Canonical Smiles : Cc1C(C(C(C(O1)Oc2=Cc(=C3C(=C2)Oc(=C(C3=O)Oc4C(C(C(C(O4)C)O)O)O)C5=Cc=C(C=C5)O)O)O)O)O
Inchi Key : Pupkkeqdlnreim-Qnsqpkoqsa-N
IUPAC : 5-Hydroxy-2-(4-Hydroxyphenyl)-3,7-Bis[[(2S,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxy]Chromen-4-One
Pubchem ID : 5486199
Smiles : CC1OC(Oc2cc(O)c3c(=O)c(OC4OC(C)C(O)C(O)C4O)c(-c4ccc(O)cc4)oc3c2)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 578.16
Volume : 534.737
Density : 1.081
nHA : 14
nHD : 8
nRot : 5
nRing : 5
Max Ring : 10
nHet: 14
fChar : 0
nRig : 30
Flexibility : 0.167
Stereo Centers : 10
TPSA : 228.97
logS : -4.24
logP: -0.107
logD7.4 : 1.645
ABSORPTION
Caco-2 Permeability : -6.219
MDCK Permeability : 0.0000581048
Pgp-inhibitor : 0.002
Pgp-substrate : 0.988
HIA : 0.776
F20% : 0.007
F30% : 0.995
DISTRIBUTION
PPB : 0.777028
VD : 0.776
BBB Penetration : 0.113
Fu : 0.13313
METABOLISM
CYP 1A2 inhibitor : 0.022
CYP 1A2 substrate : 0.039
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.085
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.657
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.181
CYP 3A4 inhibitor : 0.006
CYP 3A4 substrate : 0.011
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MEDICINAL CHEMISTRY
QED : 0.187
SAscore : 4.644
Fsp : 0.444
MCE-18 : 119.436
NPscore : 1.592
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.046
DILI : 0.98
AMES Toxicity : 0.752
Rat Oral Acute Toxicity : 0.03
FDAMDD : 0.013
Skin Sensitization : 0.013
Carcinogencity : 0.819
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.02
Bioconcentration Factor : 0.975
IGC50 : 4.135
LC50FM : 5.258
LC50DM : 5.606
NR-AR : 0.333
NR-AR-LBD: 0.466
NR-AhR : 0.842
NR-Aromatase : 0.945
NR-ER : 0.158
NR-ER-LBD : 0.033
NR-PPAR-gamma : 0.957
SR-ARE : 0.199
SR-ATAD5 : 0.305
SR-HSE : 0.074
SR-MMP : 0.675
SR-p53 : 0.806
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.5
t1/2 : 0.249
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