Canonical Smiles : Cc1=Cc(=O)C2=C(C3=C(C=C(C4=C3C5=C2C1=C6C(=Cc(=O)C7=C(C8=C(C=C(C4=C8C5=C67)O)O)O)C)O)O)O
Inchi Key : Ydoifhvubciuhf-Uhfffaoysa-N
IUPAC : 9,11,13,16,18,20-Hexahydroxy-5,24-Dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]Octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-Tridecaene-7,22-Dione
Pubchem ID : 3663
Smiles : Cc1cc(=O)c2c(O)c3c(O)cc(O)c4c5c(O)cc(O)c6c(=O)c7c(O)cc(C)c8c1c2c(c34)c(c65)c78
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 504.08
Volume : 489.759
Density : 1.029
nHA : 8
nHD : 6
nRot : 0
nRing : 8
Max Ring : 22
nHet: 8
fChar : 0
nRig : 37
Flexibility : 0
Stereo Centers : 0
TPSA : 155.52
logS : -9.152
logP: 7.061
logD7.4 : 2.346
ABSORPTION
Caco-2 Permeability : -5.417
MDCK Permeability : 0.00000407578
Pgp-inhibitor : 0.011
Pgp-substrate : 0
HIA : 0.997
F20% : 0
F30% : 1
DISTRIBUTION
PPB : 0.775336
VD : 0.437
BBB Penetration : 0.001
Fu : 0.254027
METABOLISM
CYP 1A2 inhibitor : 0.737
CYP 1A2 substrate : 0.21
CYP 2C19 inhibitor : 0.043
CYP 2C19 substrate : 0.041
CYP 2C9 inhibitor : 0.645
CYP 2C9 substrate : 0.741
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.163
CYP 3A4 inhibitor : 0.005
CYP 3A4 substrate : 0.007
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MEDICINAL CHEMISTRY
QED : 0.123
SAscore : 3.284
Fsp : 0.067
MCE-18 : 48
NPscore : 0.978
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 3
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.001
H-HT : 0.031
DILI : 0.983
AMES Toxicity : 0.097
Rat Oral Acute Toxicity : 0.02
FDAMDD : 0.945
Skin Sensitization : 0.947
Carcinogencity : 0.072
Eye Corrosion : 0.035
Eye Irritation : 0.942
Respiratory Toxicity : 0.044
Bioconcentration Factor : 0.273
IGC50 : 4.054
LC50FM : 4.447
LC50DM : 5.751
NR-AR : 0.003
NR-AR-LBD: 1
NR-AhR : 0.965
NR-Aromatase : 0.375
NR-ER : 0.819
NR-ER-LBD : 0.954
NR-PPAR-gamma : 0.005
SR-ARE : 0.832
SR-ATAD5 : 0.092
SR-HSE : 0.006
SR-MMP : 0.982
SR-p53 : 0.997
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 4
FAF-Drugs4 Rule : 4
EXCRETION
CL : 0.611
t1/2 : 0.311
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