitor : 0.001
Pgp-substrate : 0.967
HIA : 0.955
F20% : 0.032
F30% : 1
DISTRIBUTION
PPB : 0.832689
VD : 0.389
BBB Penetration : 0.337
Fu : 0.204449
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.023
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.266
CYP 2D6 inhibitor : 0.01
CYP 2D6 substrate : 0.187
CYP 3A4 inhibitor : 0.019
CYP 3A4 substrate : 0.036
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MEDICINAL CHEMISTRY
QED : 0.173
SAscore : 4.839
Fsp : 0.519
MCE-18 : 121.902
NPscore : 2.268
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 : 0.008
H-HT : 0.107
DILI : 0.961
AMES Toxicity : 0.494
Rat Oral Acute Toxicity : 0.235
FDAMDD : 0.012
Skin Sensitization : 0.059
Carcinogencity : 0.742
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.038
Bioconcentration Factor : 0.872
IGC50 : 4.616
LC50FM : 6.38
LC50DM : 5.693
NR-AR : 0.024
NR-AR-LBD: 0.551
NR-AhR : 0.612
NR-Aromatase : 0.499
NR-ER : 0.188
NR-ER-LBD : 0.018
NR-PPAR-gamma : 0.957
SR-ARE : 0.247
SR-ATAD5 : 0.744
SR-HSE : 0.6
SR-MMP : 0.686
SR-p53 : 0.53
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.895
t1/2 : 0.331
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