Canonical Smiles : CC(=CCCC(=CCC1=C(C(=CC2=C1C(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)CO)O)O)OC)C)C
Inchi Key : BXFCPUCGPCDZKT-XXGRXQMWSA-N
IUPAC : 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-7-[(Z)-4-hydroxy-3-methylbut-2-enyl]-2-methoxyxanthen-9-one
Pubchem ID : 10480887
Smiles : COc1c(O)cc2oc3cc(O)c(CC=C(C)CO)c(O)c3c(=O)c2c1CC=C(C)CCC=C(C)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 494.23
Volume : 519.638
Density : 0.951
nHA : 7
nHD : 4
nRot : 9
nRing : 3
Max Ring : 14
nHet: 7
fChar : 0
nRig : 20
Flexibility : 0.45
Stereo Centers : 0
TPSA : 120.36
logS : -2.348
logP: 6.865
logD7.4 : 3.415
ABSORPTION
Caco-2 Permeability : -4.865
MDCK Permeability : 0.00000910507
Pgp-inhibitor : 0.848
Pgp-substrate : 0.557
HIA : 0.273
F20% : 0.993
F30% : 0.997
DISTRIBUTION
PPB : 0.803986
VD : 1.19
BBB Penetration : 0.002
Fu : 0.196002
METABOLISM
CYP 1A2 inhibitor : 0.529
CYP 1A2 substrate : 0.194
CYP 2C19 inhibitor : 0.719
CYP 2C19 substrate : 0.062
CYP 2C9 inhibitor : 0.876
CYP 2C9 substrate : 0.839
CYP 2D6 inhibitor : 0.694
CYP 2D6 substrate : 0.205
CYP 3A4 inhibitor : 0.166
CYP 3A4 substrate : 0.057
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MEDICINAL CHEMISTRY
QED : 0.22
SAscore : 3.436
Fsp : 0.345
MCE-18 : 23
NPscore : 2.184
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.012
H-HT : 0.928
DILI : 0.599
AMES Toxicity : 0.385
Rat Oral Acute Toxicity : 0.2
FDAMDD : 0.416
Skin Sensitization : 0.893
Carcinogencity : 0.407
Eye Corrosion : 0.003
Eye Irritation : 0.584
Respiratory Toxicity : 0.433
Bioconcentration Factor : 1.329
IGC50 : 4.406
LC50FM : 5.603
LC50DM : 6.093
NR-AR : 0.141
NR-AR-LBD: 0.057
NR-AhR : 0.87
NR-Aromatase : 0.847
NR-ER : 0.856
NR-ER-LBD : 0.808
NR-PPAR-gamma : 0.957
SR-ARE : 0.821
SR-ATAD5 : 0.027
SR-HSE : 0.88
SR-MMP : 0.951
SR-p53 : 0.97
Acute/Aquatic Toxicity Rule : 1
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 5.729
t1/2 : 0.47
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