Canonical Smiles : CC1CCC2=C(CC3C(CC12)C(=C)C(=O)O3)C
Inchi Key : GAPVTYWDGWKUKK-UHFFFAOYSA-N
IUPAC : 5,8-dimethyl-1-methylidene-3a,4,6,7,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
Pubchem ID : 91704079
Smiles : C=C1C(=O)OC2CC(C)=C3CCC(C)C3CC12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 232.15
Volume : 251.998
Density : 0.921
nHA : 2
nHD : 0
nRot : 0
nRing : 3
Max Ring : 13
nHet: 2
fChar : 0
nRig : 17
Flexibility : 0
Stereo Centers : 4
TPSA : 26.3
logS : -4.364
logP: 3.569
logD7.4 : 3.568
ABSORPTION
Caco-2 Permeability : -4.597
MDCK Permeability : 0.0000205156
Pgp-inhibitor : 0.002
Pgp-substrate : 0
HIA : 0.011
F20% : 0.006
F30% : 0.005
DISTRIBUTION
PPB : 0.961233
VD : 3.328
BBB Penetration : 0.159
Fu : 0.023846
METABOLISM
CYP 1A2 inhibitor : 0.144
CYP 1A2 substrate : 0.295
CYP 2C19 inhibitor : 0.229
CYP 2C19 substrate : 0.616
CYP 2C9 inhibitor : 0.423
CYP 2C9 substrate : 0.561
CYP 2D6 inhibitor : 0.015
CYP 2D6 substrate : 0.506
CYP 3A4 inhibitor : 0.454
CYP 3A4 substrate : 0.452
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MEDICINAL CHEMISTRY
QED : 0.364
SAscore : 4.328
Fsp : 0.667
MCE-18 : 44.88
NPscore : 3.139
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.01
H-HT : 0.088
DILI : 0.673
AMES Toxicity : 0.071
Rat Oral Acute Toxicity : 0.34
FDAMDD : 0.708
Skin Sensitization : 0.447
Carcinogencity : 0.668
Eye Corrosion : 0.006
Eye Irritation : 0.19
Respiratory Toxicity : 0.876
Bioconcentration Factor : 1.426
IGC50 : 4.209
LC50FM : 5.079
LC50DM : 4.941
NR-AR : 0.397
NR-AR-LBD: 0.659
NR-AhR : 0.009
NR-Aromatase : 0.019
NR-ER : 0.174
NR-ER-LBD : 0.754
NR-PPAR-gamma : 0.377
SR-ARE : 0.88
SR-ATAD5 : 0.008
SR-HSE : 0.929
SR-MMP : 0.396
SR-p53 : 0.881
Acute/Aquatic Toxicity Rule : 4
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 : 16.199
t1/2 : 0.063
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