Canonical Smiles : C1=Cc(=Cc=C1C2=Cc(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=Cc(=C4)C5=Cc(=O)C6=C(C=C(C=C6O5)O)O)O)O
Inchi Key : Yuswmauldxzhpy-Uhfffaoysa-N
IUPAC : 8-[5-(5,7-Dihydroxy-4-Oxochromen-2-Yl)-2-Hydroxyphenyl]-5,7-Dihydroxy-2-(4-Hydroxyphenyl)Chromen-4-One
Pubchem ID : 5281600
Smiles : O=c1cc(-c2ccc(O)c(-c3c(O)cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc34)c2)oc2cc(O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 538.09
Volume : 521.816
Density : 1.031
nHA : 10
nHD : 6
nRot : 3
nRing : 6
Max Ring : 10
nHet: 10
fChar : 0
nRig : 36
Flexibility : 0.083
Stereo Centers : 0
TPSA : 181.8
logS : -4.576
logP: 6.003
logD7.4 : 2.383
ABSORPTION
Caco-2 Permeability : -5.263
MDCK Permeability : 0.00000799636
Pgp-inhibitor : 0.02
Pgp-substrate : 0.016
HIA : 0.672
F20% : 0.999
F30% : 1
DISTRIBUTION
PPB : 0.969162
VD : 0.479
BBB Penetration : 0.001
Fu : 0.0467424
METABOLISM
CYP 1A2 inhibitor : 0.92
CYP 1A2 substrate : 0.109
CYP 2C19 inhibitor : 0.589
CYP 2C19 substrate : 0.033
CYP 2C9 inhibitor : 0.542
CYP 2C9 substrate : 0.89
CYP 2D6 inhibitor : 0.109
CYP 2D6 substrate : 0.422
CYP 3A4 inhibitor : 0.202
CYP 3A4 substrate : 0.058
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MEDICINAL CHEMISTRY
QED : 0.177
SAscore : 3.038
Fsp : 0
MCE-18 : 36
NPscore : 1.234
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 : 0.096
H-HT : 0.146
DILI : 0.988
AMES Toxicity : 0.258
Rat Oral Acute Toxicity : 0.068
FDAMDD : 0.836
Skin Sensitization : 0.902
Carcinogencity : 0.042
Eye Corrosion : 0.003
Eye Irritation : 0.903
Respiratory Toxicity : 0.035
Bioconcentration Factor : 0.711
IGC50 : 5.194
LC50FM : 5.468
LC50DM : 6.109
NR-AR : 0.023
NR-AR-LBD: 0.56
NR-AhR : 0.992
NR-Aromatase : 0.981
NR-ER : 0.979
NR-ER-LBD : 1
NR-PPAR-gamma : 0.978
SR-ARE : 0.906
SR-ATAD5 : 0.764
SR-HSE : 0.687
SR-MMP : 0.99
SR-p53 : 0.967
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 3.819
t1/2 : 0.638
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