Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
Inchi Key : DFPMSGMNTNDNHN-JJLSSNRUSA-N
IUPAC : 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-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Pubchem ID : 25075
Smiles : CC1OC(OC2C(Oc3cc(O)c4c(c3)OC(c3ccc(O)cc3)CC4=O)OC(CO)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 580.18
Volume : 537.374
Density : 1.08
nHA : 14
nHD : 8
nRot : 6
nRing : 5
Max Ring : 10
nHet: 14
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 11
TPSA : 225.06
logS : -3.43
logP: -0.493
logD7.4 : 1.065
ABSORPTION
Caco-2 Permeability : -6.501
MDCK Permeability : 0.0000936838
Pgp-inhibitor : 0.001
Pgp-substrate : 0.974
HIA : 0.927
F20% : 0.022
F30% : 0.999
DISTRIBUTION
PPB : 0.787384
VD : 0.372
BBB Penetration : 0.347
Fu : 0.219088
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.025
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.124
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.682
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.196
CYP 3A4 inhibitor : 0.012
CYP 3A4 substrate : 0.058
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MEDICINAL CHEMISTRY
QED : 0.202
SAscore : 4.738
Fsp : 0.519
MCE-18 : 118.317
NPscore : 2.246
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.103
DILI : 0.957
AMES Toxicity : 0.348
Rat Oral Acute Toxicity : 0.245
FDAMDD : 0.008
Skin Sensitization : 0.031
Carcinogencity : 0.795
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.033
Bioconcentration Factor : 0.797
IGC50 : 4.715
LC50FM : 6.491
LC50DM : 5.611
NR-AR : 0.035
NR-AR-LBD: 0.522
NR-AhR : 0.629
NR-Aromatase : 0.516
NR-ER : 0.19
NR-ER-LBD : 0.017
NR-PPAR-gamma : 0.94
SR-ARE : 0.184
SR-ATAD5 : 0.727
SR-HSE : 0.159
SR-MMP : 0.679
SR-p53 : 0.589
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.489
t1/2 : 0.202
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