Canonical Smiles : CC(=CCCC(=CCC1=C(C(=CC2=C1C(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)O)OC)C)C
Inchi Key : GVDDDYKLKUMEGV-WOJGMQOQSA-N
IUPAC : 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-2-methoxy-7-(3-methylbut-2-enyl)xanthen-9-one
Pubchem ID : 11754819
Smiles : COc1c(O)cc2oc3cc(O)c(CC=C(C)C)c(O)c3c(=O)c2c1CC=C(C)CCC=C(C)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 478.24
Volume : 510.847
Density : 0.936
nHA : 6
nHD : 3
nRot : 8
nRing : 3
Max Ring : 14
nHet: 6
fChar : 0
nRig : 20
Flexibility : 0.4
Stereo Centers : 0
TPSA : 100.13
logS : -2.148
logP: 7.947
logD7.4 : 3.872
ABSORPTION
Caco-2 Permeability : -4.814
MDCK Permeability : 0.0000120111
Pgp-inhibitor : 0.866
Pgp-substrate : 0.815
HIA : 0.14
F20% : 0.993
F30% : 0.983
DISTRIBUTION
PPB : 0.805678
VD : 2.225
BBB Penetration : 0.003
Fu : 0.196971
METABOLISM
CYP 1A2 inhibitor : 0.488
CYP 1A2 substrate : 0.207
CYP 2C19 inhibitor : 0.936
CYP 2C19 substrate : 0.068
CYP 2C9 inhibitor : 0.896
CYP 2C9 substrate : 0.959
CYP 2D6 inhibitor : 0.483
CYP 2D6 substrate : 0.243
CYP 3A4 inhibitor : 0.159
CYP 3A4 substrate : 0.067
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MEDICINAL CHEMISTRY
QED : 0.243
SAscore : 3.335
Fsp : 0.345
MCE-18 : 23
NPscore : 2.087
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 : 0.022
H-HT : 0.961
DILI : 0.373
AMES Toxicity : 0.265
Rat Oral Acute Toxicity : 0.165
FDAMDD : 0.284
Skin Sensitization : 0.919
Carcinogencity : 0.17
Eye Corrosion : 0.003
Eye Irritation : 0.598
Respiratory Toxicity : 0.43
Bioconcentration Factor : 1.208
IGC50 : 4.741
LC50FM : 6.149
LC50DM : 6.256
NR-AR : 0.073
NR-AR-LBD: 0.049
NR-AhR : 0.886
NR-Aromatase : 0.837
NR-ER : 0.877
NR-ER-LBD : 0.869
NR-PPAR-gamma : 0.967
SR-ARE : 0.867
SR-ATAD5 : 0.048
SR-HSE : 0.915
SR-MMP : 0.966
SR-p53 : 0.974
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 : 6.564
t1/2 : 0.15
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