Canonical Smiles : CC1=C2C3C(=C(C(=O)O3)C)CC(C2(CCC1O)C)O
Inchi Key : CHTOSYWLLXTZLV-REJLFOLJSA-N
IUPAC : (5S,5aS,8R,9bS)-5,8-dihydroxy-3,5a,9-trimethyl-4,5,6,7,8,9b-hexahydrobenzo[g][1]benzofuran-2-one
Pubchem ID : 101287064
Smiles : CC1=C2c3oc(O)c(C)c3CC(O)C2(C)CCC1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 264.14
Volume : 269.578
Density : 0.98
nHA : 4
nHD : 3
nRot : 0
nRing : 3
Max Ring : 13
nHet: 4
fChar : 0
nRig : 15
Flexibility : 0
Stereo Centers : 3
TPSA : 73.83
logS : -2.615
logP: 2.011
logD7.4 : 2.03
ABSORPTION
Caco-2 Permeability : -4.989
MDCK Permeability : 0.0000150632
Pgp-inhibitor : 0.008
Pgp-substrate : 0.932
HIA : 0.023
F20% : 0.003
F30% : 0.032
DISTRIBUTION
PPB : 0.911873
VD : 1.595
BBB Penetration : 0.051
Fu : 0.13461
METABOLISM
CYP 1A2 inhibitor : 0.227
CYP 1A2 substrate : 0.541
CYP 2C19 inhibitor : 0.016
CYP 2C19 substrate : 0.725
CYP 2C9 inhibitor : 0.025
CYP 2C9 substrate : 0.395
CYP 2D6 inhibitor : 0.014
CYP 2D6 substrate : 0.309
CYP 3A4 inhibitor : 0.018
CYP 3A4 substrate : 0.253
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MEDICINAL CHEMISTRY
QED : 0.671
SAscore : 4.595
Fsp : 0.6
MCE-18 : 70
NPscore : 2.202
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.003
H-HT : 0.3
DILI : 0.142
AMES Toxicity : 0.025
Rat Oral Acute Toxicity : 0.31
FDAMDD : 0.495
Skin Sensitization : 0.128
Carcinogencity : 0.75
Eye Corrosion : 0.003
Eye Irritation : 0.012
Respiratory Toxicity : 0.819
Bioconcentration Factor : 0.289
IGC50 : 1.802
LC50FM : 2.641
LC50DM : 4.062
NR-AR : 0.119
NR-AR-LBD: 0.009
NR-AhR : 0.194
NR-Aromatase : 0.901
NR-ER : 0.151
NR-ER-LBD : 0.026
NR-PPAR-gamma : 0.476
SR-ARE : 0.179
SR-ATAD5 : 0.01
SR-HSE : 0.015
SR-MMP : 0.609
SR-p53 : 0.23
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 0
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 14.078
t1/2 : 0.672
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