Canonical Smiles : CC(=CCCC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)OC)C)C
Inchi Key : JLTSTSRANGPLOQ-RIYZIHGNSA-N
IUPAC : 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-2-methoxyxanthen-9-one
Pubchem ID : 9953366
Smiles : CC(=CCCC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)OC)C)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 410.17
Volume : 427.004
Density : 0.961
nHA : 6
nHD : 3
nRot : 6
nRing : 3
Max Ring : 14
nHet: 6
fChar : 0
nRig : 19
Flexibility : 0.316
Stereo Centers : 0
TPSA : 100.13
logS : -2.757
logP: 6.087
logD7.4 : 3.556
ABSORPTION
Caco-2 Permeability : -4.847
MDCK Permeability : 0.000011815
Pgp-inhibitor : 0.279
Pgp-substrate : 0.754
HIA : 0.067
F20% : 0.984
F30% : 0.974
DISTRIBUTION
PPB : 0.879854
VD : 0.998
BBB Penetration : 0.002
Fu : 0.130748
METABOLISM
CYP 1A2 inhibitor : 0.931
CYP 1A2 substrate : 0.288
CYP 2C19 inhibitor : 0.948
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0.892
CYP 2C9 substrate : 0.958
CYP 2D6 inhibitor : 0.875
CYP 2D6 substrate : 0.334
CYP 3A4 inhibitor : 0.363
CYP 3A4 substrate : 0.08
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MEDICINAL CHEMISTRY
QED : 0.376
SAscore : 3.071
Fsp : 0.292
MCE-18 : 21
NPscore : 2.315
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 : 0.027
H-HT : 0.822
DILI : 0.593
AMES Toxicity : 0.42
Rat Oral Acute Toxicity : 0.075
FDAMDD : 0.784
Skin Sensitization : 0.895
Carcinogencity : 0.257
Eye Corrosion : 0.005
Eye Irritation : 0.902
Respiratory Toxicity : 0.39
Bioconcentration Factor : 1.347
IGC50 : 4.419
LC50FM : 5.59
LC50DM : 6.2
NR-AR : 0.042
NR-AR-LBD: 0.024
NR-AhR : 0.948
NR-Aromatase : 0.841
NR-ER : 0.902
NR-ER-LBD : 0.926
NR-PPAR-gamma : 0.962
SR-ARE : 0.875
SR-ATAD5 : 0.158
SR-HSE : 0.861
SR-MMP : 0.962
SR-p53 : 0.952
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 6.375
t1/2 : 0.56
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