Canonical Smiles : COC1=C(C=CC(=C1)[C@H]2CC(=O)OC3=C2C4=C(C[C@H]([C@H](O4)C5=CC(=C(C=C5)O)O)O)C(=C3)O)O
Inchi Key : MNORVMTUMRZQKH-SGZOZZLJSA-N
IUPAC : (2R,3R,10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(4-hydroxy-3-methoxyphenyl)-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
Pubchem ID : 162912089
Smiles : COC1=C(C=CC(=C1)[C@H]2CC(=O)OC3=C2C4=C(C[C@H]([C@H](O4)C5=CC(=C(C=C5)O)O)O)C(=C3)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 466.13
Volume : 450.921
Density : 1.034
nHA : 9
nHD : 5
nRot : 3
nRing : 5
Max Ring : 14
nHet: 9
fChar : 0
nRig : 29
Flexibility : 0.103
Stereo Centers : 3
TPSA : 145.91
logS : -4.242
logP: 2.602
logD7.4 : 2.189
ABSORPTION
Caco-2 Permeability : -5.987
MDCK Permeability : 0.00000654426
Pgp-inhibitor : 0.036
Pgp-substrate : 0.921
HIA : 0.02
F20% : 0.186
F30% : 0.842
DISTRIBUTION
PPB : 0.970129
VD : 0.459
BBB Penetration : 0.008
Fu : 0.0369573
METABOLISM
CYP 1A2 inhibitor : 0.037
CYP 1A2 substrate : 0.214
CYP 2C19 inhibitor : 0.063
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0.825
CYP 2C9 substrate : 0.933
CYP 2D6 inhibitor : 0.036
CYP 2D6 substrate : 0.228
CYP 3A4 inhibitor : 0.218
CYP 3A4 substrate : 0.697
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MEDICINAL CHEMISTRY
QED : 0.223
SAscore : 3.941
Fsp : 0.24
MCE-18 : 99.677
NPscore : 1.79
Lipinski Rule : Accepted
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 : 0.026
DILI : 0.546
AMES Toxicity : 0.207
Rat Oral Acute Toxicity : 0.884
FDAMDD : 0.969
Skin Sensitization : 0.891
Carcinogencity : 0.109
Eye Corrosion : 0.003
Eye Irritation : 0.86
Respiratory Toxicity : 0.156
Bioconcentration Factor : 0.986
IGC50 : 4.827
LC50FM : 6.957
LC50DM : 6.636
NR-AR : 0.019
NR-AR-LBD: 0.056
NR-AhR : 0.534
NR-Aromatase : 0.556
NR-ER : 0.609
NR-ER-LBD : 0.035
NR-PPAR-gamma : 0.72
SR-ARE : 0.261
SR-ATAD5 : 0.056
SR-HSE : 0.758
SR-MMP : 0.913
SR-p53 : 0.427
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 11
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 10.585
t1/2 : 0.779
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