Canonical Smiles : COC1=CC(=CC(=C1O)OC)C2CC(=O)OC3=C2C4=C(CC(C(O4)C5=CC(=C(C=C5)O)O)O)C(=C3)O
Inchi Key : HIORVPJVCRDAIR-XMRYCRAHSA-N
IUPAC : (2R,3R,10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
Pubchem ID : 102132637
Smiles : COc1cc(C2CC(=O)Oc3cc(O)c4c(c32)OC(c2ccc(O)c(O)c2)C(O)C4)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 496.14
Volume : 477.007
Density : 1.04
nHA : 10
nHD : 5
nRot : 4
nRing : 5
Max Ring : 14
nHet: 10
fChar : 0
nRig : 29
Flexibility : 0.138
Stereo Centers : 3
TPSA : 155.14
logS : -3.929
logP: 2.608
logD7.4 : 2.571
ABSORPTION
Caco-2 Permeability : -5.762
MDCK Permeability : 0.00000685853
Pgp-inhibitor : 0.025
Pgp-substrate : 0.5
HIA : 0.079
F20% : 0.013
F30% : 0.287
DISTRIBUTION
PPB : 0.927031
VD : 0.465
BBB Penetration : 0.007
Fu : 0.0875321
METABOLISM
CYP 1A2 inhibitor : 0.017
CYP 1A2 substrate : 0.655
CYP 2C19 inhibitor : 0.028
CYP 2C19 substrate : 0.137
CYP 2C9 inhibitor : 0.582
CYP 2C9 substrate : 0.884
CYP 2D6 inhibitor : 0.021
CYP 2D6 substrate : 0.24
CYP 3A4 inhibitor : 0.195
CYP 3A4 substrate : 0.888
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MEDICINAL CHEMISTRY
QED : 0.207
SAscore : 4.004
Fsp : 0.269
MCE-18 : 102.394
NPscore : 1.733
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 : 0.027
H-HT : 0.02
DILI : 0.377
AMES Toxicity : 0.059
Rat Oral Acute Toxicity : 0.79
FDAMDD : 0.942
Skin Sensitization : 0.909
Carcinogencity : 0.046
Eye Corrosion : 0.003
Eye Irritation : 0.753
Respiratory Toxicity : 0.144
Bioconcentration Factor : 1.04
IGC50 : 4.799
LC50FM : 6.637
LC50DM : 6.634
NR-AR : 0.007
NR-AR-LBD: 0.055
NR-AhR : 0.538
NR-Aromatase : 0.508
NR-ER : 0.486
NR-ER-LBD : 0.566
NR-PPAR-gamma : 0.964
SR-ARE : 0.323
SR-ATAD5 : 0.128
SR-HSE : 0.759
SR-MMP : 0.918
SR-p53 : 0.673
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 : 12.327
t1/2 : 0.714
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