Canonical Smiles : CC=C(C)C(=O)OC1C2C(CC3(C1C(=C)CCC3O)C)OC(=O)C2=C
Inchi Key : CCJPWAPOFONQQT-KMJRVMNLSA-N
IUPAC : [(3aR,4R,4aS,8R,8aR,9aS)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate
Pubchem ID : 101316713
Smiles : C=C1C(=O)OC2CC3(C)C(O)CCC(=C)C3C(OC(=O)C(C)=CC)C12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 346.18
Volume : 359.576
Density : 0.963
nHA : 5
nHD : 1
nRot : 3
nRing : 3
Max Ring : 13
nHet: 5
fChar : 0
nRig : 20
Flexibility : 0.15
Stereo Centers : 6
TPSA : 72.83
logS : -2.916
logP: 1.876
logD7.4 : 1.803
ABSORPTION
Caco-2 Permeability : -4.761
MDCK Permeability : 0.0000186219
Pgp-inhibitor : 0.006
Pgp-substrate : 0
HIA : 0.224
F20% : 0.01
F30% : 0.208
DISTRIBUTION
PPB : 0.6674
VD : 0.948
BBB Penetration : 0.938
Fu : 0.287259
METABOLISM
CYP 1A2 inhibitor : 0.056
CYP 1A2 substrate : 0.224
CYP 2C19 inhibitor : 0.182
CYP 2C19 substrate : 0.31
CYP 2C9 inhibitor : 0.451
CYP 2C9 substrate : 0.103
CYP 2D6 inhibitor : 0.171
CYP 2D6 substrate : 0.179
CYP 3A4 inhibitor : 0.59
CYP 3A4 substrate : 0.23
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MEDICINAL CHEMISTRY
QED : 0.473
SAscore : 4.813
Fsp : 0.6
MCE-18 : 56.375
NPscore : 3.665
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 : 0.008
H-HT : 0.305
DILI : 0.268
AMES Toxicity : 0.012
Rat Oral Acute Toxicity : 0.937
FDAMDD : 0.897
Skin Sensitization : 0.083
Carcinogencity : 0.082
Eye Corrosion : 0.004
Eye Irritation : 0.03
Respiratory Toxicity : 0.859
Bioconcentration Factor : 0.859
IGC50 : 4.362
LC50FM : 6.683
LC50DM : 6.482
NR-AR : 0.024
NR-AR-LBD: 0.686
NR-AhR : 0.012
NR-Aromatase : 0.098
NR-ER : 0.053
NR-ER-LBD : 0.654
NR-PPAR-gamma : 0.773
SR-ARE : 0.86
SR-ATAD5 : 0.379
SR-HSE : 0.907
SR-MMP : 0.814
SR-p53 : 0.932
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 13.527
t1/2 : 0.136
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