Canonical Smiles : CC1=CCCC2(C(O2)C(=O)C3=C(C1)OC=C3C)C
Inchi Key : CVIVANCKIBYAOP-WEVVVXLNSA-N
IUPAC : (8E)-5,9,14-trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradeca-1(11),8,13-trien-2-one
Pubchem ID : 11492496
Smiles : CC1=CCCC2(C)OC2C(=O)c2c(C)coc2C1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 246.13
Volume : 258.152
Density : 0.953
nHA : 3
nHD : 0
nRot : 0
nRing : 3
Max Ring : 14
nHet: 3
fChar : 0
nRig : 17
Flexibility : 0
Stereo Centers : 2
TPSA : 42.74
logS : -4.664
logP: 3.533
logD7.4 : 3.167
ABSORPTION
Caco-2 Permeability : -4.606
MDCK Permeability : 0.0000231136
Pgp-inhibitor : 0.034
Pgp-substrate : 0.003
HIA : 0.006
F20% : 0.299
F30% : 0.057
DISTRIBUTION
PPB : 0.939688
VD : 3.318
BBB Penetration : 0.033
Fu : 0.0466145
METABOLISM
CYP 1A2 inhibitor : 0.419
CYP 1A2 substrate : 0.519
CYP 2C19 inhibitor : 0.559
CYP 2C19 substrate : 0.624
CYP 2C9 inhibitor : 0.282
CYP 2C9 substrate : 0.095
CYP 2D6 inhibitor : 0.076
CYP 2D6 substrate : 0.541
CYP 3A4 inhibitor : 0.522
CYP 3A4 substrate : 0.275
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MEDICINAL CHEMISTRY
QED : 0.521
SAscore : 4.694
Fsp : 0.533
MCE-18 : 61.826
NPscore : 3.268
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.01
H-HT : 0.395
DILI : 0.828
AMES Toxicity : 0.127
Rat Oral Acute Toxicity : 0.816
FDAMDD : 0.03
Skin Sensitization : 0.394
Carcinogencity : 0.735
Eye Corrosion : 0.004
Eye Irritation : 0.014
Respiratory Toxicity : 0.967
Bioconcentration Factor : 1.518
IGC50 : 4.579
LC50FM : 5.827
LC50DM : 6.099
NR-AR : 0.013
NR-AR-LBD: 0.011
NR-AhR : 0.076
NR-Aromatase : 0.478
NR-ER : 0.149
NR-ER-LBD : 0.151
NR-PPAR-gamma : 0.092
SR-ARE : 0.143
SR-ATAD5 : 0.008
SR-HSE : 0.118
SR-MMP : 0.144
SR-p53 : 0.291
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 2
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 2
EXCRETION
CL : 13.397
t1/2 : 0.21
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