Canonical Smiles : C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Inchi Key : DUBCCGAQYVUYEU-ZUGPOPFOSA-N
IUPAC : (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Pubchem ID : 5274585
Smiles : O=C(O)C1OC(Oc2c(-c3ccc(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 478.07
Volume : 428.091
Density : 1.117
nHA : 13
nHD : 8
nRot : 4
nRing : 4
Max Ring : 10
nHet: 13
fChar : 0
nRig : 25
Flexibility : 0.16
Stereo Centers : 5
TPSA : 227.58
logS : -4.075
logP: 0.447
logD7.4 : 0.673
ABSORPTION
Caco-2 Permeability : -6.486
MDCK Permeability : 0.0000122105
Pgp-inhibitor : 0
Pgp-substrate : 0.205
HIA : 0.667
F20% : 0.687
F30% : 0.999
DISTRIBUTION
PPB : 0.870231
VD : 0.723
BBB Penetration : 0.023
Fu : 0.1412
METABOLISM
CYP 1A2 inhibitor : 0.049
CYP 1A2 substrate : 0.022
CYP 2C19 inhibitor : 0.022
CYP 2C19 substrate : 0.037
CYP 2C9 inhibitor : 0.018
CYP 2C9 substrate : 0.257
CYP 2D6 inhibitor : 0.019
CYP 2D6 substrate : 0.13
CYP 3A4 inhibitor : 0.035
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.223
SAscore : 4.073
Fsp : 0.238
MCE-18 : 94.769
NPscore : 1.959
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.008
H-HT : 0.17
DILI : 0.988
AMES Toxicity : 0.433
Rat Oral Acute Toxicity : 0.074
FDAMDD : 0.005
Skin Sensitization : 0.064
Carcinogencity : 0.042
Eye Corrosion : 0.003
Eye Irritation : 0.025
Respiratory Toxicity : 0.024
Bioconcentration Factor : 0.711
IGC50 : 3.664
LC50FM : 4.445
LC50DM : 5.139
NR-AR : 0.162
NR-AR-LBD: 0.487
NR-AhR : 0.722
NR-Aromatase : 0.735
NR-ER : 0.392
NR-ER-LBD : 0.379
NR-PPAR-gamma : 0.933
SR-ARE : 0.121
SR-ATAD5 : 0.104
SR-HSE : 0.197
SR-MMP : 0.29
SR-p53 : 0.562
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.889
t1/2 : 0.927
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