Canonical Smiles : CC1=C2C(C3C(C(C1)OC(=O)C(=C)C)C(=C)C(=O)O3)C(=CC2=O)C
Inchi Key : KFNIILPAQWDAJK-XLNGHYISSA-N
IUPAC : [(3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
Pubchem ID : 636489
Smiles : CC1=C2C(C3C(C(C1)OC(=O)C(=C)C)C(=C)C(=O)O3)C(=CC2=O)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 328.13
Volume : 337.007
Density : 0.974
nHA : 5
nHD : 0
nRot : 3
nRing : 3
Max Ring : 13
nHet: 5
fChar : 0
nRig : 20
Flexibility : 0.15
Stereo Centers : 3
TPSA : 69.67
logS : -3.705
logP: 2.421
logD7.4 : 1.648
ABSORPTION
Caco-2 Permeability : -4.847
MDCK Permeability : 0.000020634
Pgp-inhibitor : 0.01
Pgp-substrate : 0.005
HIA : 0.009
F20% : 0.089
F30% : 0.004
DISTRIBUTION
PPB : 0.910136
VD : 0.853
BBB Penetration : 0.038
Fu : 0.0651345
METABOLISM
CYP 1A2 inhibitor : 0.933
CYP 1A2 substrate : 0.121
CYP 2C19 inhibitor : 0.39
CYP 2C19 substrate : 0.213
CYP 2C9 inhibitor : 0.875
CYP 2C9 substrate : 0.058
CYP 2D6 inhibitor : 0.014
CYP 2D6 substrate : 0.044
CYP 3A4 inhibitor : 0.397
CYP 3A4 substrate : 0.211
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MEDICINAL CHEMISTRY
QED : 0.576
SAscore : 4.792
Fsp : 0.421
MCE-18 : 49.778
NPscore : 1.325
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.001
H-HT : 0.015
DILI : 0.884
AMES Toxicity : 0.008
Rat Oral Acute Toxicity : 0.934
FDAMDD : 0.085
Skin Sensitization : 0.922
Carcinogencity : 0.087
Eye Corrosion : 0.027
Eye Irritation : 0.213
Respiratory Toxicity : 0.899
Bioconcentration Factor : 0.221
IGC50 : 3.889
LC50FM : 4.89
LC50DM : 4.77
NR-AR : 0.026
NR-AR-LBD: 0.413
NR-AhR : 0.15
NR-Aromatase : 0.056
NR-ER : 0.032
NR-ER-LBD : 0.638
NR-PPAR-gamma : 0.579
SR-ARE : 0.531
SR-ATAD5 : 0.132
SR-HSE : 0.877
SR-MMP : 0.507
SR-p53 : 0.943
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 7.366
t1/2 : 0.427
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