Canonical Smiles : COC(=O)C1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
Inchi Key : DAKHAONGVOPWRO-XDNQMCPQSA-N
IUPAC : methyl (2R,3R,4R,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate
Pubchem ID : 10323370
Smiles : COC(=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 : 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 : -4.003
logP: 0.433
logD7.4 : 1.173
ABSORPTION
Caco-2 Permeability : -6.288
MDCK Permeability : 0.0000150018
Pgp-inhibitor : 0.004
Pgp-substrate : 0.646
HIA : 0.622
F20% : 0.039
F30% : 0.995
DISTRIBUTION
PPB : 0.845894
VD : 0.933
BBB Penetration : 0.039
Fu : 0.175391
METABOLISM
CYP 1A2 inhibitor : 0.069
CYP 1A2 substrate : 0.083
CYP 2C19 inhibitor : 0.022
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.038
CYP 2C9 substrate : 0.383
CYP 2D6 inhibitor : 0.068
CYP 2D6 substrate : 0.178
CYP 3A4 inhibitor : 0.123
CYP 3A4 substrate : 0.013
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MEDICINAL CHEMISTRY
QED : 0.183
SAscore : 4.109
Fsp : 0.273
MCE-18 : 94
NPscore : 1.895
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 : 0.012
H-HT : 0.243
DILI : 0.983
AMES Toxicity : 0.772
Rat Oral Acute Toxicity : 0.042
FDAMDD : 0.025
Skin Sensitization : 0.059
Carcinogencity : 0.023
Eye Corrosion : 0.003
Eye Irritation : 0.029
Respiratory Toxicity : 0.024
Bioconcentration Factor : 0.851
IGC50 : 3.999
LC50FM : 4.872
LC50DM : 5.617
NR-AR : 0.115
NR-AR-LBD: 0.482
NR-AhR : 0.894
NR-Aromatase : 0.827
NR-ER : 0.349
NR-ER-LBD : 0.709
NR-PPAR-gamma : 0.933
SR-ARE : 0.324
SR-ATAD5 : 0.503
SR-HSE : 0.449
SR-MMP : 0.766
SR-p53 : 0.837
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 : 5.436
t1/2 : 0.869
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