Canonical Smiles : Coc1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=Cc(=C(C=C3)O)O)Oc4C(C(C(C(O4)C(=O)O)O)O)O
Inchi Key : Uwbkekwtumgdcn-Bcwmxopmsa-N
IUPAC : (3S,4S,6S)-6-[2-(3,4-Dihydroxyphenyl)-5-Hydroxy-6-Methoxy-4-Oxochromen-7-Yl]Oxy-3,4,5-Trihydroxyoxane-2-Carboxylic Acid
Pubchem ID : 44258510
Smiles : COc1c(OC2OC(C(=O)O)C(O)C(O)C2O)cc2oc(-c3ccc(O)c(O)c3)cc(=O)c2c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 492.09
Volume : 445.387
Density : 1.105
nHA : 13
nHD : 7
nRot : 5
nRing : 4
Max Ring : 10
nHet: 13
fChar : 0
nRig : 25
Flexibility : 0.2
Stereo Centers : 5
TPSA : 216.58
logS : -3.929
logP: 0.578
logD7.4 : 0.711
ABSORPTION
Caco-2 Permeability : -6.469
MDCK Permeability : 0.0000309909
Pgp-inhibitor : 0.001
Pgp-substrate : 0.872
HIA : 0.834
F20% : 0.271
F30% : 0.998
DISTRIBUTION
PPB : 0.830625
VD : 0.64
BBB Penetration : 0.029
Fu : 0.183477
METABOLISM
CYP 1A2 inhibitor : 0.03
CYP 1A2 substrate : 0.058
CYP 2C19 inhibitor : 0.019
CYP 2C19 substrate : 0.048
CYP 2C9 inhibitor : 0.005
CYP 2C9 substrate : 0.189
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.139
CYP 3A4 inhibitor : 0.015
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.231
SAscore : 4.091
Fsp : 0.273
MCE-18 : 94
NPscore : 1.841
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.033
H-HT : 0.173
DILI : 0.977
AMES Toxicity : 0.149
Rat Oral Acute Toxicity : 0.044
FDAMDD : 0.007
Skin Sensitization : 0.05
Carcinogencity : 0.077
Eye Corrosion : 0.003
Eye Irritation : 0.012
Respiratory Toxicity : 0.036
Bioconcentration Factor : 0.673
IGC50 : 3.755
LC50FM : 4.036
LC50DM : 5.376
NR-AR : 0.239
NR-AR-LBD: 0.331
NR-AhR : 0.803
NR-Aromatase : 0.72
NR-ER : 0.245
NR-ER-LBD : 0.03
NR-PPAR-gamma : 0.947
SR-ARE : 0.242
SR-ATAD5 : 0.631
SR-HSE : 0.63
SR-MMP : 0.394
SR-p53 : 0.772
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 10
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.357
t1/2 : 0.876
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